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

2006-10-17 09:06:20 UTC

Update Date

2022-03-07 02:49:25 UTC

HMDB ID

HMDB0005022

Secondary Accession Numbers

HMDB0014321
HMDB05022
HMDB14321

Metabolite Identification

Common Name

Pravastatin

Description

Pravastatin is a member of the drug class of statins, used for lowering cholesterol and preventing cardiovascular disease. Pravastatin was identified originally in a mold called Nocardia autotrophica by researchers of the Sankyo Pharma Inc; An antilipemic fungal metabolite isolated from cultures of Nocardia autotrophica. It acts as a competitive inhibitor of HMG CoA reductase (hydroxymethylglutaryl CoA reductases); In medicine and pharmacology, pravastatin (Pravachol or Selektine) is a member of the drug class of statins, used for lowering cholesterol and preventing cardiovascular disease.

Structure

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

175
  Mrv0541 02231214292D          

 31 32  0  0  1  0            999 V2000
    3.0790    0.8556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    3.3306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5023   -0.8228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.8556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2025   -2.0685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3314   -3.3307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9026   -3.3142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.0931    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5309    1.6521    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0790    1.6806    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2785    2.0760    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5214    0.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.9181    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2785    2.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2310    0.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    3.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309    3.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9913    1.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2215   -0.4186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9312   -0.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9216   -1.6643    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3645   -0.3819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6313   -2.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.6194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6217   -2.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7883    1.4332    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  1  1  0  0  0
  1 23  1  0  0  0  0
 15  2  1  6  0  0  0
 21  3  1  6  0  0  0
  4 23  2  0  0  0  0
 24  5  1  6  0  0  0
  6 30  1  0  0  0  0
  7 30  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 13  1  0  0  0  0
  8 31  1  6  0  0  0
  9 11  1  0  0  0  0
  9 12  1  6  0  0  0
 10 14  1  0  0  0  0
 11 16  1  0  0  0  0
 11 20  1  6  0  0  0
 12 17  1  0  0  0  0
 13 18  2  0  0  0  0
 13 19  1  0  0  0  0
 14 15  1  0  0  0  0
 15 18  1  0  0  0  0
 16 19  2  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  1  0  0  0
 26 30  1  0  0  0  0
 27 29  1  0  0  0  0
M  END

HMDB0005022
     RDKit          3D
Pravastatin
 66 67  0  0  0  0  0  0  0  0999 V2000
   -5.5036   -1.4597   -1.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4856   -2.3238   -0.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0956   -2.0388   -1.3182 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1184   -2.9154   -0.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8383   -0.5915   -1.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6345    0.1166   -2.0739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8135   -0.0049    0.1412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5756    1.3472    0.4503 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7506    2.0739    0.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3105    3.1213    1.9808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4555    4.0573    1.4348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6980    2.3317    3.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7062    1.5207    2.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0191    0.6864    3.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0758    0.1032    3.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7006    0.2227    2.0380 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8484    1.2084    2.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2265    0.5434    0.9451 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3308    1.0230   -0.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2214    0.3160   -1.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5948   -0.1118   -0.8846 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7986   -1.0018    0.1279 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2905   -0.7290   -2.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6817   -1.1713   -1.7769 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2805   -1.7172   -2.8917 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5225   -0.0933   -1.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8863   -0.5875   -0.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7026    0.1950   -0.3059 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2848   -1.8775   -1.1173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3431    1.5309    1.2964 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2115   -1.3248   -2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6217   -0.4647   -1.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5044   -1.9360   -1.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7364   -3.3838   -0.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4684   -1.9300    0.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0671   -2.3076   -2.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9301   -2.5272    0.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1667   -3.0623   -1.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5930   -3.9325   -0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3704    1.8396   -0.5486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4466    1.4099    1.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3564    2.5664    0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2289    3.6503    2.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6380    4.1155    0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9908    2.3697    4.1129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4877    0.6038    4.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5640   -0.5175    4.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1019   -0.8245    1.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6992    0.5944    2.6292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971    1.9878    2.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1916    1.6721    1.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8092   -0.4232    0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8284    2.0466   -0.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5682    1.4345   -0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3599    1.0149   -2.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6938   -0.5547   -1.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2530    0.8148   -0.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7304   -1.9458   -0.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3653    0.0236   -2.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7287   -1.5972   -2.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6092   -1.9877   -1.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7220   -2.5861   -2.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0894    0.2297   -0.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6150    0.7408   -1.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2433   -2.1163   -1.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8412    2.5330    1.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 18 30  1  0
 30  8  1  0
 30 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  4 37  1  0
  4 38  1  0
  4 39  1  0
  8 40  1  6
  9 41  1  0
  9 42  1  0
 10 43  1  1
 11 44  1  0
 12 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  6
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  1
 22 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  1
 25 62  1  0
 26 63  1  0
 26 64  1  0
 29 65  1  0
 30 66  1  6
M  END

