Genistin

Details:

Chemical Properties of Genistin

Cas No.	529-59-9
PubChem ID	5281377	Appearance	White-yellowish powder
Formula	C21H20O10	M.Wt	432.38
Type of Compound	Flavonoids	Storage	Desiccate at -20°C
Synonyms	Genistine; Genistoside; Genistein 7-O-β-D-glucopyranoside
Solubility	DMSO : ≥ 43 mg/mL (99.45 mM) *"≥" means soluble, but saturation unknown.
Chemical Name	5-hydroxy-3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES	C1=CC(=CC=C1C2=COC3=CC(=CC(=C3C2=O)O)OC4C(C(C(C(O4)CO)O)O)O)O
Standard InChIKey	ZCOLJUOHXJRHDI-CMWLGVBASA-N
Standard InChI	InChI=1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-5-13(24)16-14(6-11)29-8-12(17(16)25)9-1-3-10(23)4-2-9/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m1/s1
General tips	For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging	1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment.
Shipping Condition	Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Genistin

1 Glycine sp. 2 Glycyrrhiza sp. 3 Trifolium sp.

Biological Activity of Genistin

Description	Supplementation of Genistin alone or with selenium provides antioxidant defense with high-potential chemopreventive activity against DMBA-induced mammary tumors more than selenium alone.Intravitreal injection of Genistin is safe and effective in reducing traumatic PVR in clinical treatment.
In vitro	Effect of ultrasound assisted extraction upon the Genistin and Daidzin contents of resultant soymilk.[Pubmed: 25328238] J Food Sci Technol. 2014 Oct;51(10):2857-61. The purpose of this study was to determine the effect of ultrasound treatment on the contents of daidzin, Genistin, and their respective aglycones, daidzein and genistein, in resultant soymilk. METHODS AND RESULTS: Soybean slurry was exposed to ultrasound treatment, filtered, and placed in an ultrasound cleaning bath set with different frequencies (35and 130 KHz), treatment temperatures (20 and 40 °C), and times (20, 40, and 60 min). Concentrations for these isoflavones were determined using reverse-phase high-performance liquid chromatography. Results indicated that both frequencies significantly (p < 0.05) increased isoflavone content (IC), glycosides, and aglycones in extracted soymilk. These results were attributed to induced cavitation, which increases the permeability of plant tissues. However, the frequency of 35 kHz caused a noticeably higher increase in IC than 130 kHz. Results also revealed significant increases in IC with increased sonication time (from 20 to 60 min) and with increased temperature (from 20 to 40 °C).
In vivo	Prevention of rat breast cancer by genistin and selenium.[Pubmed: 22089659] Toxicol Ind Health. 2012 Sep;28(8):746-57. Breast cancer is the second leading cause of cancer death among women and the third most common cancer. METHODS AND RESULTS: In this study, we investigated the chemoprevention efficacy of each of soy Genistin, selenium or a combination of them against breast cancer. Seventy-five female rats were divided into five groups : control group (I); 7,12-dimethylbenz(a)anthracene (DMBA) group (II); DMBA treated with Genistin group (III); DMBA treated with selenium group (IV); and DMBA treated with Genistin combined with selenium group (V). The treatments were daily administered for 3 months. There were a significant decrease in body weight and serum total antioxidant, while a significant elevation in serum total sialic acid, carcinoembryonic antigen, prolactin, estradiol, nitric oxide, and malondialdhyde of DMBA injected rats compared with control group. Administration of Genistin and selenium was associated with decreasing levels of tumorigenicity, endocrine derangement, and oxidative stress. Formation of breast carcinoma in DMBA-induced rats and abnormal changes were ameliorated in the rats treated with Genistin/selenium or Genistin alone. CONCLUSIONS: Supplementation of Genistin alone or with selenium provided antioxidant defense with high-potential chemopreventive activity against DMBA-induced mammary tumors more than selenium alone.

Protocol of Genistin

Animal Research

Effect of genistin on proliferative vitreoretinopathy.[Pubmed: 20693719] Zhong Nan Da Xue Xue Bao Yi Xue Ban. 2010 Jul;35(7):749-53. To examine the effect of Genistin on traumatic proliferative vitreoretinopathy (PVR) in rabbits. METHODS AND RESULTS: Traumatic PVR was induced in pigmented rabbits by intravitreal injection of platelet rich plasma. The eyes then received an intravitreal injection of dimethyl sulfoxide (0.1 mL), 2 or 40 μg Genistin (0.1 mL), and 1 mg fluorouracil(0.1 mL), respectively to form 4 groups. The eyes were examined ophthalmoscopically on distinct days after the surgery and the stage of PVR was evaluated. The model eyes and normal eyes in the 40 μg Genistin group carried ERG test on the 28th day. All model eyes in the 4 groups were observed by light microscope on the 28th day. In the control eyes, the retina was detached after 10 d, the PVR had progressed to higher stages with time. In the eyes injected 40 μg Genistin or fluorouracil, the PVR also developed; however, the severity of PVR was lower than that in the control eyes. PVR was significantly inhibited in the 40 μg Genistin group compared with the control eyes after 14 d (P<0.05). Histological examination of the Genistin-treated eyes disclosed no morphological changes, and ERG analysis revealed no significant functional changes. CONCLUSIONS: Intravitreal injection of Genistin is safe and effective in reducing traumatic PVR in clinical treatment.

