Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (5)transporters (2) Show 7 proteins XML

enzymes (5)transporters (2) Show 7 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:54 UTC

HMDB ID

HMDB0015230

Secondary Accession Numbers

HMDB15230

Metabolite Identification

Common Name

Rosuvastatin

Description

Rosuvastatin, also known as creston or ZD-4522, belongs to the class of organic compounds known as phenylpyrimidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrimidine ring through a CC or CN bond. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. A dihydroxy monocarboxylic acid that is (6E)-7-{4-(4-fluorophenyl)-2--6-(propan-2-yl)pyrimidin-5-yl} hept-6-enoic acid carrying two hydroxy substituents at positions 3 and 5 (the 3R,5S-diastereomer). Rosuvastatin is an extremely weak basic (essentially neutral) compound (based on its pKa). In humans, rosuvastatin is involved in rosuvastatin action pathway. Rosuvastatin is a potentially toxic compound.

Structure

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


  Mrv0541 04191212162D          

 33 34  0  0  1  0            999 V2000
   -0.7145    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1473    0.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.8385    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5762    0.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2867    0.8521    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0050    0.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7156    0.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7078    1.6906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4339    0.4599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2789    1.6770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8500    1.6635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  7  1  0  0  0  0
  3  1  1  0  0  0  0
  3 11  1  0  0  0  0
  3  4  2  0  0  0  0
  4 18  1  0  0  0  0
  4  5  1  0  0  0  0
  5  8  1  0  0  0  0
  2  6  1  0  0  0  0
  5  6  2  0  0  0  0
  7 31  1  0  0  0  0
  7 33  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 11 12  2  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 14  1  0  0  0  0
 14 17  1  0  0  0  0
 16 15  2  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 28  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 31 29  1  0  0  0  0
 31 30  2  0  0  0  0
 31 32  2  0  0  0  0
M  END

HMDB0015230
     RDKit          3D
Rosuvastatin
 61 62  0  0  0  0  0  0  0  0999 V2000
   -1.7708    3.0977   -2.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6661    2.1914   -2.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2048    3.1664   -1.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4313    1.2782   -1.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071    1.3227   -1.2443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5900    0.5862   -0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0141    0.6733   -0.5334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6946   -0.2149   -1.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9590    1.7717    0.3965 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.7885    1.4845    2.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3855    1.7624   -0.0499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4286    3.1651    0.0897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9688   -0.2297    0.4007 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6269   -0.3263    0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0046   -1.2410    1.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0822   -2.1424    0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5687   -3.0452    1.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2816   -3.0467    3.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9302   -3.9427    3.8487 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463   -2.1427    3.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2986   -1.2349    2.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7961    0.4502   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6018    0.2451   -0.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6054    0.4308   -1.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0093    0.1056   -0.5899 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0000   -0.1986    0.7707 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5684   -1.0488   -1.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9725   -1.3279   -0.9187 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8014   -0.1962   -1.1653 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2171   -1.7128    0.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7016   -1.9790    0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4756   -1.8485   -0.2809 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2183   -2.3556    1.9086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0083    3.9366   -2.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3966    3.4462   -3.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6872    2.5184   -2.9086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1325    1.7154   -2.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2152    3.1564   -1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3708    2.9220   -0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1570    4.2074   -1.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7109    0.1716   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1539   -0.3537   -2.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8901   -1.2147   -0.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5653    0.4036    2.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9584    2.1181    2.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7420    1.7065    2.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1697   -2.1732   -0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2947   -3.7417    1.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8571   -2.1624    4.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0217   -0.5260    3.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9460   -0.1165    0.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4659    0.7795   -1.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6356    0.9946   -0.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6887   -1.1321    0.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5909   -0.7889   -2.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9576   -1.9896   -1.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4507   -2.1201   -1.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8338   -0.0051   -2.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0364   -0.8902    1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703   -2.5946    0.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7568   -1.7648    2.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
  9 12  2  0
  6 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 14 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 22  4  1  0
 21 15  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
 10 44  1  0
 10 45  1  0
 10 46  1  0
 16 47  1  0
 17 48  1  0
 20 49  1  0
 21 50  1  0
 23 51  1  0
 24 52  1  0
 25 53  1  1
 26 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  6
 29 58  1  0
 30 59  1  0
 30 60  1  0
 33 61  1  0
M  END


  Mrv0541 04191212162D          

 33 34  0  0  1  0            999 V2000
   -0.7145    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1473    0.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.8385    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5762    0.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2867    0.8521    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0050    0.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7156    0.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7078    1.6906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4339    0.4599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2789    1.6770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8500    1.6635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  7  1  0  0  0  0
  3  1  1  0  0  0  0
  3 11  1  0  0  0  0
  3  4  2  0  0  0  0
  4 18  1  0  0  0  0
  4  5  1  0  0  0  0
  5  8  1  0  0  0  0
  2  6  1  0  0  0  0
  5  6  2  0  0  0  0
  7 31  1  0  0  0  0
  7 33  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 11 12  2  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 14  1  0  0  0  0
 14 17  1  0  0  0  0
 16 15  2  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 28  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 31 29  1  0  0  0  0
 31 30  2  0  0  0  0
 31 32  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015230