175
  Mrv0541 02231214292D          

 31 32  0  0  1  0            999 V2000
    3.0790    0.8556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    3.3306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5023   -0.8228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.8556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2025   -2.0685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3314   -3.3307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9026   -3.3142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.0931    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5309    1.6521    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0790    1.6806    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2785    2.0760    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5214    0.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.9181    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2785    2.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2310    0.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    3.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309    3.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9913    1.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2215   -0.4186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9312   -0.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9216   -1.6643    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3645   -0.3819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6313   -2.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.6194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6217   -2.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7883    1.4332    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  1  1  0  0  0
  1 23  1  0  0  0  0
 15  2  1  6  0  0  0
 21  3  1  6  0  0  0
  4 23  2  0  0  0  0
 24  5  1  6  0  0  0
  6 30  1  0  0  0  0
  7 30  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 13  1  0  0  0  0
  8 31  1  6  0  0  0
  9 11  1  0  0  0  0
  9 12  1  6  0  0  0
 10 14  1  0  0  0  0
 11 16  1  0  0  0  0
 11 20  1  6  0  0  0
 12 17  1  0  0  0  0
 13 18  2  0  0  0  0
 13 19  1  0  0  0  0
 14 15  1  0  0  0  0
 15 18  1  0  0  0  0
 16 19  2  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  1  0  0  0
 26 30  1  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0005022

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12[C@H](C[C@H](O)C=C1C=C[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC(O)=O)OC(=O)[C@@H](C)CC

> <INCHI_IDENTIFIER>
InChI=1S/C23H36O7/c1-4-13(2)23(29)30-20-11-17(25)9-15-6-5-14(3)19(22(15)20)8-7-16(24)10-18(26)12-21(27)28/h5-6,9,13-14,16-20,22,24-26H,4,7-8,10-12H2,1-3H3,(H,27,28)/t13-,14-,16+,17+,18+,19-,20-,22-/m0/s1

> <INCHI_KEY>
TUZYXOIXSAXUGO-PZAWKZKUSA-N

> <FORMULA>
C23H36O7

> <MOLECULAR_WEIGHT>
424.5277

> <EXACT_MASS>
424.246103506

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
46.559687533993895

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
1.6470916203333337

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.53379507969305

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.2122988042928835

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7214650667541234

> <JCHEM_POLAR_SURFACE_AREA>
124.28999999999999

> <JCHEM_REFRACTIVITY>
113.59790000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.42e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pravastatin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0005022
     RDKit          3D
Pravastatin
 66 67  0  0  0  0  0  0  0  0999 V2000
   -5.5036   -1.4597   -1.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4856   -2.3238   -0.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0956   -2.0388   -1.3182 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1184   -2.9154   -0.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8383   -0.5915   -1.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6345    0.1166   -2.0739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8135   -0.0049    0.1412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5756    1.3472    0.4503 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7506    2.0739    0.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3105    3.1213    1.9808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4555    4.0573    1.4348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6980    2.3317    3.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7062    1.5207    2.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0191    0.6864    3.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0758    0.1032    3.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7006    0.2227    2.0380 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8484    1.2084    2.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2265    0.5434    0.9451 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3308    1.0230   -0.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2214    0.3160   -1.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5948   -0.1118   -0.8846 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7986   -1.0018    0.1279 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2905   -0.7290   -2.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6817   -1.1713   -1.7769 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2805   -1.7172   -2.8917 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5225   -0.0933   -1.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8863   -0.5875   -0.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7026    0.1950   -0.3059 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2848   -1.8775   -1.1173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3431    1.5309    1.2964 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2115   -1.3248   -2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6217   -0.4647   -1.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5044   -1.9360   -1.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7364   -3.3838   -0.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4684   -1.9300    0.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0671   -2.3076   -2.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9301   -2.5272    0.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1667   -3.0623   -1.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5930   -3.9325   -0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3704    1.8396   -0.5486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4466    1.4099    1.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3564    2.5664    0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2289    3.6503    2.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6380    4.1155    0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9908    2.3697    4.1129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4877    0.6038    4.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5640   -0.5175    4.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1019   -0.8245    1.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6992    0.5944    2.6292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971    1.9878    2.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1916    1.6721    1.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8092   -0.4232    0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8284    2.0466   -0.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5682    1.4345   -0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3599    1.0149   -2.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6938   -0.5547   -1.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2530    0.8148   -0.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7304   -1.9458   -0.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3653    0.0236   -2.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7287   -1.5972   -2.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6092   -1.9877   -1.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7220   -2.5861   -2.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0894    0.2297   -0.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6150    0.7408   -1.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2433   -2.1163   -1.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8412    2.5330    1.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 18 30  1  0
 30  8  1  0
 30 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  4 37  1  0
  4 38  1  0
  4 39  1  0
  8 40  1  6
  9 41  1  0
  9 42  1  0
 10 43  1  1
 11 44  1  0
 12 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  6
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  1
 22 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  1
 25 62  1  0
 26 63  1  0
 26 64  1  0
 29 65  1  0
 30 66  1  6
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 175                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       5.747   1.597   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.080   6.217   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       8.404  -1.536   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.080   1.597   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       9.711  -3.861   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      13.685  -6.217   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      11.018  -6.187   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       7.081   3.907   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.458   3.084   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.747   3.137   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.853   3.875   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.440   1.544   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.081   5.447   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414   3.907   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.414   5.447   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.853   5.479   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.765   0.759   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.747   6.217   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.458   6.271   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.184   3.100   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.747  -0.781   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.072  -1.567   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.414   0.827   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.054  -3.107   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.414  -0.713   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.378  -3.892   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.080  -1.483   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.747  -1.483   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.080  -3.023   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.361  -5.432   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0       7.071   2.675   0.000  0.00  0.00           H+0
CONECT    1   10   23                                                       
CONECT    2   15                                                            
CONECT    3   21                                                            
CONECT    4   23                                                            
CONECT    5   24                                                            
CONECT    6   30                                                            
CONECT    7   30                                                            
CONECT    8    9   10   13   31                                             
CONECT    9    8   11   12                                                  
CONECT   10    1    8   14                                                  
CONECT   11    9   16   20                                                  
CONECT   12    9   17                                                       
CONECT   13    8   18   19                                                  
CONECT   14   10   15                                                       
CONECT   15    2   14   18                                                  
CONECT   16   11   19                                                       
CONECT   17   12   21                                                       
CONECT   18   13   15                                                       
CONECT   19   13   16                                                       
CONECT   20   11                                                            
CONECT   21    3   17   22                                                  
CONECT   22   21   24                                                       
CONECT   23    1    4   25                                                  
CONECT   24    5   22   26                                                  
CONECT   25   23   27   28                                                  
CONECT   26   24   30                                                       
CONECT   27   25   29                                                       
CONECT   28   25                                                            
CONECT   29   27                                                            
CONECT   30    6    7   26                                                  
CONECT   31    8                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

