Desotamide | CAS# 194660-14-5 | antibiotic

MedKoo Cat#: 413576 | Name: Desotamide

Description:

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

Desotamide is an antibiotic

Chemical Structure

Desotamide

CAS#194660-14-5

Theoretical Analysis

MedKoo Cat#: 413576

Name: Desotamide

CAS#: 194660-14-5

Chemical Formula: C35H52N8O7

Exact Mass: 696.3959

Molecular Weight: 696.85

Elemental Analysis: C, 60.33; H, 7.52; N, 16.08; O, 16.07

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

Desotamide

IUPAC/Chemical Name

2-((2S,8S,11S,14R,17S)-8-((1H-indol-3-yl)methyl)-17-((R)-sec-butyl)-11,14-diisobutyl-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexaazacyclooctadecan-2-yl)acetamide

InChi Key

LJGXNPVJAKBNOK-DTWKRICWSA-N

InChi Code

InChI=1S/C35H52N8O7/c1-7-20(6)30-35(50)42-27(15-28(36)44)31(46)38-17-29(45)39-26(14-21-16-37-23-11-9-8-10-22(21)23)33(48)40-24(12-18(2)3)32(47)41-25(13-19(4)5)34(49)43-30/h8-11,16,18-20,24-27,30,37H,7,12-15,17H2,1-6H3,(H2,36,44)(H,38,46)(H,39,45)(H,40,48)(H,41,47)(H,42,50)(H,43,49)/t20-,24+,25-,26+,27+,30+/m1/s1

SMILES Code

CC[C@@H](C)[C@@H]1NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)CNC(=O)[C@H](CC(=O)N)NC1=O

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

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 696.85 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: Fazal A, Webb ME, Seipke RF. The Desotamide Family of Antibiotics. Antibiotics (Basel). 2020 Jul 27;9(8):452. doi: 10.3390/antibiotics9080452. PMID: 32727132; PMCID: PMC7459860. 2: Ding W, Dong Y, Ju J, Li Q. The roles of genes associated with regulation, transportation, and macrocyclization in desotamide biosynthesis in Streptomyces scopuliridis SCSIO ZJ46. Appl Microbiol Biotechnol. 2020 Mar;104(6):2603-2610. doi: 10.1007/s00253-020-10414-4. Epub 2020 Jan 31. PMID: 32002605. 3: Tsutsumi LS, Tan GT, Sun D. Solid-phase synthesis of cyclic hexapeptides wollamides A, B and desotamide B. Tetrahedron Lett. 2017 Jul 5;58(27):2675-2680. doi: 10.1016/j.tetlet.2017.05.084. Epub 2017 May 25. PMID: 29129945; PMCID: PMC5678967. 4: Chen YX, Liu C, Liu N, Wu Y, Zhao QJ, Hu HG, Li X, Zou Y. Total Synthesis and Antibacterial Study of Cyclohexapeptides Desotamide B, Wollamide B and Their Analogs. Chem Biodivers. 2018 Jan;15(1). doi: 10.1002/cbdv.201700414. Epub 2017 Dec 27. PMID: 29125222. 5: Kamjam M, Sivalingam P, Deng Z, Hong K. Deep Sea Actinomycetes and Their Secondary Metabolites. Front Microbiol. 2017 May 1;8:760. doi: 10.3389/fmicb.2017.00760. PMID: 28507537; PMCID: PMC5410581. 6: Tsutsumi LS, Elmore JM, Dang UT, Wallace MJ, Marreddy R, Lee RB, Tan GT, Hurdle JG, Lee RE, Sun D. Solid-Phase Synthesis and Antibacterial Activity of Cyclohexapeptide Wollamide B Analogs. ACS Comb Sci. 2018 Mar 12;20(3):172-185. doi: 10.1021/acscombsci.7b00189. Epub 2018 Feb 20. PMID: 29431987. 7: Li Q, Qin X, Liu J, Gui C, Wang B, Li J, Ju J. Deciphering the Biosynthetic Origin of L-allo-Isoleucine. J Am Chem Soc. 2016 Jan 13;138(1):408-15. doi: 10.1021/jacs.5b11380. Epub 2015 Dec 28. PMID: 26669414. 8: Song Y, Li Q, Liu X, Chen Y, Zhang Y, Sun A, Zhang W, Zhang J, Ju J. Cyclic Hexapeptides from the Deep South China Sea-Derived Streptomyces scopuliridis SCSIO ZJ46 Active Against Pathogenic Gram-Positive Bacteria. J Nat Prod. 2014 Aug 22;77(8):1937-41. doi: 10.1021/np500399v. PMID: 25072108. 9: Li Q, Song Y, Qin X, Zhang X, Sun A, Ju J. Identification of the Biosynthetic Gene Cluster for the Anti-infective Desotamides and Production of a New Analogue in a Heterologous Host. J Nat Prod. 2015 Apr 24;78(4):944-8. doi: 10.1021/acs.jnatprod.5b00009. Epub 2015 Mar 6. PMID: 25747118.