Hmdb loader

Showing metabocard for Pravastatin (HMDB0005022)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (5)transporters (2) Show 7 proteinsXML
enzymes (5)transporters (2) Show 7 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2006-10-17 09:06:20 UTC
Update Date2022-03-07 02:49:25 UTC
HMDB IDHMDB0005022
Secondary Accession Numbers
  • HMDB0014321
  • HMDB05022
  • HMDB14321
Metabolite Identification
Common NamePravastatin
DescriptionPravastatin 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
Data?1582752340
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0005022 (Pravastatin)

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
Download

3D MOL for HMDB0005022 (Pravastatin)

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
Download

3D SDF for HMDB0005022 (Pravastatin)

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

$$$$
Download

3D-SDF for HMDB0005022 (Pravastatin)

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
Download

PDB for HMDB0005022 (Pravastatin)

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
Download

3D PDB for HMDB0005022 (Pravastatin)

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
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SMILES for HMDB0005022 (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
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INCHI for HMDB0005022 (Pravastatin)

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
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(+)-(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 acidChEBI
Pravastatin acidChEBI
PravastatinaChEBI
PravastatineChEBI
PravastatinumChEBI
PravatorKegg
(+)-(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]heptanoateGenerator
(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 acidHMDB
3beta-HydroxycompactinHMDB
EptastatinHMDB
MevalothinHMDB
PravacholHMDB
Pravastatin sodiumHMDB
SelektineHMDB
ElisorHMDB
Nu-pravastatinHMDB
PravasinHMDB
Apo pravastatinHMDB
Aventis brand OF pravastatin sodiumHMDB
Bristol-myers squibb brand OF pravastatin sodiumHMDB
Juste brand OF pravastatin sodiumHMDB
Lin pravastatinHMDB
MevalotinHMDB
Pravastatin monosodium salt, (6 beta)-isomerHMDB
Pravastatin sodium saltHMDB
Pravastatin, (6 beta)-isomerHMDB
RMS-431HMDB
Squibb brand OF pravastatin sodiumHMDB
VastenHMDB
Apo-pravastatinHMDB
Apotex brand OF pravastatin sodiumHMDB
Linson pharma brand OF pravastatin sodiumHMDB
LiplatHMDB
LipostatHMDB
Nu-pharma brand OF pravastatin sodiumHMDB
PrareductHMDB
Pravastatin tert-octylamine saltHMDB
RMS 431HMDB
Sankyo brand OF pravastatin sodiumHMDB
Sodium salt, pravastatinHMDB
BristacolHMDB
Esteve brand OF pravastatin sodiumHMDB
Lin-pravastatinHMDB
LipemolHMDB
Nu pravastatinHMDB
PravacolHMDB
Pravastatin tert octylamine saltHMDB
Chemical FormulaC23H36O7
Average Molecular Weight424.5277
Monoisotopic Molecular Weight424.246103506
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 Namepravastatin
CAS Registry Number81093-37-0
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 KeyTUZYXOIXSAXUGO-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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassHydroxy acids and derivatives
Sub ClassMedium-chain hydroxy acids and derivatives
Direct ParentMedium-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 FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point326 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.24 g/LNot Available
LogP2.2Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.24 g/LALOGPS
logP2.23ALOGPS
logP1.65ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)4.21ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area124.29 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity113.6 m³·mol⁻¹ChemAxon
Polarizability46.56 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+198.50331661259
DarkChem[M-H]-197.27531661259
DeepCCS[M-2H]-241.17930932474
DeepCCS[M+Na]+216.02730932474
AllCCS[M+H]+206.732859911
AllCCS[M+H-H2O]+204.532859911
AllCCS[M+NH4]+208.632859911
AllCCS[M+Na]+209.232859911
AllCCS[M-H]-202.632859911
AllCCS[M+Na-2H]-204.032859911
AllCCS[M+HCOO]-205.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
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)CC5362.3Standard polar33892256
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)CC3110.5Standard non polar33892256
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)CC3255.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Pravastatin,1TMS,isomer #1CC[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]213177.6Semi standard non polar33892256
Pravastatin,1TMS,isomer #2CC[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]213188.4Semi standard non polar33892256
Pravastatin,1TMS,isomer #3CC[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]213159.8Semi standard non polar33892256
Pravastatin,1TMS,isomer #4CC[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]213202.4Semi standard non polar33892256
Pravastatin,2TMS,isomer #1CC[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]213210.0Semi standard non polar33892256
Pravastatin,2TMS,isomer #2CC[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]213188.9Semi standard non polar33892256
Pravastatin,2TMS,isomer #3CC[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]213212.3Semi standard non polar33892256
Pravastatin,2TMS,isomer #4CC[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]213179.7Semi standard non polar33892256
Pravastatin,2TMS,isomer #5CC[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]213207.2Semi standard non polar33892256
Pravastatin,2TMS,isomer #6CC[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]213187.4Semi standard non polar33892256
Pravastatin,3TMS,isomer #1CC[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]213214.3Semi standard non polar33892256
Pravastatin,3TMS,isomer #2CC[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]213229.4Semi standard non polar33892256
Pravastatin,3TMS,isomer #3CC[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]213216.7Semi standard non polar33892256
Pravastatin,3TMS,isomer #4CC[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]213196.6Semi standard non polar33892256
