22b-Hydroxycholesterol (BioDeep_00000005853)

Main id: BioDeep_00000636693

Secondary id: BioDeep_00000171725, BioDeep_00001868638

human metabolite Endogenous


代谢物信息卡片


(1S,2R,5S,10S,11S,14R,15S)-14-[(2S,3R)-3-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol

化学式: C27H46O2 (402.3498)
中文名称: 胆固醇-5-烯-3ß,22(S)-二醇, 22(R)-羟基胆固醇
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)CCC(C(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)O
InChI: InChI=1S/C27H46O2/c1-17(2)6-11-25(29)18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20-,21-,22+,23-,24-,25+,26-,27+/m0/s1

描述信息

22beta-Hydroxycholesterol is a substrate for DCC-interacting protein 13 beta. [HMDB]
22beta-Hydroxycholesterol is a substrate for DCC-interacting protein 13 beta.

同义名列表

26 个代谢物同义名

(1S,2R,5S,10S,11S,14R,15S)-14-[(2S,3R)-3-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol; 22-Hydroxycholesterol, (3beta,20R,22R)-isomer; 22-Hydroxycholesterol, (3beta,20R,22S)-isomer; 22-Hydroxycholesterol, (3beta,22S)-isomer; 22-Hydroxycholesterol, (3beta,22R)-isomer; (3beta,22R)-Cholest-5-ene-3,22-diol; (3Β,22R)-cholest-5-ene-3,22-diol; (3b,22R)-Cholest-5-ene-3,22-diol; 5-Cholestene-3β,22[R]-diol; 5-Cholestene-3β,22(R)-diol; 22α-Hydroxycholesterol; 22-alpha-Hydroxy Cholesterol; cholest-5-en-3beta,22R-diol; (22R)-22-Hydroxycholesterol; Cholest-5-ene-3beta,22-diol; 22beta-Hydroxycholesterol; Cholest-5-en-3b,22R-diol; 22(R)-Hydroxycholesterol; Cholest-5-en-3β,22R-diol; 22R-hydroxycholesterol; 22S-hydroxycholesterol; 22Β-hydroxycholesterol; 22b-Hydroxycholesterol; 22-Hydroxycholesterol; 22(R)OH Cholesterol; 22(R)-Hydroxycholesterol



数据库引用编号

24 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

40 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(5)

COVID-19 Disease Map(0)

PathBank(34)

PharmGKB(0)

