MedKoo Cat#: 461917 | Name: Schisantherin B
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Description:

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

Schisantherin B is a lignan originally isolated from S. sphenanthera fruit. Schisantherin B has neuroprotective characteristics.

Chemical Structure

Schisantherin B
Schisantherin B
CAS#58546-55-7

Theoretical Analysis

MedKoo Cat#: 461917

Name: Schisantherin B

CAS#: 58546-55-7

Chemical Formula: C28H34O9

Exact Mass: 514.2203

Molecular Weight: 514.57

Elemental Analysis: C, 65.36; H, 6.66; O, 27.98

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 500.00 2 Weeks
25mg USD 800.00 2 Weeks
50mg USD 1,250.00 2 Weeks
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Related CAS #
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Synonym
Schisantherin B; Gomisin B; Schizantherin B; Schisandrer B; Wuweizi ester B;
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 (Z)-2-methylbut-2-enoate
InChi Key
BKGUPIVDQHHVMV-RZGKOBFOSA-N
InChi Code
InChI=1S/C28H34O9/c1-9-14(2)27(29)37-26-17-12-18(31-5)22(32-6)25(34-8)21(17)20-16(10-15(3)28(26,4)30)11-19-23(24(20)33-7)36-13-35-19/h9,11-12,15,26,30H,10,13H2,1-8H3/b14-9-/t15-,26-,28-/m0/s1
SMILES Code
C/C=C(C)\C(O[C@H]([C@@](C)(O)[C@@H](C)C1)C2=CC(OC)=C(OC)C(OC)=C2C3=C1C=C4OCOC4=C3OC)=O
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
Biological target:
Schisantherin B decreases escape latency in the Morris water maze and increases spontaneous alternation in the Y-maze in a mouse model of Alzheimer's disease. It increases glial expression of glutamate transporter 1 (GLP-1) and decreases immobility time in the forced swim test (FST) in mice. Schisantherin B also increases spontaneous alternation in the Y-maze in a mouse model of stress-induced short-term learning impairment induced by the FST.
In vitro activity:
Schisantherin B inhibited the formation of advanced glycation end products (AGEs). Reference: Nat Prod Res. 2016;30(4):493-6. https://pubmed.ncbi.nlm.nih.gov/25812677/
In vivo activity:
Schisantherin B might be a promising therapeutic agent for treatment of depression by regulating the GLT-1 restoration and activating the PI3K/AKT/mTOR pathway. Schisantherin B displays cognition improvement on the short-term learning and memory impairment caused by forced swimming test in aged mice. Reference: Biomol Ther (Seoul). 2019 Mar 1;27(2):160-167. https://pubmed.ncbi.nlm.nih.gov/30261717/
Solvent mg/mL mM
Solubility
DMF 30.0 58.30
DMSO 5.0 9.72
Ethanol 2.0 3.89
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 514.57 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. Poornima B, Kumar DA, Siva B, Venkanna A, Vadaparthi PR, Kumar K, Tiwari AK, Babu KS. Advanced glycation end-products inhibitors isolated from Schisandra grandiflora. Nat Prod Res. 2016;30(4):493-6. doi: 10.1080/14786419.2015.1024117. Epub 2015 Mar 27. PMID: 25812677. 2. Liu J, Zuo X, Huang M, Fang J, Li W, Shi Q, Wang Q, Liang Y. Multifunctional Gomisin B enhances cognitive function in APP/PS1 transgenic mice by regulating Aβ clearance and neuronal apoptosis. Biomed Pharmacother. 2023 Oct;166:115423. doi: 10.1016/j.biopha.2023.115423. Epub 2023 Sep 8. PMID: 37673021. 3. Xu M, Xiao F, Wang M, Yan T, Yang H, Wu B, Bi K, Jia Y. Schisantherin B Improves the Pathological Manifestations of Mice Caused by Behavior Desperation in Different Ages-Depression with Cognitive Impairment. Biomol Ther (Seoul). 2019 Mar 1;27(2):160-167. doi: 10.4062/biomolther.2018.074. PMID: 30261717; PMCID: PMC6430225.
