Compound
chenodeoxycholate
A bile acid, usually conjugated with either glycine or taurine. It acts as a detergent to solubilize fats for intestinal absorption and is reabsorbed by the small intestine. It is used as cholagogue, a choleretic laxative, and to prevent or dissolve gallstones.
Structure
Loading the model…
- Class
- Organic compound, anion
- Formula
- C24H39O4
- Mass
- 391.572 g/mol
- Charge
- -1
- InChIKey
- RUDATBOHQWOJDD-BSWAIDMHSA-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)[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
19 entities
19 entities reached.
0 reported hops19 assembled from the scaffold
- CYP3A4ProteinUNIPROT:P08684metabolized byInferred only106 paths53 endpoints
- SULT2A1ProteinUNIPROT:Q06520metabolized byInferred only48 paths24 endpoints
- SLC27A5ProteinUNIPROT:Q9Y2P5substrate ofInferred only45 paths15 endpoints
- UGT1A3ProteinUNIPROT:P35503metabolized byInferred only45 paths15 endpoints
- HSD17B10ProteinUNIPROT:Q99714substrate ofInferred only33 paths33 endpoints
- UGT2A1ProteinUNIPROT:P0DTE4metabolized byInferred only32 paths8 endpoints
- UGT2A3ProteinUNIPROT:Q6UWM9metabolized byInferred only32 paths8 endpoints
- UGT2B7ProteinUNIPROT:P16662metabolized byInferred only32 paths16 endpoints
- CYP8B1ProteinUNIPROT:Q9UNU6metabolized byInferred only26 paths26 endpoints
- SLC27A2ProteinUNIPROT:O14975substrate ofInferred only22 paths22 endpoints
- ACOT2ProteinUNIPROT:P49753substrate ofInferred only22 paths22 endpoints
- GBA2ProteinUNIPROT:Q9HCG7substrate ofInferred only16 paths8 endpoints
Show the remaining 7
- ABCC2ProteinUNIPROT:Q92887transported byInferred only15 paths15 endpoints
- UGT2A2ProteinUNIPROT:P0DTE5metabolized byInferred only9 paths9 endpoints
- SLCO1B3ProteinUNIPROT:Q9NPD5transported byInferred only9 paths2 endpoints
- ACOT7ProteinUNIPROT:O00154substrate ofInferred only6 paths6 endpoints
- SLC10A2ProteinUNIPROT:Q12908transported byInferred only2 paths2 endpoints
- SLC10A1ProteinUNIPROT:Q14973transported byInferred only2 paths2 endpoints
- ABCC1ProteinUNIPROT:P33527transported byInferred only2 paths2 endpoints
What the reference databases state
Chemical structure
- beta-D-glucosyl-(1->3)-O-chenodeoxycholate has the functional parent chenodeoxycholateCompoundChEBI CHEBI:142610Inferred only
- chenodeoxycholate 3-sulfate has the functional parent chenodeoxycholateCompoundChEBI CHEBI:234532Inferred only
Statements
48 statements
48 statements · 2 reference databases · Subject: chenodeoxycholate · Sources: Human-GEM, Rhea
- 7-oxolithocholate is converted to chenodeoxycholateCompoundRhea RHEA:53820Inferred only
- chenodeoxycholate is converted to 7-oxolithocholateCompoundRhea RHEA:42036Inferred only
- chenodeoxycholate is converted to chenodeoxycholate 3-sulfateCompoundRhea RHEA:85739Inferred only
- chenodeoxycholate is converted to chenodeoxycholoyl-24-O-(beta-D-glucuronate)CompoundRhea RHEA:52940Inferred only
- chenodeoxycholate is converted to chenodeoxycholoyl-CoACompoundRhea RHEA:43764Inferred only
- chenodeoxycholoyl-CoA is converted to chenodeoxycholateCompoundRhea RHEA:31511Inferred only
- chenodeoxycholate is converted to hyocholateCompoundHuman-GEM MAR12183Inferred only
