Compound

all-trans-retinoyl-1-O-(beta-D-glucuronate)

A retinoid glucuronide anion that is the conjugate base of 1-O-all-trans-retinoyl-β-D-glucuronide arising from deprotonation of the carboxylic acid function; major species at pH 7.3.

Definition from ChEBI (CHEBI:139181), read 2026-09-23. CC BY 4.0.

CHEBI:139181ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of all-trans-retinoyl-1-O-(beta-D-glucuronate) — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C26H35O8
Mass: 475.558 g/mol
Charge: -1
InChIKey: MTGFYEHKPMOVNE-NEFMKCFNSA-M
SMILES: CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O[C@@H]2O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]2O)C(C)(C)CCC1
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

1 entity

1 entities reached.

0 reported hops1 assembled from the scaffold

UGT2B7ProteinUNIPROT:P16662metabolized byInferred only16 paths16 endpoints

What the reference databases state

Statements

2 statements

2 statements · 2 reference databases · Subject: all-trans-retinoyl-1-O-(beta-D-glucuronate) · Sources: Human-GEM, Rhea

Order

all-trans-retinoic acid is converted to all-trans-retinoyl-1-O-(beta-D-glucuronate)CompoundHuman-GEM MAR08713Inferred only
all-trans-retinoyl-1-O-(beta-D-glucuronate) is metabolised by UGT2B7ProteinRhea RHEA:55768Inferred only

Reactions

12 reactions

MAM01231c+UDP-alpha-D-glucuronateall-trans-retinoyl-1-O-(beta-D-glucuronate)+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 MAR06666CC BY 4.0Reference data
MAM01231r+UDP-alpha-D-glucuronateall-trans-retinoyl-1-O-(beta-D-glucuronate)+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 MAR06667CC BY 4.0Reference data
MAM00350c+UDP-alpha-D-glucuronateall-trans-retinoyl-1-O-(beta-D-glucuronate)+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 MAR06679CC BY 4.0Reference data
all-trans-retinoic acid+UDP-alpha-D-glucuronateall-trans-retinoyl-1-O-(beta-D-glucuronate)+UDP
Catalysed by UGT1A1 or UGT1A8 or UGT1A10
Reaction pageLeft to rightBalancedEC 2.4.1.17GO:0005783
Human-GEM MAR08713CC BY 4.0Reference data
all-trans-retinoyl-1-O-(beta-D-glucuronate)all-trans-retinoyl-1-O-(beta-D-glucuronate)
Reaction pageLeft to rightBalancedGO:0005829, GO:0005615
Human-GEM MAR08714CC BY 4.0Reference data
all-trans-retinoyl-1-O-(beta-D-glucuronate)all-trans-retinoyl-1-O-(beta-D-glucuronate)
Reaction pageLeft to rightBalancedGO:0005783, GO:0005829
Human-GEM MAR08715CC BY 4.0Reference data
MAM00350r+UDP-alpha-D-glucuronateall-trans-retinoyl-1-O-(beta-D-glucuronate)+UDP
Catalysed by UGT1A1 or UGT1A8 or UGT1A10
Reaction pageLeft to rightBalancedEC 2.4.1.17GO:0005783
Human-GEM MAR08717CC BY 4.0Reference data
all-trans-retinoyl-1-O-(beta-D-glucuronate)all-trans-retinoyl-1-O-(beta-D-glucuronate)
Reaction pageLeft to rightBalancedGO:0005829, GO:0005615
Human-GEM MAR08718CC BY 4.0Reference data
all-trans-retinoyl-1-O-(beta-D-glucuronate)all-trans-retinoyl-1-O-(beta-D-glucuronate)
Reaction pageLeft to rightBalancedGO:0005783, GO:0005829
Human-GEM MAR08719CC BY 4.0Reference data
all-trans-retinoyl-1-O-(beta-D-glucuronate)
Reaction pageReversibleBalance undeterminableGO:0005615
Human-GEM MAR09210CC BY 4.0Reference data
all-trans-retinoyl-1-O-(beta-D-glucuronate)
Reaction pageReversibleBalance undeterminableGO:0005615
Human-GEM MAR09405CC BY 4.0Reference data
all-trans-retinoate+UDP-alpha-D-glucuronateall-trans-retinoyl-1-O-(beta-D-glucuronate)+UDP
Catalysed by UGT2B7
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:55768CC BY 4.0Reference data

Other names

9 names

Resolves to: all-trans-retinoyl-1-O-(beta-D-glucuronate)

Also called: 1-O-(all-trans-retinoyl)-beta-D-glucuronide(1-)1-O-(all-trans-retinoyl)-β-D-glucuronide(1−)all-trans-retinoate 1-O-(beta-D-glucuronate)all-trans-retinoyl-beta-glucuronide(1-)all-trans-retinoyl-β-glucuronide(1−)
Systematic name: 1-O-[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoyl]-beta-D-glucopyranuronate1-O-[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoyl]-β-D-glucopyranuronateO(15)-[(2S,3R,4S,5S,6S)-6-carboxylato-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]retinoic acidO15-[(2S,3R,4S,5S,6S)-6-carboxylato-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]retinoic acid