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CHEBI:70013 - comazaphilone D

ChEBI IDCHEBI:70013
ChEBI Namecomazaphilone D
Stars
DefinitionAn 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.
Last Modified7 February 2018
DownloadsMolfile
FormulaC21H22O7
Net Charge0
Average Mass386.400
Monoisotopic Mass386.13655
SMILESC/C=C/C1=CC2=C(CO1)C(=O)[C@](C)(O)[C@H](OC(=O)c1c(C)cc(O)cc1O)C2
InChIInChI=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
InChIKeyGIROBNCADSJPIJ-OQBWYENPSA-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 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 alcohol (CHEBI:26878)
comazaphilone D (CHEBI:70013) 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 2,4-dihydroxy-6-methylbenzoate
Registry NumbersSources
Reaxys:21312865Reaxys
Citations