Metabolite Card
Formula: C26H45NO6S (499.2967)
SMILES: [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=O)NCCS(O)(=O)=O
Synonyms [en]
Taurochenodeoxycholic Acid; Taurochenodeoxycholate; Taurochenodesoxycholic acid; Chenodeoxycholoyltaurine; Taurine chenodeoxycholate; ST 24:1;O3;T
Last reviewed on 2024-06-28.
Cite this Page
Taurochenodeoxycholate. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000018210). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Taurochenodesoxycholic acid is a bile acid formed in the liver by conjugation of chenodeoxycholate with taurine, usually as the sodium salt. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135). Taurochenodesoxycholic acid has been found to be a microbial metabolite.
DBLinks
- CAS Registry Number: 516-35-8
- PubChem CID: 387316
- ChEBI: 16525
- HMDB: HMDB0000951
- LipidMaps: LMST05040005
- KEGG: C05465
- BioCyc:
- NCBI MeSH: Taurochenodeoxycholic Acid
- Wikipedia: Taurochenodeoxycholic_acid
Other DBLinks
- CAS Registry Number: 516-35-8
- CAS Registry Number: 6009-98-9
- PubChem: 387316
- ChEBI: ChEBI:16525
- HMDB: HMDB0000951
- HMDB: HMDB00951
- LipidMaps: LMST05040005
- KEGG: C05465
- NCBI MeSH: Taurochenodeoxycholic Acid
- Wikipedia: Taurochenodeoxycholic_acid
- DrugBank: DB08833
- RefMet: RM0128369
- MoNA: CCMSLIB00005435479
- MoNA: CCMSLIB00005435480
- MoNA: CCMSLIB00005435481
- MoNA: CCMSLIB00005435554
- MoNA: CCMSLIB00005435555
- MoNA: CCMSLIB00005435556
- MoNA: CCMSLIB00005435557
- MoNA: CCMSLIB00005435558
- MoNA: CCMSLIB00005435559
- MoNA: CCMSLIB00005435560
- MoNA: EMBL_MCF_2_0_HRMS_Library000208
- MoNA: EMBL_MCF_2_0_HRMS_Library000209
- MoNA: EMBL_MCF_2_0_HRMS_Library000238
- MoNA: LipidBlast2022_199805
- MoNA: LipidBlast2022_199806
- MoNA: LipidBlast2022_199807
- MoNA: MoNA035032
- MoNA: MoNA035033
- MoNA: MoNA035034
- MoNA: MoNA038154
- MoNA: MoNA_0006858
- MoNA: MoNA_0006859
- MoNA: MoNA_0006860
- MoNA: MoNA_0006861
- MoNA: MoNA_0006862
- MoNA: MoNA_0006863
- MoNA: MoNA_0007118
- MoNA: MoNA_0007119
- MoNA: MoNA_0007120
- MoNA: MoNA_0007121
- MoNA: MoNA_0007122
- MoNA: MoNA_0007123
- MoNA: MoNA_0008576
- MoNA: MoNA_0008577
- MoNA: MoNA_0008578
- MoNA: MoNA_0008579
- MoNA: MoNA_0008580
- MoNA: MoNA_0008581
- MoNA: MoNA_0008856
- MoNA: MoNA_0008857
- MoNA: MoNA_0008858
- MoNA: MoNA_0008859
- MoNA: MoNA_0008860
- MoNA: MoNA_0008862
- MoNA: MoNA_0009066
- MoNA: MoNA_0009068
- MoNA: MoNA_0009069
- MoNA: MoNA_0009070
- MoNA: MoNA_0009071
- MoNA: MoNA_0009073
- MoNA: MoNA_0009257
- MoNA: MoNA_0009258
- MoNA: MoNA_0009259
- MoNA: MoNA_0009260
- MoNA: MoNA_0009261
- MoNA: MoNA_0009264
- MoNA: MoNA_0009930
- MoNA: MoNA_0009931
- MoNA: MoNA_0009932
- MoNA: MoNA_0009933
- MoNA: MoNA_0009934
- MoNA: MoNA_0009935
- MoNA: MT000095
- MoNA: NUTRI-METAB-FEM-NEG001401
- MoNA: NUTRI-METAB-FEM-NEG001404
- MoNA: RP005801
- MoNA: RP005802
- MoNA: RP005803
- Metlin: METLIN_57991
- Coconut NaturalProduct: CNP0190418.2
Class / Ontology
- WishartLab ClassyFire: [Bile acids, alcohols and derivatives] Bile acids, alcohols and derivatives
- RefMet: [C24 bile acids] C24 bile acids
- LipidMaps: [Taurine conjugates [ST0504]] Taurine conjugates [ST0504]
- ChEBI: [CHEBI:16525] taurochenodeoxycholic acid
- Coconut NaturalProduct: [Cholane steroids] Cholane steroids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R03977 | 3.5.1.24 | chenodeoxycholoyltaurine amidohydrolase |
| KEGG:R07205 | 1.14.14.57 | taurochenodeoxycholate,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (6alpha-hydroxylating) |
| KEGG:R08745 | 2.3.1.65 | 3alpha,7alpha-dihydroxy-5beta-cholanoyl-CoA:taurine N-choloyltransferase; |
Taxonomy Source
- Homo sapiens [ncbi taxid: 9606]
- Mus musculus [ncbi taxid: 10090]
- Ursus arctos [ncbi taxid: 9644]
- Ursus thibetanus [ncbi taxid: 9642]
Pathway Synthetic
| pathway id | name |
|---|---|
| WikiPathways:WP2525 | Trans-sulfuration, one-carbon metabolism and related pathways |
| WikiPathways:WP1770 | One-carbon metabolism and related pathways |
| WikiPathways:WP5176 | Disorders of bile acid synthesis and biliary transport |
| WikiPathways:WP661 | Glucose homeostasis |
| WikiPathways:WP3940 | One-carbon metabolism and related pathways |
| PathBank:SMP0120468 | Congenital Bile Acid Synthesis Defect Type III |
| PathBank:SMP0000318 | Congenital Bile Acid Synthesis Defect Type III |
| PathBank:SMP0120697 | Familial Hypercholanemia (FHCA) |
| PathBank:SMP0120463 | Cerebrotendinous Xanthomatosis (CTX) |
| PathBank:SMP0120467 | Congenital Bile Acid Synthesis Defect Type II |
| PathBank:SMP0120495 | Zellweger Syndrome |
| PathBank:SMP0000035 | Bile Acid Biosynthesis |
| PathBank:SMP0000314 | Congenital Bile Acid Synthesis Defect Type II |
| PathBank:SMP0000315 | Cerebrotendinous Xanthomatosis (CTX) |
| PathBank:SMP0087329 | Bile Acid Biosynthesis |
| PathBank:SMP0120652 | 27-Hydroxylase Deficiency |
| PathBank:SMP0120688 | Congenital Bile Acid Synthesis Defect Type III |
| PathBank:SMP0120477 | Familial Hypercholanemia (FHCA) |
| PathBank:SMP0000317 | Familial Hypercholanemia (FHCA) |
| PathBank:SMP0087236 | Bile Acid Biosynthesis |