Jump To Section:

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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2010-05-13 16:18:27 UTC

Update Date

2021-09-14 15:38:59 UTC

HMDB ID

HMDB0013617

Secondary Accession Numbers

HMDB13617

Metabolite Identification

Common Name

Lipoyl-GMP

Description

Lipoyl-GMP is an intermediate in lipoic acid metabolism.In mammals, the posttranslational modification of unlipoylated apoproteins by addition of lipoic acid is done in a two-step enzymatic reaction using free lipoic acid. The free lipoic acid in the cell is first activated by reacting it. with adenosine triphosphate, using up two high energy phosphate bonds to form lipoyl-AMP (GMP), a process catalyzed by lipoate activating enzyme (LAE).41 The activated lipoyl moiety is subsequently used to form an amide bond with lysine residues of the unlipoylated apoprotein, which is catalyzed by lipoyl-AMP(GMP):N-lysine lipoyl transferase Interestingly, purified LAE from bovine liver mitochondria preferentially utilizes guanosine triphosphate, instead of adenosine triphosphate, for the activation of lipoic acid to form lipoyl-GMP.44 Furthermore, genetic analysis of LAE reveals that the enzyme is identical to. xenobiotic-metabolizing/medium-chain fatty acid:CoA ligase-III (XL-III) (also from bovine liver mitochondria). 44 Hence, there appear to be two pathways in which LAE is capable of activating carboxylic acids: one that uses guanosine triphosphate to form acyl-GMP; the other is dependent on adenosine triphosphate for the activation of carboxylic acids to the CoA thioester (acyl-CoA) via an. acyl-AMP intermediate.

Structure

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


  Mrv1652303102016522D          

 35 38  0  0  1  0            999 V2000
    9.6795  -12.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8949  -13.0310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6795  -11.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6399  -13.8156    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3939  -13.1886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8949  -11.6961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1085  -11.9511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3939  -11.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1249  -14.4830    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1085  -12.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4100  -12.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8553  -14.0705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8553  -14.8955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6399  -15.1505    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6067  -16.6859    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.1879  -15.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2741  -16.2010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3939  -10.7136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1217  -16.0185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8229  -13.1886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9499  -14.4830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0916  -17.3533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9393  -17.1708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8949  -15.9351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8229  -14.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1085  -14.4261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5374  -14.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5374  -15.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2519  -15.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2519  -16.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9663  -16.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7200  -16.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2721  -17.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8596  -17.8931    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.0525  -17.7216    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  5  1  1  0  0  0  0
  4  2  1  1  0  0  0
 11  2  1  0  0  0  0
  6  3  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
 12  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  6  2  0  0  0  0
 10  7  1  0  0  0  0
  8  7  1  0  0  0  0
 18  8  2  0  0  0  0
 14  9  1  0  0  0  0
  9 21  1  6  0  0  0
 20 10  1  0  0  0  0
 13 12  1  0  0  0  0
 13 16  1  1  0  0  0
 14 13  1  0  0  0  0
 14 24  1  6  0  0  0
 17 15  1  0  0  0  0
 19 15  2  0  0  0  0
 22 15  1  0  0  0  0
 23 15  1  0  0  0  0
 17 16  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 35  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END

HMDB0013617
     RDKit          3D
Lipoyl-GMP
 61 64  0  0  0  0  0  0  0  0999 V2000
    0.6796    0.8337   -0.4747 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4899    1.7935   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8787    1.4898   -0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531    0.0565    0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5136   -0.1106    0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7989   -1.5171    1.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1978   -1.7706    1.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1426   -1.4459    0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5648   -1.6947    1.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5314   -3.5271    1.2392 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.4494   -3.5904    1.8353 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0961    3.0893   -0.8824 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2501    3.2987   -1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1884    2.3396   -1.3270 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4443    2.6581   -1.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7897    3.9489   -2.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0864    3.8919   -2.4696 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5305    2.6377   -2.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5170    1.8558   -1.8449 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6662    0.4728   -1.5678 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3624    0.1614   -0.4042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2761   -1.2290   -0.3884 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5117   -1.7987    0.9884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7768   -1.4471    1.4396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0881   -2.0597    2.9787 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.2377   -3.2882    3.2531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7183   -2.4354    3.2040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6497   -0.9109    4.1656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9227   -1.6212   -0.9225 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0771   -2.2759   -2.1388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3504   -0.2355   -1.2665 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5145   -0.2712   -2.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8156    4.9092   -2.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1303    6.0734   -2.4455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5919    4.5676   -1.6813 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0462    2.0949    0.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5994    1.7335   -0.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3536   -0.2922    1.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9290   -0.5609   -0.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6773    0.5817    1.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1187    0.1704   -0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5417   -2.2513    0.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1244   -1.7583    2.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4639   -1.2815    2.6136 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0333   -0.4079    0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9735   -2.1732   -0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2361   -1.4073    0.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7611   -1.2348    2.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7885    3.8441   -0.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5505    2.3192   -2.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1975   -0.0844   -2.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0796   -1.6103   -1.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7271   -1.4952    1.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4761   -2.8988    0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7867   -3.2209    3.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3269   -0.0808    3.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3013   -2.1526   -0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5158   -3.1587   -2.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9445    0.1571   -0.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7866   -1.0042   -2.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1457    5.3037   -1.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 22 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 16 33  1  0
 33 34  2  0
 33 35  1  0
 11  7  1  0
 35 13  1  0
 19 15  1  0
 31 20  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 12 49  1  0
 18 50  1  0
 20 51  1  6
 22 52  1  6
 23 53  1  0
 23 54  1  0
 27 55  1  0
 28 56  1  0
 29 57  1  1
 30 58  1  0
 31 59  1  1
 32 60  1  0
 35 61  1  0
M  END


