7-DHC (BioDeep_00000636699)

Main id: BioDeep_00000004599

 

PANOMIX_OTCML-2023 BioNovoGene_Lab2019


代谢物信息卡片


cholesta-5,7-dien-3beta-ol

化学式: C27H44O (384.3392)
中文名称: Δ5,7-胆固醇
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C12=CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CCCC(C)C)CC[C@@]21[H]
InChI: InChI=1S/C27H44O/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/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1

描述信息

D018977 - Micronutrients > D014815 - Vitamins > D000072664 - Provitamins
7-Dehydrocholesterol is biosynthetic precursor of cholesterol and vitamin D3.
7-Dehydrocholesterol is biosynthetic precursor of cholesterol and vitamin D3.

同义名列表

6 个代谢物同义名

cholesta-5,7-dien-3beta-ol; (3β)-7-Dehydro Cholesterol; 7-Dehydrocholesterol; ST 27:2;O; 7-DHC; 7-Dehydrocholesterol



数据库引用编号

13 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(5)

BioCyc(3)

PlantCyc(3)

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)

7 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 7 AKT1, CYP27B1, CYP2R1, DHCR24, IDI1, SMO, VDR
Peripheral membrane protein 4 CYP11A1, CYP1B1, CYP27A1, FDXR
Endoplasmic reticulum membrane 9 CYP1B1, CYP2R1, CYP7A1, DHCR24, DHCR7, EBP, FDFT1, HMGCR, SC5D
Mitochondrion membrane 3 CYP11A1, CYP27A1, CYP27B1
Nucleus 4 AKT1, DHCR24, SMO, VDR
cytosol 4 AKT1, IDI1, SMO, VDR
dendrite 1 SMO
nucleoplasm 3 AKT1, SMO, VDR
RNA polymerase II transcription regulator complex 1 VDR
Cell membrane 3 AKT1, GPRC5A, SMO
lamellipodium 1 AKT1
Multi-pass membrane protein 7 DHCR7, EBP, FDFT1, GPRC5A, HMGCR, SC5D, SMO
Golgi apparatus membrane 1 DHCR24
cell cortex 1 AKT1
glutamatergic synapse 1 AKT1
Golgi apparatus 1 SMO
Golgi membrane 1 DHCR24
mitochondrial inner membrane 4 CYP11A1, CYP24A1, CYP27A1, FDXR
postsynapse 1 AKT1
plasma membrane 3 AKT1, GPRC5A, SMO
Membrane 8 AKT1, CYP11A1, CYP1B1, DHCR24, DHCR7, FDFT1, HMGCR, SC5D
extracellular exosome 2 GPRC5A, SMO
endoplasmic reticulum 7 DHCR24, DHCR7, EBP, FDFT1, HMGCR, SC5D, SMO
extracellular space 1 PTH
mitochondrion 6 CYP11A1, CYP1B1, CYP24A1, CYP27A1, CYP27B1, FDXR
protein-containing complex 1 AKT1
intracellular membrane-bounded organelle 5 CYP1B1, CYP2R1, CYP7A1, GPRC5A, SMO
Microsome membrane 3 CYP1B1, CYP2R1, CYP7A1
extracellular region 1 PTH
Single-pass membrane protein 2 CYP7A1, DHCR24
mitochondrial outer membrane 1 CYP27B1
mitochondrial matrix 3 CYP11A1, CYP27A1, FDXR
Cell projection, cilium 1 SMO
ciliary membrane 1 SMO
nuclear membrane 2 EBP, SMO
cytoplasmic vesicle 1 EBP
microtubule cytoskeleton 1 AKT1
nucleolus 1 GPRC5A
cell-cell junction 1 AKT1
vesicle 2 AKT1, GPRC5A
Mitochondrion inner membrane 3 CYP11A1, CYP27A1, FDXR
spindle 1 AKT1
Peroxisome 1 IDI1
peroxisomal membrane 1 HMGCR
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
ciliary tip 1 SMO
nuclear outer membrane 1 DHCR7
Late endosome 1 SMO
receptor complex 2 GPRC5A, VDR
ciliary basal body 1 AKT1
cilium 1 SMO
chromatin 1 VDR
centriole 1 SMO
nuclear envelope 1 EBP
Nucleus envelope 1 EBP
Cytoplasmic vesicle membrane 1 GPRC5A
Peroxisome membrane 1 HMGCR
endocytic vesicle membrane 1 SMO
9+0 non-motile cilium 1 SMO
endoplasmic reticulum-Golgi intermediate compartment 1 SMO