COMPND    HMDB0005022
HETATM    1  C1  UNL     1      -5.504  -1.460  -1.498  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.486  -2.324  -0.751  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.096  -2.039  -1.318  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.118  -2.915  -0.551  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.838  -0.591  -1.083  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.635   0.117  -2.074  1.00  0.00           O  
HETATM    7  O2  UNL     1      -2.814  -0.005   0.141  1.00  0.00           O  
HETATM    8  C6  UNL     1      -2.576   1.347   0.450  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.751   2.074   0.980  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.310   3.121   1.981  1.00  0.00           C  
HETATM   11  O3  UNL     1      -2.456   4.057   1.435  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.698   2.332   3.085  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.706   1.521   2.729  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.019   0.686   3.699  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.076   0.103   3.364  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.701   0.223   2.038  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.848   1.208   2.222  1.00  0.00           C  
HETATM   18  C15 UNL     1      -0.227   0.543   0.945  1.00  0.00           C  
HETATM   19  C16 UNL     1       0.331   1.023  -0.334  1.00  0.00           C  
HETATM   20  C17 UNL     1       1.221   0.316  -1.219  1.00  0.00           C  
HETATM   21  C18 UNL     1       2.595  -0.112  -0.885  1.00  0.00           C  
HETATM   22  O4  UNL     1       2.799  -1.002   0.128  1.00  0.00           O  
HETATM   23  C19 UNL     1       3.290  -0.729  -2.117  1.00  0.00           C  
HETATM   24  C20 UNL     1       4.682  -1.171  -1.777  1.00  0.00           C  
HETATM   25  O5  UNL     1       5.280  -1.717  -2.892  1.00  0.00           O  
HETATM   26  C21 UNL     1       5.522  -0.093  -1.142  1.00  0.00           C  
HETATM   27  C22 UNL     1       6.886  -0.587  -0.837  1.00  0.00           C  
HETATM   28  O6  UNL     1       7.703   0.195  -0.306  1.00  0.00           O  
HETATM   29  O7  UNL     1       7.285  -1.877  -1.117  1.00  0.00           O  
HETATM   30  C23 UNL     1      -1.343   1.531   1.296  1.00  0.00           C  
HETATM   31  H1  UNL     1      -5.212  -1.325  -2.551  1.00  0.00           H  
HETATM   32  H2  UNL     1      -5.622  -0.465  -1.014  1.00  0.00           H  
HETATM   33  H3  UNL     1      -6.504  -1.936  -1.490  1.00  0.00           H  
HETATM   34  H4  UNL     1      -4.736  -3.384  -0.772  1.00  0.00           H  
HETATM   35  H5  UNL     1      -4.468  -1.930   0.300  1.00  0.00           H  
HETATM   36  H6  UNL     1      -3.067  -2.308  -2.373  1.00  0.00           H  
HETATM   37  H7  UNL     1      -1.930  -2.527   0.467  1.00  0.00           H  
HETATM   38  H8  UNL     1      -1.167  -3.062  -1.095  1.00  0.00           H  
HETATM   39  H9  UNL     1      -2.593  -3.932  -0.458  1.00  0.00           H  
HETATM   40  H10 UNL     1      -2.370   1.840  -0.549  1.00  0.00           H  
HETATM   41  H11 UNL     1      -4.447   1.410   1.578  1.00  0.00           H  
HETATM   42  H12 UNL     1      -4.356   2.566   0.167  1.00  0.00           H  
HETATM   43  H13 UNL     1      -4.229   3.650   2.364  1.00  0.00           H  
HETATM   44  H14 UNL     1      -2.638   4.116   0.472  1.00  0.00           H  
HETATM   45  H15 UNL     1      -2.991   2.370   4.113  1.00  0.00           H  
HETATM   46  H16 UNL     1      -1.488   0.604   4.679  1.00  0.00           H  
HETATM   47  H17 UNL     1       0.564  -0.518   4.130  1.00  0.00           H  
HETATM   48  H18 UNL     1       1.102  -0.824   1.861  1.00  0.00           H  
HETATM   49  H19 UNL     1       2.699   0.594   2.629  1.00  0.00           H  
HETATM   50  H20 UNL     1       1.597   1.988   2.976  1.00  0.00           H  
HETATM   51  H21 UNL     1       2.192   1.672   1.309  1.00  0.00           H  
HETATM   52  H22 UNL     1      -0.809  -0.423   0.745  1.00  0.00           H  
HETATM   53  H23 UNL     1       0.828   2.047  -0.081  1.00  0.00           H  
HETATM   54  H24 UNL     1      -0.568   1.435  -0.931  1.00  0.00           H  
HETATM   55  H25 UNL     1       1.360   1.015  -2.142  1.00  0.00           H  
HETATM   56  H26 UNL     1       0.694  -0.555  -1.763  1.00  0.00           H  
HETATM   57  H27 UNL     1       3.253   0.815  -0.701  1.00  0.00           H  
HETATM   58  H28 UNL     1       2.730  -1.946  -0.156  1.00  0.00           H  
HETATM   59  H29 UNL     1       3.365   0.024  -2.925  1.00  0.00           H  
HETATM   60  H30 UNL     1       2.729  -1.597  -2.468  1.00  0.00           H  
HETATM   61  H31 UNL     1       4.609  -1.988  -1.011  1.00  0.00           H  
HETATM   62  H32 UNL     1       5.722  -2.586  -2.719  1.00  0.00           H  
HETATM   63  H33 UNL     1       5.089   0.230  -0.168  1.00  0.00           H  
HETATM   64  H34 UNL     1       5.615   0.741  -1.856  1.00  0.00           H  
HETATM   65  H35 UNL     1       8.243  -2.116  -1.382  1.00  0.00           H  
HETATM   66  H36 UNL     1      -0.841   2.533   1.124  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4    5   36
CONECT    4   37   38   39
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   30   40
CONECT    9   10   41   42
CONECT   10   11   12   43
CONECT   11   44
CONECT   12   13   13   45
CONECT   13   14   30
CONECT   14   15   15   46
CONECT   15   16   47
CONECT   16   17   18   48
CONECT   17   49   50   51
CONECT   18   19   30   52
CONECT   19   20   53   54
CONECT   20   21   55   56
CONECT   21   22   23   57
CONECT   22   58
CONECT   23   24   59   60
CONECT   24   25   26   61
CONECT   25   62
CONECT   26   27   63   64
CONECT   27   28   28   29
CONECT   29   65
CONECT   30   66
END