  Mrv1652303102016522D          

 35 38  0  0  1  0            999 V2000
    9.6795  -12.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8949  -13.0310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6795  -11.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6399  -13.8156    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3939  -13.1886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8949  -11.6961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1085  -11.9511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3939  -11.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1249  -14.4830    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1085  -12.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4100  -12.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8553  -14.0705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8553  -14.8955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6399  -15.1505    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6067  -16.6859    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.1879  -15.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2741  -16.2010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3939  -10.7136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1217  -16.0185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8229  -13.1886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9499  -14.4830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0916  -17.3533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9393  -17.1708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8949  -15.9351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8229  -14.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1085  -14.4261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5374  -14.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5374  -15.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2519  -15.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2519  -16.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9663  -16.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7200  -16.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2721  -17.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8596  -17.8931    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.0525  -17.7216    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  5  1  1  0  0  0  0
  4  2  1  1  0  0  0
 11  2  1  0  0  0  0
  6  3  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
 12  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  6  2  0  0  0  0
 10  7  1  0  0  0  0
  8  7  1  0  0  0  0
 18  8  2  0  0  0  0
 14  9  1  0  0  0  0
  9 21  1  6  0  0  0
 20 10  1  0  0  0  0
 13 12  1  0  0  0  0
 13 16  1  1  0  0  0
 14 13  1  0  0  0  0
 14 24  1  6  0  0  0
 17 15  1  0  0  0  0
 19 15  2  0  0  0  0
 22 15  1  0  0  0  0
 23 15  1  0  0  0  0
 17 16  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 35  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013617

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)NC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H26N5O9PS2/c24-11(4-2-1-3-9-5-6-34-35-9)20-18-21-15-12(16(27)22-18)19-8-23(15)17-14(26)13(25)10(32-17)7-31-33(28,29)30/h8-10,13-14,17,25-26H,1-7H2,(H2,28,29,30)(H2,20,21,22,24,27)/t9?,10-,13-,14-,17-/m1/s1

> <INCHI_KEY>
DVZGUOFXTLKZTJ-LQLSJNDNSA-N

> <FORMULA>
C18H26N5O9PS2

> <MOLECULAR_WEIGHT>
551.531

> <EXACT_MASS>
551.090955347

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
52.2259510923818

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-{2-[5-(1,2-dithiolan-3-yl)pentanamido]-6-oxo-6,9-dihydro-1H-purin-9-yl}-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
0.55

