Taurodeoxycholic acid (BioDeep_00000003498)
Secondary id: BioDeep_00000229651, BioDeep_00000405394, BioDeep_00000408601, BioDeep_00001871104
human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Bile acids PANOMIX LipidSearch
代谢物信息卡片
化学式: C26H45NO6S (499.2967)
中文名称: 牛磺脱氧氯酸, 牛磺去氧胆酸
谱图信息:
最多检出来源 Homo sapiens(feces) 27.56%
Last reviewed on 2024-09-13.
Cite this Page
Taurodeoxycholic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China.
https://query.biodeep.cn/s/taurodeoxycholic_acid (retrieved
2024-12-28) (BioDeep RN: BioDeep_00000003498). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
分子结构信息
SMILES: CC(CCC(=O)NCCS(=O)(=O)O)C1CCC2C1(C(CC3C2CCC4C3(CCC(C4)O)C)O)C
InChI: InChI=1S/C26H45NO6S/c1-16(4-9-24(30)27-12-13-34(31,32)33)20-7-8-21-19-6-5-17-14-18(28)10-11-25(17,2)22(19)15-23(29)26(20,21)3/h16-23,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17-,18-,19+,20-,21+,22+,23+,25+,26-/m1/s1
描述信息
Taurodeoxycholic acid is a bile salt formed in the liver by conjugation of deoxycholate 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). Taurodeoxycholic acid can be found in Escherichia (PMID:30736766).
Taurodeoxycholic acid is a bile salt formed in the liver by conjugation of deoxycholate with taurine, usually as the sodium salt. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on 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) [HMDB]
D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics
D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts
D005765 - Gastrointestinal Agents > D002793 - Cholic Acids
D013501 - Surface-Active Agents > D003902 - Detergents
Taurodeoxycholic acid, a bile acid, stabilizes the mitochondrial membrane, decreases free radical formation. Taurodeoxycholic acid inhibits apoptosis by blocking a calcium-mediated apoptotic pathway as well as caspase-12 activation. Taurodeoxycholic acid exhibits neuroprotective effect in 3-nitropropionic acid induced mouse model or genetic mouse model of Huntington's disease (HD)[1][2][3][4].
Taurodeoxycholic acid, a bile acid, stabilizes the mitochondrial membrane, decreases free radical formation. Taurodeoxycholic acid inhibits apoptosis by blocking a calcium-mediated apoptotic pathway as well as caspase-12 activation. Taurodeoxycholic acid exhibits neuroprotective effect in 3-nitropropionic acid induced mouse model or genetic mouse model of Huntington's disease (HD)[1][2][3][4].
同义名列表
23 个代谢物同义名
2-[[(4R)-4-[(3R,5R,9S,10S,12S,13R,14S,17R)-3,12-Dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]ethanesulfonic acid; 2-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethane-1-sulfonic acid; 2-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethanesulfonic acid; 2-[(3α,12α-dihydroxy-24-oxo-5β-cholan-24-yl)amino]ethanesulfonic acid; N-(3a,12a-Dihydroxy-5b-cholan-24-oyl)-taurine; Taurodeoxycholic acid sodium salt hydrate; Taurodeoxycholate;Deoxycholyltaurine; Taurodeoxycholic acid sodium salt; Taurodeoxycholate, sodium; Sodium Taurodeoxycholate; Taurodesoxycholic acid; Acid, taurodeoxycholic; Deoxytaurocholic acid; taurodeoxycholic acid; Deoxycholate, taurine; Sodium taurodeoxylate; Taurine deoxycholate; Deoxycholyltaurine; Taurodesoxycholate; Taurodeoxycholate; Deoxytaurocholate; Tudcabil; Taurodeoxycholic acid (TDCA)
数据库引用编号
23 个数据库交叉引用编号
- ChEBI: CHEBI:181392
- ChEBI: CHEBI:9410
- KEGG: C05463
- PubChem: 92042745
- PubChem: 3724653
- PubChem: 2733768
- HMDB: HMDB0000896
- Metlin: METLIN43195
- ChEMBL: CHEMBL412272
- Wikipedia: Taurodeoxycholic_acid
- MeSH: Taurodeoxycholic Acid
- foodb: FDB022304
- chemspider: 2015539
- CAS: 516-50-7
- PMhub: MS000009785
- PubChem: 7823
- LipidMAPS: LMST05040013
- PDB-CCD: 6SB
- 3DMET: B05040
- NIKKAJI: J339.140J
- RefMet: Taurodeoxycholic acid
- PANOMIX LipidSearch: CA-32
- medchemexpress: HY-B1899
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
5 个相关的物种来源信息
- 40674 - Animals: -
- 3039 - Euglena gracilis: 10.3389/FBIOE.2021.662655
- 9606 - Homo sapiens:
- 9606 - Homo sapiens: -
- 1827580 - Streptomyces nigra: 10.3389/FMICB.2018.01587
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- Da-Xin Chen, Jian-Feng Chu, Shan Lin, Ling Zhang, Hong-Wei Chen, Zhi-Wei Sun, Jian-Feng Xu, Qiao-Yan Cai, Li-Li Wang, Jun Peng. Therapeutic Effects of Different Animal Bile Powders on Lipid Metabolism Disorders and Their Composition Analysis.
Chinese journal of integrative medicine.
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Advanced science (Weinheim, Baden-Wurttemberg, Germany).
2022 05; 9(16):e2200263. doi:
10.1002/advs.202200263
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International journal of biological macromolecules.
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Acta neuropsychiatrica.
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Hepatology (Baltimore, Md.).
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