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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1)transporters (2) Show 3 proteins XML

enzymes (1)transporters (2) Show 3 proteins

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:36 UTC

HMDB ID

HMDB0014399

Secondary Accession Numbers

HMDB14399

Metabolite Identification

Common Name

Doxycycline

Description

Doxycycline is only found in individuals that have used or taken this drug. It is a synthetic tetracycline derivative with similar antimicrobial activity. Animal studies suggest that it may cause less tooth staining than other tetracyclines. It is used in some areas for the treatment of chloroquine-resistant falciparum malaria (malaria, falciparum). [PubChem]Doxycycline, like minocycline, is lipophilic and can pass through the lipid bilayer of bacteria. Doxycycline reversibly binds to the 30 S ribosomal subunits and possibly the 50S ribosomal subunit(s), blocking the binding of aminoacyl tRNA to the mRNA and inhibiting bacterial protein synthesis. Doxycycline prevents the normal function of the apicoplast of Plasmodium falciparum, a malaria causing organism.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

 
  Mrv0541 02231214332D          
 
 34 37  0  0  1  0            999 V2000
   17.9362   -9.4212    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.9533  -10.2420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.6558   -9.0195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.2306   -9.0021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.2132  -10.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6314  -10.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3578   -9.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5111   -9.4073    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.5467  -10.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2098  -11.4751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3508  -10.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6024  -11.4925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0845   -9.0405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7986   -8.9915    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.7916  -10.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0599  -10.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0859   -9.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0825  -10.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7916  -11.4680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7830  -10.2839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0771  -11.5169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3629   -8.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3665  -10.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6503   -9.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6503  -10.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3665  -11.4680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8018   -7.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6694   -7.6875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3998   -7.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9526   -7.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9292   -8.5820    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.5069   -8.5693    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.2245   -7.9574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9208  -11.0764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 12  2  0  0  0  0
  7 13  1  0  0  0  0
  8 14  1  0  0  0  0
  9 15  1  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 15 18  1  0  0  0  0
 15 19  2  0  0  0  0
 16 20  1  0  0  0  0
 16 21  2  0  0  0  0
 17 22  1  0  0  0  0
 18 23  1  0  0  0  0
 22 24  2  0  0  0  0
 23 25  2  0  0  0  0
 23 26  1  0  0  0  0
  7 11  2  0  0  0  0
  8  9  1  0  0  0  0
 17 18  2  0  0  0  0
 24 25  1  0  0  0  0
 14 27  1  6  0  0  0
  3 28  1  6  0  0  0
  1  2  1  0  0  0  0
 28 29  1  0  0  0  0
  1  3  1  0  0  0  0
 28 30  1  0  0  0  0
  1  4  1  0  0  0  0
  1 31  1  6  0  0  0
  2  5  1  0  0  0  0
  8 32  1  6  0  0  0
  2  6  1  0  0  0  0
  4 33  1  6  0  0  0
  3  7  1  0  0  0  0
  2 34  1  6  0  0  0
  4  8  1  0  0  0  0
M  END

HMDB0014399
     RDKit          3D
Doxycycline
 56 59  0  0  0  0  0  0  0  0999 V2000
    2.2477   -2.6723    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8896   -1.1754    0.3168 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1147   -0.4251    0.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1119   -0.9656    1.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2931   -0.3140    1.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4951    0.9435    1.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5323    1.5012    0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7360    2.7653   -0.1929 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3618    0.8336    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3312    1.3902   -0.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5132    2.5595   -1.3036 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1113    0.6234   -1.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0847    1.3120   -1.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1431    2.6819   -1.6457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1903    0.6541   -1.8300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2393    0.4446   -3.1985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2738    1.5960   -1.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9678    2.1272   -2.3316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4716    1.8617   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7780    3.2023    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9494    3.4873    1.7780 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8974    4.1383   -0.4068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3888    0.7790    0.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5546    0.9159    2.0932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1362   -0.5470    0.1892 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3615   -1.3660    0.1432 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1554   -2.7182    0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4523   -0.7600    0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3796   -0.6507   -1.1120 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1583   -1.5127   -1.0184 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1100   -2.4855   -2.0424 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1634   -0.8257   -0.9576 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1923   -2.7783   -0.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3120   -2.9627    1.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4669   -3.2684   -0.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1481   -1.0272    1.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9899   -1.9496    1.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0268   -0.7759    2.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4321    1.4200    1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5635    3.3066   -0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2991    3.0454   -2.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1067   -0.4970   -3.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4152    4.3539    2.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5392    2.9349    2.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9393    0.3459    2.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5005   -1.0971    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3828   -3.2070   -0.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0107   -2.8778    1.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1035   -3.2744    0.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3864   -1.0881    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5387   -1.1027    1.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4705    0.3274    0.8569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0677   -1.2394   -1.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2627   -2.1260   -0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7853   -2.6515   -2.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8436   -1.2100   -1.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 19 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 25 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 32  2  1  0
  9  3  1  0
 32 12  1  0
 29 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  1
  4 37  1  0
  5 38  1  0
  6 39  1  0
  8 40  1  0
 14 41  1  0
 16 42  1  0
 21 43  1  0
 21 44  1  0
 24 45  1  0
 25 46  1  1
 27 47  1  0
 27 48  1  0
 27 49  1  0
 28 50  1  0
 28 51  1  0
 28 52  1  0
 29 53  1  6
 30 54  1  1
 31 55  1  0
 32 56  1  6
M  END

