CAS Number3681-99-0
Synonyms8-(β-D-Glucopyranosyl)-4',7-dihydroxyisoflavone; Puerarin std.; Puerqarin; Pueraria flavonoids; MFCD00076007; 7-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl β-D-glucopyranoside; Puerain; Puerarine; Kakonein; daidzein-8-C-glucose; Purerarin; PUERARIN; 7-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl b-D-glucopyranoside; Puararin; 7-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl-β-D-glucopyranoside
Molecular FormulaC21H20O9
Molecular Weight416.38
Purity≥98.0 (HPLC)%
Density1.6±0.1 g/cm3
Boiling Point791.2±60.0 °C at 760 mmHg
Melting Point187-189°C
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 3681-99-0 |
| Catalog No. | 2A-9012195 |
| Chinese Name | 葛根素 |
| Synonyms | 8-(β-D-Glucopyranosyl)-4',7-dihydroxyisoflavone; Puerarin std.; Puerqarin; Pueraria flavonoids; MFCD00076007; 7-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl β-D-glucopyranoside; Puerain; Puerarine; Kakonein; daidzein-8-C-glucose; Purerarin; PUERARIN; 7-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl b-D-glucopyranoside; Puararin; 7-Hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl-β-D-glucopyranoside |
| Molecular Formula | C21H20O9 |
| Molecular Weight | 416.38 |
| Purity | ≥98.0 (HPLC) |
| Density | 1.6±0.1 g/cm3 |
| Boiling Point | 791.2±60.0 °C at 760 mmHg |
| Melting Point | 187-189°C |
| Appearance | powder |
| Water Solubility | Soluble in: methanol |
| Storage Condition | Keep away from light, ventilated and dry, sealed |
| Application | Puerarin is an isoflavone extracted from Pueraria lobata and is a 5-HT2C receptor antagonist. |
| HTC | 2932999099 |
| PubChem ID | 57652917 |
| MDL Number | MFCD00076007 |
| SMILES | OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c2c(O)ccc3C(=O)C(=COc23)c4ccc(O)cc4 |
| InChI | 1S/C21H20O9/c22-7-14-17(26)18(27)19(28)21(30-14)15-13(24)6-5-11-16(25)12(8-29-20(11)15)9-1-3-10(23)4-2-9/h1-6,8,14,17-19,21-24,26-28H,7H2/t14-,17-,18+,19-,21+/m1/s1 |
| InChI Key | HKEAFJYKMMKDOR-VPRICQMDSA-N |
| Beilstein/REAXYS | 64198 |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | Transport |
| MSDS | msds/12195_1_3681_99_0.pdf |
| Bioactivity | Puerarin, an isoflavone extracted from Radix puerariae, is a 5-HT2C receptor antagonist. Related Catalog Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor Natural Products >> Flavonoids Research Areas >> Inflammation/Immunology In Vitro Puerarin inhibits the expression of LPS-induced iNOS, COX-2 and CRP proteins and also suppresses their mRNAs from RT-PCR experiments in RAW264.7 cells. The inhibition of iNOS, COX-2 and CRP expression is due to a dose-dependent inhibition of phosphorylation and degradation of I-κB, which resulted in the reduction of p65NF-κB nuclear translocation. The effect of puerarin-mediated inhibition of LPS-induced iNOS, COX-2 and CRP expression is attributed to suppressed NF-κB activation at the transcriptional level[1]. Puerarin is a novel open-channel blocker of IK1, which may underlie the antiarrhythmic action of puerarin. Puerarin competes with barium, an open-channel blocker of IK1, to inhibit IK1 currents[2]. In Vivo Both genistein and puerarin effectively alleviate hepatic damage induced by chronic alcohol administration through potential antioxidant, anti-inflammatory, or anti apoptotic mechanisms. However, genistein is more effective than puerarin in decreasing levels of malondialdehyde (1.05±0.0947 vs. 1.28±0.213 nmol/mg pro, p< 0.05), tumor necrosis factor α (3.12±0.498 vs. 3.82±0.277 pg/mg pro, p < 0.05), interleukin-6 (1.46±0.223 vs. 1.88±0.309 pg/mg pro, p < 0.05), whereas puerarin is more effective than genistein in ameliorating serum activities or levels of alanine transaminase (35.8±3.95 vs. 42.6±6.56 U/L, p < 0.05) and low-density lipoprotein cholesterol (1.12±0.160 vs. 1.55±0.150 mmol/L, p < 0.05) [3]. Early-stage