zaluzanin C (CHEBI:10103)

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ChEBI Name	zaluzanin C

ChEBI ID	CHEBI:10103

Definition	A sesquiterpene lactone that is decahydroazuleno[4,5-b]furan-2(3H)-one substituted by methylidene groups at positions 3, 6 and 9 and a hydroxy group at position 8.

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

Supplier Information

Download	Molfile XML SDF

Formula

C15H18O3

Net Charge

Average Mass

246.30160

Monoisotopic Mass

246.12559

InChI

InChI=1S/C15H18O3/c1-7-4-5-10-8(2)15(17)18-14(10)13-9(3)12(16)6-11(7)13/h10-14,16H,1-6H2/t10-,11-,12-,13-,14-/m0/s1

InChIKey

XFVLNEYIZGZDHP-PEDHHIEDSA-N

SMILES

[H][C@@]12C[C@H](O)C(=C)[C@]1([H])[C@H]1OC(=O)C(=C)[C@@H]1CCC2=C

Roles Classification
Biological Role(s):	EC 1.14.13.39 (nitric oxide synthase) inhibitor An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of nitric oxide synthase (EC 1.14.13.39). metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

ChEBI Ontology
Outgoing	zaluzanin C (CHEBI:10103) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908) zaluzanin C (CHEBI:10103) has role metabolite (CHEBI:25212) zaluzanin C (CHEBI:10103) is a γ-lactone (CHEBI:37581) zaluzanin C (CHEBI:10103) is a guaiane sesquiterpenoid (CHEBI:36744) zaluzanin C (CHEBI:10103) is a organic heterotricyclic compound (CHEBI:26979) zaluzanin C (CHEBI:10103) is a secondary alcohol (CHEBI:35681) zaluzanin C (CHEBI:10103) is a sesquiterpene lactone (CHEBI:37667)

IUPAC Name

(3aS,6aR,8S,9aR,9bS)-8-hydroxy-3,6,9-trimethylidenedecahydroazuleno[4,5-b]furan-2(3H)-one

Last Modified

28 July 2014