MedKoo Cat#: 540099 | Name: Dehydrocorydalin chloride

Description:

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

Dehydrocorydalin is an AChE inhibitor found in Corydalis. It induces DNA fragmentation in breast cancer cells, inhibits LPS-induced increases in IL-6 and IL-1β in macrophages, and suppresses the development of passive cutaneous anaphylaxis, contact dermatitis, and mast cell degranulation in models of allergies.

Chemical Structure

Dehydrocorydalin chloride
Dehydrocorydalin chloride
CAS#10605-03-5 (chloride)

Theoretical Analysis

MedKoo Cat#: 540099

Name: Dehydrocorydalin chloride

CAS#: 10605-03-5 (chloride)

Chemical Formula: C22H24ClNO4

Exact Mass:

Molecular Weight: 401.89

Elemental Analysis: C, 65.75; H, 6.02; Cl, 8.82; N, 3.49; O, 15.92

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 #
30045-16-0 (cation) 10605-03-5 (chloride) 37553-95-0 (iodide)
Synonym
Dehydrocorydalin; HY N0674; HYN0674; HY-N0674; Dehydrocorydalin chloride.
IUPAC/Chemical Name
2,3,9,10-tetramethoxy-13-methyl-5,6-dihydroisoquinolino[3,2-a]isoquinolin-7-ium chloride
InChi Key
WXOSEFNJXIPZNV-UHFFFAOYSA-M
InChi Code
InChI=1S/C22H24NO4.ClH/c1-13-15-6-7-18(24-2)22(27-5)17(15)12-23-9-8-14-10-19(25-3)20(26-4)11-16(14)21(13)23;/h6-7,10-12H,8-9H2,1-5H3;1H/q+1;/p-1
SMILES Code
CC1=C2[N+](CCC3=C2C=C(OC)C(OC)=C3)=CC4=C(OC)C(OC)=CC=C14.[Cl-]
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 401.89 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: Peng CY, Liu JQ, Zhang R, Shu JC. A new alkaloid from the fruit of Nandina domestica Thunb. Nat Prod Res. 2014;28(15):1159-64. doi: 10.1080/14786419.2014.921166. Epub 2014 Jun 4. PubMed PMID: 24897106. 2: Yoo M, Lee SJ, Kim YK, Seo DW, Baek NI, Ryu JH, Kang JS, Bae GU. Dehydrocorydaline promotes myogenic differentiation via p38 MAPK activation. Mol Med Rep. 2016 Oct;14(4):3029-36. doi: 10.3892/mmr.2016.5653. Epub 2016 Aug 19. PubMed PMID: 27573543; PubMed Central PMCID: PMC5042734. 3: Li QY, Li KT, Sun H, Jin W, Shi JW, Shi Y. LC-MS/MS determination and pharmacokinetic study of dehydrocorydaline in rat plasma after oral administration of dehydrocorydaline and Corydalis yanhusuo extract. Molecules. 2014 Oct 13;19(10):16312-26. doi: 10.3390/molecules191016312. PubMed PMID: 25314597. 4: Lu Z, Sun W, Duan X, Yang Z, Liu Y, Tu P. [Chemical constituents from Corydalis yanhusuo]. Zhongguo Zhong Yao Za Zhi. 2012 Jan;37(2):235-7. Chinese. PubMed PMID: 22737858. 5: Dou Z, Li K, Wang P, Cao L. Effect of wine and vinegar processing of Rhizoma Corydalis on the tissue distribution of tetrahydropalmatine, protopine and dehydrocorydaline in rats. Molecules. 2012 Jan 18;17(1):951-70. doi: 10.3390/molecules17010951. PubMed PMID: 22258341. 6: Xu Z, Chen X, Fu S, Bao J, Dang Y, Huang M, Chen L, Wang Y. Dehydrocorydaline inhibits breast cancer cells proliferation by inducing apoptosis in MCF-7 cells. Am J Chin Med. 2012;40(1):177-85. Erratum in: Am J Chin Med. 2012;40(6):1323. PubMed PMID: 22298457. 7: Cui X, Yuan G. Formation and recognition of G-quadruplex in promoter of c-myb oncogene by electrospray ionization mass spectrometry. J Mass Spectrom. 2011 Sep;46(9):849-55. doi: 10.1002/jms.1959. PubMed PMID: 21915947. 