helenalin (CHEBI:5635)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	helenalin

ChEBI ID	CHEBI:5635

Definition	A sesquiterpene lactone that is 3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione substituted by a hydroxy group at position 4, methyl groups at positions 4a and 8 and a methylidene group at position 3 (the 3aS,4S,4aR,7aR,8R,9aR stereoisomer).

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

Supplier Information	ChemicalBook:CB5855401, ZINC000005854633

Download	Molfile XML SDF

Formula

C15H18O4

Net Charge

Average Mass

262.30100

Monoisotopic Mass

262.12051

InChI

InChI=1S/C15H18O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7,9-10,12-13,17H,2,6H2,1,3H3/t7-,9+,10-,12-,13+,15+/m1/s1

InChIKey

ZVLOPMNVFLSSAA-XEPQRQSNSA-N

SMILES

C[C@@H]1C[C@H]2OC(=O)C(=C)[C@H]2[C@H](O)[C@@]2(C)[C@H]1C=CC2=O

Roles Classification
Biological Role(s):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

Application(s):	anti-inflammatory agent Any compound that has anti-inflammatory effects. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	helenalin (CHEBI:5635) has role anti-inflammatory agent (CHEBI:67079) helenalin (CHEBI:5635) has role antineoplastic agent (CHEBI:35610) helenalin (CHEBI:5635) has role metabolite (CHEBI:25212) helenalin (CHEBI:5635) has role plant metabolite (CHEBI:76924) helenalin (CHEBI:5635) is a γ-lactone (CHEBI:37581) helenalin (CHEBI:5635) is a cyclic ketone (CHEBI:3992) helenalin (CHEBI:5635) is a organic heterotricyclic compound (CHEBI:26979) helenalin (CHEBI:5635) is a secondary alcohol (CHEBI:35681) helenalin (CHEBI:5635) is a sesquiterpene lactone (CHEBI:37667)

IUPAC Name

(3aS,4S,4aR,7aR,8R,9aR)-4-hydroxy-4a,8-dimethyl-3-methylidene-3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione

Synonyms	Sources
(3aS)-3,3aα,4α,4a,7aα,8,9,9aα-octahydro-4-hydroxy-4aβ,8α-dimethyl-3-methyleneazuleno(6,5-b)-furan-2,5-dione	ChemIDplus
6α,8β-dihydroxy-4-oxoambrosa-2,11(13)-dien-12-oic acid 12,8-lactone	ChemIDplus
Helenalin A	ChemIDplus

Last Modified

28 July 2014