 
  Mrv0541 02231214332D          
 
 34 37  0  0  1  0            999 V2000
   17.9362   -9.4212    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.9533  -10.2420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.6558   -9.0195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.2306   -9.0021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.2132  -10.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6314  -10.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3578   -9.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5111   -9.4073    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.5467  -10.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2098  -11.4751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3508  -10.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6024  -11.4925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0845   -9.0405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7986   -8.9915    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.7916  -10.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0599  -10.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0859   -9.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0825  -10.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7916  -11.4680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7830  -10.2839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0771  -11.5169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3629   -8.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3665  -10.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6503   -9.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6503  -10.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3665  -11.4680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8018   -7.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6694   -7.6875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3998   -7.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9526   -7.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9292   -8.5820    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.5069   -8.5693    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.2245   -7.9574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9208  -11.0764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 12  2  0  0  0  0
  7 13  1  0  0  0  0
  8 14  1  0  0  0  0
  9 15  1  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 15 18  1  0  0  0  0
 15 19  2  0  0  0  0
 16 20  1  0  0  0  0
 16 21  2  0  0  0  0
 17 22  1  0  0  0  0
 18 23  1  0  0  0  0
 22 24  2  0  0  0  0
 23 25  2  0  0  0  0
 23 26  1  0  0  0  0
  7 11  2  0  0  0  0
  8  9  1  0  0  0  0
 17 18  2  0  0  0  0
 24 25  1  0  0  0  0
 14 27  1  6  0  0  0
  3 28  1  6  0  0  0
  1  2  1  0  0  0  0
 28 29  1  0  0  0  0
  1  3  1  0  0  0  0
 28 30  1  0  0  0  0
  1  4  1  0  0  0  0
  1 31  1  6  0  0  0
  2  5  1  0  0  0  0
  8 32  1  6  0  0  0
  2  6  1  0  0  0  0
  4 33  1  6  0  0  0
  3  7  1  0  0  0  0
  2 34  1  6  0  0  0
  4  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014399

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12[C@@H](C)C3=C(C(O)=CC=C3)C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])[C@H]2O

> <INCHI_IDENTIFIER>
InChI=1S/C22H24N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31)/t7-,10+,14+,15-,17-,22-/m0/s1

> <INCHI_KEY>
JBIWCJUYHHGXTC-AKNGSSGZSA-N

> <FORMULA>
C22H24N2O8

> <MOLECULAR_WEIGHT>
444.4346

> <EXACT_MASS>
444.153265754

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
42.88236658408105

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,4aR,5S,5aR,6R,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

> <ALOGPS_LOGP>
-0.72

> <JCHEM_LOGP>
-3.4356368980531804

> <ALOGPS_LOGS>
-2.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.674903996767855

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.2352759547193397

> <JCHEM_PKA_STRONGEST_BASIC>
7.751996038861081

> <JCHEM_POLAR_SURFACE_AREA>
181.61999999999998

> <JCHEM_REFRACTIVITY>
113.89189999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.30e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
vibramycin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014399
     RDKit          3D
Doxycycline
 56 59  0  0  0  0  0  0  0  0999 V2000
    2.2477   -2.6723    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8896   -1.1754    0.3168 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1147   -0.4251    0.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1119   -0.9656    1.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2931   -0.3140    1.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4951    0.9435    1.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5323    1.5012    0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7360    2.7653   -0.1929 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3618    0.8336    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3312    1.3902   -0.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5132    2.5595   -1.3036 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1113    0.6234   -1.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0847    1.3120   -1.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1431    2.6819   -1.6457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1903    0.6541   -1.8300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2393    0.4446   -3.1985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2738    1.5960   -1.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9678    2.1272   -2.3316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4716    1.8617   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7780    3.2023    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9494    3.4873    1.7780 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8974    4.1383   -0.4068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3888    0.7790    0.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5546    0.9159    2.0932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1362   -0.5470    0.1892 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3615   -1.3660    0.1432 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1554   -2.7182    0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4523   -0.7600    0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3796   -0.6507   -1.1120 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1583   -1.5127   -1.0184 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1100   -2.4855   -2.0424 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1634   -0.8257   -0.9576 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1923   -2.7783   -0.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3120   -2.9627    1.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4669   -3.2684   -0.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1481   -1.0272    1.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9899   -1.9496    1.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0268   -0.7759    2.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4321    1.4200    1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5635    3.3066   -0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2991    3.0454   -2.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1067   -0.4970   -3.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4152    4.3539    2.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5392    2.9349    2.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9393    0.3459    2.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5005   -1.0971    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3828   -3.2070   -0.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0107   -2.8778    1.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1035   -3.2744    0.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3864   -1.0881    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5387   -1.1027    1.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4705    0.3274    0.8569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0677   -1.2394   -1.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2627   -2.1260   -0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7853   -2.6515   -2.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8436   -1.2100   -1.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 19 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 25 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 32  2  1  0
  9  3  1  0
 32 12  1  0
 29 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  1
  4 37  1  0
  5 38  1  0
  6 39  1  0
  8 40  1  0
 14 41  1  0
 16 42  1  0
 21 43  1  0
 21 44  1  0
 24 45  1  0
 25 46  1  1
 27 47  1  0
 27 48  1  0
 27 49  1  0
 28 50  1  0
 28 51  1  0
 28 52  1  0
 29 53  1  6
 30 54  1  1
 31 55  1  0
 32 56  1  6
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      33.481 -17.586   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      33.513 -19.118   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      34.824 -16.836   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      32.164 -16.804   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      32.131 -19.875   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      34.779 -19.907   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      36.135 -17.625   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      30.821 -17.560   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      30.887 -19.099   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      32.125 -21.420   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      36.121 -19.158   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      34.724 -21.453   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      37.491 -16.876   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      29.491 -16.784   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      29.478 -19.868   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      37.445 -19.953   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      28.160 -17.547   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.154 -19.092   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      29.478 -21.407   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      38.795 -19.197   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0      37.477 -21.498   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      26.811 -16.778   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      26.817 -19.862   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      25.481 -17.554   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      25.481 -19.099   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      26.817 -21.407   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      29.497 -14.838   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      34.850 -14.350   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      36.213 -13.592   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      33.512 -13.548   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0      33.468 -16.020   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      30.813 -15.996   0.000  0.00  0.00           H+0
HETATM   33  O   UNK     0      32.152 -14.854   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      33.452 -20.676   0.000  0.00  0.00           O+0
CONECT    1    2    3    4   31                                             
CONECT    2    1    5    6   34                                             
CONECT    3   28    1    7                                                  
CONECT    4    1   33    8                                                  
CONECT    5    9   10    2                                                  
CONECT    6   11   12    2                                                  
CONECT    7   13   11    3                                                  
CONECT    8   14    9   32    4                                             
CONECT    9    5   15    8                                                  
CONECT   10    5                                                            
CONECT   11    6   16    7                                                  
CONECT   12    6                                                            
CONECT   13    7                                                            
CONECT   14    8   17   27                                                  
CONECT   15    9   18   19                                                  
CONECT   16   11   20   21                                                  
CONECT   17   14   22   18                                                  
CONECT   18   15   23   17                                                  
CONECT   19   15                                                            
CONECT   20   16                                                            
CONECT   21   16                                                            
CONECT   22   17   24                                                       
CONECT   23   18   25   26                                                  
CONECT   24   22   25                                                       
CONECT   25   23   24                                                       
CONECT   26   23                                                            
CONECT   27   14                                                            
CONECT   28    3   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31    1                                                            
CONECT   32    8                                                            
CONECT   33    4                                                            
CONECT   34    2                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

