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CHEBI:2425 - achillin

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
Artemisia feddei (ncbitaxon:637478) - PubMed (25227949)
Anthemis scrobicularis (ncbitaxon:589792) aerial part (BTO:0001658) PubMed (25227949)
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
nitric oxide synthase activator  Any compound that binds to and activates the enzyme nitric oxide synthase (EC 1.14.13.39).
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
C09287KEGG COMPOUND
C00003205KNApSAcK
Registry NumbersSources
Reaxys:1253670Reaxys
CAS:5956-04-7KEGG COMPOUND
CAS:5956-04-7NIST Chemistry WebBook
Citations