Compound
glycoursodeoxycholate
A N-acylglycinate that is the conjugate base of glycoursodeoxycholic acid. obtained by deprotonation of the carboxy group; major species at pH 7.3.
Definition from ChEBI (CHEBI:132030), read 2026-09-23. CC BY 4.0.
Structure
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- Class
- Organic compound, anion
- Formula
- C26H42NO5
- Mass
- 448.624 g/mol
- Charge
- -1
- InChIKey
- GHCZAUBVMUEKKP-XROMFQGDSA-M
- SMILES
- [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@@]3(C)[C@@]([H])(CC[C@]3([H])[C@H](C)CCC(=O)NCC(=O)[O-])[C@]1([H])[C@@H](O)C2
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
9 entities
9 entities reached.
0 reported hops9 assembled from the scaffold
- SULT2A1ProteinUNIPROT:Q06520metabolized byInferred only48 paths24 endpoints
- ABCC3ProteinUNIPROT:O15438transported byInferred only33 paths30 endpoints
- SLCO1B3ProteinUNIPROT:Q9NPD5transported byInferred only12 paths2 endpoints
- ABCC4ProteinUNIPROT:O15439transported byInferred only10 paths10 endpoints
- SLC51BProteinUNIPROT:Q86UW2transported byInferred only9 paths9 endpoints
- ABCB11ProteinUNIPROT:O95342transported byInferred only8 paths3 endpoints
- SLC51AProteinUNIPROT:Q86UW1transported byInferred only5 paths5 endpoints
- SLC10A2ProteinUNIPROT:Q12908transported byInferred only2 paths2 endpoints
- SLC10A1ProteinUNIPROT:Q14973transported byInferred only2 paths2 endpoints
What the reference databases state
Chemical structure
- glycoursodeoxycholate 3-sulfate has the functional parent glycoursodeoxycholateCompoundChEBI CHEBI:234531Inferred only
Statements
22 statements
22 statements · 2 reference databases · Subject: glycoursodeoxycholate · Sources: Human-GEM, Rhea
- 7-oxoglycolithocholate is converted to glycoursodeoxycholateCompoundRhea RHEA:68976Inferred only
- glycoursodeoxycholate is converted to glycoursodeoxycholate 3-sulfateCompoundRhea RHEA:85735Inferred only
- glycoursodeoxycholate is metabolised by SULT2A1ProteinHuman-GEM MAR12245Inferred only
- glycoursodeoxycholate is metabolised by SULT2A1ProteinRhea RHEA:85735Inferred only
- glycoursodeoxycholate is transported by ABCB11ProteinHuman-GEM MAR10452Inferred only
- glycoursodeoxycholate is transported by ABCB11ProteinRhea RHEA:50068Inferred only
- glycoursodeoxycholate is transported by ABCC11ProteinHuman-GEM MAR10452Inferred only
- glycoursodeoxycholate is transported by ABCC3ProteinHuman-GEM MAR10452Inferred only
- glycoursodeoxycholate is transported by ABCC4ProteinRhea RHEA:66416Inferred only
- glycoursodeoxycholate is transported by SLC10A1ProteinHuman-GEM MAR05438Inferred only
- glycoursodeoxycholate is transported by SLC10A2ProteinHuman-GEM MAR05438Inferred only
- glycoursodeoxycholate is transported by SLC51AProteinRhea RHEA:71847Inferred only
Show the remaining 10
- glycoursodeoxycholate is transported by SLC51BProteinRhea RHEA:71847Inferred only
- glycoursodeoxycholate is transported by SLCO1A2ProteinHuman-GEM MAR06084Inferred only
- glycoursodeoxycholate is transported by SLCO1A2ProteinHuman-GEM MAR06085Inferred only
- glycoursodeoxycholate is transported by SLCO1A2ProteinHuman-GEM MAR06083Inferred only
- glycoursodeoxycholate is transported by SLCO1A2ProteinHuman-GEM MAR06065Inferred only
- glycoursodeoxycholate is transported by SLCO1A2ProteinRhea RHEA:71847Inferred only
