Glycodeoxycholate (BioDeep_00000606592)
Main id: BioDeep_00000001651
PANOMIX_OTCML-2023 Bile acids
代谢物信息卡片
N-(3alpha,12alpha-dihydroxy-5beta-cholan-24-oyl)glycine
化学式: C26H43NO5 (449.3141)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1C[C@@H](O)C[C@@]2([H])CC[C@]3([H])[C@@]([H])([C@]21C)C[C@H](O)[C@]1(C)[C@]([C@H](C)CCC(=O)NCC(=O)O)([H])CC[C@]13[H]
InChI: InChI=1S/C26H43NO5/c1-15(4-9-23(30)27-14-24(31)32)19-7-8-20-18-6-5-16-12-17(28)10-11-25(16,2)21(18)13-22(29)26(19,20)3/h15-22,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16-,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
D013501 - Surface-Active Agents > D003902 - Detergents
A bile acid glycine conjugate of deoxycholic acid.
Glycodeoxycholic Acid is an endogenous metabolite.
Glycodeoxycholic Acid is an endogenous metabolite.
同义名列表
数据库引用编号
15 个数据库交叉引用编号
- ChEBI: CHEBI:27471
- KEGG: C05464
- PubChem: 3035026
- Metlin: METLIN7000
- ChEMBL: CHEMBL258605
- LipidMAPS: LMST05030006
- MeSH: Glycodeoxycholic Acid
- KNApSAcK: C00030411
- CAS: 360-65-6
- MetaboLights: MTBLC27471
- PubChem: 7824
- 3DMET: B05041
- NIKKAJI: J14.409F
- medchemexpress: HY-125731
- KNApSAcK: 27471
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
- 1827580 - Streptomyces nigra: 10.3389/FMICB.2018.01587
- 5691 - Trypanosoma brucei: 10.1371/JOURNAL.PNTD.0001618
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
- Cuitong Wang, Bin Cheng, Wei Wei, Lanlan Gui, Wushuang Zeng, Yutong Wang, Yixuan Wang, Qi Chen, Liang Xu, Jia Miao, Ke Lan. Comparison of 1Beta- and 5Beta-hydroxylation of Deoxycholate and Glycodeoxycholate as In Vitro Index Reactions for Cytochrome P450 3A Activities.
Drug metabolism and disposition: the biological fate of chemicals.
2024 Jan; 52(2):126-134. doi:
10.1124/dmd.123.001513. [PMID: 38050044] - Achmad Fauzi, Suhendro, Marcellus Simadibrata, Abdul Azis Rani, Dondin Sajuthi, Permanawati, Rosvitha Amanda, Dadang Makmun. Role of glycodeoxycholic acid to induce acute pancreatitis in Macaca nemestrina.
Journal of medical primatology.
2022 06; 51(3):134-142. doi:
10.1111/jmp.12577. [PMID: 35306662] - Sławomira Drzymała-Czyż, Krzysztof Dziedzic, Artur Szwengiel, Patrycja Krzyżanowska-Jankowska, Jan K Nowak, Agata Nowicka, Raisa Aringazina, Sylwia Drzymała, Nataliya Kashirskaya, Jarosław Walkowiak. Serum bile acids in cystic fibrosis patients - glycodeoxycholic acid as a potential marker of liver disease.
Digestive and liver disease : official journal of the Italian Society of Gastroenterology and the Italian Association for the Study of the Liver.
2022 Jan; 54(1):111-117. doi:
10.1016/j.dld.2021.06.034. [PMID: 34305015] - Phylyne van Rijs, Vincenzo Fogliano. Roasting carob flour decreases the capacity to bind glycoconjugates of bile acids.
Food & function.
2020 Jul; 11(7):5924-5932. doi:
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The British journal of surgery.
2019 08; 106(9):1178-1186. doi:
10.1002/bjs.11208. [PMID: 31216062] - Brian Rago, Brendan Tierney, A David Rodrigues, Christopher L Holliman, Ragu Ramanathan. A multiplex HRMS assay for quantifying selected human plasma bile acids as candidate OATP biomarkers.
