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CHEBI:66080 - integrastatin B

ChEBI IDCHEBI:66080
ChEBI Nameintegrastatin B
Stars
DefinitionAn organic heterotetracyclic compound that is 11,12-dihydro-6H-6,12-epoxydibenzo[b,f]oxocine substituted by hydroxy groups at positions 4, 7 and 8, methoxy groups at positions 3 and 9, methyl groups at positions 6 and 12, an oxo group at position 11 and a formyl group at position 1. It is isolated as a racemate from Ascochyta and exhibits inhibitory activity against HIV-1 integrase.
Last Modified18 July 2013
DownloadsMolfile
FormulaC20H18O9
Net Charge0
Average Mass402.355
Monoisotopic Mass402.09508
SMILESCOc1cc2c(c(O)c1O)C1(C)Oc3c(O)c(OC)cc(C=O)c3C(C)(O1)C2=O
InChIInChI=1S/C20H18O9/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/h5-7,22-24H,1-4H3
InChIKeyPECRJLBPKXQZDC-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Ascochyta (ncbitaxon:5453) - DOI (10.1016/S0040-4039(02)00265-4) Organism is an endophyte isolated from the leaves of Urtica urens Strain: ATCC 74477
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 B (CHEBI:66080) has role HIV-1 integrase inhibitor (CHEBI:67268)
integrastatin B (CHEBI:66080) has role metabolite (CHEBI:25212)
integrastatin B (CHEBI:66080) is a aldehyde (CHEBI:17478)
integrastatin B (CHEBI:66080) is a aromatic ether (CHEBI:35618)
integrastatin B (CHEBI:66080) is a bridged compound (CHEBI:35990)
integrastatin B (CHEBI:66080) is a cyclic ether (CHEBI:37407)
integrastatin B (CHEBI:66080) is a cyclic ketone (CHEBI:3992)
integrastatin B (CHEBI:66080) is a organic heterotetracyclic compound (CHEBI:38163)
integrastatin B (CHEBI:66080) is a polyphenol (CHEBI:26195)
IUPAC Name 
4,7,8-trihydroxy-3,9-dimethoxy-6,12-dimethyl-11-oxo-11,12-dihydro-6H-6,12-epoxydibenzo[b,f]oxocine-1-carbaldehyde
Synonym  Source
rac-4,7,8-trihydroxy-3,9-dimethoxy-6,12-dimethyl-11-oxo-11,12-dihydro-6H-6,12-epoxydibenzo[b,f]oxocine-1-carbaldehydeChEBI
Registry NumbersSources
Reaxys:9163563Reaxys
CAS:324518-09-4ChemIDplus