HMDB0005022
     RDKit          3D
Pravastatin
 66 67  0  0  0  0  0  0  0  0999 V2000
   -5.5036   -1.4597   -1.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4856   -2.3238   -0.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0956   -2.0388   -1.3182 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1184   -2.9154   -0.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8383   -0.5915   -1.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6345    0.1166   -2.0739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8135   -0.0049    0.1412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5756    1.3472    0.4503 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7506    2.0739    0.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3105    3.1213    1.9808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4555    4.0573    1.4348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6980    2.3317    3.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7062    1.5207    2.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0191    0.6864    3.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0758    0.1032    3.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7006    0.2227    2.0380 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8484    1.2084    2.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2265    0.5434    0.9451 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3308    1.0230   -0.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2214    0.3160   -1.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5948   -0.1118   -0.8846 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7986   -1.0018    0.1279 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2905   -0.7290   -2.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6817   -1.1713   -1.7769 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2805   -1.7172   -2.8917 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5225   -0.0933   -1.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8863   -0.5875   -0.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7026    0.1950   -0.3059 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2848   -1.8775   -1.1173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3431    1.5309    1.2964 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2115   -1.3248   -2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6217   -0.4647   -1.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5044   -1.9360   -1.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7364   -3.3838   -0.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4684   -1.9300    0.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0671   -2.3076   -2.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9301   -2.5272    0.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1667   -3.0623   -1.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5930   -3.9325   -0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3704    1.8396   -0.5486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4466    1.4099    1.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3564    2.5664    0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2289    3.6503    2.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6380    4.1155    0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9908    2.3697    4.1129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4877    0.6038    4.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5640   -0.5175    4.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1019   -0.8245    1.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6992    0.5944    2.6292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971    1.9878    2.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1916    1.6721    1.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8092   -0.4232    0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8284    2.0466   -0.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5682    1.4345   -0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3599    1.0149   -2.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6938   -0.5547   -1.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2530    0.8148   -0.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7304   -1.9458   -0.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3653    0.0236   -2.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7287   -1.5972   -2.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6092   -1.9877   -1.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7220   -2.5861   -2.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0894    0.2297   -0.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6150    0.7408   -1.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2433   -2.1163   -1.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8412    2.5330    1.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 18 30  1  0
 30  8  1  0
 30 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  4 37  1  0
  4 38  1  0
  4 39  1  0
  8 40  1  6
  9 41  1  0
  9 42  1  0
 10 43  1  1
 11 44  1  0
 12 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  6
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  1
 22 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  1
 25 62  1  0
 26 63  1  0
 26 64  1  0
 29 65  1  0
 30 66  1  6
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+)-(3R,5R)-3,5-Dihydroxy-7-[(1S,2S,6S,8S,8ar)-6-hydroxy-2-methyl-8-{[(S)-2-methylbutyryl]oxy}-1,2,6,7,8,8a-hexahydro-1-naphthyl]heptanoic acid	ChEBI
Pravastatin acid	ChEBI
Pravastatina	ChEBI
Pravastatine	ChEBI
Pravastatinum	ChEBI
Pravator	Kegg
(+)-(3R,5R)-3,5-Dihydroxy-7-[(1S,2S,6S,8S,8ar)-6-hydroxy-2-methyl-8-{[(S)-2-methylbutyryl]oxy}-1,2,6,7,8,8a-hexahydro-1-naphthyl]heptanoate	Generator
(3R,5R)-7-[(1S,2S,6S,8S,8AR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid	HMDB
3beta-Hydroxycompactin	HMDB
Eptastatin	HMDB
Mevalothin	HMDB
Pravachol	HMDB
Pravastatin sodium	HMDB
Selektine	HMDB
Elisor	HMDB
Nu-pravastatin	HMDB
Pravasin	HMDB
Apo pravastatin	HMDB
Aventis brand OF pravastatin sodium	HMDB
Bristol-myers squibb brand OF pravastatin sodium	HMDB
Juste brand OF pravastatin sodium	HMDB
Lin pravastatin	HMDB
Mevalotin	HMDB
Pravastatin monosodium salt, (6 beta)-isomer	HMDB
Pravastatin sodium salt	HMDB
Pravastatin, (6 beta)-isomer	HMDB
RMS-431	HMDB
Squibb brand OF pravastatin sodium	HMDB
Vasten	HMDB
Apo-pravastatin	HMDB
Apotex brand OF pravastatin sodium	HMDB
Linson pharma brand OF pravastatin sodium	HMDB
Liplat	HMDB
Lipostat	HMDB
Nu-pharma brand OF pravastatin sodium	HMDB
Prareduct	HMDB
Pravastatin tert-octylamine salt	HMDB
RMS 431	HMDB
Sankyo brand OF pravastatin sodium	HMDB
Sodium salt, pravastatin	HMDB
Bristacol	HMDB
Esteve brand OF pravastatin sodium	HMDB
Lin-pravastatin	HMDB
Lipemol	HMDB
Nu pravastatin	HMDB
Pravacol	HMDB
Pravastatin tert octylamine salt	HMDB

