Etiocholanolone (BioDeep_00000014343)

 

Secondary id: BioDeep_00000405285

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite natural product


代谢物信息卡片


(1S,2S,5R,7R,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one

化学式: C19H30O2 (290.2246)
中文名称: 3a-羟基-5b-雄甾烷-17-酮
谱图信息: 最多检出来源 Homo sapiens(blood) 55.17%

分子结构信息

SMILES: CC12CCC(CC1CCC3C2CCC4(C3CCC4=O)C)O
InChI: InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12-,13-,14+,15+,16+,18+,19+/m1/s1

描述信息

Etiocholanolone is the 5-beta-reduced isomer of androsterone. Etiocholanolone is a major metabolite of testosterone and androstenedione in many mammalian species including humans. It is excreted in the urine and is androgenically inactive. Classified a ketosteroid, it causes fever (it is a pyrogen), immunostimulation and leukocytosis. The pyrogenic effect of Etiocholanolone has been shown to be due to the release of interleukin-1 (IL-1) from the leukocytes that are mobilized in response to its production or injection. Etiocholanolone has anticonvulsant activity and may be an endogenous modulator of seizure susceptibility. Significantly increased values of etiocholanolone (along with testoterone and androsterone) an be detected in the urine of men with androgenic alopecia (male pattern baldness). [HMDB]
Etiocholanolone is the 5-beta-reduced isomer of androsterone. Etiocholanolone is a major metabolite of testosterone and androstenedione in many mammalian species including humans. It is excreted in the urine and is androgenically inactive. Classified a ketosteroid, it causes fever (it is a pyrogen), immunostimulation and leukocytosis. The pyrogenic effect of Etiocholanolone has been shown to be due to the release of interleukin-1 (IL-1) from the leukocytes that are mobilized in response to its production or injection. Etiocholanolone has anticonvulsant activity and may be an endogenous modulator of seizure susceptibility. Significantly increased values of etiocholanolone (along with testoterone and androsterone) an be detected in the urine of men with androgenic alopecia (male pattern baldness).
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
C308 - Immunotherapeutic Agent > C2139 - Immunostimulant
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Etiocholanolone (5β-Androsterone) is the excreted metabolite of testosterone and has anticonvulsant activity[1]. Etiocholanolone is a less potent?neurosteroid positive allosteric modulator?(PAM) of the GABAA?receptor than its?enantiomer form[2].
Etiocholanolone (5β-Androsterone) is the excreted metabolite of testosterone and has anticonvulsant activity[1]. Etiocholanolone is a less potent?neurosteroid positive allosteric modulator?(PAM) of the GABAA?receptor than its?enantiomer form[2].
Etiocholanolone (5β-Androsterone) is the excreted metabolite of testosterone and has anticonvulsant activity[1]. Etiocholanolone is a less potent?neurosteroid positive allosteric modulator?(PAM) of the GABAA?receptor than its?enantiomer form[2].

同义名列表

36 个代谢物同义名

(1S,2S,5R,7R,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one; 3α-Hydroxy-5β-androstan-17-one; (3alpha,5beta)-3-Hydroxyandrostan-17-one; 3 alpha Hydroxy 5 beta androstan 17 one; 3-alpha-Hydroxy-5-beta-androstan-17-one; 3alpha-hydroxy-5beta-androstan-17-one; (3a,5b)-3-Hydroxyandrostan-17-one; (3Α,5β)-3-hydroxyandrostan-17-one; 5beta-Androstan-3alpha-ol-17-one; 3alpha-Hydroxyetiocholan-17-one; 3a-Hydroxy-5b-androstane-17-one; 3a-Hydroxy-5b-androstan-17-one; 3Α-hydroxy-5β-androstan-17-one; 3a-Hydroxyetiocholan-17-one; 3Α-hydroxyetiocholan-17-one; Etiocholan-3alpha-ol-17-one; 5b-Androstane-3a-ol-17-one; 5Β-androstan-3α-ol-17-one; 5b-Androstan-3a-ol-17-one; Etiocholan-3α-ol-17-one; Etiocholan-3a-ol-17-one; 3alpha-Etiocholanolone; alpha-Etiocholanolone; 5β-Androsterone; 5-beta-Androsterone; 5 beta Androsterone; 3a-Etiocholanolone; 3Α-etiocholanolone; 5beta-androsterone; a-Etiocholanolone; 5-Isoandrosterone; AETIOCHOLANOLONE; Etiocholanolone; 5b-Androsterone; 5Β-androsterone; Etiocholanolone



数据库引用编号

21 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(1)

BioCyc(0)

PlantCyc(0)

代谢反应

8 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(1)

PathBank(6)

PharmGKB(0)

15 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


文献列表

  • D Susie Lee, Tina Knittel, Tobias Deschner, Michael Heistermann, James P Higham. Testing the role of testosterone versus estrogens in mediating reproductive transitions in female rhesus macaques. Hormones and behavior. 2022 03; 139(?):105123. doi: 10.1016/j.yhbeh.2022.105123. [PMID: 35149292]
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