文献列表

  • Shaojie Cui, Jin Ye. 7-Dehydrocholesterol: A sterol shield against an iron sword. Molecular cell. 2024 Apr; 84(7):1183-1185. doi: 10.1016/j.molcel.2024.03.003. [PMID: 38579675]
  • Thiago C Genaro-Mattos, Zeljka Korade, Namood-E Sahar, Jose Pedro Friedmann Angeli, Károly Mirnics, Eric S Peeples. Enhancing 7-dehydrocholesterol suppresses brain ferroptosis and tissue injury after neonatal hypoxia-ischemia. Scientific reports. 2024 04; 14(1):7924. doi: 10.1038/s41598-024-58579-6. [PMID: 38575644]
  • Florencio Porto Freitas, Hamed Alborzinia, Ancély Ferreira Dos Santos, Palina Nepachalovich, Lohans Pedrera, Omkar Zilka, Alex Inague, Corinna Klein, Nesrine Aroua, Kamini Kaushal, Bettina Kast, Svenja M Lorenz, Viktoria Kunz, Helene Nehring, Thamara N Xavier da Silva, Zhiyi Chen, Sena Atici, Sebastian G Doll, Emily L Schaefer, Ifedapo Ekpo, Werner Schmitz, Aline Horling, Peter Imming, Sayuri Miyamoto, Ann M Wehman, Thiago C Genaro-Mattos, Karoly Mirnics, Lokender Kumar, Judith Klein-Seetharaman, Svenja Meierjohann, Isabel Weigand, Matthias Kroiss, Georg W Bornkamm, Fernando Gomes, Luis Eduardo Soares Netto, Manjima B Sathian, David B Konrad, Douglas F Covey, Bernhard Michalke, Kurt Bommert, Ralf C Bargou, Ana Garcia-Saez, Derek A Pratt, Maria Fedorova, Andreas Trumpp, Marcus Conrad, José Pedro Friedmann Angeli. 7-Dehydrocholesterol is an endogenous suppressor of ferroptosis. Nature. 2024 Jan; ?(?):. doi: 10.1038/s41586-023-06878-9. [PMID: 38297129]
  • Xia Ke, Zi-Hao Pan, Hong-Fei Du, Yi Shen, Ji-Dong Shen, Zhi-Qiang Liu, Yu-Guo Zheng. Secretory Production of 7-dehydrocholesterol by Engineered Saccharomyces cerevisiae. Biotechnology journal. 2023 Sep; ?(?):e2300056. doi: 10.1002/biot.202300056. [PMID: 37688450]
  • Yitao Luo, Chengqiang Zhang, Li Ma, Yuxiao Zhang, Zhengyuan Liu, Li Chen, Rui Wang, Yujing Luan, Yulan Rao. Measurement of 7-dehydrocholesterol and cholesterol in hair can be used in the diagnosis of Smith-Lemli-Opitz syndrome. Journal of lipid research. 2022 06; 63(6):100228. doi: 10.1016/j.jlr.2022.100228. [PMID: 35577137]
  • Erik Stokstad. Engineered tomatoes get a healthy dose of vitamin D. Science (New York, N.Y.). 2022 05; 376(6596):907. doi: 10.1126/science.add1587. [PMID: 35617417]
  • Basar Cenik, Jayme M Palka, Bonne M Thompson, Jeffrey G McDonald, Carol A Tamminga, Can Cenik, E Sherwood Brown. Desmosterol and 7-dehydrocholesterol concentrations in post mortem brains of depressed people: The role of trazodone. Translational psychiatry. 2022 04; 12(1):139. doi: 10.1038/s41398-022-01903-3. [PMID: 35379782]
  • Ian Delahunty, Jianwen Li, Wen Jiang, Chaebin Lee, Xueyuan Yang, Anil Kumar, Zhi Liu, Weizhong Zhang, Jin Xie. 7-Dehydrocholesterol Encapsulated Polymeric Nanoparticles As a Radiation-Responsive Sensitizer for Enhancing Radiation Therapy. Small (Weinheim an der Bergstrasse, Germany). 2022 04; 18(17):e2200710. doi: 10.1002/smll.202200710. [PMID: 35304816]
  • Yitao Luo, Zhengyuan Liu, Yujie Zeng, Yuxiao Zhang, Yujing Luan, Li Ma, Li Chen, Lin Zou, Jingmin Yang, Zhibin Huang, Yulan Rao, Chengqiang Zhang. A reliable tool for detecting 7-dehydrocholesterol and cholesterol in human plasma and its use in diagnosis of Smith-Lemli-Opitz syndrome. Journal of separation science. 2022 Mar; 45(5):1080-1093. doi: 10.1002/jssc.202100594. [PMID: 34962712]
  • Katalin Koczok, László Horváth, Zeljka Korade, Zoltán András Mezei, Gabriella P Szabó, Ned A Porter, Eszter Kovács, Károly Mirnics, István Balogh. Biochemical and Clinical Effects of Vitamin E Supplementation in Hungarian Smith-Lemli-Opitz Syndrome Patients. Biomolecules. 2021 08; 11(8):. doi: 10.3390/biom11081228. [PMID: 34439893]
  • Tatsunosuke Tomita, Renu Wadhwa, Sunil C Kaul, Ryoji Kurita, Naoshi Kojima, Yoshiaki Onishi. Withanolide Derivative 2,3-Dihydro-3β-methoxy Withaferin-A Modulates the Circadian Clock via Interaction with RAR-Related Orphan Receptor α (RORa). Journal of natural products. 2021 07; 84(7):1882-1888. doi: 10.1021/acs.jnatprod.0c01276. [PMID: 34152143]
  • Jan Klouda, Lenka Benešová, Pavel Kočovský, Karolina Schwarzová-Pecková. Voltammetry of 7-dehydrocholesterol as a new and useful tool for Smith-Lemli-Opitz syndrome diagnosis. Talanta. 2021 Jul; 229(?):122260. doi: 10.1016/j.talanta.2021.122260. [PMID: 33838771]
  • Danielle L Sofferman, Arkaprabha Konar, Kenneth G Spears, Roseanne J Sension. Ultrafast excited state dynamics of provitamin D3 and analogs in solution and in lipid bilayers. The Journal of chemical physics. 2021 Mar; 154(9):094309. doi: 10.1063/5.0041375. [PMID: 33685160]
