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MedKoo Cat#: 585177 | Name: Sophocarpine

Description:

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

Sophocarpine is a natural product found to have anti-inflammatory, anti-cancer, and antiviral activity shown to protect mice from a form of hepatitis by inhibiting the IFNg/STAT1 pathway.

Chemical Structure

Sophocarpine
Sophocarpine
CAS#6483-15-4

Theoretical Analysis

MedKoo Cat#: 585177

Name: Sophocarpine

CAS#: 6483-15-4

Chemical Formula: C15H22N2O

Exact Mass: 246.1732

Molecular Weight: 246.35

Elemental Analysis: C, 73.13; H, 9.00; N, 11.37; O, 6.49

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.
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Related CAS #
No Data
Synonym
Sophocarpine; (-)-Sophocarpine
IUPAC/Chemical Name
1H,5H,10H-Dipyrido(2,1-f:3',2',1'-ij)(1,6)naphthyridin-10-one, 2,3,6,7,7a,8,13,13a,13b,13c-decahydro-, (7aS,13aR,13bR,13cS)-
InChi Key
AAGFPTSOPGCENQ-JLNYLFASSA-N
InChi Code
InChI=1S/C15H22N2O/c18-14-7-1-6-13-12-5-3-9-16-8-2-4-11(15(12)16)10-17(13)14/h1,7,11-13,15H,2-6,8-10H2/t11-,12+,13+,15-/m0/s1
SMILES Code
O=C1N2[C@@](CC=C1)([H])[C@]3([H])[C@](N4CCC3)([H])[C@](CCC4)([H])C2
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 246.35 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: Li X, Wang M, Hong H, Luo C, Liu Z, Yang R. Sophocarpine attenuates murine lupus nephritis via inhibiting NLRP3 inflammasome and NF-κB activation. Immunol Res. 2018 Aug;66(4):521-527. doi: 10.1007/s12026-018-9012-9. PubMed PMID: 30047025. 2: Gao Y, Jiang W, Dong C, Li C, Fu X, Min L, Tian J, Jin H, Shen J. Anti-inflammatory effects of sophocarpine in LPS-induced RAW 264.7 cells via NF-κB and MAPKs signaling pathways. Toxicol In Vitro. 2012 Feb;26(1):1-6. doi: 10.1016/j.tiv.2011.09.019. Epub 2011 Sep 29. PubMed PMID: 21978812. 3: Sang XX, Wang RL, Zhang CE, Liu SJ, Shen HH, Guo YM, Zhang YM, Niu M, Wang JB, Bai ZF, Xiao XH. Sophocarpine Protects Mice from ConA-Induced Hepatitis via Inhibition of the IFN-Gamma/STAT1 Pathway. Front Pharmacol. 2017 Mar 21;8:140. doi: 10.3389/fphar.2017.00140. eCollection 2017. PubMed PMID: 28377718; PubMed Central PMCID: PMC5359249. 4: Zhu L, Zhu L. Sophocarpine suppress inflammatory response in human fibroblast-like synoviocytes and in mice with collagen-induced arthritis. Eur Cytokine Netw. 2017 Sep 1;28(3):120-126. doi: 10.1684/ecn.2017.0400. PubMed PMID: 29187339. 5: Jiang Z, Meng Y, Bo L, Wang C, Bian J, Deng X. Sophocarpine Attenuates LPS-Induced Liver Injury and Improves Survival of Mice through Suppressing Oxidative Stress, Inflammation, and Apoptosis. Mediators Inflamm. 2018 May 16;2018:5871431. doi: 10.1155/2018/5871431. eCollection 2018. PubMed PMID: 29861657; PubMed Central PMCID: PMC5976937. 6: Huang Y, Chen X, Guo G, Guo W, Ma Q, Yuan J. Sophocarpine inhibits the growth of gastric cancer cells via autophagy and apoptosis. Front Biosci (Landmark Ed). 2019 Mar 1;24:616-627. PubMed PMID: 30844702. 7: Wang Q, Wang T, Zhu L, He N, Duan C, Deng W, Zhang H, Zhang X. Sophocarpine inhibits tumorgenesis of colorectal cancer via downregulation of MEK/ERK/VEGF pathway. Biol Pharm Bull. 2019 Aug 21. doi: 10.1248/bpb.b19-00353. [Epub ahead of print] PubMed PMID: 31434836. 8: Song CY, Zeng X, Wang Y, Shi J, Qian H, Zhang Y, Fang JQ, Sheng X, Zheng JM, Chen YX. Sophocarpine attenuates toll-like receptor 4 in steatotic hepatocytes to suppress pro-inflammatory cytokines synthesis. J Gastroenterol Hepatol. 2015 Feb;30(2):405-12. doi: 10.1111/jgh.12691. PubMed PMID: 25089018. 