Pravastatin,4TMS,isomer #1CC[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]213240.9Semi standard non polar33892256
Pravastatin,1TBDMS,isomer #1CC[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]213414.9Semi standard non polar33892256
Pravastatin,1TBDMS,isomer #2CC[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]213447.2Semi standard non polar33892256
Pravastatin,1TBDMS,isomer #3CC[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]213408.8Semi standard non polar33892256
Pravastatin,1TBDMS,isomer #4CC[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]213467.1Semi standard non polar33892256
Pravastatin,2TBDMS,isomer #1CC[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]213662.8Semi standard non polar33892256
Pravastatin,2TBDMS,isomer #2CC[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]213640.0Semi standard non polar33892256
Pravastatin,2TBDMS,isomer #3CC[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]213672.6Semi standard non polar33892256
Pravastatin,2TBDMS,isomer #4CC[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]213652.5Semi standard non polar33892256
Pravastatin,2TBDMS,isomer #5CC[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]213692.8Semi standard non polar33892256
Pravastatin,2TBDMS,isomer #6CC[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]213672.3Semi standard non polar33892256
Pravastatin,3TBDMS,isomer #1CC[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]213871.4Semi standard non polar33892256
Pravastatin,3TBDMS,isomer #2CC[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]213890.1Semi standard non polar33892256
Pravastatin,3TBDMS,isomer #3CC[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]213877.8Semi standard non polar33892256
Pravastatin,3TBDMS,isomer #4CC[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]213885.0Semi standard non polar33892256
Pravastatin,4TBDMS,isomer #1CC[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]214074.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Pravastatin GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-6194400000-5f7280491acf9312a5162017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pravastatin GC-MS (3 TMS) - 70eV, Positivesplash10-004i-8202269000-c5995d4b5b537e3a6f6e2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pravastatin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOFsplash10-0uk9-0009000000-967b377abafe64b730712017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOFsplash10-00di-0002900000-bd7fd66d793ae64426ff2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOFsplash10-0udi-4809000000-0ed5a8797dfc49ecf5af2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOFsplash10-0udi-2900000000-91b125182ce5d90f16ab2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOFsplash10-0udi-1900000000-e8fc6384260de93c5aa82017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOFsplash10-0udi-1900000000-11e99968bc0ba393b6f92017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOFsplash10-0udi-4900000000-0e4265e6dc1468c1471d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOFsplash10-00di-0002900000-8795ee00dded0ef8be482017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOFsplash10-0udi-3709000000-aa45be15af0471c0a46e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOFsplash10-0udi-2900000000-5617409991f5c58e51302017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOFsplash10-0udi-2900000000-2bf5c13979a639625d1c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOFsplash10-0udi-2900000000-9a233e521607e82ab7a02017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOFsplash10-0udi-0900000000-2083dfbb67bf2b03ccf92017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin LC-ESI-ITFT , negative-QTOFsplash10-0uk9-0009000000-4b2c09a295ba7f3ce41b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin LC-ESI-QFT , negative-QTOFsplash10-00di-0607900000-e57e263ad3f74bfda1952017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin 35V, Negative-QTOFsplash10-0uk9-0209000000-e1f3357e6db2a045c7332021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin 35V, Positive-QTOFsplash10-053r-0890100000-343e9a2af9d9e56f30782021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin 15V, Negative-QTOFsplash10-0fk9-3209000000-4e7af37985a2d2fdf90c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Pravastatin 30V, Negative-QTOFsplash10-0pb9-9600000000-1e8b86b20daa312fd4c02021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pravastatin 10V, Positive-QTOFsplash10-052r-1009600000-9928021021dc6868847d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pravastatin 20V, Positive-QTOFsplash10-052r-4019100000-bea6aa9fed446c2cdd3c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pravastatin 40V, Positive-QTOFsplash10-052r-9023000000-7b0213c49b76e864814e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pravastatin 10V, Negative-QTOFsplash10-05fr-1007900000-cb1ad55355bd717f1c232016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pravastatin 20V, Negative-QTOFsplash10-0a4i-5209300000-f017d063b98b59e6d5f12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pravastatin 40V, Negative-QTOFsplash10-0a4i-9244000000-d95d5ae750ad620ba7282016-08-03Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen LocationsNot Available
Tissue Locations
  • Blood
  • Kidney
  • Platelet
  • Urine
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00175
Phenol Explorer Compound IDNot Available
FooDB IDFDB023593
KNApSAcK IDC00000565
Chemspider ID49398
KEGG Compound IDC01844
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPravastatin
METLIN ID2053
PubChem Compound54687
PDB IDNot Available
ChEBI ID63618
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferencePeng, 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
  1. 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 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. 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 ]
  6. 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 ]
  7. (). 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