(9S,10S)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.02,7]hexadeca-1(16),2(7),3,5,12,14-hexaen-9-ol

• ChemBase编号: 153253
• 分子式: C24H32O7
• 平均质量: 432.50668
• 单一同位素质量: 432.21480336
• SMILES: C[C@H]1Cc2cc(c(c(c2c2c(cc(c(c2OC)OC)OC)C[C@]1(C)O)OC)OC)OC
• Canonical SMILES: COc1c(OC)cc2c(c1OC)c1c(cc(c(c1OC)OC)OC)C[C@@H]([C@@](C2)(C)O)C
• InChI: InChI=1S/C24H32O7/c1-13-9-14-10-16(26-3)20(28-5)22(30-7)18(14)19-15(12-24(13,2)25)11-17(27-4)21(29-6)23(19)31-8/h10-11,13,25H,9,12H2,1-8H3/t13-,24-/m0/s1
• InChIKey: YEFOAORQXAOVJQ-RZFZLAGVSA-N

名称和登记号

名称

• IUPAC标准名: (9S,10S)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0^2,^7]hexadeca-1(16),2(7),3,5,12,14-hexaen-9-ol; (9S,10S)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0^2,^7]hexadeca-1(12),2,4,6,13,15-hexaen-9-ol
• IUPAC传统名: (9S,10S)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0^2,^7]hexadeca-1(16),2(7),3,5,12,14-hexaen-9-ol; (9S,10S)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0^2,^7]hexadeca-1(12),2,4,6,13,15-hexaen-9-ol
• 别名: (+)-Schizandrin; Schisandrin; Schisandrine; Wuweizi alcohol A; Wuweizichun A; Schizandrin; Schisandrol A; Schizandrol A

登记号

• CAS号: 7432-28-2
• MDL号: MFCD00905761
• PubChem SID: 162247392
• PubChem CID: 3001664

理论计算性质

• Acid pKa: 14.6397295
• 质子受体: 7
• 质子供体: 1
• LogD (pH = 5.5): 3.3855288
• LogD (pH = 7.4): 3.3855288
• Log P: 3.3855288
• 摩尔折射率: 118.2349 cm^3
• 极化性: 47.169952 Å^3
• 极化表面积: 75.61 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: ≥13 mg/mL
• 外观: Powder; white to tan powder
• 比旋光度: [α]/D 75 to 85° in methanol

安全信息

• 保存温度: room temp

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C24H32O7

详细说明

Sigma Aldrich - SML0054

Biochem/physiol Actions
Schizandrin is a natural product with several biological properties involved with antioxidant and anti-inflammatory activities. It reduces the formation of ROS, inhibits the mitochondrial pathway of the apoptotic process and oxidative stress. Schizandrin has been reported to have hepatoprotective, antitumor, antiviral, and antiamnesic effects, and has neuroprotective activity against glutamate induced neurotoxicity.