1beta-hydroxy arbusculin A (CHEBI:66024)

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ChEBI Name	1β-hydroxy arbusculin A

ChEBI ID	CHEBI:66024

ChEBI ASCII Name	1beta-hydroxy arbusculin A

Definition	A sesquiterpene lactone that is the 1β-hydroxy derivative of arbusculin A. Isolated from Saussurea lappa, it exhibits inhibitory activity against melanogenesis.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C15H22O4

Net Charge

Average Mass

266.33280

Monoisotopic Mass

266.15181

InChI

InChI=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

InChIKey

LVABKRFKENTQBT-SYPGZIFDSA-N

SMILES

[H][C@@]12CC[C@@]3(C)[C@H](O)CC[C@@](C)(O)[C@]3([H])[C@@]1([H])OC(=O)C2=C

Metabolite of Species	Details
Saussurea lappa (NCBI:txid324593)	Found in root (BTO:0001188). See: PubMed

Roles Classification
Biological Role(s):	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

Application(s):	melanin synthesis inhibitor A depigmentation agent which inhibits the synthesis of melanin.

ChEBI Ontology
Outgoing	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

Registry Number	Type	Source
1247707	Reaxys Registry Number	Reaxys

Last Modified

21 February 2013