CHEBI:66089 - isosecotanapartholide

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name isosecotanapartholide
ChEBI ID CHEBI:66089
Definition A sesquiterpene lactone isolated from Artemisia rutifolia and Artemisia iwayomogi and has been shown to inhibit nitric oxide synthase.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C15H18O5
Net Charge 0
Average Mass 278.30040
Monoisotopic Mass 278.11542
InChI InChI=1S/C15H18O5/c1-7(16)4-5-10-8(2)15(19)20-14(10)13-9(3)11(17)6-12(13)18/h10-11,14,17H,2,4-6H2,1,3H3/t10-,11-,14-/m0/s1
InChIKey XXYRTFCLQHKIDU-MJVIPROJSA-N
SMILES CC(=O)CC[C@@H]1[C@H](OC(=O)C1=C)C1=C(C)[C@@H](O)CC1=O
Metabolite of Species Details
Artemisia rutifolia (NCBI:txid205374) See: DOI
Artemisia iwayomogi (NCBI:txid265784) See: PubMed
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing isosecotanapartholide (CHEBI:66089) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
isosecotanapartholide (CHEBI:66089) has role metabolite (CHEBI:25212)
isosecotanapartholide (CHEBI:66089) is a butan-4-olide (CHEBI:22950)
isosecotanapartholide (CHEBI:66089) is a enone (CHEBI:51689)
isosecotanapartholide (CHEBI:66089) is a methyl ketone (CHEBI:51867)
isosecotanapartholide (CHEBI:66089) is a secondary alcohol (CHEBI:35681)
isosecotanapartholide (CHEBI:66089) is a sesquiterpene lactone (CHEBI:37667)
IUPAC Name
(4S,5S)-5-[(3S)-3-hydroxy-2-methyl-5-oxocyclopent-1-en-1-yl]-3-methylidene-4-(3-oxobutyl)dihydrofuran-2(3H)-one
Registry Number Type Source
6521695 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
12735688 PubMed citation Europe PMC
Last Modified
04 March 2013