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CHEBI:2805 - arbusculin A

ChEBI IDCHEBI:2805
ChEBI Namearbusculin A
Stars
DefinitionA sesquiterpene lactone isolated from Saussureae Radix and has been shown to exhibit inhibitory activity against melanogenesis.
Last Modified28 July 2014
DownloadsMolfile
FormulaC15H22O3
Net Charge0
Average Mass250.338
Monoisotopic Mass250.15689
SMILES[H][C@]12OC(=O)C(=C)[C@]1([H])CC[C@@]1(C)CCC[C@@](C)(O)[C@@]12[H]
InChIInChI=1S/C15H22O3/c1-9-10-5-8-14(2)6-4-7-15(3,17)12(14)11(10)18-13(9)16/h10-12,17H,1,4-8H2,2-3H3/t10-,11-,12+,14+,15+/m0/s1
InChIKeyBVRDNJZFYKHRJQ-CWFCOSEVSA-N
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)
arbusculin A (CHEBI:2805) has role melanin synthesis inhibitor (CHEBI:64933)
arbusculin A (CHEBI:2805) has role metabolite (CHEBI:25212)
arbusculin A (CHEBI:2805) is a organic heterotricyclic compound (CHEBI:26979)
arbusculin A (CHEBI:2805) is a sesquiterpene lactone (CHEBI:37667)
arbusculin A (CHEBI:2805) is a tertiary alcohol (CHEBI:26878)
Incoming Relation(s)
1β-hydroxy arbusculin A (CHEBI:66024) has functional parent arbusculin A (CHEBI:2805)
IUPAC Name 
(3aS,5aR,9R,9aS,9bS)-9-hydroxy-5a,9-dimethyl-3-methylidenedecahydronaphtho[1,2-b]furan-2(3H)-one
Synonyms  Source
Arbusculin AKEGG COMPOUND
4-epiarbusculin AChEBI
Manual XrefsDatabases
C09295KEGG COMPOUND
C00003213KNApSAcK
Registry NumbersSources
Reaxys:1620688Reaxys
CAS:27652-22-8KEGG COMPOUND
CAS:27652-22-8ChemIDplus
Citations