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> Main
CHEBI:139255 - 9-
cis
-4-oxoretinoic acid
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ChEBI Name
9-
cis
-4-oxoretinoic acid
ChEBI ID
CHEBI:139255
ChEBI ASCII Name
9-cis-4-oxoretinoic acid
Definition
A retinoid that consists of 9-
cis
-retinoic acid bearing an oxo substituent at position 4 on the cyclohexenyl ring.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
Nevila Nouspikel
Supplier Information
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Formula
C20H26O3
Net Charge
0
Average Mass
314.419
Monoisotopic Mass
314.18819
InChI
InChI=1S/C20H26O3/c1-
14(7-
6-
8-
15(2)
13-
19(22)
23)
9-
10-
17-
16(3)
18(21)
11-
12-
20(17,4)
5/h6-
10,13H,11-
12H2,1-
5H3,(H,22,23)
/b8-
6+,10-
9+,14-
7-
,15-
13+
InChIKey
GGCUJPCCTQNTJF-NAXRMXIQSA-N
SMILES
C1C(C(=C(C(C1)=O)C)\C=C\C(=C/C=C/C(=C/C(=O)O)/C)\C)(C)C
Metabolite of Species
Details
Homo sapiens
(NCBI:txid9606)
Obtained from human plasma See:
PubMed
Roles Classification
Biological Role
(s):
human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
9-
cis
-4-oxoretinoic acid (
CHEBI:139255
)
has functional parent
9-
cis
-retinoic acid (
CHEBI:50648
)
9-
cis
-4-oxoretinoic acid (
CHEBI:139255
)
has role
human xenobiotic metabolite (
CHEBI:76967
)
9-
cis
-4-oxoretinoic acid (
CHEBI:139255
)
is a
enone (
CHEBI:51689
)
9-
cis
-4-oxoretinoic acid (
CHEBI:139255
)
is a
retinoid (
CHEBI:26537
)
9-
cis
-4-oxoretinoic acid (
CHEBI:139255
)
is conjugate acid of
9-
cis
-4-oxoretinoate (
CHEBI:139254
)
Incoming
9-
cis
-4-oxoretinoate (
CHEBI:139254
)
is conjugate base of
9-
cis
-4-oxoretinoic acid (
CHEBI:139255
)
IUPAC Name
(2
E
,4
E
,6
Z
,8
E
)-
3,7-
dimethyl-
9-
(2,6,6-
trimethyl-
3-
oxocyclohex-
1-
en-
1-
yl)nona-
2,4,6,8-
tetraenoic acid
Synonyms
Sources
(9
cis
)-4-oxoretinoic acid
ChEBI
4-keto-9-
cis
-retinoic acid
ChEBI
4-oxo-9-
cis
-retinoic acid
SUBMITTER
9-
cis
-4-ketoretinoic acid
ChEBI
Registry Number
Type
Source
7518834
Reaxys Registry Number
Reaxys
Citations
Types
Sources
14532297
PubMed citation
Europe PMC
8953164
PubMed citation
Europe PMC
9243349
PubMed citation
Europe PMC
9547704
PubMed citation
Europe PMC
Last Modified
06 February 2018