(2S,3R,4R,6S)-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo[12.12.2.12,6.07,28.08,13.015,19.020,27.021,26]nonacosa-8,10,12,14(28),15(19),20(27),21,23,25-nonaen-16-one

• ChemBase编号: 134161
• 分子式: C28H26N4O3
• 平均质量: 466.53104
• 单一同位素质量: 466.20049071
• SMILES: C[C@@]12[C@@H]([C@@H](C[C@H](O1)n1c3ccccc3c3c1c1n2c2ccccc2c1c1c3C(=O)NC1)NC)OC
• Canonical SMILES: CN[C@@H]1C[C@@H]2O[C@]([C@@H]1OC)(C)n1c3ccccc3c3c1c1n2c2ccccc2c1c1c3CNC1=O
• InChI: InChI=1S/C28H26N4O3/c1-28-26(34-3)17(29-2)12-20(35-28)31-18-10-6-4-8-14(18)22-23-16(13-30-27(23)33)21-15-9-5-7-11-19(15)32(28)25(21)24(22)31/h4-11,17,20,26,29H,12-13H2,1-3H3,(H,30,33)/t17-,20+,26-,28+/m1/s1
• InChIKey: HKSZLNNOFSGOKW-WIFUGMKFSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3R,4R,6S)-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo[12.12.2.1^2,^6.0^7,^2^8.0^8,^1^3.0^1^5,^1^9.0^2^0,^2^7.0^2^1,^2^6]nonacosa-8,10,12,14(28),15(19),20(27),21,23,25-nonaen-16-one; (2S,3R,4R,6S)-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo[12.12.2.1^2,^6.0^7,^2^8.0^8,^1^3.0^1^5,^1^9.0^2^0,^2^7.0^2^1,^2^6]nonacosa-8(13),9,11,14(28),15(19),20(27),21,23,25-nonaen-16-one
• IUPAC传统名: (2S,3R,4R,6S)-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo[12.12.2.1^2,^6.0^7,^2^8.0^8,^1^3.0^1^5,^1^9.0^2^0,^2^7.0^2^1,^2^6]nonacosa-8,10,12,14(28),15(19),20(27),21,23,25-nonaen-16-one; (2S,3R,4R,6S)-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo[12.12.2.1^2,^6.0^7,^2^8.0^8,^1^3.0^1^5,^1^9.0^2^0,^2^7.0^2^1,^2^6]nonacosa-8(13),9,11,14(28),15(19),20(27),21,23,25-nonaen-16-one
• 别名: Antibiotic AM-2282; Staurosporine from Streptomyces sp.

登记号

• CAS号: 62996-74-1
• MDL号: MFCD00077402
• Beilstein号: 1060573
• PubChem SID: 24899603; 24899680; 162228438
• PubChem CID: 9937179

理论计算性质

• Acid pKa: 14.562835
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 0.7899368
• LogD (pH = 7.4): 1.8470752
• Log P: 3.9696732
• 摩尔折射率: 132.3721 cm^3
• 极化性: 55.985493 Å^3
• 极化表面积: 69.45 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: soluble; ethanol: soluble; H2O: insoluble; methanol: soluble
• 外观: film

安全信息

• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 45-46
• 安全公开号: 53-45
• GHS危险品标识: GHS08
• GHS警示词: Danger
• GHS危险声明: H340-H350
• GHS警示性声明: P201-P308 + P313
• 个人保护装置: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥95% (HPLC); ≥95.0% (HPLC)
• 级别: for molecular biology
• 产品质量级别: PREMIUM
• Empirical Formula (Hill Notation): C28H26N4O3

详细说明

Sigma Aldrich - S5921

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Analysis Note
Tested for inhibition of interleukin 2 production in Jurkat cells.
Biochem/physiol Actions
Potent inhibitor of phospholipid/calcium-dependent protein kinase. Inhibits the upregulation of VEGF expression in tumor cells.
Partially reverses MDR, sensitizing cells with MDR phenotype to cytotoxic agents. Inhibits Pgp phosphorylation. However, functional significance of Pgp phosphorylation is ill defined.

Sigma Aldrich - S4400

Biochem/physiol Actions
Potent inhibitor of phospholipid/calcium-dependent protein kinase. Inhibits the upregulation of VEGF expression in tumor cells.
Partially reverses MDR, sensitizing cells with MDR phenotype to cytotoxic agents. Inhibits Pgp phosphorylation. However, functional significance of Pgp phosphorylation is ill defined.

Sigma Aldrich - 85658

Biochem/physiol Actions
Potent inhibitor of phospholipid/calcium-dependent protein kinase. Inhibits the upregulation of VEGF expression in tumor cells.

Sigma Aldrich - 85660

Biochem/physiol Actions
Potent inhibitor of phospholipid/calcium-dependent protein kinase. Inhibits the upregulation of VEGF expression in tumor cells.
Other Notes
A potent inhibitor of phospholipid / calcium dependent protein kinase1,2; Inhibits the respiratory burst and induces exocytosis in human neutrophils3