COMPND    HMDB0014399
HETATM    1  C1  UNL     1       2.248  -2.672   0.338  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.890  -1.175   0.317  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.115  -0.425   0.552  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.112  -0.966   1.348  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.293  -0.314   1.643  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.495   0.943   1.119  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.532   1.501   0.333  1.00  0.00           C  
HETATM    8  O1  UNL     1       4.736   2.765  -0.193  1.00  0.00           O  
HETATM    9  C8  UNL     1       3.362   0.834   0.051  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.331   1.390  -0.813  1.00  0.00           C  
HETATM   11  O2  UNL     1       2.513   2.559  -1.304  1.00  0.00           O  
HETATM   12  C10 UNL     1       1.111   0.623  -1.113  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.085   1.312  -1.510  1.00  0.00           C  
HETATM   14  O3  UNL     1       0.143   2.682  -1.646  1.00  0.00           O  
HETATM   15  C12 UNL     1      -1.190   0.654  -1.830  1.00  0.00           C  
HETATM   16  O4  UNL     1      -1.239   0.445  -3.198  1.00  0.00           O  
HETATM   17  C13 UNL     1      -2.274   1.596  -1.476  1.00  0.00           C  
HETATM   18  O5  UNL     1      -2.968   2.127  -2.332  1.00  0.00           O  
HETATM   19  C14 UNL     1      -2.472   1.862  -0.060  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.778   3.202   0.413  1.00  0.00           C  
HETATM   21  N1  UNL     1      -2.949   3.487   1.778  1.00  0.00           N  
HETATM   22  O6  UNL     1      -2.897   4.138  -0.407  1.00  0.00           O  
HETATM   23  C16 UNL     1      -2.389   0.779   0.724  1.00  0.00           C  
HETATM   24  O7  UNL     1      -2.555   0.916   2.093  1.00  0.00           O  
HETATM   25  C17 UNL     1      -2.136  -0.547   0.189  1.00  0.00           C  
HETATM   26  N2  UNL     1      -3.361  -1.366   0.143  1.00  0.00           N  
HETATM   27  C18 UNL     1      -3.155  -2.718   0.564  1.00  0.00           C  
HETATM   28  C19 UNL     1      -4.452  -0.760   0.853  1.00  0.00           C  
HETATM   29  C20 UNL     1      -1.380  -0.651  -1.112  1.00  0.00           C  
HETATM   30  C21 UNL     1      -0.158  -1.513  -1.018  1.00  0.00           C  
HETATM   31  O8  UNL     1      -0.110  -2.485  -2.042  1.00  0.00           O  
HETATM   32  C22 UNL     1       1.163  -0.826  -0.958  1.00  0.00           C  
HETATM   33  H1  UNL     1       3.192  -2.778  -0.216  1.00  0.00           H  
HETATM   34  H2  UNL     1       2.312  -2.963   1.404  1.00  0.00           H  
HETATM   35  H3  UNL     1       1.467  -3.268  -0.177  1.00  0.00           H  
HETATM   36  H4  UNL     1       1.148  -1.027   1.154  1.00  0.00           H  
HETATM   37  H5  UNL     1       3.990  -1.950   1.778  1.00  0.00           H  
HETATM   38  H6  UNL     1       6.027  -0.776   2.260  1.00  0.00           H  
HETATM   39  H7  UNL     1       6.432   1.420   1.366  1.00  0.00           H  
HETATM   40  H8  UNL     1       5.563   3.307  -0.022  1.00  0.00           H  
HETATM   41  H9  UNL     1       0.299   3.045  -2.576  1.00  0.00           H  
HETATM   42  H10 UNL     1      -1.107  -0.497  -3.437  1.00  0.00           H  
HETATM   43  H11 UNL     1      -2.415   4.354   2.110  1.00  0.00           H  
HETATM   44  H12 UNL     1      -3.539   2.935   2.411  1.00  0.00           H  
HETATM   45  H13 UNL     1      -1.939   0.346   2.696  1.00  0.00           H  
HETATM   46  H14 UNL     1      -1.501  -1.097   0.950  1.00  0.00           H  
HETATM   47  H15 UNL     1      -2.383  -3.207  -0.083  1.00  0.00           H  
HETATM   48  H16 UNL     1      -3.011  -2.878   1.637  1.00  0.00           H  
HETATM   49  H17 UNL     1      -4.104  -3.274   0.299  1.00  0.00           H  
HETATM   50  H18 UNL     1      -5.386  -1.088   0.315  1.00  0.00           H  
HETATM   51  H19 UNL     1      -4.539  -1.103   1.882  1.00  0.00           H  
HETATM   52  H20 UNL     1      -4.471   0.327   0.857  1.00  0.00           H  
HETATM   53  H21 UNL     1      -2.068  -1.239  -1.804  1.00  0.00           H  
HETATM   54  H22 UNL     1      -0.263  -2.126  -0.094  1.00  0.00           H  
HETATM   55  H23 UNL     1       0.785  -2.651  -2.384  1.00  0.00           H  
HETATM   56  H24 UNL     1       1.844  -1.210  -1.776  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3   32   36
CONECT    3    4    4    9
CONECT    4    5   37
CONECT    5    6    6   38
CONECT    6    7   39
CONECT    7    8    9    9
CONECT    8   40
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   13   32
CONECT   13   14   15
CONECT   14   41
CONECT   15   16   17   29
CONECT   16   42
CONECT   17   18   18   19
CONECT   19   20   23   23
CONECT   20   21   22   22
CONECT   21   43   44
CONECT   23   24   25
CONECT   24   45
CONECT   25   26   29   46
CONECT   26   27   28
CONECT   27   47   48   49
CONECT   28   50   51   52
CONECT   29   30   53
CONECT   30   31   32   54
CONECT   31   55
CONECT   32   56
END

