Ginsenoside Rb3 | CAS#68406-26-8 | Aortic Ring Contraction Inhibitor | Blood Glucose Regulator

MedKoo Cat#: 540167 | Name: Ginsenoside Rb3

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Description:

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

Ginsenoside Rb3 is found in species of Panax. It inhibits contractions in aortic rings, decreases blood glucose levels, and improves oral glucose tolerance, improves immobility time in the forced swim tail suspension, and learned helplessness tests, and inhibits oxidative damage.

Chemical Structure

Ginsenoside Rb3

CAS#68406-26-8

Theoretical Analysis

MedKoo Cat#: 540167

Name: Ginsenoside Rb3

CAS#: 68406-26-8

Chemical Formula: C53H90O22

Exact Mass: 1078.5924

Molecular Weight: 1079.28

Elemental Analysis: C, 58.98; H, 8.41; O, 32.61

Price and Availability

Size	Price	Availability
5mg	USD 250.00	2 Weeks
10mg	USD 450.00	2 Weeks
50mg	USD 950.00	2 Weeks

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Related CAS #

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Synonym

Ginsenoside Rb3; Ginsenoside-Rb3; GinsenosideRb3; Ginsenoside IV

IUPAC/Chemical Name

(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

InChi Key

NODILNFGTFIURN-USYOXQFSSA-N

InChi Code

InChI=1S/C53H90O22/c1-23(2)10-9-14-53(8,75-47-43(67)39(63)37(61)29(72-47)22-69-45-41(65)34(58)26(57)21-68-45)24-11-16-52(7)33(24)25(56)18-31-50(5)15-13-32(49(3,4)30(50)12-17-51(31,52)6)73-48-44(40(64)36(60)28(20-55)71-48)74-46-42(66)38(62)35(59)27(19-54)70-46/h10,24-48,54-67H,9,11-22H2,1-8H3/t24-,25+,26+,27+,28+,29+,30-,31+,32-,33-,34-,35+,36+,37+,38-,39-,40-,41+,42+,43+,44+,45-,46-,47-,48-,50-,51+,52+,53-/m0/s1

SMILES Code

O[C@H]1[C@@]2([H])[C@](CC[C@]2([H])[C@@](CC/C=C(C)/C)(C)O[C@@H]3O[C@H](CO[C@H]4[C@H](O)[C@@H](O)[C@H](O)CO4)[C@@H](O)[C@H](O)[C@H]3O)(C)[C@]5(C)CC[C@]6([H])[C@@](CC[C@H](O[C@]7([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O[C@@]8([H])[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O8)C6(C)C)(C)[C@@]5([H])C1

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

Certificate of Analysis

View CoA: current batch, Lot#T7R12C06

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 1,079.28 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