  • Jonas Abdel-Khalik, Thomas Hearn, Alison L Dickson, Peter J Crick, Eylan Yutuc, Karl Austin-Muttitt, Brian W Bigger, Andrew A Morris, Cedric H Shackleton, Peter T Clayton, Takashi Iida, Ria Sircar, Rajat Rohatgi, Hanns-Ulrich Marschall, Jan Sjövall, Ingemar Björkhem, Jonathan G L Mullins, William J Griffiths, Yuqin Wang. Bile acid biosynthesis in Smith-Lemli-Opitz syndrome bypassing cholesterol: Potential importance of pathway intermediates. The Journal of steroid biochemistry and molecular biology. 2021 02; 206(?):105794. doi: 10.1016/j.jsbmb.2020.105794. [PMID: 33246156]
  • Maurizio Cutolo, Stefano Soldano, Alberto Sulli, Vanessa Smith, Emanuele Gotelli. Influence of Seasonal Vitamin D Changes on Clinical Manifestations of Rheumatoid Arthritis and Systemic Sclerosis. Frontiers in immunology. 2021; 12(?):683665. doi: 10.3389/fimmu.2021.683665. [PMID: 34267753]
  • Mikis Kiourtzidis, Julia Kühn, Corinna Brandsch, Gabriele I Stangl. Vitamin D Status of Mice Deficient in Scavenger Receptor Class B Type 1, Cluster Determinant 36 and ATP-Binding Cassette Proteins G5/G8. Nutrients. 2020 Jul; 12(8):. doi: 10.3390/nu12082169. [PMID: 32707802]
  • Hiroshi Iwasaki, Masaki Wakamatsu, Kazunari Sugihara, Kyohei Kamio, Satoshi Tsuji, Junya Morita, Yasuhiro Kurihara, Tomoko Izumi, Tomohiro Nishimoto, Kohnosuke Kinoshita, Yutaka Nakanishi, Minoru Sasaki. Drug-induced lenticular opacity and accumulation of cholesterol-related substances in the lens cortex of dogs. The Journal of toxicological sciences. 2020; 45(4):201-218. doi: 10.2131/jts.45.201. [PMID: 32238695]
  • Luke B Allen, Thiago C Genaro-Mattos, Ned A Porter, Károly Mirnics, Zeljka Korade. Desmosterolosis and desmosterol homeostasis in the developing mouse brain. Journal of inherited metabolic disease. 2019 09; 42(5):934-943. doi: 10.1002/jimd.12088. [PMID: 30891795]
  • Marco Mangiacotti, Stefano Pezzi, Marco Fumagalli, Alan Jioele Coladonato, Patrizia d'Ettorre, Chloé Leroy, Xavier Bonnet, Marco A L Zuffi, Stefano Scali, Roberto Sacchi. Seasonal Variations in Femoral Gland Secretions Reveals some Unexpected Correlations Between Protein and Lipid Components in a Lacertid Lizard. Journal of chemical ecology. 2019 Aug; 45(8):673-683. doi: 10.1007/s10886-019-01092-2. [PMID: 31407198]
  • Seung Mi Lee, Ju-Yeon Moon, Byeong-Yun Lim, Sun Min Kim, Chan-Wook Park, Byoung Jae Kim, Jong Kwan Jun, Errol R Norwitz, Man Ho Choi, Joong Shin Park. Increased biosynthesis and accumulation of cholesterol in maternal plasma, but not amniotic fluid in pre-eclampsia. Scientific reports. 2019 02; 9(1):1550. doi: 10.1038/s41598-018-37757-3. [PMID: 30733456]
  • Elijah J Weber, Kevin A Lidberg, Lu Wang, Theo K Bammler, James W MacDonald, Mavis J Li, Michelle Redhair, William M Atkins, Cecilia Tran, Kelly M Hines, Josi Herron, Libin Xu, Maria Beatriz Monteiro, Susanne Ramm, Vishal Vaidya, Martti Vaara, Timo Vaara, Jonathan Himmelfarb, Edward J Kelly. Human kidney on a chip assessment of polymyxin antibiotic nephrotoxicity. JCI insight. 2018 12; 3(24):. doi: 10.1172/jci.insight.123673. [PMID: 30568031]
  • Steven J Fliesler, Libin Xu. Oxysterols and Retinal Degeneration in a Rat Model of Smith-Lemli-Opitz Syndrome: Implications for an Improved Therapeutic Intervention. Molecules (Basel, Switzerland). 2018 Oct; 23(10):. doi: 10.3390/molecules23102720. [PMID: 30360379]
  • Phillip A Wages, Hye-Young H Kim, Zeljka Korade, Ned A Porter. Identification and characterization of prescription drugs that change levels of 7-dehydrocholesterol and desmosterol. Journal of lipid research. 2018 10; 59(10):1916-1926. doi: 10.1194/jlr.m086991. [PMID: 30087204]
  • Satoshi Hirayama, Hironori Nagasaka, Akira Honda, Haruki Komatsu, Takahiro Kodama, Ayano Inui, Ichiro Morioka, Shunsaku Kaji, Tsuyoshi Ueno, Kenji Ihara, Mariko Yagi, Zenro Kizaki, Kazuhiko Bessho, Hiroki Kondou, Tohru Yorifuji, Hirokazu Tsukahara, Kazumoto Iijima, Takashi Miida. Cholesterol Metabolism Is Enhanced in the Liver and Brain of Children With Citrin Deficiency. The Journal of clinical endocrinology and metabolism. 2018 07; 103(7):2488-2497. doi: 10.1210/jc.2017-02664. [PMID: 29659898]
  • Thiago C Genaro-Mattos, Keri A Tallman, Luke B Allen, Allison Anderson, Karoly Mirnics, Zeljka Korade, Ned A Porter. Dichlorophenyl piperazines, including a recently-approved atypical antipsychotic, are potent inhibitors of DHCR7, the last enzyme in cholesterol biosynthesis. Toxicology and applied pharmacology. 2018 06; 349(?):21-28. doi: 10.1016/j.taap.2018.04.029. [PMID: 29698737]
  • Yu Wang, Siming Wang, Lijiao Zhang, Jie Zeng, Ruiyue Yang, Hongxia Li, Yueming Tang, Wenxiang Chen, Jun Dong. A simple and precise method to detect sterol esterification activity of lecithin/cholesterol acyltransferase by high-performance liquid chromatography. Analytical and bioanalytical chemistry. 2018 Feb; 410(6):1785-1792. doi: 10.1007/s00216-017-0834-4. [PMID: 29307006]
