5alpha-Cholestanone (BioDeep_00000014384)

Main id: BioDeep_00000398232

 

human metabolite PANOMIX_OTCML-2023 Endogenous Volatile Flavor Compounds


代谢物信息卡片


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

化学式: C27H46O (386.3548466)
中文名称: 5-α-胆甾烷-3-酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(=O)C4)C)C
InChI: InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-20,22-25H,6-17H2,1-5H3/t19-,20+,22+,23-,24+,25+,26+,27-/m1/s1

描述信息

5alpha-Cholestanone, also known as 5α-cholestanone, belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 5alpha-cholestanone is considered to be a sterol lipid molecule. 5alpha-Cholestanone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.
It is an oxidation product of coprosterol. It is a substrate of cholestenone 5alpha-reductase [EC 1.3.1.22] (KEGG). [HMDB]
5α-Cholestan-3-one is an endogenous metabolite.

同义名列表

18 个代谢物同义名

(1S,2S,7S,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one; (5a,17b)-17-Octylandrostan-3-one; Coprostanone, (5alpha)-isomer; Coprostanone, (5beta)-isomer; (5alpha)-Cholestan-3-one; 5-alpha-Cholestan-3-one; 5alpha-Cholestane-3-one; 5alpha-cholestan-3-one; (5alpha)-Cholestanone; 5a(H)-Cholestan-3-one; 5alpha-Coprostanone; 5alpha-cholestanone; 5a-Cholestan-3-one; 5Α-cholestanone; 5a-Cholestanone; Coprostanone; 5α-Cholestan-3-one; 5alpha-Cholestan-3-one



数据库引用编号

16 个数据库交叉引用编号

分类词条

相关代谢途径

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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)

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1 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

  • M R Kasimov, G F Zakyrjanova, A R Giniatullin, A L Zefirov, A M Petrov. Similar oxysterols may lead to opposite effects on synaptic transmission: Olesoxime versus 5α-cholestan-3-one at the frog neuromuscular junction. Biochimica et biophysica acta. 2016 Jul; 1861(7):606-16. doi: 10.1016/j.bbalip.2016.04.010. [PMID: 27102612]
  • M R Kasimov, A R Giniatullin, A L Zefirov, A M Petrov. Effects of 5α-cholestan-3-one on the synaptic vesicle cycle at the mouse neuromuscular junction. Biochimica et biophysica acta. 2015 May; 1851(5):674-85. doi: 10.1016/j.bbalip.2015.02.012. [PMID: 25725358]
  • Matthew G K Benesch, Ruthven N A H Lewis, David A Mannock, Ronald N McElhaney. A DSC and FTIR spectroscopic study of the effects of the epimeric coprostan-3-ols and coprostan-3-one on the thermotropic phase behaviour and organization of dipalmitoylphosphatidylcholine bilayer membranes: Comparison with their 5-cholesten analogues. Chemistry and physics of lipids. 2015 May; 188(?):10-26. doi: 10.1016/j.chemphyslip.2015.03.002. [PMID: 25804450]
  • Bianka Ditscheid, Sylvia Keller, Gerhard Jahreis. Faecal steroid excretion in humans is affected by calcium supplementation and shows gender-specific differences. European journal of nutrition. 2009 Feb; 48(1):22-30. doi: 10.1007/s00394-008-0755-2. [PMID: 19009227]
  • Gerhard Dongowski, Angelika Lorenz. Intestinal steroids in rats are influenced by the structural parameters of pectin. The Journal of nutritional biochemistry. 2004 Apr; 15(4):196-205. doi: 10.1016/s0955-2863(03)00080-9. [PMID: 15068812]
  • E Kim, S M Jeon, M S Choi. Effects of gamma-irradiated fats on plasma lipid concentrations and hepatic cholesterol metabolism in rats. Annals of nutrition & metabolism. 2001; 45(4):152-8. doi: 10.1159/000046723. [PMID: 11463998]
  • K Suzuki, T Shimizu, T Nakata. The cholesterol metabolite cholest-4-en-3-one and its 3-oxo derivatives suppress body weight gain, body fat accumulation and serum lipid concentration in mice. Bioorganic & medicinal chemistry letters. 1998 Aug; 8(16):2133-8. doi: 10.1016/s0960-894x(98)00362-x. [PMID: 9873500]
  • W F Lau, N P Das. In vitro modulation of rat adipocyte ghost membrane fluidity by cholesterol oxysterols. Experientia. 1995 Jul; 51(7):731-7. doi: 10.1007/bf01941271. [PMID: 7628581]
  • A Sziegoleit, D Linder. Studies on the sterol-binding capacity of human pancreatic elastase 1. Gastroenterology. 1991 Mar; 100(3):768-74. doi: 10.1016/0016-5085(91)80024-4. [PMID: 1993499]
  • A K Bhattacharyya, D A Eggen, P Correa, J P Strong. Differences in fecal excretion of cholesterol and bacterial degradation products in high- and low-responding rhesus monkeys: implications in colon cancer. Nutrition and cancer. 1989; 12(1):69-73. doi: 10.1080/01635588909514003. [PMID: 2496397]
  • G V Vahouny, R Khalafi, S Satchithanandam, D W Watkins, J A Story, M M Cassidy, D Kritchevsky. Dietary fiber supplementation and fecal bile acids, neutral steroids and divalent cations in rats. The Journal of nutrition. 1987 Dec; 117(12):2009-15. doi: 10.1093/jn/117.12.2009. [PMID: 2826726]
  • H K Kaul, D B Couch, J D Gingerich, W R Bruce, J A Heddle. Genotoxicity of two fecal steroids in murine colonic epithelium assessed by the sister chromatid exchange technique. Mutagenesis. 1987 Nov; 2(6):441-4. doi: 10.1093/mutage/2.6.441. [PMID: 3328036]
  • P P Nair, N Turjman, G T Goodman, C Guidry, B M Calkins. Diet, nutrition intake, and metabolism in populations at high and low risk for colon cancer. Metabolism of neutral sterols. The American journal of clinical nutrition. 1984 10; 40(4 Suppl):931-6. doi: 10.1093/ajcn/40.4.931. [PMID: 6435444]
  • G E Mott, E M Jackson. Loss of tritium from coprostanone derived from [1,2(n)-3H]cholesterol or [7(n)-3H]cholesterol. Journal of lipid research. 1980 May; 21(4):480-4. doi: . [PMID: 6770018]