Genistein 金雀异黄酮

CAS 446-72-0 MFCD00016952

化学结构图

446-72-0
SMILES: O=c1c(-c2ccc(O)cc2)coc2cc(O)cc(O)c12

化学属性

Mol. FormulaC15H10O5
Mol. Weight270
Melting Point>280
TSCAYes
Density1.548
Solubility不溶
Appearance 白色固体。 powder

别名和识别编码

Chemical Name5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one
CAS Number446-72-0
Alfabeta NameDIHYDROXYHYDROXYPHENYLCHROMENONE H573444()--------,
MDL NumberMFCD00016952
Synonym 4',5,7-Trihydroxyisoflavone 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 4',5,7-Trihydroxyisoflavone5,7,4'-Trihydroxyisoflavone5,7-Dihydroxy-3-(4-hydroxyphenyl)-4h-1-benzopyran-4-one 4',5,7-Trihydroxyisoflavone，5,7,4'-Trihydroxyisoflavone，5,7-Dihydroxy-3-(4-hydroxyphenyl)-4h-1-benzopyran-4-one 4',5,7-三羟基异黄酮,97% 4’,5,7-trihydroxy-isoflavon 5,7-DIHYDROXY-3-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 5,7-dihydroxy-3-(4-hydroxyphenyl)-4-benzopyrone 5,7-二羟基-3-(4-羟苯基)-4H-1-苯并吡喃-4-酮 Baichanin A Genistein Genisterin Natural Genistein Sophoricol genisteol genisterin sophoricol 大豆染料木黄酮 金鹊异黄素
Beilstein Registry Number263823
EC Number207-174-9
PubChem Substance ID87570445
Reaxys-RN263823
Merck Number4391
Chemical Name Translation金雀异黄酮
Wiswesser Line NotationT66 BO EVT&J CR DQ& IQ
LabNetwork Molecule IDLN00165779
信息真实价格透明    资金保障    专业采购外包团队在线服务   
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分类

  • {SNA} Angiogenesis, Angiogenesis Inhibitors, Bioactive Small Molecules, Biochemicals and Reagents, Cell Signaling and Neuroscience, Chemopreventive Agents, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Enzymes, Inhibitors, and Substrates, Estrogen Modulators,
  • {SNA} Angiogenesis Inhibitors, Bioactive Small Molecule Alphabetical Index, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Estrogen Modulators, Flavonoids, Flavonols, and Flavanols, G, Isoflavones, Kinase/Phosphatase Biology, P to Q, Phytochemicals by Chemical Classification, Phytoestrogens, Protein Kinase Inhibitors, Protein kinase, tyrosi

产品应用

  • 1、具有雌性激素及抗雌激素性质
  • 2、在体内能抑制结肠癌、乳腺癌、皮肤癌、前列腺癌等
  • 3、对多种肿瘤细胞株有抑制作用
  • 4、具有抗氧化作用
  • 5、可以抑制酪氨酸蛋白激酶（PTK）的活性
  • 6、可以抑制拓扑异购酶Ⅱ的活性
  • 7、可以预防绝经后骨质疏松
  • 8、具有诱发细胞程序性死亡、提高抗癌药效、抑制血管生成等作用，是一种很有潜力的癌症化学预防剂，其抗癌作用及机制具有广泛的应用前景。

相关文献及参考

  • [2]. Jalili C, et al. Effect of Genistein on reproductive parameter and serum nitric oxide levels in morphine-treated mice. Int J Reprod Biomed (Yazd). 2016 Feb;14(2):95-102.
  • [3]. Ding S, et al. Environmentally Relevant Dose of Bisphenol A Does Not Affect Lipid Metabolism and Has No Synergetic or Antagonistic Effects on Genistein's Beneficial Roles on Lipid Metabolism. PLoS One. 2016 May 12;11(5):e0155352.
  • ########
  • Akiyama, T., et al., Genistein, a specific inhibitor of tyrosine-specific protein kinases. J. Biol. Chem. 262 , 5592-5595, (1987) 摘要
  • Hakansson, G., and Allen, J.F., Histidine and tyrosine phosphorylation in pea mitochondria: evidence for protein phosphorylation in respiratory redox signalling. FEBS Lett. 372 , 238-242, (1995)
  • Li, Y., and Sarkar, F., Down-regulation of invasion and angiogenesis-related genes identified by cDNA microarray analysis of PC3 prostate cancer cells treated with genistein. Cancer Lett. 186 , 157, (

