Maridomycin VI

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Category Antibiotics
Catalog number BBF-02305
CAS 35775-66-7
Molecular Weight 801.92
Molecular Formula C39H63NO16
Purity ≥95%

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Description

It is produced by the strain of Str. hygroscopicus B-5050. It's a macrolide antibiotic. It has the activity against gram-positive bacteria and mycoplasma. Serum dose not affect its antibacterial activity. It has the effect of protecting gram-positive bacterial infection mice, and the therapeutic dose is similar to styloleomycin.

Specification

Synonyms Antibiotic B 5050F; B 5050F; Leucomycin V, 12,13-dihydro-12,13-epoxy-, 3,4B-diacetate, (12S,13S)-
IUPAC Name [(1S,3R,7R,8S,9S,10R,12R,13R,14E,16S)-9-[(2S,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-5-acetyloxy-4-hydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-13-hydroxy-8-methoxy-3,12-dimethyl-5-oxo-10-(2-oxoethyl)-4,17-dioxabicyclo[14.1.0]heptadec-14-en-7-yl] acetate
Canonical SMILES CC1CC(C(C(C(CC(=O)OC(CC2C(O2)C=CC1O)C)OC(=O)C)OC)OC3C(C(C(C(O3)C)OC4CC(C(C(O4)C)OC(=O)C)(C)O)N(C)C)O)CC=O
InChI InChI=1S/C39H63NO16/c1-19-15-25(13-14-41)35(36(48-10)29(52-23(5)42)17-30(45)49-20(2)16-28-27(54-28)12-11-26(19)44)56-38-33(46)32(40(8)9)34(21(3)51-38)55-31-18-39(7,47)37(22(4)50-31)53-24(6)43/h11-12,14,19-22,25-29,31-38,44,46-47H,13,15-18H2,1-10H3/b12-11+/t19-,20-,21-,22+,25+,26+,27+,28+,29-,31+,32-,33-,34-,35+,36+,37+,38+,39-/m1/s1
InChI Key DNROANSVCXNNHI-AJUDBWGWSA-N

Properties

Antibiotic Activity Spectrum Gram-positive bacteria; Mycoplasma
Boiling Point 873.0°C at 760 mmHg
Melting Point 149-154°C (dec.)
Density 1.27 g/cm3
Solubility Soluble in Ethanol

Reference Reading

1. Analytical studies of maridomycin. II. Separation of 9-propionylmaridomycins by thin-layer chromatography
K Kondo J Chromatogr. 1979 Feb 1;169:337-42. doi: 10.1016/0021-9673(75)85058-8.
Priopionyl derivatives of maridomycins, 9-propionylmaridomycins (PMDMs), are sixteen-membered ring macrolide antibiotics of six analogous components: I, II, III, IV, V and VI. The present paper deals with the separation and quantitative analysis of these components. The analysis was performed by thin-layer chromatographic separation, addition reaction of gaseous iodine with PMDMs on the plate, extraction of the PMDM-iodine complexes, and subsequent analysis of the amount of reacted iodine, using an automatic analysis system. To ascertain the reaction product of this system, PMDM III-iodine complex was synthesized separately under a liquid-phase reaction and the ratio of PMDM III and iodine atoms was determined to be 1:3 on physicochemical examination.

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