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CHEBI:66081 - integric acid

Default Structure
ChEBI IDCHEBI:66081
ChEBI Nameintegric acid
Stars
DefinitionAn eremophilane sesquiterpenoid with anti-HIV-1 activity. It is isolated from Xylaria sp. MF6254.
Last Modified2 October 2012
DownloadsMolfile
FormulaC25H34O6
Net Charge0
Average Mass430.541
Monoisotopic Mass430.23554
SMILESC=C(C=O)[C@@H]1C[C@@]2(C)C(=CC1=O)[C@H](OC(=O)/C(C)=C/[C@@H](C)CCCC)CC[C@@H]2C(=O)O
InChIInChI=1S/C25H34O6/c1-6-7-8-15(2)11-16(3)24(30)31-22-10-9-19(23(28)29)25(5)13-18(17(4)14-26)21(27)12-20(22)25/h11-12,14-15,18-19,22H,4,6-10,13H2,1-3,5H3,(H,28,29)/b16-11+/t15-,18-,19+,22+,25+/m0/s1
InChIKeyUIXJDFDDMXCJCT-DVRXSGNOSA-N
Species of MetaboliteComponentSourceComments
Xylaria (ncbitaxon:37991) - DOI (10.1016/S0040-4039(99)01878-X) Strain: MF 6254
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
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)
integric acid (CHEBI:66081) has role HIV-1 integrase inhibitor (CHEBI:67268)
integric acid (CHEBI:66081) has role metabolite (CHEBI:25212)
integric acid (CHEBI:66081) is a carboxylic ester (CHEBI:33308)
integric acid (CHEBI:66081) is a cyclic ketone (CHEBI:3992)
integric acid (CHEBI:66081) is a dioxo monocarboxylic acid (CHEBI:35951)
integric acid (CHEBI:66081) is a enal (CHEBI:51688)
integric acid (CHEBI:66081) is a enone (CHEBI:51689)
integric acid (CHEBI:66081) is a eremophilane sesquiterpenoid (CHEBI:36753)
IUPAC Name 
(1S,4R,7S,8aR)-4-{[(2E,4S)-2,4-dimethyloct-2-enoyl]oxy}-8a-methyl-6-oxo-7-(3-oxoprop-1-en-2-yl)-1,2,3,4,6,7,8,8a-octahydronaphthalene-1-carboxylic acid
Registry NumbersSources
Reaxys:19897595Reaxys
Citations