  • Alexandru Babes, Cosmin I Ciotu, Tal Hoffmann, Tatjana I Kichko, Tudor Selescu, Cristian Neacsu, Susanne K Sauer, Peter W Reeh, Michael J M Fischer. Photosensitization of TRPA1 and TRPV1 by 7-dehydrocholesterol: implications for the Smith-Lemli-Opitz syndrome. Pain. 2017 Dec; 158(12):2475-2486. doi: 10.1097/j.pain.0000000000001056. [PMID: 28891864]
  • R Özçelik, R M Bruckmaier, L E Hernández-Castellano. Prepartum daylight exposure increases serum calcium concentrations in dairy cows at the onset of lactation. Journal of animal science. 2017 Oct; 95(10):4440-4447. doi: 10.2527/jas2017.1834. [PMID: 29108038]
  • T A Kalajian, A Aldoukhi, A J Veronikis, K Persons, M F Holick. Ultraviolet B Light Emitting Diodes (LEDs) Are More Efficient and Effective in Producing Vitamin D3 in Human Skin Compared to Natural Sunlight. Scientific reports. 2017 09; 7(1):11489. doi: 10.1038/s41598-017-11362-2. [PMID: 28904394]
  • Kaori Endo-Umeda, Atsushi Aoyama, Masato Shimizu, Minoru Ishikawa, Yuichi Hashimoto, Sachiko Yamada, Makoto Makishima. 1α-Hydroxy derivatives of 7-dehydrocholesterol are selective liver X receptor modulators. The Journal of steroid biochemistry and molecular biology. 2017 09; 172(?):136-148. doi: 10.1016/j.jsbmb.2017.07.014. [PMID: 28736297]
  • Željka Korade, Wei Liu, Emily B Warren, Kristan Armstrong, Ned A Porter, Christine Konradi. Effect of psychotropic drug treatment on sterol metabolism. Schizophrenia research. 2017 09; 187(?):74-81. doi: 10.1016/j.schres.2017.02.001. [PMID: 28202290]
  • N F Sharif, Z Korade, N A Porter, F E Harrison. Oxidative stress, serotonergic changes and decreased ultrasonic vocalizations in a mouse model of Smith-Lemli-Opitz syndrome. Genes, brain, and behavior. 2017 07; 16(6):619-626. doi: 10.1111/gbb.12376. [PMID: 28220990]
  • Shuan Shian Huang, I-Hua Liu, Chun-Lin Chen, Jia-Ming Chang, Frank E Johnson, Jung San Huang. 7-Dehydrocholesterol (7-DHC), But Not Cholesterol, Causes Suppression of Canonical TGF-β Signaling and Is Likely Involved in the Development of Atherosclerotic Cardiovascular Disease (ASCVD). Journal of cellular biochemistry. 2017 06; 118(6):1387-1400. doi: 10.1002/jcb.25797. [PMID: 27862220]
  • William J Griffiths, Jonas Abdel-Khalik, Peter J Crick, Michael Ogundare, Cedric H Shackleton, Karin Tuschl, Mei Kwun Kwok, Brian W Bigger, Andrew A Morris, Akira Honda, Libin Xu, Ned A Porter, Ingemar Björkhem, Peter T Clayton, Yuqin Wang. Sterols and oxysterols in plasma from Smith-Lemli-Opitz syndrome patients. The Journal of steroid biochemistry and molecular biology. 2017 05; 169(?):77-87. doi: 10.1016/j.jsbmb.2016.03.018. [PMID: 26976653]
  • Christopher A Wassif, Lisa Kratz, Susan E Sparks, Courtney Wheeler, Simona Bianconi, Andrea Gropman, Karim A Calis, Richard I Kelley, Elaine Tierney, Forbes D Porter. A placebo-controlled trial of simvastatin therapy in Smith-Lemli-Opitz syndrome. Genetics in medicine : official journal of the American College of Medical Genetics. 2017 03; 19(3):297-305. doi: 10.1038/gim.2016.102. [PMID: 27513191]
  • Walter L Miller. Genetic disorders of Vitamin D biosynthesis and degradation. The Journal of steroid biochemistry and molecular biology. 2017 01; 165(Pt A):101-108. doi: 10.1016/j.jsbmb.2016.04.001. [PMID: 27060335]
  • Julia Kühn, Frank Hirche, Stefanie Geissler, Gabriele I Stangl. Oral intake of 7-dehydrocholesterol increases vitamin D3 concentrations in the liver and kidney. The Journal of steroid biochemistry and molecular biology. 2016 11; 164(?):199-204. doi: 10.1016/j.jsbmb.2015.12.017. [PMID: 26709139]
  • Anika V Prabhu, Winnie Luu, Dianfan Li, Laura J Sharpe, Andrew J Brown. DHCR7: A vital enzyme switch between cholesterol and vitamin D production. Progress in lipid research. 2016 10; 64(?):138-151. doi: 10.1016/j.plipres.2016.09.003. [PMID: 27697512]
  • András Balajthy, Sándor Somodi, Zoltán Pethő, Mária Péter, Zoltán Varga, Gabriella P Szabó, György Paragh, László Vígh, György Panyi, Péter Hajdu. 7DHC-induced changes of Kv1.3 operation contributes to modified T cell function in Smith-Lemli-Opitz syndrome. Pflugers Archiv : European journal of physiology. 2016 08; 468(8):1403-18. doi: 10.1007/s00424-016-1851-4. [PMID: 27315086]
  • Yuki Tsukagoshi, Kiyoshi Ohyama, Hikaru Seki, Tomoyoshi Akashi, Toshiya Muranaka, Hideyuki Suzuki, Yoshinori Fujimoto. Functional characterization of CYP71D443, a cytochrome P450 catalyzing C-22 hydroxylation in the 20-hydroxyecdysone biosynthesis of Ajuga hairy roots. Phytochemistry. 2016 Jul; 127(?):23-8. doi: 10.1016/j.phytochem.2016.03.010. [PMID: 27017303]
