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> Main
CHEBI:67896 - 23-hydroxyursolic acid
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ChEBI Name
23-hydroxyursolic acid
ChEBI ID
CHEBI:67896
Definition
A pentacyclic triterpenoid that is ursolic acid substituted by an additional hydroxy group at position 23. It has been isolated from
Lagerstroemia speciosa
and
Juglans sinensis
.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C30H48O4
Net Charge
0
Average Mass
472.69970
Monoisotopic Mass
472.35526
InChI
InChI=1S/C30H48O4/c1-
18-
9-
14-
30(25(33)
34)
16-
15-
28(5)
20(24(30)
19(18)
2)
7-
8-
22-
26(3)
12-
11-
23(32)
27(4,17-
31)
21(26)
10-
13-
29(22,28)
6/h7,18-
19,21-
24,31-
32H,8-
17H2,1-
6H3,(H,33,34)
/t18-
,19+,21-
,22-
,23+,24+,26+,27+,28-
,29-
,30+/m1/s1
InChIKey
NZCULBURCGAPSF-PQWKYGPVSA-N
SMILES
C[C@@H]
1CC[C@@]
2(CC[C@]
3(C)
C(=CC[C@@H]
4[C@@]
5(C)
CC[C@H]
(O)
[C@@]
(C)
(CO)
[C@@H]
5CC[C@@]
34C)
[C@@H]
2[C@H]
1C)
C(O)
=O
Metabolite of Species
Details
Cussonia bancoensis
(IPNI:90140-1)
Found in stem
(BTO:0001300)
. Previous component: stem bark; See:
PubMed
Lagerstroemia
sp.
ciosa
(NCBI:txid122810)
Found in leaf
(BTO:0000713)
. See:
PubMed
Juglans sinensis
(NCBI:txid442437-1)
Found in twig
(BTO:0001411)
. 80% Methanolic extract of dried leaves and twigs See:
PubMed
Juglans sinensis
(NCBI:txid442437-1)
Found in leaf
(BTO:0000713)
. 80% Methanolic extract of dried leaves and twigs See:
PubMed
Rhododendron ferrugineum
(NCBI:txid49622)
Found in leaf
(BTO:0000713)
. MeOH extract of CHCl3 soluble fraction of air-dried, powdered leaves See:
PubMed
Roles Classification
Chemical Role
(s):
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
23-hydroxyursolic acid (
CHEBI:67896
)
has functional parent
ursolic acid (
CHEBI:9908
)
23-hydroxyursolic acid (
CHEBI:67896
)
has parent hydride
ursane (
CHEBI:35711
)
23-hydroxyursolic acid (
CHEBI:67896
)
has role
plant metabolite (
CHEBI:76924
)
23-hydroxyursolic acid (
CHEBI:67896
)
is a
dihydroxy monocarboxylic acid (
CHEBI:35972
)
23-hydroxyursolic acid (
CHEBI:67896
)
is a
pentacyclic triterpenoid (
CHEBI:25872
)
Incoming
3β,23-dihydroxyurs-12-en-28-oic acid 28-
O
-β-
D
-glucopyranoside (
CHEBI:67943
)
has functional parent
23-hydroxyursolic acid (
CHEBI:67896
)
IUPAC Name
3β,23-dihydroxyurs-12-en-28-oic acid
Synonym
Source
2-deoxyasiatic acid
ChEBI
Registry Number
Type
Source
5776876
Reaxys Registry Number
Reaxys
Citations
Types
Sources
21309591
PubMed citation
Europe PMC
21443171
PubMed citation
Europe PMC
Last Modified
16 January 2014