基本情報
- 標準SMILES
C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12- InChIKey
NVKAWKQGWWIWPM-ABEVXSGRSA-N- 分子式
- C19H30O2
- 平均分子量
- 290.4 g/mol
- 単同位体質量
- 290.2245802
概要
17beta-hydroxy-5alpha-androstan-3-one is a 17beta-hydroxy steroid that is testosterone in which the 4,5 double bond has been reduced to a single bond with alpha-configuration at position 5. It has a role as an androgen, a mouse metabolite, a human metabolite and a Daphnia magna metabolite. It is a 3-oxo-5alpha-steroid, a 17beta-hydroxy steroid and a 17beta-hydroxyandrostan-3-one. It derives from a hydride of a 5alpha-androstane.
名称と識別子
- 優先名称
- Dihydrotestosterone
- IUPAC
- (5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
- 現地名
- スタノロン
- 英語名
- Stanolone
- 分子式
- C19H30O2
- 分子量
- 290.45
名称と別名
名称をさらに表示
データベース識別子
- CAS
521-18-6- PubChem CID
- 10635
- DTXSID
DTXSID9022364- ChEMBL
CHEMBL27769- ChEBI
CHEBI:16330- UNII
- 08J2K08A3Y
- EC Number
- 208-307-3
- Nikkaji
- J39.503J
物性
構造計算による物性
- XLogP
- 3.7
- 極性表面積
- 37.3 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 2
- 回転可能結合数
- 0
- 重原子数
- 21
- 形式電荷
- 0
- 複雑度
- 458
実験および物理化学的性質
Drugs
DEA NFLIS-Drug Category -> Steroids
DEA Schedule III Controlled Substance -> Anabolic steroids
Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds
物理化学的性質
- 融点
- 178 · 178-183 °C
- 比旋光度
- 27 · 27 º
- 沸点
- 372.52 °C · 372.52°C (rough estimate)
- 比重(密度)
- 1.032 · 1.0320 (rough estimate)
- 屈折率
- 1.4709 · 1.4709 (estimate)
- 闪点
- 9 ℃ · 9℃
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 1 mg/ml; · Acetonitrile: 1 mg/ml; Ethanol: 1 mg/ml; Methanol: 1 mg/ml
- 酸解離定数(Pka)
- 15.08 · 15.08±0.60(Predicted)
- 外見
- powder
- 由来生物
- synthetic
- 水溶解度
- 344.3 g/L · 344.3g/L(温度表記なし)
- Merck
- 13 · 13,8872
- BRN
- 2056371 · 2056371
- 主な用途
- 法医学と毒物学医薬品(低分子化合物)
- InChI
- 1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1
- InChIKey
- NVKAWKQGWWIWPM-ABEVXSGRSA-N
- SMILES
- [H][C@@]12CC[C@@]3([H])[C@]4([H])CC[C@H](O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CCC(=O)C2
- CAS データベース
- 521 · 521-18-6(CAS DataBase Reference)
- NISTの化学物質情報
- Stanolone(521-18-6)
- EPAの化学物質情報
- -3 · Androstan-3-one, 17-hydroxy-, (5.alpha.,17.beta.)- (521-18-6)
化学的性質
化学的特性White Crystalline Solid
安全と法規制
GHS分類
GHS Classification
Danger
H351 (98.3%): Suspected of causing cancer [Warning Carcinogenicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 60 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
DEA schedule III controlled substance
Status: Cease Manufacture Update: 31-10-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/12136
毒性情報
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
ANDROSTANOLONE
DILI Positive
DOI:10.1016/j.drudis.2019.09.022
USGS Health-Based Screening Levels for Evaluating Water-Quality
Dihydrotestosterone
Hormone
Smith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP
安全データ
- wgk
- 3
- rtecs
- BV8052000
- ridadr
- UN1230 - class 3 - PG 2 - Methanol, solution
- risk_code
- 61-40-39/23/24/25-23/24/25-11
- hazard_code
- Xn,T,F
- safety_code
- 53-36/37/39-45-36/37-16
- Hazard Classifications
- Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Carc. 2Repr. 1A
- ストレージクラス
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
化学と産業
薬理情報
ATC Code
A - Alimentary tract and metabolism
G - Genito urinary system and sex hormones
QA - Alimentary tract and metabolism
QG - Genito urinary system and sex hormones
MeSH Pharmacological Classification
Compounds that interact with ANDROGEN RECEPTORS in target tissues to bring about the effects similar to those of TESTOSTERONE. Depending on the target tissues, androgenic effects can be on SEX DIFFERENTIATION; male reproductive organs, SPERMATOGENESIS; secondary male SEX CHARACTERISTICS; LIBIDO; development of muscle mass, strength, and power.
用途と製造
応用分野
説明Stanolone is well known as dihydrotestosterone (DHT), which is an endogenous androgen sex steroid and hormone. It is an agonist of the androgen receptor (AR). It plays important physiological role in sexual differentiation, maturation of the penis and scrotum, hair, sebum production and development and maintenance of the prostate gland and seminal vesicles. It is mainly used for the treatment of male hypogonadism, androgen deficiency of severe illness, androgen deficiency of ageing and microphallus in infancy.
使用Stanolone is a potent androgenic metabolite of testosterone that It is Controlled substance. It was created for the treatment of muscle wasting disease, and osteoporosis. It is a powerful anabolic steroid, which is similar to the body's naturally produced Dihydrotestosterone. Dihydrotestosterone (DHT) is generated by a 5-alpha reduction of testosterone. Unlike testosterone, DHT cannot be aromatized to estradiol therefore DHT is considered a pure androgenic steroid.
一般的な説明Dihydrotestosterone (Item No. 15874) is an analytical reference standard categorized as an anabolic androgenic steroid. Anabolic steroids, including dihydrotestosterone, have been used to enhance physical performance in athletes. Dihydrotestosterone is regulated as a Schedule III compound in the United States. This product is intended for research and forensic applications.
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義ChEBI: Stanolone is a 17beta-hydroxy steroid that is testosterone in which the 4,5 double bond has been reduced to a single bond with alpha-configuration at position 5. It has a role as an androgen, a human metabolite, a Daphnia magna metabolite and a mouse metabolite. It is a 17beta-hydroxy steroid, a 17beta-hydroxyandrostan-3-one and a 3-oxo-5alpha-steroid. It derives from a hydride of a 5alpha-androstane.
関連反応
関連ノート
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