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=NC(=NC(C2=CC=C(F)C=C2)=C1\C=C\[C@@H](O)C[C@@H](O)CC(=O)O)N(C)S(C)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H28FN3O6S/c1-13(2)20-18(10-9-16(27)11-17(28)12-19(29)30)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)33(4,31)32/h5-10,13,16-17,27-28H,11-12H2,1-4H3,(H,29,30)/b10-9+/t16-,17-/m1/s1

> <INCHI_KEY>
BPRHUIZQVSMCRT-VEUZHWNKSA-N

> <FORMULA>
C22H28FN3O6S

> <MOLECULAR_WEIGHT>
481.538

> <EXACT_MASS>
481.168284538

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
48.54601897887099

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,5S,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid

> <ALOGPS_LOGP>
1.47

> <JCHEM_LOGP>
1.9229604620000003

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.648204462309938

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.000032536169454

> <JCHEM_PKA_STRONGEST_BASIC>
-2.840148563112657

> <JCHEM_POLAR_SURFACE_AREA>
140.92000000000002

> <JCHEM_REFRACTIVITY>
121.43829999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.86e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
rosuvastatin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015230
     RDKit          3D
Rosuvastatin
 61 62  0  0  0  0  0  0  0  0999 V2000
   -1.7708    3.0977   -2.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6661    2.1914   -2.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2048    3.1664   -1.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4313    1.2782   -1.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071    1.3227   -1.2443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5900    0.5862   -0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0141    0.6733   -0.5334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6946   -0.2149   -1.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9590    1.7717    0.3965 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.7885    1.4845    2.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3855    1.7624   -0.0499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4286    3.1651    0.0897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9688   -0.2297    0.4007 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6269   -0.3263    0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0046   -1.2410    1.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0822   -2.1424    0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5687   -3.0452    1.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2816   -3.0467    3.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9302   -3.9427    3.8487 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463   -2.1427    3.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2986   -1.2349    2.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7961    0.4502   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6018    0.2451   -0.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6054    0.4308   -1.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0093    0.1056   -0.5899 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0000   -0.1986    0.7707 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5684   -1.0488   -1.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9725   -1.3279   -0.9187 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8014   -0.1962   -1.1653 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2171   -1.7128    0.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7016   -1.9790    0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4756   -1.8485   -0.2809 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2183   -2.3556    1.9086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0083    3.9366   -2.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3966    3.4462   -3.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6872    2.5184   -2.9086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1325    1.7154   -2.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2152    3.1564   -1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3708    2.9220   -0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1570    4.2074   -1.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7109    0.1716   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1539   -0.3537   -2.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8901   -1.2147   -0.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5653    0.4036    2.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9584    2.1181    2.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7420    1.7065    2.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1697   -2.1732   -0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2947   -3.7417    1.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8571   -2.1624    4.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0217   -0.5260    3.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9460   -0.1165    0.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4659    0.7795   -1.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6356    0.9946   -0.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6887   -1.1321    0.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5909   -0.7889   -2.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9576   -1.9896   -1.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4507   -2.1201   -1.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8338   -0.0051   -2.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0364   -0.8902    1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703   -2.5946    0.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7568   -1.7648    2.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
  9 12  2  0
  6 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 14 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 22  4  1  0
 21 15  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
 10 44  1  0
 10 45  1  0
 10 46  1  0
 16 47  1  0
 17 48  1  0
 20 49  1  0
 21 50  1  0
 23 51  1  0
 24 52  1  0
 25 53  1  1
 26 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  6
 29 58  1  0
 30 59  1  0
 30 60  1  0
 33 61  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  N   UNK     0      -1.334   0.770   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       0.000  -1.540   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      -2.667  -1.540   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   17  F   UNK     0       0.000   7.700   0.000  0.00  0.00           F+0
HETATM   18  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.008   0.783   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   1.565   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.676   0.808   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.002   1.591   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.343   0.833   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.669   1.616   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.655   3.156   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      12.010   0.858   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       7.987   3.130   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.320   3.105   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.127  -3.080   0.000  0.00  0.00           O+0
HETATM   31  S   UNK     0      -2.667  -3.080   0.000  0.00  0.00           S+0
HETATM   32  O   UNK     0      -4.207  -3.080   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1    7    6                                                  
CONECT    3    1   11    4                                                  
CONECT    4    3   18    5                                                  
CONECT    5    4    8    6                                                  
CONECT    6    2    5                                                       
CONECT    7    2   31   33                                                  
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    3   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   11   15                                                       
CONECT   17   14                                                            
CONECT   18    4   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   28                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22                                                            
CONECT   28   20                                                            
CONECT   29   31                                                            
CONECT   30   31                                                            
CONECT   31    7   29   30   32                                             
CONECT   32   31                                                            
CONECT   33    7                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

