Colestolone (BioDeep_00000703659)
代谢物信息卡片
3β-hydroxy-5α-cholest-8(14)-en-15-one
化学式: C27H44O2 (400.3341124)
中文名称: 3ß-羟基-5α-胆固醇-8(14)-烯-15-酮
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(C)CCCC(C)C1CC(=O)C2=C3CCC4CC(CCC4(C3CCC12C)C)O
InChI: InChI=1S/C27H44O2/c1-17(2)7-6-8-18(3)23-16-24(29)25-21-10-9-19-15-20(28)11-13-26(19,4)22(21)12-14-27(23,25)5/h17-20,22-23,28H,6-16H2,1-5H3/t18-,19+,20+,22+,23-,26+,27-/m1/s1
描述信息
D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents
C78276 - Agent Affecting Digestive System or Metabolism > C29703 - Antilipidemic Agent
D009676 - Noxae > D000963 - Antimetabolites
同义名列表
2 个代谢物同义名
数据库引用编号
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)
0 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
- Md Omedul Islam, Yan Ting Lim, Conrad En Zuo Chan, Amaury Cazenave-Gassiot, J Ludovic Croxford, Markus R Wenk, Paul A Macary, Brendon J Hanson. Generation and characterization of a novel recombinant antibody against 15-ketocholestane isolated by phage-display.
International journal of molecular sciences.
2012; 13(4):4937-48. doi:
10.3390/ijms13044937. [PMID: 22606021] - I Björkhem, A Lövgren-Sandblom, F Piehl, M Khademi, H Pettersson, V Leoni, T Olsson, U Diczfalusy. High levels of 15-oxygenated steroids in circulation of patients with multiple sclerosis: fact or fiction?.
Journal of lipid research.
2011 Jan; 52(1):170-4. doi:
10.1194/jlr.d011072. [PMID: 20934989] - Robert J Schmidt, James V Ficorilli, Youyan Zhang, Kelli S Bramlett, Thomas P Beyer, Kristen Borchert, Michele S Dowless, Keith A Houck, Thomas P Burris, Patrick I Eacho, Guosheng Liang, Li-Wei Guo, William K Wilson, Laura F Michael, Guoqing Cao. A 15-ketosterol is a liver X receptor ligand that suppresses sterol-responsive element binding protein-2 activity.
Journal of lipid research.
2006 May; 47(5):1037-44. doi:
10.1194/jlr.m500526-jlr200. [PMID: 16415294] - Jennifer L Kanter, Sirisha Narayana, Peggy P Ho, Ingrid Catz, Kenneth G Warren, Raymond A Sobel, Lawrence Steinman, William H Robinson. Lipid microarrays identify key mediators of autoimmune brain inflammation.
Nature medicine.
2006 Jan; 12(1):138-43. doi:
10.1038/nm1344. [PMID: 16341241] - H S Kim, S H Oh, D I Kim, I C Kim, K H Cho, Y B Park. Chemical synthesis of 15-ketosterols and their inhibitions of cholesteryl ester transfer protein.
Bioorganic & medicinal chemistry.
1995 Apr; 3(4):367-74. doi:
10.1016/0968-0896(95)00025-c. [PMID: 8581419] - S Swaminathan, A U Siddiqui, N Gerst, F D Pinkerton, A Kisic, L J Kim, W K Wilson, G J Schroepfer. Inhibitors of sterol synthesis. Metabolism-based design and construction of a new analog of 3 beta-hydroxy-5 alpha-cholest-8(14)-en-15-one and its effects in cultured mammalian cells and in rats.
Journal of lipid research.
1995 Apr; 36(4):767-86. doi:
. [PMID: 7616123] - N Gerst, F D Pinkerton, A Kisic, W K Wilson, S Swaminathan, G J Schroepfer. Inhibitors of sterol synthesis. Effects of a new fluorinated analog of 3 beta-hydroxy-5 alpha-cholest-8(14)-en-15-one in rats.
Journal of lipid research.
