Cairomycin B
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| Category | Antibiotics |
| Catalog number | BBF-00197 |
| CAS | 62901-99-9 |
| Molecular Weight | 225.24 |
| Molecular Formula | C10H15N3O3 |
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Description
Cairomycin B is a peptide antibiotic produced by Streptomyces As-C-19, which has activity against gram-positive bacteria.
Specification
| Synonyms | 6,11,13-triazabicyclo[7.2.2]tridecane-7,10,12-trione |
| IUPAC Name | 4,10,12-triazabicyclo[7.2.2]tridecane-3,11,13-trione |
| Canonical SMILES | C1CCNC(=O)CC2C(=O)NC(C1)C(=O)N2 |
| InChI | InChI=1S/C10H15N3O3/c14-8-5-7-10(16)12-6(9(15)13-7)3-1-2-4-11-8/h6-7H,1-5H2,(H,11,14)(H,12,16)(H,13,15) |
| InChI Key | BFKVJADDVUKUIU-UHFFFAOYSA-N |
Properties
| Antibiotic Activity Spectrum | Gram-positive bacteria |
| Melting Point | 120-121°C |
| Solubility | Soluble in Chloroform, ethyl acetate, methyl ether |
Reference Reading
1. Isolation of cairomycins A and C
I R Shimi, S Fathey Antimicrob Agents Chemother. 1981 Jun;19(6):941-4. doi: 10.1128/AAC.19.6.941.
Cairomycin B in the fermentation broths of Streptomyces sp. strain AS-C-19 accompanied cairomycin A and cairomycin C. The cairomycins are peptides with potent activity against gram-positive bacteria. On acid hydrolysis, cairomycin A yielded valine and aspartic acid, whereas cairomycin C yielded lysine, glycine, valine, leucine, and aspartic acid, as identified by paper and gas chromatography. These amino acids were found to exist in their alpha-L form. Cairomycin A was tentatively assigned a 6-isopropyl-2,5-diketopiperazine-3-acetic acid structure. The three cairomycins were distinct from each other in their ultraviolet, infrared, and mass spectra; elemental analyses; and their chromatographic behavior in different developing solvents.
2. Cairomycin B, a new antibiotic
I R Shimi, N Abedallah, S Fathy Antimicrob Agents Chemother. 1977 Mar;11(3):373-5. doi: 10.1128/AAC.11.3.373.
Cairomycin B is a new cyclic peptide antibiotic that was isolated from Streptomyces As-C-19 obtained from the soil of Cairo. The antibiotic had the following empirical formula: C(10)H(15)N(3)O(3); on acid hydrolysis, it yielded aspartic acid and lysine. Spectral analysis and its chemical characteristics indicated that it was a cyclic peptide. The antibiotic melted at 120 to 121 degrees C and was freely soluble in chloroform, ethyl acetate, and acetone, slightly soluble in alcohols, and rather insoluble in water and petroleum ether. Cairomycin B was mainly active against gram-positive bacteria, with high toxicity to experimental animals and weak serum-binding properties.
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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 ╳
