PUERARIN

Investigational

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

Structure Search

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

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12451490 | https://www.ncbi.nlm.nih.gov/pubmed/2885157 | https://www.ncbi.nlm.nih.gov/pubmed/25822741 | https://www.ncbi.nlm.nih.gov/pubmed/24969520

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
Inward rectifier potassium channel 2 5 Target ID: CHEMBL1914276 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21327545	Blocker 537
Tetrodotoxin resistant (TTXr) sodium current 1 Target ID: Tetrodotoxin resistant (TTXr) sodium current Sources: https://www.ncbi.nlm.nih.gov/pubmed/9772657	Inhibitor 8297
Alpha-1A adrenergic receptor 19 Target ID: P97718 Gene ID: 11549.0 Gene Symbol: Adra1a Target Organism: Mus musculus (Mouse) Sources: https://www.ncbi.nlm.nih.gov/pubmed/12451490	Activator 1430
Adrenergic receptor beta 87 Target ID: CHEMBL2094118 Sources: http://adisinsight.springer.com/drugs/800005646 \| https://www.ncbi.nlm.nih.gov/pubmed/2885157 \| https://www.ncbi.nlm.nih.gov/pubmed/2886005	Blocker 537

Conditions

Condition	Modality	Highest Phase	Product
Alcohol abuse 8 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22578529	Preventing	Phase II 1132	Unknown Approved Use Unknown
Hypertension 567 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28060542 https://www.ncbi.nlm.nih.gov/pubmed/22295519 https://www.ncbi.nlm.nih.gov/pubmed/3055814	Primary	Phase II 1132	Unknown Approved Use Unknown
Rheumatoid arthritis 316 Sources: https://clinicaltrials.gov/ct2/show/NCT02219191 https://clinicaltrials.gov/ct2/show/NCT02264301	Primary	Phase II 1132	Unknown Approved Use Unknown

C_max

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

T_1/2

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

Doses

Dose	Population	Adverse events
1200 mg single, oral Highest studied dose Dose: 1200 mg Route: oral Route: single Dose: 1200 mg Sources: https://pubmed.ncbi.nlm.nih.gov/22578529 Page: p.6	healthy, 25.8 ± 3.2 n = 10 Health Status: healthy Age Group: 25.8 ± 3.2 Sex: M+F Population Size: 10 Sources: https://pubmed.ncbi.nlm.nih.gov/22578529 Page: p.6	Sources: https://pubmed.ncbi.nlm.nih.gov/22578529 Page: p.6

Sourcing

Vendor/Aggregator	ID	URL
1PlusChem LLC	1P0039LY	https://www.1pchem.com/search?query=1P0039LY
A2B Chem	AB51622	http://a2bchem.com/prod/AB51622
AK Scientific	E862	https://aksci.com/item_detail.php?cat=E862
AK Scientific	J11140	https://aksci.com/item_detail.php?cat=J11140
Ambeed	A228947	http://www.ambeed.com/search/Search.html?keyword=A228947
ApexBio Technology	N1114	https://www.apexbt.com/catalogsearch/result/?q=N1114
AstaTech	44317	http://astatechinc.com/CPSResult.php?CRNO=44317
BLD Pharm	BD9134	http://www.bldpharm.com/search/Search.html?keyword=BD9134
Biopurify Phytochemicals	BP1176	https://www.phytopurify.com/search.do?a=s&searchtype=3&psize=10&q=BP1176&searchhtmp=simplesearch&t=1
Cayman Chemical	14175	http://www.caymanchem.com/app/template/Product.vm/catalog/14175
Chem Scene	CS-6158	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-6158
Chem-Impex International	32291	http://www.chemimpex.com/category/search/32291/2?filter=&search=32291&type=q&keywordoption=ANY&cid=2&fltrdesc=
Chem4Pharma	C4PN31	https://www.chem4pharma.com/product-page/C4PN31
ChemShuttle	141543	https://www.chemshuttle.com/catalogsearch/result/?q=141543
Chemodex	P0250	http://www.chemodex.com/products/P0250
Combi-Blocks	QA-8895	http://www.combi-blocks.com/cgi-bin/find.cgi?QA-8895
KeyOrganics	KS-5191	http://www.keyorganicsinc.com/bionet/catalogsearch/result?q=KS-5191
Lab Seeker	SC-22790	http://www.labseeker.com/search.php?keywords=SC-22790&category=0
LabSeeker	SC-22790	http://www.labseeker.com/search.php?keywords=SC-22790&category=0
MedChem Express	HY-N0145	https://www.medchemexpress.com/search.html?q=HY-N0145&ft=&fa=&fp=
MolPort	MolPort-003-939-176	https://www.molport.com/shop/molecule-link/MolPort-003-939-176
Molnova	M14266	https://www.molnova.com/en/serch-list.html?keywords=M14266
MuseChem	R015459	https://www.musechem.com/product/R015459.html
TargetMol	BBP02406	https://www.targetmol.com/search?keyword=BBP02406
TargetMol	T2815	https://www.targetmol.com/search?keyword=T2815
Tetrahedron	TS81587	http://www.thsci.com/search.do?q=TS81587
Toronto Research Chemicals	P840130	https://www.trc-canada.com/product-detail/?CatNum=P840130
W&J PharmaChem	50A970333	http://wjpharmachem.com/new/searcht.php?keyword=50A970333
eMolecules	31239963	https://orderbb.emolecules.com/search/#?query=31239963
eMolecules	42857944	https://orderbb.emolecules.com/search/#?query=42857944
eMolecules	531159	https://orderbb.emolecules.com/search/#?query=531159
mcule	MCULE-3484314806	https://mcule.com/MCULE-3484314806/
mcule	MCULE-5503010044	https://mcule.com/MCULE-5503010044/

PubMed

Title	Date	PubMed
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006 Nov	16497524
Protective effects of puerarin on carbon tetrachloride-induced hepatotoxicity.	2007 Oct	18038910
Role of the interaction between puerarin and the erythrocyte membrane in puerarin-induced hemolysis.	2011 Jul 15	21453687
Puerarin protects against lead-induced cytotoxicity in cultured primary rat proximal tubular cells.	2014 Oct	24505050

Patents

Sample Use Guides

In Vivo Use Guide

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

In Vitro Use Guide

Radioactive glucose (2-DG) uptake was enhanced within 3 min of exposure to 10 uM/l puerarin. This action of puerarin increased gradually with longer incubation times to become half-maximal at 10 min and became maximally stimulated at 30 min.

Name

Type

Language

PUERARIN

Official Name

English

4H-1-BENZOPYRAN-4-ONE, 8-.BETA.-D-GLUCOPYRANOSYL-7-HYDROXY-3-(4-HYDROXYPHENYL)-

Common Name

English

DAIDZEIN 8-C-GLUCOSIDE

Common Name

English

PUERARIN [INCI]

Common Name

English

NPI 031G

Code

English

NSC-380711

Code

English

KAKONEIN

Common Name

English

PUERARIN 80 MM

Brand Name

English

Puerarin [WHO-DD]

Common Name

English

Classification Tree Code System Code

DSLD

3581 (Number of products:1)