CHEBI:70013 - comazaphilone D

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ChEBI Name comazaphilone D
ChEBI ID CHEBI:70013
Definition An azaphilone that is 5,6,7,8-tetrahydro-1H-isochromene substituted by a hydroxy and methyl group at position 7, an oxo group at position 8, a prop-1-en-1-yl group at position 3 and a (2,4-dihydroxy-6-methylbenzoyl)oxy group at position 6.Isolated from Penicillium commune, it exhibits antibacterial and antineoplastic activities.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H22O7
Net Charge 0
Average Mass 386.39520
Monoisotopic Mass 386.13655
InChI InChI=1S/C21H22O7/c1-4-5-14-7-12-8-17(21(3,26)19(24)15(12)10-27-14)28-20(25)18-11(2)6-13(22)9-16(18)23/h4-7,9,17,22-23,26H,8,10H2,1-3H3/b5-4+/t17-,21-/m1/s1
InChIKey GIROBNCADSJPIJ-OQBWYENPSA-N
SMILES C\C=C\C1=CC2=C(CO1)C(=O)[C@](C)(O)[C@@H](C2)OC(=O)c1c(C)cc(O)cc1O
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 )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing comazaphilone D (CHEBI:70013) has functional parent o-orsellinic acid (CHEBI:32807)
comazaphilone D (CHEBI:70013) has role Penicillium metabolite (CHEBI:76964)
comazaphilone D (CHEBI:70013) has role antibacterial agent (CHEBI:33282)
comazaphilone D (CHEBI:70013) has role antineoplastic agent (CHEBI:35610)
comazaphilone D (CHEBI:70013) is a azaphilone (CHEBI:50941)
comazaphilone D (CHEBI:70013) is a benzoate ester (CHEBI:36054)
comazaphilone D (CHEBI:70013) is a isochromenes (CHEBI:38761)
comazaphilone D (CHEBI:70013) is a resorcinols (CHEBI:33572)
comazaphilone D (CHEBI:70013) is a tertiary α-hydroxy ketone (CHEBI:139592)
comazaphilone D (CHEBI:70013) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
rel-(6R,7R)-7-hydroxy-7-methyl-8-oxo-3-[(1E)-prop-1-en-1-yl]-5,6,7,8-tetrahydro-1H-isochromen-6-yl 2,4-dihydroxy-6-methylbenzoate
Registry Number Type Source
21312865 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21226488 PubMed citation Europe PMC
Last Modified
07 February 2018