Schizandrin | CAS#7432-28-2 | AdipoR2 agonist

MedKoo Cat#: 461914 | Name: Schizandrin

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Description:

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

Schizandrin is a bio-active isolate of Schisandra chinensis that has been found to act as an agonist of the adiponectin receptor 2 (AdipoR2).

Chemical Structure

Schizandrin

CAS#7432-28-2

Theoretical Analysis

MedKoo Cat#: 461914

Name: Schizandrin

CAS#: 7432-28-2

Chemical Formula: C24H32O7

Exact Mass: 432.2148

Molecular Weight: 432.51

Elemental Analysis: C, 66.65; H, 7.46; O, 25.89

Price and Availability

Size	Price	Availability	Quantity
50mg	USD 450.00	2 Weeks
100mg	USD 850.00	2 Weeks

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Synonym

Schizandrin; Schizandrol; Schisandrine; (+)-Schizandrin; Schisandrol A; Wuweizichun A; Wuweizi alcohol A; Schizandrol A; Gomisins;

IUPAC/Chemical Name

(6S,7S)-1,2,3,10,11,12-hexamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo[a,c][8]annulen-6-ol

InChi Key

YEFOAORQXAOVJQ-RZFZLAGVSA-N

InChi Code

InChI=1S/C24H32O7/c1-13-9-14-10-16(26-3)20(28-5)22(30-7)18(14)19-15(12-24(13,2)25)11-17(27-4)21(29-6)23(19)31-8/h10-11,13,25H,9,12H2,1-8H3/t13-,24-/m0/s1

SMILES Code

O[C@]1(C)[C@@H](C)CC2=CC(OC)=C(OC)C(OC)=C2C3=C(OC)C(OC)=C(OC)C=C3C1

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, DMF, and ethanol

Shelf Life

>3 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

2934.99.03.00

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Schizandrin inhibits breast cancer cell growth by inducing G0/G1 phase cell cycle arrest. Additionally, it protects rat cortical cells from glutamate-induced cytotoxicity, reduces nitric oxide (NO) and reactive oxygen species (ROS) production, and preserves mitochondrial membrane potential. Schizandrin also decreases apoptosis in cisplatin-treated human kidney cells. In vivo, schizandrin reverses scopolamine-induced memory impairment in rats and enhances oxotremorine-induced tremors in mice. It reduces serum levels of IgE, IgG1, IL-4, and IFN-γ in an ovalbumin-sensitized mouse model of allergy.

In vitro activity:

Schizandrin could have potential to treat inflammatory and atopic diseases through the inhibition of thymic stromal lymphopoietin (TSLP). Schizandrin inhibited the production and mRNA expression of TSLP in human mast cell line HMC-1 cells. Schizandrin inhibited the translocation and luciferase activity of nuclear factor-κB. In the activated HMC-1 cells, the activation of caspase-1 was increased, whereas the activation of caspase-1 was decreased by pretreatment with schizandrin. Reference: Life Sci. 2012 Oct 5;91(11-12):384-388. https://pubmed.ncbi.nlm.nih.gov/22906632/

In vivo activity:

Schizandrin could be a potential protective agent against lung-related inflammatory disease. In this study, schizandrin displayed anti-oxidant and anti-inflammatory activity against avian pathogenic Escherichia coli (APEC)-induced lung lesions in chickens Schizandrin markedly inhibited pathological changes, pulmonary edema, MPO activity and MDA content. Schizandrin markedly reduced the levels of TNF-α, IL-1β, IL-6 and IL-8 in lung tissue. Reference: Microb Pathog. 2020 Feb 11;142:104059. https://pubmed.ncbi.nlm.nih.gov/32058027/

	Solvent	mg/mL	mM
Solubility
	DMF	30.0	69.36
	DMSO	5.0	11.56
	Ethanol	2.0	4.62

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 432.51 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:

1. Zhang X, Zhao Y, Bai D, Yuan X, Cong S. Schizandrin protects H9c2 cells against lipopolysaccharide-induced injury by downregulating Smad3. J Biochem Mol Toxicol. 2019 May;33(5):e22301. doi: 10.1002/jbt.22301. Epub 2019 Feb 22. PMID: 30801894. 2. Moon PD, Jeong HJ, Kim HM. Effects of schizandrin on the expression of thymic stromal lymphopoietin in human mast cell line HMC-1. Life Sci. 2012 Oct 5;91(11-12):384-388. doi: 10.1016/j.lfs.2012.08.009. Epub 2012 Aug 14. PMID: 22906632. 3. Yuan M, Peng LY, Wei Q, Li JH, Song K, Chen S, Huang JN, Yu JL, An Q, Yi PF, Shen HQ, Fu BD. Schizandrin attenuates lung lesions induced by Avian pathogenic Escherichia coli in chickens. Microb Pathog. 2020 Feb 11;142:104059. doi: 10.1016/j.micpath.2020.104059. Epub ahead of print. PMID: 32058027. 4. Egashira N, Kurauchi K, Iwasaki K, Mishima K, Orito K, Oishi R, Fujiwara M. Schizandrin reverses memory impairment in rats. Phytother Res. 2008 Jan;22(1):49-52. doi: 10.1002/ptr.2258. PMID: 17705144.

