MedKoo Cat#: 461826 | Name: Voachalotine

Description:

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

Voachalotine is a monoterpenic indole alkaloid from Tabernaemontana catharinensis.

Chemical Structure

Voachalotine
Voachalotine
CAS#664-25-5

Theoretical Analysis

MedKoo Cat#: 461826

Name: Voachalotine

CAS#: 664-25-5

Chemical Formula: C22H26N2O3

Exact Mass: 66.1943

Molecular Weight: 366.46

Elemental Analysis: C, 72.11; H, 7.15; N, 7.64; O, 13.10

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
Voachalotine;
IUPAC/Chemical Name
methyl (E)-9-ethylidene-11-(hydroxymethyl)-5-methyl-5,6,8,9,10,11,11a,12-octahydro-6,10-methanoindolo[3,2-b]quinolizine-11-carboxylate
InChi Key
IWEYXWIPVZEVPT-PQMHYQBVSA-N
InChi Code
InChI=1S/C22H26N2O3/c1-4-13-11-24-18-10-16(13)22(12-25,21(26)27-3)19(24)9-15-14-7-5-6-8-17(14)23(2)20(15)18/h4-8,16,18-19,25H,9-12H2,1-3H3/b13-4-
SMILES Code
O=C(C1(CO)C2/C(CN3C(C2)C(N(C)C4=C5C=CC=C4)=C5CC13)=C\C)OC
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
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 366.46 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: Nicola C, Salvador M, Gower AE, Moura S, Echeverrigaray S. Chemical constituents antioxidant and anticholinesterasic activity of Tabernaemontana catharinensis. ScientificWorldJournal. 2013 Jul 28;2013:519858. doi: 10.1155/2013/519858. eCollection 2013. PubMed PMID: 23983637; PubMed Central PMCID: PMC3745974. 2: Gonçalves MS, Vieira IJ, Oliveira RR, Braz-Filho R. Application of preparative high-speed counter-current chromatography for the separation of two alkaloids from the roots of Tabernaemontana catharinensis (Apocynaceae). Molecules. 2011 Sep 2;16(9):7480-7. doi: 10.3390/molecules16097480. PubMed PMID: 21892126. 3: Andrade MT, Lima JA, Pinto AC, Rezende CM, Carvalho MP, Epifanio RA. Indole alkaloids from Tabernaemontana australis (Muell. Arg) Miers that inhibit acetylcholinesterase enzyme. Bioorg Med Chem. 2005 Jun 2;13(12):4092-5. PubMed PMID: 15911323. 4: Vieira IJ, Medeiros WL, Monnerat CS, Souza JJ, Mathias L, Braz-Filho R, Pinto AC, Sousa PM, Rezende CM, Epifanio Rde A. Two fast screening methods (GC-MS and TLC-ChEI assay) for rapid evaluation of potential anticholinesterasic indole alkaloids in complex mixtures. An Acad Bras Cienc. 2008 Sep;80(3):419-26. PubMed PMID: 18797794. 5: Zhou H, Liao X, Yin W, Ma J, Cook JM. General approach for the synthesis of 12-methoxy-substituted sarpagine indole alkaloids including (-)-12-methoxy-N(b)-methylvoachalotine, (+)-12-methoxy-N(a)-methylvellosimine, (+)-12-methoxyaffinisine, and (-)-fuchsiaefoline. J Org Chem. 2006 Jan 6;71(1):251-9. PubMed PMID: 16388644.