Midecamycin A4
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| Category | Bioactive by-products |
| Catalog number | BBF-01938 |
| CAS | |
| Molecular Weight | 825.98 |
| Molecular Formula | C42H67NO15 |
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Description
Midecamycin A4 is a macrolide compound produced by Streptomyces mycarofaciens. It has strong anti-Gram-positive bacteria and weak anti-Gram-negative bacteria, mycobacteria and fungi activity. Cross-resistance with erythromycin.
Specification
| Synonyms | Mydecamycin A4; Antibiotic SF 837A4 |
| IUPAC Name | [(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-6-[[(4R,5S,6S,7R,9R,11E,13E,16R)-5-methoxy-9,16-dimethyl-2,10-dioxo-7-(2-oxoethyl)-4-propanoyloxy-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] butanoate |
| Canonical SMILES | CCCC(=O)OC1C(OC(CC1(C)O)OC2C(OC(C(C2N(C)C)O)OC3C(CC(C(=O)C=CC=CCC(OC(=O)CC(C3OC)OC(=O)CC)C)C)CC=O)C)C |
| InChI | InChI=1S/C42H67NO15/c1-11-16-32(47)56-40-27(6)53-34(23-42(40,7)50)57-37-26(5)54-41(36(49)35(37)43(8)9)58-38-28(19-20-44)21-24(3)29(45)18-15-13-14-17-25(4)52-33(48)22-30(39(38)51-10)55-31(46)12-2/h13-15,18,20,24-28,30,34-41,49-50H,11-12,16-17,19,21-23H2,1-10H3/b14-13+,18-15+/t24-,25-,26-,27+,28+,30-,34+,35-,36-,37-,38+,39+,40+,41+,42-/m1/s1 |
| InChI Key | NLUFZUPOQMATMY-VPLIJDJMSA-N |
Properties
| Appearance | White Powder |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria; fungi; mycobacteria |
| Boiling Point | 883.1±65.0°C at 760 mmHg |
| Melting Point | 120-122°C |
| Density | 1.2±0.1 g/cm3 |
Reference Reading
1. Cladinose analogues of sixteen-membered macrolide antibiotics. I. Synthesis of 4-O-alkyl-L-cladinose analogues via glycosylation
K Kurihara, K Ajito, S Shibahara, T Ishizuka, O Hara, M Araake, S Omoto J Antibiot (Tokyo). 1996 Jun;49(6):582-92. doi: 10.7164/antibiotics.49.582.
The synthesis and biological evaluation of sixteen-membered macrolides possessing a 4-O-alkyl-alpha-L-cladinosyl moiety as the neutral sugar are described. The nine novel derivatives have been synthesized by glycosylation with 1-thio sugars. The most active derivative of them showed prolonged antibacterial activity in rat plasma in vitro and improved pharmacokinetics.
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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 ╳