HMDB0014399
     RDKit          3D
Doxycycline
 56 59  0  0  0  0  0  0  0  0999 V2000
    2.2477   -2.6723    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8896   -1.1754    0.3168 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1147   -0.4251    0.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1119   -0.9656    1.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2931   -0.3140    1.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4951    0.9435    1.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5323    1.5012    0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7360    2.7653   -0.1929 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3618    0.8336    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3312    1.3902   -0.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5132    2.5595   -1.3036 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1113    0.6234   -1.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0847    1.3120   -1.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1431    2.6819   -1.6457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1903    0.6541   -1.8300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2393    0.4446   -3.1985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2738    1.5960   -1.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9678    2.1272   -2.3316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4716    1.8617   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7780    3.2023    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9494    3.4873    1.7780 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8974    4.1383   -0.4068 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3888    0.7790    0.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5546    0.9159    2.0932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1362   -0.5470    0.1892 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3615   -1.3660    0.1432 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1554   -2.7182    0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4523   -0.7600    0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3796   -0.6507   -1.1120 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1583   -1.5127   -1.0184 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1100   -2.4855   -2.0424 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1634   -0.8257   -0.9576 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1923   -2.7783   -0.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3120   -2.9627    1.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4669   -3.2684   -0.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1481   -1.0272    1.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9899   -1.9496    1.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0268   -0.7759    2.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4321    1.4200    1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5635    3.3066   -0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2991    3.0454   -2.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1067   -0.4970   -3.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4152    4.3539    2.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5392    2.9349    2.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9393    0.3459    2.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5005   -1.0971    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3828   -3.2070   -0.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0107   -2.8778    1.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1035   -3.2744    0.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3864   -1.0881    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5387   -1.1027    1.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4705    0.3274    0.8569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0677   -1.2394   -1.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2627   -2.1260   -0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7853   -2.6515   -2.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8436   -1.2100   -1.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 19 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 25 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 32  2  1  0
  9  3  1  0
 32 12  1  0
 29 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  1
  4 37  1  0
  5 38  1  0
  6 39  1  0
  8 40  1  0
 14 41  1  0
 16 42  1  0
 21 43  1  0
 21 44  1  0
 24 45  1  0
 25 46  1  1
 27 47  1  0
 27 48  1  0
 27 49  1  0
 28 50  1  0
 28 51  1  0
 28 52  1  0
 29 53  1  6
 30 54  1  1
 31 55  1  0
 32 56  1  6
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(4S,4AR,5S,5ar,6R,12as)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide	ChEBI
5-Hydroxy-alpha-6-deoxytetracycline	ChEBI
6alpha-Deoxy-5-oxytetracycline	ChEBI
Doxiciclina	ChEBI
Doxycyclin	ChEBI
Doxycycline (anhydrous)	ChEBI
Doxycyclinum	ChEBI
Jenacyclin	ChEBI
Supracyclin	ChEBI
Vibramycin	ChEBI
Doxychel	Kegg
5-Hydroxy-a-6-deoxytetracycline	Generator
5-Hydroxy-α-6-deoxytetracycline	Generator
6a-Deoxy-5-oxytetracycline	Generator
6Α-deoxy-5-oxytetracycline	Generator
DOXY	HMDB
Doxcycline anhydrous	HMDB
Doxycycline hyclate	HMDB
Doxycycline monohydrate	HMDB
Doxytetracycline	HMDB

