MedKoo Cat#: 146106 | Name: Erysodine

Description:

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

Erysodine is a naturally occurring alkaloid that has been studied for its potential therapeutic applications, particularly in the treatment of neurological disorders. It functions by modulating neurotransmitter systems, especially those involving dopamine and serotonin receptors, which are implicated in conditions like Parkinson's disease and depression. Its mechanism is thought to involve the inhibition of certain enzymes and receptors that regulate the release and reuptake of these neurotransmitters, potentially improving motor control and mood regulation.

Chemical Structure

Erysodine
Erysodine
CAS#7290-03-1

Theoretical Analysis

MedKoo Cat#: 146106

Name: Erysodine

CAS#: 7290-03-1

Chemical Formula: C18H21NO3

Exact Mass: 299.1521

Molecular Weight: 299.37

Elemental Analysis: C, 72.22; H, 7.07; N, 4.68; O, 16.03

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
Erysodine; Erysodin;
IUPAC/Chemical Name
(2R,13bS)-2,12-dimethoxy-2,6,8,9-tetrahydro-1H-indolo[7a,1-a]isoquinolin-11-ol
InChi Key
BDIVMECULLJBMU-KSSFIOAISA-N
InChi Code
1S/C18H21NO3/c1-21-14-4-3-13-6-8-19-7-5-12-9-16(20)17(22-2)10-15(12)18(13,19)11-14/h3-4,6,9-10,14,20H,5,7-8,11H2,1-2H3/t14-,18-/m0/s1
SMILES Code
CO[C@@H]1C[C@]23N(CC=C2C=C1)CCC4=C3C=C(OC)C(O)=C4
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 299.37 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
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Systematic Review of Potential Anticancerous Activities of Erythrina senegalensis DC (Fabaceae). Plants (Basel). 2021 Dec 22;11(1):19. doi: 10.3390/plants11010019. PMID: 35009024; PMCID: PMC8747466. 5: KONIUSZY F, WILEY PF, FOLKERS K. Erythrina alkaloids; studies on the constitution of erysodine erysovine and erysopine. J Am Chem Soc. 1949 Mar;71(3):875-8. doi: 10.1021/ja01171a031. PMID: 18113523. 6: Mansbach RS, Chambers LK, Rovetti CC. Effects of the competitive nicotinic antagonist erysodine on behavior occasioned or maintained by nicotine: comparison with mecamylamine. Psychopharmacology (Berl). 2000 Feb;148(3):234-42. doi: 10.1007/s002130050047. PMID: 10755736. 7: Fahmy NM, Al-Sayed E, El-Shazly M, Nasser Singab A. Alkaloids of genus Erythrina: An updated review. Nat Prod Res. 2020 Jul;34(13):1891-1912. doi: 10.1080/14786419.2018.1564300. Epub 2019 Jun 21. PMID: 31226894. 8: Meza RC, Ortiz FC, Bravo E, Iturriaga-Vásquez P, Eugenín JL, Varas R. Functional expression of the α7 and α4-containing nicotinic acetylcholine receptors on the neonatal rat carotid body. Neurochem Int. 2012 Jan;60(2):115-24. doi: 10.1016/j.neuint.2011.11.011. Epub 2011 Nov 22. PMID: 22127290. 9: Cai YS, Li Y, Chen ZC, Yu SS. [Erythrina alkaloids from stems of Erythrina corallodendron]. Zhongguo Zhong Yao Za Zhi. 2021 Jul;46(13):3368-3376. Chinese. doi: 10.19540/j.cnki.cjcmm.20210331.201. PMID: 34396757. 