Synonym
Celesticetin salicylate; Hygramide; U-4819; U 4819; U4819
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 2-hydroxybenzoate
InChi Key
AWDLUSYVMFSMPH-RXBYAXNRSA-N
InChi Code
InChI=1S/C24H36N2O9S.C7H6O3/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;8-6-4-2-1-3-5(6)7(9)10/h4-5,7,9,13,15,17-21,24,27-30H,6,8,10-12H2,1-3H3,(H,25,31);1-4,8H,(H,9,10)/t13-,15+,17-,18+,19-,20-,21-,24-;/m1./s1
SMILES Code
CO[C@H](C)[C@@H](NC(=O)[C@@H]1CCCN1C)[C@H]2O[C@H](SCCOC(=O)c3ccccc3O)[C@H](O)[C@@H](O)[C@H]2O.OC(=O)c4ccccc4O
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
666.74
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: 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.
