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CHEBI:68294 - inumakilactone B

ChEBI IDCHEBI:68294
ChEBI Nameinumakilactone B
Stars
DefinitionA diterpene lactone isolated from Podocarpus latifolius and has been shown to exhibit inhibitory activity against activator protein 1 (AP-1).
Last Modified21 August 2013
DownloadsMolfile
FormulaC18H18O7
Net Charge0
Average Mass346.335
Monoisotopic Mass346.10525
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@]2(C)[C@]13[H]
InChIInChI=1S/C18H18O7/c1-4-7-18-6(5-8(19)22-7)16(2)11-9(14(18)25-18)24-15(21)17(11,3)12(20)10-13(16)23-10/h4-5,7,9-14,20H,1H2,2-3H3/t7-,9+,10-,11-,12+,13-,14-,16-,17-,18-/m1/s1
InChIKeyVLRYBJQMQSJMHB-UNJPOVPCSA-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 B (CHEBI:68294) has role AP-1 antagonist (CHEBI:67199)
inumakilactone B (CHEBI:68294) has role metabolite (CHEBI:25212)
inumakilactone B (CHEBI:68294) is a diterpene lactone (CHEBI:49193)
inumakilactone B (CHEBI:68294) is a epoxide (CHEBI:32955)
inumakilactone B (CHEBI:68294) is a organic heterohexacyclic compound (CHEBI:51914)
inumakilactone B (CHEBI:68294) is a γ-lactone (CHEBI:37581)
inumakilactone B (CHEBI:68294) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(1aR,1bS,3aR,3bR,4R,4aR,5aS,5bS,9R,9aR)-9-ethenyl-4-hydroxy-3a,5b-dimethyl-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:19894434Reaxys
Citations