Oxymatrine | CAS#16837-52-8 | protective agent

MedKoo Cat#: 562493 | Name: Oxymatrine

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Description:

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

Oxymatrine is a protective agent against apoptosis, tumor and fibrotic tissue development, and inflammation. Oxymatrine is a natural alkaloid derived from plants with multiple applications in the treatment of various cardiovascular diseases.

Chemical Structure

Oxymatrine

CAS#16837-52-8

Theoretical Analysis

MedKoo Cat#: 562493

Name: Oxymatrine

CAS#: 16837-52-8

Chemical Formula: C15H24N2O2

Exact Mass: 264.1838

Molecular Weight: 264.37

Elemental Analysis: C, 68.15; H, 9.15; N, 10.60; O, 12.10

Price and Availability

Size	Price	Availability	Quantity
100mg	USD 375.00
500mg	USD 550.00
1g	USD 800.00

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Related CAS #

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Synonym

Matrine N-oxide; Ammothamnine; Oxysophoridine; Matrine oxide; Matrine 1beta-oxide; Oxymatrine;

IUPAC/Chemical Name

(4R,41R,7aS,13aR,13bR)-10-oxododecahydro-1H,5H-dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridine 4(41H)-oxide

InChi Key

XVPBINOPNYFXID-VNSSVHEPSA-N

InChi Code

InChI=1S/C15H24N2O2/c18-14-7-1-6-13-12-5-3-9-17(19)8-2-4-11(15(12)17)10-16(13)14/h11-13,15H,1-10H2/t11-,12+,13+,15+,17+/m0/s1

SMILES Code

O=C1CCC[C@@H]2[C@H]3CCC[N@@+]4([O-])[C@@H]3[C@@H](CCC4)CN21

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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Oxymatrine, an alkaloid from Sophora flavescens Alt. with anti-inflammatory, antifibrosis, and antitumor effects, inhibits the iNOS expression and TGF-β/Smad pathway.

In vitro activity:

OMT (oxymatrine), at concentrations below 4 mmol/L(no cellular toxicity), was found to inhibit MVC DNA replication and reduce viral gene expression at both mRNA and protein levels, which was associated with the inhibition of cell cycle S-phase arrest in early-stage of MVC infection. Furthermore, OMT significantly increased cell viability, decreased MVC-infected cell apoptosis, and reduced the expression of activated caspase. Reference: Virol Sin. 2019 Feb;34(1):78-87. https://pubmed.ncbi.nlm.nih.gov/30805776/

In vivo activity:

A significant reduction of collagen deposition and rearrangement of the parenchyma was noted in the liver tissue of Oxymatrine-treated rats. The semiquantitative histological scores (2.43 +/- 0.47 microm2 vs 3.76 +/- 0.68 microm2, P < 0.05) and average area of collagen in those rats were significantly decreased when compared with hepatic cirrhosis model rats (94.41 +/- 37.26 microm2 vs 290.86 +/- 89.37 microm2, P < 0.05). Oxymatrine is effective in reducing the production and deposition of collagen in the liver tissue of experimental rats. Oxymatrine could promote the expression of Smad 7 and inhibit the expression of Smad 3 and CBP in CCl4-induced hepatic fibrosis in SD rats, could modulate the fibrogenic signal transduction of TGFbeta-Smad pathway. Reference: World J Gastroenterol. 2008 Apr 7;14(13):2100-5. https://pubmed.ncbi.nlm.nih.gov/18395914/

	Solvent	mg/mL	mM
Solubility
	DMF	10.0	37.83
	DMSO	54.3	205.52
	Ethanol	43.2	163.22
	PBS (pH 7.2)	10.0	37.83
	Water	76.5	289.37

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 264.37 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. Ding Y, Li N, Sun J, Zhang L, Guo J, Hao X, Sun Y. Oxymatrine Inhibits Bocavirus MVC Replication, Reduces Viral Gene Expression and Decreases Apoptosis Induced by Viral Infection. Virol Sin. 2019 Feb;34(1):78-87. doi: 10.1007/s12250-019-00088-2. Epub 2019 Feb 25. Erratum in: Virol Sin. 2019 Dec;34(6):729. PMID: 30805776; PMCID: PMC6420671. 2. Wu C, Huang W, Guo Y, Xia P, Sun X, Pan X, Hu W. Oxymatrine inhibits the proliferation of prostate cancer cells in vitro and in vivo. Mol Med Rep. 2015 Jun;11(6):4129-34. doi: 10.3892/mmr.2015.3338. Epub 2015 Feb 12. PMID: 25672672; PMCID: PMC4394963. 3. Wu XL, Zeng WZ, Jiang MD, Qin JP, Xu H. Effect of Oxymatrine on the TGFbeta-Smad signaling pathway in rats with CCl4-induced hepatic fibrosis. World J Gastroenterol. 2008 Apr 7;14(13):2100-5. doi: 10.3748/wjg.14.2100. PMID: 18395914; PMCID: PMC2701534. 4. Xiang X, Wang G, Cai X, Li Y. Effect of oxymatrine on murine fulminant hepatitis and hepatocyte apoptosis. Chin Med J (Engl). 2002 Apr;115(4):593-6. PMID: 12133306.

