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MedKoo Cat#: 526123 | Name: Clathrodin

Description:

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

Clathrodin is a natural modulator of voltage-gated sodium (NaV) channels.

Chemical Structure

Clathrodin
Clathrodin
CAS#135383-64-1

Theoretical Analysis

MedKoo Cat#: 526123

Name: Clathrodin

CAS#: 135383-64-1

Chemical Formula: C11H13N5O

Exact Mass: 231.1120

Molecular Weight: 231.26

Elemental Analysis: C, 57.13; H, 5.67; N, 30.28; O, 6.92

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 #
No Data
Synonym
Clathrodin
IUPAC/Chemical Name
N-[(E)-3-(2-amino-1H-imidazol-5-yl)prop-2-enyl]-1H-pyrrole-2-carboxamide
InChi Key
PJKFCZYTTBYEHL-HNQUOIGGSA-N
InChi Code
InChI=1S/C11H13N5O/c12-11-15-7-8(16-11)3-1-6-14-10(17)9-4-2-5-13-9/h1-5,7,13H,6H2,(H,14,17)(H3,12,15,16)/b3-1+
SMILES Code
O=C(C1=CC=CN1)NC/C=C/C2=CN=C(N)N2
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 231.26 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: Lillsunde KE, Tomašič T, Kikelj D, Tammela P. Marine alkaloid oroidin analogues with antiviral potential: a novel class of synthetic compounds targeting the cellular chaperone Hsp90. Chem Biol Drug Des. 2017 Jun 5. doi: 10.1111/cbdd.13034. [Epub ahead of print] PubMed PMID: 28580714. 2: Montalvão S, Leino TO, Kiuru PS, Lillsunde KE, Yli-Kauhaluoma J, Tammela P. Synthesis and Biological Evaluation of 2-Aminobenzothiazole and Benzimidazole Analogs Based on the Clathrodin Structure. Arch Pharm (Weinheim). 2016 Feb;349(2):137-49. doi: 10.1002/ardp.201500365. Epub 2015 Dec 28. PubMed PMID: 26709468. 3: Peigneur S, Zula A, Zidar N, Chan-Porter F, Kirby R, Madge D, Ilaš J, Kikelj D, Tytgat J. Action of clathrodin and analogues on voltage-gated sodium channels. Mar Drugs. 2014 Apr 4;12(4):2132-43. doi: 10.3390/md12042132. PubMed PMID: 24714127; PubMed Central PMCID: PMC4012458. 4: Zidar N, Montalvão S, Hodnik Ž, Nawrot DA, Žula A, Ilaš J, Kikelj D, Tammela P, Mašič LP. Antimicrobial activity of the marine alkaloids, clathrodin and oroidin, and their synthetic analogues. Mar Drugs. 2014 Feb 14;12(2):940-63. doi: 10.3390/md12020940. PubMed PMID: 24534840; PubMed Central PMCID: PMC3944524. 5: Zidar N, Jakopin Ž, Madge DJ, Chan F, Tytgat J, Peigneur S, Dolenc MS, Tomašić T, Ilaš J, Mašič LP, Kikelj D. Substituted 4-phenyl-2-aminoimidazoles and 4-phenyl-4,5-dihydro-2-aminoimidazoles as voltage-gated sodium channel modulators. Eur J Med Chem. 2014 Mar 3;74:23-30. doi: 10.1016/j.ejmech.2013.12.034. Epub 2014 Jan 3. PubMed PMID: 24440379. 6: Tomašić T, Hartzoulakis B, Zidar N, Chan F, Kirby RW, Madge DJ, Peigneur S, Tytgat J, Kikelj D. Ligand- and structure-based virtual screening for clathrodin-derived human voltage-gated sodium channel modulators. J Chem Inf Model. 2013 Dec 23;53(12):3223-32. doi: 10.1021/ci400505e. Epub 2013 Nov 19. PubMed PMID: 24215100. 7: Hodnik Ž, Tomašić T, Mašič LP, Chan F, Kirby RW, Madge DJ, Kikelj D. Novel state-dependent voltage-gated sodium channel modulators, based on marine alkaloids from Agelas sponges. Eur J Med Chem. 2013;70:154-64. doi: 10.1016/j.ejmech.2013.07.034. Epub 2013 Aug 11. PubMed PMID: 24148992. 8: Rasapalli S, Kumbam V, Dhawane AN, Golen JA, Lovely CJ, Rheingold AL. Total syntheses of oroidin, hymenidin and clathrodin. Org Biomol Chem. 2013 Jul 7;11(25):4133-7. doi: 10.1039/c3ob40668g. PubMed PMID: 23695419. 9: Lejeune C, Tian H, Appenzeller J, Ermolenko L, Martin MT, Al-Mourabit A. Unprecedented biomimetic homodimerization of oroidin and clathrodin marine metabolites in the presence of HMPA or phosphonate salt tweezers. J Nat Prod. 2013 May 24;76(5):903-8. doi: 10.1021/np400048r. Epub 2013 May 8. PubMed PMID: 23654209. 10: Movassaghi M, Siegel DS, Han S. Total synthesis of all (-)-Agelastatin alkaloids. Chem Sci. 2010 Jan 1;1:561-566. PubMed PMID: 21218186; PubMed Central PMCID: PMC3016719. 11: Rentas AL, Rosa R, Rodríguez AD, De Motta GE. Effect of alkaloid toxins from tropical marine sponges on membrane sodium currents. Toxicon. 1995 Apr;33(4):491-7. PubMed PMID: 7570634. 12: Rosa R, Silva W, Escalona de Motta G, Rodríguez AD, Morales JJ, Ortiz M. Anti-muscarinic activity of a family of C11N5 compounds isolated from Agelas sponges. Experientia. 1992 Sep 15;48(9):885-7. PubMed PMID: 1397186.

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