> <JCHEM_LOGP>
-0.8557079189658724

> <ALOGPS_LOGS>
-2.69

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.249797481727976

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.289255960272211

> <JCHEM_PKA_STRONGEST_BASIC>
0.36496215782533403

> <JCHEM_POLAR_SURFACE_AREA>
204.82999999999998

> <JCHEM_REFRACTIVITY>
126.66549999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.12e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-{2-[5-(1,2-dithiolan-3-yl)pentanamido]-6-oxo-1H-purin-9-yl}-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013617
     RDKit          3D
Lipoyl-GMP
 61 64  0  0  0  0  0  0  0  0999 V2000
    0.6796    0.8337   -0.4747 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4899    1.7935   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8787    1.4898   -0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531    0.0565    0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5136   -0.1106    0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7989   -1.5171    1.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1978   -1.7706    1.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1426   -1.4459    0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5648   -1.6947    1.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5314   -3.5271    1.2392 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.4494   -3.5904    1.8353 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0961    3.0893   -0.8824 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2501    3.2987   -1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1884    2.3396   -1.3270 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4443    2.6581   -1.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7897    3.9489   -2.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0864    3.8919   -2.4696 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5305    2.6377   -2.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5170    1.8558   -1.8449 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6662    0.4728   -1.5678 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3624    0.1614   -0.4042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2761   -1.2290   -0.3884 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5117   -1.7987    0.9884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7768   -1.4471    1.4396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0881   -2.0597    2.9787 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.2377   -3.2882    3.2531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7183   -2.4354    3.2040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6497   -0.9109    4.1656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9227   -1.6212   -0.9225 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0771   -2.2759   -2.1388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3504   -0.2355   -1.2665 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5145   -0.2712   -2.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8156    4.9092   -2.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1303    6.0734   -2.4455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5919    4.5676   -1.6813 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0462    2.0949    0.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5994    1.7335   -0.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3536   -0.2922    1.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9290   -0.5609   -0.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6773    0.5817    1.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1187    0.1704   -0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5417   -2.2513    0.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1244   -1.7583    2.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4639   -1.2815    2.6136 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0333   -0.4079    0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9735   -2.1732   -0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2361   -1.4073    0.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7611   -1.2348    2.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7885    3.8441   -0.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5505    2.3192   -2.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1975   -0.0844   -2.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0796   -1.6103   -1.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7271   -1.4952    1.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4761   -2.8988    0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7867   -3.2209    3.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3269   -0.0808    3.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3013   -2.1526   -0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5158   -3.1587   -2.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9445    0.1571   -0.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7866   -1.0042   -2.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1457    5.3037   -1.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 22 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 16 33  1  0
 33 34  2  0
 33 35  1  0
 11  7  1  0
 35 13  1  0
 19 15  1  0
 31 20  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 12 49  1  0
 18 50  1  0
 20 51  1  6
 22 52  1  6
 23 53  1  0
 23 54  1  0
 27 55  1  0
 28 56  1  0
 29 57  1  1
 30 58  1  0
 31 59  1  1
 32 60  1  0
 35 61  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0      18.068 -23.849   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      16.604 -24.325   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      18.068 -22.309   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.128 -25.789   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      19.402 -24.619   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      16.604 -21.833   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      20.736 -22.309   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      19.402 -21.539   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.033 -27.035   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.736 -23.849   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.699 -23.079   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      14.663 -26.265   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      14.663 -27.805   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.128 -28.281   0.000  0.00  0.00           C+0
HETATM   15  P   UNK     0      12.333 -31.147   0.000  0.00  0.00           P+0
HETATM   16  C   UNK     0      13.417 -28.710   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      13.578 -30.242   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      19.402 -19.999   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      11.427 -29.901   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      22.069 -24.619   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0      18.573 -27.035   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      13.238 -32.393   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      11.087 -32.052   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      16.604 -29.746   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      22.069 -26.159   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      20.736 -26.929   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      23.403 -26.929   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      23.403 -28.469   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      24.737 -29.239   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      24.737 -30.779   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      26.070 -31.549   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      27.477 -30.922   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      28.508 -32.067   0.000  0.00  0.00           C+0
HETATM   34  S   UNK     0      27.738 -33.400   0.000  0.00  0.00           S+0
HETATM   35  S   UNK     0      26.231 -33.080   0.000  0.00  0.00           S+0
CONECT    1    2    3    5                                                  
CONECT    2    1    4   11                                                  
CONECT    3    1    6    8                                                  
CONECT    4    2    9   12                                                  
CONECT    5    1   10                                                       
CONECT    6    3   11                                                       
CONECT    7   10    8                                                       
CONECT    8    3    7   18                                                  
CONECT    9    4   14   21                                                  
CONECT   10    5    7   20                                                  
CONECT   11    2    6                                                       
CONECT   12    4   13                                                       
CONECT   13   12   16   14                                                  
CONECT   14    9   13   24                                                  
CONECT   15   17   19   22   23                                             
CONECT   16   13   17                                                       
CONECT   17   15   16                                                       
CONECT   18    8                                                            
CONECT   19   15                                                            
CONECT   20   10   25                                                       
CONECT   21    9                                                            
CONECT   22   15                                                            
CONECT   23   15                                                            
CONECT   24   14                                                            
CONECT   25   20   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   35                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   31   34                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0013617
HETATM    1  O1  UNL     1       0.680   0.834  -0.475  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.490   1.794  -0.475  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.879   1.490  -0.026  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.053   0.056   0.355  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.514  -0.111   0.795  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.799  -1.517   1.202  1.00  0.00           C  
HETATM    7  C6  UNL     1       6.198  -1.771   1.653  1.00  0.00           C  
HETATM    8  C7  UNL     1       7.143  -1.446   0.542  1.00  0.00           C  
HETATM    9  C8  UNL     1       8.565  -1.695   1.031  1.00  0.00           C  
HETATM   10  S1  UNL     1       8.531  -3.527   1.239  1.00  0.00           S  
HETATM   11  S2  UNL     1       6.449  -3.590   1.835  1.00  0.00           S  
HETATM   12  N1  UNL     1       1.096   3.089  -0.882  1.00  0.00           N  
HETATM   13  C9  UNL     1      -0.250   3.299  -1.295  1.00  0.00           C  
HETATM   14  N2  UNL     1      -1.188   2.340  -1.327  1.00  0.00           N  
HETATM   15  C10 UNL     1      -2.444   2.658  -1.740  1.00  0.00           C  
HETATM   16  C11 UNL     1      -2.790   3.949  -2.132  1.00  0.00           C  
HETATM   17  N3  UNL     1      -4.086   3.892  -2.470  1.00  0.00           N  
HETATM   18  C12 UNL     1      -4.530   2.638  -2.300  1.00  0.00           C  
HETATM   19  N4  UNL     1      -3.517   1.856  -1.845  1.00  0.00           N  
HETATM   20  C13 UNL     1      -3.666   0.473  -1.568  1.00  0.00           C  
HETATM   21  O2  UNL     1      -4.362   0.161  -0.404  1.00  0.00           O  
HETATM   22  C14 UNL     1      -4.276  -1.229  -0.388  1.00  0.00           C  
HETATM   23  C15 UNL     1      -4.512  -1.799   0.988  1.00  0.00           C  
HETATM   24  O3  UNL     1      -5.777  -1.447   1.440  1.00  0.00           O  
HETATM   25  P1  UNL     1      -6.088  -2.060   2.979  1.00  0.00           P  
HETATM   26  O4  UNL     1      -5.238  -3.288   3.253  1.00  0.00           O  
HETATM   27  O5  UNL     1      -7.718  -2.435   3.204  1.00  0.00           O  
HETATM   28  O6  UNL     1      -5.650  -0.911   4.166  1.00  0.00           O  
HETATM   29  C16 UNL     1      -2.923  -1.621  -0.922  1.00  0.00           C  
HETATM   30  O7  UNL     1      -3.077  -2.276  -2.139  1.00  0.00           O  
HETATM   31  C17 UNL     1      -2.350  -0.235  -1.267  1.00  0.00           C  
HETATM   32  O8  UNL     1      -1.514  -0.271  -2.349  1.00  0.00           O  
HETATM   33  C18 UNL     1      -1.816   4.909  -2.091  1.00  0.00           C  
HETATM   34  O9  UNL     1      -2.130   6.073  -2.445  1.00  0.00           O  
HETATM   35  N5  UNL     1      -0.592   4.568  -1.681  1.00  0.00           N  
HETATM   36  H1  UNL     1       3.046   2.095   0.905  1.00  0.00           H  
HETATM   37  H2  UNL     1       3.599   1.734  -0.826  1.00  0.00           H  
HETATM   38  H3  UNL     1       2.354  -0.292   1.125  1.00  0.00           H  
HETATM   39  H4  UNL     1       2.929  -0.561  -0.580  1.00  0.00           H  
HETATM   40  H5  UNL     1       4.677   0.582   1.637  1.00  0.00           H  
HETATM   41  H6  UNL     1       5.119   0.170  -0.109  1.00  0.00           H  
HETATM   42  H7  UNL     1       4.542  -2.251   0.421  1.00  0.00           H  
HETATM   43  H8  UNL     1       4.124  -1.758   2.068  1.00  0.00           H  
HETATM   44  H9  UNL     1       6.464  -1.282   2.614  1.00  0.00           H  
HETATM   45  H10 UNL     1       7.033  -0.408   0.179  1.00  0.00           H  
HETATM   46  H11 UNL     1       6.974  -2.173  -0.275  1.00  0.00           H  
HETATM   47  H12 UNL     1       9.236  -1.407   0.223  1.00  0.00           H  
HETATM   48  H13 UNL     1       8.761  -1.235   2.006  1.00  0.00           H  
HETATM   49  H14 UNL     1       1.789   3.844  -0.868  1.00  0.00           H  
HETATM   50  H15 UNL     1      -5.550   2.319  -2.502  1.00  0.00           H  
HETATM   51  H16 UNL     1      -4.197  -0.084  -2.384  1.00  0.00           H  
HETATM   52  H17 UNL     1      -5.080  -1.610  -1.051  1.00  0.00           H  
HETATM   53  H18 UNL     1      -3.727  -1.495   1.711  1.00  0.00           H  
HETATM   54  H19 UNL     1      -4.476  -2.899   0.907  1.00  0.00           H  
HETATM   55  H20 UNL     1      -7.787  -3.221   3.822  1.00  0.00           H  
HETATM   56  H21 UNL     1      -5.327  -0.081   3.719  1.00  0.00           H  
HETATM   57  H22 UNL     1      -2.301  -2.153  -0.205  1.00  0.00           H  
HETATM   58  H23 UNL     1      -3.516  -3.159  -2.043  1.00  0.00           H  
HETATM   59  H24 UNL     1      -1.945   0.157  -0.336  1.00  0.00           H  
HETATM   60  H25 UNL     1      -1.787  -1.004  -2.966  1.00  0.00           H  
HETATM   61  H26 UNL     1       0.146   5.304  -1.653  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7   42   43
CONECT    7    8   11   44
CONECT    8    9   45   46
CONECT    9   10   47   48
CONECT   10   11
CONECT   12   13   49
CONECT   13   14   14   35
CONECT   14   15
CONECT   15   16   16   19
CONECT   16   17   33
CONECT   17   18   18
CONECT   18   19   50
CONECT   19   20
CONECT   20   21   31   51
CONECT   21   22
CONECT   22   23   29   52
CONECT   23   24   53   54
CONECT   24   25
CONECT   25   26   26   27   28
CONECT   27   55
CONECT   28   56
CONECT   29   30   31   57
CONECT   30   58
CONECT   31   32   59
CONECT   32   60
CONECT   33   34   34   35
CONECT   35   61
END

