deoxyherqueinone (CHEBI:145901)

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ChEBI Name	deoxyherqueinone

ChEBI ID	CHEBI:145901

Definition	An organic heterotetracyclic compound that is 8,9-dihydro-4H-phenaleno[1,2-b]furan substituted by methyl groups at positions 1,8,8 and 9R, hydroxy groups at positions 3,4 and 7, methoxy group at position 5 and oxo group at position 6. It is isolated from the soil fungus, Penicillium herquei.

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

Supplier Information

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Formula

C20H20O6

Net Charge

Average Mass

356.374

Monoisotopic Mass

356.12599

InChI

InChI=1S/C20H20O6/c1-7-6-9(21)11-12-10(7)18-14(20(3,4)8(2)26-18)15(22)13(12)17(24)19(25-5)16(11)23/h6,8,21-23H,1-5H3/t8-/m1/s1

InChIKey

VZWSSCQUCMSKLE-MRVPVSSYSA-N

SMILES

C12=C3C(=C(C4=C1O[C@@H](C4(C)C)C)O)C(C(=C(C3=C(C=C2C)O)O)OC)=O

Metabolite of Species	Details
Penicillium herquei (NCBI:txid69774)	See: Book: Dictionary of Antibiotics & Related Substances, Barrie W. Bycroft, 1987, pg 261.

Roles Classification
Biological Role(s):	fungal metabolite Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds. antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria.

ChEBI Ontology
Outgoing	deoxyherqueinone (CHEBI:145901) has role antibacterial agent (CHEBI:33282) deoxyherqueinone (CHEBI:145901) has role fungal metabolite (CHEBI:76946) deoxyherqueinone (CHEBI:145901) is a enone (CHEBI:51689) deoxyherqueinone (CHEBI:145901) is a organic heterotetracyclic compound (CHEBI:38163) deoxyherqueinone (CHEBI:145901) is a phenols (CHEBI:33853) deoxyherqueinone (CHEBI:145901) is a polyketide (CHEBI:26188) deoxyherqueinone (CHEBI:145901) is conjugate acid of deoxyherqueinone(1−) (CHEBI:145874)

Incoming	deoxyherqueinone(1−) (CHEBI:145874) is conjugate base of deoxyherqueinone (CHEBI:145901)

IUPAC Name

(9R)-3,4,7-trihydroxy-5-methoxy-1,8,8,9-tetramethyl-8,9-dihydro-6H-phenaleno[1,2-b]furan-6-one

Synonyms	Sources
(+)-deoxyherqueinone	ChEBI
(9R)-8,9-dihydro-3,4,7-trihydroxy-5-methoxy-1,8,8,9-tetramethyl-6H-phenaleno[1,2-b]furan-6-one	ChEBI
(R)-8,9-dihydro-3,4,7-trihydroxy-5-methoxy-1,8,8,9-tetramethyl-6H-phenaleno[1,2-b]furan-6-one	ChEBI

Registry Number	Type	Source
20887-73-4	CAS Registry Number	ChemIDplus

Last Modified

24 January 2020