Dioscorine | CAS#3329-91-7 | alkaloid

MedKoo Cat#: 146332 | Name: Dioscorine

Description:

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

Dioscorine is a naturally occurring alkaloid found in certain species of Dioscorea (yams), known for its neurotoxic and convulsant properties. It acts primarily by blocking voltage-gated sodium channels, disrupting normal neuronal signaling and potentially leading to convulsions. Historically, it has been studied for its toxicological effects rather than therapeutic applications.

Chemical Structure

Dioscorine

CAS#3329-91-7

Theoretical Analysis

MedKoo Cat#: 146332

Name: Dioscorine

CAS#: 3329-91-7

Chemical Formula: C13H19NO2

Exact Mass: 221.1416

Molecular Weight: 221.30

Elemental Analysis: C, 70.56; H, 8.65; N, 6.33; O, 14.46

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

Dioscorine;

IUPAC/Chemical Name

(1R,2S,4R)-4',5-dimethyl-5-azaspiro[bicyclo[2.2.2]octane-2,2'-pyran]-6'(3'H)-one

InChi Key

YBQKKTNDAXVYGX-WZRBSPASSA-N

InChi Code

1S/C13H19NO2/c1-9-5-12(15)16-13(6-9)7-11-4-3-10(13)8-14(11)2/h5,10-11H,3-4,6-8H2,1-2H3/t10-,11-,13+/m1/s1

SMILES Code

CN1C[C@H]2CC[C@@H]1C[C@@]23CC(C)=CC(=O)O3

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 221.30 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.

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: BROADBENT JL, SCHNIEDEN H. A comparison of some pharmacological properties of dioscorine and dioscine. Br J Pharmacol Chemother. 1958 Sep;13(3):213-5. doi: 10.1111/j.1476-5381.1958.tb00893.x. PMID: 13584719; PMCID: PMC1481769. 2: Jittmittraphap A, Leaungwutiwong P, Meechokedee P, Chattanadee S, Thippornchai N, Sureram S, Mahidol C, Ruchirawat S, Kittakoop P. Virucidal activity of tiliacorinine, dioscorine, racemosol, and terrein against influenza A virus (H1N1), coronavirus 229E, SARS-CoV-2, and enterovirus 71. J Infect Public Health. 2025 Apr;18(4):102699. doi: 10.1016/j.jiph.2025.102699. Epub 2025 Feb 11. PMID: 39970852. 3: Narzary C, Sarkar D, Das P, Papi D. Ethnobotany, Phytochemistry, and Pharmacological Activity of Dioscorea bulbifera: A Comprehensive Review. Chem Biodivers. 2025 Jan;22(1):e202401408. doi: 10.1002/cbdv.202401408. Epub 2024 Oct 31. PMID: 39283965. 4: Leete E. Biosynthesis of the isoquinuclidine moiety of dioscorine. Incorporation of [5,6-13C2]nicotinic acid established by means of 13C nuclear magnetic resonance. J Am Chem Soc. 1977 Jan 19;99(2):648-50. doi: 10.1021/ja00444a075. PMID: 830699. 5: Khan MO, Levi MS, Tekwani BL, Wilson NH, Borne RF. Synthesis of isoquinuclidine analogs of chloroquine: antimalarial and antileishmanial activity. Bioorg Med Chem. 2007 Jun 1;15(11):3919-25. doi: 10.1016/j.bmc.2006.11.024. Epub 2006 Nov 16. PMID: 17400457. 6: Bhandari MR, Kawabata J. Bitterness and toxicity in wild yam (Dioscorea spp.) tubers of Nepal. Plant Foods Hum Nutr. 2005 Sep;60(3):129-35. doi: 10.1007/s11130-005-6841-1. PMID: 16187016. 7: Hou WC, Lee MH, Chen HJ, Liang WL, Han CH, Liu YW, Lin YH. Antioxidant activities of dioscorin, the storage protein of yam (Dioscorea batatas Decne) tuber. J Agric Food Chem. 2001 Oct;49(10):4956-60. doi: 10.1021/jf010606m. PMID: 11600050. 8: Kumari R, Thakur A, Thakur P, Sharma V, Sharma R, Upmanyu S, Singh R, Almarhoon ZM, Calina D, Sharifi-Rad J, Chaudhary A. An Update on the Nutritional and Therapeutic Potential of Dioscorea oppositifolia. Food Sci Nutr. 2025 May 5;13(5):e70179. doi: 10.1002/fsn3.70179. PMID: 40330206; PMCID: PMC12052770. 9: Abiodun OA, Akinoso R. Effect of delayed harvesting and pre-treatment methods on the antinutritional contents of trifoliate yam flour. Food Chem. 2014 Mar 1;146:515-20. doi: 10.1016/j.foodchem.2013.09.098. Epub 2013 Sep 24. PMID: 24176376. 10: Yahaya MR, Hj Razali MH, Abu Bakar CA, Ismail WI, Muda WM, Mat N, Zakaria A. Automatic alkaloid removal system. Pak J Biol Sci. 2014 Jan 1;17(1):141-5. doi: 10.3923/pjbs.2014.141.145. PMID: 24783795.