In vitro protocol:

In vivo protocol:

1. Yuan M, Peng LY, Wei Q, Li JH, Song K, Chen S, Huang JN, Yu JL, An Q, Yi PF, Shen HQ, Fu BD. Schizandrin attenuates lung lesions induced by Avian pathogenic Escherichia coli in chickens. Microb Pathog. 2020 Feb 11;142:104059. doi: 10.1016/j.micpath.2020.104059. Epub ahead of print. PMID: 32058027. 2. Egashira N, Kurauchi K, Iwasaki K, Mishima K, Orito K, Oishi R, Fujiwara M. Schizandrin reverses memory impairment in rats. Phytother Res. 2008 Jan;22(1):49-52. doi: 10.1002/ptr.2258. PMID: 17705144.

1: Huang YQ, Huang GR, Wu MH, Tang HY, Huang ZS, Zhou XH, Yu WQ, Su JW, Mo XQ, Chen BP, Zhao LJ, Huang XF, Wei HY, Wei LD. Inhibitory effects of emodin, baicalin, schizandrin and berberine on hefA gene: treatment of Helicobacter pylori-induced multidrug resistance. World J Gastroenterol. 2015 Apr 14;21(14):4225-31. doi: 10.3748/wjg.v21.i14.4225. PubMed PMID: 25892872; PubMed Central PMCID: PMC4394083. 2: Park SY, Park SJ, Park TG, Rajasekar S, Lee SJ, Choi YW. Schizandrin C exerts anti-neuroinflammatory effects by upregulating phase II detoxifying/antioxidant enzymes in microglia. Int Immunopharmacol. 2013 Oct;17(2):415-26. doi: 10.1016/j.intimp.2013.06.032. Epub 2013 Jul 13. PubMed PMID: 23859871. 3: Gao C, Chen H, Niu C, Hu J, Cao B. Protective effect of Schizandrin B against damage of UVB irradiated skin cells depend on inhibition of inflammatory pathways. Bioengineered. 2017 Jan 2;8(1):36-44. Epub 2016 Sep 30. PubMed PMID: 27689692; PubMed Central PMCID: PMC5172505. 4: Jiang ZJ, Wang CY, Xie X, Yang JF, Huang JN, Cao ZP, Xiao P, Li CH. Schizandrin ameliorates ovariectomy-induced memory impairment, potentiates neurotransmission and exhibits antioxidant properties. Br J Pharmacol. 2015 May;172(10):2479-92. doi: 10.1111/bph.13078. Epub 2015 Mar 26. PubMed PMID: 25573619; PubMed Central PMCID: PMC4409901. 5: Bunel V, Antoine MH, Nortier J, Duez P, Stévigny C. Protective effects of schizandrin and schizandrin B towards cisplatin nephrotoxicity in vitro. J Appl Toxicol. 2014 Dec;34(12):1311-9. doi: 10.1002/jat.2951. Epub 2013 Oct 24. PubMed PMID: 24155209. 6: Park JH, Yoon J. Schizandrin inhibits fibrosis and epithelial-mesenchymal transition in transforming growth factor-β1-stimulated AML12 cells. Int Immunopharmacol. 2015 Apr;25(2):276-84. doi: 10.1016/j.intimp.2015.02.014. Epub 2015 Feb 18. PubMed PMID: 25701504. 7: Zhang C, Zhao X, Mao X, Liu A, Liu Z, Li X, Bi K, Jia Y. Pharmacological evaluation of sedative and hypnotic effects of schizandrin through the modification of pentobarbital-induced sleep behaviors in mice. Eur J Pharmacol. 2014 Dec 5;744:157-63. doi: 10.1016/j.ejphar.2014.09.012. Epub 2014 Oct 19. PubMed PMID: 25446916. 8: Wang CP, Li GC, Shi YW, Zhang XC, Li JL, Wang ZW, Ding F, Liang XM. Neuroprotective effect of schizandrin A on oxygen and glucose deprivation/reperfusion-induced cell injury in primary culture of rat cortical neurons. J Physiol Biochem. 2014 Sep;70(3):735-47. doi: 10.1007/s13105-014-0342-3. Epub 2014 Jul 2. PubMed PMID: 24986222. 9: Moon PD, Jeong HJ, Kim HM. Effects of schizandrin on the expression of thymic stromal lymphopoietin in human mast cell line HMC-1. Life Sci. 2012 Oct 5;91(11-12):384-388. doi: 10.1016/j.lfs.2012.08.009. Epub 2012 Aug 14. PubMed PMID: 22906632. 