3 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。

亚细胞结构定位 关联基因列表
Cytoplasm 9 APOE, FASN, HSD3B1, NR1H2, NR1H3, POMC, PPARG, PTGS2, SREBF1
Peripheral membrane protein 3 CYP11A1, FDXR, PTGS2
Endoplasmic reticulum membrane 7 ABCA1, ABCG1, CYP17A1, HSD3B1, PTGS2, SREBF1, STAR
Mitochondrion membrane 1 CYP11A1
Nucleus 6 APOE, NR1H2, NR1H3, NR1H4, PPARG, SREBF1
cytosol 7 APOA1, FASN, NR1H2, NR1H3, PPARG, PRKCQ, SREBF1
dendrite 1 APOE
phagocytic vesicle 1 ABCA1
nucleoplasm 5 NR1H2, NR1H3, NR1H4, PPARG, SREBF1
RNA polymerase II transcription regulator complex 4 NR1H2, NR1H3, NR1H4, PPARG
Cell membrane 4 ABCA1, ABCG1, LHCGR, STAR
Multi-pass membrane protein 4 ABCA1, ABCG1, LHCGR, SREBF1
Golgi apparatus membrane 2 ABCG1, SREBF1
glutamatergic synapse 1 APOE
Golgi apparatus 4 ABCA1, ABCG1, APOE, FASN
Golgi membrane 2 ABCG1, SREBF1
mitochondrial inner membrane 3 CYP11A1, FDXR, HSD3B1
neuronal cell body 2 APOE, CYP17A1
endosome 3 ABCA1, ABCG1, LHCGR
plasma membrane 8 ABCA1, ABCG1, APOA1, APOE, FASN, LHCGR, PRKCQ, STAR
Membrane 5 ABCA1, ABCG1, APOE, CYP11A1, FASN
axon 1 CYP17A1
basolateral plasma membrane 1 ABCA1
caveola 1 PTGS2
extracellular exosome 3 APOA1, APOE, FASN
endoplasmic reticulum 5 APOE, CYP17A1, HSD3B1, PTGS2, SREBF1
extracellular space 4 APOA1, APOE, LHCGR, POMC
perinuclear region of cytoplasm 2 ABCA1, PPARG
mitochondrion 5 ABCG1, CYP11A1, FDX1, FDXR, STAR
protein-containing complex 2 PTGS2, SREBF1
intracellular membrane-bounded organelle 3 ABCA1, HSD3B1, PPARG
Microsome membrane 2 CYP17A1, PTGS2
Single-pass type I membrane protein 1 STAR
Secreted 3 APOA1, APOE, POMC
extracellular region 3 APOA1, APOE, POMC
Mitochondrion matrix 1 FDX1
mitochondrial matrix 4 CYP11A1, FDX1, FDXR, STAR
centriolar satellite 2 LHCGR, PRKCQ
external side of plasma membrane 2 ABCA1, ABCG1
Endosome, multivesicular body 1 APOE
Extracellular vesicle 2 APOA1, APOE
Secreted, extracellular space, extracellular matrix 1 APOE
chylomicron 2 APOA1, APOE
high-density lipoprotein particle 2 APOA1, APOE
low-density lipoprotein particle 2 APOA1, APOE
multivesicular body 1 APOE
very-low-density lipoprotein particle 2 APOA1, APOE
cytoplasmic vesicle 1 APOA1
nucleolus 1 HSD3B1
Early endosome 2 APOA1, APOE
recycling endosome 1 ABCG1
Mitochondrion inner membrane 2 CYP11A1, FDXR
Membrane raft 1 ABCA1
extracellular matrix 1 APOE
intracellular vesicle 1 ABCA1
mitochondrial intermembrane space 2 HSD3B1, STAR
collagen-containing extracellular matrix 2 APOA1, APOE
secretory granule 1 POMC
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 4 LHCGR, NR1H3, NR1H4, PPARG
neuron projection 1 PTGS2
chromatin 5 NR1H2, NR1H3, NR1H4, PPARG, SREBF1
[Isoform 3]: Nucleus 1 NR1H4
Secreted, extracellular space 1 APOE
blood microparticle 2 APOA1, APOE
intercellular bridge 1 HSD3B1
nuclear envelope 1 SREBF1
Cytoplasmic vesicle membrane 1 SREBF1
Melanosome 2 APOE, FASN
euchromatin 1 NR1H4
Smooth endoplasmic reticulum membrane 1 HSD3B1
secretory granule lumen 2 APOA1, POMC
endoplasmic reticulum lumen 3 APOA1, APOE, PTGS2
endocytic vesicle 2 ABCA1, APOA1
immunological synapse 1 PRKCQ
aggresome 1 PRKCQ
ER to Golgi transport vesicle membrane 1 SREBF1
clathrin-coated endocytic vesicle membrane 1 APOE
[Isoform 2]: Nucleus 1 NR1H4
[Isoform 1]: Nucleus 1 NR1H4
synaptic cleft 1 APOE
Cytoplasmic vesicle, COPII-coated vesicle membrane 1 SREBF1
[Isoform 4]: Nucleus 1 NR1H4
discoidal high-density lipoprotein particle 1 APOE
spherical high-density lipoprotein particle 1 APOA1
endocytic vesicle lumen 2 APOA1, APOE
chylomicron remnant 1 APOE
intermediate-density lipoprotein particle 1 APOE
lipoprotein particle 1 APOE
multivesicular body, internal vesicle 1 APOE
[Sterol regulatory element-binding protein 1]: Endoplasmic reticulum membrane 1 SREBF1
[Processed sterol regulatory element-binding protein 1]: Nucleus 1 SREBF1
[Isoform SREBP-1aDelta]: Nucleus 1 SREBF1
[Isoform SREBP-1cDelta]: Nucleus 1 SREBF1
glycogen granule 1 FASN


