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CHEBI:66080 - integrastatin B

Default Structure
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:
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.
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)
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