Compound
all-trans-4-hydroxyretinoate
A hydroxy monocarboxylic acid anion that is the conjugate base of all-trans-4-hydroxyretinoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.
Definition from ChEBI (CHEBI:134178), read 2026-09-23. CC BY 4.0.
Structure
Loading the model…
- Class
- Organic compound, anion
- Formula
- C20H27O3
- Mass
- 315.433 g/mol
- Charge
- -1
- InChIKey
- KGUMXGDKXYTTEY-FRCNGJHJSA-M
- SMILES
- CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)[O-])C(C)(C)CCC1O
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
18 entities
18 entities reached.
0 reported hops18 assembled from the scaffold
- UGT1A4ProteinUNIPROT:P22310metabolized byInferred only46 paths23 endpoints
- UGT1A6ProteinUNIPROT:P19224metabolized byInferred only36 paths18 endpoints
- UGT1A9ProteinUNIPROT:O60656metabolized byInferred only34 paths18 endpoints
- UGT1A1ProteinUNIPROT:P22309metabolized byInferred only34 paths17 endpoints
- UGT2B7ProteinUNIPROT:P16662metabolized byInferred only24 paths8 endpoints
- UGT1A7ProteinUNIPROT:Q9HAW7metabolized byInferred only24 paths12 endpoints
- UGT2B4ProteinUNIPROT:P06133metabolized byInferred only22 paths11 endpoints
- UGT1A10ProteinUNIPROT:Q9HAW8metabolized byInferred only22 paths14 endpoints
- UGT2B15ProteinUNIPROT:P54855metabolized byInferred only20 paths10 endpoints
- UGT2B17ProteinUNIPROT:O75795metabolized byInferred only18 paths9 endpoints
- UGT2B11ProteinUNIPROT:O75310metabolized byInferred only16 paths8 endpoints
- UGT2A1ProteinUNIPROT:P0DTE4metabolized byInferred only16 paths8 endpoints
Show the remaining 6
- UGT1A5ProteinUNIPROT:P35504metabolized byInferred only16 paths8 endpoints
- UGT2A3ProteinUNIPROT:Q6UWM9metabolized byInferred only16 paths8 endpoints
- UGT2B28ProteinUNIPROT:Q9BY64metabolized byInferred only16 paths8 endpoints
- UGT1A3ProteinUNIPROT:P35503metabolized byInferred only14 paths7 endpoints
- UGT2B10ProteinUNIPROT:P36537metabolized byInferred only14 paths7 endpoints
- UGT1A8ProteinUNIPROT:Q9HAW9metabolized byInferred only8 paths4 endpoints
What the reference databases state
Statements
48 statements
48 statements · 2 reference databases · Subject: all-trans-4-hydroxyretinoate · Sources: Human-GEM, Rhea
- all-trans-4-hydroxyretinoate is converted to all-trans-4-oxoretinoateCompoundHuman-GEM MAR06703Inferred only
- all-trans-4-hydroxyretinoate is converted to all-trans-4-oxoretinoateCompoundHuman-GEM MAR06702Inferred only
- all-trans-retinoic acid is converted to all-trans-4-hydroxyretinoateCompoundHuman-GEM MAR06700Inferred only
- all-trans-retinoic acid is converted to all-trans-4-hydroxyretinoateCompoundHuman-GEM MAR06701Inferred only
- all-trans-retinoic acid is converted to all-trans-4-hydroxyretinoateCompoundHuman-GEM MAR08700Inferred only
- all-trans-4-hydroxyretinoate is metabolised by CYP26B1ProteinHuman-GEM MAR06703Inferred only
- all-trans-4-hydroxyretinoate is metabolised by CYP26B1ProteinHuman-GEM MAR06702Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT1A1ProteinHuman-GEM MAR06705Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT1A1ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT1A10ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT1A10ProteinHuman-GEM MAR06705Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT1A3ProteinHuman-GEM MAR06705Inferred only
Show the remaining 36
- all-trans-4-hydroxyretinoate is metabolised by UGT1A3ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT1A4ProteinHuman-GEM MAR06705Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT1A4ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT1A5ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT1A5ProteinHuman-GEM MAR06705Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT1A6ProteinHuman-GEM MAR06705Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT1A6ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT1A7ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT1A7ProteinHuman-GEM MAR06705Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT1A8ProteinHuman-GEM MAR06705Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT1A8ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT1A9ProteinHuman-GEM MAR06705Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT1A9ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2A1ProteinHuman-GEM MAR06705Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2A1ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2A3ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2A3ProteinHuman-GEM MAR06705Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2B10ProteinHuman-GEM