1994 Jun; 35(6):1040-56. doi:
10.1016/s0022-2275(20)40100-2. [PMID: 8077843] - A U Siddiqui, N Gerst, L J Kim, F D Pinkerton, A Kisic, W K Wilson, G J Schroepfer. Inhibitors of sterol synthesis: effects of a 7 alpha-alkyl analog of 3 beta-hydroxy-5 alpha-cholest-8(14)-en-15-one on 3-hydroxy-3-methylglutaryl coenzyme A reductase activity in cultured mammalian cells and on serum cholesterol levels and other parameters in rats.
Chemistry and physics of lipids.
1994 Apr; 70(2):163-78. doi:
10.1016/0009-3084(94)90084-1. [PMID: 8033288] - H S Kim, W K Wilson, N D Kirkpatrick, F D Pinkerton, S Swaminathan, M D Hylarides, G J Schroepfer. Inhibitors of sterol synthesis. Chemical synthesis of 7 alpha-ethyl and 16 alpha-ethyl derivatives of delta 8(14)-15-oxygenated sterols and their effects on 3-hydroxy-3-methylglutaryl coenzyme A reductase in CHO-K1 cells.
Chemistry and physics of lipids.
1992 Jul; 62(1):55-67. doi:
10.1016/0009-3084(92)90054-s. [PMID: 1423803] - J St Pyrek, W K Wilson, S Numazawa, G J Schoepfer. Inhibitors of sterol synthesis. Characterization of trimethylsilyl dienol ethers of 3 beta-hydroxy-5 alpha-cholest-8(14)-en-15-one. Applications in the analysis of mitochondrial metabolites of the 15-ketosterol by gas chromatography-mass spectrometry.
Journal of lipid research.
1991 Aug; 32(8):1371-80. doi:
. [PMID: 1770319] - W K Wilson, M E Wheeler, F D Pinkerton, J St Pyrek, G J Schroepfer. Inhibitors of sterol synthesis. Characterization of beta,gamma-unsaturated analogs of 3 beta-hydroxy-5 alpha-cholest-8(14)-en-15-one and their effects on 3-hydroxy-3-methylglutaryl coenzyme A reductase activity in CHO-K1 cells.
Journal of lipid research.
1991 Jul; 32(7):1215-27. doi:
". [PMID: 1940644] - T N Pajewski, J S Brabson, A Kisic, K S Wang, M D Hylarides, E M Jackson, G J Schroepfer. Inhibitors of sterol synthesis. Metabolism of [2,4-3H]5 alpha-cholest-8(14)-en-3 beta-ol-15-one after oral administration to a nonhuman primate.
Chemistry and physics of lipids.
1989 Mar; 49(4):243-63. doi:
10.1016/0009-3084(89)90072-8. [PMID: 2720860] - T W Stephens, G J Schroepfer. Inhibitors of sterol synthesis. Oleate ester of 5 alpha-cholest-8(14)-en-3 beta-ol-15-one as a substrate for pancreatic cholesterol esterase.
Biochimica et biophysica acta.
1988 Dec; 963(3):395-400. doi:
10.1016/0005-2760(88)90307-4. [PMID: 3196743] - F D Pinkerton, N D Kirkpatrick, G J Schroepfer. Inhibitors of sterol synthesis. Exogenous oleate reduces the inhibitory effect of 5 alpha-cholest-8(14)-en-3 beta-ol-15-one on the growth of CHO-K1 cells.
Biochemical and biophysical research communications.
1988 Oct; 156(2):689-94. doi:
10.1016/s0006-291x(88)80897-0. [PMID: 3190675] - T N Pajewski, F D Pinkerton, L R Miller, G J Schroepfer. Inhibitors of sterol synthesis. Studies of the metabolism of 5 alpha-cholest-8(14)-en-3 beta-ol-15-one in Chinese hamster ovary cells and its effects on activities of early enzymes in cholesterol biosynthesis.
Chemistry and physics of lipids.
1988 Oct; 48(3-4):153-68. doi:
10.1016/0009-3084(88)90086-2. [PMID: 2907421] - A J Chu. Secretion of metabolites of 5 alpha-cholest-8(14)-en-3 beta-ol-15-one by Hep G2 cells.
Proceedings of the National Science Council, Republic of China. Part B, Life sciences.
