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

• ChemBase编号: 72963
• 分子式: C28H36O15
• 平均质量: 612.57644
• 单一同位素质量: 612.20542045
• SMILES: c1c(cc(c(c1O)C(=O)CCc1cc(c(cc1)OC)O)O)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O[C@H]1[C@H](O)[C@@H]([C@H]([C@@H](O1)C)O)O)O)O)CO
• 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
• InChI: InChI=1S/C28H36O15/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/t11-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1
• InChIKey: ITVGXXMINPYUHD-CUVHLRMHSA-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
• IUPAC传统名: neohesperidin dihydrochalcone
• 别名: 新橙皮苷二氢查尔酮; Nhdc; Neohesperidin dc; Neohesperidin dhc; Neohesperidin dihydrochalcone; 1-(4-((2-O-[6-Deoxy-α-L-mannopyranosyl]-β-D-glucopyranosyl)oxy)-2,6-dihydroxyphenyl)-3-[3-hydroxy-4-methoxyphenyl]-1-propanone; Neohesperidin dihydrochalcone; 1-[4-[[2-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)-1-propanone; Neohesperidine Dihydrochalcone

登记号

• CAS号: 20702-77-6
• EC号: 243-978-6
• MDL号: MFCD00017711
• PubChem SID: 24897690; 24901889; 162037883
• PubChem CID: 30231
• FEMA编号: 3811
• 维基百科标题: Neohesperidin_dihydrochalcone
• Flavis Number: 16.061

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

理化性质

• 溶解度: Methanol
• 外观: Pale Yellow Solid
• 熔点: >150°C (dec.); 156-158 °C(lit.)
• 甜度: 1500 × sucrose
• 感官: orange; sweet

安全信息

• 保存条件: -20°C; -20°C Freezer
• 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

药理学性质

• 过敏源: no known allergens

产品相关信息

• 纯度: ≥85%; ≥95% (HPLC)
• 级别: Halal; Kosher
• 成盐信息: Free Base
• 生物来源: from citrus fruit
• Empirical Formula (Hill Notation): C28H36O15

详细说明

Selleck Chemicals - S2331

Research Area: Neurological Disease
Biological Activity:
Neohesperidin dihydrochalcone(Nhdc), sometimes abbreviated to neohesperidin DC or simply NHDC, is an artificial sweetener derived from citrus. The product is well known for having a strong synergistic effect when used in conjunction with other artificial sweeteners. As a flavour enhancer, NHDC is used in a wide range of products and is indicated by the E number E 959. It is noted particularly for enhancing sensory effects. [1]

Sigma Aldrich - N8757

Biochem/physiol Actions
Flavonoid sweetening agent with potent antioxidant activity.1

Sigma Aldrich - W381101

包装
1 sample in glass bottle
25, 100 g in poly bottle

Toronto Research Chemicals - N389950

Preparation from Naringen, a flavanone glycoside occurring naturally in grapefruit. It is used as sweetening agent, especially in chewing gum and dentifrices.

参考文献

• http://en.wikipedia.org/wiki/Neohesperidin_dihydrochalcone
• Inglett, et al.: J. Food Sci., 34, 101 (1969)
• Fisher, J.F., J. Agric. Food Chem., 25, 682 (1969)
• Pratter, P.J., Perfum. Flavor., 5, 12 (1969)
• Lina, B.A.R., et al.: Food Chem. Toxicol., 28, 507 (1969)