MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 146168 | Name: Taspine

Description:

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

Taspine is an alkaloid compound found in various plants, notably Millettia reticulata, and is known for its anti-inflammatory and analgesic properties. It works by inhibiting the production of pro-inflammatory cytokines and reducing oxidative stress, which helps alleviate pain and inflammation. Taspine has been traditionally used in herbal medicine to treat conditions like rheumatoid arthritis and other inflammatory diseases. Its mechanism involves modulating immune system activity and promoting the healing of damaged tissues.

Chemical Structure

Taspine
Taspine
CAS#602-07-3

Theoretical Analysis

MedKoo Cat#: 146168

Name: Taspine

CAS#: 602-07-3

Chemical Formula: C20H19NO6

Exact Mass: 369.1212

Molecular Weight: 369.37

Elemental Analysis: C, 65.03; H, 5.19; N, 3.79; O, 25.99

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Taspine; Thaspine; Taspin;
IUPAC/Chemical Name
1-(2-(dimethylamino)ethyl)-3,8-dimethoxychromeno[5,4,3-cde]chromene-5,10-dione
InChi Key
MTAWKURMWOXCEO-UHFFFAOYSA-N
InChi Code
1S/C20H19NO6/c1-21(2)8-7-10-9-13(25-4)18-16-14(10)20(23)27-17-12(24-3)6-5-11(15(16)17)19(22)26-18/h5-6,9H,7-8H2,1-4H3
SMILES Code
COC1=CC(CCN(C)C)=C2C(=O)OC3=C(OC)C=CC4=C3C2=C1OC4=O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 369.37 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.

