Allolithocholic acid (BioDeep_00000018694)
Main id: BioDeep_00000398594
human metabolite PANOMIX_OTCML-2023 Endogenous Bile acids BioNovoGene_Lab2019
代谢物信息卡片
化学式: C24H40O3 (376.297729)
中文名称: 石胆酸
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(CCC(=O)O)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C
InChI: InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)
描述信息
Allolithocholic acid is a bile acid present in normal serum and feces, with a tendency to be at higher concentrations in patients with colon cancer, particularly in men (PMID 16548228). A bile acid. 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).
Allolithocholic acid is a bile acid present in normal serum and feces, with a tendency to be at higher concentrations in patients with colon cancer, particularly in men (PMID 16548228).
D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts
D005765 - Gastrointestinal Agents > D002793 - Cholic Acids
D013501 - Surface-Active Agents > D003902 - Detergents
Lithocholic acid is a toxic secondary bile acid that can promote intrahepatic cholestasis and promote tumorigenesis.
同义名列表
12 个代谢物同义名
(4S)-4-[(2S,5R,15R)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid; (4S)-4-[(2S,5R,15R)-5-Hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate; 3a-Hydroxy-5a-cholan-24-Oic acid; 3a-Hydroxy-5a-cholanoic acid; 3a-Hydroxy-5a-cholan-24-Oate; 3-Hydroxycholan-24-oic acid; 3a-Hydroxy-5a-cholanoate; Allolithocholic acid; Allolithocholate; Lithocholic acid; 3α-Hydroxy-5β-cholanic acid; Lithocholic acid
数据库引用编号
21 个数据库交叉引用编号
- ChEBI: CHEBI:16325
- KEGG: C03990
- PubChem: 53477689
- PubChem: 500165
- PubChem: 9903
- HMDB: HMDB0000381
- ChEMBL: CHEMBL1478
- MeSH: Lithocholic Acid
- foodb: FDB021999
- CAS: 2276-94-0
- CAS: 434-13-9
- PMhub: MS000010253
- PubChem: 6705
- LipidMAPS: LMST04010003
- PDB-CCD: 4OA
- 3DMET: B01708
- NIKKAJI: J1.532F
- RefMet: Allolithocholic acid
- medchemexpress: HY-B0172
- BioNovoGene_Lab2019: BioNovoGene_Lab2019-569
- KNApSAcK: 16325
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)
2 个相关的物种来源信息
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
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
- Song Chen, Zongren Hu, Jianbang Tang, Haipeng Zhu, Yuhua Zheng, Jiedong Xiao, Youhua Xu, Yao Wang, Yi Luo, Xiaoying Mo, Yalan Wu, Jianwen Guo, Yongliang Zhang, Huanhuan Luo. High temperature and humidity in the environment disrupt bile acid metabolism, the gut microbiome, and GLP-1 secretion in mice.
Communications biology.
2024 Apr; 7(1):465. doi:
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International journal of molecular sciences.
2024 Apr; 25(8):. doi:
10.3390/ijms25084283
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Biochimica et biophysica acta. Biomembranes.
2024 Feb; ?(?):184294. doi:
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Clinical and translational medicine.
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Toxicology letters.
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Biochemical pharmacology.
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Gut microbes.
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Scientific reports.
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Food & function.
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Acta pharmacologica Sinica.
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Toxicology and applied pharmacology.
2020 09; 403(?):115136. doi:
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Journal of ethnopharmacology.
2020 Aug; 258(?):112896. doi:
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Kidney international.
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Journal of nutritional science and vitaminology.
2020; 66(4):370-374. doi:
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Journal of ethnopharmacology.
2019 Dec; 245(?):112103. doi:
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Journal of pharmaceutical sciences.
2019 08; 108(8):2756-2764. doi:
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. [PMID: 30905707] - Fedja Farowski, Philipp Solbach, Anastasia Tsakmaklis, Susanne Brodesser, M Rebeca Cruz Aguilar, Oliver A Cornely, Katja Dettmer, Paul G Higgins, Sebastian Suerbaum, Nathalie Jazmati, Peter J Oefner, Maria J G T Vehreschild. Potential biomarkers to predict outcome of faecal microbiota transfer for recurrent Clostridioides difficile infection.
Digestive and liver disease : official journal of the Italian Society of Gastroenterology and the Italian Association for the Study of the Liver.
2019 07; 51(7):944-951. doi:
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Chemistry (Weinheim an der Bergstrasse, Germany).
2019 May; 25(30):7315-7321. doi:
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Chemico-biological interactions.
2019 May; 305(?):12-20. doi:
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Applied microbiology and biotechnology.
2019 Mar; 103(6):2665-2674. doi:
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Toxicology and applied pharmacology.
2019 01; 362(?):150-158. doi:
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Colloids and surfaces. B, Biointerfaces.
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Journal of the American Society of Nephrology : JASN.
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Cellular and molecular biology (Noisy-le-Grand, France).
2018 Oct; 64(13):63-68. doi:
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Molecular nutrition & food research.
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International journal of molecular sciences.
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Molecular pharmaceutics.
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Gastroenterology.
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Toxicology and applied pharmacology.
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Cellular oncology (Dordrecht).
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European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
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Plant foods for human nutrition (Dordrecht, Netherlands).
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Toxicology letters.
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Drug metabolism and disposition: the biological fate of chemicals.
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Chemistry (Weinheim an der Bergstrasse, Germany).
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Drug metabolism and disposition: the biological fate of chemicals.
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Biochimica et biophysica acta.
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Liver international : official journal of the International Association for the Study of the Liver.
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Journal of lipid research.
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Aging.
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Plant foods for human nutrition (Dordrecht, Netherlands).
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Immunology.
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The Korean journal of gastroenterology = Taehan Sohwagi Hakhoe chi.
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Journal of nutritional science and vitaminology.
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PloS one.
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Biological & pharmaceutical bulletin.
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Gastroenterology.
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