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CHEBI:66076 - integracin A

Default Structure
ChEBI IDCHEBI:66076
ChEBI Nameintegracin A
Stars
DefinitionA benzoate ester obtained by the formal condensation of the hydroxy group of 5-(8-hydroxyundecyl)benzene-1,3-diol with 4,6-dihydroxy benzoic acid which is also substituted by a 8-(acetoxy)undecyl group at position 2. It is isolated from Cytonaema sp. and has anti-HIV-1 activity.
Last Modified2 October 2012
DownloadsMolfile
FormulaC37H56O8
Net Charge0
Average Mass628.847
Monoisotopic Mass628.39752
SMILESCCC[C@H](CCCCCCCc1cc(O)cc(O)c1C(=O)O[C@H](CCC)CCCCCCCc1cc(O)cc(O)c1)OC(C)=O
InChIInChI=1S/C37H56O8/c1-4-16-33(44-27(3)38)20-14-11-7-9-13-19-29-24-32(41)26-35(42)36(29)37(43)45-34(17-5-2)21-15-10-6-8-12-18-28-22-30(39)25-31(40)23-28/h22-26,33-34,39-42H,4-21H2,1-3H3/t33-,34-/m1/s1
InChIKeyLCCCZIASPPCLCU-KKLWWLSJSA-N
Species of MetaboliteComponentSourceComments
Cytonaema (mycobank:7899)
- DOI (10.1016/S0040-4039(02)00083-7) Strain: ATCC 74413
- DOI (10.1016/S0040-4039(02)00083-7) Strain: MF 6253
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)
integracin A (CHEBI:66076) has role HIV-1 integrase inhibitor (CHEBI:67268)
integracin A (CHEBI:66076) has role metabolite (CHEBI:25212)
integracin A (CHEBI:66076) is a benzoate ester (CHEBI:36054)
integracin A (CHEBI:66076) is a resorcinols (CHEBI:33572)
IUPAC Name 
(4R)-11-(3,5-dihydroxyphenyl)undecan-4-yl-2-[(8R)-8-(acetyloxy)undecyl]-4,6-dihydroxybenzoate
Synonym  Source
2-[8-(acetyloxy)undecyl]-4,6-dihydroxy-, 8-(3,5-dihydroxyphenyl)-1-propyloctyl benzoic acid esterChEBI
Registry NumbersSources
Reaxys:22818307Reaxys
Citations