Chemical Formula

C₂₂H₂₄N₂O₈

Average Molecular Weight

444.4346

Monoisotopic Molecular Weight

444.153265754

IUPAC Name

(4S,4aR,5S,5aR,6R,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

Traditional Name

vibramycin

CAS Registry Number

564-25-0

SMILES

[H][C@@]12[C@@H](C)C3=C(C(O)=CC=C3)C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])[C@H]2O

InChI Identifier

InChI=1S/C22H24N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31)/t7-,10+,14+,15-,17-,22-/m0/s1

InChI Key

JBIWCJUYHHGXTC-AKNGSSGZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracyclines. These are polyketides having an octahydrotetracene-2-carboxamide skeleton, substituted with many hydroxy and other groups.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tetracyclines

Sub Class

Not Available

Direct Parent

Tetracyclines

Alternative Parents

Substituents

Tetracycline
Naphthacene
Tetracene
Anthracene carboxylic acid or derivatives
Tetralin
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Aralkylamine
Benzenoid
Tertiary alcohol
Vinylogous acid
Tertiary aliphatic amine
Amino acid or derivatives
Tertiary amine
Carboxamide group
Secondary alcohol
Primary carboxylic acid amide
Ketone
Polyol
Carboxylic acid derivative
Enol
Amine
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Alcohol
Carbonyl group
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

tetracyclines (CHEBI:50845 )
Linear tetracyclines (C06973 )
Linear tetracyclines (LMPK07000001 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0014399)
Membrane (HMDB: HMDB0014399)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Doxycycline Action Pathway (PathBank: SMP0000291)

Role

Industrial application

Pharmaceutical industry

antibacterial drug (HMDB: HMDB0014399)

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

antimalarial (HMDB: HMDB0014399)

Biological role

Modulator

antibacterial drug (HMDB: HMDB0014399)

antimalarial (HMDB: HMDB0014399)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	201 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.63 g/L	Not Available
LogP	-0.2	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	195.579	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001398

