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CHEBI:68700 - epi-isochromophilone II

ChEBI IDCHEBI:68700
ChEBI Nameepi-isochromophilone II
Stars
ASCII Nameepi-isochromophilone II
DefinitionAn azaphilone that is 7,8-dihydro-6H-isochromen-6-one substituted by a chloro group at position 5, a 3,5-dimethylhepta-1,3-dien-1-yl group at position 3, a hydroxy group at position 7, a methyl group at position 7 and a 2-oxopropyl group at position 8. Isolated from Chaetomium cupreum, it exhibits antifungal activity.
Last Modified7 February 2018
DownloadsMolfile
FormulaC22H27ClO4
Net Charge0
Average Mass390.907
Monoisotopic Mass390.15979
SMILESCC[C@H](C)/C=C(C)/C=C/C1=CC2=C(Cl)C(=O)[C@](C)(O)[C@@H](CC(C)=O)C2=CO1
InChIInChI=1S/C22H27ClO4/c1-6-13(2)9-14(3)7-8-16-11-17-18(12-27-16)19(10-15(4)24)22(5,26)21(25)20(17)23/h7-9,11-13,19,26H,6,10H2,1-5H3/b8-7+,14-9+/t13-,19-,22+/m0/s1
InChIKeyQEPMTPAOVMUVBT-NJCRSHSXSA-N
Species of MetaboliteComponentSourceComments
Chaetomium cupreum (ncbitaxon:155874) - PubMed (16792406)
Roles Classification
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
Chaetomium metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
ChEBI Ontology
Outgoing Relation(s)
epi-isochromophilone II (CHEBI:68700) has role Chaetomium metabolite (CHEBI:76960)
epi-isochromophilone II (CHEBI:68700) has role antifungal agent (CHEBI:35718)
epi-isochromophilone II (CHEBI:68700) is a azaphilone (CHEBI:50941)
epi-isochromophilone II (CHEBI:68700) is a enone (CHEBI:51689)
epi-isochromophilone II (CHEBI:68700) is a methyl ketone (CHEBI:51867)
epi-isochromophilone II (CHEBI:68700) is a organochlorine compound (CHEBI:36683)
epi-isochromophilone II (CHEBI:68700) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name 
(7R,8S)-5-chloro-3-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dien-1-yl]-7-hydroxy-7-methyl-8-(2-oxopropyl)-7,8-dihydro-6H-isochromen-6-one
Registry NumbersSources
Reaxys:15840533Reaxys
Citations