- chenodeoxycholate is converted to lithocholateCompoundRhea RHEA:11572Inferred only
- lithocholate is converted to chenodeoxycholateCompoundRhea RHEA:11572Inferred only
- chenodeoxycholate is metabolised by CYP3A4ProteinHuman-GEM MAR12183Inferred only
- chenodeoxycholate is metabolised by CYP3A4ProteinHuman-GEM MAR12146Inferred only
- chenodeoxycholate is metabolised by CYP8B1ProteinRhea RHEA:65700Inferred only
Show the remaining 36
- chenodeoxycholate is metabolised by SULT2A1ProteinRhea RHEA:85739Inferred only
- chenodeoxycholate is metabolised by SULT2A1ProteinHuman-GEM MAR01729Inferred only
- chenodeoxycholate is metabolised by UGT1A3ProteinRhea RHEA:52940Inferred only
- chenodeoxycholate is metabolised by UGT1A3ProteinHuman-GEM MAR12174Inferred only
- chenodeoxycholate is metabolised by UGT1A3ProteinHuman-GEM MAR12175Inferred only
- chenodeoxycholate is metabolised by UGT2A1ProteinHuman-GEM MAR12174Inferred only
- chenodeoxycholate is metabolised by UGT2A1ProteinHuman-GEM MAR12179Inferred only
- chenodeoxycholate is metabolised by UGT2A1ProteinHuman-GEM MAR12178Inferred only
- chenodeoxycholate is metabolised by UGT2A1ProteinHuman-GEM MAR12175Inferred only
- chenodeoxycholate is metabolised by UGT2A2ProteinRhea RHEA:52940Inferred only
- chenodeoxycholate is metabolised by UGT2A3ProteinHuman-GEM MAR12179Inferred only
- chenodeoxycholate is metabolised by UGT2A3ProteinHuman-GEM MAR12178Inferred only
- chenodeoxycholate is metabolised by UGT2A3ProteinHuman-GEM MAR12175Inferred only
- chenodeoxycholate is metabolised by UGT2A3ProteinHuman-GEM MAR12174Inferred only
- chenodeoxycholate is metabolised by UGT2B7ProteinHuman-GEM MAR12178Inferred only
- chenodeoxycholate is metabolised by UGT2B7ProteinHuman-GEM MAR12179Inferred only
- chenodeoxycholate is a substrate of ACOT2ProteinHuman-GEM MAR02940Inferred only
- chenodeoxycholate is a substrate of ACOT7ProteinHuman-GEM MAR02940Inferred only
- chenodeoxycholate is a substrate of GBA2ProteinRhea RHEA:59108Inferred only
- chenodeoxycholate is a substrate of GBA2ProteinRhea RHEA:59104Inferred only
- chenodeoxycholate is a substrate of HSD17B10ProteinRhea RHEA:42036Inferred only
- chenodeoxycholate is a substrate of SLC27A2ProteinHuman-GEM MAR01727Inferred only
- chenodeoxycholate is a substrate of SLC27A5ProteinHuman-GEM MAR01726Inferred only
- chenodeoxycholate is a substrate of SLC27A5ProteinHuman-GEM MAR01727Inferred only
- chenodeoxycholate is a substrate of SLC27A5ProteinRhea RHEA:43764Inferred only
- chenodeoxycholate is transported by ABCC1ProteinHuman-GEM MAR01853Inferred only
- chenodeoxycholate is transported by ABCC2ProteinHuman-GEM MAR01853Inferred only
- chenodeoxycholate is transported by SLC10A1ProteinHuman-GEM MAR01864Inferred only
- chenodeoxycholate is transported by SLC10A2ProteinHuman-GEM MAR01864Inferred only
- chenodeoxycholate is transported by SLCO1A2ProteinHuman-GEM MAR01887Inferred only
- chenodeoxycholate is transported by SLCO1A2ProteinHuman-GEM MAR01888Inferred only
- chenodeoxycholate is transported by SLCO1A2ProteinHuman-GEM MAR01886Inferred only
- chenodeoxycholate is transported by SLCO1B3ProteinHuman-GEM MAR01888Inferred only
