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> Main
CHEBI:66024 - 1β-hydroxy arbusculin A
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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.
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Formula
C15H22O4
Net Charge
0
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.
View more via ChEBI Ontology
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
(3a
S
,5a
R
,6
R
,9
R
,9a
S
,9b
S
)-
6,9-
dihydroxy-
5a,9-
dimethyl-
3-
methylidenedecahydronaphtho[1,2-
b
]furan-
2(3
H
)-
one
Manual Xref
Database
4476767
ChemSpider
View more database links
Registry Number
Type
Source
1247707
Reaxys Registry Number
Reaxys
Citations
Types
Sources
18409040
PubMed citation
Europe PMC
22803366
PubMed citation
Europe PMC
Last Modified
21 February 2013