(1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl propanoate

• ChemBase编号: 1228
• 分子式: C22H32O3
• 平均质量: 344.48768
• 单一同位素质量: 344.23514488
• SMILES: O([C@@H]1[C@@]2([C@H]([C@H]3[C@@H]([C@@]4(C(=CC(=O)CC4)CC3)C)CC2)CC1)C)C(=O)CC
• Canonical SMILES: CCC(=O)O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C22H32O3/c1-4-20(24)25-19-8-7-17-16-6-5-14-13-15(23)9-11-21(14,2)18(16)10-12-22(17,19)3/h13,16-19H,4-12H2,1-3H3/t16-,17-,18-,19-,21-,22-/m0/s1
• InChIKey: PDMMFKSKQVNJMI-BLQWBTBKSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl propanoate; (1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl propanoate
• IUPAC传统名: androgen; testosterone propionate
• 商标名: Testex; Agovirin
• 别名: 丙酸睾酮; 丙酸睾丸素; Androlon; Androtest P; Androteston; Aquaviron; Bio-testiculina; Enarmon; Hormoteston; NRB 03689; NSC; (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl propionate; 17β-Hydroxy-4-androsten-3-one 17-propionate; 17β-Propionyloxy-4-androsten-3-one; 4-Androsten-17β-ol-3-one 17-propionate; Testosterone propionate; Testosteroni propionas; Testosterone Propionate; (17β)-17-(1-Oxopropoxy)androst-4-en-3-one; 17β-(Propionyloxy)androst-4-en-3-one; Agovirin; Testodrin; Testosterone-17-propionate; Testoviron; Testrex; Virormone

登记号

• CAS号: 57-85-2
• EC号: 200-351-1
• MDL号: MFCD00003653
• Beilstein号: 3221760
• PubChem SID: 24888692; 160964688; 46508693; 24899994
• PubChem CID: 5995

理论计算性质

JChem

• Acid pKa: 19.086855
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 4.5070844
• LogD (pH = 7.4): 4.5070844
• Log P: 4.5070844
• 摩尔折射率: 98.2082 cm^3
• 极化性: 38.92798 Å^3
• 极化表面积: 43.37 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.65
• LOG S: -4.84
• 溶解度: 5.02e-03 g/l

分子性质

理化性质

• 溶解度: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble4.4 mg/mL; ethanol: soluble10 mg/mL; H2O: insoluble
• 外观: white solid
• 熔点: 118-123 °C
• 比旋光度: [α]20/D +86±3°, c = 2% in dioxane

安全信息

• 保存条件: -20°C
• RTECS编号: XA3115000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 45-63-22
• 安全公开号: 53-36/37-45
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Danger
• GHS危险声明: H302-H350-H361
• GHS警示性声明: P201-P281-P308 + P313
• 个人保护装置: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• 毒品管制信息: USDEA Schedule III; Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada; USDEA Schedule IIIN; regulated under CDSA - not available from Sigma-Aldrich Canada

药理学性质

• 作用靶点: Androgen Receptor / Estrogen receptor
• 相关基因信息: human ... CYP17A1(1586)rat ... Ar(24208)

产品相关信息

• 纯度: ≥97.0% (HPLC); 97%
• 级别: Ph Eur; purum; VETRANAL™, analytical standard
• 成盐信息: Propionate
• 药典: testing & handling conforms to Pharmacopeia
• Empirical Formula (Hill Notation): C22H32O3

详细说明

MP Biomedicals - 05218655

MP Biomedicals Rare Chemical collection

DrugBank - DB01420

• Drug Groups: approved
• Description: An ester of testosterone with a propionate substitution at the 17-beta position. [PubChem]
• Indication: Testosterone propionate is an anabolic steroid and a short ester form of testosterone that becomes active in the body. It is often used for muscle mass building.
• Pharmacology: Testosterone is a steroid hormone from the androgen group. Testosterone is primarily secreted from the testes of males. In females, it is produced in the ovaries, adrenal glands and by conversion of adrostenedione in the periphery. It is the principal male sex hormone and an anabolic steroid. In both males and females, it plays key roles in health and well-being. Examples include enhanced libido, energy, immune function, and protection against osteoporosis. On average, the adult male body produces about twenty times the amount of testosterone than an adult female's body does. In the body, this ester form of testosterone is hydrolyzed rapidly and become actively available as testosterone.
• Toxicity: Side effects include amnesia, anxiety, discolored hair, dizziness, dry skin, hirsutism, hostility, impaired urination, paresthesia, penis disorder, peripheral edema, sweating, and vasodilation.
• Affected Organisms: Humans and other mammals
• Biotransformation: Testosterone propionate is rapidly hydrolysed into testosterone. Testosterone is metabolized to 17-keto steroids through two different pathways. The major active metabolites are estradiol and dihydrotestosterone (DHT).
• Protein Binding: 40% of testosterone in plasma is bound to sex hormone-binding globulin and 2% remains unbound and the rest is bound to albumin and other proteins.
• Elimination: About 90% of a dose of testosterone given intramuscularly is excreted in the urine as glucuronic and sulfuric acid conjugates of testosterone and its metabolites; about 6% of a dose is excreted in the feces, mostly in the unconjugated form.
• External Links: Drugs.com

Selleck Chemicals - S2558

Biological Activity:
Testosterone propionate (Agovirin) is a direct androgen receptor activator and an indirect certain estrogen receptors activator. Testosterone propionate (Agovirin) increases the level of the IGF-1 hormone which leads to muscle growth. Testosterone propionate (Agovirin) has been used for the increase of the nitrogen in the muscles and this leads to the increase of the proteins in the muscles as well. When the muscle fibers have a lot of proteins, they increase in size and quality. As with other testosterones, testosterone propionate (Agovirin) leads to the increase in the activity of the satellite cells which leads to faster recovery after exercising among others. Testosterone propionate (Agovirin) also prevents muscles from wasting and maintains the quality of the muscles you have gained for some time. When testosterone propionate (Agovirin) comes to fat loss, testosterone propionate (Agovirin) is a leader as testosterone propionate (Agovirin) promotes muscle gain and fat loss. [1][2][3]References on Testosterone propionate (Agovirin)[] TEM, 1998, 9:317-324

Sigma Aldrich - T1875

Biochem/physiol Actions
Androgen.
Physical form
Photosensitive solid

Sigma Aldrich - 86541

Other Notes
可能实行销售限制

Sigma Aldrich - 86540

Other Notes
Sales restrictions may apply

Sigma Aldrich - 46925

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

Toronto Research Chemicals - T155045

Anabolic steroid. Androgen.Controlled substance.

参考文献

• http://en.wikipedia.org/wiki/Testosterone
• Glass, A., et al.: J. Clin. Endocrinol. Metab., 45, 1211 (1977)
• Behre, H., et al.: Eur. J. Endocrinol., 140, 414 (1977)
• Nieschlag, E., et al.: Steroids, 68, 965 (1977)
• Wang, C., et al.: J. Clin. Endocrinol. Metab., 91, 460 (1977)