(1S,2R,10R,11S,14S,15S)-15-methyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl 3-phenylpropanoate

• ChemBase编号: 858
• 分子式: C27H34O3
• 平均质量: 406.55706
• 单一同位素质量: 406.25079495
• SMILES: O([C@@H]1[C@@]2([C@H]([C@H]3[C@H](CC2)[C@@H]2C(=CC(=O)CC2)CC3)CC1)C)C(=O)CCc1ccccc1
• Canonical SMILES: O=C(O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@H]12)CCc1ccccc1
• InChI: InChI=1S/C27H34O3/c1-27-16-15-22-21-11-9-20(28)17-19(21)8-10-23(22)24(27)12-13-25(27)30-26(29)14-7-18-5-3-2-4-6-18/h2-6,17,21-25H,7-16H2,1H3/t21-,22+,23+,24-,25-,27-/m0/s1
• InChIKey: UBWXUGDQUBIEIZ-QNTYDACNSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,10R,11S,14S,15S)-15-methyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl 3-phenylpropanoate; (1S,2R,10R,11S,14S,15S)-15-methyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl 3-phenylpropanoate
• IUPAC传统名: activin
• 商标名: Activin; Durabol; Durabolin; Fenobolin; Nandrobolic; Nerobil; Nerobiolil; Nerobolil; Phenobolin; Strabolene; Superanabolon
• 别名: (17β)-17-(1-Oxo-3-phenylpropoxy)-estr-4-en-3-one; 17β-(3-Phenylpropionyloxy)-estr-4-en-3-one; 19-Nor-17β-hydroxy-3-ketoandrost-4-ene 17-phenylpropionate; 19-Norandrostenolone phenylpropionate; Nerobil; Nerobolil; Phenobolin; Strabolene; Superanabolon; Nandrolone Phenylpropionate; 19-nortestosterone; Duranox; Dubol-100; Nadrolone phenylpropionate; Nandrolon phenylpropionate; Nandrolone phenylpionate; Nandrolone phenylpropionate; Nortestosterone phenylpropionate; Norandrostenolone phenylpropionate; Norandrolone phenyl propionate; NPP; NTPP; Testosterone phenylpropionate; 19NTPP; Nandrolin; Nandrolone phenpropionate; Testosterone phenylpropionate

登记号

• CAS号: 62-90-8; 434-22-0; 1255-49-8
• PubChem SID: 46506276; 160964321
• PubChem CID: 229455

理论计算性质

JChem

• Acid pKa: 19.278885
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 5.78541
• LogD (pH = 7.4): 5.78541
• Log P: 5.78541
• 摩尔折射率: 118.4291 cm^3
• 极化性: 46.689083 Å^3
• 极化表面积: 43.37 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 4.22
• LOG S: -5.95
• 溶解度: 4.58e-04 g/l

分子性质

理化性质

• 溶解度: 3.09 mg/mL at 25 oC [YALKOWSKY,SH & HE,Y (2003)]; Chloroform; Methanol
• 外观: White to Off-White Solid
• 熔点: 85-87°C
• 疏水性(logP): 2.62 [HANSCH,C ET AL. (1995)]

安全信息

• 保存条件: -20°C; Controlled Substance, -20°C Freezer

产品相关信息

• 纯度: 98%
• 成盐信息: Phenpropionate

详细说明

DrugBank - DB00984

• Drug Groups: illicit; approved
• Description: C18 steroid with androgenic and anabolic properties. It is generally prepared from alkyl ethers of estradiol to resemble testosterone but less one carbon at the 19 position. It is a schedule III drug in the U.S.
• Indication: For the treatment of refractory deficient red cell production anemias, breast carcinoma, hereditary angioedema, antithrombin III deficiency, fibrinogen excess, growth failure and Turner's syndrome. It is also indicated in the prophylaxis of hereditary angioedema.
• Pharmacology: Nandrolone is an anabolic steroid occurring naturally in the human body, albeit in small quantities. Nandrolone increases production and urinary excretion of erythropoietin. It may also have a direct action on bone marrow. Nandrolone binds to the androgen receptor to a greater degree than testosterone, but due to its inability to act on the muscle in ways unmediated by the receptor, has less overall effect on muscle growth.
• Affected Organisms: Humans and other mammals
• Biotransformation: Nandrolone is unusual in that unlike most anabolic steroids, it is not broken down into the more reactive DHT by the enzyme 5α-reductase, but rather into a less effective product known as Dihydronandrolone.
• Absorption: The absorption after oral dosing is rapid for testosterone and probably for other anabolic steroids, but there is extensive first-pass hepatic metabolism for all anabolic steroids except those that are substituted at the 17-alpha position. The rate of absorption from subcutaneous or intramuscular depots depends on the product and its formulation. Absorption is slow for the lipid-soluble esters such as the cypionate or enanthate, and for oily suspensions.
• Half Life: The elimination half-life from plasma is very short.
• Protein Binding: 58%
• References: "InChem Data Sheet":http://www.inchem.org/documents/pims/pharm/pim909.htm
• External Links: Wikipedia; Drugs.com

Selleck Chemicals - S1310

Related research area: Endocrinology

Toronto Research Chemicals - N315045

Anabolic Steroid.

参考文献

• "InChem Data Sheet":http://www.inchem.org/documents/pims/pharm/pim909.htm
• InChem Data Sheet
• www.drugs.com/pro/nandrolone.html
• Thevis, M., et al.: J. Anal. Toxicol., 32, 232 (2008)
• Pagonis, T., et al.: Clin. Toxicol., 46, 57 (2008)
• Zhang, Y., et al.: J. Food Sci., 74, T67 (2008)