MAR06705Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2B10ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2B11ProteinHuman-GEM MAR06705Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2B11ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2B15ProteinHuman-GEM MAR06705Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2B15ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2B17ProteinHuman-GEM MAR06705Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2B17ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2B28ProteinHuman-GEM MAR06705Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2B28ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2B4ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2B4ProteinHuman-GEM MAR06705Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2B7ProteinHuman-GEM MAR06705Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2B7ProteinRhea RHEA:55776Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT2B7ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT3A1ProteinHuman-GEM MAR06705Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT3A1ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT3A2ProteinHuman-GEM MAR06704Inferred only
- all-trans-4-hydroxyretinoate is metabolised by UGT3A2ProteinHuman-GEM MAR06705Inferred only
Reactions
13 reactions
all-trans-4-hydroxyretinoateall-trans-4-hydroxyretinoate
Reaction pageReversibleBalancedGO:0005829, GO:0005634
Human-GEM MAR01455CC BY 4.0Reference data
proton+NADPH(4-)+dioxygen+all-trans-retinoic acidall-trans-4-hydroxyretinoate+water+NADP(3-)
Catalysed by CYP26A1
Reaction pageLeft to rightBalancedEC 1.14.-.-GO:0005829
Human-GEM MAR06700CC BY 4.0Reference data
proton+NADPH(4-)+dioxygen+all-trans-retinoic acidall-trans-4-hydroxyretinoate+water+NADP(3-)
Catalysed by CYP26A1
Reaction pageLeft to rightBalancedEC 1.14.-.-GO:0005783
Human-GEM MAR06701CC BY 4.0Reference data
all-trans-4-hydroxyretinoate+proton+NADPH(4-)+dioxygenall-trans-4-oxoretinoate+2water+NADP(3-)
Catalysed by CYP26B1
Reaction pageLeft to rightBalancedEC 1.14.-.-GO:0005829
Human-GEM MAR06702CC BY 4.0Reference data
all-trans-4-hydroxyretinoate+proton+NADPH(4-)+dioxygenall-trans-4-oxoretinoate+2water+NADP(3-)
Catalysed by CYP26B1
Reaction pageLeft to rightBalancedEC 1.14.-.-GO:0005783
Human-GEM MAR06703CC BY 4.0Reference data
all-trans-4-hydroxyretinoate+UDP-alpha-D-glucuronateproton+MAM02824c+UDP
Catalysed by UGT2B10 or UGT2A3 or UGT2B28 or UGT3A1 or UGT2B4 or UGT1A6 or UGT3A2 or UGT2B7 or UGT2A1 or UGT2B15 or UGT2B17 or UGT2B11 and 8 more alternatives
Reaction pageLeft to rightBalancedEC 2.4.1.17GO:0005829
Human-GEM MAR06704CC BY 4.0Reference data
all-trans-4-hydroxyretinoate+UDP-alpha-D-glucuronateproton+MAM02824r+UDP
Catalysed by UGT2B10 or UGT2A3 or UGT2B28 or UGT3A1 or UGT2B4 or UGT1A6 or UGT3A2 or UGT2B7 or UGT2A1 or UGT2B15 or UGT2B17 or UGT2B11 and 8 more alternatives
Reaction pageLeft to rightBalancedEC 2.4.1.17GO:0005783
Human-GEM MAR06705CC BY 4.0Reference data
proton+NADPH(4-)+dioxygen+all-trans-retinoic acidall-trans-4-hydroxyretinoate+water+NADP(3-)
Catalysed by CYP2J2 or CYP2C9 or CYP2C8
Reaction pageLeft to rightBalancedEC 1.14.14.1GO:0005829
Human-GEM MAR08700CC BY 4.0Reference data
all-trans-4-hydroxyretinoateall-trans-4-hydroxyretinoate
Reaction pageReversibleBalancedGO:0005829, GO:0005615
Human-GEM MAR09656CC BY 4.0Reference data
Reaction pageReversibleBalance undeterminableGO:0005615
Human-GEM MAR09713CC BY 4.0Reference data
all-trans-retinoate+reduced [NADPH--hemoprotein reductase]+dioxygenall-trans-4-hydroxyretinoate+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP3A4 or CYP2C8 or CYP3A5 or CYP3A7 or CYP2C18 or CYP26C1 or CYP2W1 or CYP2S1 or CYP26B1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:51984CC BY 4.0Reference data
all-trans-4-hydroxyretinoate+UDP-alpha-D-glucuronateall-trans-4-hydroxy-4-O-(beta-D-glucuronide)-retinoate+UDP+hydron
Catalysed by UGT2B7
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:55776CC BY 4.0Reference data
Other names
7 names
Resolves to: all-trans-4-hydroxyretinoate
- Also called
- (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-hydroxy-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate(2E,4E,6E,8E)-9-(3-hydroxy-2,6,6-trimethyl-1-cyclohexenyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoate(7E,9E,11E,13E)-4-hydroxyretinoic acid4-hydroxy-(7E,9E,11E,13E)-retinoate4-hydroxy-all-trans-retinoateall-trans-4-dihydroxyretinoate
- Systematic name
- 4-hydroxy-15-oxidoretinal