CHEBI:70012 - comazaphilone C

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name comazaphilone C
ChEBI ID CHEBI:70012
Definition An azaphilone that is 5,6,7,8-tetrahydro-1H-isochromene substituted by a hydroxy group at position 6, a methyl group at position 7, an oxo group at position 8, a prop-1-en-1-yl group at position 3 and a (3,4-dihydroxy-2-methoxy-6-methylbenzoyl)oxy group at position 7. Isolated from Penicillium commune, it exhibits antibacterial activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C22H24O8
Net Charge 0
Average Mass 416.42120
Monoisotopic Mass 416.14712
InChI InChI=1S/C22H24O8/c1-5-6-13-8-12-9-16(24)22(3,20(26)14(12)10-29-13)30-21(27)17-11(2)7-15(23)18(25)19(17)28-4/h5-8,16,23-25H,9-10H2,1-4H3/b6-5+/t16-,22-/m1/s1
InChIKey BVPLOPDDUJTCFL-JBAXFHHXSA-N
SMILES COc1c(O)c(O)cc(C)c1C(=O)O[C@]1(C)[C@H](O)CC2=C(COC(\C=C\C)=C2)C1=O
Metabolite of Species Details
Penicillium commune (NCBI:txid36653) Found in mycelium (BTO:0001436). Methanolic extract of mycelia and ethyl acetate extract of culture broth of strain QSD 17 See: PubMed
Roles Classification
Biological Role(s): antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing comazaphilone C (CHEBI:70012) has role Penicillium metabolite (CHEBI:76964)
comazaphilone C (CHEBI:70012) has role antibacterial agent (CHEBI:33282)
comazaphilone C (CHEBI:70012) is a aromatic ether (CHEBI:35618)
comazaphilone C (CHEBI:70012) is a azaphilone (CHEBI:50941)
comazaphilone C (CHEBI:70012) is a benzoate ester (CHEBI:36054)
comazaphilone C (CHEBI:70012) is a catechols (CHEBI:33566)
comazaphilone C (CHEBI:70012) is a isochromenes (CHEBI:38761)
IUPAC Name
rel-(6R,7R)-6-hydroxy-7-methyl-8-oxo-3-[(1E)-prop-1-en-1-yl]-5,6,7,8-tetrahydro-1H-isochromen-7-yl 3,4-dihydroxy-2-methoxy-6-methylbenzoate
Registry Number Type Source
21312868 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21226488 PubMed citation Europe PMC
Last Modified
07 November 2013