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.63 g/L	ALOGPS
logP	-0.72	ALOGPS
logP	-3.4	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	-2.2	ChemAxon
pKa (Strongest Basic)	7.75	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	181.62 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	113.89 m³·mol⁻¹	ChemAxon
Polarizability	42.88 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	231.086	30932474
DeepCCS	[M+Na]+	206.25	30932474
AllCCS	[M+H]+	201.5	32859911
AllCCS	[M+H-H2O]+	199.3	32859911
AllCCS	[M+NH4]+	203.6	32859911
AllCCS	[M+Na]+	204.2	32859911
AllCCS	[M-H]-	204.8	32859911
AllCCS	[M+Na-2H]-	205.4	32859911
AllCCS	[M+HCOO]-	206.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Doxycycline	[H][C@@]12[C@@H](C)C3=C(C(O)=CC=C3)C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])[C@H]2O	4845.2	Standard polar	33892256
Doxycycline	[H][C@@]12[C@@H](C)C3=C(C(O)=CC=C3)C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])[C@H]2O	3323.8	Standard non polar	33892256
Doxycycline	[H][C@@]12[C@@H](C)C3=C(C(O)=CC=C3)C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])[C@H]2O	3836.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Doxycycline,1TMS,isomer #1	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3489.1	Semi standard non polar	33892256
Doxycycline,1TMS,isomer #2	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3406.8	Semi standard non polar	33892256
Doxycycline,1TMS,isomer #3	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3525.2	Semi standard non polar	33892256
Doxycycline,1TMS,isomer #4	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3468.4	Semi standard non polar	33892256
Doxycycline,1TMS,isomer #5	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3506.6	Semi standard non polar	33892256
Doxycycline,1TMS,isomer #6	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3526.2	Semi standard non polar	33892256
Doxycycline,2TMS,isomer #1	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3388.2	Semi standard non polar	33892256
Doxycycline,2TMS,isomer #10	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(N)=O)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3441.5	Semi standard non polar	33892256
Doxycycline,2TMS,isomer #11	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3462.9	Semi standard non polar	33892256
Doxycycline,2TMS,isomer #12	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3476.8	Semi standard non polar	33892256
Doxycycline,2TMS,isomer #13	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3412.4	Semi standard non polar	33892256
Doxycycline,2TMS,isomer #14	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3426.6	Semi standard non polar	33892256
Doxycycline,2TMS,isomer #15	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3441.9	Semi standard non polar	33892256
Doxycycline,2TMS,isomer #16	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3495.2	Semi standard non polar	33892256
Doxycycline,2TMS,isomer #2	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3451.4	Semi standard non polar	33892256
Doxycycline,2TMS,isomer #3	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3424.3	Semi standard non polar	33892256
Doxycycline,2TMS,isomer #4	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3422.8	Semi standard non polar	33892256
Doxycycline,2TMS,isomer #5	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3485.9	Semi standard non polar	33892256
Doxycycline,2TMS,isomer #6	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3396.8	Semi standard non polar	33892256
Doxycycline,2TMS,isomer #7	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(N)=O)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3352.4	Semi standard non polar	33892256
Doxycycline,2TMS,isomer #8	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3372.4	Semi standard non polar	33892256
Doxycycline,2TMS,isomer #9	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3354.3	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #1	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3430.7	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #10	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3446.3	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #11	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3466.8	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #12	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(N)=O)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3381.7	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #13	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3395.8	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #14	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3383.0	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #15	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(N)=O)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3342.4	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #16	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3320.2	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #17	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3352.2	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #18	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3371.7	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #19	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(N)=O)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3413.6	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #2	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(N)=O)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3392.4	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #20	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3415.7	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #21	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3442.4	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #22	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3471.2	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #23	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3376.2	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #24	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3432.5	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #25	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3438.5	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #3	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3392.9	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #4	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3403.5	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #5	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(N)=O)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3438.8	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #6	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3437.2	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #7	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3483.0	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #8	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3395.8	Semi standard non polar	33892256
Doxycycline,3TMS,isomer #9	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3440.1	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #1	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(N)=O)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3427.9	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #10	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3465.3	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #11	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3477.4	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #12	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3414.0	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #13	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3451.2	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #14	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3445.5	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #15	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(N)=O)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3381.1	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #16	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3367.0	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #17	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3399.4	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #18	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3401.6	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #19	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3333.9	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #2	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3430.2	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #20	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3382.4	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #21	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3380.5	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #22	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3400.0	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #23	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3427.0	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #24	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3452.3	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #25	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3410.1	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #3	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3442.8	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #4	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(N)=O)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3382.0	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #5	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3394.1	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #6	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3406.4	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #7	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3420.3	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #8	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(N)=O)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3426.4	Semi standard non polar	33892256
Doxycycline,4TMS,isomer #9	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3452.5	Semi standard non polar	33892256
Doxycycline,5TMS,isomer #1	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(N)=O)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3429.7	Semi standard non polar	33892256
Doxycycline,5TMS,isomer #10	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3474.4	Semi standard non polar	33892256
Doxycycline,5TMS,isomer #11	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3451.5	Semi standard non polar	33892256
Doxycycline,5TMS,isomer #12	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3401.6	Semi standard non polar	33892256
Doxycycline,5TMS,isomer #13	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3414.2	Semi standard non polar	33892256
Doxycycline,5TMS,isomer #14	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3424.4	Semi standard non polar	33892256
Doxycycline,5TMS,isomer #15	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3400.5	Semi standard non polar	33892256
Doxycycline,5TMS,isomer #16	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3437.8	Semi standard non polar	33892256
Doxycycline,5TMS,isomer #2	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3445.9	Semi standard non polar	33892256
Doxycycline,5TMS,isomer #3	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3464.3	Semi standard non polar	33892256
Doxycycline,5TMS,isomer #4	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3455.1	Semi standard non polar	33892256
Doxycycline,5TMS,isomer #5	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3417.5	Semi standard non polar	33892256
Doxycycline,5TMS,isomer #6	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3441.9	Semi standard non polar	33892256
Doxycycline,5TMS,isomer #7	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3434.3	Semi standard non polar	33892256
