Sophoridine hydrate
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MedKoo CAT#: 561290

CAS#: 145572-44-7 (hydrate)

Description: Sophoridine is an antiviral against Coxsackievirus B3. Sophoridine works by regulating cytokine expression which may represent a potential therapeutic agent for viral myocarditis. Sophoridine also has anti-tumor and anti-inflammatory properties.

Chemical Structure

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Sophoridine hydrate
CAS# 145572-44-7 (hydrate)
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 561290
Name: Sophoridine hydrate
CAS#: 145572-44-7 (hydrate)
Chemical Formula: C15H26N2O2
Exact Mass: 0.00
Molecular Weight: 266.390
Elemental Analysis: C, 67.63; H, 9.84; N, 10.52; O, 12.01

Price and Availability

Size Price Availability Quantity
5mg USD 250 2 weeks
10mg USD 430 2 weeks
50mg USD 700 2 Weeks
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Related CAS #: 6882-68-4  

Synonym: Sophoridine hydrate; Sophoridin; L-Sophoridine; 5-Epidihydrosophocarpine;

IUPAC/Chemical Name: (41S,7aR,13aR,13bR)-dodecahydro-1H,5H,10H-dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridin-10-one hydrate

InChi Key: JNROTXSNSUXHFM-WKSMOURSSA-N

InChi Code: InChI=1S/C15H24N2O.H2O/c18-14-7-1-6-13-12-5-3-9-16-8-2-4-11(15(12)16)10-17(13)14;/h11-13,15H,1-10H2;1H2/t11-,12-,13-,15+;/m1./s1

SMILES Code: O=C1CCC[C@]2([H])[C@@]3([H])CCCN4[C@@]3([H])[C@@](CCC4)([H])CN21.[H]O[H]

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: Sophoradine has diverse biological activities. It reduces viral titers in neonatal rat cardiomyocytes infected with coxsackievirus B3 at concentrations of 1 and 5 µg/ml. Sophoradine inhibits growth and induces apoptosis in SW480 colorectal cancer cells, and decreases tumor growth in a mouse xenograft model. Sophoradine reduces levels of inflammatory markers TNF-α, IL-8, and prostaglandin E2 in a mouse model of carrageenan-induced paw edema when administered at doses of 12.15 and 48.6 mg/kg.
In vitro activity: Sophoridine has potential for pancreatic cancer treatment. Sophoridine killed cancer cells but had low cytotoxicity to normal cells. Pancreatic cancer cells were particularly sensitive. Sophoridine inhibited the proliferation of pancreatic cancer cells and induced cell cycle arrest at S phase and mitochondrial-related apoptosis. Sophoridine induced a sustained activation of the phosphorylation of ERK and JNK and provoked the generation of ROS in pancreatic cancer cells. Reference: J Exp Clin Cancer Res. 2020 Nov 26;39(1):263. https://pubmed.ncbi.nlm.nih.gov/28893319/
In vivo activity: Sophoridine may represent a potential therapeutic agent for viral myocarditis. Sophoridine exhibited obvious antiviral effects both in vitro and in vivo, and serum samples obtained from rats with oral administration of sophoridine reduced the virus titers in infected myocardial cells. The serum concentration profile correlated closely with antiviral activity profile. Sophoridine significantly enhanced mRNA expression of IL-10 and IFN-gamma, but decreased TNF-alpha mRNA expression. Reference: Life Sci. 2006 Mar 20;78(17):1998-2005. https://pubmed.ncbi.nlm.nih.gov/16309710/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 100.0 378.27