文献列表

  • Chen Zhou, Yuhui Yang, Jingyi Tian, Yihan Wu, Faliang An, Changfu Li, Yansheng Zhang. 22R- but not 22S-hydroxycholesterol is recruited for diosgenin biosynthesis. The Plant journal : for cell and molecular biology. 2022 02; 109(4):940-951. doi: 10.1111/tpj.15604. [PMID: 34816537]
  • Yaoyao Xiao, Lijia Zhao, Weidong Li, Xiaoyu Wang, Tiantian Ma, Luda Yang, Lei Gao, Cuimei Li, Manhui Zhang, Dan Yang, Jing Zhang, Haizhen Jiang, Hongcong Zhao, Yiqun Wang, Hsu-Wen Chao, Aihua Wang, Yaping Jin, Huatao Chen. Circadian clock gene BMAL1 controls testosterone production by regulating steroidogenesis-related gene transcription in goat Leydig cells. Journal of cellular physiology. 2021 09; 236(9):6706-6725. doi: 10.1002/jcp.30334. [PMID: 33598947]
  • Syed Kashif Zaidi, Wen-Jun Shen, Yuan Cortez, Stefanie Bittner, Alex Bittner, Sara Arshad, Ting-Ting Huang, Fredric B Kraemer, Salman Azhar. SOD2 deficiency-induced oxidative stress attenuates steroidogenesis in mouse ovarian granulosa cells. Molecular and cellular endocrinology. 2021 01; 519(?):110888. doi: 10.1016/j.mce.2020.110888. [PMID: 32717420]
  • K Yoshida, Y Ohta, N Kawate, M Takahashi, T Inaba, S Hatoya, H Morii, K Takahashi, M Ito, H Tamada. Long-term feeding of hydroalcoholic extract powder of Lepidium meyenii (maca) enhances the steroidogenic ability of Leydig cells to alleviate its decline with ageing in male rats. Andrologia. 2018 Feb; 50(1):. doi: 10.1111/and.12803. [PMID: 28295471]
  • Teerasak Wongwan, Suticha Kittayaruksakul, Nithi Asavapanumas, Varanuj Chatsudthipong, Sunhapas Soodvilai. Activation of liver X receptor inhibits OCT2-mediated organic cation transport in renal proximal tubular cells. Pflugers Archiv : European journal of physiology. 2017 11; 469(11):1471-1481. doi: 10.1007/s00424-017-2033-8. [PMID: 28741179]
  • Myeongjin Yi, Jae-Gook Shin, Su-Jun Lee. Expression of CYP4V2 in human THP1 macrophages and its transcriptional regulation by peroxisome proliferator-activated receptor gamma. Toxicology and applied pharmacology. 2017 09; 330(?):100-106. doi: 10.1016/j.taap.2017.07.009. [PMID: 28729181]
  • Pascal Heitel, Janosch Achenbach, Daniel Moser, Ewgenij Proschak, Daniel Merk. DrugBank screening revealed alitretinoin and bexarotene as liver X receptor modulators. Bioorganic & medicinal chemistry letters. 2017 03; 27(5):1193-1198. doi: 10.1016/j.bmcl.2017.01.066. [PMID: 28169169]
  • Sathvika Venugopal, Daniel Benjamin Martinez-Arguelles, Seimia Chebbi, Françoise Hullin-Matsuda, Toshihide Kobayashi, Vassilios Papadopoulos. Plasma Membrane Origin of the Steroidogenic Pool of Cholesterol Used in Hormone-induced Acute Steroid Formation in Leydig Cells. The Journal of biological chemistry. 2016 Dec; 291(50):26109-26125. doi: 10.1074/jbc.m116.740928. [PMID: 27815506]
  • Tae-Young Na, Young-Hyun Han, Na-Lee Ka, Han-Su Park, Yun Pyo Kang, Sung Won Kwon, Byung-Hoon Lee, Mi-Ock Lee. 22-S-Hydroxycholesterol protects against ethanol-induced liver injury by blocking the auto/paracrine activation of MCP-1 mediated by LXRα. The Journal of pathology. 2015 Apr; 235(5):710-20. doi: 10.1002/path.4494. [PMID: 25557254]
  • Jing-Min Wang, Dong Wang, Yu-Yan Tan, Gang Zhao, Zhen-Ling Ji. 22(R)-hydroxycholesterol and pioglitazone synergistically decrease cholesterol ester via the PPARγ-LXRα-ABCA1 pathway in cholesterosis of the gallbladder. Biochemical and biophysical research communications. 2014 Apr; 447(1):152-7. doi: 10.1016/j.bbrc.2014.03.130. [PMID: 24704452]
