CAS 552-66-9|Daidzein 7-O-glucoside|7-O-B-D-GLUCOPYRANOSIDE|Daidzein-7-glucoside|Daidzoside|daidzein 7-O-β-D-glucoside|7-(beta-D-Glucopyranosyloxy)-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one|3-(4-hy...

基本信息

化学结构

分子式

C₂₁H₂₀O₉

分子量

416.3781

精确质量

416.11073222

电荷

InChI

InChI=1S/C21H20O9/c22-8-16-18(25)19(26)20(27)21(30-16)29-12-5-6-13-15(7-12)28-9-14(17(13)24)10-1-3-11(23)4-2-10/h1-7,9,16,18-23,25-27H,8H2/t16-,18-,19+,20-,21-/m1/s1

InChIKey

KYQZWONCHDNPDP-QNDFHXLGSA-N

Canonic Smiles

OC[C@H]1O[C@@H](Oc2ccc3c(c2)occ(c3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O

Isomeric Smiles

OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)Oc1ccc2c(c1)occ(c2=O)c1ccc(O)cc1

计算属性

JChem

Acid pKa

8.962957

质子受体

质子供体

LogD (pH = 5.5)

0.46222103

LogD (pH = 7.4)

0.45072386

Log P

0.46236962

摩尔折射率

101.8464

极化性

40.17439

极化表面积

145.91

可自由旋转的化学键

里宾斯基五规则

true

ALOGPS 2.1

Log P

0.71

LOG S

-2.8

溶解度

6.61e-01 g/l

数据来源

名称和标识

别名

7-(beta-D-Glucopyranosyloxy)-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-oneDaidzein 7-glucosideDaidzein-7-glucosideDaidzoside7-O-B-D-GLUCOPYRANOSIDEDaidzein 7-O-glucoside7-(beta-D-glucopyranosyloxy)-3-(4-hydroxyphenyl)-4H-chromen-4-one4',7-DihydroxyisoflavoneDaidzinDaidzein-7-O-β-D-glucopyranosideDaidzin

IUPAC传统名

daidzein 7-O-β-D-glucoside daidzin 3-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

IUPAC标准名

3-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

名称和标识

数据登录号

CAS号

552-66-9

MDL号

MFCD00017466

PubChem SID

1609653312485832346505206

PubChem CID

107971

EC号

207-635-4

Beilstein号

59741

数据登录号

化合物性质

产品相关信息

纯度

≥95.0% (HPLC)

≥98.0% (HPLC)

Empirical Formula (Hill Notation)

C21H20O9

级别

analytical standard

有效期

(limited shelf life, expiry date on the label)

生物来源

Isol. from soya bean meal, roots of Pueraria lobata and shoots of Piptanthus nepalensis. Also from Baptisia spp., Glycine max, Medicago sativa, Thermopsis spp. and others in Leguminosae

Cancer preventive and an alcohol dependency treatment

药理学性质

相关基因信息

mouse ... Aldh1a2(19378), Maoa(17161)rat ... Aldh1a2(116676)

生物活性机理

Antidipsotropic

理化性质

外观

Powder

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

点击上传数据

描述信息

DrugBank

DB02115

Drug information: experimental

Sigma Aldrich

42926

Biochem/physiol Actions
Daidzin was the most potent isoflavone glycoside tested in modulating differentiation of bone marrow stromal cells toward osteoblasts and away from adipocytes.1

30408

Biochem/physiol Actions
Daidzin is an isoflavone reported to have anti-oxidant, anti-carcinogenic, and anti-artherosclerotic activities. Daidzin is the major active component of the traditional Chinese medicine (TCM) derived from radix puerariae (Kudzu) that is commonly used to treat alcohol abuse. Daidzin is a potent and selective inhibitor of mitochondrial aldehyde dehydrogenase 2 (ALDH-2).
Daidzin was the most potent isoflavone glycoside tested in modulating differentiation of bone marrow stromal cells toward osteoblasts and away from adipocytes.1
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 30408.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

描述信息

参考文献

PubChem文献

数据源提供

• Inone, T. et al., Chem. Pharm. Bull., 1974, 22, 1422

• Ayabe, S. et al., J.C.S. Perkin 1, 1982, 2725

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

别名

IUPAC传统名

daidzein 7-O-β-D-glucoside daidzin 3-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

IUPAC标准名

3-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

数据登录号

CAS号

552-66-9

MDL号

MFCD00017466

PubChem SID

1609653312485832346505206

PubChem CID

EC号

Beilstein号

描述信息

DB02115

Drug information: experimental

Sigma Aldrich

42926

Biochem/physiol Actions
Daidzin was the most potent isoflavone glycoside tested in modulating differentiation of bone marrow stromal cells toward osteoblasts and away from adipocytes.1

30408

参考文献

PubChem文献

数据源提供

• Inone, T. et al., Chem. Pharm. Bull., 1974, 22, 1422

• Ayabe, S. et al., J.C.S. Perkin 1, 1982, 2725

生物活性

PubChem BioAssay

化合物性质

产品相关信息

纯度

≥95.0% (HPLC)

≥98.0% (HPLC)

Empirical Formula (Hill Notation)

C21H20O9

级别

analytical standard

有效期

(limited shelf life, expiry date on the label)

生物来源

Isol. from soya bean meal, roots of Pueraria lobata and shoots of Piptanthus nepalensis. Also from Baptisia spp., Glycine max, Medicago sativa, Thermopsis spp. and others in Leguminosae

Cancer preventive and an alcohol dependency treatment

药理学性质

化合物信息

ID:1876