methyl (2S,4S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate

• ChemBase编号: 154684
• 分子式: C25H32O13
• 平均质量: 540.51378
• 单一同位素质量: 540.18429108
• SMILES: C/C=C\1/[C@@H](C(=CO[C@H]1O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C(=O)OC)CC(=O)OCCc1ccc(c(c1)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@H](/C/2=C/C)CC(=O)OCCc2ccc(c(c2)O)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C25H32O13/c1-3-13-14(9-19(29)35-7-6-12-4-5-16(27)17(28)8-12)15(23(33)34-2)11-36-24(13)38-25-22(32)21(31)20(30)18(10-26)37-25/h3-5,8,11,14,18,20-22,24-28,30-32H,6-7,9-10H2,1-2H3/t14-,18+,20+,21-,22+,24-,25-/m0/s1
• InChIKey: RFWGABANNQMHMZ-HYYSZPHDSA-N

名称和登记号

名称

• IUPAC标准名: methyl (2S,4S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate
• IUPAC传统名: methyl (4S,6S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-5-ethylidene-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate
• 别名: (2S,3E,4S)-3-Ethylidene-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetic acid 2-(3,4-dihydroxyphenyl)ethyl ester; Oleuropein

登记号

• CAS号: 32619-42-4
• EC号: 251-129-6
• MDL号: MFCD16879008
• PubChem SID: 162248822
• PubChem CID: 6325757

理论计算性质

• Acid pKa: 4.9403014
• 质子受体: 11
• 质子供体: 6
• LogD (pH = 5.5): -0.54729754
• LogD (pH = 7.4): -1.9990757
• Log P: 0.111275755
• 摩尔折射率: 128.2182 cm^3
• 极化性: 50.971825 Å^3
• 极化表面积: 201.67 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: false

分子性质

安全信息

• 德国WGK号: 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98.0%; ≥98.0% (HPLC)
• 级别: analytical standard
• 杂质: ≤5.0% water
• 有效期: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C25H32O13

详细说明

Sigma Aldrich - 12247

Biochem/physiol Actions
Oleuropein has been shown to augment the secretion of noradrenaline and adrenaline in rat. 1
The primary phenolic compound found in olives and olive oil. Oleuropein hydrolyzes to form hydroxytyrosol and tyrosol, with hydroxytyrosol considered the main component associated with olive′s health benefits. Olive oil phenols demonstrate antioxidant, anti-thrombotic, anti-inflammatory and anti-atherogenic characteristics.