Glycolithocholate (BioDeep_00001871906)
Main id: BioDeep_00000003937
Bile acids Volatile Flavor Compounds
代谢物信息卡片
化学式: C26H43NO4 (433.31919180000006)
中文名称: 甘氨石胆酸
谱图信息:
最多检出来源 Homo sapiens(feces) 1.53%
分子结构信息
SMILES: CC(CCC(=O)NCC(=O)O)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C
InChI: InChI=1S/C26H43NO4/c1-16(4-9-23(29)27-15-24(30)31)20-7-8-21-19-6-5-17-14-18(28)10-12-25(17,2)22(19)11-13-26(20,21)3/h16-22,28H,4-15H2,1-3H3,(H,27,29)(H,30,31)/t16-,17-,18-,19+,20-,21+,22+,25+,26-/m1/s1
描述信息
D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts
D005765 - Gastrointestinal Agents > D002793 - Cholic Acids
The glycine conjugate of lithocholic acid.
同义名列表
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:181179
- ChEBI: CHEBI:37998
- KEGG: C15557
- PubChem: 115245
- ChEMBL: CHEMBL258818
- LipidMAPS: LMST05030009
- CAS: 474-74-8
- MetaboLights: MTBLC37998
- PubChem: 17396549
- NIKKAJI: J258.541C
- KNApSAcK: 181179
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)
1 个相关的物种来源信息
- 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
- Xingguo Cheng, Youcai Zhang, Curtis D Klaassen. Decreased bile-acid synthesis in livers of hepatocyte-conditional NADPH-cytochrome P450 reductase-null mice results in increased bile acids in serum.
The Journal of pharmacology and experimental therapeutics.
2014 Oct; 351(1):105-13. doi:
10.1124/jpet.114.216796. [PMID: 25034404] - Carlos A Penno, Stuart A Morgan, Adam J Rose, Stephan Herzig, Gareth G Lavery, Alex Odermatt. 11β-Hydroxysteroid dehydrogenase-1 is involved in bile acid homeostasis by modulating fatty acid transport protein-5 in the liver of mice.
Molecular metabolism.
2014 Aug; 3(5):554-64. doi:
10.1016/j.molmet.2014.04.008. [PMID: 25061560] - Rima Kaddurah-Daouk, Rebecca A Baillie, Hongjie Zhu, Zhao-Bang Zeng, Michelle M Wiest, Uyen Thao Nguyen, Katie Wojnoonski, Steven M Watkins, Miles Trupp, Ronald M Krauss. Enteric microbiome metabolites correlate with response to simvastatin treatment.
PloS one.
2011; 6(10):e25482. doi:
10.1371/journal.pone.0025482. [PMID: 22022402] - Jocelyn Trottier, Andrzej Białek, Patrick Caron, Robert J Straka, Piotr Milkiewicz, Olivier Barbier. Profiling circulating and urinary bile acids in patients with biliary obstruction before and after biliary stenting.
PloS one.
2011; 6(7):e22094. doi:
10.1371/journal.pone.0022094. [PMID: 21760958] - Anand Balakrishnan, Stephen A Wring, James E Polli. Interaction of native bile acids with human apical sodium-dependent bile acid transporter (hASBT): influence of steroidal hydroxylation pattern and C-24 conjugation.
Pharmaceutical research.
2006 Jul; 23(7):1451-9. doi:
10.1007/s11095-006-0219-4. [PMID: 16783481] - DebraLynn Mims, David Hercules. Quantification of bile acids directly from plasma by MALDI-TOF-MS.
Analytical and bioanalytical chemistry.
2004 Mar; 378(5):1322-6. doi:
10.1007/s00216-003-2475-z. [PMID: 14747894] - Maria Rius, Anne T Nies, Johanna Hummel-Eisenbeiss, Gabriele Jedlitschky, Dietrich Keppler. Cotransport of reduced glutathione with bile salts by MRP4 (ABCC4) localized to the basolateral hepatocyte membrane.
