Compound
deoxycholate
A bile acid formed by bacterial action from cholate. It is usually conjugated with glycine or taurine. Deoxycholic acid acts as a detergent to solubilize fats for intestinal absorption, is reabsorbed itself, and is used as a choleretic and detergent.
Structure
Loading the model…
- Class
- Organic compound, anion
- Formula
- C24H39O4
- Mass
- 391.572 g/mol
- Charge
- -1
- InChIKey
- KXGVEGMKQFWNSR-LLQZFEROSA-M
- SMILES
- [H][C@]12CC[C@]3([H])[C@]([H])(C[C@H](O)[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCC(=O)[O-])[C@@]1(C)CC[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
10 entities
10 entities reached.
0 reported hops10 assembled from the scaffold
- UGT2B7ProteinUNIPROT:P16662metabolized byInferred only64 paths16 endpoints
- CYP3A4ProteinUNIPROT:P08684metabolized byInferred only53 paths53 endpoints
- SULT2A1ProteinUNIPROT:Q06520metabolized byInferred only48 paths24 endpoints
- SLC27A5ProteinUNIPROT:Q9Y2P5substrate ofInferred only45 paths15 endpoints
- SLC27A2ProteinUNIPROT:O14975substrate ofInferred only44 paths22 endpoints
- UGT2A1ProteinUNIPROT:P0DTE4metabolized byInferred only40 paths8 endpoints
- ABCC3ProteinUNIPROT:O15438transported byInferred only33 paths30 endpoints
- UGT1A3ProteinUNIPROT:P35503metabolized byInferred only15 paths15 endpoints
- UGT2A2ProteinUNIPROT:P0DTE5metabolized byInferred only9 paths9 endpoints
- ABCB11ProteinUNIPROT:O95342transported byInferred only4 paths3 endpoints
What the reference databases state
Statements
31 statements
31 statements · 2 reference databases · Subject: deoxycholate · Sources: Human-GEM, Rhea
- cholate is converted to deoxycholateCompoundRhea RHEA:16717Inferred only
- deoxycholate is converted to cholateCompoundRhea RHEA:16717Inferred only
- cholate is converted to deoxycholateCompoundHuman-GEM MAR01830Inferred only
- cholate is converted to deoxycholateCompoundHuman-GEM MAR01831Inferred only
- deoxycholate is converted to deoxycholate 3-sulfateCompoundRhea RHEA:77203Inferred only
- deoxycholate is converted to deoxycholoyl-24-O-(beta-D-glucuronate)CompoundRhea RHEA:52948Inferred only
- deoxycholate is converted to deoxycholoyl-CoACompoundRhea RHEA:47128Inferred only
- lithocholic acid is converted to deoxycholateCompoundHuman-GEM MAR01839Inferred only
- lithocholic acid is converted to deoxycholateCompoundHuman-GEM MAR01840Inferred only
- deoxycholate is metabolised by CYP3A4ProteinHuman-GEM MAR12154Inferred only
- deoxycholate is metabolised by SULT2A1ProteinRhea RHEA:77203Inferred only
- deoxycholate is metabolised by SULT2A1ProteinHuman-GEM MAR12197Inferred only
Show the remaining 19
- deoxycholate is metabolised by UGT1A3ProteinRhea RHEA:52948Inferred only
- deoxycholate is metabolised by UGT2A1ProteinHuman-GEM MAR12192Inferred only
- deoxycholate is metabolised by UGT2A1ProteinHuman-GEM MAR12187Inferred only
- deoxycholate is metabolised by UGT2A1ProteinHuman-GEM MAR12188Inferred only
- deoxycholate is metabolised by UGT2A1ProteinHuman-GEM MAR12191Inferred only
- deoxycholate is metabolised by UGT2A1ProteinRhea RHEA:52948Inferred only
- deoxycholate is metabolised by UGT2A2ProteinRhea RHEA:52948Inferred only
- deoxycholate is metabolised by UGT2B7ProteinHuman-GEM MAR12191Inferred only
- deoxycholate is metabolised by UGT2B7ProteinHuman-GEM MAR12192Inferred only
