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CHEBI:66024 - 1β-hydroxy arbusculin A

ChEBI IDCHEBI:66024
ChEBI Name1β-hydroxy arbusculin A
Stars
ASCII Name1beta-hydroxy arbusculin A
DefinitionA sesquiterpene lactone that is the 1β-hydroxy derivative of arbusculin A. Isolated from Saussurea lappa, it exhibits inhibitory activity against melanogenesis.
Last Modified21 February 2013
DownloadsMolfile
FormulaC15H22O4
Net Charge0
Average Mass266.337
Monoisotopic Mass266.15181
SMILES[H][C@]12OC(=O)C(=C)[C@]1([H])CC[C@@]1(C)[C@H](O)CC[C@@](C)(O)[C@]21[H]
InChIInChI=1S/C15H22O4/c1-8-9-4-6-14(2)10(16)5-7-15(3,18)12(14)11(9)19-13(8)17/h9-12,16,18H,1,4-7H2,2-3H3/t9-,10+,11-,12+,14-,15+/m0/s1
InChIKeyLVABKRFKENTQBT-SYPGZIFDSA-N
Species of MetaboliteComponentSourceComments
Saussurea lappa (ncbitaxon:324593) root (BTO:0001188) PubMed (18409040)
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
melanin synthesis inhibitor  A depigmentation agent which inhibits the synthesis of melanin.
ChEBI Ontology
Outgoing Relation(s)
1β-hydroxy arbusculin A (CHEBI:66024) has functional parent arbusculin A (CHEBI:2805)
1β-hydroxy arbusculin A (CHEBI:66024) has role melanin synthesis inhibitor (CHEBI:64933)
1β-hydroxy arbusculin A (CHEBI:66024) has role metabolite (CHEBI:25212)
1β-hydroxy arbusculin A (CHEBI:66024) is a diol (CHEBI:23824)
1β-hydroxy arbusculin A (CHEBI:66024) is a organic heterotricyclic compound (CHEBI:26979)
1β-hydroxy arbusculin A (CHEBI:66024) is a sesquiterpene lactone (CHEBI:37667)
IUPAC Name 
(3aS,5aR,6R,9R,9aS,9bS)-6,9-dihydroxy-5a,9-dimethyl-3-methylidenedecahydronaphtho[1,2-b]furan-2(3H)-one
Manual XrefsDatabases
4476767ChemSpider
Registry NumbersSources
Reaxys:1247707Reaxys
Citations