8: Ishiguro K, Ando T, Maeda O, Watanabe O, Goto H. Dehydrocorydaline inhibits elevated mitochondrial membrane potential in lipopolysaccharide-stimulated macrophages. Int Immunopharmacol. 2011 Sep;11(9):1362-7. doi: 10.1016/j.intimp.2011.04.022. Epub 2011 May 14. PubMed PMID: 21575743. 9: Wang C, Guo Z, Zhang J, Zeng J, Zhang X, Liang X. High-performance purification of quaternary alkaloids from Corydalis yanhusuo W. T. Wang using a new polar-copolymerized stationary phase. J Sep Sci. 2011 Jan;34(1):53-8. doi: 10.1002/jssc.201000625. Epub 2010 Dec 3. PubMed PMID: 21171176. 10: Li P, Ren J, Duan C, Lin C, Liu J. [Effects of four components of Rhizoma Corydalis on anoxia and peroxidation injuries in neonatal cardiomyocytes]. Zhongguo Zhong Yao Za Zhi. 2010 Jan;35(1):84-8. Chinese. PubMed PMID: 20349723. 11: Liang JY, Zhang J, Liu AP, Chen MZ, Niu TS. [Alkaloid constituents of Corydalis adunca]. Zhong Yao Cai. 2007 Nov;30(11):1386-7. Chinese. PubMed PMID: 18323203. 12: Fujii T, Miyazaki H, Nambu K, Kagemoto A, Hashimoto M. [Disposition and metabolism of 14C-dehydrocorydaline in mice and rats]. Radioisotopes. 1984 Aug;33(8):519-25. Japanese. PubMed PMID: 6505303. 13: Li C, Li J, Jia X. Selective binding and highly sensitive fluorescent sensor of palmatine and dehydrocorydaline alkaloids by cucurbit[7]uril. Org Biomol Chem. 2009 Jul 7;7(13):2699-703. doi: 10.1039/b820852b. Epub 2009 Apr 30. PubMed PMID: 19532985. 14: Zhang J, Jin Y, Liu Y, Xiao Y, Feng J, Xue X, Zhang X, Liang X. Purification of alkaloids from Corydalis yanhusuo W. T. Wang using preparative 2-D HPLC. J Sep Sci. 2009 May;32(9):1401-6. doi: 10.1002/jssc.200800729. PubMed PMID: 19347864. 15: Jiang XR, Wu QX, Shi HL, Chen WP, Chang SQ, Zhao SY, Tian XY, Zhou LF, Guo SM, Li YJ. [Pharmacological actions of dehydrocorydaline on cardiovascular system (author's transl)]. Yao Xue Xue Bao. 1982 Jan;17(1):61-5. Chinese. PubMed PMID: 7090829. 16: Cheng XY, Shi Y, Zheng SL, Sun H, Jin W. [Studies on chemical constituents in the anti-myocardial ischemia effective fraction of Corydalis yanhusuo]. Zhong Yao Cai. 2008 Nov;31(11):1656-8. Chinese. PubMed PMID: 19260272. 17: Kubo M, Matsuda H, Tokuoka K, Ma S, Shiomoto H. Anti-inflammatory activities of methanolic extract and alkaloidal components from Corydalis tuber. Biol Pharm Bull. 1994 Feb;17(2):262-5. PubMed PMID: 7515744. 18: Cao L, Diu ZY, Wang P, Sun W, Tian YL. [Studies on active ingredients in Corydalis, broken cell wall corydalis and its processed products]. Zhongguo Zhong Yao Za Zhi. 2008 Jun;33(11):1263-5. Chinese. PubMed PMID: 18831201. 19: Lin L, Liu JX, Zhang Y, Lin CR, Duan CL. [Pharmacokinetic studies of tetrahydropalmatine and dehydrocorydaline in rat after oral administration of yanhusuo extraction by LC-MS/MS method]. Yao Xue Xue Bao. 2008 Nov;43(11):1123-7. Chinese. PubMed PMID: 19239032. 20: Zhao X, Tang H, Wang YJ, Yu X, Liu Y, Zhang J, Qin J, Guo SF. [The influence of dehydrocorydaline on intracellular free calcium concentration during hypoxia in myocardial cell of guinea-pigs]. Zhongguo Ying Yong Sheng Li Xue Za Zhi. 2003 Aug;19(3):222-5. Chinese. PubMed PMID: 21189579.