10: Jiang M, Kang L, Wang Y, Zhao X, Liu X, Xu L, Li Z. A metabonomic study of cardioprotection of ginsenosides, schizandrin, and ophiopogonin D against acute myocardial infarction in rats. BMC Complement Altern Med. 2014 Sep 23;14:350. doi: 10.1186/1472-6882-14-350. PubMed PMID: 25249156; PubMed Central PMCID: PMC4182767. 11: Lee MS, Chao J, Yen JC, Lin LW, Tsai FS, Hsieh MT, Peng WH, Cheng HY. Schizandrin protects primary rat cortical cell cultures from glutamate-induced apoptosis by inhibiting activation of the MAPK family and the mitochondria dependent pathway. Molecules. 2012 Dec 27;18(1):354-72. doi: 10.3390/molecules18010354. PubMed PMID: 23271470. 12: Szopa A, Ekiert H. Production of deoxyschizandrin and γ-schizandrin in shoot-differentiating and undifferentiating callus cultures of Schisandra chinensis (Turcz.) Baill. (Chinese magnolia vine). J Biotechnol. 2013 Jun 10;165(3-4):209-13. doi: 10.1016/j.jbiotec.2013.03.010. Epub 2013 Apr 3. PubMed PMID: 23562619. 13: Cao YF, Zhang YY, Li J, Ge GB, Hu D, Liu HX, Huang T, Wang YC, Fang ZZ, Sun DX, Huo H, Yin J, Yang L. CYP3A catalyses schizandrin biotransformation in human, minipig and rat liver microsomes. Xenobiotica. 2010 Jan;40(1):38-47. doi: 10.3109/00498250903366052. PubMed PMID: 20001672. 14: Zhan S, Guo W, Shao Q, Fan X, Li Z, Cheng Y. A pharmacokinetic and pharmacodynamic study of drug-drug interaction between ginsenoside Rg1, ginsenoside Rb1 and schizandrin after intravenous administration to rats. J Ethnopharmacol. 2014 Mar 14;152(2):333-9. doi: 10.1016/j.jep.2014.01.014. Epub 2014 Jan 23. PubMed PMID: 24462784. 15: Cui YY, Wang MZ. Aspects of schizandrin metabolism in vitro and in vivo. Eur J Drug Metab Pharmacokinet. 1993 Apr-Jun;18(2):155-60. PubMed PMID: 8243498. 16: Lee MY, Seo CS, Lee NH, Ha H, Lee JA, Lee H, Lee KY, Shin HK. Anti-asthmatic effect of schizandrin on OVA-induced airway inflammation in a murine asthma model. Int Immunopharmacol. 2010 Nov;10(11):1374-9. doi: 10.1016/j.intimp.2010.07.014. Epub 2010 Aug 20. PubMed PMID: 20727999. 17: Xu X, Zhou X, Zhou XW, Zhang Z, Liao MJ, Gao Q, Luo HM. Schizandrin prevents dexamethasone-induced cognitive deficits. Neurosci Bull. 2012 Oct;28(5):532-40. doi: 10.1007/s12264-012-1258-y. Epub 2012 Jul 18. PubMed PMID: 22961473; PubMed Central PMCID: PMC5561910. 18: Kim SJ, Min HY, Lee EJ, Kim YS, Bae K, Kang SS, Lee SK. Growth inhibition and cell cycle arrest in the G0/G1 by schizandrin, a dibenzocyclooctadiene lignan isolated from Schisandra chinensis, on T47D human breast cancer cells. Phytother Res. 2010 Feb;24(2):193-7. doi: 10.1002/ptr.2907. PubMed PMID: 19585470. 19: Cheng HY, Hsieh MT, Wu CR, Tsai FH, Lu TC, Hsieh CC, Li WC, Lin YT, Peng WH. Schizandrin protects primary cultures of rat cortical cells from glutamate-induced excitotoxicity. J Pharmacol Sci. 2008 May;107(1):21-31. PubMed PMID: 18490855. 20: Egashira N, Kurauchi K, Iwasaki K, Mishima K, Orito K, Oishi R, Fujiwara M. Schizandrin reverses memory impairment in rats. Phytother Res. 2008 Jan;22(1):49-52. PubMed PMID: 17705144.