Kakonein | Puerarin | CAS#3681-99-0 | L-type calcium channel blocker

Kakonein
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 529717

CAS#: 3681-99-0

Description: Kakonein, also known as Puerarin, is an L-type calcium channel blocker potentially for the treatment of alcoholism.

Chemical Structure

Kakonein

CAS# 3681-99-0

Instruction

Theoretical Analysis

MedKoo Cat#: 529717
Name: Kakonein
CAS#: 3681-99-0
Chemical Formula: C21H20O9
Exact Mass: 416.11
Molecular Weight: 416.380
Elemental Analysis: C, 60.58; H, 4.84; O, 34.58

Price and Availability

Size	Price	Availability
1g	USD 250	2 Weeks
5g	USD 450	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: NPI-031G; NPI031G; NPI 031G; Puerarin

IUPAC/Chemical Name: 7-hydroxy-3-(4-hydroxyphenyl)-8-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

InChi Key: HKEAFJYKMMKDOR-VPRICQMDSA-N

InChi Code: 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

SMILES Code: O=C1C(C2=CC=C(O)C=C2)=COC3=C([C@H]4[C@@H]([C@H]([C@@H]([C@@H](CO)O4)O)O)O)C(O)=CC=C13

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 416.38 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Zhao YZ, Zhang L, Gupta PK, Tian FR, Mao KL, Qiu KY, Yang W, Lv CZ, Lu CT. Using PG-Liposome-Based System to Enhance Puerarin Liver-Targeted Therapy for Alcohol-Induced Liver Disease. AAPS PharmSciTech. 2016 Dec;17(6):1376-1382. PubMed PMID: 26753818.

2: Liu X, Mo Y, Gong J, Li Z, Peng H, Chen J, Wang Q, Ke Z, Xie J. Puerarin ameliorates cognitive deficits in streptozotocin-induced diabetic rats. Metab Brain Dis. 2016 Apr;31(2):417-23. doi: 10.1007/s11011-015-9779-5. PubMed PMID: 26686502.

3: Liu CM, Ma JQ, Liu SS, Feng ZJ, Wang AM. Puerarin protects mouse liver against nickel-induced oxidative stress and inflammation associated with the TLR4/p38/CREB pathway. Chem Biol Interact. 2016 Jan 5;243:29-34. doi: 10.1016/j.cbi.2015.11.017. PubMed PMID: 26607348.

4: Li R, Song J, Wu W, Wu X, Su M. Puerarin exerts the protective effect against chemical induced dysmetabolism in rats. Gene. 2016 Dec 31;595(2):168-174. doi: 10.1016/j.gene.2016.09.036. PubMed PMID: 27677221.

5: Zhao J, Cheng Y, Yang C, Lau S, Lao L, Shuai B, Cai J, Rong J. Botanical Drug Puerarin Attenuates 6-Hydroxydopamine (6-OHDA)-Induced Neurotoxicity via Upregulating Mitochondrial Enzyme Arginase-2. Mol Neurobiol. 2016 May;53(4):2200-11. doi: 10.1007/s12035-015-9195-1. PubMed PMID: 25952544.

6: Zhang F, Wang Z, Li M, Lan Y, Chen Y, Wang C. Puerarin attenuates smoke inhalation injury by regulation of Th1/Th2 expression and inhibition of Th17 cells in rats. Int Immunopharmacol. 2015 Sep;28(1):546-53. doi: 10.1016/j.intimp.2015.07.023. PubMed PMID: 26218281.

7: Liu S, Ren HB, Chen XL, Wang F, Wang RS, Zhou B, Wang C, Sun YX, Wang YJ. Puerarin attenuates severe burn-induced acute myocardial injury in rats. Burns. 2015 Dec;41(8):1748-57. doi: 10.1016/j.burns.2015.06.001. PubMed PMID: 26514700.

8: Yang X, Zhang H, Wang J, Zhang Z, Li C. Puerarin decreases bone loss and collagen destruction in rats with ligature-induced periodontitis. J Periodontal Res. 2015 Dec;50(6):748-57. doi: 10.1111/jre.12261. PubMed PMID: 25645818.

