CHEBI:82987 - monacolin L acid

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ChEBI Name monacolin L acid
ChEBI ID CHEBI:82987
Definition A polyketide obtained by hydrolysis of the pyranone ring of monacolin L.
Stars This entity has been manually annotated by the ChEBI Team.
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Download Molfile XML SDF
Formula C19H30O4
Net Charge 0
Average Mass 322.43910
Monoisotopic Mass 322.21441
InChI InChI=1S/C19H30O4/c1-12-3-7-18-14(9-12)5-4-13(2)17(18)8-6-15(20)10-16(21)11-19(22)23/h4-5,9,12-13,15-18,20-21H,3,6-8,10-11H2,1-2H3,(H,22,23)/t12-,13+,15-,16-,17+,18+/m1/s1
InChIKey RPDSFBJYUHLDNI-MHMDBQTNSA-N
SMILES C[C@@H]1CC[C@@H]2[C@@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[C@@H](C)C=CC2=C1
Metabolite of Species Details
Aspergillus terreus (NCBI:txid33178) of strain ATCC 20542 See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
View more via ChEBI Ontology
ChEBI Ontology
Outgoing monacolin L acid (CHEBI:82987) has functional parent monacolin L (CHEBI:50130)
monacolin L acid (CHEBI:82987) has role Aspergillus metabolite (CHEBI:76956)
monacolin L acid (CHEBI:82987) is a dihydroxy monocarboxylic acid (CHEBI:35972)
monacolin L acid (CHEBI:82987) is a hexahydronaphthalenes (CHEBI:142348)
monacolin L acid (CHEBI:82987) is a polyketide (CHEBI:26188)
monacolin L acid (CHEBI:82987) is conjugate acid of monacolin L carboxylate (CHEBI:79044)
Incoming monacolin L carboxylate (CHEBI:79044) is conjugate base of monacolin L acid (CHEBI:82987)
IUPAC Name
(3R,5R)-7-[(1S,2S,6R,8aR)-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid
Registry Number Type Source
8795513 Reaxys Registry Number Reaxys
Citations Types Sources
21495633 PubMed citation Europe PMC
2276977 PubMed citation Europe PMC
2921224 PubMed citation Europe PMC
Last Modified
23 September 2018