In vitro protocol:

In vivo protocol:

1. Wu XL, Zeng WZ, Jiang MD, Qin JP, Xu H. Effect of Oxymatrine on the TGFbeta-Smad signaling pathway in rats with CCl4-induced hepatic fibrosis. World J Gastroenterol. 2008 Apr 7;14(13):2100-5. doi: 10.3748/wjg.14.2100. PMID: 18395914; PMCID: PMC2701534. 2. Xiang X, Wang G, Cai X, Li Y. Effect of oxymatrine on murine fulminant hepatitis and hepatocyte apoptosis. Chin Med J (Engl). 2002 Apr;115(4):593-6. PMID: 12133306.

1: Chen S, Wu S, Lin B. The potential therapeutic value of the natural plant compounds matrine and oxymatrine in cardiovascular diseases. Front Cardiovasc Med. 2024 Jul 8;11:1417672. doi: 10.3389/fcvm.2024.1417672. PMID: 39041001; PMCID: PMC11260750. 2: Elimam H, Alhamshry NAA, Hatawsh A, Elfar N, Moussa R, Radwan AF, Abd-Elmawla MA, Elkashlan AM, Zaki MB, Abdel-Reheim MA, Mohammed OA, Doghish AS. Natural products and long noncoding RNA signatures in gallbladder cancer: a review focuses on pathogenesis, diagnosis, and drug resistance. Naunyn Schmiedebergs Arch Pharmacol. 2024 Jul 19. doi: 10.1007/s00210-024-03279-1. Epub ahead of print. PMID: 39028332. 3: Batool S, Asim L, Raffaq Qureshi F, Masood A, Mushtaq M, Saleem RSZ. Molecular Targets of Plant-based Alkaloids and Polyphenolics in Liver and Breast Cancer- An Insight into Anticancer Drug Development. Anticancer Agents Med Chem. 2024 Jul 3. doi: 10.2174/0118715206302216240628072554. Epub ahead of print. PMID: 38963106. 4: Zhang J, Sun Y, Yu M, Hu Y, Huang X, Yang G, Zhang R, Ge M. TGF-β/SMAD Pathway Mediates Cadmium Poisoning-Induced Chicken Liver Fibrosis and Epithelial-Mesenchymal Transition. Biol Trace Elem Res. 2024 Jul 3. doi: 10.1007/s12011-024-04294-2. Epub ahead of print. PMID: 38958867. 5: Shi J, Ji R, Guan Z, Zhang X, Lu Y. [Effect of oxymatrine on Cryptosporidium parvum infection in mice based on the HMGB1-TLR2/TLR4-NF- κB pathway]. Zhongguo Xue Xi Chong Bing Fang Zhi Za Zhi. 2024 Jun 17;36(3):286-293. Chinese. doi: 10.16250/j.32.1374.2024019. PMID: 38952315. 6: Sun J, Wang S, Zhao Z, Lu J, Zhang Y, An W, Li W, Yang L, Tong X. Oxymatrine Attenuates Ulcerative Colitis through Inhibiting Pyroptosis Mediated by the NLRP3 Inflammasome. Molecules. 2024 Jun 18;29(12):2897. doi: 10.3390/molecules29122897. PMID: 38930963; PMCID: PMC11206389. 7: Zhang X, Shi J, Lu Y, Ji R, Guan Z, Peng F, Zhao C, Gao W, Gao F. Mechanism of oxymatrine in the treatment of cryptosporidiosis through TNF/NF-κB signaling pathway based on network pharmacology and experimental validation. Sci Rep. 2024 Jun 24;14(1):14469. doi: 10.1038/s41598-024-65362-0. PMID: 38914662; PMCID: PMC11196726. 8: Savi PJ, de Moraes GJ, Hountondji FCC, Nansen C, de Andrade DJ. Compatibility of synthetic and biological pesticides with a biocontrol agent Phytoseiulus longipes (Acari: Phytoseiidae). Exp Appl Acarol. 2024 Aug;93(2):273-295. doi: 10.1007/s10493-024-00926-3. Epub 2024 Jun 13. PMID: 38869728; PMCID: PMC11269511. 9: He J, Qin W, Jiang S, Lin Y, Lin Y, Yang R, Xu M, Liu Q. Oxymatrine attenuates sepsis-induced inflammation and organ injury via inhibition of HMGB1/RAGE/NF-κB signaling pathway. Drug Dev Res. 2024 Jun;85(4):e22219. doi: 10.1002/ddr.22219. PMID: 38845211. 