5alpha-Cholestane (BioDeep_00000003876)

 

Secondary id: BioDeep_00001869563

human metabolite Endogenous


代谢物信息卡片


(1S,2S,7R,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane

化学式: C27H48 (372.37558079999997)
中文名称: 5α-胆甾烷
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CCC4C3(CCCC4)C)C
InChI: InChI=1S/C27H48/c1-19(2)9-8-10-20(3)23-14-15-24-22-13-12-21-11-6-7-17-26(21,4)25(22)16-18-27(23,24)5/h19-25H,6-18H2,1-5H3/t20-,21-,22+,23-,24+,25+,26+,27-/m1/s1

描述信息

5alpha-Cholestane is found in potato. Cholestane is a saturated 27-carbon steroid precursor which serves as the basis for many organic molecules. (Wikipedia).
Cholestane is a saturated 27-carbon steroid precursor which serves as the basis for many organic molecules. 5alpha-Cholestane is found in potato.

同义名列表

15 个代谢物同义名

(1S,2S,7R,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane; 28,29,30-Trinorlanostane; 5alpha-Cholestane (8ci); (5alpha)-Cholestane; 5alpha-Cholestane; alpha-Cholestane; (5a)-Cholestane; (5Α)-cholestane; 5|A-cholestane; 5Α-cholestane; 5a-Cholestane; a-Cholestane; Α-cholestane; Cholestane; Cholesten



数据库引用编号

14 个数据库交叉引用编号

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)