COMPND    HMDB0015230
HETATM    1  C1  UNL     1      -1.771   3.098  -2.758  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.666   2.191  -2.093  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.205   3.166  -1.380  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.431   1.278  -1.210  1.00  0.00           C  
HETATM    5  N1  UNL     1      -2.807   1.323  -1.244  1.00  0.00           N  
HETATM    6  C5  UNL     1      -3.590   0.586  -0.456  1.00  0.00           C  
HETATM    7  N2  UNL     1      -5.014   0.673  -0.533  1.00  0.00           N  
HETATM    8  C6  UNL     1      -5.695  -0.215  -1.446  1.00  0.00           C  
HETATM    9  S1  UNL     1      -5.959   1.772   0.397  1.00  0.00           S  
HETATM   10  C7  UNL     1      -5.789   1.484   2.135  1.00  0.00           C  
HETATM   11  O1  UNL     1      -7.386   1.762  -0.050  1.00  0.00           O  
HETATM   12  O2  UNL     1      -5.429   3.165   0.090  1.00  0.00           O  
HETATM   13  N3  UNL     1      -2.969  -0.230   0.401  1.00  0.00           N  
HETATM   14  C8  UNL     1      -1.627  -0.326   0.487  1.00  0.00           C  
HETATM   15  C9  UNL     1      -1.005  -1.241   1.428  1.00  0.00           C  
HETATM   16  C10 UNL     1      -0.082  -2.142   0.941  1.00  0.00           C  
HETATM   17  C11 UNL     1       0.569  -3.045   1.730  1.00  0.00           C  
HETATM   18  C12 UNL     1       0.282  -3.047   3.078  1.00  0.00           C  
HETATM   19  F1  UNL     1       0.930  -3.943   3.849  1.00  0.00           F  
HETATM   20  C13 UNL     1      -0.646  -2.143   3.579  1.00  0.00           C  
HETATM   21  C14 UNL     1      -1.299  -1.235   2.776  1.00  0.00           C  
HETATM   22  C15 UNL     1      -0.796   0.450  -0.342  1.00  0.00           C  
HETATM   23  C16 UNL     1       0.602   0.245  -0.236  1.00  0.00           C  
HETATM   24  C17 UNL     1       1.605   0.431  -1.020  1.00  0.00           C  
HETATM   25  C18 UNL     1       3.009   0.106  -0.590  1.00  0.00           C  
HETATM   26  O3  UNL     1       3.000  -0.199   0.771  1.00  0.00           O  
HETATM   27  C19 UNL     1       3.568  -1.049  -1.335  1.00  0.00           C  
HETATM   28  C20 UNL     1       4.972  -1.328  -0.919  1.00  0.00           C  
HETATM   29  O4  UNL     1       5.801  -0.196  -1.165  1.00  0.00           O  
HETATM   30  C21 UNL     1       5.217  -1.713   0.491  1.00  0.00           C  
HETATM   31  C22 UNL     1       6.702  -1.979   0.696  1.00  0.00           C  
HETATM   32  O5  UNL     1       7.476  -1.849  -0.281  1.00  0.00           O  
HETATM   33  O6  UNL     1       7.218  -2.356   1.909  1.00  0.00           O  
HETATM   34  H1  UNL     1      -2.008   3.937  -2.075  1.00  0.00           H  
HETATM   35  H2  UNL     1      -1.397   3.446  -3.723  1.00  0.00           H  
HETATM   36  H3  UNL     1      -2.687   2.518  -2.909  1.00  0.00           H  
HETATM   37  H4  UNL     1      -0.132   1.715  -2.913  1.00  0.00           H  
HETATM   38  H5  UNL     1       1.215   3.156  -1.858  1.00  0.00           H  
HETATM   39  H6  UNL     1       0.371   2.922  -0.307  1.00  0.00           H  
HETATM   40  H7  UNL     1      -0.157   4.207  -1.508  1.00  0.00           H  
HETATM   41  H8  UNL     1      -6.711   0.172  -1.712  1.00  0.00           H  
HETATM   42  H9  UNL     1      -5.154  -0.354  -2.398  1.00  0.00           H  
HETATM   43  H10 UNL     1      -5.890  -1.215  -0.961  1.00  0.00           H  
HETATM   44  H11 UNL     1      -5.565   0.404   2.275  1.00  0.00           H  
HETATM   45  H12 UNL     1      -4.958   2.118   2.509  1.00  0.00           H  
HETATM   46  H13 UNL     1      -6.742   1.707   2.623  1.00  0.00           H  
HETATM   47  H14 UNL     1       0.170  -2.173  -0.133  1.00  0.00           H  
HETATM   48  H15 UNL     1       1.295  -3.742   1.292  1.00  0.00           H  
HETATM   49  H16 UNL     1      -0.857  -2.162   4.648  1.00  0.00           H  
HETATM   50  H17 UNL     1      -2.022  -0.526   3.147  1.00  0.00           H  
HETATM   51  H18 UNL     1       0.946  -0.117   0.789  1.00  0.00           H  
HETATM   52  H19 UNL     1       1.466   0.779  -1.993  1.00  0.00           H  
HETATM   53  H20 UNL     1       3.636   0.995  -0.746  1.00  0.00           H  
HETATM   54  H21 UNL     1       2.689  -1.132   0.929  1.00  0.00           H  
HETATM   55  H22 UNL     1       3.591  -0.789  -2.419  1.00  0.00           H  
HETATM   56  H23 UNL     1       2.958  -1.990  -1.181  1.00  0.00           H  
HETATM   57  H24 UNL     1       5.451  -2.120  -1.557  1.00  0.00           H  
HETATM   58  H25 UNL     1       5.834  -0.005  -2.130  1.00  0.00           H  
HETATM   59  H26 UNL     1       5.036  -0.890   1.238  1.00  0.00           H  
HETATM   60  H27 UNL     1       4.670  -2.595   0.859  1.00  0.00           H  
HETATM   61  H28 UNL     1       7.757  -1.765   2.516  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    4   37
CONECT    3   38   39   40
CONECT    4    5    5   22
CONECT    5    6
CONECT    6    7   13   13
CONECT    7    8    9
CONECT    8   41   42   43
CONECT    9   10   11   11   12
CONECT    9   12
CONECT   10   44   45   46
CONECT   13   14
CONECT   14   15   22   22
CONECT   15   16   16   21
CONECT   16   17   47
CONECT   17   18   18   48
CONECT   18   19   20
CONECT   20   21   21   49
CONECT   21   50
CONECT   22   23
CONECT   23   24   24   51
CONECT   24   25   52
CONECT   25   26   27   53
CONECT   26   54
CONECT   27   28   55   56
CONECT   28   29   30   57
CONECT   29   58
CONECT   30   31   59   60
CONECT   31   32   32   33
CONECT   33   61
END