  • Yaoyao Jia, Minh Hien Hoang, Hee-Jin Jun, Ji Hae Lee, Sung-Joon Lee. Cyanidin, a natural flavonoid, is an agonistic ligand for liver X receptor alpha and beta and reduces cellular lipid accumulation in macrophages and hepatocytes. Bioorganic & medicinal chemistry letters. 2013 Jul; 23(14):4185-90. doi: 10.1016/j.bmcl.2013.05.030. [PMID: 23769638]
  • Sunhapas Soodvilai, Zhanjun Jia, Somsak Fongsupa, Varanuj Chatsudthipong, Tianxin Yang. Liver X receptor agonists decrease ENaC-mediated sodium transport in collecting duct cells. American journal of physiology. Renal physiology. 2012 Dec; 303(12):F1610-6. doi: 10.1152/ajprenal.00283.2012. [PMID: 23077096]
  • Ana C Valbuena-Diez, Francisco J Blanco, Barbara Oujo, Carmen Langa, María Gonzalez-Nuñez, Elena Llano, Alberto M Pendas, Mercedes Díaz, Antonio Castrillo, José M Lopez-Novoa, Carmelo Bernabeu. Oxysterol-induced soluble endoglin release and its involvement in hypertension. Circulation. 2012 Nov; 126(22):2612-24. doi: 10.1161/circulationaha.112.101261. [PMID: 23110859]
  • Eili Tranheim Kase, Nataša Nikolić, Nina Pettersen Hessvik, Ase-Karine Fjeldheim, Jørgen Jensen, G Hege Thoresen, Arild C Rustan. Dietary supplementation with 22-S-hydroxycholesterol to rats reduces body weight gain and the accumulation of liver triacylglycerol. Lipids. 2012 May; 47(5):483-93. doi: 10.1007/s11745-012-3663-4. [PMID: 22426832]
  • Suticha Kittayaruksakul, Sunhapas Soodvilai, Nithi Asavapanumas, Chatchai Muanprasat, Varanuj Chatsudthipong. Liver X receptor activation downregulates organic anion transporter 1 (OAT1) in the renal proximal tubule. American journal of physiology. Renal physiology. 2012 Mar; 302(5):F552-60. doi: 10.1152/ajprenal.00341.2011. [PMID: 22169006]
  • Nina Pettersen Hessvik, Siril Skaret Bakke, Robert Smith, Aina Westrheim Ravna, Ingebrigt Sylte, Arild Christian Rustan, G Hege Thoresen, Eili Tranheim Kase. The liver X receptor modulator 22(S)-hydroxycholesterol exerts cell-type specific effects on lipid and glucose metabolism. The Journal of steroid biochemistry and molecular biology. 2012 Feb; 128(3-5):154-64. doi: 10.1016/j.jsbmb.2011.10.006. [PMID: 22051079]
  • Lourdes Cruz-Garcia, Joan Sánchez-Gurmaches, Joaquim Gutiérrez, Isabel Navarro. Regulation of LXR by fatty acids, insulin, growth hormone and tumor necrosis factor-α in rainbow trout myocytes. Comparative biochemistry and physiology. Part A, Molecular & integrative physiology. 2011 Oct; 160(2):125-36. doi: 10.1016/j.cbpa.2011.05.013. [PMID: 21635958]
  • I L M H Aye, B J Waddell, P J Mark, J A Keelan. Oxysterols inhibit differentiation and fusion of term primary trophoblasts by activating liver X receptors. Placenta. 2011 Feb; 32(2):183-91. doi: 10.1016/j.placenta.2010.12.007. [PMID: 21208656]
  • Hitoshi Kotani, Hiroki Tanabe, Hajime Mizukami, Makoto Makishima, Makoto Inoue. Identification of a naturally occurring rexinoid, honokiol, that activates the retinoid X receptor. Journal of natural products. 2010 Aug; 73(8):1332-6. doi: 10.1021/np100120c. [PMID: 20695472]
  • WenChieh Chen, Shaw-Jenq Tsai, Hamm-Ming Sheu, Jih-Chien Tsai, Christos C Zouboulis. Testosterone synthesized in cultured human SZ95 sebocytes derives mainly from dehydroepiandrosterone. Experimental dermatology. 2010 May; 19(5):470-2. doi: 10.1111/j.1600-0625.2009.00996.x. [PMID: 20337700]
  • Kenichi Matsushita, Fulvio Morello, Yaojiong Wu, Lunan Zhang, Shiro Iwanaga, Richard E Pratt, Victor J Dzau. Mesenchymal stem cells differentiate into renin-producing juxtaglomerular (JG)-like cells under the control of liver X receptor-alpha. The Journal of biological chemistry. 2010 Apr; 285(16):11974-82. doi: 10.1074/jbc.m109.099671. [PMID: 20118482]
