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MedKoo Cat#: 461918 | Name: Schisantherin A
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Description:

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

Schisantherin A, also known as Gomisin C, is a dibenzocyclooctadiene lignan isolated from the fruit of Schisandra sphenanthera with anti-inflammatory properties.

Chemical Structure

Schisantherin A
Schisantherin A
CAS#58546-56-8

Theoretical Analysis

MedKoo Cat#: 461918

Name: Schisantherin A

CAS#: 58546-56-8

Chemical Formula: C30H32O9

Exact Mass: 536.2046

Molecular Weight: 536.57

Elemental Analysis: C, 67.15; H, 6.01; O, 26.84

Price and Availability

Size Price Availability Quantity
100mg USD 450.00 2 Weeks
250mg USD 850.00 2 Weeks
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Synonym
Schisantherin A; Schizandrol-A; Gomisin C; Schizantherin A; Schizantherin-A; Wuweizi ester A
IUPAC/Chemical Name
(5S,6S,7S)-6-hydroxy-1,2,3,13-tetramethoxy-6,7-dimethyl-5,6,7,8-tetrahydrobenzo[3',4']cycloocta[1',2':4,5]benzo[1,2-d][1,3]dioxol-5-yl benzoate
InChi Key
UFCGDBKFOKKVAC-DSASHONVSA-N
InChi Code
InChI=1S/C30H32O9/c1-16-12-18-13-21-25(38-15-37-21)26(35-5)22(18)23-19(14-20(33-3)24(34-4)27(23)36-6)28(30(16,2)32)39-29(31)17-10-8-7-9-11-17/h7-11,13-14,16,28,32H,12,15H2,1-6H3/t16-,28-,30-/m0/s1
SMILES Code
O[C@]([C@@H](C)C1)(C)[C@@H](OC(C2=CC=CC=C2)=O)C3=CC(OC)=C(OC)C(OC)=C3C4=C1C=C5OCOC5=C4OC
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
>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:
Schisantherin A scavenges oxygen radicals and reduces the production of reactive oxygen species by inhibiting neutrophil activity. Schisantherin A has been shown to attenuate respiratory burst in rat peripheral neutrophils via suppression of NADPH oxidase and inhibition of cytosolic calcium release from intracellular stores. Schisantherin A can induce liver microsomal cytochrome P450.
In vitro activity:
The results of this study indicated that schisantherin A is a promising chemotherapeutic candidate for gastric cancer. Schisantherin A had an anti-proliferation effect on gastric cancer cell lines MKN45 and SGC-7901, inducing cell cycle arrest at G2/M phase and cell apoptosis, and inhibiting cell migration. Schisantherin A induced ROS-dependent JNK phosphorylation with higher ROS production. Schisantherin A also suppressed Nrf2 expression levels. Reference: Biochem Pharmacol. 2020 Mar;173:113673. https://pubmed.ncbi.nlm.nih.gov/31629709/
In vivo activity:
Schisantherin A protected against cardiac injury in an ISO-induced myocardial infarction rat model by attenuating heart/body weight ratio, myocardial infarct size, and cardiac biomarkers. It reduced oxidative stress and inflammation markers through activation of the PI3K-AKT/Nrf2/ARE pathway and suppression of TLR4/MAPK/NF-κB pathways. Schisantherin A treatment also preserved cardiac histopathology in ISO-treated rats. Reference: BMC Complement Med Ther. 2023 Aug 4;23(1):277. https://pubmed.ncbi.nlm.nih.gov/37542250/
Solvent mg/mL mM
Solubility
DMF 10.0 18.64
DMSO 10.0 18.64
Ethanol 5.0 9.32
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 536.57 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.