HMDB0015230
     RDKit          3D
Rosuvastatin
 61 62  0  0  0  0  0  0  0  0999 V2000
   -1.7708    3.0977   -2.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6661    2.1914   -2.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2048    3.1664   -1.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4313    1.2782   -1.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071    1.3227   -1.2443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5900    0.5862   -0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0141    0.6733   -0.5334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6946   -0.2149   -1.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9590    1.7717    0.3965 S   0  0  0  0  0  6  0  0  0  0  0  0
   -5.7885    1.4845    2.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3855    1.7624   -0.0499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4286    3.1651    0.0897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9688   -0.2297    0.4007 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6269   -0.3263    0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0046   -1.2410    1.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0822   -2.1424    0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5687   -3.0452    1.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2816   -3.0467    3.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9302   -3.9427    3.8487 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463   -2.1427    3.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2986   -1.2349    2.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7961    0.4502   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6018    0.2451   -0.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6054    0.4308   -1.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0093    0.1056   -0.5899 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0000   -0.1986    0.7707 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5684   -1.0488   -1.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9725   -1.3279   -0.9187 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8014   -0.1962   -1.1653 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2171   -1.7128    0.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7016   -1.9790    0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4756   -1.8485   -0.2809 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2183   -2.3556    1.9086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0083    3.9366   -2.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3966    3.4462   -3.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6872    2.5184   -2.9086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1325    1.7154   -2.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2152    3.1564   -1.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3708    2.9220   -0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1570    4.2074   -1.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7109    0.1716   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1539   -0.3537   -2.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8901   -1.2147   -0.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5653    0.4036    2.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9584    2.1181    2.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7420    1.7065    2.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1697   -2.1732   -0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2947   -3.7417    1.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8571   -2.1624    4.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0217   -0.5260    3.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9460   -0.1165    0.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4659    0.7795   -1.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6356    0.9946   -0.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6887   -1.1321    0.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5909   -0.7889   -2.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9576   -1.9896   -1.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4507   -2.1201   -1.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8338   -0.0051   -2.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0364   -0.8902    1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703   -2.5946    0.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7568   -1.7648    2.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
  9 12  2  0
  6 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 14 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 22  4  1  0
 21 15  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
 10 44  1  0
 10 45  1  0
 10 46  1  0
 16 47  1  0
 17 48  1  0
 20 49  1  0
 21 50  1  0
 23 51  1  0
 24 52  1  0
 25 53  1  1
 26 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  6
 29 58  1  0
 30 59  1  0
 30 60  1  0
 33 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3R,5S,6E)-7-(4-(4-Fluorophenyl)-6-(1-methylethyl)-2-(ethyl(methylsulfonyl)amino)-5-pyrimidinyl)-3,5-dihydroxy-6-heptenoic acid	ChEBI
(3R,5S,6E)-7-{4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl}-3,5-dihydroxyhept-6-enoic acid	ChEBI
Creston	Kegg
(3R,5S,6E)-7-(4-(4-Fluorophenyl)-6-(1-methylethyl)-2-(ethyl(methylsulfonyl)amino)-5-pyrimidinyl)-3,5-dihydroxy-6-heptenoate	Generator
(3R,5S,6E)-7-(4-(4-Fluorophenyl)-6-(1-methylethyl)-2-(ethyl(methylsulphonyl)amino)-5-pyrimidinyl)-3,5-dihydroxy-6-heptenoate	Generator
(3R,5S,6E)-7-(4-(4-Fluorophenyl)-6-(1-methylethyl)-2-(ethyl(methylsulphonyl)amino)-5-pyrimidinyl)-3,5-dihydroxy-6-heptenoic acid	Generator
(3R,5S,6E)-7-{4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl}-3,5-dihydroxyhept-6-enoate	Generator
(3R,5S,6E)-7-{4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulphonyl)amino]pyrimidin-5-yl}-3,5-dihydroxyhept-6-enoate	Generator
(3R,5S,6E)-7-{4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulphonyl)amino]pyrimidin-5-yl}-3,5-dihydroxyhept-6-enoic acid	Generator
Rosuvastatin calcium	HMDB
ZD-4522	HMDB
Crestor	HMDB
Calcium, rosuvastatin	HMDB

