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CHEBI:145901 - deoxyherqueinone

ChEBI IDCHEBI:145901
ChEBI Namedeoxyherqueinone
Stars
DefinitionAn 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.
Last Modified24 January 2020
SubmitterAdnan
DownloadsMolfile
FormulaC20H20O6
Net Charge0
Average Mass356.374
Monoisotopic Mass356.12599
SMILESCOC1=C(O)c2c(O)cc(C)c3c4c(c(O)c(c23)C1=O)C(C)(C)[C@@H](C)O4
InChIInChI=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
InChIKeyVZWSSCQUCMSKLE-MRVPVSSYSA-N
Species of MetaboliteComponentSourceComments
Penicillium herquei (ncbitaxon:69774) - Article (Book: Dictionary of Antibiotics & Related Substances, Barrie W. Bycroft, 1987, pg 261.)
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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)
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 Relation(s)
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  Source
(9R)-8,9-dihydro-3,4,7-trihydroxy-5-methoxy-1,8,8,9-tetramethyl-6H-phenaleno[1,2-b]furan-6-oneChEBI
(R)-8,9-dihydro-3,4,7-trihydroxy-5-methoxy-1,8,8,9-tetramethyl-6H-phenaleno[1,2-b]furan-6-oneChEBI
(+)-deoxyherqueinoneChEBI
Registry NumbersSources
CAS:20887-73-4ChemIDplus
Citations