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ChEBI
> Main
CHEBI:172945 - 9-
cis
-retinoyl-β-
D
-glucuronide
Main
ChEBI Ontology
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ChEBI Name
9-
cis
-retinoyl-β-
D
-glucuronide
ChEBI ID
CHEBI:172945
ChEBI ASCII Name
9-cis-retinoyl-beta-D-glucuronide
Definition
A retinoid that is 9-
cis
-retinoic acid in which the carboxy proton has been replaced by a β-
D
-glucuronyl group. It is a major metabolite of 9-
cis
-retinoic acid.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
AnneNiknejad
Supplier Information
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Molfile
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Formula
C26H36O8
Net Charge
0
Average Mass
476.566
Monoisotopic Mass
476.24102
InChI
InChI=1S/C26H36O8/c1-
15(11-
12-
18-
17(3)
10-
7-
13-
26(18,4)
5)
8-
6-
9-
16(2)
14-
19(27)
33-
25-
22(30)
20(28)
21(29)
23(34-
25)
24(31)
32/h6,8-
9,11-
12,14,20-
23,25,28-
30H,7,10,13H2,1-
5H3,(H,31,32)
/b9-
6+,12-
11+,15-
8-
,16-
14+/t20-
,21-
,22+,23-
,25+/m0/s1
InChIKey
MTGFYEHKPMOVNE-RDMMYANXSA-N
SMILES
C\C(\C=C\C1=C(C)CCCC1(C)C)=C\C=C\C(\C)=C\C(=O)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O
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):
rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (
Rattus norvegicus
).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (
Mus musculus
).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
9-
cis
-retinoyl-β-
D
-glucuronide (
CHEBI:172945
)
has functional parent
9-
cis
-retinoic acid (
CHEBI:50648
)
9-
cis
-retinoyl-β-
D
-glucuronide (
CHEBI:172945
)
has role
mouse metabolite (
CHEBI:75771
)
9-
cis
-retinoyl-β-
D
-glucuronide (
CHEBI:172945
)
has role
rat metabolite (
CHEBI:86264
)
9-
cis
-retinoyl-β-
D
-glucuronide (
CHEBI:172945
)
is a
enone (
CHEBI:51689
)
9-
cis
-retinoyl-β-
D
-glucuronide (
CHEBI:172945
)
is a
glucuronic acids (
CHEBI:33886
)
9-
cis
-retinoyl-β-
D
-glucuronide (
CHEBI:172945
)
is a
retinoid (
CHEBI:26537
)
IUPAC Name
(9
cis
)-
O
15
-
[(2
S
,3
R
,4
S
,5
S
,6
S
)-
6-
carboxy-
3,4,5-
trihydroxytetrahydro-
2
H
-
pyran-
2-
yl]retinoic acid
Synonyms
Sources
(9
cis
)-
O
15
-
[(2
S
,3
R
,4
S
,5
S
,6
S
)-
6-
carboxy-
3,4,5-
trihydroxyoxan-
2-
yl]retinoic acid
IUPAC
(9
Z
)-retinoic acid β-
D
-glucopyranuronosyl ester
ChEBI
(9
Z
)-retinoyl-β-
D
-glucuronide
ChEBI
(9
Z
)-retinoyl-β-
D
-glucuronopyranoside
ChEBI
1-
O
-(9-
cis
-retinoyl)-β-
D
-glucuronic acid
ChEBI
9-cis-retinoyl-beta-D-glucuronide
ChEBI
Manual Xref
Database
8132266
ChemSpider
View more database links
Registry Number
Type
Source
153321-67-6
CAS Registry Number
ChEBI
Citations
Types
Sources
10064560
PubMed citation
Europe PMC
8295481
PubMed citation
SUBMITTER
8891912
PubMed citation
SUBMITTER
Last Modified
24 January 2022