Doxycycline,5TMS,isomer #8	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3454.8	Semi standard non polar	33892256
Doxycycline,5TMS,isomer #9	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3470.7	Semi standard non polar	33892256
Doxycycline,6TMS,isomer #1	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3479.6	Semi standard non polar	33892256
Doxycycline,6TMS,isomer #1	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3611.6	Standard non polar	33892256
Doxycycline,6TMS,isomer #1	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3758.0	Standard polar	33892256
Doxycycline,6TMS,isomer #2	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3480.1	Semi standard non polar	33892256
Doxycycline,6TMS,isomer #2	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3465.4	Standard non polar	33892256
Doxycycline,6TMS,isomer #2	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3824.7	Standard polar	33892256
Doxycycline,6TMS,isomer #3	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3486.2	Semi standard non polar	33892256
Doxycycline,6TMS,isomer #3	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3435.5	Standard non polar	33892256
Doxycycline,6TMS,isomer #3	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3831.2	Standard polar	33892256
Doxycycline,6TMS,isomer #4	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3464.2	Semi standard non polar	33892256
Doxycycline,6TMS,isomer #4	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3413.9	Standard non polar	33892256
Doxycycline,6TMS,isomer #4	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3817.9	Standard polar	33892256
Doxycycline,6TMS,isomer #5	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3491.6	Semi standard non polar	33892256
Doxycycline,6TMS,isomer #5	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3443.3	Standard non polar	33892256
Doxycycline,6TMS,isomer #5	C[C@H]1C2=CC=CC(O[Si](C)(C)C)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3821.2	Standard polar	33892256
Doxycycline,6TMS,isomer #6	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3449.1	Semi standard non polar	33892256
Doxycycline,6TMS,isomer #6	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3490.7	Standard non polar	33892256
Doxycycline,6TMS,isomer #6	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C)[C@]3(O[Si](C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C)[C@@H]21	3816.4	Standard polar	33892256
Doxycycline,1TBDMS,isomer #1	C[C@H]1C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3724.4	Semi standard non polar	33892256
Doxycycline,1TBDMS,isomer #2	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3691.2	Semi standard non polar	33892256
Doxycycline,1TBDMS,isomer #3	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C(C)(C)C)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3749.2	Semi standard non polar	33892256
Doxycycline,1TBDMS,isomer #4	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O[Si](C)(C)C(C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3732.7	Semi standard non polar	33892256
Doxycycline,1TBDMS,isomer #5	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]21	3727.6	Semi standard non polar	33892256
Doxycycline,1TBDMS,isomer #6	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3775.6	Semi standard non polar	33892256
Doxycycline,2TBDMS,isomer #1	C[C@H]1C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3857.5	Semi standard non polar	33892256
Doxycycline,2TBDMS,isomer #10	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C(C)(C)C)C(=O)C(C(N)=O)=C(O[Si](C)(C)C(C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3896.2	Semi standard non polar	33892256
Doxycycline,2TBDMS,isomer #11	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C(C)(C)C)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]21	3892.5	Semi standard non polar	33892256
Doxycycline,2TBDMS,isomer #12	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3907.1	Semi standard non polar	33892256
Doxycycline,2TBDMS,isomer #13	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O[Si](C)(C)C(C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]21	3868.1	Semi standard non polar	33892256
Doxycycline,2TBDMS,isomer #14	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3867.5	Semi standard non polar	33892256
Doxycycline,2TBDMS,isomer #15	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]21	3870.4	Semi standard non polar	33892256
Doxycycline,2TBDMS,isomer #16	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3903.0	Semi standard non polar	33892256
Doxycycline,2TBDMS,isomer #2	C[C@H]1C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C(C)(C)C)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3883.7	Semi standard non polar	33892256
Doxycycline,2TBDMS,isomer #3	C[C@H]1C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O[Si](C)(C)C(C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3876.0	Semi standard non polar	33892256
Doxycycline,2TBDMS,isomer #4	C[C@H]1C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]21	3864.5	Semi standard non polar	33892256
Doxycycline,2TBDMS,isomer #5	C[C@H]1C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3915.6	Semi standard non polar	33892256
Doxycycline,2TBDMS,isomer #6	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)[C@]3(O[Si](C)(C)C(C)(C)C)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3849.2	Semi standard non polar	33892256
Doxycycline,2TBDMS,isomer #7	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)[C@]3(O)C(=O)C(C(N)=O)=C(O[Si](C)(C)C(C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3822.6	Semi standard non polar	33892256
Doxycycline,2TBDMS,isomer #8	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]21	3838.4	Semi standard non polar	33892256
Doxycycline,2TBDMS,isomer #9	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3821.6	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #1	C[C@H]1C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)[C@]3(O[Si](C)(C)C(C)(C)C)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	4038.0	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #10	C[C@H]1C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]21	4031.0	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #11	C[C@H]1C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	4070.2	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #12	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)[C@]3(O[Si](C)(C)C(C)(C)C)C(=O)C(C(N)=O)=C(O[Si](C)(C)C(C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	4002.5	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #13	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)[C@]3(O[Si](C)(C)C(C)(C)C)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]21	4018.3	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #14	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)[C@]3(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3977.2	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #15	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)[C@]3(O)C(=O)C(C(N)=O)=C(O[Si](C)(C)C(C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]21	3974.0	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #16	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3922.2	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #17	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]21	3948.3	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #18	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	3981.5	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #19	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C(C)(C)C)C(=O)C(C(N)=O)=C(O[Si](C)(C)C(C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]21	4039.8	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #2	C[C@H]1C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)[C@]3(O)C(=O)C(C(N)=O)=C(O[Si](C)(C)C(C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	4008.3	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #20	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	4001.1	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #21	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]21	4022.2	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #22	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	4058.5	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #23	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]21	3975.5	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #24	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	4031.0	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #25	C[C@H]1C2=CC=CC(O)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]21	4036.8	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #3	C[C@H]1C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]21	4020.1	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #4	C[C@H]1C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	4000.7	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #5	C[C@H]1C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C(C)(C)C)C(=O)C(C(N)=O)=C(O[Si](C)(C)C(C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	4049.7	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #6	C[C@H]1C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C(C)(C)C)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]21	4046.1	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #7	C[C@H]1C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C2=C(O)[C@]3(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	4055.5	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #8	C[C@H]1C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O[Si](C)(C)C(C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]21	4024.6	Semi standard non polar	33892256
Doxycycline,3TBDMS,isomer #9	C[C@H]1C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(=O)N[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21	4018.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Doxycycline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zfr-5392300000-04bc3e193569d5361cd9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxycycline GC-MS (3 TMS) - 70eV, Positive	splash10-0002-1350309000-72de0c19abb90597f06e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxycycline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxycycline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxycycline 10V, Positive-QTOF	splash10-004j-0000900000-026ab0fbae1dd1507067	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxycycline 20V, Positive-QTOF	splash10-01t9-0101900000-b4323fa1f473089244d4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxycycline 40V, Positive-QTOF	splash10-0udi-2594400000-f2ce8a8f6861b3523262	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxycycline 10V, Negative-QTOF	splash10-0006-0111900000-972580ac62554c18b5b7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxycycline 20V, Negative-QTOF	splash10-0ue9-1347900000-0a4c864410c35dab696d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxycycline 40V, Negative-QTOF	splash10-0006-9274000000-977247efe53ffd07604d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxycycline 10V, Negative-QTOF	splash10-0006-0000900000-534d9e06ad5a10761ca5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxycycline 20V, Negative-QTOF	splash10-054o-1058900000-571243613867552794e7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxycycline 40V, Negative-QTOF	splash10-0006-1151900000-a881594f78a577b36809	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxycycline 10V, Positive-QTOF	splash10-004j-0000900000-03f2125a40ab58671a7c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxycycline 20V, Positive-QTOF	splash10-004i-0000900000-0caeb4b9b6416b04d891	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxycycline 40V, Positive-QTOF	splash10-0f6x-3491500000-84cc2bdb46c951f2c183	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Doxycycline Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00254	21059682	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00254	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00254

