14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

• ChemBase编号: 4447
• 分子式: C20H30O2
• 平均质量: 302.451
• 单一同位素质量: 302.2245802
• SMILES: CC12CCC(=O)C=C1CCC1C2CCC2(C1CCC2(O)C)C
• Canonical SMILES: O=C1CCC2(C(=C1)CCC1C2CCC2(C1CCC2(C)O)C)C
• InChI: InChI=1S/C20H30O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h12,15-17,22H,4-11H2,1-3H3
• InChIKey: GCKMFJBGXUYNAG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one
• IUPAC传统名: 17-A-methyl testosterone
• 商标名: Android; Testred; Virilon
• 别名: Methyltestosterone

登记号

• CAS号: 58-18-4
• PubChem SID: 160967879
• PubChem CID: 4160

理论计算性质

JChem

• Acid pKa: 19.086739
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 3.6459997
• LogD (pH = 7.4): 3.646
• Log P: 3.646
• 摩尔折射率: 89.068 cm^3
• 极化性: 35.103523 Å^3
• 极化表面积: 37.3 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.61
• LOG S: -4.34
• 溶解度: 1.39e-02 g/l

详细说明

DrugBank - DB06710

• Drug Groups: approved
• Description: A synthetic anabolic steroid used for treating men with testosterone deficiency or similar androgen replacement therapies. Also, has antineoplastic properties and so has been used secondarily in women with advanced breast cancer. Methyltestosterone is a schedule III drug in the US.
• Indication: Methyltestosterone is an anabolic steroid hormone used to treat men with a testosterone deficiency. It is also used in women to treat breast cancer, breast pain, swelling due to pregnancy, and with the addition of estrogen it can treat symptoms of menopause.
• 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.
• Toxicity: Side effects include amnesia, anxiety, discolored hair, dizziness, dry skin, hirsutism, hostility, impaired urination, paresthesia, penis disorder, peripheral edema, sweating, and vasodilation.
• Biotransformation: Hepatic.; Testosterone is metabolized to 17-keto steroids through two different pathways. The major active metabolites are estradiol and dihydrotestosterone (DHT).
• Absorption: The methyl group aids to increase oral bioavailability.
• Half Life: 6-8 hours
• 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: 90% urine / 10% feces
• External Links: Wikipedia