6,6,14-trimethyl-12-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),2(7),8,11(15),13-pentaene-16,17-dione

• ChemBase编号: 72990
• 分子式: C19H18O3
• 平均质量: 294.34442
• 单一同位素质量: 294.12559444
• SMILES: C1CC(c2c(C1)c1c(cc2)c2c(C(=O)C1=O)c(co2)C)(C)C
• Canonical SMILES: O=C1c2c3CCCC(c3ccc2c2c(C1=O)c(C)co2)(C)C
• InChI: InChI=1S/C19H18O3/c1-10-9-22-18-12-6-7-13-11(5-4-8-19(13,2)3)15(12)17(21)16(20)14(10)18/h6-7,9H,4-5,8H2,1-3H3
• InChIKey: HYXITZLLTYIPOF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 6,6,14-trimethyl-12-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),2(7),8,11(15),13-pentaene-16,17-dione; 6,6,14-trimethyl-12-oxatetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(10),2(7),8,11(15),13-pentaene-16,17-dione
• IUPAC传统名: 6,6,14-trimethyl-12-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),2(7),8,11(15),13-pentaene-16,17-dione; 6,6,14-trimethyl-12-oxatetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(10),2(7),8,11(15),13-pentaene-16,17-dione; tanshinone iia
• 别名: Tanshinone B; Tanshinone II; Tanshinone IIA; 1,6,6-Trimethyl-6,7,8,9-tetrahydrophenanthro[1,2-b]furan-10,11-dione; Dan Shen ketone; Tanshinone IIA; 1,6,6-trimethyl-6,7,8,9-tetrahydrophenanthro[1,2-b]furan-10,11-dione

登记号

• CAS号: 568-72-9
• MDL号: MFCD00238692
• PubChem SID: 162037910
• PubChem CID: 164676

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 4.5316944
• LogD (pH = 7.4): 4.5316944
• Log P: 4.5316944
• 摩尔折射率: 85.089 cm^3
• 极化性: 33.140404 Å^3
• 极化表面积: 47.28 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: methanol: soluble5 mg/mL, clear, red-orange to red
• 外观: powder, red; Red powder
• 熔点: 204-208 °C

安全信息

• 保存条件: -20°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: 2-8°C

产品相关信息

• 纯度: ≥97% (HPLC); ≥98.0% (HPLC)
• 级别: analytical standard
• 成盐信息: Free Base
• 有效期: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C19H18O3
• 分类: Genuine Natural Compounds

详细说明

Selleck Chemicals - S2365

Research Area: Cardiovascular Disease , Neurological Disease
Biological Activity:
Tanshinone IIA(Tanshinone B) is the most abundant diterpene quinone in Danshen, Salviae miltiorrhizae Radix, a widely prescribed traditional herbal medicine that is used to treat cardiovascular and inflammatory diseases. Recently, tanshinone IIA was demonstrated to induce cell death and apoptosis in a variety of tumors. [1]

Sigma Aldrich - T4952

Biochem/physiol Actions
Phenanthrenequinone constituent of Chinese medicinal herb Danshen (Salvia miltiorrhiza). Anti-inflammatory. Antioxidant. Cytotoxic against a variety of cell lines, inlcuding human glioma cells.

Sigma Aldrich - 51704

Biochem/physiol Actions
Phenanthrenequinone constituent of Chinese medicinal herb Danshen (Salvia miltiorrhiza). Anti-inflammatory. Antioxidant. Cytotoxic against a variety of cell lines, inlcuding human glioma cells.

参考文献

• Su CC, et al. Planta Med. 2008 Sep;74(11):1357-62