isoalantolactone (CHEBI:5981)

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ChEBI Name	isoalantolactone

ChEBI ID	CHEBI:5981

Definition	A sesquiterpene lactone of the eudesmanolide group. It has been isolated from Inula helenium.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:325864

Supplier Information

Download	Molfile XML SDF

Formula

C15H20O2

Net Charge

Average Mass

232.31810

Monoisotopic Mass

232.14633

InChI

InChI=1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h11-13H,1-2,4-8H2,3H3/t11-,12+,13-,15-/m1/s1

InChIKey

CVUANYCQTOGILD-QVHKTLOISA-N

SMILES

[H][C@@]12C[C@@]3(C)CCCC(=C)[C@]3([H])C[C@]1([H])C(=C)C(=O)O2

Metabolite of Species	Details
Inula helenium (NCBI:txid55635)	Found in root (BTO:0001188). See: PubMed

Roles Classification
Biological Role(s):	apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms. antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

ChEBI Ontology
Outgoing	isoalantolactone (CHEBI:5981) has role antifungal agent (CHEBI:35718) isoalantolactone (CHEBI:5981) has role apoptosis inducer (CHEBI:68495) isoalantolactone (CHEBI:5981) has role plant metabolite (CHEBI:76924) isoalantolactone (CHEBI:5981) is a eudesmane sesquiterpenoid (CHEBI:62508) isoalantolactone (CHEBI:5981) is a sesquiterpene lactone (CHEBI:37667)

IUPAC Names

(3aR,4aS,8aR,9aR)-8a-methyl-3,5-bis(methylidene)decahydronaphtho[2,3-b]furan-2(3H)-one

eudesma-4(14),11(13)-dieno-12,8β-olactone

Synonyms	Sources
8β-hydroxyeudesma-4(14),11(13)-dien-12-oic acid γ-lactone	ChemIDplus
iso-alantolacton	ChEMBL
Isoalantolactone	KEGG COMPOUND

Last Modified

16 February 2016