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CHEBI:66006 - harziphilone

Default Structure
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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
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