CHEBI:66076 - integracin A

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ChEBI Name integracin A
ChEBI ID CHEBI:66076
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C37H56O8
Net Charge 0
Average Mass 628.83570
Monoisotopic Mass 628.39752
InChI InChI=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
InChIKey LCCCZIASPPCLCU-KKLWWLSJSA-N
SMILES CCC[C@H](CCCCCCCc1cc(O)cc(O)c1C(=O)O[C@H](CCC)CCCCCCCc1cc(O)cc(O)c1)OC(C)=O
Metabolite of Species Details
Cytonaema (MB:7899) of strain ATCC 74413 See: DOI
Cytonaema (MB:7899) of strain MF 6253 See: DOI
Roles Classification
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 ester ChEBI
Registry Number Type Source
22818307 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22544479 PubMed citation Europe PMC
Last Modified
02 October 2012