FR-900148
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| Category | Antibiotics |
| Catalog number | BBF-03562 |
| CAS | 73706-57-7 |
| Molecular Weight | 278.69 |
| Molecular Formula | C10H15ClN2O5 |
Online Inquiry
Description
It is originally isolated from Streptomyces xanthocidicus 301. FR-900148 can inhibit gram-positive and gram-negative bacteria, but has no effect on pseudomonas aeruginosa.
Specification
| IUPAC Name | (Z)-4-[(2-amino-3-methylbutanoyl)amino]-3-chloropent-2-enedioic acid |
| Canonical SMILES | CC(C)C(C(=O)NC(C(=CC(=O)O)Cl)C(=O)O)N |
| InChI | InChI=1S/C10H15ClN2O5/c1-4(2)7(12)9(16)13-8(10(17)18)5(11)3-6(14)15/h3-4,7-8H,12H2,1-2H3,(H,13,16)(H,14,15)(H,17,18)/b5-3- |
| InChI Key | LIRMHXHUVGJKBB-HYXAFXHYSA-N |
Properties
| Appearance | White Powder |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
| Melting Point | 143-147°C |
Reference Reading
1. FR-900148, a new antibiotic. I. Taxonomy, fermentation, isolation and characterization
Y Kuroda, M Okuhara, T Goto, M Yamashita, E Iguchi, M Kohsaka, H Aoki, H Imanaka J Antibiot (Tokyo). 1980 Mar;33(3):259-66. doi: 10.7164/antibiotics.33.259.
A strain of Streptomyces, isolated from a soil sample and identified as Streptomyces xanthocidicus, has been found to produce FR-900148, a new antibiotic containing chlorine in its molecule. The antibiotic inhibits both Gram-positive and negative bacteria. However, it is not effective against wild type of Pseudomonas aerguinosa. Its antibacterial action is considered to result from cell wall synthesis inhibition since it causes spheroplast formation from susceptible cells.
2. FR-900148, a new antibiotic. II. Structure determination of FR-900148
Y Kuroda, M Okuhara, T Goto, M Okamoto, M Yamashita, M Kohsaka, H Aoki, H Imanaka J Antibiot (Tokyo). 1980 Mar;33(3):267-71. doi: 10.7164/antibiotics.33.267.
The structure of FR-900148, a new antibiotic produced by a strain of Streptomyces xanthocidicus, has been established as 1-N-valyl-3-chloro-2,5-dihydro-5-oxo-1H-pyrrole-2-carboxylic acid on the basis of spectroscopic and chemical evidence.
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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 ╳
