Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C21H20O9 |
| Molecular Weight | 416.3781 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]1(O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C2=C(O)C=CC3=C2OC=C(C3=O)C4=CC=C(O)C=C4
InChI
InChIKey=HKEAFJYKMMKDOR-VPRICQMDSA-N
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
| Molecular Formula | C21H20O9 |
| Molecular Weight | 416.3781 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Puerarin (7, 4’-dihydroxyisolavone-8-β-glucopyranoside) is an active isoflavone extracted from the roots of Pueraria lobata (Willd.) Ohwi. Puerarin is widely used in traditional Chinese medicine, and is clinically used in China for the treatment of coronary artery disease, heart failure, hypertension and myocardial infarction. It has been reported that puerarin had therapeutic effects on diabetes mellitus, arteriosclerosis and myocardial ischemia in animals. Puerarin demonstrated beta-adrenergic receptor blocking effect. On the other hand, puerarin stimulated alpha1-adrenoreceptor to increase glucose uptake into cultured C2C12 cells of mice. Puerarin has been investigated for the treatment (phase II clinical trials) of Alcohol Abuse, Rheumatoid Arthritis and Hypertension.
CNS Activity
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL1914276 |
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Target ID: Tetrodotoxin resistant (TTXr) sodium current |
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Target ID: P97718 Gene ID: 11549.0 Gene Symbol: Adra1a Target Organism: Mus musculus (Mouse) |
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Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Preventing | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
11.07 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/25264914 |
9.984 mg single, oral dose: 9.984 mg route of administration: Oral experiment type: SINGLE co-administered: |
PUERARIN blood | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
85.9 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/25264914 |
9.984 mg single, oral dose: 9.984 mg route of administration: Oral experiment type: SINGLE co-administered: |
PUERARIN blood | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
4.48 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/25264914 |
9.984 mg single, oral dose: 9.984 mg route of administration: Oral experiment type: SINGLE co-administered: |
PUERARIN blood | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
PubMed
| Title | Date | PubMed |
|---|---|---|
| [Estrogen-like effects of puerarin and total isoflavones from Pueraria lobata]. | 2002 Aug |
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| The Neuroprotection of puerarin against cerebral ischemia is associated with the prevention of apoptosis in rats. | 2005 Jul |
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| Intestinal bacteria activate estrogenic effect of main constituents puerarin and daidzin of Pueraria thunbergiana. | 2006 Dec |
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| Reversal of chemical-induced liver fibrosis in Wistar rats by puerarin. | 2006 Jul |
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| Induction of apoptosis by puerarin in colon cancer HT-29 cells. | 2006 Jul 8 |
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| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
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| Protective effects of puerarin on carbon tetrachloride-induced hepatotoxicity. | 2007 Oct |
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| Herbal mixtures consisting of puerarin and either polyenylphosphatidylcholine or curcumin provide comprehensive protection against alcohol-related disorders in P rats receiving free choice water and 15% ethanol in pure water. | 2007 Sep |
|
| [Effect of compound Puerarin on the collage IV in streptozotocin-induced diabetic nephropathy rats]. | 2008 Apr |
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| Phytoestrogens induce differential estrogen receptor beta-mediated responses in transfected MG-63 cells. | 2008 Aug-Dec |
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| Effect of puerarin on the expression of extracellular matrix in rats with streptozotocin-induced diabetic nephropathy. | 2009 Jan-Feb |
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| Examining the genomic influence of skin antioxidants in vitro. | 2010 |
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| [Apoptosis of NB4 cells induced by flavonoids of puerarin in vitro]. | 2010 Apr |
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| Puerarin suppresses AGEs-induced inflammation in mouse mesangial cells: a possible pathway through the induction of heme oxygenase-1 expression. | 2010 Apr 15 |
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| Puerarin inhibits C-reactive protein expression via suppression of nuclear factor kappaB activation in lipopolysaccharide-induced peripheral blood mononuclear cells of patients with stable angina pectoris. | 2010 Aug |
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| Protective role of puerarin on lead-induced alterations of the hepatic glutathione antioxidant system and hyperlipidemia in rats. | 2011 Dec |
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| Role of the interaction between puerarin and the erythrocyte membrane in puerarin-induced hemolysis. | 2011 Jul 15 |
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| Puerarin activates endothelial nitric oxide synthase through estrogen receptor-dependent PI3-kinase and calcium-dependent AMP-activated protein kinase. | 2011 Nov 15 |
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| Puerarin, a selective oestrogen receptor modulator, disrupts pregnancy in rats at pre-implantation stage. | 2012 Nov |
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| UDP-glucuronosyltransferase 1A1 is the principal enzyme responsible for puerarin metabolism in human liver microsomes. | 2012 Nov |
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| Protective effects of puerarin on experimental chronic lead nephrotoxicity in immature female rats. | 2013 Feb |
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| Puerarin mediates hepatoprotection against CCl4-induced hepatic fibrosis rats through attenuation of inflammation response and amelioration of metabolic function. | 2013 Feb |
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| Anti-fibrotic effects of puerarin on CCl4-induced hepatic fibrosis in rats possibly through the regulation of PPAR-γ expression and inhibition of PI3K/Akt pathway. | 2013 Jun |
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| Protective effect of puerarin on lead-induced mouse cognitive impairment via altering activities of acetyl cholinesterase, monoamine oxidase and nitric oxide synthase. | 2013 May |
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| Anti-diabetic effects of puerarin, isolated from Pueraria lobata (Willd.), on streptozotocin-diabetogenic mice through promoting insulin expression and ameliorating metabolic function. | 2013 Oct |
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| Puerarin protects against lead-induced cytotoxicity in cultured primary rat proximal tubular cells. | 2014 Oct |
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| Puerarin ameliorates carbon tetrachloride-induced oxidative DNA damage and inflammation in mouse kidney through ERK/Nrf2/ARE pathway. | 2014 Sep |
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| Puerarin attenuates learning and memory impairments and inhibits oxidative stress in STZ-induced SAD mice. | 2015 Dec |
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| Impact of kudzu and puerarin on sperm function. | 2015 Jun |
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| Protective effects of puerarin against tetrabromobisphenol a-induced apoptosis and cardiac developmental toxicity in zebrafish embryo-larvae. | 2015 Sep |
|
| Puerarin protects mouse liver against nickel-induced oxidative stress and inflammation associated with the TLR4/p38/CREB pathway. | 2016 Jan 5 |
Patents
Sample Use Guides
400 mg once a day. The treatment course consisted of 2 weeks followed by a 15-day interval for 24 weeks.
Route of Administration:
Intravenous
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 01:54:25 GMT 2023
by
admin
on
Sat Dec 16 01:54:25 GMT 2023
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| Record UNII |
Z9W8997416
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| Record Status |
Validated (UNII)
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| Record Version |
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3581 (Number of products:1)
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