In vitro protocol:
1. Poornima B, Kumar DA, Siva B, Venkanna A, Vadaparthi PR, Kumar K, Tiwari AK, Babu KS. Advanced glycation end-products inhibitors isolated from Schisandra grandiflora. Nat Prod Res. 2016;30(4):493-6. doi: 10.1080/14786419.2015.1024117. Epub 2015 Mar 27. PMID: 25812677.
In vivo protocol:
1. Liu J, Zuo X, Huang M, Fang J, Li W, Shi Q, Wang Q, Liang Y. Multifunctional Gomisin B enhances cognitive function in APP/PS1 transgenic mice by regulating Aβ clearance and neuronal apoptosis. Biomed Pharmacother. 2023 Oct;166:115423. doi: 10.1016/j.biopha.2023.115423. Epub 2023 Sep 8. PMID: 37673021. 2. Xu M, Xiao F, Wang M, Yan T, Yang H, Wu B, Bi K, Jia Y. Schisantherin B Improves the Pathological Manifestations of Mice Caused by Behavior Desperation in Different Ages-Depression with Cognitive Impairment. Biomol Ther (Seoul). 2019 Mar 1;27(2):160-167. doi: 10.4062/biomolther.2018.074. PMID: 30261717; PMCID: PMC6430225.
1: Lin L, Tang Z, Xie H, Yang L, Yang B, Li H. Characterization of Differences in Chemical Profiles and Antioxidant Activities of Schisandra chinensis and Schisandra sphenanthera Based on Multi-Technique Data Fusion. Molecules. 2024 Oct 14;29(20):4865. doi: 10.3390/molecules29204865. PMID: 39459232; PMCID: PMC11510710. 2: 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. 3: Jafernik K, Kubica P, Dziurka M, Kulinowski Ł, Korona-Głowniak I, Elansary HO, Waligórski P, Skalicka-Woźniak K, Szopa A. Comparative Assessment of Lignan Profiling and Biological Activities of Schisandra henryi Leaf and In Vitro PlantForm Bioreactor-Grown Culture Extracts. Pharmaceuticals (Basel). 2024 Mar 29;17(4):442. doi: 10.3390/ph17040442. PMID: 38675405; PMCID: PMC11053505. 4: Ding Y, Guo N, Jiang Y, Liu S, Zhou T, Bai H, Lv Y, Han S, He L. Establishment of cluster of differentiation 20 immobilized cell membrane chromatography for the screening of active antitumor components in traditional Chinese medicine. J Chromatogr A. 2024 Apr 26;1721:464845. doi: 10.1016/j.chroma.2024.464845. Epub 2024 Mar 24. PMID: 38552371. 5: Wang Y, Zhu J, Du X, Li Y. Simultaneous Extraction and Determination of Lignans from Schisandra chinensis (Turcz.) Baill. via Diol-Based Matrix Solid-Phase Dispersion with High-Performance Liquid Chromatography. Molecules. 2023 Sep 5;28(18):6448. doi: 10.3390/molecules28186448. PMID: 37764224; PMCID: PMC10535609. 6: Liu J, Zuo X, Huang M, Fang J, Li W, Shi Q, Wang Q, Liang Y. Multifunctional Gomisin B enhances cognitive function in APP/PS1 transgenic mice by regulating Aβ clearance and neuronal apoptosis. Biomed Pharmacother. 2023 Oct;166:115423. doi: 10.1016/j.biopha.2023.115423. Epub 2023 Sep 8. PMID: 37673021. 7: Liu J, Wu Q, Wu Q, Zhong G, Liang Y, Gu Y, Hu Y, Wang W, Hao N, Fang S, Li W, Pan H, Wang Q, Fang J. Modulating endoplasmic reticulum stress in APP/PS1 mice by Gomisin B and Osthole in Bushen-Yizhi formula: Synergistic effects and therapeutic implications for Alzheimer's disease. Phytomedicine. 2023 Oct;119:155023. doi: 10.1016/j.phymed.2023.155023. Epub 2023 Aug 12. PMID: 37586159. 8: 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. 9: Ye J, Huang F, Zeng H, Xu X, Wu G, Tian S, Zhao J, Zhang W. Multi-omics and network pharmacology study reveals the effects of Dengzhan Shengmai capsule against neuroinflammatory injury and thrombosis induced by ischemic stroke. J Ethnopharmacol. 2023 Apr 6;305:116092. doi: 10.1016/j.jep.2022.116092. Epub 2022 Dec 29. PMID: 36587875. 