フルアステロン

Fluasterone

HCID 133967

ノート反応

部分構造検索類似構造を探す

基本情報

CAS: 112859-71-9
標準SMILES: C[C@]12CCCCC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)[C@H](F)C[C@@H]12
InChIKey: VHZXNQKVFDBFIK-NBBHSKLNSA-N
分子式: C19H27FO
平均分子量: 290.4 g/mol
単同位体質量: 290.2045937

概要

Has antiproliferative effects on HIV-1 and reduces HIV-1 replication.

名称と識別子

優先名称: Fluasterone
IUPAC: (8R,9S,10R,13S,14S,16R)-16-fluoro-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one
現地名: フルアステロン
英語名: Fluasterone
分子式: C19H27FO
分子量: 290.42

名称と別名

Fluasterone112859-71-916alpha-Fluoroandrost-5-en-17-oneR7M5UGD04GDTXSID90920920RefChem:599317DTXCID401349821Dehydroepiandrosterone Analog 8354(1S,2R,10R,11S,13R,15S)-13-fluoro-2,15-dimethyltetracyclo(8.7.0.0^(2,7).0^(11,15))heptadec-7-en-14-one(8R,9S,10R,13S,14S,16R)-16-fluoro-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one156680-74-9CHEMBL4441355

名称をさらに表示

(2R,3aS,3bR,9aR,9bS,11aS)-2-フルオロ-9a,11a-ジメチル-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-シクロペンタ[a]フェナントレン-1-オンフルアステロン16α-フルオロアンドロスタ-5-エン-17-オン16-fluoro-5-androsten-17-oneAndrost-5-en-17-one, 16-fluoro-, (16α)-

16alpha-Fluoro-5-androsten-17-oneUNII-R7M5UGD04G16-fluoro-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-oneCCRIS 4216(8R,9S,10R,13S,14S,16R)-16-Fluoro-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-17H-cyclopenta[a]phenanthren-17-oneVHZXNQKVFDBFIK-NBBHSKLNSA-N8354 compoundHE2500

データベース識別子

CAS: 112859-71-9
PubChem CID: 133967
DTXSID: DTXSID90920920
ChEMBL: CHEMBL4441355
UNII: R7M5UGD04G
Nikkaji: J245.776H

物性

構造計算による物性

XLogP: 5.1
極性表面積: 17.1 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: 21
形式電荷: 0
複雑度: 510

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

物理化学的性質

融点: 165 · 165 - 168oC
沸点: 382.5 · 382.5±42.0 °C(Predicted)
比重(密度): 1.09 · 1.09±0.1 g/cm3(Predicted)
貯蔵温度: -20 °C · Hygroscopic, -20°C Freezer, Under inert atmosphere
溶解性: クロロホルム（微量）、メタノール（微量、加熱）
外見: 個体
色: ホワイトからオフホワイト

化学と産業

薬理情報

Mechanism of Action · 1 件

Fluasterone is a synthetically stable adrenocortical steroid fluorinated analogue of dehydroepiandrosterone (DHEA), a powerful anti-inflammatory molecule with androgenic or estrogenic side effects. It is proposed that fluasterone inhibits NF-kB activation and reduces oxidative stress, but other mechanisms may play a role. Fluasterone suppresses inflammation and is effective in preclinical models of chronic inflammatory disease including psoriasis, asthma, rheumatoid arthritis, multiple sclerosis and lupus erythematosus. Fluasterone has anti-inflammatory effects inpreclinical models of chronic inflammatory disease including psoriasis, asthma, rheumatoid arthritis, multiple sclerosis and lupus erythematosus. [Aeson Pharmaceuticals Executive Report]

応用分野 · 1 件

使用Fluasterone is a synthetic derivative of Dehydroepiandrosterone. The reduced androgenicity of Fluasterone may obviate toxicities associated with the androgenicity of the parent compound. Antitumor agent. Fluasterone is used in clinical trials for prostate cancer prevention.