mevinolinic acid
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http://purl.obolibrary.org/obo/CHEBI_82985
A polyketide obtained by hydrolysis of the pyranone ring of lovastatin.
Term info
Label
mevinolinic acid
Synonyms
- (3R,5R)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid
Subsets
3_STAR
IUPAC NAME
(3R,5R)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid
[
IUPAC
]
charge
0
formula
C24H38O6
has obo namespace
chebi_ontology
has related synonym
L-154819, L 154819, Lovastatin acid, MK 819, Monacolinic K acid, MSD 803 acid
id
CHEBI:82985
inchi
InChI=1S/C24H38O6/c1-5-15(3)24(29)30-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-18(25)12-19(26)13-22(27)28/h6-7,10,14-16,18-21,23,25-26H,5,8-9,11-13H2,1-4H3,(H,27,28)/t14-,15-,16-,18+,19+,20-,21-,23-/m0/s1
inchikey
QLJODMDSTUBWDW-BXMDZJJMSA-N
mass
422.55490
monoisotopicmass
422.26684
smiles
CC[C@H](C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[C@@H]12
Term relations
Subclass of:
- dihydroxy monocarboxylic acid
- carbobicyclic compound
- polyketide
- fatty acid ester
- has functional parent some lovastatin
- has role some EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor
- has role some Aspergillus metabolite
- has functional parent some (S)-2-methylbutyric acid
- has role some teratogenic agent
- is conjugate acid of some mevinolinate
- has role some drug metabolite
Related from: