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MedKoo Cat#: 145626 | Name: Erysotrine

Description:

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

Erysotrine is a drug-like phytochemical that exhibits potential anti-oxidant, anti-inflammatory, anti-aging, and anti-senescence effects. Erysotrine is a tetracyclic dienoid alkaloid.

Chemical Structure

Erysotrine
Erysotrine
CAS#27740-43-8

Theoretical Analysis

MedKoo Cat#: 145626

Name: Erysotrine

CAS#: 27740-43-8

Chemical Formula: C19H23NO3

Exact Mass: 313.1700

Molecular Weight: 313.40

Elemental Analysis: C, 72.82; H, 7.40; N, 4.47; O, 15.32

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
Erysotrine; Erysotrin;
IUPAC/Chemical Name
(2R,13bS)-2,11,12-trimethoxy-2,6,8,9-tetrahydro-1H-indolo[7a,1-a]isoquinoline
InChi Key
WXVSPYOOFCCEII-KXBFYZLASA-N
InChi Code
1S/C19H23NO3/c1-21-15-5-4-14-7-9-20-8-6-13-10-17(22-2)18(23-3)11-16(13)19(14,20)12-15/h4-5,7,10-11,15H,6,8-9,12H2,1-3H3/t15-,19-/m0/s1
SMILES Code
CO[C@@H]1C[C@]23N(CC=C2C=C1)CCC4=C3C=C(OC)C(OC)=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 313.40 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: Singh H, Chawla AS. Isolation of erysodine, erysotrine and hypaphorine from Erythrina suberosa Roxb. seeds. Experientia. 1969 Aug 15;25(8):785. doi: 10.1007/BF01897872. PMID: 5348524. 2: Barrera-Vázquez OS, Montenegro-Herrera SA, Martínez-Enríquez ME, Escobar- Ramírez JL, Magos-Guerrero GA. Selection of Mexican Medicinal Plants by Identification of Potential Phytochemicals with Anti-Aging, Anti-Inflammatory, and Anti-Oxidant Properties through Network Analysis and Chemoinformatic Screening. Biomolecules. 2023 Nov 20;13(11):1673. doi: 10.3390/biom13111673. PMID: 38002355; PMCID: PMC10669844. 3: Ozawa M, Etoh T, Hayashi M, Komiyama K, Kishida A, Ohsaki A. TRAIL-enhancing activity of Erythrinan alkaloids from Erythrina velutina. Bioorg Med Chem Lett. 2009 Jan 1;19(1):234-6. doi: 10.1016/j.bmcl.2008.10.111. Epub 2008 Oct 31. PMID: 19026536. 4: 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. 5: 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. 6: Miana GA, Ikram M, Sultana F, Khan MI. The isolation and characterization of erysotrine from the leaves of Erythrina suberosa. Lloydia. 1972 Mar;35(1):92-3. PMID: 5037485. 7: de Ávila JM, Dalcol II, Pereira AO, Santos EW, Ferraz A, Santos MZ, Mostardeiro MA, Morel AF. Antimicrobial Evaluation of Erythrinan Alkaloids from Erythrina cristagalli L. Med Chem. 2018;14(8):784-790. doi: 10.2174/1573406414666180524081650. PMID: 29792153. 8: Ding WQ, Shi GR, Yu SS. [Chemical compositions from roots of Erythrina corallodendron]. Zhongguo Zhong Yao Za Zhi. 2019 Jul;44(14):3064-3069. Chinese. doi: 10.19540/j.cnki.cjcmm.20190520.204. PMID: 31602854. 9: 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. 10: Iranshahi M, Vu H, Pham N, Zencak D, Forster P, Quinn RJ. Cytotoxic evaluation of alkaloids and isoflavonoids from the Australian tree Erythrina vespertilio. Planta Med. 2012 May;78(7):730-6. doi: 10.1055/s-0031-1298310. Epub 2012 Feb 21. Erratum in: Planta Med. 2012 May;78(7):E20. PMID: 22354391. 11: 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. 12: Andreev IA, Ratmanova NK, Novoselov AM, Belov DS, Seregina IF, Kurkin AV. Oxidative Dearomatization of 4,5,6,7-Tetrahydro-1H-indoles Obtained by Metal- and Solvent-Free Thermal 5-endo-dig Cyclization: The Route to Erythrina and Lycorine Alkaloids. Chemistry. 2016 May 17;22(21):7262-7. doi: 10.1002/chem.201600273. Epub 2016 Apr 14. PMID: 27076115. 13: Amorim J, Borges MC, Fabro AT, Contini SHT, Valdevite M, Pereira AMS, Carmona F. The ethanolic extract from Erythrina mulungu Benth. flowers attenuates allergic airway inflammation and hyperresponsiveness in a murine model of asthma. J Ethnopharmacol. 2019 Oct 5;242:111467. doi: 10.1016/j.jep.2018.08.009. Epub 2018 Aug 10. PMID: 30102994. 14: 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. 15: Tanaka H, Hattori H, Tanaka T, Sakai E, Tanaka N, Kulkarni A, Etoh H. A new Erythrina alkaloid from Erythrina herbacea. J Nat Med. 2008 Apr;62(2):228-31. doi: 10.1007/s11418-007-0222-z. Epub 2008 Jan 29. PMID: 18404329. 16: Flausino OA Jr, Pereira AM, da Silva Bolzani V, Nunes-de-Souza RL. Effects of erythrinian alkaloids isolated from Erythrina mulungu (Papilionaceae) in mice submitted to animal models of anxiety. Biol Pharm Bull. 2007 Feb;30(2):375-8. doi: 10.1248/bpb.30.375. PMID: 17268084. 17: Wanjala CC, Juma BF, Bojase G, Gashe BA, Majinda RR. Erythrinaline alkaloids and antimicrobial flavonoids from Erythrina latissima. Planta Med. 2002 Jul;68(7):640-2. doi: 10.1055/s-2002-32891. PMID: 12143000. 18: Mohammed MM, Ibrahim NA, Awad NE, Matloub AA, Mohamed-Ali AG, Barakat EE, Mohamed AE, Colla PL. Anti-HIV-1 and cytotoxicity of the alkaloids of Erythrina abyssinica Lam. growing in Sudan. Nat Prod Res. 2012;26(17):1565-75. doi: 10.1080/14786419.2011.573791. Epub 2011 Sep 21. Erratum in: Nat Prod Res. 2013;27(3):295. PMID: 21936641.

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(R)-ND-336

(R)-ND-336