CHEBI:63795 - all-trans-4-hydroxyretinoic acid

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ChEBI Name all-trans-4-hydroxyretinoic acid
ChEBI ID CHEBI:63795
ChEBI ASCII Name all-trans-4-hydroxyretinoic acid
Definition A retinoid that consists of all-trans-retinoic acid bearing a hydroxy substituent at position 4 on the cyclohexenyl ring.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H28O3
Net Charge 0
Average Mass 316.43450
Monoisotopic Mass 316.20384
InChI InChI=1S/C20H28O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13,18,21H,11-12H2,1-5H3,(H,22,23)/b8-6+,10-9+,14-7+,15-13+
InChIKey KGUMXGDKXYTTEY-FRCNGJHJSA-N
SMILES CC(\C=C\C1=C(C)C(O)CCC1(C)C)=C/C=C/C(C)=C/C(O)=O
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing all-trans-4-hydroxyretinoic acid (CHEBI:63795) has functional parent all-trans-retinoic acid (CHEBI:15367)
all-trans-4-hydroxyretinoic acid (CHEBI:63795) has role human metabolite (CHEBI:77746)
all-trans-4-hydroxyretinoic acid (CHEBI:63795) is a retinoid (CHEBI:26537)
all-trans-4-hydroxyretinoic acid (CHEBI:63795) is a secondary allylic alcohol (CHEBI:134396)
all-trans-4-hydroxyretinoic acid (CHEBI:63795) is conjugate acid of all-trans-4-hydroxyretinoate (CHEBI:134178)
Incoming (4S)-4,16-dihydroxyretinoic acid (CHEBI:134582) has functional parent all-trans-4-hydroxyretinoic acid (CHEBI:63795)
4-(β-D-glucopyranuronosyloxy)retinoic acid (CHEBI:84092) has functional parent all-trans-4-hydroxyretinoic acid (CHEBI:63795)
(S)-all-trans-4-hydroxyretinoic acid (CHEBI:136730) is a all-trans-4-hydroxyretinoic acid (CHEBI:63795)
all-trans-4-hydroxyretinoate (CHEBI:134178) is conjugate base of all-trans-4-hydroxyretinoic acid (CHEBI:63795)
IUPAC Name
4-hydroxyretinoic acid
Synonyms Sources
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-hydroxy-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid ChEBI
(2E,4E,6E,8E)-9-(3-hydroxy-2,6,6-trimethyl-1-cyclohexenyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid HMDB
(7E,9E,11E,13E)-4-hydroxyretinoic acid ChEBI
4-hydroxy-(7E,9E,11E,13E)-retinoic acid ChEBI
4-hydroxy-all-trans-retinoic acid HMDB
Manual Xrefs Databases
C16677 KEGG COMPOUND
HMDB0006254 HMDB
LMPR01090025 LIPID MAPS
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Registry Numbers Types Sources
2879131 Reaxys Registry Number Reaxys
66592-72-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10702251 PubMed citation Europe PMC
1328295 PubMed citation Europe PMC
Last Modified
31 January 2018