HMDB0013617
     RDKit          3D
Lipoyl-GMP
 61 64  0  0  0  0  0  0  0  0999 V2000
    0.6796    0.8337   -0.4747 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4899    1.7935   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8787    1.4898   -0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531    0.0565    0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5136   -0.1106    0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7989   -1.5171    1.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1978   -1.7706    1.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1426   -1.4459    0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5648   -1.6947    1.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5314   -3.5271    1.2392 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.4494   -3.5904    1.8353 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0961    3.0893   -0.8824 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2501    3.2987   -1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1884    2.3396   -1.3270 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4443    2.6581   -1.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7897    3.9489   -2.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0864    3.8919   -2.4696 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5305    2.6377   -2.2998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5170    1.8558   -1.8449 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6662    0.4728   -1.5678 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3624    0.1614   -0.4042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2761   -1.2290   -0.3884 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5117   -1.7987    0.9884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7768   -1.4471    1.4396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0881   -2.0597    2.9787 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.2377   -3.2882    3.2531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7183   -2.4354    3.2040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6497   -0.9109    4.1656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9227   -1.6212   -0.9225 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0771   -2.2759   -2.1388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3504   -0.2355   -1.2665 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5145   -0.2712   -2.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8156    4.9092   -2.0910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1303    6.0734   -2.4455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5919    4.5676   -1.6813 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0462    2.0949    0.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5994    1.7335   -0.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3536   -0.2922    1.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9290   -0.5609   -0.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6773    0.5817    1.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1187    0.1704   -0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5417   -2.2513    0.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1244   -1.7583    2.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4639   -1.2815    2.6136 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0333   -0.4079    0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9735   -2.1732   -0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2361   -1.4073    0.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7611   -1.2348    2.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7885    3.8441   -0.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5505    2.3192   -2.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1975   -0.0844   -2.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0796   -1.6103   -1.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7271   -1.4952    1.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4761   -2.8988    0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7867   -3.2209    3.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3269   -0.0808    3.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3013   -2.1526   -0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5158   -3.1587   -2.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9445    0.1571   -0.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7866   -1.0042   -2.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1457    5.3037   -1.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 22 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 16 33  1  0
 33 34  2  0
 33 35  1  0
 11  7  1  0
 35 13  1  0
 19 15  1  0
 31 20  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 12 49  1  0
 18 50  1  0
 20 51  1  6
 22 52  1  6
 23 53  1  0
 23 54  1  0
 27 55  1  0
 28 56  1  0
 29 57  1  1
 30 58  1  0
 31 59  1  1
 32 60  1  0
 35 61  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₂₆N₅O₉PS₂

