データを補完しています。しばらくしてからページを更新すると最新の内容を表示できます
基本情報
- CAS
1126084-37-4- 標準SMILES
COc1ccc2[nH]c(C(=O)N3CCC(CC(C)(C)O)CC3)cc2c1- InChIKey
OXSCPDKUZWPWFR-UHFFFAOYSA-N- 分子式
- C19H26N2O3
- 平均分子量
- 330.4 g/mol
概要
17beta-Hydroxysteroid Dehydrogenase Type 5 Inhibitor ASP9521 is a selective, orally bioavailable inhibitor of 17beta-hydroxysteroid dehydrogenase type 5 (17bHSD5, aldo-keto reductase 1C3; AKR1C3), with potential antineoplastic activity. Upon administration, ASP9521 selectively binds to and inhibits the activity of 17bHSD5. This prevents the conversion of the adrenal androgens dehydroepiandrosterone and androstenedione into 5-androstenediol and testosterone. By blocking testosterone production, ASP9521 may inhibit the growth of testosterone-dependent cancers such as castration-resistant prostate cancer (CRPC). 17bHSD5, expressed both in normal prostate tissue and in prostate cancer (PC), plays a crucial role in persistent production of androgens despite castration; its expression is associated with increased malignancy of PC.
名称と識別子
- 優先名称
- Asp-9521
- IUPAC
- [4-(2-hydroxy-2-methylpropyl)piperidin-1-yl]-(5-methoxy-1H-indol-2-yl)methanone
- 英語名
- Asp-9521
- 分子式
- C19H26N2O3
- 分子量
- 330.42
名称と別名
ASP-95211126084-37-4ASP9521ASP 9521AA79G37CPRRefChem:114606(4-(2-Hydroxy-2-methylpropyl)piperidin-1-yl)(5-methoxy-1H-indol-2-yl)methanoneCHEMBL45135101-{1-[(5-methoxy-1H-indol-2-yl)carbonyl]piperidin-4-yl}-2-methylpropan-2-olAS-55988HY-199031-[1-[(5-Methoxy-1H-indol-2-yl)carbonyl]piperidin-4-yl]-2-methylpropan-2-ol
名称をさらに表示
ASP-9521, >98%17HSD5 inhibitorAKR1C3 inhibitorASP-9521, 10 mM in DMSOASP 9521. AKR1C3 inhibitorInhibitor,inhibit,ASP-9521,ASP 9521AKR1C3 INHIBITOR17??HSD5 INHIBITORASP 9521. AKR1C3 INHIBITOR17HSD5 INHIBITOR
A11900(4-(2-hydroxy-2-methylpropyl)piperidin-1-yl)(5-methoxy-1H-indol-2-yl)methanone.[4-(2-hydroxy-2-methylpropyl)piperidin-1-yl]-(5-methoxy-1H-indol-2-yl)methanone(4-(2-Hydroxy-2-methylpropyl)-1-piperidinyl)(5-methoxy-1H-indol-2-yl)methanone1-{1-[(5-methoxy-1h-indol-2-yl)carbonyl] piperidin-4-yl}-2-methylpropan-2-olMethanone, (4-(2-hydroxy-2-methylpropyl)-1-piperidinyl)(5-methoxy-1H-indol-2-yl)-BCP20729MFCD30532740
物性
構造計算による物性補完中
- XLogP
- 2.8
- 極性表面積
- 65.6 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 3
- 回転可能結合数
- 4
- 重原子数
- 24
- 形式電荷
- 0
- 複雑度
- 446
物理化学的性質
- 沸点
- 543.9 · 543.9±30.0 °C(Predicted)
- 比重(密度)
- 1.183 · 1.183±0.06 g/cm3(Predicted)
- 貯蔵温度
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- 溶解性
- 52.26 · DMSO:52.26(Max Conc. mg/mL);158.16(Max Conc. mM)DMF:10.0(Max Conc. mg/mL);30.26(Max Conc. mM)DMF:PBS (pH 7.2) (1:1):0.5(Max Conc. mg/mL);1.51(Max Conc. mM)Ethanol:36.35(Max Conc. mg/mL);110.01(Max Conc. mM)
- 外見
- A crystalline solid
- 酸解離定数(Pka)
- 15.23 · 15.23±0.29(Predicted)
- 色
- Light yellow to yellow
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
安全データ
- 注意喚起語
- 警告
- 危険有害性情報
- コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード H302
化学と産業
応用分野
説明ASP9521 is an inhibitor of 17β-hydroxysteroid dehydrogenase type 5/aldo-keto reductase 1C3 (17β-HSD5/AKR1C3; IC50 = 120 nM). It is selective for 17β-HSD5/AKR1C3 over AKR1C2 (IC50 = 20 μM). ASP9521 inhibits conversion of androstenedione into testosterone by 17β-HSD5/AKR1C3 (IC50s = 11 and 49 nM for human and cynomolgus monkey enzymes, respectively). It inhibits androstenedione-dependent production of prostate specific androgen (PSA) in and proliferation of LNCaP cells expressing 17β-HSD5/AKR1C3. ASP9521 (3 and 10 mg/kg) inhibits androstenedione-induced intratumor testosterone production in a CWR22R prostate cancer mouse xenograft model.
サプライヤー
読み込み中…
公開中の見積依頼
読み込み中…
関連反応
2 件
化合物ノート
読み込み中…