Chemical Formula

C₂₃H₃₆O₇

Average Molecular Weight

424.5277

Monoisotopic Molecular Weight

424.246103506

IUPAC Name

(3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid

Traditional Name

pravastatin

CAS Registry Number

81093-37-0

SMILES

[H][C@]12[C@H](C[C@H](O)C=C1C=C[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC(O)=O)OC(=O)[C@@H](C)CC

InChI Identifier

InChI=1S/C23H36O7/c1-4-13(2)23(29)30-20-11-17(25)9-15-6-5-14(3)19(22(15)20)8-7-16(24)10-18(26)12-21(27)28/h5-6,9,13-14,16-20,22,24-26H,4,7-8,10-12H2,1-3H3,(H,27,28)/t13-,14-,16+,17+,18+,19-,20-,22-/m0/s1

InChI Key

TUZYXOIXSAXUGO-PZAWKZKUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Medium-chain hydroxy acids and derivatives

Direct Parent

Medium-chain hydroxy acids and derivatives

Alternative Parents

Substituents

Medium-chain hydroxy acid
Fatty alcohol
Medium-chain fatty acid
Hydroxy fatty acid
Fatty acid ester
Branched fatty acid
Beta-hydroxy acid
Fatty acyl
Dicarboxylic acid or derivatives
Secondary alcohol
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

