EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:65900 - fleephilone

ChEBI IDCHEBI:65900
ChEBI Namefleephilone
Stars
DefinitionA organic heterotetracyclic compound isolated from the fermentation broth of Trichoderma harzianum and exhibits anti-HIV activity.
Last Modified25 January 2013
DownloadsMolfile
FormulaC24H27NO7
Net Charge0
Average Mass441.480
Monoisotopic Mass441.17875
SMILES[H][C@]12OC(/C=C/C=C/C)=C3C4=CC(=O)C(C)(OC(=O)CC(C)O)C(=O)C4=CN(CC[C@@H]1O)[C@]32[H]
InChIInChI=1S/C24H27NO7/c1-4-5-6-7-17-20-14-11-18(28)24(3,32-19(29)10-13(2)26)23(30)15(14)12-25-9-8-16(27)22(31-17)21(20)25/h4-7,11-13,16,21-22,26-27H,8-10H2,1-3H3/b5-4+,7-6+/t13?,16-,21+,22-,24?/m0/s1
InChIKeyUOPRBHLVKJBASE-XVSBCJMYSA-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)
fleephilone (CHEBI:65900) has functional parent 3-hydroxybutyric acid (CHEBI:20067)
fleephilone (CHEBI:65900) has role anti-HIV agent (CHEBI:64946)
fleephilone (CHEBI:65900) has role metabolite (CHEBI:25212)
fleephilone (CHEBI:65900) is a carboxylic ester (CHEBI:33308)
fleephilone (CHEBI:65900) is a cyclic ether (CHEBI:37407)
fleephilone (CHEBI:65900) is a enone (CHEBI:51689)
fleephilone (CHEBI:65900) is a organic heterotetracyclic compound (CHEBI:38163)
fleephilone (CHEBI:65900) is a organonitrogen heterocyclic compound (CHEBI:38101)
fleephilone (CHEBI:65900) is a secondary alcohol (CHEBI:35681)
fleephilone (CHEBI:65900) is a β-diketone (CHEBI:67265)
IUPAC Name 
(2aR,3S,10cR)-3-hydroxy-8-methyl-7,9-dioxo-1-[(1E,3E)-penta-1,3-dien-1-yl]-2a,4,5,8,9,10c-hexahydro-3H,7H-2-oxa-5a-azaaceanthrylen-8-yl 3-hydroxybutanoate
Registry NumbersSources
CAS:183239-76-1ChemIDplus
Citations