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CHEBI:68295 - inumakilactone

ChEBI IDCHEBI:68295
ChEBI Nameinumakilactone
Stars
DefinitionA diterpene lactone isolated from Podocarpus latifolius and has been shown to exhibit inhibitory activity against activator protein 1 (AP-1).
Last Modified20 August 2013
DownloadsMolfile
FormulaC19H22O7
Net Charge0
Average Mass362.378
Monoisotopic Mass362.13655
SMILES[H][C@@]12O[C@]1([H])[C@H](O)[C@]1(C)C(=O)O[C@]3([H])[C@H]4O[C@@]45C(=CC(=O)O[C@@H]5C(C)C)[C@]2(C)[C@]13[H]
InChIInChI=1S/C19H22O7/c1-6(2)13-19-7(5-8(20)23-13)17(3)11-9(15(19)26-19)25-16(22)18(11,4)12(21)10-14(17)24-10/h5-6,9-15,21H,1-4H3/t9-,10+,11+,12-,13+,14+,15+,17+,18+,19+/m0/s1
InChIKeyJGSUCIMBMLTPHC-OGSKSCCRSA-N
Species of MetaboliteComponentSourceComments
Podocarpus latifolius (ncbitaxon:120620) root (BTO:0001188) PubMed (21306129) Previous component: root bark; CH2Cl2-MeOH(1:1) extract of dried, ground root bark
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.
AP-1 antagonist  An antogonist that interferes with the action of activator protein 1 (AP-1).
ChEBI Ontology
Outgoing Relation(s)
inumakilactone (CHEBI:68295) has role AP-1 antagonist (CHEBI:67199)
inumakilactone (CHEBI:68295) has role metabolite (CHEBI:25212)
inumakilactone (CHEBI:68295) is a diterpene lactone (CHEBI:49193)
inumakilactone (CHEBI:68295) is a epoxide (CHEBI:32955)
inumakilactone (CHEBI:68295) is a organic heterohexacyclic compound (CHEBI:51914)
inumakilactone (CHEBI:68295) is a γ-lactone (CHEBI:37581)
inumakilactone (CHEBI:68295) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(1aR,1bS,3aR,3bR,4R,4aR,5aS,5bS,9R,9aR)-4-hydroxy-3a,5b-dimethyl-9-(propan-2-yl)-1a,1b,3a,3b,4,4a,5a,5b-octahydro-3H,7H-oxireno[5,6][2]benzofuro[7,1-fg]oxireno[i]isochromene-3,7-dione
Registry NumbersSources
Reaxys:21394580Reaxys
Citations