10: DEULOFEU V, LABRIOLA R, et al. Studies on Argentine plants; the alkaloids of Erythrina crista galli; chromatographic separation of erythratine and erysodine. J Org Chem. 1947 May;12(3):486-9. doi: 10.1021/jo01167a019. PMID: 20240594. 11: Iturriaga-Vásquez P, Carbone A, García-Beltrán O, Livingstone PD, Biggin PC, Cassels BK, Wonnacott S, Zapata-Torres G, Bermudez I. Molecular determinants for competitive inhibition of alpha4beta2 nicotinic acetylcholine receptors. Mol Pharmacol. 2010 Sep;78(3):366-75. doi: 10.1124/mol.110.065490. Epub 2010 Jun 14. PMID: 20547737; PMCID: PMC2939478. 12: de Almeida WAM, de Andrade JP, Chacon DS, Lucas CR, Mariana E, de Santis Ferreira L, Guaratini T, Barbosa EG, Zuanazzi JA, Hallwass F, de Souza Borges W, de Paula Oliveira R, Giordani RB. Isoquinoline alkaloids reduce beta-amyloid peptide toxicity in Caenorhabditis elegans. Nat Prod Res. 2021 Nov;35(22):4814-4818. doi: 10.1080/14786419.2020.1727471. Epub 2020 Feb 18. PMID: 32067490. 13: PRELOG V, WIESNER K, et al. Erythrina-Alkaloide; über Erythralin und Erysodin, die Hauptalkaloide der Erythrina abyssinica Lam [Erythrina alkaloids; On erythralin and erysodine, the main alkaloids of Erythrina abyssinica Lam]. Helv Chim Acta. 1949 Mar 15;32(2):453-61. German. doi: 10.1002/hlca.19490320214. PMID: 18116959. 14: Patil VS, Meena H, Harish DR. Erythrina variegata L. bark: an untapped bioactive source harbouring therapeutic properties for the treatment of Alzheimer's disease. In Silico Pharmacol. 2021 Aug 26;9(1):51. doi: 10.1007/s40203-021-00110-0. PMID: 34532215; PMCID: PMC8390608. 15: Zarev Y, Foubert K, Cos P, Maes L, Elgorashi E, Apers S, Ionkova I, Pieters L. HPLC-DAD-SPE-NMR isolation of tetracyclic spiro-alkaloids with antiplasmodial activity from the seeds of Erythrina latissima. Nat Prod Res. 2020 Apr;34(7):1037-1040. doi: 10.1080/14786419.2018.1539976. Epub 2019 Jan 3. PMID: 30602319. 16: Wang D, Xie N, Yi S, Liu C, Jiang H, Ma Z, Feng J, Yan H, Zhang X. Bioassay- guided isolation of potent aphicidal Erythrina alkaloids against Aphis gossypii from the seed of Erythrina crista-galli L. Pest Manag Sci. 2018 Jan;74(1):210-218. doi: 10.1002/ps.4698. Epub 2017 Sep 27. PMID: 28799721. 17: Garín-Aguilar ME, Valencia del Toro G, Soto-Hernández M, Kite G. High- performance liquid chromatography-mass spectrometric analysis of alkaloids extracted from seeds of Erythrina herbacea. Phytochem Anal. 2005 Sep- Oct;16(5):302-6. doi: 10.1002/pca.821. PMID: 16223085. 18: Salem AM, Mostafa NM, Al-Sayed E, Fawzy IM, Singab ANB. Insights into the Role of Erythrina corallodendron L. in Alzheimer's Disease: in Vitro and in Silico Approach. Chem Biodivers. 2023 Jul;20(7):e202300200. doi: 10.1002/cbdv.202300200. Epub 2023 Jul 4. PMID: 37329524. 19: Cui L, Thuong PT, Fomum ZT, Oh WK. A new Erythrinan alkaloid from the seed of Erythrina addisoniae. Arch Pharm Res. 2009 Mar;32(3):325-8. doi: 10.1007/s12272-009-1302-2. Epub 2009 Apr 23. PMID: 19387573. 20: Wanjala CC, Majinda RR. Two novel glucodienoid alkaloids from Erythrina latissima seeds. J Nat Prod. 2000 Jun;63(6):871-3. doi: 10.1021/np990540d. PMID: 10869225.