Average Molecular Weight

551.531

Monoisotopic Molecular Weight

551.090955347

IUPAC Name

{[(2R,3S,4R,5R)-5-{2-[5-(1,2-dithiolan-3-yl)pentanamido]-6-oxo-6,9-dihydro-1H-purin-9-yl}-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

Traditional Name

[(2R,3S,4R,5R)-5-{2-[5-(1,2-dithiolan-3-yl)pentanamido]-6-oxo-1H-purin-9-yl}-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)NC2=O

InChI Identifier

InChI=1S/C18H26N5O9PS2/c24-11(4-2-1-3-9-5-6-34-35-9)20-18-21-15-12(16(27)22-18)19-8-23(15)17-14(26)13(25)10(32-17)7-31-33(28,29)30/h8-10,13-14,17,25-26H,1-7H2,(H2,28,29,30)(H2,20,21,22,24,27)/t9?,10-,13-,14-,17-/m1/s1

InChI Key

DVZGUOFXTLKZTJ-LQLSJNDNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside monophosphates

Alternative Parents

Substituents

Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Lipoamide
Glycosyl compound
N-glycosyl compound
6-oxopurine
Hypoxanthine
Monosaccharide phosphate
Pentose monosaccharide
Imidazopyrimidine
Purine
N-arylamide
Monoalkyl phosphate
Pyrimidone
Fatty acyl
Fatty amide
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Pyrimidine
Tetrahydrofuran
1,2-dithiolane
Heteroaromatic compound
Dithiolane
Imidazole
Vinylogous amide
Azole
Secondary alcohol
Organic disulfide
Secondary carboxylic acid amide
1,2-diol
Carboxamide group
Organoheterocyclic compound
Oxacycle
Azacycle
Carboxylic acid derivative
Organic oxide
Alcohol
Carbonyl group
Hydrocarbon derivative
Organonitrogen compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0013617)

Process

Naturally occurring process

Biological process

Biochemical pathway

Valine, Leucine and Isoleucine Degradation (HMDB: HMDB0013617)

Metabolic pathway

Valine, Leucine, and Isoleucine Degradation (PathBank: SMP0000032)