Hepatology (Baltimore, Md.).
2003 Aug; 38(2):374-84. doi:
10.1053/jhep.2003.50331. [PMID: 12883481] - DebraLynn Mims, David Hercules. Quantification of bile acids directly from urine by MALDI-TOF-MS.
Analytical and bioanalytical chemistry.
2003 Mar; 375(5):609-16. doi:
10.1007/s00216-003-1771-y. [PMID: 12638043] - Zhe-Sheng Chen, Elizabeth Hopper-Borge, Martin G Belinsky, Irina Shchaveleva, Elena Kotova, Gary D Kruh. Characterization of the transport properties of human multidrug resistance protein 7 (MRP7, ABCC10).
Molecular pharmacology.
2003 Feb; 63(2):351-8. doi:
10.1124/mol.63.2.351. [PMID: 12527806] - Kunrong Cheng, Sandeep Khurana, Ying Chen, Richard H Kennedy, Piotr Zimniak, Jean-Pierre Raufman. Lithocholylcholine, a bile acid/acetylcholine hybrid, is a muscarinic receptor antagonist.
The Journal of pharmacology and experimental therapeutics.
2002 Oct; 303(1):29-35. doi:
10.1124/jpet.102.036376. [PMID: 12235229] - M R Leonard, M A Bogle, M C Carey, J M Donovan. Spread monomolecular films of monohydroxy bile acids and their salts: influence of hydroxyl position, bulk pH, and association with phosphatidylcholine.
Biochemistry.
2000 Dec; 39(51):16064-74. doi:
10.1021/bi001316m. [PMID: 11123934] - T Washizu, T Ishida, M Washizu, I Tomoda, J J Kaneko. Changes in bile acid composition of serum and gallbladder bile in bile duct ligated dogs.
The Journal of veterinary medical science.
1994 Apr; 56(2):299-303. doi:
10.1292/jvms.56.299. [PMID: 8075218] - F Kuipers, M Enserink, R Havinga, A B van der Steen, M J Hardonk, J Fevery, R J Vonk. Separate transport systems for biliary secretion of sulfated and unsulfated bile acids in the rat.
The Journal of clinical investigation.
1988 May; 81(5):1593-9. doi:
10.1172/jci113493. [PMID: 3366909] - F Kuipers, J P Derksen, A Gerding, G L Scherphof, R J Vonk. Biliary lipid secretion in the rat. The uncoupling of biliary cholesterol and phospholipid secretion from bile acid secretion by sulfated glycolithocholic acid.
Biochimica et biophysica acta.
1987 Nov; 922(2):136-44. doi:
10.1016/0005-2760(87)90147-0. [PMID: 3676338] - S Barnes, R Waldrop, J Crenshaw, R J King, K B Taylor. Evidence for an ordered reaction mechanism for bile salt: 3'phosphoadenosine-5'-phosphosulfate: sulfotransferase from rhesus monkey liver that catalyzes the sulfation of the hepatotoxin glycolithocholate.
Journal of lipid research.
1986 Nov; 27(11):1111-23. doi:
. [PMID: 3470420] - J Yanagisawa, Y Akashi, H Miyazaki, F Nakayama. Critical evaluation of the existence of so-called tissue-bound lithocholate in human liver tissue by selected ion monitoring.
Journal of lipid research.
1984 Nov; 25(11):1263-71. doi:
10.1016/s0022-2275(20)40778-3. [PMID: 6394682] - A K Batta, S Shefer, G Salen. Thin-layer chromatographic separation of conjugates of ursodeoxycholic acid from those of litho-, chenodeoxy-, deoxy-, and cholic acids.
Journal of lipid research.
1981 May; 22(4):712-4. doi:
". [PMID: 7276746] - L J Chen. Bile salt sulfotransferase.
Methods in enzymology.
1981; 77(?):213-8. doi:
10.1016/s0076-6879(81)77028-9. [PMID: 6948990]