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

ChEBI IDCHEBI:63795
ChEBI Nameall-trans-4-hydroxyretinoic acid
Stars
ASCII Nameall-trans-4-hydroxyretinoic acid
DefinitionA retinoid that consists of all-trans-retinoic acid bearing a hydroxy substituent at position 4 on the cyclohexenyl ring.
Last Modified31 January 2018
SubmitterSteve
DownloadsMolfile
FormulaC20H28O3
Net Charge0
Average Mass316.441
Monoisotopic Mass316.20384
SMILESCC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1O
InChIInChI=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+
InChIKeyKGUMXGDKXYTTEY-FRCNGJHJSA-N
Roles Classification
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
(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  Source
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-hydroxy-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acidChEBI
(2E,4E,6E,8E)-9-(3-hydroxy-2,6,6-trimethyl-1-cyclohexenyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acidHMDB
4-hydroxy-(7E,9E,11E,13E)-retinoic acidChEBI
4-hydroxy-all-trans-retinoic acidHMDB
(7E,9E,11E,13E)-4-hydroxyretinoic acidChEBI
Manual XrefsDatabases
C16677KEGG COMPOUND
HMDB0006254HMDB
LMPR01090025LIPID MAPS
Registry NumbersSources
Reaxys:2879131Reaxys
CAS:66592-72-1ChemIDplus
Citations