10: Liu Z, Chen H, Ning X, Li J, Pan L. Oxymatrine and Gut Microbiota Modulation: A Potential Therapeutic Strategy for Bone Cancer Pain Management. J Pain. 2024 Jun 4:104588. doi: 10.1016/j.jpain.2024.104588. Epub ahead of print. PMID: 38844152. 11: Gao BB, Wang L, Li LZ, Fei ZQ, Wang YY, Zou XM, Huang MC, Lei SS, Li B. Beneficial effects of oxymatrine from Sophora flavescens on alleviating Ulcerative colitis by improving inflammation and ferroptosis. J Ethnopharmacol. 2024 Oct 5;332:118385. doi: 10.1016/j.jep.2024.118385. Epub 2024 May 24. PMID: 38797379. 12: Shi H, Chen D, Si J, Zou Q, Guo Y, Yu J, Li C, Wang F. Efficacy and Safety of Oxymatrine in the Treatment of Patients with Erythrodermic Psoriasis. Dermatol Ther (Heidelb). 2024 Jun;14(6):1659-1670. doi: 10.1007/s13555-024-01181-5. Epub 2024 May 26. PMID: 38796792; PMCID: PMC11169162. 13: Zhong Y, Luo B, Hong M, Hu S, Zou D, Yang Y, Wei S, Faruque MO, Dong S, Zhu X, Li X, Li Y, Hu X. Oxymatrine induces apoptosis in non-small cell lung cancer cells by downregulating TRIM46. Toxicon. 2024 Jun;244:107773. doi: 10.1016/j.toxicon.2024.107773. Epub 2024 May 23. PMID: 38795848. 14: Li B, Jiao S, Guo S, Xiao T, Zeng Y, Hu Y, Li X, Xiong S, Xu Y. Deep eutectic solvent self-assembled reverse nanomicelles for transdermal delivery of sparingly soluble drugs. J Nanobiotechnology. 2024 May 21;22(1):272. doi: 10.1186/s12951-024-02552-y. PMID: 38773580; PMCID: PMC11106993. 15: Zhi Y, Zhao X, Liu Z, Shen G, Zhang T, Zhang T, Hu G. Oxymatrine Modulation of TLR3 Signaling: A Dual-Action Mechanism for H9N2 Avian Influenza Virus Defense and Immune Regulation. Molecules. 2024 Apr 24;29(9):1945. doi: 10.3390/molecules29091945. PMID: 38731436; PMCID: PMC11085666. 16: Liu Z, Han Z, Xue L, Wei W, Batudeligen. The mechanism of Traditional Mongolian medicine Daruqi particles on inflammation. Gene. 2024 Aug 20;920:148530. doi: 10.1016/j.gene.2024.148530. Epub 2024 May 3. PMID: 38703870. 17: Lan X, Zhang J, Ren S, Wang H, Shao B, Qin Y, Qin H, Sun C, Zhu Y, Li G, Wang H. Oxymatrine combined with rapamycin to attenuate acute cardiac allograft rejection. Heliyon. 2024 Apr 13;10(8):e29448. doi: 10.1016/j.heliyon.2024.e29448. PMID: 38655317; PMCID: PMC11036008. 18: Xiong Y, Wang J, Zhu H, Liu L, Jiang Y. [Retracted] Chronic oxymatrine treatment induces resistance and epithelial‑mesenchymal transition through targeting the long non‑coding RNA MALAT1 in colorectal cancer cells. Oncol Rep. 2024 Jun;51(6):73. doi: 10.3892/or.2024.8732. Epub 2024 Apr 12. PMID: 38606514; PMCID: PMC11040524. 19: Wu X, Hu S, Jia N, Zhang C, Liu C, Song J, Kuai L, Jiang W, Li B, Chen Q. Accurate network pharmacology and novel ingredients formula of herbal targeting estrogen signaling for psoriasis intervention. J Ethnopharmacol. 2024 Jul 15;329:118099. doi: 10.1016/j.jep.2024.118099. Epub 2024 Mar 28. PMID: 38554853. 20: Lou D, Fang Q, He Y, Ma R, Wang X, Li H, Qi M. Oxymatrine alleviates high- fat diet/streptozotocin-induced non-alcoholic fatty liver disease in C57BL/6 J mice by modulating oxidative stress, inflammation and fibrosis. Biomed Pharmacother. 2024 May;174:116491. doi: 10.1016/j.biopha.2024.116491. Epub 2024 Mar 26. PMID: 38537582.