CAS 13241-33-3|(2S)-7-{[(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}-5-hydroxy-2-(3-hydroxy-5-methoxyphenyl)-2,3-dihydr...

基本信息

化学结构

分子式

C₂₈H₃₄O₁₅

分子量

610.56056

精确质量

610.18977039

电荷

InChI

InChI=1S/C28H34O15/c1-10-21(33)23(35)25(37)27(39-10)43-26-24(36)22(34)19(9-29)42-28(26)40-14-6-15(31)20-16(32)8-17(41-18(20)7-14)11-3-12(30)5-13(4-11)38-2/h3-7,10,17,19,21-31,33-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1

InChIKey

TWAZWVPPDIUVOD-UZRWAPQLSA-N

Canonic Smiles

OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)O[C@@H](CC3=O)c2cc(O)cc(c2)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

Isomeric Smiles

c1c(cc2c(c1O)C(=O)C[C@H](O2)c1cc(cc(c1)O)OC)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O[C@@H]1O[C@H]([C@@H]([C@H]([C@H]1O)O)O)C)O)O)CO

计算属性

JChem

Acid pKa

9.203239

质子受体

质子供体

LogD (pH = 5.5)

-0.31464243

LogD (pH = 7.4)

-0.32130903

Log P

-0.314557

摩尔折射率

140.767

极化性

56.675926

极化表面积

234.29

可自由旋转的化学键

里宾斯基五规则

false

数据来源

产品目录

学术数据

数据来源

名称和标识

IUPAC传统名

(2S)-7-{[(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}-5-hydroxy-2-(3-hydroxy-5-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one (2S)-7-{[(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}-5-hydroxy-2-(3-hydroxy-5-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

别名

NeohesperidinNeohesperidinHesperetin 7-neohesperidoside(S)-7-(((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-5-hydroxy-2-(3-hydroxy-5-methoxyphenyl )chroman-4-one

IUPAC标准名

名称和标识

数据登录号

CAS号

13241-33-3

PubChem SID

162038010

PubChem CID

24721685

数据登录号

化合物性质

安全信息

保存条件

-20°C

产品相关信息

成盐信息

Free Base

应用领域

Anti-allergic

Depressant

Antioxidant

Flavouring agent

生物来源

Constit. of Seville orange peel (Citrus aurantium) and other Citrus spp.

药理学性质

生物活性机理

Free radical scavenger

化合物性质

分子相关蛋白质

暂无数据

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分子图谱

暂无数据

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描述信息

Selleck Chemicals

S2332

Research Area: Metabolic Disease
Biological Activity:
Neohesperidin is an antioxidant agent with an IC50 of 22.31 µg/ml in the 1,1-diphenyl-2-picryldydrazyl (DPPH) radical-scavenging assay.Neohesperidin (50 mg/kg) significantly inhibited 55.0% of HCl/ethanol-induced gastric lesions, and increased the mucus content. In pylorus ligated rats, neohesperidin (50 mg/kg) significantly decreased the volume of gastric secretion and gastric acid output, and increased the pH. In addition, neohesperidin inhibited the efflux of the P-glycoprotein substrate rhodamine 123 in a concentration-dependent manner. Neohesperidin also inhibits the growth of Caco-2, CEM/ADR5000 and CCRF-CEM leukaemia cells with IC50 of 0.17, 0.17 and 0.12 mM, respectively. Neohesperidin can be isolated from ethyl acetate fractions of C. jambhiri. [1][2]

描述信息

参考文献

PubChem文献

数据源提供

• Lee JH et al. Phytother Res. 2009 Dec;23(12):1748-53.

• 2. Kubo M, Fujita T, Nishimura S, Tokunaga M, Matsuda H, Gato T, Tomohiro N, Sasaki K, Utsunomiya N. Seasonal variation in anti-allergic activity of citrus fruits and flavanone glycoside content.

• Natural Medicines 58 (2004), pp. 284?94.

• 3. Finotti E, Di Majo D. Influence of solvents on the antioxidant property of flavonoids. Nahrung. 2003 Jun;47(3):186-7.

• 1. Ferna'ndez SP, Wasowski C, Loscalzo LM, Granger RE, Johnston GA, Paladini AC, Marder M. Central nervous system depressant action of flavonoid glycosides. Eur J Pharmacol. 2006 Jun 13;539(3):168-76.

参考文献

生物活性

PubChem BioAssay

生物活性

导航

基本信息

计算属性

• RDKit

• JChem

数据来源

• 产品目录

• 学术数据