10: Du LJ, Zhang XN, Li SS, Sun YF, Jin HZ, Yan SK, Han CG. Network pharmacological investigation into the mechanism of Kaixinsan powder for the treatment of depression. Metab Brain Dis. 2022 Dec;37(8):2903-2914. doi: 10.1007/s11011-022-01067-5. Epub 2022 Sep 7. PMID: 36070047. 11: Liu JM, Chen JM, Lin MJ, Wu FC, Ma CR, Zuo X, Yu WQ, Huang MJ, Fang JS, Li WR, Wang Q, Liang Y. Screening and verification of CYP3A4 inhibitors from Bushen-Yizhi formula to enhance the bioavailability of osthole in rat plasma. J Ethnopharmacol. 2022 Jan 10;282:114643. doi: 10.1016/j.jep.2021.114643. Epub 2021 Sep 14. PMID: 34534597. 12: Sobstyl E, Szopa A, Ekiert H, Gnat S, Typek R, Choma IM. Effect directed analysis and TLC screening of Schisandra chinensis fruits. J Chromatogr A. 2020 May 10;1618:460942. doi: 10.1016/j.chroma.2020.460942. Epub 2020 Feb 3. PMID: 32057448. 13: Fan S, Liu C, Jiang Y, Gao Y, Chen Y, Fu K, Yao X, Huang M, Bi H. Lignans from Schisandra sphenanthera protect against lithocholic acid-induced cholestasis by pregnane X receptor activation in mice. J Ethnopharmacol. 2019 Dec 5;245:112103. doi: 10.1016/j.jep.2019.112103. Epub 2019 Jul 20. PMID: 31336134. 14: Ma H, Liu T, Li J, Ding M, Gao XM, Chang YX. The in-capillary- 2,2-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid)-sweeping micellar electrokinetic chromatography - Diode array detector method for screening and quantifying trace natural antioxidants from Schisandra chinensis. J Chromatogr A. 2019 May 24;1593:147-155. doi: 10.1016/j.chroma.2019.01.050. Epub 2019 Jan 19. PMID: 30685187. 15: Szopa A, Dziurka M, Warzecha A, Kubica P, Klimek-Szczykutowicz M, Ekiert H. Targeted Lignan Profiling and Anti-Inflammatory Properties of Schisandra rubriflora and Schisandra chinensis Extracts. Molecules. 2018 Nov 27;23(12):3103. doi: 10.3390/molecules23123103. PMID: 30486445; PMCID: PMC6321394. 16: Xu M, Xiao F, Wang M, Yan T, Yang H, Wu B, Bi K, Jia Y. Schisantherin B Improves the Pathological Manifestations of Mice Caused by Behavior Desperation in Different Ages-Depression with Cognitive Impairment. Biomol Ther (Seoul). 2019 Mar 1;27(2):160-167. doi: 10.4062/biomolther.2018.074. PMID: 30261717; PMCID: PMC6430225. 17: Zhai J, Zhang F, Gao S, Chen L, Feng G, Yin J, Chen W. Schisandra chinensis extract decreases chloroacetaldehyde production in rats and attenuates cyclophosphamide toxicity in liver, kidney and brain. J Ethnopharmacol. 2018 Jan 10;210:223-231. doi: 10.1016/j.jep.2017.08.020. Epub 2017 Aug 15. PMID: 28821392. 18: Poornima B, Siva B, Venkanna A, Shankaraiah G, Jain N, Yadav DK, Misra S, Babu KS. Novel Gomisin B analogues as potential cytotoxic agents: Design, synthesis, biological evaluation and docking studies. Eur J Med Chem. 2017 Oct 20;139:441-453. doi: 10.1016/j.ejmech.2017.07.076. Epub 2017 Aug 1. PMID: 28818768. 19: He XR, Han SY, Li XH, Zheng WX, Pang LN, Jiang ST, Li PP. Chinese medicine Bu-Fei decoction attenuates epithelial-mesenchymal transition of non-small cell lung cancer via inhibition of transforming growth factor β1 signaling pathway in vitro and in vivo. J Ethnopharmacol. 2017 May 23;204:45-57. doi: 10.1016/j.jep.2017.04.008. Epub 2017 Apr 12. PMID: 28412214. 20: Liu K, Song Y, Liu Y, Peng M, Li H, Li X, Feng B, Xu P, Su D. An integrated strategy using UPLC-QTOF-MSE and UPLC-QTOF-MRM (enhanced target) for pharmacokinetics study of wine processed Schisandra Chinensis fructus in rats. J Pharm Biomed Anal. 2017 May 30;139:165-178. doi: 10.1016/j.jpba.2017.02.043. Epub 2017 Feb 27. PMID: 28284081.