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CHEBI:70014 - comazaphilone E

ChEBI IDCHEBI:70014
ChEBI Namecomazaphilone E
Stars
DefinitionAn 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.
Last Modified7 February 2018
DownloadsMolfile
FormulaC22H24O8
Net Charge0
Average Mass416.426
Monoisotopic Mass416.14712
SMILESC/C=C/C1=CC2=C(CO1)C(=O)[C@](C)(O)[C@H](OC(=O)c1c(C)cc(O)c(O)c1OC)C2
InChIInChI=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
InChIKeyVWYGBXGOGQHZHM-JBAXFHHXSA-N
Species of MetaboliteComponentSourceComments
Penicillium commune (ncbitaxon:36653) mycelium (BTO:0001436) PubMed (21226488) Methanolic extract of mycelia and ethyl acetate extract of culture broth Strain: QSD 17
Roles Classification
Biological Roles:
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.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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 alcohol (CHEBI:26878)
comazaphilone E (CHEBI:70014) is a tertiary α-hydroxy ketone (CHEBI:139592)
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 NumbersSources
Reaxys:21312867Reaxys
Citations