16-a-Hydroxypregnenolone (BioDeep_00000006137)

Main id: BioDeep_00000637522

 

human metabolite Endogenous blood metabolite


代谢物信息卡片


1-[(1S,2R,5S,10S,11S,13R,14R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]ethan-1-one

化学式: C21H32O3 (332.2351)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1C[C@H](O)CC2=CC[C@]3([H])[C@@]([H])([C@]21C)CC[C@]1([C@]3(C[C@@H](O)[C@@H]1C(=O)C)[H])C
InChI: InChI=1S/C21H32O3/c1-12(22)19-18(24)11-17-15-5-4-13-10-14(23)6-8-20(13,2)16(15)7-9-21(17,19)3/h4,14-19,23-24H,5-11H2,1-3H3/t14-,15+,16-,17-,18+,19-,20-,21-/m0/s1

描述信息

16-alpha-hydroxypregnenolone, also known as 16A OH-Preg or (3beta,16alpha)-3,16-dihydroxypregn-5-en-20-one, is classified as a gluco/mineralocorticoid, a progestogin or aprogestogin derivative. Gluco/mineralocorticoids are steroids with a structure based on a hydroxylated prostane moiety. Thus, 16-alpha-hydroxypregnenolone is a steroid or more correctly a 16alpha-hydroxy steroid. 16-alpha-hydroxypregnenolone is also classified as a hydroxypregnenolone. A hydroxypregnenolone is a pregnenolone substituted by an alpha-hydroxy group at position 16. It is a steroid molecule that is produced by all vertebrates. In humans, 16-alpha-hydroxypregnenolone can be found primarily in blood, urine and in human umbilical cord tissue. 16-alpha-Hydroxypregnenolone is a normal urinary metabolite with increased total excretion in newborn infants with congenital adrenal hyperplasia due to 21-hydroxylase deficiency (PMID 6980322). It is therefore an important urinary marker for the occurrence of an adrenal 21-hydroxylase-deficiency. Its levels are an indication for the effectiveness of medication (cortisol supplement) against this disease. (PMID: 10399855).
16-a-Hydroxypregnenolone is a normal urinary metabolite with increased total excretion in newborn infants with congenital adrenal hyperplasia due to 21-hydroxylase deficiency. (PMID 6980322) [HMDB]
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones

同义名列表

27 个代谢物同义名

1-[(1S,2R,5S,10S,11S,13R,14R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]ethan-1-one; 1-[(1S,2R,5S,10S,11S,13R,14R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]ethanone; (3beta,16alpha)-3,16-dihydroxypregn-5-en-20-one; 3 alpha,16 alpha-Dihydroxypregn-5-en-20-one; 3 beta,16 alpha-Dihydroxypregn-5-en-20-one; 3 beta,16 beta-Dihydroxypregn-5-en-20-one; (3b,16a)-3,16-Dihydroxypregn-5-en-20-one; 3beta,16alpha-dihydroxypregn-5-en-20-one; (3Β,16α)-3,16-dihydroxypregn-5-en-20-one; 5-Pregnen-3-beta,16-alpha-diol-20-one; 3b,16a-Dihydroxypregnen-5-en-20-one; 3b,16a-Dihydroxypregn-5-en-20-one; 3b,16a-Dihydroxypreg-5-en-20-one; 16-alpha-Hydroxy-pregnenolone; Pregn-5-en-3b,16a-diol-20-one; 5-Pregnene-3b,16a-diol-20-one; 16 alpha-Hydroxypregnenolone; 16-alpha-Hydroxypregnenolone; 16alpha-hydroxypregnenolone; 16-a-Hydroxy-pregnenolone; 16-a-Hydroxypregnenolone; 16-Α-hydroxypregnenolone; 16Α-hydroxypregnenolone; 16a-Hydroxypregnenolone; SCHEMBL15173566; ST 21:2;O3; 16alpha-Hydroxypregnenolone



数据库引用编号

17 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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INOH(0)

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1 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。

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文献列表

  • N Tagawa, S Kusuda, Y Kobayashi. 16-Dehydropregnenolone 3-sulfate, its source and metabolism in the feto-placental unit. Biological & pharmaceutical bulletin. 1999 Dec; 22(12):1262-5. doi: 10.1248/bpb.22.1262. [PMID: 10746151]
  • J Homoki, W M Teller. Increased urinary excretion of total 16 alpha-hydroxypregnenolone in newborn infants with congenital adrenal hyperplasia due to 21-hydroxylase deficiency. Klinische Wochenschrift. 1982 Apr; 60(8):407-10. doi: 10.1007/bf01735932. [PMID: 6980322]