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CHEBI:2425 - achillin

Default Structure
ChEBI IDCHEBI:2425
ChEBI Nameachillin
Stars
DefinitionA sesquiterpene lactone that is (3R,3aS,9aS,9bS)-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione carrying three additional methyl substituents at positions 3, 6 and 9.
Last Modified29 January 2015
DownloadsMolfile
FormulaC15H18O3
Net Charge0
Average Mass246.306
Monoisotopic Mass246.12559
SMILES[H][C@]12C(C)=CC(=O)C1=C(C)CC[C@@]1([H])[C@@H](C)C(=O)O[C@]21[H]
InChIInChI=1S/C15H18O3/c1-7-4-5-10-9(3)15(17)18-14(10)13-8(2)6-11(16)12(7)13/h6,9-10,13-14H,4-5H2,1-3H3/t9-,10+,13+,14+/m1/s1
InChIKeyBJPSSVHNEGMBDQ-OAACRXHESA-N
Species of MetaboliteComponentSourceComments
Anthemis scrobicularis (ncbitaxon:589792) aerial part (BTO:0001658) PubMed (25227949)
Artemisia feddei (ncbitaxon:637478) - PubMed (25227949)
Roles Classification
Biological Roles:
nitric oxide synthase activator  Any compound that binds to and activates the enzyme nitric oxide synthase (EC 1.14.13.39).
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 Relation(s)
achillin (CHEBI:2425) has role nitric oxide synthase activator (CHEBI:73966)
achillin (CHEBI:2425) has role plant metabolite (CHEBI:76924)
achillin (CHEBI:2425) is a azulenofuran (CHEBI:39433)
achillin (CHEBI:2425) is a sesquiterpene lactone (CHEBI:37667)
IUPAC Name 
(3R,3aS,9aS,9bS)-3,6,9-trimethyl-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione
Synonym  Source
AchillinKEGG COMPOUND
Manual XrefsDatabases
C00003205KNApSAcK
C09287KEGG COMPOUND
Registry NumbersSources
Reaxys:1253670Reaxys
CAS:5956-04-7KEGG COMPOUND
CAS:5956-04-7NIST Chemistry WebBook
Citations