  • Hirohisa Minagawa, Jiang-Sheng Gong, Cha-Gyun Jung, Atsushi Watanabe, Sissel Lund-Katz, Michael C Phillips, Hiroyuki Saito, Makoto Michikawa. Mechanism underlying apolipoprotein E (ApoE) isoform-dependent lipid efflux from neural cells in culture. Journal of neuroscience research. 2009 Aug; 87(11):2498-508. doi: 10.1002/jnr.22073. [PMID: 19326444]
  • Marianne Demerjian, Eung-Ho Choi, Mao-Qiang Man, Sandra Chang, Peter M Elias, Kenneth R Feingold. Activators of PPARs and LXR decrease the adverse effects of exogenous glucocorticoids on the epidermis. Experimental dermatology. 2009 Jul; 18(7):643-9. doi: 10.1111/j.1600-0625.2009.00841.x. [PMID: 19236478]
  • Riikka Hynynen, Monika Suchanek, Johanna Spandl, Nils Bäck, Christoph Thiele, Vesa M Olkkonen. OSBP-related protein 2 is a sterol receptor on lipid droplets that regulates the metabolism of neutral lipids. Journal of lipid research. 2009 Jul; 50(7):1305-15. doi: 10.1194/jlr.m800661-jlr200. [PMID: 19224871]
  • Akira Honda, Kouwa Yamashita, Takashi Hara, Tadashi Ikegami, Teruo Miyazaki, Mutsumi Shirai, Guorong Xu, Mitsuteru Numazawa, Yasushi Matsuzaki. Highly sensitive quantification of key regulatory oxysterols in biological samples by LC-ESI-MS/MS. Journal of lipid research. 2009 Feb; 50(2):350-7. doi: 10.1194/jlr.d800040-jlr200. [PMID: 18815436]
  • Mireille Ouimet, Ming-Dong Wang, Natalie Cadotte, Kenneth Ho, Yves L Marcel. Epoxycholesterol impairs cholesteryl ester hydrolysis in macrophage foam cells, resulting in decreased cholesterol efflux. Arteriosclerosis, thrombosis, and vascular biology. 2008 Jun; 28(6):1144-50. doi: 10.1161/atvbaha.107.157115. [PMID: 18369155]
  • Sandra R Bates, Jian-Qin Tao, Kevin J Yu, Zea Borok, Edward D Crandall, Heidi L Collins, George H Rothblat. Expression and biological activity of ABCA1 in alveolar epithelial cells. American journal of respiratory cell and molecular biology. 2008 Mar; 38(3):283-92. doi: 10.1165/rcmb.2007-0020oc. [PMID: 17884990]
  • Eili Tranheim Kase, Bård Andersen, Hilde I Nebb, Arild C Rustan, G Hege Thoresen. 22-Hydroxycholesterols regulate lipid metabolism differently than T0901317 in human myotubes. Biochimica et biophysica acta. 2006 Dec; 1761(12):1515-22. doi: 10.1016/j.bbalip.2006.09.010. [PMID: 17055780]
  • Vichit Supornsilchai, Olle Söder, Konstantin Svechnikov. Sesquiterpene lactone helenalin suppresses Leydig and adrenocortical cell steroidogenesis by inhibiting expression of the steroidogenic acute regulatory protein. Reproductive toxicology (Elmsford, N.Y.). 2006 Nov; 22(4):631-5. doi: 10.1016/j.reprotox.2006.04.011. [PMID: 16777379]
  • Giovanna Piraino, James A Cook, Michael O'Connor, Paul W Hake, Timothy J Burroughs, Diana Teti, Basilia Zingarelli. Synergistic effect of peroxisome proliferator activated receptor-gamma and liver X receptor-alpha in the regulation of inflammation in macrophages. Shock (Augusta, Ga.). 2006 Aug; 26(2):146-53. doi: 10.1097/01.shk.0000223121.03523.69. [PMID: 16878022]
  • Toshimichi Yasuda, Masamoto Kanno, Masashi Kawamoto, Osafumi Yuge, Yuichi Ninomiya. Suppression of inducible nitric oxide synthase and cyclooxygenase-2 gene expression by 22(R)-hydroxycholesterol requires de novo protein synthesis in activated macrophages. The Journal of steroid biochemistry and molecular biology. 2005 Dec; 97(4):376-83. doi: 10.1016/j.jsbmb.2005.06.030. [PMID: 16146692]
  • M S Weedon-Fekjaer, A K Duttaroy, H I Nebb. Liver X receptors mediate inhibition of hCG secretion in a human placental trophoblast cell line. Placenta. 2005 Nov; 26(10):721-8. doi: 10.1016/j.placenta.2004.10.005. [PMID: 16226121]
  • G D Norata, M Ongari, P Uboldi, F Pellegatta, A L Catapano. Liver X receptor and retinoic X receptor agonists modulate the expression of genes involved in lipid metabolism in human endothelial cells. International journal of molecular medicine. 2005 Oct; 16(4):717-22. doi: ". [PMID: 16142410]
