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MedKoo Cat#: 462871 | Name: Celesticetin A

Description:

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

Celesticetin A is an antibiotic produced by Streptomyces caelestis from soil. It is active against gram positive & plant pathogens.

Chemical Structure

Celesticetin A
CAS#2520-21-0

Theoretical Analysis

MedKoo Cat#: 462871

Name: Celesticetin A

CAS#: 2520-21-0

Chemical Formula: C24H36N2O9S

Exact Mass: 528.2142

Molecular Weight: 528.62

Elemental Analysis: C, 54.53; H, 6.86; N, 5.30; O, 27.24; S, 6.06

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
Celesticetin; NSC 9147; NSC9147; NSC-9147;
IUPAC/Chemical Name
2-(((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-((1R,2R)-2-methoxy-1-((S)-1-methylpyrrolidine-2-carboxamido)propyl)tetrahydro-2H-pyran-2-yl)thio)ethyl 2-hydroxybenzoate
InChi Key
VMSQKUCYEMOKMM-PBZRRIJCSA-N
InChi Code
InChI=1S/C24H36N2O9S/c1-13(33-3)17(25-22(31)15-8-6-10-26(15)2)21-19(29)18(28)20(30)24(35-21)36-12-11-34-23(32)14-7-4-5-9-16(14)27/h4-5,7,9,13,15,17-21,24,27-30H,6,8,10-12H2,1-3H3,(H,25,31)/t13-,15+,17-,18+,19-,20-,21-,24-/m1/s1
SMILES Code
CO[C@@H]([C@H]([C@H]1O[C@@H]([C@@H]([C@H]([C@H]1O)O)O)SCCOC(c2c(O)cccc2)=O)NC([C@@H]3CCCN3C)=O)C
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 528.62 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: Janata J, Kadlcik S, Koberska M, Ulanova D, Kamenik Z, Novak P, Kopecky J, Novotna J, Radojevic B, Plhackova K, Gazak R, Najmanova L. Lincosamide synthetase--a unique condensation system combining elements of nonribosomal peptide synthetase and mycothiol metabolism. PLoS One. 2015 Mar 5;10(3):e0118850. doi: 10.1371/journal.pone.0118850. PMID: 25741696; PMCID: PMC4351081. 2: Kadlčík S, Kučera T, Chalupská D, Gažák R, Koběrská M, Ulanová D, Kopecký J, Kutejová E, Najmanová L, Janata J. Adaptation of an L-proline adenylation domain to use 4-propyl-L-proline in the evolution of lincosamide biosynthesis. PLoS One. 2013 Dec 27;8(12):e84902. doi: 10.1371/journal.pone.0084902. PMID: 24386435; PMCID: PMC3874040. 3: Najmanová L, Kutejová E, Kadlec J, Polan M, Olšovská J, Benada O, Novotná J, Kameník Z, Halada P, Bauer J, Janata J. Characterization of N-demethyllincosamide methyltransferases LmbJ and CcbJ. Chembiochem. 2013 Nov 25;14(17):2259-62. doi: 10.1002/cbic.201300389. Epub 2013 Oct 25. PMID: 24166757. 4: Cermák L, Novotná J, Ságova-Marecková M, Kopecký J, Najmanová L, Janata J. Hybridization analysis and mapping of the celesticetin gene cluster revealed genes shared with lincomycin biosynthesis. Folia Microbiol (Praha). 2007;52(5):457-62. doi: 10.1007/BF02932104. PMID: 18298041. 5: Aagaard C, Phan H, Trevisanato S, Garrett RA. A spontaneous point mutation in the single 23S rRNA gene of the thermophilic arachaeon Sulfolobus acidocaldarius confers multiple drug resistance. J Bacteriol. 1994 Dec;176(24):7744-7. doi: 10.1128/jb.176.24.7744-7747.1994. PMID: 8002603; PMCID: PMC197236. 6: Egebjerg J, Garrett RA. Binding sites of the antibiotics pactamycin and celesticetin on ribosomal RNAs. Biochimie. 1991 Jul-Aug;73(7-8):1145-9. doi: 10.1016/0300-9084(91)90158-w. PMID: 1720667. 7: Calcutt MJ, Cundliffe E. Cloning of a lincosamide resistance determinant from Streptomyces caelestis, the producer of celesticetin, and characterization of the resistance mechanism. J Bacteriol. 1990 Aug;172(8):4710-4. doi: 10.1128/jb.172.8.4710-4714.1990. PMID: 2376570; PMCID: PMC213311. 8: Jenkins G, Zalacain M, Cundliffe E. Inducible ribosomal RNA methylation in Streptomyces lividans, conferring resistance to lincomycin. J Gen Microbiol. 1989 Dec;135(12):3281-8. doi: 10.1099/00221287-135-12-3281. PMID: 2483994. 9: Toda S, Nakagawa S, Naito T, Kawaguchi H. Structure of antibiotic Bu-2545, a new member of the celesticetin-lincomycin class. J Antibiot (Tokyo). 1981 May;34(5):596-9. doi: 10.7164/antibiotics.34.596. PMID: 7275840.