Chemical Formula

C₂₂H₂₈FN₃O₆S

Average Molecular Weight

481.538

Monoisotopic Molecular Weight

481.168284538

IUPAC Name

(3R,5S,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid

Traditional Name

rosuvastatin

CAS Registry Number

287714-41-4

SMILES

CC(C)C1=NC(=NC(C2=CC=C(F)C=C2)=C1\C=C\[C@@H](O)C[C@@H](O)CC(=O)O)N(C)S(C)(=O)=O

InChI Identifier

InChI=1S/C22H28FN3O6S/c1-13(2)20-18(10-9-16(27)11-17(28)12-19(29)30)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)33(4,31)32/h5-10,13,16-17,27-28H,11-12H2,1-4H3,(H,29,30)/b10-9+/t16-,17-/m1/s1

InChI Key

BPRHUIZQVSMCRT-VEUZHWNKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrimidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrimidine ring through a CC or CN bond. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Phenylpyrimidines

Alternative Parents

Substituents

4-phenylpyrimidine
5-phenylpyrimidine
Medium-chain hydroxy acid
Medium-chain fatty acid
Beta-hydroxy acid
Fluorobenzene
Halobenzene
Halogenated fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Unsaturated fatty acid
Organosulfonic acid amide
Organic sulfonic acid amide
Fatty acyl
Fatty acid
Benzenoid
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Hydroxy acid
Aminosulfonyl compound
Heteroaromatic compound
Sulfonyl
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Secondary alcohol
Azacycle
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organofluoride
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organosulfur compound
Organic oxygen compound
Organohalogen compound
Alcohol
Organic nitrogen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

statin (synthetic) (CHEBI:38545 )
sulfonamide (CHEBI:38545 )
pyrimidines (CHEBI:38545 )
dihydroxy monocarboxylic acid (CHEBI:38545 )
monofluorobenzenes (CHEBI:38545 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Rosuvastatin Action Pathway (PathBank: SMP0000092)