  • Hiranthi Jayasuriya, Kithsiri B Herath, John G Ondeyka, Ziqiang Guan, Robert P Borris, Suroojnauth Tiwari, Wil de Jong, Flor Chavez, Jeremy Moss, Dennis W Stevenson, Hans T Beck, Marc Slattery, Nelson Zamora, Marvin Schulman, Aisha Ali, Neelam Sharma, Karen MacNaul, Nancy Hayes, John G Menke, Sheo B Singh. Diterpenoid, steroid, and triterpenoid agonists of liver X receptors from diversified terrestrial plants and marine sources. Journal of natural products. 2005 Aug; 68(8):1247-52. doi: 10.1021/np050182g. [PMID: 16124770]
  • Song Ling Poon, Sew-Fen Leu, Hseng-Kuang Hsu, Ming-Yie Liu, Bu-Miin Huang. Regulatory mechanism of Toona sinensis on mouse leydig cell steroidogenesis. Life sciences. 2005 Feb; 76(13):1473-87. doi: 10.1016/j.lfs.2004.08.026. [PMID: 15680312]
  • Brian J O'Connell, Maxime Denis, Jacques Genest. Cellular physiology of cholesterol efflux in vascular endothelial cells. Circulation. 2004 Nov; 110(18):2881-8. doi: 10.1161/01.cir.0000146333.20727.2b. [PMID: 15492319]
  • Gemma Llaverias, Manuel Vázquez-Carrera, Rosa M Sánchez, Véronique Noé, Carlos J Ciudad, Juan C Laguna, Marta Alegret. Rosiglitazone upregulates caveolin-1 expression in THP-1 cells through a PPAR-dependent mechanism. Journal of lipid research. 2004 Nov; 45(11):2015-24. doi: 10.1194/jlr.m400049-jlr200. [PMID: 15314095]
  • Venkataraman Sriraman, A Jagannadha Rao. Evaluation of the role of FSH in regulation of Leydig cell function during different stages of its differentiation. Molecular and cellular endocrinology. 2004 Sep; 224(1-2):73-82. doi: 10.1016/j.mce.2004.06.003. [PMID: 15353182]
  • Jarkko Huuskonen, Phoebe E Fielding, Christopher J Fielding. Role of p160 coactivator complex in the activation of liver X receptor. Arteriosclerosis, thrombosis, and vascular biology. 2004 Apr; 24(4):703-8. doi: 10.1161/01.atv.0000121202.72593.da. [PMID: 14764426]
  • Bassam Haidar, Maxime Denis, Michel Marcil, Larbi Krimbou, Jacques Genest. Apolipoprotein A-I activates cellular cAMP signaling through the ABCA1 transporter. The Journal of biological chemistry. 2004 Mar; 279(11):9963-9. doi: 10.1074/jbc.m313487200. [PMID: 14701824]
  • Shogo Suzuki, Tomoko Nishimaki-Mogami, Norimasa Tamehiro, Kazuhide Inoue, Reijiro Arakawa, Sumiko Abe-Dohmae, Arowu R Tanaka, Kazumitsu Ueda, Shinji Yokoyama. Verapamil increases the apolipoprotein-mediated release of cellular cholesterol by induction of ABCA1 expression via Liver X receptor-independent mechanism. Arteriosclerosis, thrombosis, and vascular biology. 2004 Mar; 24(3):519-25. doi: 10.1161/01.atv.0000117178.94087.ba. [PMID: 14726413]
  • Maxime Denis, Bassam Haidar, Michel Marcil, Michel Bouvier, Larbi Krimbou, Jacques Genest. Molecular and cellular physiology of apolipoprotein A-I lipidation by the ATP-binding cassette transporter A1 (ABCA1). The Journal of biological chemistry. 2004 Feb; 279(9):7384-94. doi: 10.1074/jbc.m306963200. [PMID: 14660648]
  • Laurent Lecanu, Wenguo Yao, Gary L Teper, Zhi-Xing Yao, Janet Greeson, Vassilios Papadopoulos. Identification of naturally occurring spirostenols preventing beta-amyloid-induced neurotoxicity. Steroids. 2004 Jan; 69(1):1-16. doi: 10.1016/j.steroids.2003.09.007. [PMID: 14715372]
  • Anna E Bortnick, Elda Favari, Jian-Qin Tao, Omar L Francone, Muredach Reilly, Yuzhen Zhang, George H Rothblat, Sandra R Bates. Identification and characterization of rodent ABCA1 in isolated type II pneumocytes. American journal of physiology. Lung cellular and molecular physiology. 2003 Oct; 285(4):L869-78. doi: 10.1152/ajplung.00077.2003. [PMID: 12909583]