5 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

  • Arafa I Hamed, Bogdan Janda, Usama A Mahalel, Anna Stochmal, Wieslaw Oleszek. Profiles of steroidal saponins from the aerial parts of Tribulus pentandrus, T. megistopterus subsp. pterocarpus and T. parvispinus by LC-ESI-MS/MS. Phytochemical analysis : PCA. 2012 Nov; 23(6):613-21. doi: 10.1002/pca.2363. [PMID: 22517607]
  • Anielka Rosado-Abón, Guadalupe de Dios-Bravo, Rogelio Rodríguez-Sotres, Martín A Iglesias-Arteaga. Synthesis and plant growth promoting activity of polyhydroxylated ketones bearing the 5α-hydroxy-6-oxo moiety and cholestane side chain. Steroids. 2012 Apr; 77(5):461-6. doi: 10.1016/j.steroids.2012.01.004. [PMID: 22273808]
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  • Debora Esposito, Slavko Komarnytsky, Sue Shapses, Ilya Raskin. Anabolic effect of plant brassinosteroid. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 2011 Oct; 25(10):3708-19. doi: 10.1096/fj.11-181271. [PMID: 21746867]
  • Rodrigo T Iborra, Adriana Machado-Lima, Gabriela Castilho, Valeria S Nunes, Dulcinéia S P Abdalla, Edna R Nakandakare, Marisa Passarelli. Advanced glycation in macrophages induces intracellular accumulation of 7-ketocholesterol and total sterols by decreasing the expression of ABCA-1 and ABCG-1. Lipids in health and disease. 2011 Sep; 10(?):172. doi: 10.1186/1476-511x-10-172. [PMID: 21957962]
  • Francesco M Megli, Elena Conte, Takashi Ishikawa. Cholesterol attenuates and prevents bilayer damage and breakdown in lipoperoxidized model membranes. A spin labeling EPR study. Biochimica et biophysica acta. 2011 Sep; 1808(9):2267-74. doi: 10.1016/j.bbamem.2011.04.016. [PMID: 21600189]
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  • Ioanna Vallianou, Nikolaos Peroulis, Panayotis Pantazis, Margarita Hadzopoulou-Cladaras. Camphene, a plant-derived monoterpene, reduces plasma cholesterol and triglycerides in hyperlipidemic rats independently of HMG-CoA reductase activity. PloS one. 2011; 6(11):e20516. doi: 10.1371/journal.pone.0020516. [PMID: 22073134]
  • L J Chen, Y F Lu, J T Chien, B H Chen. Formation and inhibition of cholesterol oxidation products in tea-leaf eggs during marinating. Journal of agricultural and food chemistry. 2010 Oct; 58(19):10467-74. doi: 10.1021/jf102487j. [PMID: 20828157]
  • A Grammenos, A Mouithys-Mickalad, P H Guelluy, M Lismont, G Piel, M Hoebeke. ESR technique for noninvasive way to quantify cyclodextrins effect on cell membranes. Biochemical and biophysical research communications. 2010 Jul; 398(3):350-4. doi: 10.1016/j.bbrc.2010.06.050. [PMID: 20599748]
  • P Tripathi, R Kumar, A K Sharma, A Mishra, R Gupta. Pistia stratiotes (Jalkumbhi). Pharmacognosy reviews. 2010 Jul; 4(8):153-60. doi: 10.4103/0973-7847.70909. [PMID: 22228955]
  • Derek Marsh. Electron spin resonance in membrane research: protein-lipid interactions from challenging beginnings to state of the art. European biophysics journal : EBJ. 2010 Mar; 39(4):513-25. doi: 10.1007/s00249-009-0512-3. [PMID: 19669751]
  • Jialin Liu, William David Nes. Steroidal triterpenes: design of substrate-based inhibitors of ergosterol and sitosterol synthesis. Molecules (Basel, Switzerland). 2009 Nov; 14(11):4690-706. doi: 10.3390/molecules14114690. [PMID: 19924096]
  • Hongmei Liu, Tiebing Wang, Kaixun Huang. Cholestane-3beta,5alpha,6beta-triol-induced reactive oxygen species production promotes mitochondrial dysfunction in isolated mice liver mitochondria. Chemico-biological interactions. 2009 May; 179(2-3):81-7. doi: 10.1016/j.cbi.2008.12.003. [PMID: 19121293]
  • Ying Zhang, Herbert J Tobias, J Thomas Brenna. Steroid isotopic standards for gas chromatography-combustion isotope ratio mass spectrometry (GCC-IRMS). Steroids. 2009 Mar; 74(3):369-78. doi: 10.1016/j.steroids.2008.10.001. [PMID: 18992268]
  • Sandy Mosig, Knut Rennert, Petra Büttner, Siegfried Krause, Dieter Lütjohann, Muhidien Soufi, Regine Heller, Harald Funke. Monocytes of patients with familial hypercholesterolemia show alterations in cholesterol metabolism. BMC medical genomics. 2008 Nov; 1(?):60. doi: 10.1186/1755-8794-1-60. [PMID: 19040724]
  • Anand K Deo, Stelvio M Bandiera. Identification of human hepatic cytochrome p450 enzymes involved in the biotransformation of cholic and chenodeoxycholic acid. Drug metabolism and disposition: the biological fate of chemicals. 2008 Oct; 36(10):1983-91. doi: 10.1124/dmd.108.022194. [PMID: 18583509]
  • Chanaz Salmi, Celine Loncle, Nicolas Vidal, Yves Letourneux, Jacques Fantini, Marc Maresca, Nadira Taïeb, Jean-Marie Pagès, Jean Michel Brunel. Squalamine: an appropriate strategy against the emergence of multidrug resistant gram-negative bacteria?. PloS one. 2008 Jul; 3(7):e2765. doi: 10.1371/journal.pone.0002765. [PMID: 18648511]
  • Anna Potocka, Jan Zimowski. Metabolism of conjugated sterols in eggplant. Part 1. UDP-glucose : sterol glucosyltransferase. Acta biochimica Polonica. 2008; 55(1):127-34. doi: . [PMID: 18196184]
  • Yu Zhao, Li-Ping Kang, Yi-Xun Liu, Yang Zhao, Cheng-Qi Xiong, Bai-Ping Ma, Fang-Ting Dong. Three new steroidal saponins from the rhizome of Paris polyphylla. Magnetic resonance in chemistry : MRC. 2007 Sep; 45(9):739-44. doi: 10.1002/mrc.2039. [PMID: 17638316]