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.089 g/L	Not Available
LogP	2.4	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.089 g/L	ALOGPS
logP	1.47	ALOGPS
logP	1.92	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	4	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	140.92 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	121.44 m³·mol⁻¹	ChemAxon
Polarizability	48.55 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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+H]+	210.816	30932474
DeepCCS	[M-H]-	208.42	30932474
DeepCCS	[M-2H]-	241.305	30932474
DeepCCS	[M+Na]+	216.729	30932474
AllCCS	[M+H]+	214.0	32859911
AllCCS	[M+H-H2O]+	211.9	32859911
AllCCS	[M+NH4]+	215.9	32859911
AllCCS	[M+Na]+	216.5	32859911
AllCCS	[M-H]-	212.1	32859911
AllCCS	[M+Na-2H]-	213.6	32859911
AllCCS	[M+HCOO]-	215.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rosuvastatin	CC(C)C1=NC(=NC(C2=CC=C(F)C=C2)=C1\C=C\[C@@H](O)C[C@@H](O)CC(=O)O)N(C)S(C)(=O)=O	5750.7	Standard polar	33892256
Rosuvastatin	CC(C)C1=NC(=NC(C2=CC=C(F)C=C2)=C1\C=C\[C@@H](O)C[C@@H](O)CC(=O)O)N(C)S(C)(=O)=O	3473.4	Standard non polar	33892256
Rosuvastatin	CC(C)C1=NC(=NC(C2=CC=C(F)C=C2)=C1\C=C\[C@@H](O)C[C@@H](O)CC(=O)O)N(C)S(C)(=O)=O	3699.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Rosuvastatin,1TMS,isomer #1	CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C2=CC=C(F)C=C2)=C1/C=C/[C@H](C[C@@H](O)CC(=O)O)O[Si](C)(C)C	3511.7	Semi standard non polar	33892256
Rosuvastatin,1TMS,isomer #2	CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C2=CC=C(F)C=C2)=C1/C=C/[C@@H](O)C[C@H](CC(=O)O)O[Si](C)(C)C	3465.9	Semi standard non polar	33892256
Rosuvastatin,1TMS,isomer #3	CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C2=CC=C(F)C=C2)=C1/C=C/[C@@H](O)C[C@@H](O)CC(=O)O[Si](C)(C)C	3486.8	Semi standard non polar	33892256
Rosuvastatin,2TMS,isomer #1	CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C2=CC=C(F)C=C2)=C1/C=C/[C@H](C[C@H](CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3463.9	Semi standard non polar	33892256
Rosuvastatin,2TMS,isomer #2	CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C2=CC=C(F)C=C2)=C1/C=C/[C@H](C[C@@H](O)CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3461.0	Semi standard non polar	33892256
Rosuvastatin,2TMS,isomer #3	CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C2=CC=C(F)C=C2)=C1/C=C/[C@@H](O)C[C@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3418.5	Semi standard non polar	33892256
Rosuvastatin,3TMS,isomer #1	CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C2=CC=C(F)C=C2)=C1/C=C/[C@H](C[C@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3430.8	Semi standard non polar	33892256
Rosuvastatin,1TBDMS,isomer #1	CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C2=CC=C(F)C=C2)=C1/C=C/[C@H](C[C@@H](O)CC(=O)O)O[Si](C)(C)C(C)(C)C	3705.7	Semi standard non polar	33892256
Rosuvastatin,1TBDMS,isomer #2	CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C2=CC=C(F)C=C2)=C1/C=C/[C@@H](O)C[C@H](CC(=O)O)O[Si](C)(C)C(C)(C)C	3664.5	Semi standard non polar	33892256
Rosuvastatin,1TBDMS,isomer #3	CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C2=CC=C(F)C=C2)=C1/C=C/[C@@H](O)C[C@@H](O)CC(=O)O[Si](C)(C)C(C)(C)C	3699.1	Semi standard non polar	33892256
Rosuvastatin,2TBDMS,isomer #1	CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C2=CC=C(F)C=C2)=C1/C=C/[C@H](C[C@H](CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3809.4	Semi standard non polar	33892256
Rosuvastatin,2TBDMS,isomer #2	CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C2=CC=C(F)C=C2)=C1/C=C/[C@H](C[C@@H](O)CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3810.7	Semi standard non polar	33892256
Rosuvastatin,2TBDMS,isomer #3	CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C2=CC=C(F)C=C2)=C1/C=C/[C@@H](O)C[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3769.3	Semi standard non polar	33892256
Rosuvastatin,3TBDMS,isomer #1	CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C2=CC=C(F)C=C2)=C1/C=C/[C@H](C[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3917.6	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 - Rosuvastatin GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dl-4024900000-6da5a329db1ec51e7329	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rosuvastatin GC-MS (3 TMS) - 70eV, Positive	splash10-001i-3000019000-fe48b7ae5cb710394f30	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rosuvastatin 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 - Rosuvastatin 10V, Positive-QTOF	splash10-03dj-0000900000-ffe3f70c801ef1fe024b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 20V, Positive-QTOF	splash10-000i-2009600000-06a41807156bb026dc0a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 40V, Positive-QTOF	splash10-007c-8239500000-8f10bc31f645273fc135	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 10V, Negative-QTOF	splash10-001i-2001900000-9b3574916dc9d66a08d4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 20V, Negative-QTOF	splash10-057i-9204500000-6690570c98256ed46990	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 40V, Negative-QTOF	splash10-0bvi-7309000000-e1540b16a54c6fe4499b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 10V, Positive-QTOF	splash10-001i-0000900000-0922e2b4e5a8ea3fee1e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 20V, Positive-QTOF	splash10-03ea-0002900000-34aa48b2b99a45d1eb96	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 40V, Positive-QTOF	splash10-0zmi-1079100000-ce4c12ba3e188a4e4a44	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 10V, Negative-QTOF	splash10-001i-0000900000-e51e18d73e706fd1b040	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 20V, Negative-QTOF	splash10-084l-1009300000-333a975bee218c019269	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 40V, Negative-QTOF	splash10-0a7l-9118000000-ba4f94c96fb0da6be6fc	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Rosuvastatin Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01098	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01098	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