statin (semi-synthetic) (CHEBI:63618 )
carboxylic ester (CHEBI:63618 )
secondary alcohol (CHEBI:63618 )
3-hydroxy carboxylic acid (CHEBI:63618 )
hydroxy monocarboxylic acid (CHEBI:63618 )
carbobicyclic compound (CHEBI:63618 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	326 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.24 g/L	Not Available
LogP	2.2	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.24 g/L	ALOGPS
logP	2.23	ALOGPS
logP	1.65	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.21	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	113.6 m³·mol⁻¹	ChemAxon
Polarizability	46.56 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
DarkChem	[M+H]+	198.503	31661259
DarkChem	[M-H]-	197.275	31661259
DeepCCS	[M-2H]-	241.179	30932474
DeepCCS	[M+Na]+	216.027	30932474
AllCCS	[M+H]+	206.7	32859911
AllCCS	[M+H-H2O]+	204.5	32859911
AllCCS	[M+NH4]+	208.6	32859911
AllCCS	[M+Na]+	209.2	32859911
AllCCS	[M-H]-	202.6	32859911
AllCCS	[M+Na-2H]-	204.0	32859911
AllCCS	[M+HCOO]-	205.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.66 minutes	32390414
Predicted by Siyang on May 30, 2022	12.8906 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.9 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2553.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	178.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	159.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	156.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	125.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	540.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	487.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	106.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1020.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	500.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1552.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	312.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	367.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	299.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	200.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	56.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pravastatin	[H][C@]12[C@H](C[C@H](O)C=C1C=C[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC(O)=O)OC(=O)[C@@H](C)CC	5362.3	Standard polar	33892256
Pravastatin	[H][C@]12[C@H](C[C@H](O)C=C1C=C[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC(O)=O)OC(=O)[C@@H](C)CC	3110.5	Standard non polar	33892256
Pravastatin	[H][C@]12[C@H](C[C@H](O)C=C1C=C[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC(O)=O)OC(=O)[C@@H](C)CC	3255.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pravastatin,1TMS,isomer #1	CC[C@H](C)C(=O)O[C@H]1C[C@H](O[Si](C)(C)C)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(=O)O)[C@H]21	3177.6	Semi standard non polar	33892256
Pravastatin,1TMS,isomer #2	CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@H](C[C@@H](O)CC(=O)O)O[Si](C)(C)C)[C@H]21	3188.4	Semi standard non polar	33892256
Pravastatin,1TMS,isomer #3	CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@H](CC(=O)O)O[Si](C)(C)C)[C@H]21	3159.8	Semi standard non polar	33892256
Pravastatin,1TMS,isomer #4	CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(=O)O[Si](C)(C)C)[C@H]21	3202.4	Semi standard non polar	33892256
Pravastatin,2TMS,isomer #1	CC[C@H](C)C(=O)O[C@H]1C[C@H](O[Si](C)(C)C)C=C2C=C[C@H](C)[C@H](CC[C@H](C[C@@H](O)CC(=O)O)O[Si](C)(C)C)[C@H]21	3210.0	Semi standard non polar	33892256
Pravastatin,2TMS,isomer #2	CC[C@H](C)C(=O)O[C@H]1C[C@H](O[Si](C)(C)C)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@H](CC(=O)O)O[Si](C)(C)C)[C@H]21	3188.9	Semi standard non polar	33892256
Pravastatin,2TMS,isomer #3	CC[C@H](C)C(=O)O[C@H]1C[C@H](O[Si](C)(C)C)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(=O)O[Si](C)(C)C)[C@H]21	3212.3	Semi standard non polar	33892256
Pravastatin,2TMS,isomer #4	CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@H](C[C@H](CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C)[C@H]21	3179.7	Semi standard non polar	33892256
Pravastatin,2TMS,isomer #5	CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@H](C[C@@H](O)CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@H]21	3207.2	Semi standard non polar	33892256
Pravastatin,2TMS,isomer #6	CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@H]21	3187.4	Semi standard non polar	33892256
Pravastatin,3TMS,isomer #1	CC[C@H](C)C(=O)O[C@H]1C[C@H](O[Si](C)(C)C)C=C2C=C[C@H](C)[C@H](CC[C@H](C[C@H](CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C)[C@H]21	3214.3	Semi standard non polar	33892256
Pravastatin,3TMS,isomer #2	CC[C@H](C)C(=O)O[C@H]1C[C@H](O[Si](C)(C)C)C=C2C=C[C@H](C)[C@H](CC[C@H](C[C@@H](O)CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@H]21	3229.4	Semi standard non polar	33892256
Pravastatin,3TMS,isomer #3	CC[C@H](C)C(=O)O[C@H]1C[C@H](O[Si](C)(C)C)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)[C@H]21	3216.7	Semi standard non polar	33892256
Pravastatin,3TMS,isomer #4	CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@H](C[C@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)[C@H]21	3196.6	Semi standard non polar	33892256
Pravastatin,4TMS,isomer #1	CC[C@H](C)C(=O)O[C@H]1C[C@H](O[Si](C)(C)C)C=C2C=C[C@H](C)[C@H](CC[C@H](C[C@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)[C@H]21	3240.9	Semi standard non polar	33892256
Pravastatin,1TBDMS,isomer #1	CC[C@H](C)C(=O)O[C@H]1C[C@H](O[Si](C)(C)C(C)(C)C)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(=O)O)[C@H]21	3414.9	Semi standard non polar	33892256
Pravastatin,1TBDMS,isomer #2	CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@H](C[C@@H](O)CC(=O)O)O[Si](C)(C)C(C)(C)C)[C@H]21	3447.2	Semi standard non polar	33892256
