Brassilexin | CAS#119752-76-0 | hydrolase inhibitor

MedKoo Cat#: 563316 | Name: Brassilexin

Description:

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

Brassilexin is an inhibitor of cyclobrassinin hydrolase, a unique enzyme from the fungal pathogen Alternaria brassicicola.

Chemical Structure

Brassilexin

CAS#119752-76-0

Theoretical Analysis

MedKoo Cat#: 563316

Name: Brassilexin

CAS#: 119752-76-0

Chemical Formula: C9H6N2S

Exact Mass: 174.0252

Molecular Weight: 174.22

Elemental Analysis: C, 62.05; H, 3.47; N, 16.08; S, 18.40

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

Brassilexin; Brassilexine;

IUPAC/Chemical Name

2H-[1,2]Thiazolo[5,4-b]indole

InChi Key

YPQKRKAUPLJHDT-UHFFFAOYSA-N

InChi Code

InChI=1S/C9H6N2S/c1-2-4-8-6(3-1)7-5-10-12-9(7)11-8/h1-5,10H

SMILES Code

C12=NC3=C(C=CC=C3)C1=CNS2

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 174.22 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: Pedras MS, Minic Z. The phytoalexins brassilexin and camalexin inhibit cyclobrassinin hydrolase, a unique enzyme from the fungal pathogen Alternaria brassicicola. Bioorg Med Chem. 2014 Jan 1;22(1):459-67. doi: 10.1016/j.bmc.2013.11.005. Epub 2013 Nov 13. PubMed PMID: 24275350. 2: Pedras MS, Hossain S, Snitynsky RB. Detoxification of cruciferous phytoalexins in Botrytis cinerea: spontaneous dimerization of a camalexin metabolite. Phytochemistry. 2011 Feb;72(2-3):199-206. doi: 10.1016/j.phytochem.2010.11.018. Epub 2010 Dec 20. PubMed PMID: 21176925. 3: Pedras MS, Snitynsky RB. Impact of cruciferous phytoalexins on the detoxification of brassilexin by the blackleg fungus pathogenic to brown mustard. Nat Prod Commun. 2010 Jun;5(6):883-8. PubMed PMID: 20614815. 4: Pedras MS, Minic Z, Sarma-Mamillapalle VK, Suchy M. Discovery of inhibitors of brassinin oxidase based on the scaffolds of the phytoalexins brassilexin and wasalexin. Bioorg Med Chem. 2010 Apr 1;18(7):2456-63. doi: 10.1016/j.bmc.2010.02.054. Epub 2010 Mar 2. PubMed PMID: 20303277. 5: Sexton AC, Minic Z, Cozijnsen AJ, Pedras MS, Howlett BJ. Cloning, purification and characterisation of brassinin glucosyltransferase, a phytoalexin-detoxifying enzyme from the plant pathogen Sclerotinia sclerotiorum. Fungal Genet Biol. 2009 Feb;46(2):201-9. doi: 10.1016/j.fgb.2008.10.014. Epub 2008 Nov 13. PubMed PMID: 19041410. 6: Pedras MS, Zheng QA, Gadagi RS, Rimmer SR. Phytoalexins and polar metabolites from the oilseeds canola and rapeseed: differential metabolic responses to the biotroph Albugo candida and to abiotic stress. Phytochemistry. 2008 Feb;69(4):894-910. Epub 2007 Nov 26. PubMed PMID: 18039546. 7: Pedras MS, Hossain M. Metabolism of crucifer phytoalexins in Sclerotinia sclerotiorum: detoxification of strongly antifungal compounds involves glucosylation. Org Biomol Chem. 2006 Jul 7;4(13):2581-90. Epub 2006 May 30. PubMed PMID: 16791322. 8: Pedras MS, Suchy M. Design, synthesis, and antifungal activity of inhibitors of brassilexin detoxification in the plant pathogenic fungus Leptosphaeria maculans. Bioorg Med Chem. 2006 Feb 1;14(3):714-23. Epub 2005 Oct 3. PubMed PMID: 16202609. 9: Pedras MS, Suchy M. Detoxification pathways of the phytoalexins brassilexin and sinalexin in Leptosphaeria maculans: isolation and synthesis of the elusive intermediate 3-formylindolyl-2-sulfonic acid. Org Biomol Chem. 2005 May 21;3(10):2002-7. Epub 2005 Apr 22. PubMed PMID: 15889184. 10: Pedras MS, Jha M. Concise syntheses of the cruciferous phytoalexins brassilexin, sinalexin, wasalexins, and analogues: expanding the scope of the vilsmeier formylation. J Org Chem. 2005 Mar 4;70(5):1828-34. PubMed PMID: 15730307. 11: Pedras MS, Montaut S, Suchy M. Phytoalexins from the crucifer rutabaga: structures, syntheses, biosyntheses, and antifungal activity. J Org Chem. 2004 Jun 25;69(13):4471-6. PubMed PMID: 15202903. 12: Miedzybrodzki R. [Biological activity of the isothiazole derivatives]. Postepy Hig Med Dosw. 2003;57(6):617-30. Review. Polish. PubMed PMID: 15002160. 13: Mezencev R, Mojzis J, Pilatova M, Kutschy P. Antiproliferative and cancer chemopreventive activity of phytoalexins: focus on indole phytoalexins from crucifers. Neoplasma. 2003;50(4):239-45. Review. PubMed PMID: 12937834. 14: Pedras MS, Nycholat CM, Montaut S, Xu Y, Khan AQ. Chemical defenses of crucifers: elicitation and metabolism of phytoalexins and indole-3-acetonitrile in brown mustard and turnip. Phytochemistry. 2002 Mar;59(6):611-25. PubMed PMID: 11867093. 15: Pedras MS, Zaharia IL. Unprecedented Vilsmeier formylation: expedient syntheses of the cruciferous phytoalexins sinalexin and brassilexin and discovery of a new heteroaromatic ring system. Org Lett. 2001 Apr 19;3(8):1213-6. PubMed PMID: 11348197. 16: Pedras MS, Okanga FI. Strategies of cruciferous pathogenic fungi: detoxification of the phytoalexin cyclobrassinin by mimicry. J Agric Food Chem. 1999 Mar;47(3):1196-202. PubMed PMID: 10552437. 17: Pedras MS, Loukaci A, Okanga FI. The cruciferous phytoalexins brassinin and cyclobrassinin are intermediates in the biosynthesis of brassilexin. Bioorg Med Chem Lett. 1998 Nov 3;8(21):3037-8. PubMed PMID: 9873671. 18: Tempête C, Devys M, Barbier M. Growth inhibitions on human cancer cell cultures with the indole sulphur-containing phytoalexins and their analogues. Z Naturforsch C. 1991 Jul-Aug;46(7-8):706-7. PubMed PMID: 1777001. 19: Rouxel T, Kollmann A, Boulidard L, Mithen R. Abiotic elicitation of indole phytoalexins and resistance to Leptosphaeria maculans within Brassiceae. Planta. 1991 May;184(2):271-8. doi: 10.1007/BF00197957. PubMed PMID: 24194080.