Disease pathway

beta-Ketothiolase Deficiency (PathBank: SMP0000173)
2-Methyl-3-hydroxybutryl-CoA Dehydrogenase Deficiency (PathBank: SMP0000137)
Propionic Acidemia (PathBank: SMP0000236)
3-Hydroxy-3-methylglutaryl-CoA Lyase Deficiency (PathBank: SMP0000138)
Maple Syrup Urine Disease (PathBank: SMP0000199)
3-Methylcrotonyl-CoA Carboxylase Deficiency Type I (PathBank: SMP0000237)
3-Methylglutaconic Aciduria Type I (PathBank: SMP0000139)
3-Methylglutaconic Aciduria Type III (PathBank: SMP0000140)
Methylmalonate Semialdehyde Dehydrogenase Deficiency (PathBank: SMP0000384)
Methylmalonic Aciduria (PathBank: SMP0000200)
Isovaleric Aciduria (PathBank: SMP0000238)
3-Methylglutaconic Aciduria Type IV (PathBank: SMP0000141)
3-Hydroxyisobutyric Acid Dehydrogenase Deficiency (PathBank: SMP0000521)
3-Hydroxyisobutyric Aciduria (PathBank: SMP0000522)
Isobutyryl-CoA Dehydrogenase Deficiency (PathBank: SMP0000523)
Isovaleric Acidemia (PathBank: SMP0000524)
2-Methyl-3-hydroxybutryl-CoA Dehydrogenase Deficiency (PathBank: SMP0120439)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.12 g/L	ALOGPS
logP	0.55	ALOGPS
logP	-0.86	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	1.29	ChemAxon
pKa (Strongest Basic)	0.36	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	204.83 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	126.67 m³·mol⁻¹	ChemAxon
Polarizability	52.23 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	218.696	31661259
DarkChem	[M-H]-	206.099	31661259
DeepCCS	[M+H]+	205.996	30932474
DeepCCS	[M-H]-	203.911	30932474
DeepCCS	[M-2H]-	237.153	30932474
DeepCCS	[M+Na]+	211.909	30932474
AllCCS	[M+H]+	214.1	32859911
AllCCS	[M+H-H2O]+	212.8	32859911
AllCCS	[M+NH4]+	215.3	32859911
AllCCS	[M+Na]+	215.6	32859911
AllCCS	[M-H]-	203.8	32859911
AllCCS	[M+Na-2H]-	205.1	32859911
AllCCS	[M+HCOO]-	206.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lipoyl-GMP	O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)NC2=O	5598.9	Standard polar	33892256
Lipoyl-GMP	O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)NC2=O	3576.2	Standard non polar	33892256
Lipoyl-GMP	O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)NC2=O	5313.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lipoyl-GMP,1TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O	4627.3	Semi standard non polar	33892256
Lipoyl-GMP,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)[NH]C2=O	4640.0	Semi standard non polar	33892256
Lipoyl-GMP,1TMS,isomer #3	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@H](O)[C@@H]1O	4717.1	Semi standard non polar	33892256
Lipoyl-GMP,1TMS,isomer #4	C[Si](C)(C)N(C(=O)CCCCC1CCSS1)C1=NC2=C(N=CN2[C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)C(=O)[NH]1	4484.0	Semi standard non polar	33892256
Lipoyl-GMP,1TMS,isomer #5	C[Si](C)(C)N1C(NC(=O)CCCCC2CCSS2)=NC2=C(N=CN2[C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)C1=O	4627.2	Semi standard non polar	33892256
Lipoyl-GMP,2TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O[Si](C)(C)C	4513.8	Semi standard non polar	33892256
Lipoyl-GMP,2TMS,isomer #10	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O	4470.5	Semi standard non polar	33892256
Lipoyl-GMP,2TMS,isomer #11	C[Si](C)(C)N(C(=O)CCCCC1CCSS1)C1=NC2=C(N=CN2[C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)C(=O)N1[Si](C)(C)C	4518.6	Semi standard non polar	33892256
Lipoyl-GMP,2TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O	4603.1	Semi standard non polar	33892256
Lipoyl-GMP,2TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C)C3=O)[C@@H]1O	4560.8	Semi standard non polar	33892256
Lipoyl-GMP,2TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)[NH]C3=O)[C@@H]1O	4397.3	Semi standard non polar	33892256
Lipoyl-GMP,2TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)[NH]C2=O	4608.4	Semi standard non polar	33892256
Lipoyl-GMP,2TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)N([Si](C)(C)C)C2=O	4561.3	Semi standard non polar	33892256
Lipoyl-GMP,2TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C)[NH]C2=O	4395.0	Semi standard non polar	33892256
Lipoyl-GMP,2TMS,isomer #8	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	4662.6	Semi standard non polar	33892256
Lipoyl-GMP,2TMS,isomer #9	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O	4662.5	Semi standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O[Si](C)(C)C	4544.8	Semi standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O[Si](C)(C)C	4356.0	Standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O[Si](C)(C)C	6876.7	Standard polar	33892256
Lipoyl-GMP,3TMS,isomer #10	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C)[NH]C2=O	4409.2	Semi standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #10	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C)[NH]C2=O	4398.4	Standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #10	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C)[NH]C2=O	6759.4	Standard polar	33892256
Lipoyl-GMP,3TMS,isomer #11	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C)N([Si](C)(C)C)C2=O	4425.3	Semi standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #11	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C)N([Si](C)(C)C)C2=O	4381.3	Standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #11	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C)N([Si](C)(C)C)C2=O	7280.3	Standard polar	33892256
Lipoyl-GMP,3TMS,isomer #12	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	4639.5	Semi standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #12	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	4380.9	Standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #12	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	6605.3	Standard polar	33892256
Lipoyl-GMP,3TMS,isomer #13	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	4464.9	Semi standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #13	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	4412.0	Standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #13	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	6473.2	Standard polar	33892256
Lipoyl-GMP,3TMS,isomer #14	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O	4522.2	Semi standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #14	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O	4403.2	Standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #14	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O	6854.5	Standard polar	33892256
Lipoyl-GMP,3TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C	4483.1	Semi standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C	4297.7	Standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C	7341.0	Standard polar	33892256
Lipoyl-GMP,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C	4338.0	Semi standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C	4350.1	Standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C	7197.4	Standard polar	33892256
Lipoyl-GMP,3TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O	4584.9	Semi standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O	4381.5	Standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O	6531.0	Standard polar	33892256
Lipoyl-GMP,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C)C3=O)[C@@H]1O	4571.4	Semi standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C)C3=O)[C@@H]1O	4327.9	Standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C)C3=O)[C@@H]1O	6869.1	Standard polar	33892256
Lipoyl-GMP,3TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)[NH]C3=O)[C@@H]1O	4411.9	Semi standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)[NH]C3=O)[C@@H]1O	4374.7	Standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)[NH]C3=O)[C@@H]1O	6734.0	Standard polar	33892256
Lipoyl-GMP,3TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O	4429.8	Semi standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O	4362.4	Standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O	7261.0	Standard polar	33892256
Lipoyl-GMP,3TMS,isomer #8	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)[NH]C2=O	4588.7	Semi standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #8	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)[NH]C2=O	4409.5	Standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #8	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)[NH]C2=O	6570.3	Standard polar	33892256
Lipoyl-GMP,3TMS,isomer #9	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)N([Si](C)(C)C)C2=O	4571.1	Semi standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #9	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)N([Si](C)(C)C)C2=O	4354.8	Standard non polar	33892256
Lipoyl-GMP,3TMS,isomer #9	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)N([Si](C)(C)C)C2=O	6894.1	Standard polar	33892256
Lipoyl-GMP,4TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O[Si](C)(C)C	4541.2	Semi standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O[Si](C)(C)C	4292.3	Standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O[Si](C)(C)C	6178.4	Standard polar	33892256
Lipoyl-GMP,4TMS,isomer #10	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C)N([Si](C)(C)C)C2=O	4461.6	Semi standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #10	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C)N([Si](C)(C)C)C2=O	4340.8	Standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #10	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C)N([Si](C)(C)C)C2=O	6367.3	Standard polar	33892256
Lipoyl-GMP,4TMS,isomer #11	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	4517.1	Semi standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #11	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	4350.0	Standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #11	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	6116.1	Standard polar	33892256
Lipoyl-GMP,4TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C	4520.1	Semi standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C	4242.7	Standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C	6478.9	Standard polar	33892256
Lipoyl-GMP,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C	4389.2	Semi standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C	4309.1	Standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C	6310.3	Standard polar	33892256
