CHEBI:68295 - inumakilactone

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name inumakilactone
ChEBI ID CHEBI:68295
Definition A diterpene lactone isolated from Podocarpus latifolius and has been shown to exhibit inhibitory activity against activator protein 1 (AP-1).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C19H22O7
Net Charge 0
Average Mass 362.37380
Monoisotopic Mass 362.13655
InChI InChI=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
InChIKey JGSUCIMBMLTPHC-OGSKSCCRSA-N
SMILES [H][C@]12O[C@@]1([H])[C@]1(C)C3=CC(=O)O[C@H](C(C)C)[C@]33O[C@@H]3[C@@]3([H])OC(=O)[C@@](C)([C@H]2O)[C@@]13[H]
Metabolite of Species Details
Podocarpus latifolius (NCBI:txid120620) Found in root (BTO:0001188). Previous component: root bark; CH2Cl2-MeOH(1:1) extract of dried, ground root bark See: PubMed
Roles Classification
Biological Role(s): 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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing inumakilactone (CHEBI:68295) has role AP-1 antagonist (CHEBI:67199)
inumakilactone (CHEBI:68295) has role metabolite (CHEBI:25212)
inumakilactone (CHEBI:68295) is a γ-lactone (CHEBI:37581)
inumakilactone (CHEBI:68295) is a δ-lactone (CHEBI:18946)
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)
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 Number Type Source
21394580 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21306129 PubMed citation Europe PMC
Last Modified
20 August 2013