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肾上腺甾酮

肾上腺甾酮
IUPAC名
(8S,9S,10R,13S,14S)-10,13-dimethyl-1,2,6,7,8,9,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,11,17-trione
别名 Reichstein's substance G
识别
CAS号 382-45-6  checkY
PubChem 223997
ChemSpider 194597
SMILES
 
  • O=C4/C=C3/CC[C@@H]2[C@H](C(=O)C[C@@]1(C(=O)CC[C@H]12)C)[C@@]3(C)CC4
InChI
 
  • 1/C19H24O3/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/h9,13-14,17H,3-8,10H2,1-2H3/t13-,14-,17+,18-,19-/m0/s1
InChIKey RZRPTBIGEANTGU-IRIMSJTPBG
ChEBI 2495
MeSH Adrenosterone
性质
化学式 C19H24O3
摩尔质量 300.39 g·mol−1
熔点 222—223 °C（495—496 K）[1]
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

肾上腺甾酮（英语：Adrenosterone），也称作赖希施泰因氏化合物G（Reichstein's substance G），或11-羰基雄烯二酮（11-ketoandrostenedione，缩写11-KA4），或11-氧代雄烯二酮（11-ketoandrostenedione，缩写11-OXO），化学名称作雄甾-4-烯-3,11,17-三酮（androst-4-ene-3,11,17-trione）是一种代谢中间产物，由微弱的雄激素活性，可合成11-酮睾酮[2]，1936年由巴塞尔大学的塔德乌什·赖希施泰因在肾上腺皮质中发现。

参考资料

[编辑]
  1. ^ David K. Fukushima, Theodore H. Kritchevsky, Maxwell Leigh Eidinoff, T. F. Gallagher. Synthesis of Radioactive Cortisone 1. Journal of the American Chemical Society. 1952-01, 74 (2): 487–490 [2021-01-30]. ISSN 0002-7863. doi:10.1021/ja01122a061 （英语）. 
  2. ^ Pretorius, Elzette; Arlt, Wiebke; Storbeck, Karl-Heinz. A new dawn for androgens: Novel lessons from 11-oxygenated C19 steroids (PDF). Molecular and Cellular Endocrinology. 2016, 441: 76–85 [2021-01-30]. ISSN 0303-7207. PMID 27519632. S2CID 4079662. doi:10.1016/j.mce.2016.08.014. （原始内容 (PDF)存档于2021-02-09）. 

外部链接

[编辑]
受体
AR (A, B)


注意：此处包括了那些只有微弱男性化效应（或抗男性化（如氧雄龙））的蛋白同化甾类（因为它们合成代谢效应也是通过激活雄激素受体而是显得）。

  • Mixed (SARMs): AC-262,356
  • Andarine
  • BMS-564,929
  • Enobosarm
  • LGD-2226
  • LGD-3303
  • S-23
  • S-40503
酶
(抑制剂)
  • 22-ABC
  • 3,3′-Dimethoxybenzidine
  • 3-Methoxybenzidine
  • Aminoglutethimide
  • Cyanoketone
  • Danazol
  • Etomidate
  • Mitotane
  • Trilostane
3β-HSD (I, II)
17β-HSD (I-XIV)
  • Danazol
  • Simvastatin
5α还原酶 (I, II)
  • 22-Oxime
  • Alfatradiol
  • Azelaic acid
  • β-Sitosterol
  • Bexlosteride
  • Dutasteride
  • 表睾酮
  • Epristeride
  • Finasteride
  • Izonsteride
  • L-39
  • Lapisteride
  • Polyunsaturated fatty acids (α-linolenic acid, linoleic acid, γ-linolenic acid, oleic acid)
  • Turosteride
  • Vitamin B6
  • 锌
  • 1,4,6-Androstatriene-3,17-dione
  • 4-Androstene-3,6,17-trione
  • 4-Cyclohexylaniline
  • 4-Hydroxytestosterone
  • 5α-DHNET
  • Abyssinone II
  • Aminoglutethimide
  • Anastrozole
  • 抗坏血酸（维生素C）
  • Atamestane
  • Bifonazole
  • CGP-45,688
  • CGS-47,645
  • Clotrimazole
  • 双氢睾酮
  • Difeconazole
  • Econazole
  • Exemestane
  • Fadrozole
  • Fenarimol
  • Finrozole
  • Formestane
  • Imazalil
  • Isoconazole
  • Ketoconazole
  • Letrozole
  • Liarozole
  • MEN-11066
  • Miconazole
  • Minamestane
  • Nimorazole
  • NKS01
  • ORG-33,201
  • Penconazole
  • Plomestane
  • Prochloraz
  • Propioconazole
  • Pyridoglutethimide
  • Rogletimide
  • Rotenone
  • Talarozole
  • Testolactone
  • Tioconazole
  • Triadimefon
  • Triadimenol
  • Troglitazone
  • Vorozole
  • YM511
  • 锌

Note: 21-Hydroxylase inhibitors may also affect androgen levels as they prevent metabolism of androgen steroid precursors.

其他
间接
  • Estrogens/Antiestrogens (see here)
  • GnRH agonists/antagonists (see here)
  • Gonadotropins/Antigonadotropins (see here)
  • Plasma proteins (SHBG, ABP, Albumin)
  • Progestogens/Antiprogestins (see here)
  • Prolactin
合成代谢类固醇（A14，括号内为商品名）
雄甾烷（19碳）
  • 肾上腺甾酮
  • 雄异恶唑
  • 勃拉睾酮(Myagen)
  • 勃拉嗪
  • 1,4-雄烯二酮
  • 宝丹酮十一烯酸酯(Equipoise)
  • 4-氯去氢甲基睾酮(Turinabol)
  • 4-羟基-睾酮
  • 卡普睾酮
  • 氯司替勃
  • 达那唑
  • 脱氧甲基睾酮(Madol)
  • DHT
  • 屈他雄酮(Masteron)
  • 依奈替勃
  • 环硫雄醇
  • 氟甲睾酮(Halotestin)
  • 甲酰勃龙
  • 呋咱甲氢龙(Miotolan)
  • 羟雄唑
  • 美勃拉嗪
  • 麦酒宝龙
  • 美雄诺龙
  • 美睾酮(Proviron)
  • 美雄醇
  • 美雄酮(Dianabol)
  • 美替诺龙
  • 美替诺龙庚酸酯(Primobolan)
  • 甲基屈他雄酮(Superdrol)
  • 甲睾酮
  • 氧雄龙(Anavar)
  • 康复龙(Anadrol)
  • 羟甲睾酮
  • 普罗斯它诺唑
  • 奎勃龙(Anabolicum Vister)
  • 罗昔勃龙
  • 硅雄酮
  • 司坦唑醇 (Strombafort
  • 康力龙)
  • 司腾勃龙
  • 睾丸酮`s (Sustamed
  • Sustanon)
  • 1-睾丸素
  • 硫甲睾酮
  • 曲托龙
雌素酮（缺19碳）
激素原
描述
疾病
治疗
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肾上腺甾酮
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