(+)-Estr-4-ene-3,17-dione (HCID 92834)

概要

19-Norandrostenedione is a 3-oxo steroid.

名称と識別子

優先名称: (+)-Estr-4-ene-3,17-dione
IUPAC: (8R,9S,10R,13S,14S)-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-dione
現地名: 19-ノルアンドロスタ-4-エン-3,17-ジオン
英語名: Norandrostenedione
分子式: C18H24O2
分子量: 272.38

名称と別名

19-Norandrostenedione734-32-719-Norandrost-4-ene-3,17-dione19-nor-4-androstene-3,17-dioneNordionedelta4-Estrene-3,17-dionedelta,4-Estrene-3,17-dioneU90987PVU5(+)-Estr-4-ene-3,17-dioneNSC-12164DTXSID5086239219-nor-A-dione

名称をさらに表示

19-ノルアンドロステンジオンノルアンドロステンジオン19-ノルアンドロスタ-4-エン-3,17-ジオン4-エストレン-3,17-ジオンエストラ-4-エン-3,17-ジオン19-ノル-4-アンドロステン-3,17-ジオン(3aS,3bR,9aR,9bS,11aS)-11a-メチル-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-シクロペンタ[a]フェナントレン-1,7-ジオンBolandioneESTRENONE19-demethyl-4-androstenedioneNSC 121644-ESTREN-3,17-DIONE

RefChem:79523DTXCID601334157(1S,2R,10R,11S,15S)-15-methyltetracyclo(8.7.0.02,?.011,1?)heptadec-6-ene-5,14-dione211-995-8NorandrostenedioneEstr-4-ene-3,17-dione(+)-19-Norandrost-4-ene-3,17-dione19-Nor-4-androstenedione

データベース識別子

CAS: 734-32-7
PubChem CID: 92834
DTXSID: DTXSID50862392
ChEBI: CHEBI:34187
UNII: U90987PVU5
EC Number: 211-995-8
Nikkaji: J38.938B

物性

構造計算による物性

XLogP: 2.5
極性表面積: 34.1 Å²
水素結合供与体数: 0
水素結合受容体数: 2
回転可能結合数: 0
重原子数: 20
形式電荷: 0
複雑度: 504

実験および物理化学的性質

Drugs · 4 件

DEA NFLIS-Drug Category -> Steroids

DEA Schedule III Controlled Substance -> Anabolic steroids

Pharmaceuticals -> Listed in ZINC15

Endocrine DisruptorsPotential endocrine disrupting compound

物理化学的性質

融点: 169 · 169-172°C
沸点: 433.4 · 433.4±45.0 °C(Predicted)
比旋光度: 134 · +134~+143°(D/25℃)(c=0.5,C2H5OH)
比重(密度): 1.13 · 1.13±0.1 g/cm3(Predicted)
蒸気圧: 0.001 Pa · 0.001Pa at 25℃
貯蔵温度: Refrigerator
溶解性: 25 mg/ml; · DMF: 25 mg/ml; DMSO: 15 mg/ml; DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml; Ethanol: 10 mg/ml
外見: A crystalline solid
水溶解度: 191 mg/L · 191mg/L at 20℃
InChI: InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,13-16H,2-9H2,1H3/t13-,14+,15+,16-,18-/m0/s1
InChIKey: JRIZOGLBRPZBLQ-QXUSFIETSA-N
SMILES: C1(=O)C=C2[C@]([H])(CC1)[C@]1([H])[C@]([H])([C@@]3([H])[C@@](CC1)(C)C(=O)CC3)CC2
LogP: 2.18 at · 2.18 at 25℃
CAS データベース: 734 · 734-32-7(CAS DataBase Reference)

化学的性質

化学的特性Off-White Solid

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P264, P270, P273, P280, P301+P317, P302+P352, P317, P318, P321, P330, P362+P364, P391, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 15 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

DEA schedule III controlled substance

Status: Active Update: 09-01-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/18736

Hazard Classes and CategoriesAcute Tox. 4 (100%)

安全データ

wgk: 3
hs_code: 29372900
risk_code: 11-34
化審法: 新規公示化学物質（2011年3月31日以前届出）
hazard_code: F,C
safety_code: 16-26-36/37/39-45

化学と産業

薬理情報

Mechanism of Action · 1 件

19-Norandrostenedione may be metabolized to 19-nortestosterone in both men and women. 19-Norandrostenedione, also known as nandrolone, is the basic substance of some very popular injectable anabolic steroids, however 19-norandrostenedione is not metabolized to testosterone. Whether or not increases in 19-nortestosterone levels would be sustained long enough by taking 19-norandrostenedione to show an increase in nitrogen retention and muscle strength and mass is unknown. 19-Norandrostenedione has also been shown to bind to androgen receptors with high selectivity. Transactivation of androgen receptor dependent reporter gene expression was 10 times lower than that produced by dihydrotestosterone. [1]

Metabolism/MetabolitesSpecific metabolites of 19-nor-5-androstene-3, 17-dione are 19-nordehydroandrosterone and 19-nordehydroepiandrosterone.

Absorption, Distribution and ExcretionAbsorption appears variable, but some absorption does occur.