DB01098

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

393589

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Rosuvastatin

METLIN ID

Not Available

PubChem Compound

446157

PDB ID

Not Available

ChEBI ID

38545

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

McTaggart F, Buckett L, Davidson R, Holdgate G, McCormick A, Schneck D, Smith G, Warwick M: Preclinical and clinical pharmacology of Rosuvastatin, a new 3-hydroxy-3-methylglutaryl coenzyme A reductase inhibitor. Am J Cardiol. 2001 Mar 8;87(5A):28B-32B. [PubMed:11256847 ]
Stalker TJ, Lefer AM, Scalia R: A new HMG-CoA reductase inhibitor, rosuvastatin, exerts anti-inflammatory effects on the microvascular endothelium: the role of mevalonic acid. Br J Pharmacol. 2001 Jun;133(3):406-12. [PubMed:11375257 ]
Laufs U, Gertz K, Dirnagl U, Bohm M, Nickenig G, Endres M: Rosuvastatin, a new HMG-CoA reductase inhibitor, upregulates endothelial nitric oxide synthase and protects from ischemic stroke in mice. Brain Res. 2002 Jun 28;942(1-2):23-30. [PubMed:12031849 ]
Jones SP, Gibson MF, Rimmer DM 3rd, Gibson TM, Sharp BR, Lefer DJ: Direct vascular and cardioprotective effects of rosuvastatin, a new HMG-CoA reductase inhibitor. J Am Coll Cardiol. 2002 Sep 18;40(6):1172-8. [PubMed:12354446 ]
Jones PH, Davidson MH, Stein EA, Bays HE, McKenney JM, Miller E, Cain VA, Blasetto JW: Comparison of the efficacy and safety of rosuvastatin versus atorvastatin, simvastatin, and pravastatin across doses (STELLAR* Trial). Am J Cardiol. 2003 Jul 15;92(2):152-60. [PubMed:12860216 ]
Authors unspecified: The statin wars: why AstraZeneca must retreat. Lancet. 2003 Oct 25;362(9393):1341. [PubMed:14585629 ]
McKillop T: The statin wars. Lancet. 2003 Nov 1;362(9394):1498. [PubMed:14602449 ]
Kilic E, Kilic U, Matter CM, Luscher TF, Bassetti CL, Hermann DM: Aggravation of focal cerebral ischemia by tissue plasminogen activator is reversed by 3-hydroxy-3-methylglutaryl coenzyme A reductase inhibitor but does not depend on endothelial NO synthase. Stroke. 2005 Feb;36(2):332-6. Epub 2004 Dec 29. [PubMed:15625301 ]
Di Napoli P, Taccardi AA, Grilli A, De Lutiis MA, Barsotti A, Felaco M, De Caterina R: Chronic treatment with rosuvastatin modulates nitric oxide synthase expression and reduces ischemia-reperfusion injury in rat hearts. Cardiovasc Res. 2005 Jun 1;66(3):462-71. Epub 2005 Mar 2. [PubMed:15914111 ]
Nissen SE, Nicholls SJ, Sipahi I, Libby P, Raichlen JS, Ballantyne CM, Davignon J, Erbel R, Fruchart JC, Tardif JC, Schoenhagen P, Crowe T, Cain V, Wolski K, Goormastic M, Tuzcu EM: Effect of very high-intensity statin therapy on regression of coronary atherosclerosis: the ASTEROID trial. JAMA. 2006 Apr 5;295(13):1556-65. Epub 2006 Mar 13. [PubMed:16533939 ]
Ho RH, Tirona RG, Leake BF, Glaeser H, Lee W, Lemke CJ, Wang Y, Kim RB: Drug and bile acid transporters in rosuvastatin hepatic uptake: function, expression, and pharmacogenetics. Gastroenterology. 2006 May;130(6):1793-806. Epub 2006 Mar 6. [PubMed:16697742 ]
Kosmidou I, Moore JP, Weber M, Searles CD: Statin treatment and 3' polyadenylation of eNOS mRNA. Arterioscler Thromb Vasc Biol. 2007 Dec;27(12):2642-9. Epub 2007 Oct 4. [PubMed:17916773 ]
Everett BM, Glynn RJ, MacFadyen JG, Ridker PM: Rosuvastatin in the prevention of stroke among men and women with elevated levels of C-reactive protein: justification for the Use of Statins in Prevention: an Intervention Trial Evaluating Rosuvastatin (JUPITER). Circulation. 2010 Jan 5;121(1):143-50. doi: 10.1161/CIRCULATIONAHA.109.874834. Epub 2009 Dec 21. [PubMed:20026779 ]
(). FDA label . .