1988 Oct; 12(4):209-14. doi:
". [PMID: 3244817] - G T Emmons, J St Pyrek, R Dam, M Martin, K Kudo, G J Schroepfer. 5 alpha-cholest-8(14)-en-3 beta-ol-15-one, a potent regulator of cholesterol metabolism: occurrence in rat skin.
Journal of lipid research.
1988 Aug; 29(8):1039-54. doi:
". [PMID: 3183517] - J S Brabson, G J Schroepfer. Inhibitors of sterol synthesis. Studies of the distribution and metabolism of 5 alpha-[2,4-3H]cholest-8(14)-en-3 beta-ol-15-one after intragastric administration to rats.
Steroids.
1988 Jul; 52(1-2):51-68. doi:
10.1016/0039-128x(88)90217-6. [PMID: 3247671] - J S Brabson, G J Schroepfer. Inhibitors of sterol synthesis. The effects of dietary 5 alpha-cholest-8(14)-en-3 beta-ol-15-one on the fate of [4-14C]cholesterol and [2,4-3H]5 alpha-cholest-8(14)-en-3 beta-ol-15-one after intragastric administration to rats.
Chemistry and physics of lipids.
1988 May; 47(1):1-20. doi:
10.1016/0009-3084(88)90029-1. [PMID: 3396132] - G J Schroepfer, A Kisic, A Izumi, K S Wang, K D Carey, A J Chu. Inhibitors of sterol synthesis. Metabolism of [2,4-3H]5 alpha-cholest-8(14-)-en-3 beta-ol-15-one after intravenous administration to a nonhuman primate.
The Journal of biological chemistry.
1988 Mar; 263(9):4098-109. doi:
NULL. [PMID: 3346238] - A Chu, G J Schroepfer. Inhibitors of sterol synthesis. Reverse phase high performance liquid chromatography for the separation of cholesterol, 5 alpha-cholest-8(14)-en-3 beta-ol-15-one, and their fatty acid esters.
Journal of lipid research.
1988 Feb; 29(2):235-9. doi:
". [PMID: 3367091] - J St Pyrek, W K Wilson, G J Schroepfer. Inhibitors of sterol synthesis. Spectral characterization of derivatives of 5 alpha-cholest-8(14)-en-3 beta-ol-15-one.
Journal of lipid research.
1987 Nov; 28(11):1296-307. doi:
". [PMID: 3430060] - J St Pyrek, G J Schroepfer. Inhibitors of sterol synthesis. Synthesis and spectral characterization of fatty acids esters of 5 alpha-cholest-8(14)-en-3 beta-ol-15-one.
Journal of lipid research.
1987 Nov; 28(11):1308-12. doi:
". [PMID: 3430061] - G J Schroepfer, T N Pajewski, M Hylarides, A Kisic. 5 alpha-Cholest-8(14)-en-3 beta-ol-15-one. In vivo conversion to cholesterol upon oral administration to a nonhuman primate.
Biochemical and biophysical research communications.
1987 Aug; 146(3):1027-32. doi:
10.1016/0006-291x(87)90750-9. [PMID: 3619912] - G J Schroepfer, B C Sherrill, K S Wang, W K Wilson, A Kisic, T B Clarkson. 5 alpha-Cholest-8(14)-en-3 beta-ol-15-one lowers serum cholesterol and induces profound changes in the levels of lipoprotein cholesterol and apoproteins in monkeys fed a diet of moderate cholesterol content.
Proceedings of the National Academy of Sciences of the United States of America.
1984 Nov; 81(21):6861-5. doi:
10.1073/pnas.81.21.6861. [PMID: 6593730] - G J Schroepfer, E J Parish, A Kisic, E M Jackson, C M Farley, G E Mott. 5 alpha-Cholest-8(14)-en-3 beta-ol-15-one, a potent inhibitor of sterol biosynthesis, lowers serum cholesterol and alters distributions of cholesterol in lipoproteins in baboons.
Proceedings of the National Academy of Sciences of the United States of America.
1982 May; 79(9):3042-6. doi:
10.1073/pnas.79.9.3042. [PMID: 6953447]