9: Zhang J, Guo W, Tian B, Sun M, Li H, Zhou L, Liu X. Puerarin attenuates cognitive dysfunction and oxidative stress in vascular dementia rats induced by chronic ischemia. Int J Clin Exp Pathol. 2015 May 1;8(5):4695-704. PubMed PMID: 26191159; PubMed Central PMCID: PMC4503031.

10: Zhang Y, Wang H, Yu L, Chen J. The Puerarin improves renal function in STZ-induced diabetic rats by attenuating eNOS expression. Ren Fail. 2015 May;37(4):699-703. doi: 10.3109/0886022X.2015.1011500. PubMed PMID: 25707518.

11: Ma Y, Gai Y, Yan J, Li J, Zhang Y. Puerarin Attenuates Anoxia/Reoxygenation Injury Through Enhancing Bcl-2 Associated Athanogene 3 Expression, a Modulator of Apoptosis and Autophagy. Med Sci Monit. 2016 Mar 24;22:977-83. PubMed PMID: 27011313; PubMed Central PMCID: PMC4809386.

12: Yang L, Yao D, Yang H, Wei Y, Peng Y, Ding Y, Shu L. Puerarin Protects Pancreatic β-Cells in Obese Diabetic Mice via Activation of GLP-1R Signaling. Mol Endocrinol. 2016 Mar;30(3):361-71. doi: 10.1210/me.2015-1213. PubMed PMID: 26789107.

13: Liu B, Wu Z, Li Y, Ou C, Huang Z, Zhang J, Liu P, Luo C, Chen M. Puerarin prevents cardiac hypertrophy induced by pressure overload through activation of autophagy. Biochem Biophys Res Commun. 2015 Aug 28;464(3):908-15. doi: 10.1016/j.bbrc.2015.07.065. PubMed PMID: 26188094.

14: Liu B, Tan Y, Wang D, Liu M. Puerarin for ischaemic stroke. Cochrane Database Syst Rev. 2016 Feb 18;2:CD004955. doi: 10.1002/14651858.CD004955.pub3. Review. PubMed PMID: 26891451.

15: Guo HD, Zhang QF, Chen JG, Shangguang XC, Guo YX. Large scale purification of puerarin from Puerariae Lobatae Radix through resins adsorption and acid hydrolysis. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Feb 1;980:8-15. doi: 10.1016/j.jchromb.2014.12.014. PubMed PMID: 25553536.

16: Wang J, Zhang T, Ma C, Wang S. Puerarin attenuates airway inflammation by regulation of eotaxin-3. Immunol Lett. 2015 Feb;163(2):173-8. doi: 10.1016/j.imlet.2014.12.002. PubMed PMID: 25530546.

17: Ji Y, Jiang P, Yan X. Anticerebral Ischemia-Reperfusion Injury Activity of Synthesized Puerarin Derivatives. Biomed Res Int. 2016;2016:9821767. PubMed PMID: 27807543; PubMed Central PMCID: PMC5078636.

18: Li W, Zhao W, Wu Q, Lu Y, Shi J, Chen X. Puerarin Improves Diabetic Aorta Injury by Inhibiting NADPH Oxidase-Derived Oxidative Stress in STZ-Induced Diabetic Rats. J Diabetes Res. 2016;2016:8541520. doi: 10.1155/2016/8541520. PubMed PMID: 26881260; PubMed Central PMCID: PMC4736809.

19: Ge B, Zhang Z, Lam TT, Zuo Z. Puerarin offsets the anticoagulation effect of warfarin in rats by inducing rCyps, upregulating vitamin K epoxide reductase and inhibiting thrombomodulin. Biopharm Drug Dispos. 2017 Jan;38(1):33-49. doi: 10.1002/bdd.2054. PubMed PMID: 27925234.

20: Gray SL, Lackey BR, Boone WR. Impact of kudzu and puerarin on sperm function. Reprod Toxicol. 2015 Jun;53:54-62. doi: 10.1016/j.reprotox.2015.03.010. PubMed PMID: 25828059.

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