(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase编号: 155911
• 分子式: C27H32O15
• 平均质量: 596.53398
• 单一同位素质量: 596.17412032
• SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)Oc1cc(c2c(c1)O[C@@H](CC2=O)c1ccc(c(c1)O)O)O)O)O)O)O)O)O
• Canonical SMILES: O[C@@H]1[C@@H](O)[C@H](Oc2cc(O)c3c(c2)O[C@@H](CC3=O)c2ccc(c(c2)O)O)O[C@@H]([C@H]1O)CO[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C27H32O15/c1-9-20(32)22(34)24(36)26(39-9)38-8-18-21(33)23(35)25(37)27(42-18)40-11-5-14(30)19-15(31)7-16(41-17(19)6-11)10-2-3-12(28)13(29)4-10/h2-6,9,16,18,20-30,32-37H,7-8H2,1H3/t9-,16-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1
• InChIKey: OMQADRGFMLGFJF-MNPJBKLOSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC传统名: eriocitrin
• 别名: (S)-3′,4′,5,7-Tetrahydroxyflavanone-7-[6-O-(α-L-rhamnopyranosyl)-β-D-glucopyranoside]; Eriocitrin

登记号

• CAS号: 13463-28-0
• EC号: 236-668-7
• MDL号: MFCD00017472
• Beilstein号: 1304401
• PubChem SID: 162250049; 24869120
• PubChem CID: 83489

理论计算性质

• Acid pKa: 9.119624
• 质子受体: 15
• 质子供体: 9
• LogD (pH = 5.5): -0.4605546
• LogD (pH = 7.4): -0.46862283
• Log P: -0.46045104
• 摩尔折射率: 136.2847 cm^3
• 极化性: 54.79462 Å^3
• 极化表面积: 245.29 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

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: -20°C

产品相关信息

• 纯度: ≥98.0% (HPLC)
• 级别: analytical standard
• 有效期: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C27H32O15

详细说明

Sigma Aldrich - 45714

Biochem/physiol Actions
Flavone glycoside found in lemon. Administration prior to acute exercise helped to maintain the redox status of liver glutathione. Without eriocitrin, it shifts markedly toward oxidized form.1

Sigma Aldrich - 94113

Biochem/physiol Actions
Flavone glycoside found in lemon. Administration prior to acute exercise helped to maintain the redox status of liver glutathione. Without eriocitrin, it shifts markedly toward oxidized form.1