安全信息

Warnings IRRITANT
GHS Symbol
Hazard statements
  • H302 Harmful if swallowed 吞食有害
WGK Germany3
RTECSNR2392000
Signal word Warning
Personal Protective Equipment Eyeshields, Faceshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Storage condition -20°C 0-10 0-10°C 储存温度 -20°C
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘；
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R36/38 Irritating to eyes and skin 对眼睛和皮肤有刺激性
Precautionary statements
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛，皮肤或衣服。
Hazard Codes Xi Xn 
TYPE OF TEST            : LD - Lethal dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >500 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JANTAJ Journal of Antibiotics.  (Japan Antibiotics Research Assoc., 2-20-8
   Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan)  V.2-5, 1948-52;  V.21- 1968-
   Volume(issue)/page/year: 39,606,1986

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Human Cells - not otherwise specified
DOSE/DURATION           : 50 mg/L
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   50,2618,1990

TYPE OF TEST            : Micronucleus test
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 18 umol/L
REFERENCE :
   FCTOD7 Food and Chemical Toxicology.  (Pergamon Press Inc., Maxwell House,
   Fairview Park, Elmsford, NY 10523)  V.20-    1982- Volume(issue)/page/year:
   35,605,1997

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Human Cells - not otherwise specified
DOSE/DURATION           : 50 umol/L
REFERENCE :
   CNCMET Cancer Communications.  (Pergamon Press, Inc., Maxwell House,
   Fairview Park, Elmsford, New York, 10523)  V.1-    1989-
   Volume(issue)/page/year: 2,271,1990

TYPE OF TEST            : Mutation in mammalian somatic cells
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 25 umol/L
REFERENCE :
   FCTOD7 Food and Chemical Toxicology.  (Pergamon Press Inc., Maxwell House,
   Fairview Park, Elmsford, NY 10523)  V.20-    1982- Volume(issue)/page/year:
   35,605,1997

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Human Cells - not otherwise specified
DOSE/DURATION           : 45 umol/L
REFERENCE :
   CNCMET Cancer Communications.  (Pergamon Press, Inc., Maxwell House,
   Fairview Park, Elmsford, New York, 10523)  V.1-    1989-
   Volume(issue)/page/year: 2,271,1990

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 1680 mg/kg
SEX/DURATION            : female 21 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Maternal Effects - other effects
REFERENCE :
   JOENAK Journal of Endocrinology.  (Biochemical Soc. Book Depot, POB 32,
   Commerce Way, Colchester, Essex CO2 8HP, UK)  V.1-    1939-
   Volume(issue)/page/year: 13,94,1955

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 625 mg/kg
SEX/DURATION            : female 16-20 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight
   gain)
REFERENCE :
   PSEBAA Proceedings of the Society for Experimental Bi

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 625 mg/kg
SEX/DURATION            : female 16-20 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight
   gain)
REFERENCE :
   PSEBAA Proceedings of the Society for Experimental Biology and Medicine.
   (Academic Press, Inc., 1 E. First St., Duluth, MN 55802)  V.1-    1903/04-
   Volume(issue)/page/ye

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 18600 mg/kg
SEX/DURATION            : female 31 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - stillbirth
REFERENCE :
   JOENAK Journal of Endocrinology.  (Biochemical Soc. Book Depot, POB 32,
   Commerce Way, Colchester, Essex CO2 8HP, UK)  V.1-    1939-
   Volume(issue)/page/year: 13,94,1955