Pravastatin,1TBDMS,isomer #3	CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@H](CC(=O)O)O[Si](C)(C)C(C)(C)C)[C@H]21	3408.8	Semi standard non polar	33892256
Pravastatin,1TBDMS,isomer #4	CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(=O)O[Si](C)(C)C(C)(C)C)[C@H]21	3467.1	Semi standard non polar	33892256
Pravastatin,2TBDMS,isomer #1	CC[C@H](C)C(=O)O[C@H]1C[C@H](O[Si](C)(C)C(C)(C)C)C=C2C=C[C@H](C)[C@H](CC[C@H](C[C@@H](O)CC(=O)O)O[Si](C)(C)C(C)(C)C)[C@H]21	3662.8	Semi standard non polar	33892256
Pravastatin,2TBDMS,isomer #2	CC[C@H](C)C(=O)O[C@H]1C[C@H](O[Si](C)(C)C(C)(C)C)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@H](CC(=O)O)O[Si](C)(C)C(C)(C)C)[C@H]21	3640.0	Semi standard non polar	33892256
Pravastatin,2TBDMS,isomer #3	CC[C@H](C)C(=O)O[C@H]1C[C@H](O[Si](C)(C)C(C)(C)C)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(=O)O[Si](C)(C)C(C)(C)C)[C@H]21	3672.6	Semi standard non polar	33892256
Pravastatin,2TBDMS,isomer #4	CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@H](C[C@H](CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]21	3652.5	Semi standard non polar	33892256
Pravastatin,2TBDMS,isomer #5	CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@H](C[C@@H](O)CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]21	3692.8	Semi standard non polar	33892256
Pravastatin,2TBDMS,isomer #6	CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]21	3672.3	Semi standard non polar	33892256
Pravastatin,3TBDMS,isomer #1	CC[C@H](C)C(=O)O[C@H]1C[C@H](O[Si](C)(C)C(C)(C)C)C=C2C=C[C@H](C)[C@H](CC[C@H](C[C@H](CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]21	3871.4	Semi standard non polar	33892256
Pravastatin,3TBDMS,isomer #2	CC[C@H](C)C(=O)O[C@H]1C[C@H](O[Si](C)(C)C(C)(C)C)C=C2C=C[C@H](C)[C@H](CC[C@H](C[C@@H](O)CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]21	3890.1	Semi standard non polar	33892256
Pravastatin,3TBDMS,isomer #3	CC[C@H](C)C(=O)O[C@H]1C[C@H](O[Si](C)(C)C(C)(C)C)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]21	3877.8	Semi standard non polar	33892256
Pravastatin,3TBDMS,isomer #4	CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[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)[C@H]21	3885.0	Semi standard non polar	33892256
Pravastatin,4TBDMS,isomer #1	CC[C@H](C)C(=O)O[C@H]1C[C@H](O[Si](C)(C)C(C)(C)C)C=C2C=C[C@H](C)[C@H](CC[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)[C@H]21	4074.5	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 - Pravastatin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-6194400000-5f7280491acf9312a516	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pravastatin GC-MS (3 TMS) - 70eV, Positive	splash10-004i-8202269000-c5995d4b5b537e3a6f6e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pravastatin 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOF	splash10-0uk9-0009000000-967b377abafe64b73071	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOF	splash10-00di-0002900000-bd7fd66d793ae64426ff	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOF	splash10-0udi-4809000000-0ed5a8797dfc49ecf5af	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOF	splash10-0udi-2900000000-91b125182ce5d90f16ab	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOF	splash10-0udi-1900000000-e8fc6384260de93c5aa8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOF	splash10-0udi-1900000000-11e99968bc0ba393b6f9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOF	splash10-0udi-4900000000-0e4265e6dc1468c1471d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOF	splash10-00di-0002900000-8795ee00dded0ef8be48	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOF	splash10-0udi-3709000000-aa45be15af0471c0a46e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOF	splash10-0udi-2900000000-5617409991f5c58e5130	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOF	splash10-0udi-2900000000-2bf5c13979a639625d1c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOF	splash10-0udi-2900000000-9a233e521607e82ab7a0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOF	splash10-0udi-0900000000-2083dfbb67bf2b03ccf9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOF	splash10-0uk9-0009000000-4b2c09a295ba7f3ce41b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin LC-ESI-QFT , negative-QTOF	splash10-00di-0607900000-e57e263ad3f74bfda195	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin 35V, Negative-QTOF	splash10-0uk9-0209000000-e1f3357e6db2a045c733	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin 35V, Positive-QTOF	splash10-053r-0890100000-343e9a2af9d9e56f3078	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin 15V, Negative-QTOF	splash10-0fk9-3209000000-4e7af37985a2d2fdf90c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pravastatin 30V, Negative-QTOF	splash10-0pb9-9600000000-1e8b86b20daa312fd4c0	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pravastatin 10V, Positive-QTOF	splash10-052r-1009600000-9928021021dc6868847d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pravastatin 20V, Positive-QTOF	splash10-052r-4019100000-bea6aa9fed446c2cdd3c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pravastatin 40V, Positive-QTOF	splash10-052r-9023000000-7b0213c49b76e864814e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pravastatin 10V, Negative-QTOF	splash10-05fr-1007900000-cb1ad55355bd717f1c23	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pravastatin 20V, Negative-QTOF	splash10-0a4i-5209300000-f017d063b98b59e6d5f1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pravastatin 40V, Negative-QTOF	splash10-0a4i-9244000000-d95d5ae750ad620ba728	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Blood
Kidney
Platelet
Urine