Bioanalysis.
2018 May; 10(9):645-657. doi:
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American journal of physiology. Gastrointestinal and liver physiology.
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Inflammation.
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Hepatology (Baltimore, Md.).
2012 Jan; 55(1):267-76. doi:
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American journal of physiology. Endocrinology and metabolism.
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Pancreas.
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2009; 4(2):e4512. doi:
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2008 Dec; 49(12):2690-5. doi:
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American journal of physiology. Gastrointestinal and liver physiology.
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The Journal of surgical research.
2008 Mar; 145(1):19-24. doi:
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Inflammation.
2007 Dec; 30(6):205-12. doi:
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Journal of gastroenterology and hepatology.
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2007 Apr; 11(4):439-44. doi:
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Hepato-gastroenterology.
2006 Jul; 53(70):597-602. doi:
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2006; 38(2):70-5. doi:
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Inflammation.
2004 Oct; 28(5):303-9. doi:
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Surgery.
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Lipids.
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Pancreas.
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Research in experimental medicine. Zeitschrift fur die gesamte experimentelle Medizin einschliesslich experimenteller Chirurgie.
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10.1007/s004330050132. [PMID: 10494674] - K Fadden, M J Hill, E Latymer, G Low, R W Owen. Steroid metabolism along the gastrointestinal tract of the cannulated pig.
European journal of cancer prevention : the official journal of the European Cancer Prevention Organisation (ECP).
1999 Feb; 8(1):35-40. doi:
10.1097/00008469-199902000-00005. [PMID: 10091041] - E A Trautwein, D Rieckhoff, H F Erbersdobler. Dietary inulin lowers plasma cholesterol and triacylglycerol and alters biliary bile acid profile in hamsters.
The Journal of nutrition.
1998 Nov; 128(11):1937-43. doi:
10.1093/jn/128.11.1937. [PMID: 9808646] - H M Chen, M H Shyr, S W Ueng, M F Chen. Hyperbaric oxygen therapy attenuates pancreatic microcirculatory derangement and lung edema in an acute experimental pancreatitis model in rats.
Pancreas.
1998 Jul; 17(1):44-9. doi:
10.1097/00006676-199807000-00005. [PMID: 9667519] - A L Craddock, M W Love, R W Daniel, L C Kirby, H C Walters, M H Wong, P A Dawson. Expression and transport properties of the human ileal and renal sodium-dependent bile acid transporter.
The American journal of physiology.
1998 01; 274(1):G157-69. doi:
10.1152/ajpgi.1998.274.1.g157. [PMID: 9458785] - J Wu, S S Peng. Comparison of hypolipidemic effect of refined konjac meal with several common dietary fibers and their mechanisms of action.
Biomedical and environmental sciences : BES.
1997 Mar; 10(1):27-37. doi:
NULL. [PMID: 9099424] - M Hu, H Wu, C Chao, L Yang, S Xiong, Z G Zhuang, Y Huang, Y Cao, Y Li. [Pre- and post-operative changes in serum levels of glycocholic acid and 3,5,3'-triiodothyronine and their clinical significance in patients with cholelithiasis].
Hunan yi ke da xue xue bao = Hunan yike daxue xuebao = Bulletin of Hunan Medical University.
1997; 22(2):162-4. doi:
NULL. [PMID: 9868063] - G Xu, G Salen, S Shefer, G C Ness, L B Nguyen, G S Tint, T S Parker, J Roberts, A K Batta, T S Chen, Z Zhao, X Kong. Increasing hepatic cholesterol 7alpha-hydroxylase reduces plasma cholesterol concentrations in normocholesterolemic and hypercholesterolemic rabbits.
Hepatology (Baltimore, Md.).
