CHEBI:2805 - arbusculin A

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ChEBI Name arbusculin A
ChEBI ID CHEBI:2805
Definition A sesquiterpene lactone isolated from Saussureae Radix and has been shown to exhibit inhibitory activity against melanogenesis.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C15H22O3
Net Charge 0
Average Mass 250.33340
Monoisotopic Mass 250.15689
InChI InChI=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
InChIKey BVRDNJZFYKHRJQ-CWFCOSEVSA-N
SMILES [H][C@@]12CC[C@@]3(C)CCC[C@@](C)(O)[C@]3([H])[C@@]1([H])OC(=O)C2=C
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
4-epiarbusculin A ChEBI
Arbusculin A KEGG COMPOUND
Manual Xrefs Databases
C00003213 KNApSAcK
C09295 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
1620688 Reaxys Registry Number Reaxys
27652-22-8 CAS Registry Number KEGG COMPOUND
27652-22-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1017184 PubMed citation Europe PMC
16864436 PubMed citation Europe PMC
1791470 PubMed citation Europe PMC
18409040 PubMed citation Europe PMC
22803366 PubMed citation Europe PMC
Last Modified
28 July 2014