Recalculate based on batch purity %
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. Wang Z, Yu K, Hu Y, Su F, Gao Z, Hu T, Yang Y, Cao X, Qian F. Schisantherin A induces cell apoptosis through ROS/JNK signaling pathway in human gastric cancer cells. Biochem Pharmacol. 2020 Mar;173:113673. doi: 10.1016/j.bcp.2019.113673. Epub 2019 Oct 17. PMID: 31629709. 2. Liao S, Zhou K, Li D, Xie X, Jun F, Wang J. Schisantherin A suppresses interleukin-1β-induced inflammation in human chondrocytes via inhibition of NF-κB and MAPKs activation. Eur J Pharmacol. 2016 Jun 5;780:65-70. doi: 10.1016/j.ejphar.2016.03.032. Epub 2016 Mar 17. PMID: 26997368. 3. Mi X, Zhang Z, Cheng J, Xu Z, Zhu K, Ren Y. Cardioprotective effects of Schisantherin A against isoproterenol-induced acute myocardial infarction through amelioration of oxidative stress and inflammation via modulation of PI3K-AKT/Nrf2/ARE and TLR4/MAPK/NF-κB pathways in rats. BMC Complement Med Ther. 2023 Aug 4;23(1):277. doi: 10.1186/s12906-023-04081-x. PMID: 37542250; PMCID: PMC10401759. 4. Yu S, Jiang J, Li Q, Liu X, Wang Z, Yang L, Ding L. Schisantherin A alleviates non-alcoholic fatty liver disease by restoring intestinal barrier function. Front Cell Infect Microbiol. 2022 Sep 5;12:855008. doi: 10.3389/fcimb.2022.855008. PMID: 36132991; PMCID: PMC9483129.
In vitro protocol:
1. Wang Z, Yu K, Hu Y, Su F, Gao Z, Hu T, Yang Y, Cao X, Qian F. Schisantherin A induces cell apoptosis through ROS/JNK signaling pathway in human gastric cancer cells. Biochem Pharmacol. 2020 Mar;173:113673. doi: 10.1016/j.bcp.2019.113673. Epub 2019 Oct 17. PMID: 31629709. 2. Liao S, Zhou K, Li D, Xie X, Jun F, Wang J. Schisantherin A suppresses interleukin-1β-induced inflammation in human chondrocytes via inhibition of NF-κB and MAPKs activation. Eur J Pharmacol. 2016 Jun 5;780:65-70. doi: 10.1016/j.ejphar.2016.03.032. Epub 2016 Mar 17. PMID: 26997368.
In vivo protocol:
1. Mi X, Zhang Z, Cheng J, Xu Z, Zhu K, Ren Y. Cardioprotective effects of Schisantherin A against isoproterenol-induced acute myocardial infarction through amelioration of oxidative stress and inflammation via modulation of PI3K-AKT/Nrf2/ARE and TLR4/MAPK/NF-κB pathways in rats. BMC Complement Med Ther. 2023 Aug 4;23(1):277. doi: 10.1186/s12906-023-04081-x. PMID: 37542250; PMCID: PMC10401759. 2. Yu S, Jiang J, Li Q, Liu X, Wang Z, Yang L, Ding L. Schisantherin A alleviates non-alcoholic fatty liver disease by restoring intestinal barrier function. Front Cell Infect Microbiol. 2022 Sep 5;12:855008. doi: 10.3389/fcimb.2022.855008. PMID: 36132991; PMCID: PMC9483129.