Preparing Stock Solutions of Genistin

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.3128 mL	11.5639 mL	23.1278 mL	46.2556 mL	57.8195 mL
5 mM	0.4626 mL	2.3128 mL	4.6256 mL	9.2511 mL	11.5639 mL
10 mM	0.2313 mL	1.1564 mL	2.3128 mL	4.6256 mL	5.782 mL
50 mM	0.0463 mL	0.2313 mL	0.4626 mL	0.9251 mL	1.1564 mL
100 mM	0.0231 mL	0.1156 mL	0.2313 mL	0.4626 mL	0.5782 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

 

References on Genistin

Prevention of rat breast cancer by genistin and selenium.[Pubmed:22089659]

Toxicol Ind Health. 2012 Sep;28(8):746-57.

Breast cancer is the second leading cause of cancer death among women and the third most common cancer. In this study, we investigated the chemoprevention efficacy of each of soy Genistin, selenium or a combination of them against breast cancer. Seventy-five female rats were divided into five groups : control group (I); 7,12-dimethylbenz(a)anthracene (DMBA) group (II); DMBA treated with Genistin group (III); DMBA treated with selenium group (IV); and DMBA treated with Genistin combined with selenium group (V). The treatments were daily administered for 3 months. There were a significant decrease in body weight and serum total antioxidant, while a significant elevation in serum total sialic acid, carcinoembryonic antigen, prolactin, estradiol, nitric oxide, and malondialdhyde of DMBA injected rats compared with control group. Administration of Genistin and selenium was associated with decreasing levels of tumorigenicity, endocrine derangement, and oxidative stress. Formation of breast carcinoma in DMBA-induced rats and abnormal changes were ameliorated in the rats treated with Genistin/selenium or Genistin alone. Supplementation of Genistin alone or with selenium provided antioxidant defense with high-potential chemopreventive activity against DMBA-induced mammary tumors more than selenium alone.

Effect of ultrasound assisted extraction upon the Genistin and Daidzin contents of resultant soymilk.[Pubmed:25328238]

J Food Sci Technol. 2014 Oct;51(10):2857-61.

The purpose of this study was to determine the effect of ultrasound treatment on the contents of daidzin, Genistin, and their respective aglycones, daidzein and genistein, in resultant soymilk. Soybean slurry was exposed to ultrasound treatment, filtered, and placed in an ultrasound cleaning bath set with different frequencies (35and 130 KHz), treatment temperatures (20 and 40 degrees C), and times (20, 40, and 60 min). Concentrations for these isoflavones were determined using reverse-phase high-performance liquid chromatography. Results indicated that both frequencies significantly (p < 0.05) increased isoflavone content (IC), glycosides, and aglycones in extracted soymilk. These results were attributed to induced cavitation, which increases the permeability of plant tissues. However, the frequency of 35 kHz caused a noticeably higher increase in IC than 130 kHz. Results also revealed significant increases in IC with increased sonication time (from 20 to 60 min) and with increased temperature (from 20 to 40 degrees C).

[Effect of genistin on proliferative vitreoretinopathy].[Pubmed:20693719]

Zhong Nan Da Xue Xue Bao Yi Xue Ban. 2010 Jul;35(7):749-53.

OBJECTIVE: To examine the effect of Genistin on traumatic proliferative vitreoretinopathy (PVR) in rabbits. METHODS: Traumatic PVR was induced in pigmented rabbits by intravitreal injection of platelet rich plasma. The eyes then received an intravitreal injection of dimethyl sulfoxide (0.1 mL), 2 or 40 mug Genistin (0.1 mL), and 1 mg fluorouracil(0.1 mL), respectively to form 4 groups. The eyes were examined ophthalmoscopically on distinct days after the surgery and the stage of PVR was evaluated. The model eyes and normal eyes in the 40 mug Genistin group carried ERG test on the 28th day. All model eyes in the 4 groups were observed by light microscope on the 28th day. RESULTS: In the control eyes, the retina was detached after 10 d, the PVR had progressed to higher stages with time. In the eyes injected 40 mug Genistin or fluorouracil, the PVR also developed; however, the severity of PVR was lower than that in the control eyes. PVR was significantly inhibited in the 40 mug Genistin group compared with the control eyes after 14 d (P<0.05). Histological examination of the Genistin-treated eyes disclosed no morphological changes, and ERG analysis revealed no significant functional changes. CONCLUSION: Intravitreal injection of Genistin is safe and effective in reducing traumatic PVR in clinical treatment.

Description

Genistin is the major isoflavonoid of soybeans and soy products.

Keywords:

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