Enzymes

Enzyme Details

1. 3-hydroxy-3-methylglutaryl-coenzyme A reductase

General function:: Involved in hydroxymethylglutaryl-CoA reductase (NADPH) activity
Specific function:: Transmembrane glycoprotein that is the rate-limiting enzyme in cholesterol biosynthesis as well as in the biosynthesis of nonsterol isoprenoids that are essential for normal cell function including ubiquinone and geranylgeranyl proteins.
Gene Name:: HMGCR
Uniprot ID:: P04035
Molecular weight:: 97475.155

References

Carbonell T, Freire E: Binding thermodynamics of statins to HMG-CoA reductase. Biochemistry. 2005 Sep 6;44(35):11741-8. [PubMed:16128575 ]
Chapman MJ, Caslake M, Packard C, McTaggart F: New dimension of statin action on ApoB atherogenicity. Clin Cardiol. 2003 Jan;26(1 Suppl 1):I7-10. [PubMed:12539816 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Davidson MH: Rosuvastatin: a highly efficacious statin for the treatment of dyslipidaemia. Expert Opin Investig Drugs. 2002 Jan;11(1):125-41. [PubMed:11772327 ]
Hanefeld M: Clinical rationale for rosuvastatin, a potent new HMG-CoA reductase inhibitor. Int J Clin Pract. 2001 Jul-Aug;55(6):399-405. [PubMed:11501230 ]
Holdgate GA, Ward WH, McTaggart F: Molecular mechanism for inhibition of 3-hydroxy-3-methylglutaryl CoA (HMG-CoA) reductase by rosuvastatin. Biochem Soc Trans. 2003 Jun;31(Pt 3):528-31. [PubMed:12773150 ]
McTaggart F, Buckett L, Davidson R, Holdgate G, McCormick A, Schneck D, Smith G, Warwick M: Preclinical and clinical pharmacology of Rosuvastatin, a new 3-hydroxy-3-methylglutaryl coenzyme A reductase inhibitor. Am J Cardiol. 2001 Mar 8;87(5A):28B-32B. [PubMed:11256847 ]
Olsson AG, McTaggart F, Raza A: Rosuvastatin: a highly effective new HMG-CoA reductase inhibitor. Cardiovasc Drug Rev. 2002 Winter;20(4):303-28. [PubMed:12481202 ]

Enzyme Details

2. 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 ]

Enzyme Details

3. Cytochrome P450 2C9

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 oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Olsson AG, McTaggart F, Raza A: Rosuvastatin: a highly effective new HMG-CoA reductase inhibitor. Cardiovasc Drug Rev. 2002 Winter;20(4):303-28. [PubMed:12481202 ]
Neuvonen PJ, Niemi M, Backman JT: Drug interactions with lipid-lowering drugs: mechanisms and clinical relevance. Clin Pharmacol Ther. 2006 Dec;80(6):565-81. [PubMed:17178259 ]
Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
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 ]

Enzyme Details

4. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]

Enzyme Details

5. Cytochrome P450 3A5

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 oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

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 ]

Transporters

Enzyme Details

1. Multidrug resistance-associated protein 1

General function:: Involved in ATP binding
Specific function:: Mediates export of organic anions and drugs from the cytoplasm. Mediates ATP-dependent transport of glutathione and glutathione conjugates, leukotriene C4, estradiol-17-beta-o- glucuronide, methotrexate, antiviral drugs and other xenobiotics. Confers resistance to anticancer drugs. Hydrolyzes ATP with low efficiency
Gene Name:: ABCC1
Uniprot ID:: P33527
Molecular weight:: 171589.5

References

Knauer MJ, Urquhart BL, Meyer zu Schwabedissen HE, Schwarz UI, Lemke CJ, Leake BF, Kim RB, Tirona RG: Human skeletal muscle drug transporters determine local exposure and toxicity of statins. Circ Res. 2010 Feb 5;106(2):297-306. doi: 10.1161/CIRCRESAHA.109.203596. Epub 2009 Nov 25. [PubMed:19940267 ]

Enzyme Details

2. Multidrug resistance-associated protein 4

General function:: Involved in ATP binding
Specific function:: May be an organic anion pump relevant to cellular detoxification
Gene Name:: ABCC4
Uniprot ID:: O15439
Molecular weight:: 149525.3

References

Knauer MJ, Urquhart BL, Meyer zu Schwabedissen HE, Schwarz UI, Lemke CJ, Leake BF, Kim RB, Tirona RG: Human skeletal muscle drug transporters determine local exposure and toxicity of statins. Circ Res. 2010 Feb 5;106(2):297-306. doi: 10.1161/CIRCRESAHA.109.203596. Epub 2009 Nov 25. [PubMed:19940267 ]

Showing metabocard for Rosuvastatin (HMDB0015230)

MOL for HMDB0015230 (Rosuvastatin)

3D MOL for HMDB0015230 (Rosuvastatin)

3D SDF for HMDB0015230 (Rosuvastatin)

3D-SDF for HMDB0015230 (Rosuvastatin)

PDB for HMDB0015230 (Rosuvastatin)

3D PDB for HMDB0015230 (Rosuvastatin)

SMILES for HMDB0015230 (Rosuvastatin)

INCHI for HMDB0015230 (Rosuvastatin)

Structure for HMDB0015230 (Rosuvastatin)

3D Structure for HMDB0015230 (Rosuvastatin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

Transporters

References

References