cholesterol sulfate (BioDeep_00000229589)

Main id: BioDeep_00000012044

 

human metabolite natural product


代谢物信息卡片


cholesterol sulfate

化学式: C27H46O4S (466.31166360000003)
中文名称: 胆甾醇硫酸盐
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OS(=O)(=O)O)C)C
InChI: InChI=1S/C27H46O4S/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(31-32(28,29)30)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25H,6-8,10-17H2,1-5H3,(H,28,29,30)/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1

描述信息

D004791 - Enzyme Inhibitors > D011480 - Protease Inhibitors > D015842 - Serine Proteinase Inhibitors
A steroid sulfate that is cholesterol substituted by a sulfoxy group at position 3.
D020011 - Protective Agents > D016588 - Anticarcinogenic Agents
D000970 - Antineoplastic Agents

同义名列表

1 个代谢物同义名

cholesterol sulfate



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)

25 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

  • S Tokoro, T Ogawa, S Hayashi, K Igawa. High-resolution mass spectrometry imaging reveals skin lipid changes and the cholesterol sulphate cycle during keratinization. Journal of the European Academy of Dermatology and Venereology : JEADV. 2024 Jun; 38(6):e456-e458. doi: 10.1111/jdv.19621. [PMID: 37909310]
  • Yunling Wang, Jinyue Yang, Yuming Wang, Yaoguang Chang, Changhu Xue, Tiantian Zhang. Preparation and properties of fucoxanthin-loaded liposomes stabilized by sea cucumber derived cholesterol sulfate instead of cholesterol. Journal of bioscience and bioengineering. 2023 Feb; 135(2):160-166. doi: 10.1016/j.jbiosc.2022.11.004. [PMID: 36494249]
  • Kenji Morino, Kazufumi Kunimura, Yuki Sugiura, Yoshihiro Izumi, Keisuke Matsubara, Sayaka Akiyoshi, Rae Maeda, Kenichiro Hirotani, Daiji Sakata, Seiya Mizuno, Satoru Takahashi, Takeshi Bamba, Takehito Uruno, Yoshinori Fukui. Cholesterol sulfate limits neutrophil recruitment and gut inflammation during mucosal injury. Frontiers in immunology. 2023; 14(?):1131146. doi: 10.3389/fimmu.2023.1131146. [PMID: 37006281]
  • Fumika Mi-Ichi, Hiroshi Tsugawa, Makoto Arita, Hiroki Yoshida. Pleiotropic Roles of Cholesteryl Sulfate during Entamoeba Encystation: Involvement in Cell Rounding and Development of Membrane Impermeability. mSphere. 2022 08; 7(4):e0029922. doi: 10.1128/msphere.00299-22. [PMID: 35943216]
  • Takaaki Tatsuguchi, Takehito Uruno, Yuki Sugiura, Daiji Sakata, Yoshihiro Izumi, Tetsuya Sakurai, Yuko Hattori, Eiji Oki, Naoto Kubota, Koshiro Nishimoto, Masafumi Oyama, Kazufumi Kunimura, Takuto Ohki, Takeshi Bamba, Hideaki Tahara, Michiie Sakamoto, Masafumi Nakamura, Makoto Suematsu, Yoshinori Fukui. Cancer-derived cholesterol sulfate is a key mediator to prevent tumor infiltration by effector T cells. International immunology. 2022 04; 34(5):277-289. doi: 10.1093/intimm/dxac002. [PMID: 35094065]
  • Ferdinand Fandrei, Oskar Engberg, Lukáš Opálka, Pavla Jančálková, Petra Pullmannová, Miloš Steinhart, Andrej Kováčik, Kateřina Vávrová, Daniel Huster. Cholesterol sulfate fluidizes the sterol fraction of the stratum corneum lipid phase and increases its permeability. Journal of lipid research. 2022 03; 63(3):100177. doi: 10.1016/j.jlr.2022.100177. [PMID: 35143845]
  • Hongyi Wu, Ruiyu Cao, Shukun Wei, Salma Pathan-Chhatbar, Maorong Wen, Bin Wu, Wolfgang W Schamel, Shuqing Wang, Bo OuYang. Cholesterol Binds in a Reversed Orientation to TCRβ-TM in Which Its OH Group is Localized to the Center of the Lipid Bilayer. Journal of molecular biology. 2021 12; 433(24):167328. doi: 10.1016/j.jmb.2021.167328. [PMID: 34688686]