renal damages can be significantly improved by puerarin, possibly via its suppression of ICAM-1 and TNF-α expression in diabetic rat kidneys[4]. Cell Assay RAW264.7 cells are maintained at subconfluence in 95% air and 5% CO2 humidified atmosphere maintained at 37°C. The medium used for routine subculture is Dulbecco's Modified Eagle's Medium supplemented with 10% fetal bovine serum, penicillin (100 units/mL) and streptomycin (100 μg/ mL). An MTT assay is used to measure the viability of the cells after treatment with puerarin. After the supernatants are removed for nitrite determination, cells are incubated at 37°C with MTT (0.05 mg/mL) for 4 h, and the optical density is measured at 540 nm. The concentrations of puerarin are10, 20, 40 and 100 μM[1]. Animal Admin Rats: A cohort of healthy male SD rats (7 weeks old) are randomLy divided into a control group, a model group, and a puerarin treatment group with high (H), moderate (M), and low (L) dosage. Puerarin is re-suspended in 0.9% saline and is given by intra-gastric intubation at various concentrations (0.25 mg/(kg×d) for L group, 0.5 mg/(kg×d) for M group, and 1.0 mg/(kg×d) for H group) each day for 8 consecutive days. An equal volume of saline is administered to control and model rats during the same time period[4]. Mice: Forty male ICR mice (weight: 20-22 g) are acclimatized with a daily 12 h light:12 h dark cycle at 22±2 °C room temperature and 55%±5% relative humidity. After 1 week of adaption, the mice are randomLy divided into four groups with ten mice per group. Genistein and puerarin are applied to the mice in sodium carboxymethyl cellulose solution with an equimolar concentration of 0.1 M (gastric volume: 3 mL kg-1 body weight)[3]. References [1]. Hu W, et al. Puerarin inhibits iNOS, COX-2 and CRP expression via suppression of NF-κB activation in LPS-induced RAW264.7 macrophage cells. Pharmacol Rep. 2011;63(3):781-9. [2]. Zhang H, et al. Puerarin: a novel antagonist to inward rectifier potassium channel (IK1). Mol Cell Biochem. 2011 Jun;352(1-2):117-23. [3]. Zhao L,et al. Protective Effects of Genistein and Puerarin against Chronic Alcohol-Induced Liver Injury in Mice via Antioxidant, Anti-inflammatory, and Anti-apoptotic Mechanisms.J Agric Food Chem. 2016 Sep 28;64(38):7291-7. [4]. Pan X, et al. Effect of Puerarin on Expression of ICAM-1 and TNF-α in Kidneys of Diabetic Rats. Med Sci Monit. 2015 Jul 23;21:2134-40. Chemical & Physical Properties Density 1.6±0.1 g/cm3 Boiling Point 791.2±60.0 °C at 760 mmHg Melting Point 187-189°C Molecular Formula C21H20O9 Molecular Weight 416.38 Flash Point 281.5±26.4 °C PSA 160.82000 LogP -0.67 Vapour Pressure 0.0±2.9 mmHg at 25°C Index of Refraction 1.717 InChIKey HKEAFJYKMMKDOR-DTYSYODJSA-N SMILES O=c1c(-c2ccc(O)cc2)coc2c(C3OC(CO)C(O)C(O)C3O)c(O)ccc12 Storage condition 2-8°C |
| Use of | Properties Articles39 Name Puerarin Synonym More Synonyms Puerarin Biological Activity Related Catalog Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor Natural Products >> Flavonoids Research Areas >> Inflammation/Immunology References [2]. Zhang H, et al. Puerarin: a novel antagonist to inward rectifier potassium channel (IK1). Mol Cell Biochem. 2011 Jun;352(1-2):117-23. [3]. Zhao L,et al. Protective Effects of Genistein and Puerarin against Chronic Alcohol-Induced Liver Injury in Mice via Antioxidant, Anti-inflammatory, and Anti-apoptotic Mechanisms.J Agric Food Chem. 2016 Sep 28;64(38):7291-7. [4]. Pan X, et al. Effect of Puerarin on Expression of ICAM-1 and TNF-α in Kidneys of Diabetic Rats. Med Sci Monit. 2015 Jul 23;21:2134-40. Chemical & Physical Properties Molecular Formula C21H20O9 PSA 160.82000 LogP -0.67 Index of Refraction 1.717 InChIKey HKEAFJYKMMKDOR-DTYSYODJSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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