Compound
5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate)
A steroid glucuronide anion that is the conjugate base of 5α-dihydrotestosterone 17-O-(β-D-glucuronide) arising from deprotonation of the carboxylic acid function; major species at pH 7.3.
Definition from ChEBI (CHEBI:136914), read 2026-09-23. CC BY 4.0.
Structure
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- Class
- Organic compound, anion
- Formula
- C25H37O8
- Mass
- 465.563 g/mol
- Charge
- -1
- InChIKey
- CLQMBSSRTBUNDV-CPKOJWPQSA-M
- SMILES
- [H][C@@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)[C@@H](O[C@@H]5O[C@H](C(=O)[O-])[C@@H](O)[C@H](O)[C@H]5O)CC[C@@]34[H])[C@@]1(C)CCC(=O)C2
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
6 entities
6 entities reached.
0 reported hops6 assembled from the scaffold
- AKR1C1ProteinUNIPROT:Q04828substrate ofInferred only25 paths25 endpoints
- AKR1C4ProteinUNIPROT:P17516substrate ofInferred only21 paths21 endpoints
- AKR1C2ProteinUNIPROT:P52895substrate ofInferred only16 paths16 endpoints
- ABCC2ProteinUNIPROT:Q92887transported byInferred only15 paths15 endpoints
- UGT1A8ProteinUNIPROT:Q9HAW9metabolized byInferred only11 paths11 endpoints
- ABCC1ProteinUNIPROT:P33527transported byInferred only2 paths2 endpoints
What the reference databases state
Statements
9 statements
9 statements · 2 reference databases · Subject: 5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate) · Sources: Human-GEM, Rhea
- 17beta-hydroxy-5alpha-androstan-3-one is converted to 5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate)CompoundHuman-GEM MAR07987Inferred only
- 17beta-hydroxy-5alpha-androstan-3-one is converted to 5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate)CompoundRhea RHEA:53000Inferred only
- 5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate) is converted to 5alpha-dihydrotestosterone 17-O-[beta-D-glucuronosyl-(1->2)-glucuronate]CompoundRhea RHEA:53388Inferred only
- 5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate) is metabolised by UGT1A8ProteinRhea RHEA:53388Inferred only
- 5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate) is a substrate of AKR1C1ProteinRhea RHEA:85523Inferred only
- 5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate) is a substrate of AKR1C2ProteinRhea RHEA:85523Inferred only
- 5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate) is a substrate of AKR1C4ProteinRhea RHEA:53112Inferred only
- 5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate) is transported by ABCC1ProteinHuman-GEM MAR07990Inferred only
- 5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate) is transported by ABCC2ProteinRhea RHEA:86927Inferred only
Reactions
9 reactions
17beta-hydroxy-5alpha-androstan-3-one+UDP-alpha-D-glucuronate5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate)+UDP
Catalysed by UGT2B28 or UGT2B4 or UGT1A1 or UGT1A8 or UGT1A10
Reaction pageLeft to rightBalancedEC 2.4.1.17endoplasmic reticulum
Human-GEM MAR07987CC BY 4.0Reference data
5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate)5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate)
Reaction pageReversibleBalancedcytosol, endoplasmic reticulum
Human-GEM MAR07989CC BY 4.0Reference data
5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate)+ATP+water5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate)+ADP+proton+phosphate(3-)
Transported by ABCC1
Reaction pageLeft to rightBalancedcytosol, extracellular space
Human-GEM MAR07990CC BY 4.0Reference data
5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate)
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR09230CC BY 4.0Reference data
17beta-hydroxy-5alpha-androstan-3-one+UDP-alpha-D-glucuronate5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate)+UDP+hydron
Catalysed by UGT2B17 or UGT2B15 or UGT1A8
Reaction pageLeft to rightBalanced
Rhea RHEA:53000CC BY 4.0Reference data
CHEBI:133519+NADP(3-)5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate)+NADPH(4-)+hydron
Catalysed by AKR1C4
Reaction pageRight to leftBalanced
Rhea RHEA:53112CC BY 4.0Reference data
5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate)+UDP-alpha-D-glucuronate5alpha-dihydrotestosterone 17-O-[beta-D-glucuronosyl-(1->2)-glucuronate]+UDP+hydron
Catalysed by UGT1A8
Reaction pageLeft to rightBalanced
Rhea RHEA:53388CC BY 4.0Reference data
CHEBI:136981+NADP(3-)5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate)+NADPH(4-)+hydron
Reaction pageRight to leftBalanced
Rhea RHEA:85523CC BY 4.0Reference data
5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate)+ATP(4-)+water5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate)+ADP(3-)+hydrogenphosphate+hydron
Transported by ABCC2
Reaction pageLeft to rightBalanced
Rhea RHEA:86927CC BY 4.0Reference data
Where it reaches
1 system, 4 regions, 6 tissues, 6 transporter routes — routes, not measurements: transporters known to carry 5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate) are expressed there, and no source reports it arriving.
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Other names
12 names
Resolves to: 5alpha-dihydrotestosterone 17-O-(beta-D-glucuronate)
- Also called
- (5alpha,17beta)-3-oxoandrostan-17-yl beta-D-glucopyranosiduronate(5α,17β)-3-oxoandrostan-17-yl β-D-glucopyranosiduronate5alpha-dihydrotestosterone 17-(beta-D-glucuronide)(1-)5alpha-dihydrotestosterone 17-beta-glucuronide(1-)5alpha-dihydrotestosterone 17-glucuronide(1-)5alpha-dihydrotestosterone-17G(1-)5α-dihydrotestosterone 17-(β-D-glucuronide)(1−)5α-dihydrotestosterone 17-glucuronide(1−)5α-dihydrotestosterone 17-β-glucuronide(1−)5α-dihydrotestosterone-17G(1−)
- Systematic name
- 3-oxo-5alpha-androstan-17beta-yl beta-D-glucopyranosiduronate3-oxo-5α-androstan-17β-yl β-D-glucopyranosiduronate