基本情報
- CAS
1424-00-6- 標準SMILES
C[C@H]1CC(=O)C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](O)[C@@]4(C)CC[C@@H]3[C@]21C- InChIKey
UXYRZJKIQKRJCF-TZPFWLJSSA-N- 分子式
- C20H32O2
- 平均分子量
- 304.5 g/mol
- 単同位体質量
- 304.24023026
名称と識別子
- 優先名称
- Mesterolone
- IUPAC
- (1S,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-1,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
- 現地名
- メステロロン
- 英語名
- Mesterolone
- 分子式
- C20H32O2
- 分子量
- 304.47
名称と別名
名称をさらに表示
データベース識別子
- CAS
1424-00-6- PubChem CID
- 15020
- DTXSID
DTXSID90878533- ChEMBL
CHEMBL258918- ChEBI
CHEBI:135293- UNII
- 0SRQ75X9I9
- EC Number
- 215-836-3
- Nikkaji
- J7.487J
物性
構造計算による物性
- XLogP
- 4.1
- 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
- 22
- 形式電荷
- 0
- 複雑度
- 486
実験および物理化学的性質
物理化学的性質
- 融点
- 208 °C · 208 °C
- 比旋光度
- 20 · D20 +17.6° (c = 0.875 in CHCl3)
- 沸点
- 420.3 · 420.3±45.0 °C(Predicted)
- 比重(密度)
- 1.156 g/cm3 · 1.156 g/cm3
- 屈折率
- 17.6 ° · 17.6 ° (C=0.9, CHCl3)
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 水にほとんど溶けず、アセトン、酢酸エチル、メタノールにやや溶けにくい
- 酸解離定数(Pka)
- 15.09 · 15.09±0.70(Predicted)
- 水溶解度
- 3 mg/L · 3mg/L at 20℃
- Merck
- 5916 · 5916
- 主な用途
- 法医学と毒物学医薬品(低分子化合物)獣医
- InChI
- InChI=1/C20H32O2/c1-12-10-14(21)11-13-4-5-15-16-6-7-18(22)19(16,2)9-8-17(15)20(12,13)3/h12-13,15-18,22H,4-11H2,1-3H3/t12-,13-,15-,16-,17-,18-,19-,20-/s3
- InChIKey
- UXYRZJKIQKRJCF-TZPFWLJSSA-N
- SMILES
- [C@@]12([H])CC[C@@]3([H])CC(=O)C[C@H](C)[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])O |&1:0,4,10,12,14,18,20,23,r|
- CAS データベース
- 1424 · 1424-00-6(CAS DataBase Reference)
化学的性質
化学的特性White or yellowish crystalline powder.
安全と法規制
GHS分類
GHS Classification
Warning
H302 (97.5%): Harmful if swallowed [Warning Acute toxicity, oral];H312 (97.5%): Harmful in contact with skin [Warning Acute toxicity, dermal];H332 (97.5%): Harmful if inhaled [Warning Acute toxicity, inhalation]
P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
危険有害性情報
Regulatory Information
DEA schedule III controlled substance
Status: Active Update: 30-03-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/12497
法規制情報
Regulatory Information
DEA schedule III controlled substance
Status: Active Update: 30-03-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/12497
安全データ
- wgk
- 3
- rtecs
- BV8063400
- hs_code
- 29372900
- risk_code
- 20/21/22-38-19-11-61-60
- hazard_code
- Xn,T,F
- safety_code
- 22-24/25-36/37/39-45-53
- Hazard Classifications
- Aquatic Chronic 2Carc. 2Lact.Repr. 1B
- ストレージクラス
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- DEA Controlled Substances
- CSCN: 4000CSA SCH: Schedule IIINARC: No
化学と産業
薬理情報
ATC Code
G03BB01
G - Genito urinary system and sex hormones;G03 - Sex hormones and modulators of the genital system;G03B - Androgens;G03BB - 5-androstanon (3) derivatives;G03BB01 - Mesterolone
QG - Genito urinary system and sex hormones;QG03 - Sex hormones and modulators of the genital system;QG03B - Androgens;QG03BB - 5-androstanon (3) derivatives;QG03BB01 - Mesterolone
応用分野
説明Mesterolone (Item No. 21171) is an analytical reference standard categorized as an anabolic androgenic steroid. Formulations containing mesterolone have been used in patients with low testosterone or symptoms of aging male syndrome. Mesterolone cannot be aromatized to estrogens, unlike other androgens. This compound is the active ingredient in different pharmaceutical preparations that have been used medically but have also been widely applied in sports in order to improve athlete performance. Mesterolone is regulated as a Schedule III drug in the United States. This product is intended for research and forensic applications.
使用Mesterolone is a synthetic androgen and a dihydrotestosterone derivative. Mesterolone is rarely used for replacement therapies due to its weak androgenic activity.
一般的な説明Mesterolone is a synthetic anabolic-androgenic steroid (AAS) and derivative of dihydrotestosterone (DHT). It is inactivated by 3α-hydroxysteroid dehydrogenase in skeleta muscules so it is considered a weak androgen. It is not a substrate for aromatase so it is not converted into estrogen. Mesterolone demonstrated to have minimal effect on sperm counts and levels of FSH or LH. Experiments of mesterolone serving as a potential treatment of depression are still undergoing.
上流・下流製品情報
上流原料
下流製品
サプライヤー100 社
補足説明
定義ChEBI: Mesterolone is a 3-oxo-5alpha-steroid. It is a structurally altered DHT hormone possessing the addition of a methyl group at the carbon one position. This allows the hormone to survive oral ingestion by protecting it from hepatic breakdown. This is one of the only oral anabolic steroids that is not C17-alpha alkylated (C17-aa) but instead carries the added methyl group.
関連反応
化合物ノート
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