(2R,3R,4S,5R)-2-(3-Amino-5-Methyl-1,4,5,6,8-Pentaazaacenaphthylen-1(5H)-Yl)-5-(Hydroxymethyl)Tetrahydrofuran-3,4-Diol (2R,3R,4S,5R)-2-(3-氨基-5-甲基-1,4,5,6,8-五氮杂苊烯-1(5H)-基)-5-(羟甲基)四氢呋喃-3,4-二醇
CAS 35943-35-2 MFCD00932413
化学结构图
SMILES: CN1N=C(N)C2=CN([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C3N=CN=C1C2=3
化学属性
| Mol. Formula | C13H16N6O4 |
|---|---|
| Mol. Weight | 320 |
| Appearance | Tan solid powder |
| Solubility | Soluble in DMSO, not in water |
别名和识别编码
| Chemical Name | (2R,3R,4S,5R)-2-(3-Amino-5-Methyl-1,4,5,6,8-Pentaazaacenaphthylen-1(5H)-Yl)-5-(Hydroxymethyl)Tetrahydrofuran-3,4-Diol |
|---|---|
| CAS Number | 35943-35-2 |
| Synonym | API-2 VQD-002; VQD 002; VQD002; NSC-154020; NSC 154020; NSC154020; Triciribine. |
| Chemical Name Translation | (2R,3R,4S,5R)-2-(3-氨基-5-甲基-1,4,5,6,8-五氮杂苊烯-1(5H)-基)-5-(羟甲基)四氢呋喃-3,4-二醇 |
| Formula | C13H16N6O4 |
| IUPAC Name | (2R,3R,4S,5R)-2-(3-amino-5-methyl-1,4,5,6,8-pentaazaacenaphthylen-1(5H)-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol. |
| InChIKey | HOGVTUZUJGHKPL-HTVVRFAVSA-N |
| InChI | InChI=1S/C13H16N6O4/c1-18-11-7-5(10(14)17-18)2-19(12(7)16-4-15-11)13-9(22)8(21)6(3-20)23-13/h2,4,6,8-9,13,20-22H,3H2,1H3,(H2,14,17)/t6-,8-,9-,13-/m1/s1 |
| MDL Number | MFCD00932413 |
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分类
- Anti-virals
- Aromatics
- Heterocycles
- Inhibitors
- Nucleotides
- Bases & Related Reagents
- Pharmaceuticals
- Intermediates & Fine Chemicals
产品应用
- Triciribine, also known as VQD-002, is a potent AKT inhibitor and a cell-permeable tricyclic nucleoside molecule with potential antineoplastic activity. Triciribine inhibits the phosphorylation, activation, and signalling of Akt-1, -2, and -3, which may result in the inhibition of Akt-expressing tumor cell proliferation. Akts are anti-apoptotic serine/theronine-specific protein kinases that phosphorylate and inactivate components of the apoptotic machinery, including Bcl-xL/Bcl-2-associated death promoter (BAD) and caspase 9.
相关文献及参考
- Garrett, C.R. et al.: Invest. New Drugs, 29, 1381 (2011); Ptak, R.G. et al.: AIDS Res. Human Retrovir., 14, 1315 (1998); Bennett, L.L. et al.: BIochem. Pharmacol., 27, 233 (1978);
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