1-(4,9-dihydroxy-12-{2-[(4-hydroxyphenoxycarbonyl)oxy]propyl}-2,6,7,11-tetramethoxy-3,10-dioxo-3,10-dihydroperylen-1-yl)propan-2-yl benzoate

• ChemBase编号: 105125
• 分子式: C44H38O14
• 平均质量: 790.76412
• 单一同位素质量: 790.2261559
• SMILES: COc1c2c3c(OC)cc(O)c4c3c(C(=C(OC)C4=O)CC(C)OC(=O)c3ccccc3)c3C(=C(OC)C(=O)c(c(O)c1)c23)CC(C)OC(=O)Oc1ccc(O)cc1
• Canonical SMILES: COC1=C(CC(OC(=O)Oc2ccc(cc2)O)C)c2c3c(C1=O)c(O)cc(c3c1c3c2C(=C(OC)C(=O)c3c(cc1OC)O)CC(OC(=O)c1ccccc1)C)OC
• InChI: InChI=1S/C44H38O14/c1-20(56-43(50)22-10-8-7-9-11-22)16-25-31-32-26(17-21(2)57-44(51)58-24-14-12-23(45)13-15-24)42(55-6)40(49)34-28(47)19-30(53-4)36(38(32)34)35-29(52-3)18-27(46)33(37(31)35)39(48)41(25)54-5/h7-15,18-21,45-47H,16-17H2,1-6H3
• InChIKey: SRJYZPCBWDVSGO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-(4,9-dihydroxy-12-{2-[(4-hydroxyphenoxycarbonyl)oxy]propyl}-2,6,7,11-tetramethoxy-3,10-dioxo-3,10-dihydroperylen-1-yl)propan-2-yl benzoate
• IUPAC传统名: 1-(4,9-dihydroxy-12-{2-[(4-hydroxyphenoxycarbonyl)oxy]propyl}-2,6,7,11-tetramethoxy-3,10-dioxoperylen-1-yl)propan-2-yl benzoate
• 别名: UCN-1028C; CALPHOSTIN C; Calphostin C from Cladosporium cladosporioides

登记号

• CAS号: 121263-19-2
• MDL号: MFCD00133155
• PubChem SID: 24892857; 162091975
• PubChem CID: 2533

理论计算性质

• Acid pKa: 7.658358
• 质子受体: 12
• 质子供体: 3
• LogD (pH = 5.5): 8.302095
• LogD (pH = 7.4): 8.09641
• Log P: 8.307228
• 摩尔折射率: 211.6224 cm^3
• 极化性: 82.73206 Å^3
• 极化表面积: 193.58 Å^2
• 可自由旋转的化学键: 15
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMF: soluble1 mg/mL; DMSO: soluble1 mg/mL; ethanol: soluble1 mg/mL
• 外观: red to brown powder

安全信息

• 保存条件: 0°C
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ≥90% (HPLC); 99%
• Empirical Formula (Hill Notation): C44H38O14

详细说明

MP Biomedicals - 02158882

(UCN-1028C) Purity: 99% From Cladosporium cladosporioides Highly specific and potent protein kinase C inhibitor.

Sigma Aldrich - C159

Biochem/physiol Actions
Highly specific inhibitor of protein kinase C (IC50 = 50 nM); requires light for activation. At higher concentrations (100 nM or greater), it has been shown to inhibit cell proliferation and induce apoptosis in vitro.

Sigma Aldrich - C6303

Biochem/physiol Actions
Highly specific inhibitor of protein kinase C (IC50 = 50 nM); requires light for activation. At higher concentrations (100 nM or greater), it has been shown to inhibit cell proliferation and induce apoptosis in vitro.

参考文献

• Kobayashi, E., et al., J. Antibiot., 42 : 1470 (1989).
• Lida, T., et al., bid., 42: 1475 (1989).