1996 Oct; 24(4):882-7. doi:
10.1002/hep.510240421. [PMID: 8855192] - A J Hoogstraate, J Coos Verhoef, A Pijpers, L A van Leengoed, J H Verheijden, H E Junginger, H E Boddé. In vivo buccal delivery of the peptide drug buserelin with glycodeoxycholate as an absorption enhancer in pigs.
Pharmaceutical research.
1996 Aug; 13(8):1233-7. doi:
10.1023/a:1016024606221. [PMID: 8865318] - A J Hoogstraate, J C Verhoef, B Tuk, A Pijpers, L A van Leengoed, J H Verheijden, H E Junginger, H E Boddé. In-vivo buccal delivery of fluorescein isothiocyanate-dextran 4400 with glycodeoxycholate as an absorption enhancer in pigs.
Journal of pharmaceutical sciences.
1996 May; 85(5):457-60. doi:
10.1021/js950129k. [PMID: 8742934] - T Foitzik, H G Hotz, J Schmidt, E Klar, A L Warshaw, H J Buhr. Effect of microcirculatory perfusion on distribution of trypsinogen activation peptides in acute experimental pancreatitis.
Digestive diseases and sciences.
1995 Oct; 40(10):2184-8. doi:
10.1007/bf02209003. [PMID: 7587786] - K Huch, J Schmidt, W Schratt, H P Sinn, H Buhr, C Herfarth, E Klar. Hyperoncotic dextran and systemic aprotinin in necrotizing rodent pancreatitis.
Scandinavian journal of gastroenterology.
1995 Aug; 30(8):812-6. doi:
10.3109/00365529509096333. [PMID: 7481552] - D G Bassi, T Foitzik, D W Rattner, K Lewandrowski, A L Warshaw, C Fernández-del Castillo. Failure of pentoxifylline to ameliorate severe acute pancreatitis in the rat: results of a prospective, randomized, controlled study.
Critical care medicine.
1994 Dec; 22(12):1960-3. doi:
. [PMID: 7988133] - G Vanden Bossche. Use of ionic detergents for enterovirus recovery from waste water.
Microbiological research.
1994 Sep; 149(3):231-40. doi:
10.1016/s0944-5013(11)80063-7. [PMID: 7527287] - J Kopitz, C von Reitzenstein, C Mühl, M Cantz. Role of plasma membrane ganglioside sialidase of human neuroblastoma cells in growth control and differentiation.
Biochemical and biophysical research communications.
1994 Mar; 199(3):1188-93. doi:
10.1006/bbrc.1994.1356. [PMID: 8147859] - G Salvioli, E Gaetti, R Panini, R Lugli, J M Pradelli. Different resistance of mammalian red blood cells to hemolysis by bile salts.
Lipids.
1993 Nov; 28(11):999-1003. doi:
10.1007/bf02537121. [PMID: 8277831] - N Domingo, F Chanussot, D Botta, M O Reynier, C Crotte, J Hauton, H Lafont. Modulating effects of bile salt hydrophobicity on bile secretion of the major protein of the bile lipoprotein complex.
Lipids.
1993 Oct; 28(10):883-7. doi:
10.1007/bf02537495. [PMID: 8246688] - J Schmidt, K Lewandrowski, C Fernandez-del Castillo, U Mandavilli, C C Compton, A L Warshaw, D W Rattner. Histopathologic correlates of serum amylase activity in acute experimental pancreatitis.
Digestive diseases and sciences.
1992 Sep; 37(9):1426-33. doi:
10.1007/bf01296014. [PMID: 1380425] - J Schmidt, C Fernández-del Castillo, D W Rattner, K Lewandrowski, C C Compton, A L Warshaw. Trypsinogen-activation peptides in experimental rat pancreatitis: prognostic implications and histopathologic correlates.
Gastroenterology.
1992 Sep; 103(3):1009-16. doi:
10.1016/0016-5085(92)90036-x. [PMID: 1499902] - H R Schneider-Jakob, M Cantz. Lysosomal and plasma membrane ganglioside GM3 sialidases of cultured human fibroblasts. Differentiation by detergents and inhibitors.