Preparing Stock Solutions

The following data is based on the product molecular weight 266.39 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. Xu Z, Zhang F, Bai C, Yao C, Zhong H, Zou C, Chen X. Sophoridine induces apoptosis and S phase arrest via ROS-dependent JNK and ERK activation in human pancreatic cancer cells. J Exp Clin Cancer Res. 2017 Sep 11;36(1):124. doi: 10.1186/s13046-017-0590-5. Erratum in: J Exp Clin Cancer Res. 2020 Nov 26;39(1):263. PMID: 28893319; PMCID: PMC5594456. 2. Zhao Z, Zhang D, Wu F, Tu J, Song J, Xu M, Ji J. Sophoridine suppresses lenvatinib-resistant hepatocellular carcinoma growth by inhibiting RAS/MEK/ERK axis via decreasing VEGFR2 expression. J Cell Mol Med. 2021 Jan;25(1):549-560. doi: 10.1111/jcmm.16108. Epub 2020 Nov 18. PMID: 33210432; PMCID: PMC7810959. 3. Sun J, Wang X, He Y, Tian X, Yuan T, Yang G, Yu T. Sophoridine Counteracts Obesity via Src-Mediated Inhibition of VEGFR Expression and PI3K/AKT Phosphorylation. Int J Mol Sci. 2024 Jan 19;25(2):1206. doi: 10.3390/ijms25021206. PMID: 38279206; PMCID: PMC10816114. 4. Zhang Y, Zhu H, Ye G, Huang C, Yang Y, Chen R, Yu Y, Cui X. Antiviral effects of sophoridine against coxsackievirus B3 and its pharmacokinetics in rats. Life Sci. 2006 Mar 20;78(17):1998-2005. doi: 10.1016/j.lfs.2005.09.034. Epub 2005 Nov 23. PMID: 16309710.
In vitro protocol: 1. Xu Z, Zhang F, Bai C, Yao C, Zhong H, Zou C, Chen X. Sophoridine induces apoptosis and S phase arrest via ROS-dependent JNK and ERK activation in human pancreatic cancer cells. J Exp Clin Cancer Res. 2017 Sep 11;36(1):124. doi: 10.1186/s13046-017-0590-5. Erratum in: J Exp Clin Cancer Res. 2020 Nov 26;39(1):263. PMID: 28893319; PMCID: PMC5594456. 2. Zhao Z, Zhang D, Wu F, Tu J, Song J, Xu M, Ji J. Sophoridine suppresses lenvatinib-resistant hepatocellular carcinoma growth by inhibiting RAS/MEK/ERK axis via decreasing VEGFR2 expression. J Cell Mol Med. 2021 Jan;25(1):549-560. doi: 10.1111/jcmm.16108. Epub 2020 Nov 18. PMID: 33210432; PMCID: PMC7810959.
In vivo protocol: 1. Sun J, Wang X, He Y, Tian X, Yuan T, Yang G, Yu T. Sophoridine Counteracts Obesity via Src-Mediated Inhibition of VEGFR Expression and PI3K/AKT Phosphorylation. Int J Mol Sci. 2024 Jan 19;25(2):1206. doi: 10.3390/ijms25021206. PMID: 38279206; PMCID: PMC10816114. 2. Zhang Y, Zhu H, Ye G, Huang C, Yang Y, Chen R, Yu Y, Cui X. Antiviral effects of sophoridine against coxsackievirus B3 and its pharmacokinetics in rats. Life Sci. 2006 Mar 20;78(17):1998-2005. doi: 10.1016/j.lfs.2005.09.034. Epub 2005 Nov 23. PMID: 16309710.

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1: Liu J, Liu Y, Li B, Zhou Y. [Sophoridine suppresses inflammatory cytokine secretion by lipopolysaccharide-induced RAW264.7 cells and its mechanism]. Xi Bao Yu Fen Zi Mian Yi Xue Za Zhi. 2015 May;31(5):585-9, 595. Chinese. PubMed PMID:25940281.

2: Wang WX, Sun ZH, Chen HM, Xu BN, Wang FY. Role and mechanism of Sophoridine on proliferation inhibition in human glioma U87MG cell line. Int J Clin Exp Med. 2015 Jan 15;8(1):464-71. eCollection 2015. PubMed PMID: 25785018; PubMed Central PMCID: PMC4358473.