Oxamicetin

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Category Antibiotics
Catalog number BBF-02326
CAS 52665-75-5
Molecular Weight 634.68
Molecular Formula C29H42N6O10

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Description

Oxamicetin is produced by the strain of Arthrobacter oxamicetus B 302-B 75. It's a nucleoside antibiotic. It has anti-bacterial, mycobacterium effects. It has protective effect on intramuscular injection in mice infected with Staphylococcus aureus and Escherichia coli, but oral administration is not effective. It inhibits pathogenic leptospirosis at 0.1-0.5 μg/mL, and inhibits non-pathogenic leptospirosis at 10-40 μg/mL.

Specification

Synonyms 4''-Hydroxyamicetin; Antibiotic BU-1848; Oxamycetin
IUPAC Name 4-[[(2S)-2-amino-3-hydroxy-2-methylpropanoyl]amino]-N-[1-[(2R,4R,5S,6R)-5-[(2R,3R,4S,5S,6R)-5-(dimethylamino)-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]-2-oxopyrimidin-4-yl]benzamide
Canonical SMILES CC1C(C(C(C(O1)OC2C(OC(CC2O)N3C=CC(=NC3=O)NC(=O)C4=CC=C(C=C4)NC(=O)C(C)(CO)N)C)O)O)N(C)C
InChI InChI=1S/C29H42N6O10/c1-14-21(34(4)5)22(38)23(39)26(44-14)45-24-15(2)43-20(12-18(24)37)35-11-10-19(33-28(35)42)32-25(40)16-6-8-17(9-7-16)31-27(41)29(3,30)13-36/h6-11,14-15,18,20-24,26,36-39H,12-13,30H2,1-5H3,(H,31,41)(H,32,33,40,42)/t14-,15-,18-,20-,21-,22+,23-,24-,26-,29+/m1/s1
InChI Key UWVPICJGEAEOKF-OBFBSDRYSA-N

Properties

Appearance Crystal
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria; Mycobacteria
Melting Point 176-179°C
Density 1.51 g/cm3
Solubility Soluble in Hydrochloric acid, Sodium hydroxide

Reference Reading

1. Sensitivity in vitro of leptospira to oxamicetin
M Cinco, L Cociancich J Antibiot (Tokyo). 1975 Apr;28(4):325-7. doi: 10.7164/antibiotics.28.325.
Oxamicetin was tested against 12 strains of parasitic leptospira each representing a different serotype and serogroup, and 8 saprophytic strains in liquid media. The results showed general susceptibility of parasitic leptospira being MIC's from 0.1 to 0.5 mug/ml. The MIC's against saprophytic strains were 10 similar to 40 mug/ml.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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