  • Emi Kaneko, Morihiro Matsuda, Yukio Yamada, Yoji Tachibana, Iichiro Shimomura, Makoto Makishima. Induction of intestinal ATP-binding cassette transporters by a phytosterol-derived liver X receptor agonist. The Journal of biological chemistry. 2003 Sep; 278(38):36091-8. doi: 10.1074/jbc.m304153200. [PMID: 12847102]
  • Tomohiro Ide, Hitoshi Shimano, Tomohiro Yoshikawa, Naoya Yahagi, Michiyo Amemiya-Kudo, Takashi Matsuzaka, Masanori Nakakuki, Shigeru Yatoh, Yoko Iizuka, Sachiko Tomita, Ken Ohashi, Akimitsu Takahashi, Hirohito Sone, Takanari Gotoda, Jun-ichi Osuga, Shun Ishibashi, Nobuhiro Yamada. Cross-talk between peroxisome proliferator-activated receptor (PPAR) alpha and liver X receptor (LXR) in nutritional regulation of fatty acid metabolism. II. LXRs suppress lipid degradation gene promoters through inhibition of PPAR signaling. Molecular endocrinology (Baltimore, Md.). 2003 Jul; 17(7):1255-67. doi: 10.1210/me.2002-0191. [PMID: 12730332]
  • Hui Xia, Colvin M Redman. Oxysterols suppress constitutive fibrinogen expression. Thrombosis and haemostasis. 2003 Jul; 90(1):43-51. doi: 10.1055/s-0037-1613597. [PMID: 12876624]
  • Diane Thiboutot, Sami Jabara, Jan M McAllister, Aruntha Sivarajah, Kathyrn Gilliland, Zhaoyuan Cong, Gary Clawson. Human skin is a steroidogenic tissue: steroidogenic enzymes and cofactors are expressed in epidermis, normal sebocytes, and an immortalized sebocyte cell line (SEB-1). The Journal of investigative dermatology. 2003 Jun; 120(6):905-14. doi: 10.1046/j.1523-1747.2003.12244.x. [PMID: 12787114]
  • Radosveta P Koldamova, Iliya M Lefterov, Milos D Ikonomovic, John Skoko, Preslav I Lefterov, Barbara A Isanski, Steven T DeKosky, John S Lazo. 22R-hydroxycholesterol and 9-cis-retinoic acid induce ATP-binding cassette transporter A1 expression and cholesterol efflux in brain cells and decrease amyloid beta secretion. The Journal of biological chemistry. 2003 Apr; 278(15):13244-56. doi: 10.1074/jbc.m300044200. [PMID: 12547833]
  • Srinivasa T Reddy, Susan Hama, Carey Ng, Victor Grijalva, Mohamad Navab, Alan M Fogelman. ATP-binding cassette transporter 1 participates in LDL oxidation by artery wall cells. Arteriosclerosis, thrombosis, and vascular biology. 2002 Nov; 22(11):1877-83. doi: 10.1161/01.atv.0000035700.82829.2a. [PMID: 12426219]
  • Cheryl L Wellington, Yu-Zhou Yang, Stephen Zhou, Susanne M Clee, Bing Tan, Kenichi Hirano, Karin Zwarts, Anita Kwok, Allison Gelfer, Michel Marcil, Scott Newman, Kirsten Roomp, Roshni Singaraja, Jennifer Collins, Lin-Hua Zhang, Albert K Groen, Kees Hovingh, Alison Brownlie, Sherrie Tafuri, Jacques Genest, John J P Kastelein, Michael R Hayden. Truncation mutations in ABCA1 suppress normal upregulation of full-length ABCA1 by 9-cis-retinoic acid and 22-R-hydroxycholesterol. Journal of lipid research. 2002 Nov; 43(11):1939-49. doi: 10.1194/jlr.m200277-jlr200. [PMID: 12401893]
  • A Y Tu, J J Albers. Functional analysis of the transcriptional activity of the mouse phospholipid transfer protein gene. Biochemical and biophysical research communications. 2001 Oct; 287(4):921-6. doi: 10.1006/bbrc.2001.5687. [PMID: 11573953]
  • M Jezová, S Vrsanská, J Kolena. Luteinization factor-stimulated steroidogenesis in porcine granulosa cells. General physiology and biophysics. 2001 Jun; 20(2):175-82. doi: NULL. [PMID: 11519688]
  • B A Laffitte, J J Repa, S B Joseph, D C Wilpitz, H R Kast, D J Mangelsdorf, P Tontonoz. LXRs control lipid-inducible expression of the apolipoprotein E gene in macrophages and adipocytes. Proceedings of the National Academy of Sciences of the United States of America. 2001 Jan; 98(2):507-12. doi: 10.1073/pnas.98.2.507. [PMID: 11149950]
