5-Dehydroepisterol (BioDeep_00000014584)

Main id: BioDeep_00000636753

 

human metabolite Endogenous natural product


代谢物信息卡片


(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

化学式: C28H44O (396.3391974)
中文名称:
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])CCC(=C)C(C)C)CC[C@@]21[H]
InChI: InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9-10,18,20,22,24-26,29H,3,7-8,11-17H2,1-2,4-6H3/t20-,22+,24-,25+,26+,27+,28-/m1/s1

描述信息

5-Dehydroepisterol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, 5-dehydroepisterol is considered to be a sterol lipid molecule. 5-Dehydroepisterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 5-Dehydroepisterol is an intermediate in the biosynthesis of steroids and is converted from episterol via the enzyme lathosterol oxidase (EC 1.14.21.6). It is then converted into 24-methylenecholesterol via the enzyme 7-dehydrocholesterol reductase (EC 1.3.1.21).
5-Dehydroepisterol is an intermediate in the biosynthesis of steroids (KEGG ID C15780), and is converted from Episterol via the enzyme lathosterol oxidase [EC:1.14.21.6]. It is then converted to 24-Methylenecholesterol via the enzyme 7-dehydrocholesterol reductase [EC:1.3.1.21]. [HMDB]

同义名列表

12 个代谢物同义名

(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol; 24-methylene-cholesta-5,7-dien-3beta-ol; (3beta)-Ergosta-5,7,24(28)-trien-3-ol; 24-Methylcholesta-5,7,24(28)-trienol; (3β)-Ergosta-5,7,24(28)-trien-3-ol; Ergosta-5,7,24(28)-trien-3beta-ol; Campesta-7,24(28)-dien-3beta-ol; Ergosta-5,7,24(28)-trien-3β-ol; Campesta-7,24(28)-dien-3β-ol; 5,7,24(28)-Ergostatrienol; 5-Dehydroepisterol; ST 28:3;O



数据库引用编号

15 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(5)

PlantCyc(1)

代谢反应

127 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(6)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(119)

COVID-19 Disease Map(0)

PathBank(1)

  • Steroid Biosynthesis: Hydrogen Ion + Lathosterol + Oxygen + ferrocytochrome b5 ⟶ 7-Dehydrocholesterol + Water + ferricytochrome b5

PharmGKB(0)

22 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

  • Thomas Hartwig, Claudia Corvalan, Norman B Best, Joshua S Budka, Jia-Ying Zhu, Sunghwa Choe, Burkhard Schulz. Propiconazole is a specific and accessible brassinosteroid (BR) biosynthesis inhibitor for Arabidopsis and maize. PloS one. 2012; 7(5):e36625. doi: 10.1371/journal.pone.0036625. [PMID: 22590578]
  • Kristy M Brumfield, James V Moroney, Thomas S Moore, Tiffany A Simms, David Donze. Functional characterization of the Chlamydomonas reinhardtii ERG3 ortholog, a gene involved in the biosynthesis of ergosterol. PloS one. 2010 Jan; 5(1):e8659. doi: 10.1371/journal.pone.0008659. [PMID: 20084111]
  • Wanderley de Souza, Juliany Cola Fernandes Rodrigues. Sterol Biosynthesis Pathway as Target for Anti-trypanosomatid Drugs. Interdisciplinary perspectives on infectious diseases. 2009; 2009(?):642502. doi: 10.1155/2009/642502. [PMID: 19680554]
  • Juliany C F Rodrigues, Julio A Urbina, Wanderley de Souza. Antiproliferative and ultrastructural effects of BPQ-OH, a specific inhibitor of squalene synthase, on Leishmania amazonensis. Experimental parasitology. 2005 Dec; 111(4):230-8. doi: 10.1016/j.exppara.2005.08.006. [PMID: 16198340]