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CHEBI:66076 - integracin A

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:
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)
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