loading...| Preferred Name |
pravastatin |
|
| Synonyms |
pravastatina pravastatin acid (3R,5R)-3,5-dihydroxy-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]heptanoic acid pravastatin C23H36O7 (+)-(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 pravastatinum pravastatine |
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| ID |
http://purl.obolibrary.org/obo/CHEBI_63618 |
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| altId |
CHEBI:8360 |
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| Definition |
A carboxylic ester resulting from the formal condensation or (S)-2-methylbutyric acid with the hydroxy group adjacent to the ring junction of (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6,8-dihydroxy-2-methyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid. Derived from microbial transformation of mevastatin, pravastatin is a reversible inhibitor of 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA). The sodium salt is used for lowering cholesterol and preventing cardiovascular disease. It is one of the lower potency statins, but has the advantage of fewer side effects compared with lovastatin and simvastatin. |
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| has role |
http://purl.obolibrary.org/obo/CHEBI_35664 |
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| InChI |
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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| InChIKey |
InChIKey=TUZYXOIXSAXUGO-PZAWKZKUSA-N |
|
| label |
pravastatin |
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| prefixIRI |
obo2:CHEBI_63618 |
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| prefLabel |
pravastatin |
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| 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 |
|
| Synonym |
pravastatina pravastatin acid (3R,5R)-3,5-dihydroxy-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]heptanoic acid pravastatin C23H36O7 (+)-(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 pravastatinum pravastatine |
|
| xref |
KEGG DRUG:D08410 HMDB:HMDB05022 ChEMBL:278796 Wikipedia:Pravastatin KEGG COMPOUND:C01844 Reaxys:4825538 CASRN:81093-37-0 CiteXplore:21851379 DrugBank:DB00175 CiteXplore:21749370 |
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| subClassOf |