chermesinone A (CHEBI:67396)

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ChEBI Name	chermesinone A

ChEBI ID	CHEBI:67396

Definition	An 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C17H22O4

Net Charge

Average Mass

290.35420

Monoisotopic Mass

290.15181

InChI

InChI=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

InChIKey

ITPVWOANIWCVEO-RMLVOYDJSA-N

SMILES

CC[C@H](C)C(=O)C[C@H]1C2=COC(C)=CC2=CC(=O)[C@]1(C)O

Metabolite of Species	Details
Penicillium chermesinum (NCBI:txid63820)	Ethylacetate extract of endophytic fungus isolated from stem of the mangrove plant Kandelia candel of strain ZH4 E2 See: PubMed

Roles Classification
Biological Role(s):	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. (via azaphilone )

ChEBI Ontology
Outgoing	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 α-hydroxy ketone (CHEBI:139592) chermesinone A (CHEBI:67396) is a tertiary alcohol (CHEBI:26878)

IUPAC Name

(7R,8S)-7-hydroxy-3,7-dimethyl-8-[(3S)-3-methyl-2-oxopentyl]-7,8-dihydro-6H-isochromen-6-one

Registry Number	Type	Source
21548618	Reaxys Registry Number	Reaxys

Citation	Type	Source
21510637	PubMed citation	Europe PMC

Last Modified

07 February 2018