CAS 486-66-8|daidzein|7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one|7-Hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one|Isoaurostatin|4',7-Dihydroxyisoflavone|Daidzeol|Daidzein|Daidzein|4',7-Dihydroxyis...

基本信息

化学结构

分子式

C₁₅H₁₀O₄

分子量

254.2375

精确质量

254.0579088

电荷

InChI

InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H

InChIKey

ZQSIJRDFPHDXIC-UHFFFAOYSA-N

Canonic Smiles

Oc1ccc(cc1)c1coc2c(c1=O)ccc(c2)O

Isomeric Smiles

c1(c(=O)c2c(oc1)cc(cc2)O)c1ccc(cc1)O

计算属性

JChem

Acid pKa

6.47684

质子受体

质子供体

LogD (pH = 5.5)

2.6871917

LogD (pH = 7.4)

1.7724496

Log P

2.7304378

摩尔折射率

69.702

极化性

26.477903

极化表面积

66.76

可自由旋转的化学键

里宾斯基五规则

true

数据来源

名称和标识

IUPAC标准名

7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one

IUPAC传统名

daidzein 7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one

别名

7-Hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-oneDaidzeol4',7-DihydroxyisoflavoneIsoaurostatinDaidzeinDaidzein4',7-Dihydroxyisoflavone7-Hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one4',7-Dihydroxyisoflavone4',7-二羟基-异磺酮DaidzeinDimethylbiochanin BDaizeol7-Hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one7-Hydroxy-3-(4-hydroxy-phenyl)-4H-1-benzo-pyran-4-one7-Hydroxy-3-(4-hydroxy-phenyl)-chromone4′,7-Dihydroxy-iso-flavone

名称和标识

数据登录号

EC号

Beilstein号

CAS号

MDL号

PubChem SID

默克索引号

CHEBI ID

KEGG ID

CHEMBL

PubChem CID

Chemspider ID

美国药典/FDA物质标识码

维基百科标题

数据登录号

化合物性质

药理学性质

human ... ESR1(2099), ESR2(2100), UGT1A4(54657)mouse ... Aldh1a2(19378), Hexa(15211), Maoa(17161)rat ... Aldh1a2(116676)

Antioxydant

Counteract damaging effects of free radicals in tissues, regulates cell division and cell survival

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

S1849

Research Area: Cardiovascular Disease
Biological Activity:
Daidzein belongs to the group of isoflavones. Daidzein and other isoflavone compounds, such as genistein, are present in a number of plants and herbs. Soy isoflavones are a group of compounds found in and isolated from the soybean. Besides functioning as antioxidants, many isoflavones have been shown to interact with animal and human estrogen receptors, and therefore are known as phytoestrogens. Soy isoflavones also produce non-hormonal effects. [1]

MP Biomedicals

02158812

Purity: >98% A negative control for MP Genistein¹ (tyrosine kinase inhibitor, Cat. No. 152355).

Wikipedia

Daidzein

Sigma Aldrich

D176

Biochem/physiol Actions
Soy isoflavone daidzein protects against oxidative damage in liver cells induced by 7,12-dimethylbenz[a]anthracene (DMBA). Catalase and superoxide dismutase activity, down-regulated by DMBA, was restored by daidzein.1

D7802

Biochem/physiol Actions
Daidzein is a phytoestrogen that is suggested to play a role in preventing hormone-induced cancers.2 Arrests cell cycle at G1 in Swiss 3T3 cells.3
Soy isoflavone daidzein protects against oxidative damage in liver cells induced by 7,12-dimethylbenz[a]anthracene (DMBA). Catalase and superoxide dismutase activity, down-regulated by DMBA, was restored by daidzein.1
包装
Packaged under Argon.

30405

16587

TRC

D103500

Inactive analog of Genistein (Cat. #G350000). Blocks the G1 phase of the cell cycle in Swiss 3T3 cells by inhibiting casein kinase II activity1.Daidzein has also been shown to inhibit the action of GABA on recombinant GABAA receptors2.uv max:250 nm (log

描述信息

参考文献

PubChem文献

数据源提供

• http://en.wikipedia.org/wiki/Daidzein

• Akiyama, T., et al., J. Biol. Chem. , 262 : 5592 (1987).

• Am. J. Respir. Cell Mol. Biol., 7, 637 (1992)

• Biochim. Biophys. Acta 1221, 29 (1992)

• Huang, R.Q.; Fang, M.J.; Dillon, G.H., Mol. Brain Res. 67: 177-183 (1999)

• Deshpande, V.H. et al., Indian J. Chem., Sect. B, 1977, 15, 201, (isol)

• Jha, H.C. et al., Can. J. Chem., 1980, 58, 1211, (cmr)

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

• Breytenbach, J.C., J. Nat. Prod., 1986, 49, 1003, (isol, deriv)

• Ayabe, S. et al., J.C.S. Perkin 1, 1982, 2725, (biosynth, ms)

• Jain, A.C. et al., J.C.S. Perkin 1, 1986, 215, (synth)

