{17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6-dien-17-yl}methyl acetate

• ChemBase编号: 133178
• 分子式: C22H30O4
• 平均质量: 358.4712
• 单一同位素质量: 358.21440944
• SMILES: CC(=O)OCC1(CC23CCC4c5ccoc5CCC4(C2CCC1C3)C)O
• Canonical SMILES: CC(=O)OCC1(O)CC23CC1CCC3C1(C(CC2)c2ccoc2CC1)C
• InChI: InChI=1S/C22H30O4/c1-14(23)26-13-22(24)12-21-9-5-17-16-7-10-25-18(16)6-8-20(17,2)19(21)4-3-15(22)11-21/h7,10,15,17,19,24H,3-6,8-9,11-13H2,1-2H3
• InChIKey: PTGGVIKFNQSFBY-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: {17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0^1,^1^3.0^4,^1^2.0^5,^9]nonadeca-5(9),6-dien-17-yl}methyl acetate
• IUPAC传统名: {17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.0^1,^1^3.0^4,^1^2.0^5,^9]nonadeca-5(9),6-dien-17-yl}methyl acetate
• 别名: Cafestol acetate

登记号

• CAS号: 81760-48-7
• MDL号: MFCD00133152
• PubChem SID: 24892399; 162227455
• PubChem CID: 2517

理论计算性质

• Acid pKa: 13.75223
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 3.118153
• LogD (pH = 7.4): 3.118153
• Log P: 3.118153
• 摩尔折射率: 97.7016 cm^3
• 极化性: 38.665073 Å^3
• 极化表面积: 59.67 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

安全信息

• 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: ≥98%

详细说明

Sigma Aldrich - C1305

Other Notes
Furan-containing diterpene from green coffee beans.
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C1305.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Biochem/physiol Actions
Cafestol is a coffee-specific diterpene that induces apoptosis in cells associated with colorectal and renal cancer (Caki cells). Cafestol is used to study mechanisms of anti-oxidation related to hydrogen peroxide induced oxidative stress and DNA damage.