Pathways

Name	SMPDB/PathBank	KEGG
Pravastatin Action Pathway		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

DB00175

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pravastatin

METLIN ID

2053

PubChem Compound

54687

PDB ID

Not Available

ChEBI ID

63618

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Peng, Yulin; Yashphe, Jacob; Demain, Arnold L. Biotransformation of compactin to pravastatin by Actinomadura sp. 2966. Journal of Antibiotics (1997), 50(12), 1032-1035.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Pokrovskaia EV, Vaulin NA, Gratsianskii NA, Averkov OV, Deev AD: [Markers of inflammation and platelet aggregation in patients with non ST elevation acute coronary syndrome treated with atorvastatin or pravastatin]. Kardiologiia. 2003;43(1):7-18. [PubMed:12891281 ]
Tonelli M, Sacks F, Pfeffer M, Jhangri GS, Curhan G: Biomarkers of inflammation and progression of chronic kidney disease. Kidney Int. 2005 Jul;68(1):237-45. [PubMed:15954913 ]
Peverill RE, Smolich JJ, Malan E, Goldstat R, Davis SR: Comparison of effects of pravastatin and hormone therapy on soluble P-selectin and platelet P-selectin expression in postmenopausal hypercholesterolemic women. Maturitas. 2006 Jan 20;53(2):158-65. [PubMed:16368469 ]
Gaugler MH, Vereycken-Holler V, Squiban C, Vandamme M, Vozenin-Brotons MC, Benderitter M: Pravastatin limits endothelial activation after irradiation and decreases the resulting inflammatory and thrombotic responses. Radiat Res. 2005 May;163(5):479-87. [PubMed:15850408 ]
Bruni F, Puccetti L, Pasqui AL, Pastorelli M, Bova G, Cercignani M, Palazzuoli A, Leo A, Auteri A: Different effect induced by treatment with several statins on monocyte tissue factor expression in hypercholesterolemic subjects. Clin Exp Med. 2003 May;3(1):45-53. [PubMed:12748879 ]
Tonelli M, Isles C, Craven T, Tonkin A, Pfeffer MA, Shepherd J, Sacks FM, Furberg C, Cobbe SM, Simes J, West M, Packard C, Curhan GC: Effect of pravastatin on rate of kidney function loss in people with or at risk for coronary disease. Circulation. 2005 Jul 12;112(2):171-8. Epub 2005 Jul 5. [PubMed:15998677 ]
(). 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

Enzyme Details

2. 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

Enzyme Details

3. Ras-related C3 botulinum toxin substrate 1

General function:: Involved in GTP binding
Specific function:: Isoform B has an accelerated GEF-independent GDP/GTP exchange and an impaired GTP hydrolysis, which is restored partially by GTPase-activating proteins. It is able to bind to the GTPase-binding domain of PAK but not full-length PAK in a GTP- dependent manner, suggesting that the insertion does not completely abolish effector interaction
Gene Name:: RAC1
Uniprot ID:: P63000
Molecular weight:: 21449.9

Enzyme Details

4. Geranylgeranyl transferase type-1 subunit beta

General function:: Involved in CAAX-protein geranylgeranyltransferase acti
Specific function:: Catalyzes the transfer of a geranyl-geranyl moiety from geranyl-geranyl pyrophosphate to a cysteine at the fourth position from the C-terminus of proteins having the C-terminal sequence Cys-aliphatic-aliphatic-X. Acts on the Rac1, Rac2, Rap1A and Rap1B proteins. The beta subunit is responsible for peptide-binding.
Gene Name:: PGGT1B
Uniprot ID:: P53609
Molecular weight:: 42367.81

Enzyme Details

5. HERV-K_1p13.3 provirus ancestral Env polyprotein

General function:: Not Available
Specific function:: Retroviral envelope proteins mediate receptor recognition and membrane fusion during early infection. Endogenous envelope proteins may have kept, lost or modified their original function during evolution
Gene Name:: Not Available
Uniprot ID:: P61568
Molecular weight:: 21461.4

Transporters

Enzyme Details

1. Solute carrier organic anion transporter family member 1B1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostaglandin E2, thromboxane B2, leukotriene C3, leukotriene E4, thyroxine and triiodothyronine. May play an important role in the clearance of bile acids and organic anions from the liver
Gene Name:: SLCO1B1
Uniprot ID:: Q9Y6L6
Molecular weight:: 76448.0

Enzyme Details

2. Canalicular multispecific organic anion transporter 1

General function:: Involved in ATP binding
Specific function:: Mediates hepatobiliary excretion of numerous organic anions. May function as a cellular cisplatin transporter
Gene Name:: ABCC2
Uniprot ID:: Q92887
Molecular weight:: 174205.6

Showing metabocard for Pravastatin (HMDB0005022)

MOL for HMDB0005022 (Pravastatin)

3D MOL for HMDB0005022 (Pravastatin)

3D SDF for HMDB0005022 (Pravastatin)

3D-SDF for HMDB0005022 (Pravastatin)

PDB for HMDB0005022 (Pravastatin)

3D PDB for HMDB0005022 (Pravastatin)

SMILES for HMDB0005022 (Pravastatin)

INCHI for HMDB0005022 (Pravastatin)

Structure for HMDB0005022 (Pravastatin)

3D Structure for HMDB0005022 (Pravastatin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Transporters