CHEBI:70014 - comazaphilone E

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name comazaphilone E
ChEBI ID CHEBI:70014
Definition An azaphilone that is 5,6,7,8-tetrahydro-1H-isochromene substituted by a hydroxy group and 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 6. Isolated from Penicillium commune, it exhibits antibacterial and antineoplastic activities.
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(22(3,27)20(25)14(12)10-29-13)30-21(26)17-11(2)7-15(23)18(24)19(17)28-4/h5-8,16,23-24,27H,9-10H2,1-4H3/b6-5+/t16-,22-/m1/s1
InChIKey VWYGBXGOGQHZHM-JBAXFHHXSA-N
SMILES COc1c(O)c(O)cc(C)c1C(=O)O[C@@H]1CC2=C(COC(\C=C\C)=C2)C(=O)[C@]1(C)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): Penicillium metabolite
Any fungal metabolite produced during a metabolic reaction in Penicillium.
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.
(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 E (CHEBI:70014) has role Penicillium metabolite (CHEBI:76964)
comazaphilone E (CHEBI:70014) has role antibacterial agent (CHEBI:33282)
comazaphilone E (CHEBI:70014) has role antineoplastic agent (CHEBI:35610)
comazaphilone E (CHEBI:70014) is a aromatic ether (CHEBI:35618)
comazaphilone E (CHEBI:70014) is a azaphilone (CHEBI:50941)
comazaphilone E (CHEBI:70014) is a benzoate ester (CHEBI:36054)
comazaphilone E (CHEBI:70014) is a catechols (CHEBI:33566)
comazaphilone E (CHEBI:70014) is a isochromenes (CHEBI:38761)
comazaphilone E (CHEBI:70014) is a tertiary α-hydroxy ketone (CHEBI:139592)
comazaphilone E (CHEBI:70014) 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 3,4-dihydroxy-2-methoxy-6-methylbenzoate
Registry Number Type Source
21312867 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21226488 PubMed citation Europe PMC
Last Modified
07 February 2018