1: Liang Y, Fang J, Zhou X, Zhang Z, Liu W, Hu Y, Yu X, Mu Y, Zhang H, Liu P, Chen J. Corrigendum to "Schisantherin A protects hepatocyte via upregulating DDAH1 to ameliorate liver fibrosis in mice" [Phytomedicine, 2024, 124: 155330]. Phytomedicine. 2024 Nov;134:155980. doi: 10.1016/j.phymed.2024.155980. Epub 2024 Aug 31. Erratum for: Phytomedicine. 2024 Feb;124:155330. doi: 10.1016/j.phymed.2023.155330. PMID: 39218735. 2: Lim JJ, Choi HS, Kim H. Anti-pneumoconiosis effect of schisantherin A in PMA- induced A549 cells and SiO2/TiO2nanoparticles-induced acute pulmonary injury in mice. Eur J Pharmacol. 2024 Nov 5;982:176938. doi: 10.1016/j.ejphar.2024.176938. Epub 2024 Aug 23. PMID: 39181224. 3: Wang L, Liu K, Wu T, Chen X, Chen Y, Yue C, Wang Z, Wu H, Tang L. Effective strategy for distinguishing raw and vinegar Schisandrae Chinensis Fructus based on electronic eye and electronic tongue combined with chemometrics. Phytochem Anal. 2024 Aug 5. doi: 10.1002/pca.3427. Epub ahead of print. PMID: 39103224. 4: Zheng A, Yang D, Pan C, He Q, Zhu X, Xiang X, Ji P. Modeling the complexity of drug-drug interactions: A physiologically-based pharmacokinetic study of Lenvatinib with Schisantherin A/Schisandrin A. Eur J Pharm Sci. 2024 May 1;196:106757. doi: 10.1016/j.ejps.2024.106757. Epub 2024 Mar 30. PMID: 38556066. 5: He D, Pei X, Liu B, Li J, Dong J, Efferth T, Ma P. Lignan contents of Schisandra chinensis (Turcz.) Baill. from different origins-A new model for evaluating the content of prominent components of Chinese herbs. Phytomedicine. 2024 Jun;128:155361. doi: 10.1016/j.phymed.2024.155361. Epub 2024 Jan 15. PMID: 38552434. 6: Liu L, Zhou Y, Huang X, Chen H, Gong Z, Zhang J, Zeng F, Zhou H, Zhang Y. Effects of WuZhi preparations on tacrolimus in pediatric and adult patients carrying the CYP3A5*1 allele of heart transplant during the early period after transplantation. Clin Transplant. 2024 Jan;38(1):e15237. doi: 10.1111/ctr.15237. PMID: 38289887. 7: Liang Y, Fang J, Zhou X, Zhang Z, Liu W, Hu Y, Yu X, Mu Y, Zhang H, Liu P, Chen J. Schisantherin A protects hepatocyte via upregulating DDAH1 to ameliorate liver fibrosis in mice. Phytomedicine. 2024 Feb;124:155330. doi: 10.1016/j.phymed.2023.155330. Epub 2023 Dec 30. Erratum in: Phytomedicine. 2024 Nov;134:155980. doi: 10.1016/j.phymed.2024.155980. PMID: 38185067. 8: Lin LJ, Zhang MX, Li H, Lan XM, Wei XL, Guo C, Yang B. [Identification of Q-markers for Schisandrae Sphenantherae Fructus in treating drug-induced liver injury based on network pharmacology, fingerprint and quantitative analysis]. Zhongguo Zhong Yao Za Zhi. 2023 Oct;48(20):5460-5473. Chinese. doi: 10.19540/j.cnki.cjcmm.20230627.201. PMID: 38114139. 9: Chang X, Li G, Yang B, Lin D. Protection of schisantherin A against dictamnine-induced hepatotoxicity: Pharmacokinetic insights. J Appl Toxicol. 2024 Apr;44(4):501-509. doi: 10.1002/jat.4557. Epub 2023 Oct 24. PMID: 37873635. 10: Mi X, Zhang Z, Cheng J, Xu Z, Zhu K, Ren Y. Cardioprotective effects of Schisantherin A against isoproterenol-induced acute myocardial infarction through amelioration of oxidative stress and inflammation via modulation of PI3K-AKT/Nrf2/ARE and TLR4/MAPK/NF-κB pathways in rats. BMC Complement Med Ther. 2023 Aug 4;23(1):277. doi: 10.1186/s12906-023-04081-x. PMID: 37542250; PMCID: PMC10401759. 