11β-羟基睾酮

化合物

11β-羟基睾酮是一种内源性类固醇,是睾酮代谢产物之一,由类固醇11β羟化酶(CYP11B1)转化睾酮而来[1][2][3]

11β-羟基睾酮
IUPAC名
11β,17β-dihydroxyandrost-4-ene-3-one
识别
CAS号 1816-85-9
PubChem 114920
ChemSpider 102866
SMILES
 
  • C1C2=CC(CC[C@@]2([C@]3([C@H](C[C@]4([C@]([C@@]3(C1)[H])(CC[C@@H]4O)[H])C)O)[H])C)=O
InChI
 
  • InChI=1S/C19H28O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-17,21-22H,3-8,10H2,1-2H3/t13-,14-,15-,16-,17+,18-,19-/m0/s1
ChEBI 81481
KEGG C18075
性质
化学式 C19H28O3
摩尔质量 304.42 g·mol−1
危险性
GHS危险性符号
《全球化学品统一分类和标签制度》(简称“GHS”)中对人体有害物质的标签图案
GHS提示词 Danger
H-术语 H351, H360
P-术语 P201, P202, P281, P308+313, P405, P501
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参见

参考文献

  1. ^ Storbeck KH, Mostaghel EA. Canonical and Noncanonical Androgen Metabolism and Activity. Advances in Experimental Medicine and Biology. 2019, 1210: 239–277. ISBN 978-3-030-32655-5. PMID 31900912. doi:10.1007/978-3-030-32656-2_11. CYP11B1 and 2 have also been shown to 11β-hydroxylate T, yielding 11β-hydroxytestosterone (11OHT), though the levels produced by the adrenal are low due to the limited availability of adrenal derived T 
  2. ^ Stárka L, Dušková M, Vítků J. 11-Keto-testosterone and other androgens of adrenal origin. Physiological Research. September 2020, 69 (Suppl 2): S187–S192. PMID 33094617. doi:10.33549/physiolres.934516 . 
  3. ^ Van Rooyen, D.; Gent, R.; Barnard, L.; Swart, A. C. The in vitro metabolism of 11β-hydroxyprogesterone and 11-ketoprogesterone to 11-ketodihydrotestosterone in the backdoor pathway. The Journal of Steroid Biochemistry and Molecular Biology. 2018, 178: 203–212. PMID 29277707. S2CID 3700135. doi:10.1016/j.jsbmb.2017.12.014.