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CHEBI:67396 - chermesinone A

ChEBI IDCHEBI:67396
ChEBI Namechermesinone A
Stars
DefinitionAn azaphilone that is 7,8-dihydro-6H-isochromene substituted by a hydroxy group at position 7, methyl groups at positions 3 and 7 and a 3-methyl-2-oxopentyl group at position 8. It has been isolated from the culture of the mangrove endophytic fungus Penicillium chermesinum.
Last Modified7 February 2018
DownloadsMolfile
FormulaC17H22O4
Net Charge0
Average Mass290.359
Monoisotopic Mass290.15181
SMILES[H][C@]1(CC(=O)[C@@H](C)CC)C2=COC(C)=CC2=CC(=O)[C@]1(C)O
InChIInChI=1S/C17H22O4/c1-5-10(2)15(18)8-14-13-9-21-11(3)6-12(13)7-16(19)17(14,4)20/h6-7,9-10,14,20H,5,8H2,1-4H3/t10-,14-,17+/m0/s1
InChIKeyITPVWOANIWCVEO-RMLVOYDJSA-N
Species of MetaboliteComponentSourceComments
Penicillium chermesinum (ncbitaxon:63820) - PubMed (21510637) Ethylacetate extract of endophytic fungus isolated from stem of the mangrove plant Kandelia candel Strain: ZH4 E2
Roles Classification
Biological Roles:
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
ChEBI Ontology
Outgoing Relation(s)
chermesinone A (CHEBI:67396) has role Penicillium metabolite (CHEBI:76964)
chermesinone A (CHEBI:67396) is a azaphilone (CHEBI:50941)
chermesinone A (CHEBI:67396) is a enone (CHEBI:51689)
chermesinone A (CHEBI:67396) is a isochromenes (CHEBI:38761)
chermesinone A (CHEBI:67396) is a tertiary alcohol (CHEBI:26878)
chermesinone A (CHEBI:67396) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name 
(7R,8S)-7-hydroxy-3,7-dimethyl-8-[(3S)-3-methyl-2-oxopentyl]-7,8-dihydro-6H-isochromen-6-one
Registry NumbersSources
Reaxys:21548618Reaxys
Citations