11: Zhang Z, Zhao Y, Cai J, Wang T, Song Y, Lu J, Du H, Wang W, Zhao Y, Guo L. Optimized Extraction, Identification and Anti-Biofilm Action of Wu Wei Zi (Fructus Schisandrae Chinensis) Extracts against Vibrio parahaemolyticus. Molecules. 2023 Feb 28;28(5):2268. doi: 10.3390/molecules28052268. PMID: 36903518; PMCID: PMC10005123. 12: Olas B. Cardioprotective Potential of Berries of Schisandra chinensis Turcz. (Baill.), Their Components and Food Products. Nutrients. 2023 Jan 23;15(3):592. doi: 10.3390/nu15030592. PMID: 36771299; PMCID: PMC9919427. 13: Feng F, Pan L, Wu J, Liu M, He L, Yang L, Zhou W. Schisantherin A inhibits cell proliferation by regulating glucose metabolism pathway in hepatocellular carcinoma. Front Pharmacol. 2022 Nov 8;13:1019486. doi: 10.3389/fphar.2022.1019486. PMID: 36425581; PMCID: PMC9679220. 14: Zhou Y, Huang X, Liu L, Zeng F, Han Y, Zhang J, Zhou H, Zhang Y. Effect of Wuzhi preparations on tacrolimus in CYP3A5 expressers during the early period after transplantation: A real-life experience from heart transplant recipients. Transpl Immunol. 2023 Feb;76:101748. doi: 10.1016/j.trim.2022.101748. Epub 2022 Nov 21. PMID: 36423734. 15: Gao F, Zhang T, Zhang H, Dai Z, Gu Y, Lu M, Zhang Z, Zeng Q, Shang B, Gao S, Wang N, Xu B, Lei H. Explore bioactive ingredients and potential mechanism of Houpo Mahuang decoction for chronic bronchitis based on UHPLC-Q exactive orbitrap HRMS, network pharmacology, and experiment verification. J Ethnopharmacol. 2023 Mar 1;303:115924. doi: 10.1016/j.jep.2022.115924. Epub 2022 Nov 19. PMID: 36414217. 16: Wang J, Zhang G, Yang Y, Zhang X, Shi K, Zhang X, Yan T, Jia Y. Schisandra chinensis Lignans Exert Antidepressant Effects by Promoting BV2 Microglia Polarization toward the M2 Phenotype through the Activation of the Cannabinoid Receptor Type-2-Signal Transducer and Activator of Transcription 6 Pathway. J Agric Food Chem. 2022 Nov 9;70(44):14157-14169. doi: 10.1021/acs.jafc.2c04565. Epub 2022 Oct 31. PMID: 36349542. 17: Yu S, Jiang J, Li Q, Liu X, Wang Z, Yang L, Ding L. Schisantherin A alleviates non-alcoholic fatty liver disease by restoring intestinal barrier function. Front Cell Infect Microbiol. 2022 Sep 5;12:855008. doi: 10.3389/fcimb.2022.855008. PMID: 36132991; PMCID: PMC9483129. 18: Wang HJ, Chia-Hui Tan E, Chiang TY, Chen WC, Shen CC, Ueng YF. Effect of repeated Shengmai-San administration on nifedipine pharmacokinetics and the risk/benefit under co-treatment. J Food Drug Anal. 2022 Mar 15;30(1):111-127. doi: 10.38212/2224-6614.3401. PMID: 35647719; PMCID: PMC9931008. 19: Cui Y, Ma Y, Li Y, Song H, Dong Z. Influence of schisantherin A on the pharmacokinetics of lenvatinib in rats and its potential mechanism. J Gastrointest Oncol. 2022 Apr;13(2):802-811. doi: 10.21037/jgo-22-174. PMID: 35557593; PMCID: PMC9086034. 20: Xiao Z, Xiao W, Li G. Research Progress on the Pharmacological Action of Schisantherin A. Evid Based Complement Alternat Med. 2022 Feb 12;2022:6420865. doi: 10.1155/2022/6420865. PMID: 35190748; PMCID: PMC8858060.