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00017127

Chemspider ID

10469369

KEGG Compound ID

C06973

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Doxycycline

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

DXT

ChEBI ID

50845

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Hoerauf A, Mand S, Fischer K, Kruppa T, Marfo-Debrekyei Y, Debrah AY, Pfarr KM, Adjei O, Buttner DW: Doxycycline as a novel strategy against bancroftian filariasis-depletion of Wolbachia endosymbionts from Wuchereria bancrofti and stop of microfilaria production. Med Microbiol Immunol. 2003 Nov;192(4):211-6. Epub 2003 Mar 5. [PubMed:12684759 ]
Taylor MJ, Makunde WH, McGarry HF, Turner JD, Mand S, Hoerauf A: Macrofilaricidal activity after doxycycline treatment of Wuchereria bancrofti: a double-blind, randomised placebo-controlled trial. Lancet. 2005 Jun 18-24;365(9477):2116-21. [PubMed:15964448 ]
Dahl EL, Shock JL, Shenai BR, Gut J, DeRisi JL, Rosenthal PJ: Tetracyclines specifically target the apicoplast of the malaria parasite Plasmodium falciparum. Antimicrob Agents Chemother. 2006 Sep;50(9):3124-31. [PubMed:16940111 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Zhao XJ, Ishizaki T: A further interaction study of quinine with clinically important drugs by human liver microsomes: determinations of inhibition constant (Ki) and type of inhibition. Eur J Drug Metab Pharmacokinet. 1999 Jul-Sep;24(3):272-8. [PubMed:10716067 ]

Transporters

Enzyme Details

1. Solute carrier family 22 member 11

General function:: Involved in transporter activity
Specific function:: Mediates saturable uptake of estrone sulfate, dehydroepiandrosterone sulfate and related compounds
Gene Name:: SLC22A11
Uniprot ID:: Q9NSA0
Molecular weight:: 59970.9

References

Babu E, Takeda M, Narikawa S, Kobayashi Y, Yamamoto T, Cha SH, Sekine T, Sakthisekaran D, Endou H: Human organic anion transporters mediate the transport of tetracycline. Jpn J Pharmacol. 2002 Jan;88(1):69-76. [PubMed:11855680 ]

Enzyme Details

2. Solute carrier family 22 member 6

General function:: Involved in ion transmembrane transporter activity
Specific function:: Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one molecule of endogenous dicarboxylic acid (glutarate, ketoglutarate, etc). Mediates the sodium-independent uptake of 2,3-dimercapto-1-propanesulfonic acid (DMPS). Mediates the sodium-independent uptake of p- aminohippurate (PAH), ochratoxin (OTA), acyclovir (ACV), 3'-azido- 3-'deoxythymidine (AZT), cimetidine (CMD), 2,4-dichloro- phenoxyacetate (2,4-D), hippurate (HA), indoleacetate (IA), indoxyl sulfate (IS) and 3-carboxy-4-methyl-5-propyl-2- furanpropionate (CMPF), cidofovir, adefovir, 9-(2- phosphonylmethoxyethyl) guanine (PMEG), 9-(2- phosphonylmethoxyethyl) diaminopurine (PMEDAP) and edaravone sulfate. PAH uptake is inhibited by p- chloromercuribenzenesulphonate (PCMBS), diethyl pyrocarbonate (DEPC), sulindac, diclofenac, carprofen, glutarate and okadaic acid. PAH uptake is inhibited by benzothiazolylcysteine (BTC), S-chlorotrifluoroethylcysteine (CTFC), cysteine S-conjugates S-dichlorovinylcysteine (DCVC), furosemide, steviol, phorbol 12-myristate 13-acetate (PMA), calcium ionophore A23187, benzylpenicillin, furosemide, indomethacin, bumetamide, losartan, probenecid, phenol red, urate, and alpha-ketoglutarate
Gene Name:: SLC22A6
Uniprot ID:: Q4U2R8
Molecular weight:: 61815.8

References

Babu E, Takeda M, Narikawa S, Kobayashi Y, Yamamoto T, Cha SH, Sekine T, Sakthisekaran D, Endou H: Human organic anion transporters mediate the transport of tetracycline. Jpn J Pharmacol. 2002 Jan;88(1):69-76. [PubMed:11855680 ]

Showing metabocard for Doxycycline (HMDB0014399)

MOL for HMDB0014399 (Doxycycline)

3D MOL for HMDB0014399 (Doxycycline)

3D SDF for HMDB0014399 (Doxycycline)

3D-SDF for HMDB0014399 (Doxycycline)

PDB for HMDB0014399 (Doxycycline)

3D PDB for HMDB0014399 (Doxycycline)

SMILES for HMDB0014399 (Doxycycline)

INCHI for HMDB0014399 (Doxycycline)

Structure for HMDB0014399 (Doxycycline)

3D Structure for HMDB0014399 (Doxycycline)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

Transporters

References

References