  • Myriam Gou-Fàbregas, Anna Macià, Carlos Anerillas, Marta Vaquero, Mariona Jové, Sanjay Jain, Joan Ribera, Mario Encinas. 7-dehydrocholesterol efficiently supports Ret signaling in a mouse model of Smith-Opitz-Lemli syndrome. Scientific reports. 2016 06; 6(?):28534. doi: 10.1038/srep28534. [PMID: 27334845]
  • Andrzej T Slominski, Tae-Kang Kim, Wei Li, Arnold Postlethwaite, Elaine W Tieu, Edith K Y Tang, Robert C Tuckey. Detection of novel CYP11A1-derived secosteroids in the human epidermis and serum and pig adrenal gland. Scientific reports. 2015 Oct; 5(?):14875. doi: 10.1038/srep14875. [PMID: 26445902]
  • Matthew G K Benesch, Ruthven N A H Lewis, Ronald N McElhaney. A calorimetric and spectroscopic comparison of the effects of cholesterol and its immediate biosynthetic precursors 7-dehydrocholesterol and desmosterol on the thermotropic phase behavior and organization of dipalmitoylphosphatidylcholine bilayer membranes. Chemistry and physics of lipids. 2015 Oct; 191(?):123-35. doi: 10.1016/j.chemphyslip.2015.09.002. [PMID: 26368000]
  • Andrzej T Slominski, Wei Li, Tae-Kang Kim, Igor Semak, Jin Wang, Jordan K Zjawiony, Robert C Tuckey. Novel activities of CYP11A1 and their potential physiological significance. The Journal of steroid biochemistry and molecular biology. 2015 Jul; 151(?):25-37. doi: 10.1016/j.jsbmb.2014.11.010. [PMID: 25448732]
  • S Becker, S Röhnike, S Empting, D Haas, K Mohnike, S Beblo, U Mütze, R A Husain, J Thiery, U Ceglarek. LC-MS/MS-based quantification of cholesterol and related metabolites in dried blood for the screening of inborn errors of sterol metabolism. Analytical and bioanalytical chemistry. 2015 Jul; 407(17):5227-33. doi: 10.1007/s00216-015-8731-1. [PMID: 25963649]
  • Juliane Radtke, Alexandra Schutkowski, Corinna Brandsch, Frank Hirche, Katrin Hasenkopf, Gabriele I Stangl. Isolated Conglutin γ from Lupin, but not Phytate, Lowers Serum Cholesterol Without Influencing Vascular Lesion Development in the ApoE-deficient Mouse Model. Plant foods for human nutrition (Dordrecht, Netherlands). 2015 Jun; 70(2):113-8. doi: 10.1007/s11130-015-0481-x. [PMID: 25814378]
  • H Muchalski, L Xu, N A Porter. Tunneling in tocopherol-mediated peroxidation of 7-dehydrocholesterol. Organic & biomolecular chemistry. 2015 Jan; 13(4):1249-53. doi: 10.1039/c4ob02377c. [PMID: 25435103]
  • S L Pierens, D R Fraser. The origin and metabolism of vitamin D in rainbow trout. The Journal of steroid biochemistry and molecular biology. 2015 Jan; 145(?):58-64. doi: 10.1016/j.jsbmb.2014.10.005. [PMID: 25305412]
  • Mark J Merkens, Nancy L Sinden, Christine D Brown, Louise S Merkens, Jean-Baptiste Roullet, Thuan Nguyen, Robert D Steiner. Feeding impairments associated with plasma sterols in Smith-Lemli-Opitz syndrome. The Journal of pediatrics. 2014 Oct; 165(4):836-41.e1. doi: 10.1016/j.jpeds.2014.06.010. [PMID: 25039049]
  • Sandeep Goyal, Yi Xiao, Ned A Porter, Libin Xu, F Peter Guengerich. Oxidation of 7-dehydrocholesterol and desmosterol by human cytochrome P450 46A1. Journal of lipid research. 2014 Sep; 55(9):1933-43. doi: 10.1194/jlr.m051508. [PMID: 25017465]
  • Ingemar Björkhem, Ulf Diczfalusy, Anita Lövgren-Sandblom, Lena Starck, Monica Jonsson, Keri Tallman, Henrik Schirmer, Lilian Bomme Ousager, Peter J Crick, Yuqin Wang, William J Griffiths, F Peter Guengerich. On the formation of 7-ketocholesterol from 7-dehydrocholesterol in patients with CTX and SLO. Journal of lipid research. 2014 06; 55(6):1165-72. doi: 10.1194/jlr.p048603. [PMID: 24771866]
  • Robert Rosecrans, James C Dohnal. Seasonal vitamin D changes and the impact on health risk assessment. Clinical biochemistry. 2014 May; 47(7-8):670-2. doi: 10.1016/j.clinbiochem.2014.02.004. [PMID: 24525255]
  • Libin Xu, Ned A Porter. Reactivities and products of free radical oxidation of cholestadienols. Journal of the American Chemical Society. 2014 Apr; 136(14):5443-50. doi: 10.1021/ja5011674. [PMID: 24625033]
  • Wei Liu, Libin Xu, Connor Lamberson, Dorothea Haas, Zeljka Korade, Ned A Porter. A highly sensitive method for analysis of 7-dehydrocholesterol for the study of Smith-Lemli-Opitz syndrome. Journal of lipid research. 2014 Feb; 55(2):329-37. doi: 10.1194/jlr.d043877. [PMID: 24259532]
  • Davaasambuu Ganmaa, Michael F Holick, Janet W Rich-Edwards, Lindsay A Frazier, Dambadarjaa Davaalkham, Boldbaatar Ninjin, Craig Janes, Robert N Hoover, Rebecca Troisi. Vitamin D deficiency in reproductive age Mongolian women: a cross sectional study. The Journal of steroid biochemistry and molecular biology. 2014 Jan; 139(?):1-6. doi: 10.1016/j.jsbmb.2013.09.011. [PMID: 24076033]
