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CHEBI:82987 - monacolin L acid

ChEBI IDCHEBI:82987
ChEBI Namemonacolin L acid
Stars
DefinitionA polyketide obtained by hydrolysis of the pyranone ring of monacolin L.
Last Modified23 September 2018
SubmitterSteve
DownloadsMolfile
FormulaC19H30O4
Net Charge0
Average Mass322.445
Monoisotopic Mass322.21441
SMILES[H][C@]12CC[C@@H](C)C=C1C=C[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC(=O)O
InChIInChI=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
InChIKeyRPDSFBJYUHLDNI-MHMDBQTNSA-N
Species of MetaboliteComponentSourceComments
Aspergillus terreus (ncbitaxon:33178) - PubMed (24534845) Strain: ATCC 20542
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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 NumbersSources
Reaxys:8795513Reaxys
Citations