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MedKoo Cat#: 412807 | Name: Chelerythrine hydroxide

Description:

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

Chelerythrine hydroxide is the salt form of Chelerythrine, a benzophenanthridine alkaloid present in the plant Chelidonium majus (greater celandine). It is a potent, selective, and cell-permeable protein kinase C inhibitor in vitro. And an efficacious antagonist of G-protein-coupled CB1 receptors.]This molecule also exhibits anticancer qualities and it has served as a base for many potential novel drugs against cancer.

Chemical Structure

Chelerythrine hydroxide
Chelerythrine hydroxide
CAS#478-03-5 (hydroxide)

Theoretical Analysis

MedKoo Cat#: 412807

Name: Chelerythrine hydroxide

CAS#: 478-03-5 (hydroxide)

Chemical Formula: C21H19NO5

Exact Mass: 365.1263

Molecular Weight: 365.39

Elemental Analysis: C, 69.03; H, 5.24; N, 3.83; O, 21.89

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 #
478-03-5 (hydroxide) 3895-92-9 (chloride) 34316-15-9 (cation)
Synonym
Chelerythrine hydroxide; Toddaline hydroxide; NSC76023; NSC-76023; NSC 76023
IUPAC/Chemical Name
(1,3)Benzodioxolo(5,6-c)phenanthridinium, 1,2-dimethoxy-12-methyl-, hydroxide (9CI)
InChi Key
YZYNINHQZLUUAW-UHFFFAOYSA-M
InChi Code
InChI=1S/C21H18NO4.H2O/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22;/h4-10H,11H2,1-3H3;1H2/q+1;/p-1
SMILES Code
C[N+]1=CC2=C(OC)C(OC)=CC=C2C(C=CC3=C4)=C1C3=CC5=C4OCO5.[OH-]
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

Preparing Stock Solutions

The following data is based on the product molecular weight 365.39 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
1: Yang T, Xu R, Su Q, Wang H, Liu F, Dai B, Wang B, Zhang Y. Chelerythrine hydrochloride inhibits proliferation and induces mitochondrial apoptosis in cervical cancer cells via PI3K/BAD signaling pathway. Toxicol In Vitro. 2020 Oct;68:104965. doi: 10.1016/j.tiv.2020.104965. Epub 2020 Aug 11. PMID: 32791301. 2: Ok SH, Kwon SC, Baik J, Hong JM, Oh J, Han JY, Sohn JT. Dexmedetomidine- Induced Contraction Involves CPI-17 Phosphorylation in Isolated Rat Aortas. Int J Mol Sci. 2016 Sep 30;17(10):1663. doi: 10.3390/ijms17101663. PMID: 27706026; PMCID: PMC5085696. 3: Akhvlediani L, Koiava T, Lomtadze L, Joxadze M, Msxiladze L, Berashvili D, Bakuridze A. [COMPARATIVE ANALYSIS OF ANTIBACTERIAL EFFECT OF PHYTOANTIBIOTICS AND ANTIBIOTICS]. Georgian Med News. 2016 Nov;(Issue):79-86. Russian. PMID: 28009321. 4: Yang N, Yue R, Ma J, Li W, Zhao Z, Li H, Shen Y, Hu Z, Lv C, Xu X, Yang Y, Dai X, Liu X, Yu Y, Zhang W. Nitidine chloride exerts anti-inflammatory action by targeting Topoisomerase I and enhancing IL-10 production. Pharmacol Res. 2019 Oct;148:104368. doi: 10.1016/j.phrs.2019.104368. Epub 2019 Aug 12. Erratum in: Pharmacol Res. 2020 Jan 14;:104624. PMID: 31415918. 5: Fatehi-Hassanabad Z, Imen-Shahidi M, Fatehi M, Farrokhfall K, Parsaeei H. The beneficial in vitro effects of lovastatin and chelerythrine on relaxatory response to acetylcholine in the perfused mesentric bed isolated from diabetic rats. Eur J Pharmacol. 2006 Mar 27;535(1-3):228-33. doi: 10.1016/j.ejphar.2006.01.063. Epub 2006 Mar 3. PMID: 16516190. 6: Dal-Cim T, Poluceno GG, Lanznaster D, de Oliveira KA, Nedel CB, Tasca CI. Guanosine prevents oxidative damage and glutamate uptake impairment induced by oxygen/glucose deprivation in cortical astrocyte cultures: involvement of A1 and A2A adenosine receptors and PI3K, MEK, and PKC pathways. Purinergic Signal. 2019 Dec;15(4):465-476. doi: 10.1007/s11302-019-09679-w. Epub 2019 Sep 13. PMID: 31520282; PMCID: PMC6923312. 7: Yu J, Ok SH, Kim WH, Cho H, Park J, Shin IW, Lee HK, Chung YK, Choi MJ, Kwon SC, Sohn JT. Dexmedetomidine-Induced Contraction in the Isolated Endothelium- Denuded Rat Aorta Involves PKC-δ-mediated JNK Phosphorylation. Int J Med Sci. 2015 Sep 4;12(9):727-36. doi: 10.7150/ijms.11952. PMID: 26392810; PMCID: PMC4571550. 8: He M, Yang Z, Zhang L, Song C, Li Y, Zhang X. Additive effects of cherlerythrine chloride combination with erlotinib in human non-small cell lung cancer cells. PLoS One. 2017 Apr 11;12(4):e0175466. doi: 10.1371/journal.pone.0175466. PMID: 28399187; PMCID: PMC5388488. 9: Wu MJ, Shin DH, Kim MY, Park CG, Kim YD, Lee J, Park IK, Choi S, So I, Park JS, Jun JY. Functional effects of β3-adrenoceptor on pacemaker activity in interstitial cells of Cajal from the mouse colon. Eur J Pharmacol. 2015 May 5;754:32-40. doi: 10.1016/j.ejphar.2015.02.031. Epub 2015 Feb 25. PMID: 25725113. 10: Kurowski P, Gawlak M, Szulczyk P. Muscarinic receptor control of pyramidal neuron membrane potential in the medial prefrontal cortex (mPFC) in rats. Neuroscience. 2015 Sep 10;303:474-88. doi: 10.1016/j.neuroscience.2015.07.023. Epub 2015 Jul 14. PMID: 26186898.