Lipoyl-GMP,4TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C	4380.8	Semi standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C	4307.6	Standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C	6716.6	Standard polar	33892256
Lipoyl-GMP,4TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C)C3=O)[C@@H]1O	4568.9	Semi standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C)C3=O)[C@@H]1O	4257.7	Standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C)C3=O)[C@@H]1O	6153.6	Standard polar	33892256
Lipoyl-GMP,4TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)[NH]C3=O)[C@@H]1O	4440.4	Semi standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)[NH]C3=O)[C@@H]1O	4319.4	Standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)[NH]C3=O)[C@@H]1O	5988.1	Standard polar	33892256
Lipoyl-GMP,4TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O	4464.8	Semi standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O	4323.4	Standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C)N([Si](C)(C)C)C3=O)[C@@H]1O	6340.7	Standard polar	33892256
Lipoyl-GMP,4TMS,isomer #8	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)N([Si](C)(C)C)C2=O	4569.5	Semi standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #8	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)N([Si](C)(C)C)C2=O	4279.8	Standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #8	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)N([Si](C)(C)C)C2=O	6196.2	Standard polar	33892256
Lipoyl-GMP,4TMS,isomer #9	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C)[NH]C2=O	4437.0	Semi standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #9	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C)[NH]C2=O	4339.1	Standard non polar	33892256
Lipoyl-GMP,4TMS,isomer #9	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C)[NH]C2=O	6032.2	Standard polar	33892256
Lipoyl-GMP,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O	4819.9	Semi standard non polar	33892256
Lipoyl-GMP,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)[NH]C2=O	4832.5	Semi standard non polar	33892256
Lipoyl-GMP,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@H](O)[C@@H]1O	4913.5	Semi standard non polar	33892256
Lipoyl-GMP,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)CCCCC1CCSS1)C1=NC2=C(N=CN2[C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)C(=O)[NH]1	4675.7	Semi standard non polar	33892256
Lipoyl-GMP,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N1C(NC(=O)CCCCC2CCSS2)=NC2=C(N=CN2[C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)C1=O	4856.7	Semi standard non polar	33892256
Lipoyl-GMP,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C	4904.5	Semi standard non polar	33892256
Lipoyl-GMP,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O	4805.9	Semi standard non polar	33892256
Lipoyl-GMP,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)N(C(=O)CCCCC1CCSS1)C1=NC2=C(N=CN2[C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)C(=O)N1[Si](C)(C)C(C)(C)C	4852.8	Semi standard non polar	33892256
Lipoyl-GMP,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O	4966.3	Semi standard non polar	33892256
Lipoyl-GMP,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O	4948.6	Semi standard non polar	33892256
Lipoyl-GMP,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@@H]1O	4746.7	Semi standard non polar	33892256
Lipoyl-GMP,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)[NH]C2=O	4963.9	Semi standard non polar	33892256
Lipoyl-GMP,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)N([Si](C)(C)C(C)(C)C)C2=O	4947.3	Semi standard non polar	33892256
Lipoyl-GMP,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C(C)(C)C)[NH]C2=O	4746.1	Semi standard non polar	33892256
Lipoyl-GMP,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	5003.4	Semi standard non polar	33892256
Lipoyl-GMP,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O	5009.6	Semi standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C	5036.2	Semi standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C	4866.8	Standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C	6730.7	Standard polar	33892256
Lipoyl-GMP,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C(C)(C)C)[NH]C2=O	4885.6	Semi standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C(C)(C)C)[NH]C2=O	4876.3	Standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C(C)(C)C)[NH]C2=O	6558.3	Standard polar	33892256
Lipoyl-GMP,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O	4970.0	Semi standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O	4880.8	Standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC2=C1N=C(N(C(=O)CCCCC1CCSS1)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=O	6861.4	Standard polar	33892256
Lipoyl-GMP,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	5115.5	Semi standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	4847.2	Standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	6518.6	Standard polar	33892256
Lipoyl-GMP,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	4923.6	Semi standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	4843.0	Standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	6395.9	Standard polar	33892256
Lipoyl-GMP,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O	4999.8	Semi standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O	4868.3	Standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@H](O)[C@@H]1O	6615.0	Standard polar	33892256
Lipoyl-GMP,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C	5053.7	Semi standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C	4858.8	Standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C	6954.7	Standard polar	33892256
Lipoyl-GMP,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C	4868.2	Semi standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C	4865.2	Standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@@H]1O[Si](C)(C)C(C)(C)C	6828.4	Standard polar	33892256
Lipoyl-GMP,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O	5069.4	Semi standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O	4846.3	Standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)[NH]C3=O)[C@@H]1O	6512.2	Standard polar	33892256
Lipoyl-GMP,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O	5086.2	Semi standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O	4852.8	Standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N=C(NC(=O)CCCCC2CCSS2)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O	6658.3	Standard polar	33892256
Lipoyl-GMP,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@@H]1O	4887.6	Semi standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@@H]1O	4857.7	Standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C(C)(C)C)[NH]C3=O)[C@@H]1O	6534.3	Standard polar	33892256
Lipoyl-GMP,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O	4971.2	Semi standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O	4863.1	Standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC3=C2N=C(N(C(=O)CCCCC2CCSS2)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C3=O)[C@@H]1O	6844.3	Standard polar	33892256
Lipoyl-GMP,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)[NH]C2=O	5070.6	Semi standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)[NH]C2=O	4869.7	Standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)[NH]C2=O	6551.6	Standard polar	33892256
Lipoyl-GMP,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)N([Si](C)(C)C(C)(C)C)C2=O	5080.2	Semi standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)N([Si](C)(C)C(C)(C)C)C2=O	4873.8	Standard non polar	33892256
Lipoyl-GMP,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC2=C1N=C(NC(=O)CCCCC1CCSS1)N([Si](C)(C)C(C)(C)C)C2=O	6682.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (Non-derivatized) - 70eV, Positive	splash10-000t-9604120000-de816c9fb2bd0d3c1b46	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (2 TMS) - 70eV, Positive	splash10-000t-9500043000-a30932f85928bf71d92e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS ("Lipoyl-GMP,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TBDMS_1_5) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lipoyl-GMP GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-15	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 - Lipoyl-GMP 10V, Positive-QTOF	splash10-0udl-0519030000-754089a9fa43bda9e003	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lipoyl-GMP 20V, Positive-QTOF	splash10-0udl-1945000000-e75c3e62d91aded13ca1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lipoyl-GMP 40V, Positive-QTOF	splash10-0udi-0935000000-a51ba7fe44663f6e05a0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lipoyl-GMP 10V, Negative-QTOF	splash10-0ug0-5115390000-8320344335a6fea019d3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lipoyl-GMP 20V, Negative-QTOF	splash10-004i-9225000000-3cfe2164ffad44730975	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lipoyl-GMP 40V, Negative-QTOF	splash10-004i-9000000000-bbfe4770f80179106df6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lipoyl-GMP 10V, Negative-QTOF	splash10-0udi-2000090000-d465a78956fca4761491	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lipoyl-GMP 20V, Negative-QTOF	splash10-004i-9000000000-f7274689f54dfd4b7b57	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lipoyl-GMP 40V, Negative-QTOF	splash10-004i-9013010000-10f1650c2b81b3838747	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lipoyl-GMP 10V, Positive-QTOF	splash10-0006-0009010000-52c8176c67a821aca606	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lipoyl-GMP 20V, Positive-QTOF	splash10-0006-0119000000-588342049ef6ea75479e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lipoyl-GMP 40V, Positive-QTOF	splash10-0006-1149220000-82a2ab8f9fe55c35e0a2	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Valine, leucine and isoleucine degradation	Not Available
Beta-Ketothiolase Deficiency		Not Available
2-Methyl-3-Hydroxybutryl CoA Dehydrogenase Deficiency		Not Available
Propionic Acidemia		Not Available
3-Hydroxy-3-Methylglutaryl-CoA Lyase Deficiency		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029596