  • Vladimir Bzdúch, Darina Behúlová, Jozefína Skodová, Martina Skokňová, Libor Kozák. [Historical aspects of the Smith-Lemli-Opitz syndrome]. Casopis lekaru ceskych. 2014; 153(1):36-9. doi: NULL. [PMID: 24506692]
  • M Kohler, F Leiber, H Willems, L Merbold, A Liesegang. Influence of altitude on vitamin D and bone metabolism of lactating sheep and goats. Journal of animal science. 2013 Nov; 91(11):5259-68. doi: 10.2527/jas.2013-6702. [PMID: 24045489]
  • Katherine Windsor, Thiago C Genaro-Mattos, Hye-Young H Kim, Wei Liu, Keri A Tallman, Sayuri Miyamoto, Zeljka Korade, Ned A Porter. Probing lipid-protein adduction with alkynyl surrogates: application to Smith-Lemli-Opitz syndrome. Journal of lipid research. 2013 Oct; 54(10):2842-50. doi: 10.1194/jlr.m041061. [PMID: 23828810]
  • Ned A Porter. A perspective on free radical autoxidation: the physical organic chemistry of polyunsaturated fatty acid and sterol peroxidation. The Journal of organic chemistry. 2013 Apr; 78(8):3511-24. doi: 10.1021/jo4001433. [PMID: 23445181]
  • Libin Xu, Zeljka Korade, Dale A Rosado, Karoly Mirnics, Ned A Porter. Metabolism of oxysterols derived from nonenzymatic oxidation of 7-dehydrocholesterol in cells. Journal of lipid research. 2013 Apr; 54(4):1135-43. doi: 10.1194/jlr.m035733. [PMID: 23381570]
  • Pushpendra Singh, Sourav Haldar, Amitabha Chattopadhyay. Differential effect of sterols on dipole potential in hippocampal membranes: implications for receptor function. Biochimica et biophysica acta. 2013 Mar; 1828(3):917-23. doi: 10.1016/j.bbamem.2012.11.022. [PMID: 23201544]
  • R Kennedy Keller, David A Mitchell, Christopher C Goulah, Steven J Fliesler. Hepatic isoprenoid metabolism in a rat model of Smith-Lemli-Opitz Syndrome. Lipids. 2013 Mar; 48(3):219-29. doi: 10.1007/s11745-013-3762-x. [PMID: 23361583]
  • Hirofumi Shimomura, Kouichi Hosoda, David J McGee, Shunji Hayashi, Kenji Yokota, Yoshikazu Hirai. Detoxification of 7-dehydrocholesterol fatal to Helicobacter pylori is a novel role of cholesterol glucosylation. Journal of bacteriology. 2013 Jan; 195(2):359-67. doi: 10.1128/jb.01495-12. [PMID: 23144252]
  • Zeljka Korade, Libin Xu, Karoly Mirnics, Ned A Porter. Lipid biomarkers of oxidative stress in a genetic mouse model of Smith-Lemli-Opitz syndrome. Journal of inherited metabolic disease. 2013 Jan; 36(1):113-22. doi: 10.1007/s10545-012-9504-z. [PMID: 22718275]
  • Nicholas S Dabai, Pornpoj Pramyothin, Michael F Holick. The effect of ultraviolet radiation from a novel portable fluorescent lamp on serum 25-hydroxyvitamin D3 levels in healthy adults with Fitzpatrick skin types II and III. Photodermatology, photoimmunology & photomedicine. 2012 Dec; 28(6):307-11. doi: 10.1111/phpp.12000. [PMID: 23126292]
  • S Matysik, H H Klünemann, G Schmitz. Gas chromatography-tandem mass spectrometry method for the simultaneous determination of oxysterols, plant sterols, and cholesterol precursors. Clinical chemistry. 2012 Nov; 58(11):1557-64. doi: 10.1373/clinchem.2012.189605. [PMID: 22997279]
  • Monica Gelzo, Stefano Clericuzio, Rosalba Barone, Oceania D'Apolito, Antonio Dello Russo, Gaetano Corso. A routine method for cholesterol and 7-dehydrocholesterol analysis in dried blood spot by GC-FID to diagnose the Smith-Lemli-Opitz syndrome. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2012 Oct; 907(?):154-8. doi: 10.1016/j.jchromb.2012.08.025. [PMID: 22985726]
  • Yanping Lin, John L Ubels, Mark P Schotanus, Zhaohong Yin, Victorina Pintea, Bruce D Hammock, Mitchell A Watsky. Enhancement of vitamin D metabolites in the eye following vitamin D3 supplementation and UV-B irradiation. Current eye research. 2012 Oct; 37(10):871-8. doi: 10.3109/02713683.2012.688235. [PMID: 22632164]
  • Michael Lang, Sophie Murat, Andrew G Clark, Géraldine Gouppil, Catherine Blais, Luciano M Matzkin, Emilie Guittard, Takuji Yoshiyama-Yanagawa, Hiroshi Kataoka, Ryusuke Niwa, René Lafont, Chantal Dauphin-Villemant, Virginie Orgogozo. Mutations in the neverland gene turned Drosophila pachea into an obligate specialist species. Science (New York, N.Y.). 2012 Sep; 337(6102):1658-61. doi: 10.1126/science.1224829. [PMID: 23019649]
  • Jean-Baptiste Roullet, Louise S Merkens, Anuradha S Pappu, Megan D Jacobs, Rolf Winter, William E Connor, Robert D Steiner. No evidence for mevalonate shunting in moderately affected children with Smith-Lemli-Opitz syndrome. Journal of inherited metabolic disease. 2012 Sep; 35(5):859-69. doi: 10.1007/s10545-012-9453-6. [PMID: 22391996]
