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CHEBI:66079 - integrastatin A

Default Structure
ChEBI IDCHEBI:66079
ChEBI Nameintegrastatin A
Stars
DefinitionAn organic heterotetracyclic compound that is 6H-6,12-epoxydibenzo[b,f]oxocin-11(12H)-one substituted by hydroxy groups at positions 4, 7 and 8, a hydroxymethyl group position 1, methyl groups at positions 6 and 12 and methoxy groups at positions 3 and 9. It is isolated as a racemate from Unidentified fungi (New mexico) and has been shown to exhibit inhibitory activity against HIV-1 integrase.
Last Modified8 November 2024
DownloadsMolfile
FormulaC20H20O9
Net Charge0
Average Mass404.371
Monoisotopic Mass404.11073
SMILESCOc1cc2c(c(O)c1O)C1(C)Oc3c(O)c(OC)cc(CO)c3C(C)(O1)C2=O
InChIInChI=1S/C20H20O9/c1-19-12-8(7-21)5-10(26-3)15(23)17(12)28-20(2,29-19)13-9(18(19)25)6-11(27-4)14(22)16(13)24/h5-6,21-24H,7H2,1-4H3
InChIKeyLNYIJBSSELCSKA-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
unclassified Fungi (ncbitaxon:89443) - DOI (10.1016/S0040-4039(02)00265-4) Strain: ATCC74478
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.
HIV-1 integrase inhibitor  An inhibitor of HIV-1 integrase, an enzyme required for the integration of the genetic material of the retrovirus into the DNA of the infected cells.
ChEBI Ontology
Outgoing Relation(s)
integrastatin A (CHEBI:66079) has role HIV-1 integrase inhibitor (CHEBI:67268)
integrastatin A (CHEBI:66079) has role metabolite (CHEBI:25212)
integrastatin A (CHEBI:66079) is a aromatic ether (CHEBI:35618)
integrastatin A (CHEBI:66079) is a bridged compound (CHEBI:35990)
integrastatin A (CHEBI:66079) is a cyclic ether (CHEBI:37407)
integrastatin A (CHEBI:66079) is a cyclic ketone (CHEBI:3992)
integrastatin A (CHEBI:66079) is a organic heterotetracyclic compound (CHEBI:38163)
integrastatin A (CHEBI:66079) is a polyphenol (CHEBI:26195)
integrastatin A (CHEBI:66079) is a primary alcohol (CHEBI:15734)
IUPAC Name 
4,7,8-trihydroxy-1-(hydroxymethyl)-3,9-dimethoxy-6,12-dimethyl-6H-6,12-epoxydibenzo[b,f]oxocin-11(12H)-one
Synonym  Source
rac-4,7,8-trihydroxy-1-(hydroxymethyl)-3,9-dimethoxy-6,12-dimethyl-6H-6,12-epoxydibenzo[b,f]oxocin-11(12H)-oneChEBI
Registry NumbersSources
Reaxys:9166117Reaxys