KNApSAcK ID

Not Available

Chemspider ID

35032769

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481910

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Enzymes

Enzyme Details

1. Acyl-coenzyme A synthetase ACSM1, mitochondrial

General function:: Involved in catalytic activity
Specific function:: Has medium-chain fatty acid:CoA ligase activity with broad substrate specificity (in vitro). Acts on acids from C(4) to C(11) and on the corresponding 3-hydroxy- and 2,3- or 3,4-unsaturated acids (in vitro). Functions as GTP-dependent lipoate-activating enzyme that generates the substrate for lipoyltransferase (By similarity).
Gene Name:: ACSM1
Uniprot ID:: Q08AH1
Molecular weight:: 65272.74

Enzyme Details

2. Acyl-coenzyme A synthetase ACSM6, mitochondrial

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: ACSM6
Uniprot ID:: Q6P461
Molecular weight:: 53584.545

Showing metabocard for Lipoyl-GMP (HMDB0013617)

MOL for HMDB0013617 (Lipoyl-GMP)

3D MOL for HMDB0013617 (Lipoyl-GMP)

3D SDF for HMDB0013617 (Lipoyl-GMP)

3D-SDF for HMDB0013617 (Lipoyl-GMP)

PDB for HMDB0013617 (Lipoyl-GMP)

3D PDB for HMDB0013617 (Lipoyl-GMP)

SMILES for HMDB0013617 (Lipoyl-GMP)

INCHI for HMDB0013617 (Lipoyl-GMP)

Structure for HMDB0013617 (Lipoyl-GMP)

3D Structure for HMDB0013617 (Lipoyl-GMP)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes