メステロロン

Mesterolone

HCID 15020

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

MesteroloneAndrovironProviron1424-00-6TestiwopSH 723MesterolonaMesterolonum17beta-Hydroxy-1alpha-methyl-5alpha-androstan-3-oneSH-723Pro-VironNSC-75054
名称をさらに表示
1α-メチルアンドロスタン-17β-オール-3-オンメステロロン1α-メチル-17β-ヒドロキシ-5α-アンドロスタン-3-オンプロビロンアンドロビロン17β-ヒドロキシ-1α-メチル-5α-アンドロスタン-3-オンメストラヌーム(1S,3aS,3bR,5aS,9S,9aS,9bS,11aS)-1-ヒドロキシ-9,9a,11a-トリメチル-ヘキサデカヒドロ-1H-シクロペンタ[a]フェナントレン-7-オンmesterolonMESTERELONEmasterolonesh723NSC-7504NSC 75054mestoranummesteranum
0SRQ75X9I9DTXSID90878533(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-oneAndrostan-3-one, 17-hydroxy-1-methyl-, (1alpha,5alpha,17beta)-NSC750541alpha-methyl-5alpha-androstan-17beta-ol-3-one(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-oneRefChem:389115

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

実験および物理化学的性質

Melting Point204 °C
Physical DescriptionSolid

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

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 · 5 件

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 · 2 件

DEA schedule III controlled substance

Status: Active Update: 30-03-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/12497

Hazard Classes and CategoriesAcute Tox. 4 (97.5%);Acute Tox. 4 (97.5%);Acute Tox. 4 (97.5%)

法規制情報

Regulatory Information · 2 件

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

化学と産業

薬理情報

ATC Code · 3 件

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

MeSH Pharmacological ClassificationThese compounds stimulate anabolism and inhibit catabolism. They stimulate the development of muscle mass, strength, and power.
Cellular LocationsExtracellular;Membrane
応用分野 · 3 件

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.

サプライヤー100 社

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補足説明 · 1 件

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

3 件

化合物ノート

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