9: Wang D, Xu N, Zhang Z, Yang S, Qiu C, Li C, Deng G, Guo M. RETRACTED: Sophocarpine displays anti-inflammatory effect via inhibiting TLR4 and TLR4 downstream pathways on LPS-induced mastitis in the mammary gland of mice. Int Immunopharmacol. 2016 Jun;35:111-118. doi: 10.1016/j.intimp.2016.03.026. Epub 2016 Apr 16. Retraction in: Int Immunopharmacol. 2017 Sep;50:370. PubMed PMID: 27039209. 10: Sun S, Zhang H, Sun F, Zhao L, Zhong Y, Chai Y, Zhang G. Intestinal transport of sophocarpine across the Caco-2 cell monolayer model and quantification by LC/MS. Biomed Chromatogr. 2014 Jun;28(6):885-90. doi: 10.1002/bmc.3195. PubMed PMID: 24861759. 11: Huang YQ, Li PY, Wang JB, Zhou HQ, Yang ZR, Yang RC, Bai ZF, Wang LF, Li JY, Liu HH, Zhao YL, Xiao XH. Inhibition of Sophocarpine on Poly I: C/D-GalN-Induced Immunological Liver Injury in Mice. Front Pharmacol. 2016 Aug 12;7:256. doi: 10.3389/fphar.2016.00256. eCollection 2016. PubMed PMID: 27570511; PubMed Central PMCID: PMC4981750. 12: Wang D, Xu N, Zhang Z, Yang S, Qiu C, Li C, Deng G, Guo M. Retraction notice to Sophocarpine displays anti-inflammatory effect via inhibiting TLR4 and TLR4 downstream pathways on LPS-induced mastitis in the mammary gland of mice' International Immunopharmacology 35 (2016) 111-118. Int Immunopharmacol. 2017 Sep;50:370. doi: 10.1016/j.intimp.2017.07.008. PubMed PMID: 28778579. 13: Zhang J, Li C, Zhang J, Zhang F. In vitro inhibitory effects of sophocarpine on human liver cytochrome P450 enzymes. Xenobiotica. 2019 Oct;49(10):1127-1132. doi: 10.1080/00498254.2018.1468047. Epub 2019 Jun 11. PubMed PMID: 29676195. 14: Qian H, Shi J, Fan TT, Lv J, Chen SW, Song CY, Zheng ZW, Xie WF, Chen YX. Sophocarpine attenuates liver fibrosis by inhibiting the TLR4 signaling pathway in rats. World J Gastroenterol. 2014 Feb 21;20(7):1822-32. doi: 10.3748/wjg.v20.i7.1822. PubMed PMID: 24587659; PubMed Central PMCID: PMC3930980. 15: Li J, Li L, Chu H, Sun X, Ge Z. Oral sophocarpine protects rat heart against pressure overload-induced cardiac fibrosis. Pharm Biol. 2014 Aug;52(8):1045-51. doi: 10.3109/13880209.2013.877038. Epub 2014 Mar 12. PubMed PMID: 24618002. 16: Song CY, Shi J, Zeng X, Zhang Y, Xie WF, Chen YX. Sophocarpine alleviates hepatocyte steatosis through activating AMPK signaling pathway. Toxicol In Vitro. 2013 Apr;27(3):1065-71. doi: 10.1016/j.tiv.2013.01.020. Epub 2013 Feb 8. PubMed PMID: 23395669. 17: Jin Z, Yang L, Ding G, Yang G, Han Y, Zhang X, Li W. Sophocarpine against enterovirus 71 in vitro. Exp Ther Med. 2017 Oct;14(4):3792-3797. doi: 10.3892/etm.2017.4958. Epub 2017 Aug 17. PubMed PMID: 29042981; PubMed Central PMCID: PMC5639281. 18: Wu D, Zhu X, Kang X, Huang H, Yu J, Pan J, Zhang X. The protective effect of sophocarpine in osteoarthritis: An in vitro and in vivo study. Int Immunopharmacol. 2019 Feb;67:145-151. doi: 10.1016/j.intimp.2018.11.046. Epub 2018 Dec 11. PubMed PMID: 30551031. 19: Li YH, Tang S, Li YH, Cheng XY, Zhang X, Wang YX, Su F, Song DQ. Novel 12N-substituted matrinanes as potential anti-coxsackievirus agents. Bioorg Med Chem Lett. 2017 Feb 15;27(4):829-833. doi: 10.1016/j.bmcl.2017.01.022. Epub 2017 Jan 10. PubMed PMID: 28109785. 20: Zhao XL, Gu DF, Qi ZP, Chen MH, Wei T, Li BX, Yang BF. Comparative effects of sophocarpine and sophoridine on hERG K+ channel. Eur J Pharmacol. 2009 Apr 1;607(1-3):15-22. doi: 10.1016/j.ejphar.2009.02.013. Epub 2009 Feb 27. Erratum in: Eur J Pharmacol. 2009 Jun 10;612(1-3):174. PubMed PMID: 19224706.