1-(4-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)propan-1-one dihydrate

• ChemBase编号: 179894
• 分子式: C28H40O17
• 平均质量: 648.607
• 单一同位素质量: 648.22654982
• SMILES: [C@@H]1([C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO)Oc1cc(c(c(c1)O)C(=O)CCc1cc(c(cc1)OC)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O.O.O
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2cc(O)c(c(c2)O)C(=O)CCc2ccc(c(c2)O)OC)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O.O.O
• InChI: InChI=1S/C28H36O15.2H2O/c1-11-21(34)23(36)25(38)27(40-11)43-26-24(37)22(35)19(10-29)42-28(26)41-13-8-16(32)20(17(33)9-13)14(30)5-3-12-4-6-18(39-2)15(31)7-12;;/h4,6-9,11,19,21-29,31-38H,3,5,10H2,1-2H3;2*1H2/t11-,19+,21-,22+,23+,24-,25+,26+,27-,28+;;/m0../s1
• InChIKey: GLCRRKNUKQYFJC-NXBIYWLGSA-N

名称和登记号

名称

• IUPAC标准名: 1-(4-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)propan-1-one dihydrate
• IUPAC传统名: 1-(4-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-2,6-dihydroxyphenyl)-3-(3-hydroxy-4-methoxyphenyl)propan-1-one dihydrate
• 别名: Hesperetin 7-neohesperidoside; Neohesperidin dihydrochalcone

登记号

• CAS号: 20702-77-6
• PubChem SID: 164235804
• PubChem CID: 51052080

理论计算性质

• Acid pKa: 9.56446
• 质子受体: 15
• 质子供体: 9
• LogD (pH = 5.5): 0.74583834
• LogD (pH = 7.4): 0.74292827
• Log P: 0.7458755
• 摩尔折射率: 143.1845 cm^3
• 极化性: 57.317883 Å^3
• 极化表面积: 245.29 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false

分子性质

药理学性质

• 生物活性机理: Activates the human sweet receptor TAS1R2+TAS1R3; Radical scavenger

产品相关信息

• 成盐信息: 2 H2O
• 生物来源: Derived semisynthetically from 3',5,7-Trihydroxy-4'-methoxyflavanone
• 应用领域: Antioxidant; Artificial sweetener; Flavour enhancer

参考文献

• 1. Winnig M, Bufe B, Kratochwil NA, Slack JP, Meyerhof W. The binding site for neohesperidin dihydrochalcone at the human sweet taste receptor. BMC Struct Biol. 2007 Oct 12;7:66.
• 2. Choi JM, Yoon BS, Lee SK, Hwang JK, Ryang R.
• Antioxidant properties of neohesperidin dihydrochalcone: inhibition of hypochlorous acid-induced DNA strand breakage, protein degradation, and cell death. Biol Pharm Bull. 2007 Feb;30(2):324-30.