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mevastatin

Go to external page http://purl.obolibrary.org/obo/CHEBI_34848

A carboxylic ester that is pravastatin that is lacking the allylic hydroxy group. A hydroxymethylglutaryl-CoA reductase inhibitor (statin) isolated from Penicillium citrinum and from Penicillium brevicompactum, its clinical use as a lipid-regulating drug ceased following reports of toxicity in animals.

Term info

Label

mevastatin

Synonyms
  • (1S,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate
  • Mevastatin
  • mevastatin
database cross reference
Subsets

3_STAR

IUPAC NAME
(1S,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate [ IUPAC ]

INN
mevastatina [ WHO_MedNet ]

INN
mevastatine [ WHO_MedNet ]

INN
mevastatin [ WHO_MedNet ]

INN
mevastatinum [ WHO_MedNet ]

charge

0

formula

C23H34O5

has obo namespace

chebi_ontology

has related synonym

CS 500, ML 236 B, mevastatin, mevastatina, antibiotic ML 236B, ML-236B, mevastatine, mevastatinum, Compactin

id

CHEBI:34848

inchi

InChI=1S/C23H34O5/c1-4-14(2)23(26)28-20-7-5-6-16-9-8-15(3)19(22(16)20)11-10-18-12-17(24)13-21(25)27-18/h6,8-9,14-15,17-20,22,24H,4-5,7,10-13H2,1-3H3/t14-,15-,17+,18+,19-,20-,22-/m0/s1

inchikey

AJLFOPYRIVGYMJ-INTXDZFKSA-N

mass

390.51310

monoisotopicmass

390.24062

smiles

CC[C@H](C)C(=O)O[C@H]1CCC=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(=O)O3)[C@@H]12