CHEBI:10103 - zaluzanin C

ChEBI IDCHEBI:10103
ChEBI Namezaluzanin C
Stars
DefinitionA 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.
Last Modified28 July 2014
DownloadsMolfile
FormulaC15H18O3
Net Charge0
Average Mass246.306
Monoisotopic Mass246.12559
SMILES[H][C@@]12C[C@H](O)C(=C)[C@]1([H])[C@H]1OC(=O)C(=C)[C@@H]1CCC2=C
InChIInChI=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
InChIKeyXFVLNEYIZGZDHP-PEDHHIEDSA-N
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.
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).
ChEBI Ontology
Outgoing Relation(s)
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 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)
zaluzanin C (CHEBI:10103) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3aS,6aR,8S,9aR,9bS)-8-hydroxy-3,6,9-trimethylidenedecahydroazuleno[4,5-b]furan-2(3H)-one
Synonyms  Source
3β-hydroxy-4(15),10(14),11(13)-guaiatrien-12,6-olideChEBI
Zaluzanin CKEGG COMPOUND
Manual XrefsDatabases
C00003397KNApSAcK
C09606KEGG COMPOUND
Registry NumbersSources
Reaxys:4696078Reaxys
CAS:16838-87-2KEGG COMPOUND
CAS:16838-87-2ChemIDplus
Citations