其他信息

  • 用途二:1、具有雌性激素及抗雌激素性质2、在体内能抑制结肠癌、乳腺癌、皮肤癌、前列腺癌等3、对多种肿瘤细胞株有抑制作用4、具有抗氧化作用5、可以抑制酪氨酸蛋白激酶（PTK）的活性6、可以抑制拓扑异购酶Ⅱ的活性7、可以预防绝经后骨质疏松8、具有诱发细胞程序性死亡、提高抗癌药效、抑制血管生成等作用，是一种很有潜力的癌症化学预防剂，其抗癌作用及机制具有广泛的应用前景。
  • 检测方法:HPLC,NMR
  • Acros Organics:染料木素/三羟基异黄酮/金雀异黄素 Genistein, synthetic, 99%(446-72-0)
  • TCI Shanghai:金雀异黄酮 Genistein,>;96.0%(LC)(446-72-0)
  • 药理作用:金雀异黄酮 又称染料木素，是一种可以在大豆和红三叶草等植物中发现的多酚类化合物，分子结构相似于17β-雌二醇，具有抗氧化性及对雌激素受体的高亲和性，可以抑制酪氨酸蛋白激酶(PTK)和拓扑异购酶Ⅱ的活性，具有诱发细胞程序性死亡、提高抗癌药效、抑制血管生成等作用，它是类黄酮（也叫做异黄酮）的一种类型。经常与叫做黄豆苷原的异黄酮一起发现，它们都被称为大豆异黄酮。这些化合物对人体健康的好处已经得到广泛研究，是一种很有潜力的癌症化学预防剂，在预防癌症和其他疾病方面有显著影响。染料木素是目前研究的主要植物雌激素。 植物来源：豆科植物染料木(金雀花)。 临床应用：可用于女性养颜保健以及预防血液疾病和癌症。 金雀异黄酮具有多酚羟基结构，酚羟基上的氢原子易于在外来作用下与氧原子脱离，形成氢离子，发挥还原效应，这就是染料木素能够抗氧化、具有还原性的结构基础。因此食物中的此类物质可以对抗超氧阴离子自由基，阻断自由基的链锁反应，发挥抗氧化作用。 染料木素不是激素，但因其能够与雌激素受体结合发挥微弱的雌激素效应，故称为植物雌激素。由于异黄酮的活性是雌二醇的1/1000，与雌二醇竞争性结合雌激素受体，表现出双向调节作用，所产生雌激素效应较雌二醇有害效应低得多，进而对激素相关疾病具有保护作用，如更年期综合征、骨质疏松、血脂升高等；对于高雌激素水平者，表现为抗雌激素活性，可防治乳腺癌、子宫内膜炎，具有双向调节平衡功能。 金雀异黄酮对三硝基甲苯WR1339引起的大鼠高血脂,有降低其血清中胆固醇和三甘油酸脂的作用,为后者尤为显著。
  • Sigma Aldrich:446-72-0(sigmaaldrich)
  • 溶于乙醇和DMSO， 干冷处保存。
  • 用途一:抗肿瘤、抗真菌、降血佛、雌激素拼活性。
  • 上游原料:乙醚
  • MSDS 信息:Genistein(446-72-0).msds
  • 理化性质:淡黄色树枝状针晶粉末。mp297℃-298℃;溶于常用的有机溶剂，几乎不溶于水，溶于稀碱中呈黄色。
  • color:off-white
  • 存储注意事项:光敏感
  • MOL 文件:446-72-0.mol
  • Alfa Aesar:4',5,7-三羟基异黄酮,97% 4',5,7-Trihydroxyisoflavone, 97%(446-72-0)
  • 金雀异黄酮价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 xw020082 金雀异黄酮 1g 500元 2011/04/16 G0272 金雀异黄酮 Genistein 1G 2950元 2011/04/16 G0272 金雀异黄酮 Genistein 100MG 823元

系列性分类

  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Chromatography - Analytical Standards
  4. Food & Beverage Standards - Chromatography
  5. Food Residue Analysis - Food & Beverage Standards
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Chromatography - Analytical Standards
  4. Life Sciences Standards - Chromatography
  5. Phytopharma Standards - Life Sciences Standards
  6. Standards by Plant Genus - Phytopharma Standards
  7. Glycine - Standards by Plant Genus
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Enzymes, Inhibitors, and Substrates - Biochemicals and Reagents
  4. Enzyme Inhibitors - Enzymes, Inhibitors, and Substrates
  5. Enzyme Inhibitors by Enzyme - Enzyme Inhibitors
  6. P to Q - Enzyme Inhibitors by Enzyme
  7. Protein kinase, tyrosine ; competitive inhibitor of ATP - P to Q
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. Kinase/Phosphatase Biology - Cell Signaling and Neuroscience
  5. Receptor Tyrosine Kinase Biology - Kinase/Phosphatase Biology
  6. Receptor Tyrosine Kinase Inhibitors - Receptor Tyrosine Kinase Biology
  7. Tyrosine Kinase (TK) - Receptor Tyrosine Kinase Inhibitors
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. Kinase/Phosphatase Biology - Cell Signaling and Neuroscience
  5. Receptor Tyrosine Kinase Biology - Kinase/Phosphatase Biology
  6. Receptor Tyrosine Kinase Inhibitors - Receptor Tyrosine Kinase Biology
  7. Tyrosine Kinase (TK) - Receptor Tyrosine Kinase Inhibitors
  1. Life Science 生命科学
  2. Biochemistry / Glyco-Chemistry
  3. Flavonoids
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Protein Kinases and Phosphatases
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Biochemicals Found in Plants
  4. Aromatic Compounds
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Kinase/Phosphatase Biology
  5. Protein Kinase Activators
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Peptides and Proteins
  5. Kinases and Phosphatases
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Nutrition Research
  4. Biochemicals Found in Plants
  5. Aromatic Compounds
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Proteins and Derivatives
  4. Proteins for Cell Biology
  5. Kinases and Phosphatases
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Kinase/Phosphatase Biology
  5. Receptor Tyrosine Kinase Biology
  6. Receptor Tyrosine Kinase Inhibitors
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Peptides and Proteins
  5. Proteins for Cell Biology
  6. Immune System Proteins
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Protein kinase, DNA dependent
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Enzyme Inhibitors
  5. Enzyme Inhibitors by Enzyme
  6. Protein kinase, tyrosine
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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