  • M Al-Owain, F Imtiaz, T Shuaib, A Edrees, M Al-Amoudi, N Sakati, Z Al-Hassnan, H Bamashmous, Z Rahbeeni, S Al-Ameer, E Faqeih, B Meyer, A Al-Hashem, W Garout, A Al-Odaib, M Rashed, J Y Al-Aama. Smith-Lemli-Opitz syndrome among Arabs. Clinical genetics. 2012 Aug; 82(2):165-72. doi: 10.1111/j.1399-0004.2011.01742.x. [PMID: 21696385]
  • Changfeng Chen, Carl P Tripp. A comparison of the behavior of cholesterol, 7-dehydrocholesterol and ergosterol in phospholipid membranes. Biochimica et biophysica acta. 2012 Jul; 1818(7):1673-81. doi: 10.1016/j.bbamem.2012.03.009. [PMID: 22465065]
  • Hye Yin Park, Youn-Hee Lim, Jin Hee Kim, Sanghyuk Bae, Se-Young Oh, Yun-Chul Hong. Association of serum 25-hydroxyvitamin D levels with markers for metabolic syndrome in the elderly: a repeated measure analysis. Journal of Korean medical science. 2012 Jun; 27(6):653-60. doi: 10.3346/jkms.2012.27.6.653. [PMID: 22690097]
  • T M Neuhann, D Müller, K Hackmann, S Holzinger, E Schrock, N Di Donato. A further patient with van Maldergem syndrome. European journal of medical genetics. 2012 Jun; 55(6-7):423-8. doi: 10.1016/j.ejmg.2012.02.012. [PMID: 22469822]
  • Ajanta Chakraborty, Naganjaneyulu Bodipati, Marija Krstic Demonacos, Ramakrishna Peddinti, Kaushik Ghosh, Partha Roy. Long term induction by pterostilbene results in autophagy and cellular differentiation in MCF-7 cells via ROS dependent pathway. Molecular and cellular endocrinology. 2012 May; 355(1):25-40. doi: 10.1016/j.mce.2012.01.009. [PMID: 22273805]
  • Sourav Haldar, Ravi Kumar Kanaparthi, Anunay Samanta, Amitabha Chattopadhyay. Differential effect of cholesterol and its biosynthetic precursors on membrane dipole potential. Biophysical journal. 2012 Apr; 102(7):1561-9. doi: 10.1016/j.bpj.2012.03.004. [PMID: 22500756]
  • Nirali S Desai, Nestani Tukvadze, Jennifer K Frediani, Maia Kipiani, Ekaterine Sanikidze, Memorie M Nichols, Gautam Hebbar, Russell R Kempker, Veriko Mirtskhulava, Iagor Kalandadze, Shabnam Seydafkan, Nilay Sutaria, Tai C Chen, Henry M Blumberg, Thomas R Ziegler, Vin Tangpricha. Effects of sunlight and diet on vitamin D status of pulmonary tuberculosis patients in Tbilisi, Georgia. Nutrition (Burbank, Los Angeles County, Calif.). 2012 Apr; 28(4):362-6. doi: 10.1016/j.nut.2011.08.012. [PMID: 22304856]
  • Ling Lu, Hongguang Sheng, Huaixing Li, Wei Gan, Chen Liu, Jingwen Zhu, Ruth J F Loos, Xu Lin. Associations between common variants in GC and DHCR7/NADSYN1 and vitamin D concentration in Chinese Hans. Human genetics. 2012 Mar; 131(3):505-12. doi: 10.1007/s00439-011-1099-1. [PMID: 21972121]
  • Sukhminder Jit Singh Bajwa, Ishwardip Singh Kwatra. Reno-endocrinal disorders: A basic understanding of the molecular genetics. Indian journal of endocrinology and metabolism. 2012 Mar; 16(2):158-63. doi: 10.4103/2230-8210.93731. [PMID: 22470850]
  • Steinar Tretli, Gary G Schwartz, Peter Abusdal Torjesen, Trude Eid Robsahm. Serum levels of 25-hydroxyvitamin D and survival in Norwegian patients with cancer of breast, colon, lung, and lymphoma: a population-based study. Cancer causes & control : CCC. 2012 Feb; 23(2):363-70. doi: 10.1007/s10552-011-9885-6. [PMID: 22193397]
  • Ilkka Laaksi. Vitamin D and respiratory infection in adults. The Proceedings of the Nutrition Society. 2012 Feb; 71(1):90-7. doi: 10.1017/s0029665111003351. [PMID: 22115013]
  • Evropi Theodoratou, Tom Palmer, Lina Zgaga, Susan M Farrington, Paul McKeigue, Farhat V N Din, Albert Tenesa, George Davey-Smith, Malcolm G Dunlop, Harry Campbell. Instrumental variable estimation of the causal effect of plasma 25-hydroxy-vitamin D on colorectal cancer risk: a mendelian randomization analysis. PloS one. 2012; 7(6):e37662. doi: 10.1371/journal.pone.0037662. [PMID: 22701574]
  • Rolf Jorde, Henrik Schirmer, Tom Wilsgaard, Ragnar Martin Joakimsen, Ellisiv Bøgeberg Mathiesen, Inger Njølstad, Maja-Lisa Løchen, Yngve Figenschau, Jens Petter Berg, Johan Svartberg, Guri Grimnes. Polymorphisms related to the serum 25-hydroxyvitamin D level and risk of myocardial infarction, diabetes, cancer and mortality. The Tromsø Study. PloS one. 2012; 7(5):e37295. doi: 10.1371/journal.pone.0037295. [PMID: 22649517]
  • Wei-Jian Bei, Jiao Guo, Hai-Yun Wu, Yang Cao. Lipid-regulating effect of traditional chinese medicine: mechanisms of actions. Evidence-based complementary and alternative medicine : eCAM. 2012; 2012(?):970635. doi: 10.1155/2012/970635. [PMID: 22611438]
  • Cedric H L Shackleton. Role of a disordered steroid metabolome in the elucidation of sterol and steroid biosynthesis. Lipids. 2012 Jan; 47(1):1-12. doi: 10.1007/s11745-011-3605-6. [PMID: 21874273]