Biological chemistry Hoppe-Seyler.
1991 Jun; 372(6):443-50. doi:
10.1515/bchm3.1991.372.1.443. [PMID: 1910582] - D W Rattner, L M Napolitano, J Corsetti, C Compton, G G Stanford, A L Warshaw, B Chernow. Hypocalcemia in experimental pancreatitis occurs independently of changes in serum nonesterified fatty acid levels.
International journal of pancreatology : official journal of the International Association of Pancreatology.
1990 Jun; 6(4):249-62. doi:
10.1007/bf02924404. [PMID: 1698894] - K Opleta, E V O'Loughlin, E A Shaffer, J Hayden, M Hollenberg, D G Gall. Effect of epidermal growth factor on growth and postnatal development of the rabbit liver.
The American journal of physiology.
1987 Nov; 253(5 Pt 1):G622-6. doi:
10.1152/ajpgi.1987.253.5.g622. [PMID: 3500648] - M Maruyama. Selective solubilization of physalaemin-type substance P binding sites from rat brain membranes by glycodeoxycholate and NaCl.
Brain research.
1986 Apr; 370(1):186-90. doi:
10.1016/0006-8993(86)91122-4. [PMID: 3011190] - C K McSherry, E H Mosbach, B I Cohen, M Une, R J Stenger, A K Singhal. Hyodeoxycholic acid: a new approach to gallstone prevention.
American journal of surgery.
1985 Jan; 149(1):126-32. doi:
10.1016/s0002-9610(85)80021-0. [PMID: 3970744] - K Linnet, J R Andersen, P Hesselfeldt. Concentrations of glycine- and taurine-conjugated bile acids in portal and systemic venous serum in man.
Scandinavian journal of gastroenterology.
1984 Jun; 19(4):575-8. doi:
10.1080/00365521.1984.12005772. [PMID: 6463582] - Y Tazawa, M Yamada, M Nakagawa, Y Konno, K Tada. Unconjugated, glycine-conjugated, taurine-conjugated bile acid nonsulfates and sulfates in urine of young infants with cholestasis.
Acta paediatrica Scandinavica.
1984 May; 73(3):392-7. doi:
10.1111/j.1651-2227.1994.tb17754.x. [PMID: 6741539] - A L Baetz, M E McLoughlin. Serum concentration of bile acids in guinea pigs as an indicator of liver damage caused by aflatoxins.
American journal of veterinary research.
1983 Oct; 44(10):1971-2. doi:
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Journal of chromatography.
1983 Sep; 276(2):289-300. doi:
NULL. [PMID: 6630379] - A I Magee, D A Grant, J Hermon-Taylor, R E Offord. Specific one-stage method for assay of enterokinase activity by release of radiolabelled activation peptides from alpha-N-[3H]acetyl-trypsinogen and the effect of calcium ions on the enzyme activity.
The Biochemical journal.
1981 Jul; 197(1):239-44. doi:
10.1042/bj1970239. [PMID: 7032517] - 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:
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Biochimica et biophysica acta.
1981 Jan; 640(1):55-65. doi:
10.1016/0005-2736(81)90531-9. [PMID: 7213693] - D Billington, C E Evans, P P Godfrey, R Coleman. Effects of bile salts on the plasma membranes of isolated rat hepatocytes.
The Biochemical journal.
1980 May; 188(2):321-7. doi:
10.1042/bj1880321. [PMID: 7396866] - J D Lloyd-Still, L M Demers. Serum glycine-conjugated bile acids in pediatric hepatobiliary disorders.
American journal of clinical pathology.
1979 Apr; 71(4):444-51. doi:
10.1093/ajcp/71.4.444. [PMID: 443203] - L M Demers, J D Lloyd-Still. Serum bile acid levels in protracted diarrhea of infancy.
American journal of diseases of children (1960).
1978 Oct; 132(10):1001-3. doi:
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