  • El-Sayed S Abdel-Hameed, Hanan A El-Nahas, Eman A El-Wakil, Wafaa S Ahmed. Cytotoxic cholestane and pregnane glycosides from Tribulus macropterus. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2007 May; 62(5-6):319-25. doi: 10.1515/znc-2007-5-602. [PMID: 17708434]
  • Giorgio Gilli, Renato Rovere, Deborah Traversi, Tiziana Schilirò, Cristina Pignata. Faecal sterols determination in wastewater and surface water. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2006 Oct; 843(1):120-4. doi: 10.1016/j.jchromb.2006.05.022. [PMID: 16787764]
  • Benjamin L Stottrup, Sarah L Keller. Phase behavior of lipid monolayers containing DPPC and cholesterol analogs. Biophysical journal. 2006 May; 90(9):3176-83. doi: 10.1529/biophysj.105.072959. [PMID: 16461392]
  • Abeer Temraz, Omayma D El Gindi, Hazem A Kadry, Nunziatina De Tommasi, Alessandra Braca. Steroidal saponins from the aerial parts of Tribulus alatus Del. Phytochemistry. 2006 May; 67(10):1011-8. doi: 10.1016/j.phytochem.2006.03.007. [PMID: 16631216]
  • Vikas Kumar G Shah, Hugh Dunstan, Warren Taylor. An efficient diethyl ether-based soxhlet protocol to quantify faecal sterols from catchment waters. Journal of chromatography. A. 2006 Mar; 1108(1):111-5. doi: 10.1016/j.chroma.2005.12.084. [PMID: 16430911]
  • Qingzhi Wu, Kaixun Huang. Protective effect of ebselen on cytotoxicity induced by cholestane-3 beta, 5 alpha, 6 beta-triol in ECV-304 cells. Biochimica et biophysica acta. 2006 Mar; 1761(3):350-9. doi: 10.1016/j.bbalip.2006.02.017. [PMID: 16581291]
  • Mary Elizabeth Beattie, Sarah L Veatch, Benjamin L Stottrup, Sarah L Keller. Sterol structure determines miscibility versus melting transitions in lipid vesicles. Biophysical journal. 2005 Sep; 89(3):1760-8. doi: 10.1529/biophysj.104.049635. [PMID: 15951379]
  • Arafa I Hamed, Wieslaw Oleszek, Anna Stochmal, Cosimo Pizza, Sonia Piacente. Steroidal saponins from the aerial parts of Tribulus pentandrus Forssk. Phytochemistry. 2004 Nov; 65(21):2935-45. doi: 10.1016/j.phytochem.2004.07.003. [PMID: 15501264]
  • Jian-Ming Jin, Ying-Jun Zhang, Chong-Ren Yang. Four new steroid constituents from the waste residue of fibre separation from Agave americana leaves. Chemical & pharmaceutical bulletin. 2004 Jun; 52(6):654-8. doi: 10.1248/cpb.52.654. [PMID: 15187383]
  • Jun-Xia Lu, Marc A Caporini, Gary A Lorigan. The effects of cholesterol on magnetically aligned phospholipid bilayers: a solid-state NMR and EPR spectroscopy study. Journal of magnetic resonance (San Diego, Calif. : 1997). 2004 May; 168(1):18-30. doi: 10.1016/j.jmr.2004.01.013. [PMID: 15082245]
  • A Berger, D Rein, E Kratky, I Monnard, H Hajjaj, I Meirim, C Piguet-Welsch, J Hauser, K Mace, P Niederberger. Cholesterol-lowering properties of Ganoderma lucidum in vitro, ex vivo, and in hamsters and minipigs. Lipids in health and disease. 2004 Feb; 3(?):2. doi: 10.1186/1476-511x-3-2. [PMID: 14969592]
  • Honghua Cao, Nobuya Tokutake, Steven L Regen. Unraveling the mystery surrounding cholesterol's condensing effect. Journal of the American Chemical Society. 2003 Dec; 125(52):16182-3. doi: 10.1021/ja039172x. [PMID: 14692747]
  • Thy T Truong, Philip J Marriott, Nichola A Porter, Rhys Leeming. Application of comprehensive two-dimensional gas chromatography to the quantification of overlapping faecal sterols. Journal of chromatography. A. 2003 Nov; 1019(1-2):197-210. doi: 10.1016/s0021-9673(03)00766-0. [PMID: 14650615]
  • Miyuki Ando, Hiroko Tomoyori, Katsumi Imaizumi. Dietary cholesterol-oxidation products accumulate in serum and liver in apolipoprotein E-deficient mice, but do not accelerate atherosclerosis. The British journal of nutrition. 2002 Oct; 88(4):339-45. doi: 10.1079/bjn2002670. [PMID: 12323083]
  • Byeong-Soo Kim, Jong-Suk Kim. Cholesterol induce oligomerization of Vibrio vulnificus cytolysin specifically. Experimental & molecular medicine. 2002 Jul; 34(3):239-42. doi: 10.1038/emm.2002.33. [PMID: 12216116]
  • Kaixun Huang, Hongmei Liu, Zexian Chen, Huibi Xu. Role of selenium in cytoprotection against cholesterol oxide-induced vascular damage in rats. Atherosclerosis. 2002 May; 162(1):137-44. doi: 10.1016/s0021-9150(01)00707-9. [PMID: 11947907]
  • Peter Müller, Andreas Herrmann. Rapid transbilayer movement of spin-labeled steroids in human erythrocytes and in liposomes. Biophysical journal. 2002 Mar; 82(3):1418-28. doi: 10.1016/s0006-3495(02)75496-9. [PMID: 11867457]
  • M Ramakrishnan, V Anbazhagan, T V Pratap, D Marsh, M J Swamy. Membrane insertion and lipid-protein interactions of bovine seminal plasma protein PDC-109 investigated by spin-label electron spin resonance spectroscopy. Biophysical journal. 2001 Oct; 81(4):2215-25. doi: 10.1016/s0006-3495(01)75869-9. [PMID: 11566792]
  • M Kuroda, Y Mimaki, F Hasegawa, A Yokosuka, Y Sashida, H Sakagami. Steroidal glycosides from the bulbs of Camassia leichtlinii and their cytotoxic activities. Chemical & pharmaceutical bulletin. 2001 Jun; 49(6):726-31. doi: 10.1248/cpb.49.726. [PMID: 11411525]
  • T T Truong, P J Marriott, N A Porter. Analytical study of comprehensive and targeted multidimensional gas chromatography incorporating modulated cryogenic trapping. Journal of AOAC International. 2001 Mar; 84(2):323-35. doi: 10.1093/jaoac/84.2.323. [PMID: 11324594]