- deoxycholate is metabolised by UGT2B7ProteinHuman-GEM MAR12188Inferred only
- deoxycholate is metabolised by UGT2B7ProteinHuman-GEM MAR12187Inferred only
- deoxycholate is a substrate of SLC27A2ProteinHuman-GEM MAR01832Inferred only
- deoxycholate is a substrate of SLC27A2ProteinHuman-GEM MAR01833Inferred only
- deoxycholate is a substrate of SLC27A5ProteinHuman-GEM MAR01833Inferred only
- deoxycholate is a substrate of SLC27A5ProteinHuman-GEM MAR01832Inferred only
- deoxycholate is a substrate of SLC27A5ProteinRhea RHEA:47128Inferred only
- deoxycholate is transported by ABCB11ProteinHuman-GEM MAR10014Inferred only
- deoxycholate is transported by ABCC11ProteinHuman-GEM MAR10014Inferred only
- deoxycholate is transported by ABCC3ProteinHuman-GEM MAR10014Inferred only
Reactions
32 reactions
cholate+water+NADP(3-)deoxycholate+proton+NADPH(4-)+dioxygen
Catalysed by CYP7A1
Reaction pageLeft to rightBalancedEC 1.14.14.23cytosol
Human-GEM MAR01830CC BY 4.0Reference data
cholate+water+NADP(3-)deoxycholate+proton+NADPH(4-)+dioxygen
Catalysed by CYP7A1
Reaction pageLeft to rightBalancedEC 1.14.14.23endoplasmic reticulum
Human-GEM MAR01831CC BY 4.0Reference data
deoxycholate+ATP+CHEBI:1146900AMP+deoxycholoyl-CoA+diphosphate(3-)
Catalysed by SLC27A5 or SLC27A2
Reaction pageLeft to rightBalancedEC 6.2.1.7cytosol
Human-GEM MAR01832CC BY 4.0Reference data
deoxycholate+ATP+CHEBI:1146900AMP+deoxycholoyl-CoA+diphosphate(3-)
Catalysed by SLC27A5 or SLC27A2
Reaction pageLeft to rightBalancedEC 6.2.1.7endoplasmic reticulum
Human-GEM MAR01833CC BY 4.0Reference data
deoxycholate+glycine+protonglycodeoxycholate+water
Reaction pageReversibleBalancedEC 3.5.1.24cytosol
Human-GEM MAR01834CC BY 4.0Reference data
proton+lithocholic acid+NADPH(4-)+dioxygendeoxycholate+water+NADP(3-)
Catalysed by CYP8B1
Reaction pageLeft to rightBalancedEC 1.14.14.139cytosol
Human-GEM MAR01839CC BY 4.0Reference data
proton+lithocholic acid+NADPH(4-)+dioxygendeoxycholate+water+NADP(3-)
Catalysed by CYP8B1
Reaction pageLeft to rightBalancedEC 1.14.14.139endoplasmic reticulum
Human-GEM MAR01840CC BY 4.0Reference data
deoxycholate+MAM03638eMAM03639e
Reaction pageLeft to rightBalancedextracellular space
Human-GEM MAR06919CC BY 4.0Reference data
deoxycholate+proton+MAM03851eMAM03852e
Reaction pageLeft to rightBalancedextracellular space
Human-GEM MAR07159CC BY 4.0Reference data
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR08646CC BY 4.0Reference data
deoxycholate+ATP+waterdeoxycholate+ADP+proton+phosphate(3-)
Transported by ABCB11 or ABCC3 or ABCC11
Reaction pageLeft to rightBalancedcytosol, extracellular space
Human-GEM MAR10014CC BY 4.0Reference data
deoxycholate+hydrogencarbonatedeoxycholate+hydrogencarbonate
Reaction pageReversibleBalancedcytosol, extracellular space
Human-GEM MAR10015CC BY 4.0Reference data
Where it reaches
7 systems, 15 regions, 30 tissues, 32 transporter routes — routes, not measurements: transporters known to carry deoxycholate are expressed there, and no source reports it arriving.
Loading the model…
Other names
5 names
Resolves to: deoxycholate
- Also called
- 3alpha,12alpha-dihydroxy-5beta-cholanate3α,12α-dihydroxy-5β-cholanateDesoxycholat
- Systematic name
- 3alpha,12alpha-dihydroxy-5beta-cholan-24-oate3α,12α-dihydroxy-5β-cholan-24-oate