  • Hila Emmert, Hansjörg Baurecht, Frederieke Thielking, Dora Stölzl, Elke Rodriguez, Inken Harder, Ehrhardt Proksch, Stephan Weidinger. Stratum corneum lipidomics analysis reveals altered ceramide profile in atopic dermatitis patients across body sites with correlated changes in skin microbiome. Experimental dermatology. 2021 10; 30(10):1398-1408. doi: 10.1111/exd.14185. [PMID: 32885529]
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  • Anthony Castellanos, Mario Gomez Hernandez, Marjana Tomic-Canic, Ivan Jozic, Francisco Fernandez-Lima. Multimodal, in Situ Imaging of Ex Vivo Human Skin Reveals Decrease of Cholesterol Sulfate in the Neoepithelium during Acute Wound Healing. Analytical chemistry. 2020 01; 92(1):1386-1394. doi: 10.1021/acs.analchem.9b04542. [PMID: 31789498]
  • Jude Prah, Ali Winters, Kiran Chaudhari, Jessica Hersh, Ran Liu, Shao-Hua Yang. Cholesterol sulfate alters astrocyte metabolism and provides protection against oxidative stress. Brain research. 2019 11; 1723(?):146378. doi: 10.1016/j.brainres.2019.146378. [PMID: 31425677]
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  • Matthew G K Benesch, Ruthven N A H Lewis, Ronald N McElhaney. A calorimetric and spectroscopic comparison of the effects of cholesterol and its sulfur-containing analogs thiocholesterol and cholesterol sulfate on the thermotropic phase behavior and organization of dipalmitoylphosphatidylcholine bilayer membranes. Biochimica et biophysica acta. 2016 Feb; 1858(2):168-80. doi: 10.1016/j.bbamem.2015.11.006. [PMID: 26585353]
  • Peter J Milianta, Michelle Muzzio, Jacqueline Denver, Geoffrey Cawley, Sunghee Lee. Water Permeability across Symmetric and Asymmetric Droplet Interface Bilayers: Interaction of Cholesterol Sulfate with DPhPC. Langmuir : the ACS journal of surfaces and colloids. 2015 Nov; 31(44):12187-96. doi: 10.1021/acs.langmuir.5b02748. [PMID: 26492572]
  • Alberto Sánchez-Guijo, Vinzenz Oji, Michaela F Hartmann, Heiko Traupe, Stefan A Wudy. Simultaneous quantification of cholesterol sulfate, androgen sulfates, and progestagen sulfates in human serum by LC-MS/MS. Journal of lipid research. 2015 Sep; 56(9):1843-51. doi: 10.1194/jlr.d061499. [PMID: 26239050]
  • F Foglia, S E Rogers, J R P Webster, F A Akeroyd, K F Gascoyne, M J Lawrence, D J Barlow. Neutron Scattering Studies of the Effects of Formulating Amphotericin B with Cholesteryl Sulfate on the Drug's Interactions with Phospholipid and Phospholipid-Sterol Membranes. Langmuir : the ACS journal of surfaces and colloids. 2015 Jul; 31(29):8042-51. doi: 10.1021/acs.langmuir.5b01365. [PMID: 26139630]
  • Stephanie Seneff, Robert M Davidson, Ann Lauritzen, Anthony Samsel, Glyn Wainwright. A novel hypothesis for atherosclerosis as a cholesterol sulfate deficiency syndrome. Theoretical biology & medical modelling. 2015 May; 12(?):9. doi: 10.1186/s12976-015-0006-1. [PMID: 26014131]
  • Alberto Sánchez-Guijo, Vinzenz Oji, Michaela F Hartmann, Hans-Christian Schuppe, Heiko Traupe, Stefan A Wudy. High levels of oxysterol sulfates in serum of patients with steroid sulfatase deficiency. Journal of lipid research. 2015 Feb; 56(2):403-12. doi: 10.1194/jlr.m055608. [PMID: 25502769]
  • Ana Reis, Alisa Rudnitskaya, Pajaree Chariyavilaskul, Neeraj Dhaun, Vanessa Melville, Jane Goddard, David J Webb, Andrew R Pitt, Corinne M Spickett. Top-down lipidomics of low density lipoprotein reveal altered lipid profiles in advanced chronic kidney disease. Journal of lipid research. 2015 Feb; 56(2):413-22. doi: 10.1194/jlr.m055624. [PMID: 25424003]
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  • Kazuhiro Yamamoto, Kaoru Miyazaki, Shouichi Higashi. Pericellular proteolysis by matrix metalloproteinase-7 is differentially modulated by cholesterol sulfate, sulfatide, and cardiolipin. The FEBS journal. 2014 Aug; 281(15):3346-56. doi: 10.1111/febs.12865. [PMID: 24903600]
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