- glycoursodeoxycholate is transported by SLCO1B3ProteinHuman-GEM MAR06084Inferred only
- glycoursodeoxycholate is transported by SLCO1B3ProteinHuman-GEM MAR06083Inferred only
- glycoursodeoxycholate is transported by SLCO1B3ProteinHuman-GEM MAR06065Inferred only
- glycoursodeoxycholate is transported by SLCO1B3ProteinHuman-GEM MAR06085Inferred only
Reactions
16 reactions
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR04151CC BY 4.0Reference data
glycoursodeoxycholate+2sodium(1+)glycoursodeoxycholate+2sodium(1+)
Transported by SLC10A1 or SLC10A2
Reaction pageLeft to rightBalancedextracellular space, cytosol
Human-GEM MAR05438CC BY 4.0Reference data
glycoursodeoxycholate+CHEBI:16856+hydrogencarbonateglycoursodeoxycholate+CHEBI:16856+hydrogencarbonate
Transported by SLCO1A2 & SLCO1B3
Reaction pageReversibleBalancedextracellular space, cytosol
Human-GEM MAR06065CC BY 4.0Reference data
MAM01980c+glycoursodeoxycholate+hydrogencarbonateMAM01980e+glycoursodeoxycholate+hydrogencarbonate
Transported by SLCO1A2 & SLCO1B3
Reaction pageReversibleBalance undeterminablecytosol, extracellular space
Human-GEM MAR06083CC BY 4.0Reference data
glycoursodeoxycholate+hydrogencarbonate+2,4-dinitrophenyl-S-glutathioneglycoursodeoxycholate+hydrogencarbonate+2,4-dinitrophenyl-S-glutathione
Transported by SLCO1A2 & SLCO1B3
Reaction pageReversibleBalancedextracellular space, cytosol
Human-GEM MAR06084CC BY 4.0Reference data
glycoursodeoxycholate+hydrogencarbonate+MAM02901cglycoursodeoxycholate+hydrogencarbonate+MAM02901e
Transported by SLCO1A2 & SLCO1B3
Reaction pageReversibleBalancedextracellular space, cytosol
Human-GEM MAR06085CC BY 4.0Reference data
glycine+MAM10042cCHEBI:1146900+glycoursodeoxycholate
Reaction pageLeft to rightBalancedcytosol
Human-GEM MAR10131CC BY 4.0Reference data
glycine+MAM04061cCHEBI:1146900+glycoursodeoxycholate
Catalysed by BAAT
Reaction pageLeft to rightBalancedcytosol
Human-GEM MAR10446CC BY 4.0Reference data
ATP+glycoursodeoxycholate+waterADP+glycoursodeoxycholate+proton+phosphate(3-)
Transported by ABCB11 or ABCC3 or ABCC11
Reaction pageLeft to rightBalancedcytosol, extracellular space
Human-GEM MAR10452CC BY 4.0Reference data
glycoursodeoxycholate+3'-phospho-5'-adenylyl sulfateproton+adenosine 3',5'-bismonophosphate+MAM03637c
Catalysed by SULT2A1
Reaction pageLeft to rightBalancedEC 2.8.2.14cytosol
Human-GEM MAR12245CC BY 4.0Reference data
glycoursodeoxycholate+ATP(4-)+waterglycoursodeoxycholate+ADP(3-)+hydrogenphosphate+hydron
Transported by ABCB11
Reaction pageLeft to rightBalanced
Rhea RHEA:50068CC BY 4.0Reference data
glycoursodeoxycholate+glutathione+ATP(4-)+waterglycoursodeoxycholate+glutathione+ADP(3-)+hydrogenphosphate+hydron
Transported by ABCC4
Reaction pageLeft to rightBalanced
Rhea RHEA:66416CC BY 4.0Reference data
Where it reaches
8 systems, 17 regions, 38 tissues, 59 transporter routes — routes, not measurements: transporters known to carry glycoursodeoxycholate are expressed there, and no source reports it arriving.
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Other names
5 names
Resolves to: glycoursodeoxycholate
- Also called
- {[(3alpha,5beta,7beta)-3,7-dihydroxy-24-oxocholan-24-yl]amino}acetate{[(3α,5β,7β)-3,7-dihydroxy-24-oxocholan-24-yl]amino}acetateN-(3alpha,7beta-Dihydroxy-5beta-cholan-24-oyl)glycinateN-(3α,7β-Dihydroxy-5β-cholan-24-oyl)glycinateN-ursodeoxycholoylglycinate