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CHEBI:79034 - monacolin J

ChEBI IDCHEBI:79034
ChEBI Namemonacolin J
Stars
DefinitionA polyketide that is monacolin L bearing an additional hydroxy substituent at position 8.
Last Modified28 January 2020
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC19H28O4
Net Charge0
Average Mass320.429
Monoisotopic Mass320.19876
SMILES[H][C@@]12C(=C[C@H](C)C[C@@H]1O)C=C[C@H](C)[C@@H]2CC[C@@H]1C[C@@H](O)CC(=O)O1
InChIInChI=1S/C19H28O4/c1-11-7-13-4-3-12(2)16(19(13)17(21)8-11)6-5-15-9-14(20)10-18(22)23-15/h3-4,7,11-12,14-17,19-21H,5-6,8-10H2,1-2H3/t11-,12-,14+,15+,16-,17-,19-/m0/s1
InChIKeyZDFOBOYQVYMVCW-IRUSZSJRSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Monascus ruber (ncbitaxon:89489) - PubMed (3839227)
Roles Classification
Biological Roles:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor  Any EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that inhibits HMG-CoA reductases. Hydroxymethylglutaryl-CoA reductase inhibitors have been shown to lower directly cholesterol synthesis. The Enzyme Commission designation is EC 1.1.1.34 for the NADPH-dependent enzyme and EC 1.1.1.88 for an NADH-dependent enzyme.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
monacolin J (CHEBI:79034) has functional parent monacolin L (CHEBI:50130)
monacolin J (CHEBI:79034) has role antimicrobial agent (CHEBI:33281)
monacolin J (CHEBI:79034) has role EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor (CHEBI:35664)
monacolin J (CHEBI:79034) has role fungal metabolite (CHEBI:76946)
monacolin J (CHEBI:79034) is a 2-pyranones (CHEBI:75885)
monacolin J (CHEBI:79034) is a carbobicyclic compound (CHEBI:36785)
monacolin J (CHEBI:79034) is a hexahydronaphthalenes (CHEBI:142348)
monacolin J (CHEBI:79034) is a polyketide (CHEBI:26188)
monacolin J (CHEBI:79034) is a secondary alcohol (CHEBI:35681)
Incoming Relation(s)
monacolin J acid (CHEBI:82971) has functional parent monacolin J (CHEBI:79034)
IUPAC Name 
(4R,6R)-4-hydroxy-6-{2-[(1S,2S,6R,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl}tetrahydro-2H-pyran-2-one
Synonyms  Source
monacolin J lactoneChEBI
Lovastatin diol lactoneKNApSAcK
Monacolin JKNApSAcK
Antibiotic MB 530AKNApSAcK
UniProt Name  Source
monacolin JUniProt
Manual XrefsDatabases
C00018632KNApSAcK
Monacolin_JWikipedia
Registry NumbersSources
Reaxys:4758897Reaxys
CAS:79952-42-4ChemIDplus
Citations