- chenodeoxycholate is transported by SLCO1B3ProteinHuman-GEM MAR01887Inferred only
- chenodeoxycholate is transported by SLCO1B3ProteinHuman-GEM MAR01886Inferred only
- chenodeoxycholate is transported by SLCO4C1ProteinRhea RHEA:75051Inferred only
Reactions
40 reactions
CHEBI:28701+waterchenodeoxycholate+CHEBI:1146900+proton
Catalysed by ACOT1 or ACOT7 or BAAT
Reaction pageLeft to rightBalancedEC 3.1.2.2peroxisome
Human-GEM MAR01716CC BY 4.0Reference data
CHEBI:28701+waterchenodeoxycholate+CHEBI:1146900+proton
Catalysed by ACOT4 or ACOT8 or BAAT
Reaction pageLeft to rightBalancedEC 3.1.2.2cytosol
Human-GEM MAR01718CC BY 4.0Reference data
ATP+chenodeoxycholate+CHEBI:1146900AMP+CHEBI:28701+diphosphate(3-)
Catalysed by SLC27A5
Reaction pageLeft to rightBalancedEC 6.2.1.7cytosol
Human-GEM MAR01726CC BY 4.0Reference data
ATP+chenodeoxycholate+CHEBI:1146900AMP+CHEBI:28701+diphosphate(3-)
Catalysed by SLC27A5 or SLC27A2
Reaction pageLeft to rightBalancedEC 6.2.1.7endoplasmic reticulum
Human-GEM MAR01727CC BY 4.0Reference data
chenodeoxycholate+3'-phospho-5'-adenylyl sulfateproton+adenosine 3',5'-bismonophosphate+MAM02950c
Catalysed by SULT2A1
Reaction pageLeft to rightBalancedEC 2.8.2.14cytosol
Human-GEM MAR01729CC BY 4.0Reference data
water+MAM02950cchenodeoxycholate+proton+sulfate
Catalysed by STS
Reaction pageLeft to rightBalancedEC 3.1.6.2cytosol
Human-GEM MAR01730CC BY 4.0Reference data
ATP+chenodeoxycholate+waterADP+chenodeoxycholate+proton+phosphate(3-)
Reaction pageLeft to rightBalancedcytosol, extracellular space
Human-GEM MAR01853CC BY 4.0Reference data
chenodeoxycholatechenodeoxycholate
Reaction pageReversibleBalancedcytosol, endoplasmic reticulum
Human-GEM MAR01854CC BY 4.0Reference data
chenodeoxycholate+2sodium(1+)chenodeoxycholate+2sodium(1+)
Transported by SLC10A1 or SLC10A2
Reaction pageLeft to rightBalancedextracellular space, cytosol
Human-GEM MAR01864CC BY 4.0Reference data
chenodeoxycholate+MAM01980c+hydrogencarbonatechenodeoxycholate+MAM01980e+hydrogencarbonate
Transported by SLCO1A2 or SLCO1B3
Reaction pageReversibleBalance undeterminableextracellular space, cytosol
Human-GEM MAR01886CC BY 4.0Reference data
chenodeoxycholate+hydrogencarbonate+2,4-dinitrophenyl-S-glutathionechenodeoxycholate+hydrogencarbonate+2,4-dinitrophenyl-S-glutathione
Transported by SLCO1A2 or SLCO1B3
Reaction pageReversibleBalancedextracellular space, cytosol
Human-GEM MAR01887CC BY 4.0Reference data
chenodeoxycholate+hydrogencarbonate+MAM02901cchenodeoxycholate+hydrogencarbonate+MAM02901e
Transported by SLCO1A2 or SLCO1B3
Reaction pageReversibleBalancedextracellular space, cytosol
Human-GEM MAR01888CC BY 4.0Reference data
Where it reaches
1 system, 4 regions, 7 tissues, 10 transporter routes — routes, not measurements: transporters known to carry chenodeoxycholate are expressed there, and no source reports it arriving.
Loading the model…
Other names
5 names
Resolves to: chenodeoxycholate
- Also called
- chenodeoxycholate anionchenodeoxycholate(1-)chenodeoxycholate(1−)
- Systematic name
- 3alpha,7alpha-dihydroxy-5beta-cholan-24-oate3α,7α-dihydroxy-5β-cholan-24-oate