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
1: Nadzirin IB, Fortuny-Gomez A, Ngum N, Richards D, Ali S, Searcey M, Fountain SJ. Taspine is a natural product that suppresses P2X4 receptor activity via phosphoinositide 3-kinase inhibition. Br J Pharmacol. 2021 Dec;178(24):4859-4872. doi: 10.1111/bph.15663. Epub 2021 Sep 21. PMID: 34398973. 2: Zhang Y, He L, Meng L, Luo W. Taspine isolated from Radix et Rhizoma Leonticis inhibits proliferation and migration of endothelial cells as well as chicken chorioallantoic membrane neovascularisation. Vascul Pharmacol. 2008 Feb- Mar;48(2-3):129-37. doi: 10.1016/j.vph.2008.01.008. Epub 2008 Feb 8. PMID: 18304881. 3: Vaisberg AJ, Milla M, Planas MC, Cordova JL, de Agusti ER, Ferreyra R, Mustiga MC, Carlin L, Hammond GB. Taspine is the cicatrizant principle in Sangre de Grado extracted from Croton lechleri. Planta Med. 1989 Apr;55(2):140-3. doi: 10.1055/s-2006-961907. PMID: 2748730. 4: Zhao J, Zhao L, Chen W, He L, Li X. Taspine downregulates VEGF expression and inhibits proliferation of vascular endothelial cells through PI3 kinase and MAP kinase signaling pathways. Biomed Pharmacother. 2008 Jul-Aug;62(6):383-9. doi: 10.1016/j.biopha.2007.07.013. Epub 2007 Aug 22. PMID: 17826025. 5: Liu R, Wang W, Dai B, Liu Y, Zhang Y. Taspine derivative TAS9 regulates cell growth and metastasis of human hepatocellular carcinoma. Mol Med Rep. 2015 Nov;12(5):7735-41. doi: 10.3892/mmr.2015.4398. Epub 2015 Sep 30. PMID: 26459497. 6: Dai B, Wang W, Ma Y, Liu R, Zhang Y. A taspine derivative supresses Caco-2 cell growth by competitively targeting EphrinB2 and regulating its pathway. Oncol Rep. 2016 Sep;36(3):1526-34. doi: 10.3892/or.2016.4960. Epub 2016 Jul 21. PMID: 27460008. 7: Zhan Y, Zhang Y, Chen Y, Wang N, Zheng L, He L. Activity of taspine isolated from Radix et Rhizoma Leonticis against estrogen-receptor-positive breast cancer. Fitoterapia. 2011 Sep;82(6):896-902. doi: 10.1016/j.fitote.2011.05.004. Epub 2011 May 14. PMID: 21605638. 8: Wang X, Gao Y, Sun X. Effect of Taspine hydrochloride on the repair of rat skin wounds by regulating keratinocyte growth factor signal. Bioengineered. 2022 Jan;13(1):789-799. doi: 10.1080/21655979.2021.2012920. PMID: 34898359; PMCID: PMC8805989. 9: Rollinger JM, Schuster D, Baier E, Ellmerer EP, Langer T, Stuppner H. Taspine: bioactivity-guided isolation and molecular ligand-target insight of a potent acetylcholinesterase inhibitor from Magnolia x soulangiana. J Nat Prod. 2006 Sep;69(9):1341-6. doi: 10.1021/np060268p. PMID: 16989531; PMCID: PMC3526713. 10: Zhang J, Zhang Y, Zhang S, Wang S, He L. Discovery of novel taspine derivatives as antiangiogenic agents. Bioorg Med Chem Lett. 2010 Jan 15;20(2):718-21. doi: 10.1016/j.bmcl.2009.11.073. Epub 2009 Dec 14. Erratum in: Bioorg Med Chem Lett. 2010 Mar 1;20(5):1797. PMID: 20006929. 11: Dai B, Wang W, Liu R, Wang H, Zhang Y. Novel taspine derivative 12k inhibits cell growth and induces apoptosis in lung cell carcinoma. Biomed Pharmacother. 2015 Mar;70:227-33. doi: 10.1016/j.biopha.2015.01.024. Epub 2015 Feb 7. PMID: 25776505. 12: Dai B, Ma Y, Yang T, Wang W, Zhang Y. Taspine derivative 12k suppressed A549 cell migration through the Wnt/β-catenin and EphrinB2 signaling pathway. Biomed Pharmacother. 2017 Mar;87:102-109. doi: 10.1016/j.biopha.2016.12.077. Epub 2016 Dec 31. PMID: 28049091. 13: Zhang Y, Zheng L, Zhang J, Dai B, Wang N, Chen Y, He L. Antitumor activity of taspine by modulating the EGFR signaling pathway of Erk1/2 and Akt in vitro and in vivo. Planta Med. 2011 Nov;77(16):1774-81. doi: 10.1055/s-0030-1271132. Epub 2011 May 25. PMID: 21614750. 14: Zhang Y, Jiang Q, Wang N, Dai B, Chen Y, He L. Effects of taspine on proliferation and apoptosis by regulating caspase-3 expression and the ratio of Bax/Bcl-2 in A431 cells. Phytother Res. 2011 Mar;25(3):357-64. doi: 10.1002/ptr.3268. PMID: 20683843. 15: Lu W, Dai B, Ma W, Zhang Y. A novel taspine analog, HMQ1611, inhibits growth of non-small cell lung cancer by inhibiting angiogenesis. Oncol Lett. 2012 Nov;4(5):1109-1113. doi: 10.3892/ol.2012.855. Epub 2012 Aug 8. PMID: 23162661; PMCID: PMC3499587. 16: Zhang Y, He L, Zhou Y. Taspine isolated from Radix et Rhizoma Leonticis inhibits growth of human umbilical vein endothelial cell (HUVEC) by inducing its apoptosis. Phytomedicine. 2008 Jan;15(1-2):112-9. doi: 10.1016/j.phymed.2007.09.021. Epub 2007 Oct 31. PMID: 17976967. 17: Zhang Y, He L, Meng L, Luo W, Xu X. Suppression of tumor-induced angiogenesis by taspine isolated from Radix et Rhizoma Leonticis and its mechanism of action in vitro. Cancer Lett. 2008 Apr 8;262(1):103-13. doi: 10.1016/j.canlet.2007.11.035. Epub 2008 Jan 3. PMID: 18180095. 18: Montopoli M, Bertin R, Chen Z, Bolcato J, Caparrotta L, Froldi G. Croton lechleri sap and isolated alkaloid taspine exhibit inhibition against human melanoma SK23 and colon cancer HT29 cell lines. J Ethnopharmacol. 2012 Dec 18;144(3):747-53. doi: 10.1016/j.jep.2012.10.032. Epub 2012 Oct 30. PMID: 23123266. 19: Perdue GP, Blomster RN, Blake DA, Farnsworth NR. South American plants II: taspine isolation and anti-inflammatory activity. J Pharm Sci. 1979 Jan;68(1):124-6. doi: 10.1002/jps.2600680145. PMID: 758452. 20: Wang N, Zheng L, Zhan Y, Zhang Y. A novel taspine derivative suppresses human liver tumor growth and invasion in vitro and in vivo. Oncol Lett. 2013 Sep;6(3):855-859. doi: 10.3892/ol.2013.1452. Epub 2013 Jul 9. PMID: 24137425; PMCID: PMC3789021.