5alpha-Cholest-8-en-3beta-ol (BioDeep_00000005327)

 

Secondary id: BioDeep_00000636706, BioDeep_00001892483

human metabolite Endogenous blood metabolite


代谢物信息卡片


(2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

化学式: C27H46O (386.3548466)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 0.05%

分子结构信息

SMILES: C1[C@@H](C[C@H]2[C@](C1)(C1=C(CC2)[C@H]2[C@](CC1)([C@H](CC2)[C@@H](CCCC(C)C)C)C)C)O
InChI: InChI=1S/C27H46O/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/h18-21,23-24,28H,6-17H2,1-5H3/t19-,20+,21+,23-,24+,26+,27-/m1/s1

描述信息

5a-Cholest-8-en-3b-ol is a normal human metabolite and an intermediate of cholesterol synthesis. The concentrations of zymostenol are higher, both in serum and bile of patients with cerebrotendinous xanthomatosis, compared to controls or in patients with cerebrotendinous xanthomatosis treated with chenodeoxycholic acid. Kidney transplant recipients had lower serum zymostenol when compared to controls. During consumption of plant stanol ester spread by hypercholesterolemic children, plant sterols in the plasma decrease and cholesterol precursor sterols such as zymostenol increase. (PMID: 15736111, 16709621, 16477216, 12756385) [HMDB]. 5a-Cholest-8-en-3b-ol is found in many foods, some of which are chinese water chestnut, garden tomato, calabash, and cassava.
5alpha-Cholest-8-en-3beta-ol, also known as zymostenol, is a normal human metabolite and an intermediate of cholesterol synthesis. The concentrations of zymostenol are higher, both in the serum and bile of patients with cerebrotendinous xanthomatosis, compared to controls or in patients with cerebrotendinous xanthomatosis treated with chenodeoxycholic acid. Kidney transplant recipients had lower serum zymostenol when compared to controls. During consumption of plant stanol ester spread by hypercholesterolemic children, plant sterols in the plasma decreased and cholesterol precursor sterols such as zymostenol increased (PMID: 15736111, 16709621, 16477216, 12756385).

同义名列表

27 个代谢物同义名

(2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol; 3beta-Hydroxy-5alpha-cholest-8(9)-ene; 5α-cholest-8-en-3β-ol; (3beta,5alpha)-Cholest-8-en-3-ol; 5alpha-cholest-8(9)-en-3beta-ol; 5-alpha-Cholest-8-en-3-beta-ol; 3Β-hydroxy-5α-cholest-8(9)-ene; 3beta-Hydroxy-8(9)-cholestene; 3beta-Hydroxycholest-8(9)-ene; 5alpha-cholest-8-en-3beta-ol; Zymostenol, (3beta)-isomer; (3beta,5alpha)Cholestenol; Cholesta-8(9)-en-3beta-ol; (3Β,5α)-cholest-8-en-3-ol; Cholest-8(9)-en-3beta-ol; ​5α-cholest-8-en-3β-ol; ​5a-cholest-8-en-3b-ol; 5a-Cholest-8-en-3b-ol; 5Α-cholest-8-en-3β-ol; delta(8)-Cholestenol; delta8-Cholestenol; Dihydrozymosterol; 8(9)-Cholestenol; SCHEMBL13770750; Δ8-cholestenol; Cholestenol; Zymostenol



数据库引用编号

16 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(4)

BioCyc(2)

PlantCyc(0)

代谢反应

126 个相关的代谢反应过程信息。

Reactome(70)

BioCyc(4)

WikiPathways(4)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(48)

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。



文献列表

  • P Simonen, S Li, N K Chua, A-M Lampi, V Piironen, J Lommi, J Sinisalo, A J Brown, E Ikonen, H Gylling. Amiodarone disrupts cholesterol biosynthesis pathway and causes accumulation of circulating desmosterol by inhibiting 24-dehydrocholesterol reductase. Journal of internal medicine. 2020 11; 288(5):560-569. doi: 10.1111/joim.13095. [PMID: 32415867]
  • Helena E Miettinen, Kristiina Rönö, Saila Koivusalo, Beata Stach-Lempinen, Maritta Pöyhönen-Alho, Johan G Eriksson, Timo P Hiltunen, Helena Gylling. Elevated serum squalene and cholesterol synthesis markers in pregnant obese women with gestational diabetes mellitus. Journal of lipid research. 2014 Dec; 55(12):2644-54. doi: 10.1194/jlr.p049510. [PMID: 25301963]
  • Annette Kolb-Mäurer, Karl-Heinz Grzeschik, Dorothea Haas, Eva-Bettina Bröcker, Henning Hamm. Conradi-Hünermann-Happle syndrome (X-linked dominant chondrodysplasia punctata) confirmed by plasma sterol and mutation analysis. Acta dermato-venereologica. 2008; 88(1):47-51. doi: 10.2340/00015555-0337. [PMID: 18176751]
  • H Gylling, S Pyrhönen, E Mäntylä, H Mäenpää, L Kangas, T A Miettinen. Tamoxifen and toremifene lower serum cholesterol by inhibition of delta 8-cholesterol conversion to lathosterol in women with breast cancer. Journal of clinical oncology : official journal of the American Society of Clinical Oncology. 1995 Dec; 13(12):2900-5. doi: 10.1200/jco.1995.13.12.2900. [PMID: 8523053]
  • H Vanhanen, T A Miettinen. Pravastatin and lovastatin similarly reduce serum cholesterol and its precursor levels in familial hypercholesterolaemia. European journal of clinical pharmacology. 1992; 42(2):127-30. doi: 10.1007/bf00278470. [PMID: 1618241]
  • G J SCHROEPFER. Conversion of zymosterol-C-14 and zymostenol-H3 to cholesterol by rat liver homogenates and intact rats. The Journal of biological chemistry. 1961 Jun; 236(?):1668-73. doi: . [PMID: 13748688]