  • Vahid Shaygannejad, Mohsen Janghorbani, Fereshteh Ashtari, Hamed Dehghan. Effects of adjunct low-dose vitamin d on relapsing-remitting multiple sclerosis progression: preliminary findings of a randomized placebo-controlled trial. Multiple sclerosis international. 2012; 2012(?):452541. doi: 10.1155/2012/452541. [PMID: 22567287]
  • Guixiang Zhao, Earl S Ford, James Tsai, Chaoyang Li, Janet B Croft. Factors Associated with Vitamin D Deficiency and Inadequacy among Women of Childbearing Age in the United States. ISRN obstetrics and gynecology. 2012; 2012(?):691486. doi: 10.5402/2012/691486. [PMID: 22523695]
  • Peng Hu, Qiang Xuan, Bo Hu, Ling Lu, Jing Wang, Yuan Han Qin. Fibroblast growth factor-23 helps explain the biphasic cardiovascular effects of vitamin D in chronic kidney disease. International journal of biological sciences. 2012; 8(5):663-71. doi: 10.7150/ijbs.3886. [PMID: 22606047]
  • V Saroja Voruganti, Paul B Higgins, Sven O E Ebbesson, John Kennish, Harald H H Göring, Karin Haack, Sandra Laston, Eugene Drigalenko, Charlotte R Wenger, William S Harris, Richard R Fabsitz, Richard B Devereux, Jean W Maccluer, Joanne E Curran, Melanie A Carless, Matthew P Johnson, Eric K Moses, John Blangero, Jason G Umans, Barbara V Howard, Shelley A Cole, Anthony Gean Comuzzie. Variants in CPT1A, FADS1, and FADS2 are Associated with Higher Levels of Estimated Plasma and Erythrocyte Delta-5 Desaturases in Alaskan Eskimos. Frontiers in genetics. 2012; 3(?):86. doi: 10.3389/fgene.2012.00086. [PMID: 22701466]
  • Ju-Ling Liu, David Desjardins, Robyn Branicky, Luis B Agellon, Siegfried Hekimi. Mitochondrial oxidative stress alters a pathway in Caenorhabditis elegans strongly resembling that of bile acid biosynthesis and secretion in vertebrates. PLoS genetics. 2012; 8(3):e1002553. doi: 10.1371/journal.pgen.1002553. [PMID: 22438816]
  • Anderson P Jones, Meri K Tulic, Kristina Rueter, Susan L Prescott. Vitamin D and allergic disease: sunlight at the end of the tunnel?. Nutrients. 2012 01; 4(1):13-28. doi: 10.3390/nu4010013. [PMID: 22347615]
  • Saskia B Wortmann, Leo A Kluijtmans, Udo F H Engelke, Ron A Wevers, Eva Morava. The 3-methylglutaconic acidurias: what's new?. Journal of inherited metabolic disease. 2012 Jan; 35(1):13-22. doi: 10.1007/s10545-010-9210-7. [PMID: 20882351]
  • Bao Lige, Julia D Romano, Veera Venkata Ratnam Bandaru, Karen Ehrenman, Jelena Levitskaya, Vera Sampels, Norman J Haughey, Isabelle Coppens. Deficiency of a Niemann-Pick, type C1-related protein in toxoplasma is associated with multiple lipidoses and increased pathogenicity. PLoS pathogens. 2011 Dec; 7(12):e1002410. doi: 10.1371/journal.ppat.1002410. [PMID: 22174676]
  • P H A Bours, J P M Wielders, J R Vermeijden, A van de Wiel. Seasonal variation of serum 25-hydroxyvitamin D levels in adult patients with inflammatory bowel disease. Osteoporosis international : a journal established as result of cooperation between the European Foundation for Osteoporosis and the National Osteoporosis Foundation of the USA. 2011 Nov; 22(11):2857-67. doi: 10.1007/s00198-010-1484-y. [PMID: 21113577]
  • Gongyi Ren, Robert F Jacob, Yuri Kaulin, Paul Dimuzio, Yi Xie, R Preston Mason, G Stephen Tint, Robert D Steiner, Jean-Baptiste Roullet, Louise Merkens, Diana Whitaker-Menezes, Philippe G Frank, Michael P Lisanti, Robert H Cox, Thomas N Tulenko. Alterations in membrane caveolae and BKCa channel activity in skin fibroblasts in Smith-Lemli-Opitz syndrome. Molecular genetics and metabolism. 2011 Nov; 104(3):346-55. doi: 10.1016/j.ymgme.2011.04.019. [PMID: 21724437]
  • Nedda Burlini, Marcello Iriti, Anna Daghetti, Franco Faoro, Antonietta Ruggiero, Silvana Bernasconi. Benzothiadiazole (BTH) activates sterol pathway and affects vitamin D3 metabolism in Solanum malacoxylon cell cultures. Plant cell reports. 2011 Nov; 30(11):2131-41. doi: 10.1007/s00299-011-1119-6. [PMID: 21779826]
  • Donald L Mykles. Ecdysteroid metabolism in crustaceans. The Journal of steroid biochemistry and molecular biology. 2011 Nov; 127(3-5):196-203. doi: 10.1016/j.jsbmb.2010.09.001. [PMID: 20837145]
  • Yingzhe Liu, Christophe Chipot, Xueguang Shao, Wensheng Cai. The effects of 7-dehydrocholesterol on the structural properties of membranes. Physical biology. 2011 Oct; 8(5):056005. doi: 10.1088/1478-3975/8/5/056005. [PMID: 21865621]
  • John R Davies, Yu-Mei Chang, Helen Snowden, May Chan, Susan Leake, Birute Karpavicius, Sue Haynes, Kairen Kukalizch, Juliette Randerson-Moor, Faye Elliott, Julian Barth, Peter A Kanetsky, Mark Harland, D Timothy Bishop, Jennifer H Barrett, Julia A Newton-Bishop. The determinants of serum vitamin D levels in participants in a melanoma case-control study living in a temperate climate. Cancer causes & control : CCC. 2011 Oct; 22(10):1471-82. doi: 10.1007/s10552-011-9827-3. [PMID: 21853245]