5beta-Cholestane-3alpha,7alpha,12alpha-triol (BioDeep_00000005831)

Main id: BioDeep_00000636696

 

human metabolite Endogenous


代谢物信息卡片


(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,9,16-triol

化学式: C27H48O3 (420.36032579999994)
中文名称: 三羟基前列腺素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)CCCC(C)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
InChI: InChI=1S/C27H48O3/c1-16(2)7-6-8-17(3)20-9-10-21-25-22(15-24(30)27(20,21)5)26(4)12-11-19(28)13-18(26)14-23(25)29/h16-25,28-30H,6-15H2,1-5H3/t17-,18+,19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1

描述信息

5beta-Cholestane-3alpha,7alpha,12alpha-triol is an intermediate in bile acid biosynthesis. 5beta-Cholestane-3alpha,7alpha,12alpha-triol is the second to last step in the synthesis of 5beta-cyprinolsulfate. It is converted from 7alpha,12alpha-dihydroxy-5beta-cholestan-3-one via enzymatic reaction, and then it is converted into 3alpha,7alpha,12alpha,26-tetrahydroxy-5beta-cholestane via the enzyme cytochrome P450 (EC 1.14.13.15). This compound inhibits la-hydroxylation (PMID: 7937829). It is the byproduct of cholestanetetraol 26-dehydrogenase (EC 1.1.1.161) and the reaction that catalyzes it is classified as a small molecule reaction (BioCyc).
5-b-Cholestane-3a ,7a ,12a-triol is an intermediate in Bile acid biosynthesis. 5-b-Cholestane-3a ,7a ,12a-triol is the second to last step of synthesis of 5beta-Cyprinolsulfate. It is converted from 7alpha,12alpha-Dihydroxy-5beta-cholestan-3-one via enzymatic reaction then it is coneverted to 3alpha,7alpha,12alpha,26-Tetrahydroxy-5beta-cholestane via the enzyme cytochrome P450(EC.1.14.13.15). This compound inhibits la-Hydroxylation, (PMID: 7937829). It is the byproduct of Cholestanetetraol 26-dehydrogenase (EC 1.1.1.161), and the reaction that cataylzes it is classified as a small molecule reaction. (BioCyc) [HMDB]

同义名列表

27 个代谢物同义名

(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,9,16-triol; 3,7,12-Trihydroxycoprostane, (3alpha,5alpha,7alpha,12alpha)-isomer; 3,7,12-Trihydroxycoprostane, (3beta,5alpha,7alpha,12alpha)-isomer; 3,7,12-Trihydroxycoprostane, (3beta,5beta,7alpha,12alpha)-isomer; (3alpha,5beta,7alpha,12alpha)-Cholestane-3,7,12-triol; 5β-Cholestane-3α,7α,12α-triol; 3alpha, 7alpha,12alpha-Trihydroxy-5beta-cholestane; 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestane; 5 beta-Cholestane-3 alpha,7 alpha,12 alpha-triol; 5-beta-Cholestane-3-alpha,7-alpha,12-alpha-triol; 5beta-Cholestane-3alpha,7alpha,12alpha-triol; 5beta-Cholestan-3alpha,7alpha,12alpha-triol; 3alpha,7alpha,12alpha-Trihydroxycoprostane; (3α,5β,7α,12α)-Cholestane-3,7,12-triol; 3a,7a,12a-Trihydroxy-5b-cholestane; 3Α,7α,12α-trihydroxy-5β-cholestane; 5-b-Cholestane-3a ,7a ,12a-triol; 3a,7a,12a-Trihydroxycoprostane; 3Α,7α,12α-trihydroxycoprostane; 5b-Cholestane-3a,7a,12a-triol; 5Β-cholestane-3α,7α,12α-triol; 5β-Cholestan-3α,7α,12α-triol; 3,7,12-trihydroxycoprostane; 3,7,12-Trihydroxycholestane; Trihydroxycoprostane; FT-0675561; Chtriol



数据库引用编号

15 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(10)

BioCyc(0)

PlantCyc(0)

代谢反应

115 个相关的代谢反应过程信息。

Reactome(90)

BioCyc(1)

WikiPathways(2)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(22)

PharmGKB(0)

2 个相关的物种来源信息

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

  • Shu-Feng Zhou. Drugs behave as substrates, inhibitors and inducers of human cytochrome P450 3A4. Current drug metabolism. 2008 May; 9(4):310-22. doi: 10.2174/138920008784220664. [PMID: 18473749]
  • Kajsa P Persson, Susanne Ekehed, Charlotta Otter, E S Mareike Lutz, Jane McPheat, Collen M Masimirembwa, Tommy B Andersson. Evaluation of human liver slices and reporter gene assays as systems for predicting the cytochrome p450 induction potential of drugs in vivo in humans. Pharmaceutical research. 2006 Jan; 23(1):56-69. doi: 10.1007/s11095-005-8812-5. [PMID: 16328606]
  • Bryan Goodwin, Karine C Gauthier, Michihisa Umetani, Michael A Watson, Matthew I Lochansky, Jon L Collins, Eran Leitersdorf, David J Mangelsdorf, Steven A Kliewer, Joyce J Repa. Identification of bile acid precursors as endogenous ligands for the nuclear xenobiotic pregnane X receptor. Proceedings of the National Academy of Sciences of the United States of America. 2003 Jan; 100(1):223-8. doi: 10.1073/pnas.0237082100. [PMID: 12509506]
  • B Lidström-Olsson, K Wikvall. The role of sterol carrier protein2 and other hepatic lipid-binding proteins in bile-acid biosynthesis. The Biochemical journal. 1986 Sep; 238(3):879-84. doi: 10.1042/bj2380879. [PMID: 3800967]
  • R Somanathan, S Krisans. Synthesis of C-22, C-23-3H-labeled 3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholestane. Journal of lipid research. 1985 Jun; 26(6):774-5. doi: 10.1016/s0022-2275(20)34336-4. [PMID: 4031656]
  • D K Freese, R F Hanson. Neonatal cholestatic syndromes associated with alterations in bile acid synthesis. Journal of pediatric gastroenterology and nutrition. 1983 May; 2(2):374-80. doi: NULL. [PMID: 6348235]
  • S Dueland, J I Pedersen, C A Drevon, I Björkhem. 26-hydroxylation of 5 beta-cholestane-3 alpha,7 alpha,12 alpha-triol by isolated nonparenchymal cells and hepatocytes from rat liver. Journal of lipid research. 1982 Dec; 23(9):1321-7. doi: . [PMID: 7161561]
  • I Björkhem, H Oftebro, S Skrede, J I Pedersen. Assay of intermediates in bile acid biosynthesis using isotope dilution--mass spectrometry: hepatic levels in the normal state and in cerebrotendinous xanthomatosis. Journal of lipid research. 1981 Feb; 22(2):191-200. doi: . [PMID: 7017048]