1: Ma L, Liu H, Xie Z, Yang S, Xu W, Hou J, Yu B. Ginsenoside Rb3 protects cardiomyocytes against ischemia-reperfusion injury via the inhibition of JNK-mediated NF-κB pathway: a mouse cardiomyocyte model. PLoS One. 2014 Aug 1;9(8):e103628. doi: 10.1371/journal.pone.0103628. eCollection 2014. PubMed PMID: 25084093; PubMed Central PMCID: PMC4118887. 2: Oh SJ, Oh Y, Ryu IW, Kim K, Lim CJ. Protective properties of ginsenoside Rb3 against UV-B radiation-induced oxidative stress in HaCaT keratinocytes. Biosci Biotechnol Biochem. 2015;80(1):95-103. doi: 10.1080/09168451.2015.1075862. Epub 2015 Aug 19. PubMed PMID: 26287932. 3: Wang Y, Dong J, Liu P, Lau CW, Gao Z, Zhou D, Tang J, Ng CF, Huang Y. Ginsenoside Rb3 attenuates oxidative stress and preserves endothelial function in renal arteries from hypertensive rats. Br J Pharmacol. 2014 Jul;171(13):3171-81. doi: 10.1111/bph.12660. PubMed PMID: 24571453; PubMed Central PMCID: PMC4080972. 4: Liu X, Jiang Y, Yu X, Fu W, Zhang H, Sui D. Ginsenoside-Rb3 protects the myocardium from ischemia-reperfusion injury via the inhibition of apoptosis in rats. Exp Ther Med. 2014 Dec;8(6):1751-1756. Epub 2014 Oct 7. PubMed PMID: 25371727; PubMed Central PMCID: PMC4218709. 5: Cui J, Jiang L, Xiang H. Ginsenoside Rb3 exerts antidepressant-like effects in several animal models. J Psychopharmacol. 2012 May;26(5):697-713. doi: 10.1177/0269881111415735. Epub 2011 Sep 24. PubMed PMID: 21948936. 6: Shi Y, Han B, Yu X, Qu S, Sui D. Ginsenoside Rb3 ameliorates myocardial ischemia-reperfusion injury in rats. Pharm Biol. 2011 Sep;49(9):900-6. doi: 10.3109/13880209.2011.554845. Epub 2011 May 19. PubMed PMID: 21591990. 7: Wang T, Yu XF, Qu SC, Xu HL, Sui DY. Ginsenoside Rb3 inhibits angiotensin II-induced vascular smooth muscle cells proliferation. Basic Clin Pharmacol Toxicol. 2010 Aug;107(2):685-9. doi: 10.1111/j.1742-7843.2010.00560.x. PubMed PMID: 20662827. 8: Pan YT, Guo CY, Ma XJ, Wang JS, Liu X, Sun MY, Zhang M, Yin HJ. [The estrogen-like protective effect of ginsenoside Rb3 on oxidative stress and dysfunction of endothelial cells induced by oxidized low-density lipoprotein]. Yao Xue Xue Bao. 2014 Oct;49(10):1406-12. Chinese. PubMed PMID: 25577870. 9: Zhang H, Li Z, Zhou Z, Yang H, Zhong Z, Lou C. Antidepressant-like effects of ginsenosides: A comparison of ginsenoside Rb3 and its four deglycosylated derivatives, Rg3, Rh2, compound K, and 20(S)-protopanaxadiol in mice models of despair. Pharmacol Biochem Behav. 2016 Jan;140:17-26. doi: 10.1016/j.pbb.2015.10.018. Epub 2015 Oct 31. PubMed PMID: 26528894. 10: Wang T, Yu X, Qu S, Xu H, Han B, Sui D. Effect of ginsenoside Rb3 on myocardial injury and heart function impairment induced by isoproterenol in rats. Eur J Pharmacol. 2010 Jun 25;636(1-3):121-5. doi: 10.1016/j.ejphar.2010.03.035. Epub 2010 Apr 2. PubMed PMID: 20371232. 11: Jiang S, Miao B, Song X, Jiang Z. Inactivation of GABA(A) receptor reduces ginsenoside Rb3 neuroprotection in mouse hippocampal slices after oxygen-glucose deprivation. J Ethnopharmacol. 2011 Jan 27;133(2):914-6. doi: 10.1016/j.jep.2010.10.030. Epub 2010 Oct 20. PubMed PMID: 20969942. 12: Meng F, Su X, Li W, Zheng Y. Ginsenoside Rb3 strengthens the hypoglycemic effect through AMPK for inhibition of hepatic gluconeogenesis. Exp Ther Med. 2017 May;13(5):2551-2557. doi: 10.3892/etm.2017.4280. Epub 2017 Mar 29. PubMed PMID: 28565878; PubMed Central PMCID: PMC5443165. 13: Peng LL, Shen HM, Jiang ZL, Li X, Wang GH, Zhang YF, Ke KF. Inhibition of NMDA receptors underlies the neuroprotective effect of ginsenoside Rb3. Am J Chin Med. 2009;37(4):759-70. PubMed PMID: 19655413. 14: Shen HM, Zhang ZJ, Jiang S, Jiang ZL. [Protective effects of ginsenoside RB3 on hypoxic/ischemic brain injury and involved mechanisms]. Zhongguo Ying Yong Sheng Li Xue Za Zhi. 2006 Aug;22(3):302-6. Chinese. PubMed PMID: 21158074. 15: Han Y, Sun B, Jiang B, Hu X, Spranger MI, Zhang Y, Zhao Y. Microbial transformation of ginsenosides Rb1, Rb3 and Rc by Fusarium sacchari. J Appl Microbiol. 2010 Sep;109(3):792-8. doi: 10.1111/j.1365-2672.2010.04707.x. PubMed PMID: 20337761. 16: Shen HM, Jiang ZL, Gu XS. [Effects and mechanisms of ginsenoside Rb3 on glutamate excitotoxic injury in cultured neurons of rat hippocampus]. Zhongguo Ying Yong Sheng Li Xue Za Zhi. 2006 Feb;22(1):31-4. Chinese. PubMed PMID: 21186573. 17: Zhao J, Su C, Yang C, Liu M, Tang L, Su W, Liu Z. Determination of ginsenosides Rb1, Rb2, and Rb3 in rat plasma by a rapid and sensitive liquid chromatography tandem mass spectrometry method: Application in a pharmacokinetic study. J Pharm Biomed Anal. 2012 May;64-65:94-7. doi: 10.1016/j.jpba.2012.02.017. Epub 2012 Feb 25. PubMed PMID: 22421407. 18: Wang YG, Liu HS, Zhang XX, Xiao Y, Lu BB, Ma ZC, Liang QD, Tang XL, Xiao CR, Tan HL, Zhang BL, Gao Y. [Screening of pregnane X receptor activation from ginsenosides]. Yao Xue Xue Bao. 2013 Jan;48(1):144-8. Chinese. PubMed PMID: 23600156. 19: Bu QT, Zhang WY, Chen QC, Zhang CZ, Gong XJ, Liu WC, Li W, Zheng YN. Anti-diabetic effect of ginsenoside Rb(3) in alloxan-induced diabetic mice. Med Chem. 2012 Sep;8(5):934-41. PubMed PMID: 22741793. 20: Shao CJ. [Chemical constituents of flower-buds of Panax ginseng--isolation and identification of ginsenoside-Rb3 and ginsenoside-Rc]. Zhong Yao Tong Bao. 1984 Jul;9(4):172-3. Chinese. PubMed PMID: 6241107.