4-[(1S,3aR,4S,6aR)-4-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol

• ChemBase编号: 153279
• 分子式: C20H22O6
• 平均质量: 358.38508
• 单一同位素质量: 358.14163842
• SMILES: COc1cc(ccc1O)[C@@H]1[C@H]2CO[C@@H]([C@H]2CO1)c1ccc(c(c1)OC)O
• Canonical SMILES: COc1cc(ccc1O)[C@H]1OC[C@H]2[C@@H]1CO[C@@H]2c1ccc(c(c1)OC)O
• InChI: InChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19+,20+/m0/s1
• InChIKey: HGXBRUKMWQGOIE-AFHBHXEDSA-N

名称和登记号

名称

• IUPAC标准名: 4-[(1S,3aR,4S,6aR)-4-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol
• IUPAC传统名: pinoresinol
• 别名: (+)-Pinoresinol; 4,4′-((1S,3aR,4S,6aR)-Hexahydrofuro[3,4-c]furan-1,4-diyl)bis(2-methoxyphenol); 4,4′-[(1S,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis(2-methoxyphenol); Pinoresinol

登记号

• CAS号: 487-36-5
• MDL号: MFCD07784516
• PubChem SID: 162247418
• PubChem CID: 73399

理论计算性质

• Acid pKa: 9.609716
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): 2.277726
• LogD (pH = 7.4): 2.2751017
• Log P: 2.2777596
• 摩尔折射率: 95.1002 cm^3
• 极化性: 37.161057 Å^3
• 极化表面积: 77.38 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: ≥6 mg/mL
• 外观: Powder; white to tan powder

安全信息

• 德国WGK号: 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥95% (HPLC); ≥95.0% (HPLC); 98.5
• 运输包装: wet ice
• Empirical Formula (Hill Notation): C20H22O6

详细说明

Sigma Aldrich - 40674

Biochem/physiol Actions
Pinoresinol is present in a number of plants including medical plants like Sambucus williamsii, Eucommia ulmoides (duzhong), Styrax sp, Forsythia suspensa, and in extra virgin olive oil. The genus Sambucus is widely distributed in Europe, Asia, and North Africa, and has been used in traditional medicine as an analgesic, antivirus, antiinflammatory, homoeostatic, and diuretic drugs which act on bruises, fractures, and edema. Pinoresinol displays potent antifungal properties by causing damage to the fungal plasma membrane. It exerts anti-oxidative and anti-inflammatory activities by inhibition of TNF- α production (presumably through inhibition of NF- κB and AP-1).

Sigma Aldrich - SML0073

Biochem/physiol Actions
Pinoresinol is present in a number of plants including medical plants like Sambucus williamsii, Eucommia ulmoides (duzhong), Styrax sp, Forsythia suspensa, and in extra virgin olive oil. The genus Sambucus is widely distributed in Europe, Asia, and North Africa, and has been used in traditional medicine as an analgesic, antivirus, antiinflammatory, homoeostatic, and diuretic drugs which act on bruises, fractures, and edema. Pinoresinol displays potent antifungal properties by causing damage to the fungal plasma membrane. It exerts anti-oxidative and anti-inflammatory activities by inhibition of TNF- α production (presumably through inhibition of NF- κB and AP-1).