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CHEBI:66006 - harziphilone

ChEBI IDCHEBI:66006
ChEBI Nameharziphilone
Stars
DefinitionA member of the class of isochromanes that is 1,5,6,7-tetrahydro-8H-isochromen-8-one substituted by hydroxy groups at positions 6 and 7, a methyl group at position 7 and a penta-1,3-dien-1-yl moiety at position 3. Isolated from the fermentation broth of Trichoderma harzianum, it exhibits anti-HIV activity.
Last Modified7 February 2018
DownloadsMolfile
FormulaC15H18O4
Net Charge0
Average Mass262.305
Monoisotopic Mass262.12051
SMILESC/C=C/C=C/C1=CC2=C(CO1)C(=O)[C@](C)(O)[C@H](O)C2
InChIInChI=1S/C15H18O4/c1-3-4-5-6-11-7-10-8-13(16)15(2,18)14(17)12(10)9-19-11/h3-7,13,16,18H,8-9H2,1-2H3/b4-3+,6-5+/t13-,15-/m1/s1
InChIKeyGFTDIFRKHSPLIX-VNLWOOSYSA-N
Species of MetaboliteComponentSourceComments
Trichoderma harzianum (ncbitaxon:5544) - PubMed (8968392)
Roles Classification
Biological Roles:
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
harziphilone (CHEBI:66006) has role anti-HIV agent (CHEBI:64946)
harziphilone (CHEBI:66006) has role metabolite (CHEBI:25212)
harziphilone (CHEBI:66006) is a aromatic ketone (CHEBI:76224)
harziphilone (CHEBI:66006) is a diol (CHEBI:23824)
harziphilone (CHEBI:66006) is a enone (CHEBI:51689)
harziphilone (CHEBI:66006) is a isochromanes (CHEBI:38762)
harziphilone (CHEBI:66006) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name 
rel-(6R,7R)-6,7-dihydroxy-7-methyl-3-[(1E,3E)-penta-1,3-dien-1-yl]-1,5,6,7-tetrahydro-8H-isochromen-8-one
Registry NumbersSources
Reaxys:7590687Reaxys
CAS:183239-75-0ChemIDplus
Citations