A-500359E
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| Category | Antibiotics |
| Catalog number | BBF-03176 |
| CAS | |
| Molecular Weight | 473.39 |
| Molecular Formula | C18H23N3O12 |
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Description
A-500359E is a bacterial translocase-1 (Translocase I, EC 2.7. 8.13) inhibitor produced by Streptomyces griseus SANK 60196. It has activity against Mycobacterium smegmatis, Streptococcus pneumoniae and Streptococcus pyogenes, with an MIC of 6.25-12.5 µg/mL.
Specification
| Synonyms | A-500359 E |
| IUPAC Name | methyl (2S,3S,4S)-2-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-methoxyoxolan-2-yl]-2-oxoethoxy]-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylate |
| Canonical SMILES | COC1C(C(OC1C(C(=O)N)OC2C(C(C=C(O2)C(=O)OC)O)O)N3C=CC(=O)NC3=O)O |
| InChI | InChI=1S/C18H23N3O12/c1-29-11-10(25)15(21-4-3-8(23)20-18(21)28)32-12(11)13(14(19)26)33-17-9(24)6(22)5-7(31-17)16(27)30-2/h3-6,9-13,15,17,22,24-25H,1-2H3,(H2,19,26)(H,20,23,28)/t6-,9-,10+,11-,12-,13+,15+,17+/m0/s1 |
| InChI Key | PURGDQCDJJEGGD-PTRINMDFSA-N |
Properties
| Antibiotic Activity Spectrum | Gram-positive bacteria; mycobacteria |
| Density | 1.6±0.1 g/cm3 |
Reference Reading
1. Synthesis and antimycobacterial activity of capuramycin analogues. Part 1: substitution of the azepan-2-one moiety of capuramycin
Hitoshi Hotoda, Miyuki Furukawa, Makiko Daigo, Kazuhiro Murayama, Masakatsu Kaneko, Yasunori Muramatsu, Michiko Miyazawa Ishii, Shun-ichi Miyakoshi, Toshio Takatsu, Masatoshi Inukai, Masayo Kakuta, Tomomi Abe, Tamako Harasaki, Takashi Fukuoka, Yukio Utsui, Satoshi Ohya Bioorg Med Chem Lett. 2003 Sep 1;13(17):2829-32. doi: 10.1016/s0960-894x(03)00596-1.
Capuramycin analogues with a variety of substituents in place of the azepan-2-one moiety were synthesized from A-500359E and were tested for their translocase I inhibitory activity and in vitro antimycobacterial activity. Phenyl-type moieties were found to be effective substituents for capuramycin analogues.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