  • K Hanley, L G Kömüves, N M Bass, S S He, Y Jiang, D Crumrine, R Appel, M Friedman, J Bettencourt, K Min, P M Elias, M L Williams, K R Feingold. Fetal epidermal differentiation and barrier development In vivo is accelerated by nuclear hormone receptor activators. The Journal of investigative dermatology. 1999 Nov; 113(5):788-95. doi: 10.1046/j.1523-1747.1999.00743.x. [PMID: 10571735]
  • S R Hawi, K Nithipatikom, E R Wohlfeil, F Adar, W B Campbell. Raman microspectroscopy of intracellular cholesterol crystals in cultured bovine coronary artery endothelial cells. Journal of lipid research. 1997 Aug; 38(8):1591-7. doi: 10.1016/s0022-2275(20)37177-7. [PMID: 9300781]
  • J C Verhagen, P ter Braake, J Teunissen, G van Ginkel, A Sevanian. Physical effects of biologically formed cholesterol oxidation products on lipid membranes investigated with fluorescence depolarization spectroscopy and electron spin resonance. Journal of lipid research. 1996 Jul; 37(7):1488-502. doi: 10.1016/s0022-2275(20)39133-1. [PMID: 8827521]
  • P A Doris, A Hayward-Lester, D Bourne, D M Stocco. Ouabain production by cultured adrenal cells. Endocrinology. 1996 Feb; 137(2):533-9. doi: 10.1210/endo.137.2.8593799. [PMID: 8593799]
  • D A Freeman, P M Gocze, Z Porpaczy. Finasteride blocks progesterone synthesis in MA-10 Leydig tumor cells. Endocrinology. 1993 Oct; 133(4):1915-7. doi: 10.1210/endo.133.4.8404636. [PMID: 8404636]
  • T A Fitz, D F Contois, M M Marr, C E Rexroad, M A Fritz. Effects of substrate supplementation with hydroxycholesterol analogues and serum lipoproteins on ovine luteal cell progesterone secretion in vitro: demonstration of prostaglandin F2 alpha luteolytic actions in a defined model system. Journal of reproduction and fertility. 1993 Jan; 97(1):57-63. doi: 10.1530/jrf.0.0970057. [PMID: 8464026]
  • H Guo, J H Calkins, M M Sigel, T Lin. Interleukin-2 is a potent inhibitor of Leydig cell steroidogenesis. Endocrinology. 1990 Sep; 127(3):1234-9. doi: 10.1210/endo-127-3-1234. [PMID: 2167211]
  • C Seillan. Oxysterol mediated changes in fatty acid distribution and lipid synthesis in cultured bovine aortic smooth muscle cells. Lipids. 1990 Mar; 25(3):172-6. doi: 10.1007/bf02544334. [PMID: 2110280]
  • F F Rommerts, K J Teerds, J W Hoogerbrugge. In vitro effects of ethylene-dimethane sulfonate (EDS) on Leydig cells: inhibition of steroid production and cytotoxic effects are dependent on species and age of rat. Molecular and cellular endocrinology. 1988 Jan; 55(1):87-94. doi: 10.1016/0303-7207(88)90094-9. [PMID: 2834244]
  • Y Saito, Y Inada. [Lysis of plasma membrane by a unique oxygenated sterol: 22R-hydroxycholesterol]. Seikagaku. The Journal of Japanese Biochemical Society. 1985 Nov; 57(11):1517-21. doi: NULL. [PMID: 3831128]
  • R J Chorvat, B N Desai, S E Radak, K T McLaughlin, J E Miller, C Jett, E Rohrbacher. 22-Hydroxycholesterol derivatives as HMG CoA reductase suppressors and serum cholesterol lowering agents. Journal of medicinal chemistry. 1985 Feb; 28(2):194-200. doi: 10.1021/jm00380a008. [PMID: 3968683]
  • Y Saito, H Shimada, T Imada, T Kikuchi, N Ikekawa, Y Inada. Lysis of platelets and erythrocytes by the incorporation of a unique oxygenated sterol: 22R-hydroxycholesterol. The Journal of membrane biology. 1985; 83(1-2):187-91. doi: 10.1007/bf01868750. [PMID: 3999118]
  • S R Bates, C M Jett, J E Miller. Prevention of the hyperlipidemic serum or LDL-induced cellular cholesterol ester accumulation by 22-hydroxycholesterol and its analogue. Biochimica et biophysica acta. 1983 Oct; 753(3):281-93. doi: 10.1016/0005-2760(83)90050-4. [PMID: 6615863]