• Matsuda, Y. et al., Agric. Biol. Chem., 1988, 52, 3211, (isol, props)

• Ingham, J.L., Prog. Chem. Org. Nat. Prod., 1983, 43, 1, (rev, occur)

• Farkas, L. et al., Chem. Ber., 1959, 92, 819, (synth)

• Kobayashi, M. et al., Phytochemistry, 1983, 22, 1257, (isol)

• Hirakura, K. et al., Phytochemistry, 1997, 46,

• Carman, R.M. et al., Aust. J. Chem., 1985, 38, 485, (isol)

• Gupta, S.R. et al., Phytochemistry, 1971, 10, 877, (synth)

• Hendrich, S. et al., Handbook of Nutraceuticals and Functional Foods, (ed. Wildman, R.E.C.), CRC Press,, 2001, 55-75, (occur, metab)

• Markham, K.R. et al., Phytochemistry, 1968, 7, 791, (isol)

• Dement, W.A., Phytochemistry, 1972, 11, 1089, (isol)

• Aoyagi, T. et al., J. Antibiot., 1975, 28, 1006; 1979, 32, 217, (rhamnosides)

• Ann. Chim. Farm.

• Nakayama, M. et al., Bull. Chem. Soc. Jpn., 1978, 51, 2398, (synth)

• Murthy, M.S.R. et al., Magn. Reson. Chem., 1986, 24, 225, (cmr)

• Nishiyama, K. et al., Biosci., Biotechnol., Biochem., 1993, 57, 107, (synth)

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

IUPAC标准名

7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one

IUPAC传统名

daidzein 7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one

别名

数据登录号

EC号

Beilstein号

CAS号

MDL号

PubChem SID

默克索引号

CHEBI ID

KEGG ID

CHEMBL

PubChem CID

Chemspider ID

美国药典/FDA物质标识码

维基百科标题

描述信息

S1849

Purity: >98% A negative control for MP Genistein¹ (tyrosine kinase inhibitor, Cat. No. 152355).

Wikipedia

Daidzein

Sigma Aldrich

D176

D7802

30405

16587

TRC

D103500

参考文献

PubChem文献

数据源提供

• http://en.wikipedia.org/wiki/Daidzein

• Akiyama, T., et al., J. Biol. Chem. , 262 : 5592 (1987).

• Am. J. Respir. Cell Mol. Biol., 7, 637 (1992)

• Biochim. Biophys. Acta 1221, 29 (1992)

• Huang, R.Q.; Fang, M.J.; Dillon, G.H., Mol. Brain Res. 67: 177-183 (1999)

• Deshpande, V.H. et al., Indian J. Chem., Sect. B, 1977, 15, 201, (isol)

• Jha, H.C. et al., Can. J. Chem., 1980, 58, 1211, (cmr)

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

• Breytenbach, J.C., J. Nat. Prod., 1986, 49, 1003, (isol, deriv)

• Ayabe, S. et al., J.C.S. Perkin 1, 1982, 2725, (biosynth, ms)

• Jain, A.C. et al., J.C.S. Perkin 1, 1986, 215, (synth)

• Matsuda, Y. et al., Agric. Biol. Chem., 1988, 52, 3211, (isol, props)

• Ingham, J.L., Prog. Chem. Org. Nat. Prod., 1983, 43, 1, (rev, occur)

• Farkas, L. et al., Chem. Ber., 1959, 92, 819, (synth)

• Kobayashi, M. et al., Phytochemistry, 1983, 22, 1257, (isol)

• Hirakura, K. et al., Phytochemistry, 1997, 46,

• Carman, R.M. et al., Aust. J. Chem., 1985, 38, 485, (isol)

• Gupta, S.R. et al., Phytochemistry, 1971, 10, 877, (synth)

• Hendrich, S. et al., Handbook of Nutraceuticals and Functional Foods, (ed. Wildman, R.E.C.), CRC Press,, 2001, 55-75, (occur, metab)

• Markham, K.R. et al., Phytochemistry, 1968, 7, 791, (isol)

• Dement, W.A., Phytochemistry, 1972, 11, 1089, (isol)

• Aoyagi, T. et al., J. Antibiot., 1975, 28, 1006; 1979, 32, 217, (rhamnosides)

• Ann. Chim. Farm.

• Nakayama, M. et al., Bull. Chem. Soc. Jpn., 1978, 51, 2398, (synth)

• Murthy, M.S.R. et al., Magn. Reson. Chem., 1986, 24, 225, (cmr)

• Nishiyama, K. et al., Biosci., Biotechnol., Biochem., 1993, 57, 107, (synth)

生物活性

PubChem BioAssay

化合物性质

药理学性质

human ... ESR1(2099), ESR2(2100), UGT1A4(54657)mouse ... Aldh1a2(19378), Hexa(15211), Maoa(17161)rat ... Aldh1a2(116676)

Antioxydant

Counteract damaging effects of free radicals in tissues, regulates cell division and cell survival

化合物信息

ID:60045