(1R,4aR,4bS,7S,10aR)-7-ethenyl-1,4a,7-trimethyl-1,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahydrophenanthrene-1-carboxylic acid

• ChemBase编号: 127910
• 分子式: C20H30O2
• 平均质量: 302.451
• 单一同位素质量: 302.2245802
• SMILES: [C@H]12[C@](C)(C(=O)O)CCC[C@]1(C)[C@@H]1C(=CC2)C[C@](C=C)(C)CC1
• Canonical SMILES: C=C[C@@]1(C)CC[C@H]2C(=CC[C@@H]3[C@]2(C)CCC[C@@]3(C)C(=O)O)C1
• InChI: InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,7,15-16H,1,6,8-13H2,2-4H3,(H,21,22)/t15-,16+,18-,19+,20+/m0/s1
• InChIKey: MXYATHGRPJZBNA-KRFUXDQASA-N

名称和登记号

名称

• IUPAC标准名: (1R,4aR,4bS,7S,10aR)-7-ethenyl-1,4a,7-trimethyl-1,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahydrophenanthrene-1-carboxylic acid
• IUPAC传统名: isopimaric acid
• 别名: sandaracopimaric acid; Isopimaric acid; Isopimaric Acid; (1R,4aR,4bS,7S,10aR)-7-Ethenyl-1,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahydro-1,4a,7-trimethyl-1-phenanthrenecarboxylic Acid; (-)-13β-Methyl-13-vinylpodocarp-7-en-15-oic Acid; (+)-Isopimaric Acid; 7,15-Isopimaradien-18-oic Acid; Δ7,15-Isopimaric Acid

登记号

• CAS号: 5835-26-7
• MDL号: MFCD04113116
• PubChem SID: 162222227; 24724518
• PubChem CID: 442048
• CHEMBL: 512164
• 维基百科标题: Isopimaric_acid

理论计算性质

• Acid pKa: 4.804501
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 4.29256
• LogD (pH = 7.4): 2.5184128
• Log P: 5.0671844
• 摩尔折射率: 90.3348 cm^3
• 极化性: 35.413227 Å^3
• 极化表面积: 37.3 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO: ~26 mg/mL
• 外观: Powder; white solid

安全信息

• 德国WGK号: 3
• GHS危险品标识: GHS09
• GHS警示词: Warning
• GHS危险声明: H400
• GHS警示性声明: P273
• 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: ≥98% (GC); 96.0
• Empirical Formula (Hill Notation): C20H30O2

详细说明

Sigma Aldrich - I6783

Biochem/physiol Actions
Potent opener of large conductance calcium activated K+ (BK) channels.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. I6783.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - I821940

A potent novel activators of large-conductance Ca2+-activated K+ channel.

参考文献

• Imaizumei, Y. et al.: Mol. Pharmacol., 62, 836 (2002)
• Chang, S. et al.: AM. J. Physiol., 298, F1416 (2002)