Aerocavin
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| Category | Antibiotics |
| Catalog number | BBF-00044 |
| CAS | 113702-00-4 |
| Molecular Weight | 464.63 |
| Molecular Formula | C27H44O6 |
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Description
Aerocavin is a macrolide antibiotic produced in Chromobacterium violaceum. Aerocavin has anti-Gram-positive bacteria and weak anti-negative bacteria activity.
Specification
| Synonyms | Oxacyclotetradeca-3,6,9-triene-4-acetic acid, 12-hydroxy-14-(2-hydroxyundecyl)-10-methyl-2-oxo-, (3E,6E,9E,12R*,14S*(R*))-(+)-; 2-[(3E,6Z,9Z,12R,14S)-12-hydroxy-14-[(2R)-2-hydroxyundecyl]-10-methyl-2-oxo-1-oxacyclotetradeca-3,6,9-trien-4-yl]acetic acid |
| IUPAC Name | 2-[(3E,6Z,9Z,12R,14S)-12-hydroxy-14-[(2R)-2-hydroxyundecyl]-10-methyl-2-oxo-1-oxacyclotetradeca-3,6,9-trien-4-yl]acetic acid |
| Canonical SMILES | CCCCCCCCCC(CC1CC(CC(=CCC=CCC(=CC(=O)O1)CC(=O)O)C)O)O |
| InChI | InChI=1S/C27H44O6/c1-3-4-5-6-7-8-12-15-23(28)19-25-20-24(29)16-21(2)13-10-9-11-14-22(17-26(30)31)18-27(32)33-25/h9,11,13,18,23-25,28-29H,3-8,10,12,14-17,19-20H2,1-2H3,(H,30,31)/b11-9-,21-13-,22-18+/t23-,24-,25+/m1/s1 |
| InChI Key | OJPUZRWFAWDJHP-DSACNGRVSA-N |
Properties
| Appearance | Colorless Crystal |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
| Boiling Point | 659.4°C at 760 mmHg |
| Density | 1.044 g/cm3 |
| Solubility | soluble in Methanol, Acetone, Ethyl acetate |
Reference Reading
1. Aerocavin, a new antibiotic produced by Chromobacterium violaceum
P D Singh, W C Liu, J Z Gougoutas, M F Malley, M A Porubcan, W H Trejo, J S Wells, R B Sykes J Antibiot (Tokyo). 1988 Apr;41(4):446-53. doi: 10.7164/antibiotics.41.446.
A new antibiotic, aerocavin, has been isolated from fermentation broths of a non-pigmented strain of Chromobacterium violaceum. The structure 1 was deduced from its spectroscopic properties and X-ray diffraction analysis. Aerocavin exhibits activity in vitro against Gram-positive and Gram-negative bacteria.
2. Chromobacterium violaceum: a review of pharmacological and industiral perspectives
N Durán, C F Menck Crit Rev Microbiol. 2001;27(3):201-22. doi: 10.1080/20014091096747.
Violet-pigmented bacteria, which have been described since the end of the 19th century, are occasionally the causative agent of septicemia and sometimes cause fatal infection in human and animals. Bacteria, producing violet colonies due to the production of a nondiffusible pigment violacein, were classified as a redefined genus Chromobacterium. Chromobacterium violaceum is gram-negative, and saprophyte from soil and water is normally considered nonpathogenic to human, but is an opportunistic pathogen of extreme virulence for human and animals. The biosynthesis and biological activities of violacein and the diverse effects of this pigment have been studied. Besides violacein, C. violaceum produces other antibiotics, such as aerocyanidin and aerocavin, which exhibit in vitro activity against both gram-negative and gram-positive bacteria. 3,6-Dihydroxyindoxazene and Y-TO678h exhibit a selective activity against gram-negative bacteria. Arphamenine A and B, and FR901228, that enhanced immunoresponse, and potentiators of beta-lactam antibiotics and chelators such as ferrioxamine exhibit important clinical potential applications. Lipopolysaccharides and polyhydroxyesters together with several enzymes appear as important metabolites with biotechnological applications. Many of these metabolites were already studied at the genome level.
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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 ╳
