Spiramycin III

Spiramycin III

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Spiramycin III
Category Antibiotics
Catalog number BBF-03462
CAS 24916-52-7
Molecular Weight 899.12
Molecular Formula C46H78N2O15
Purity 96%

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Description

It is a macrolide antibiotic produced by the strain of Str. ambofaciens. It has strong anti-gram-positive bacteria activity, but has weak anti-Gram-negative bacteria and mycobacteria activity. Its antibacterial activity is close to other components. It has partial cross-resistance with erythromycin, carbomycin and picromycin. Its activity is stronger in alkaline condition, and it is more active in vivo than in vitro. It is also effective against scrub typhus fever and rickettsia.

Specification

Synonyms 9-O-[(2R,5S,6R)-5-Dimethylaminotetrahydro-6-methyl-2H-pyran-2-yl]leucomycin V3-propanoate; Foromacidin C; Spiramycin C; Aids-166765; Foromacidine C; Spiramycin 3
Storage Store at-20°C
IUPAC Name [(4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-[(2S,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-10-[(2R,5S,6R)-5-(dimethylamino)-6-methyloxan-2-yl]oxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-4-yl] propanoate
Canonical SMILES CCC(=O)OC1CC(=O)OC(CC=CC=CC(C(CC(C(C1OC)OC2C(C(C(C(O2)C)OC3CC(C(C(O3)C)O)(C)O)N(C)C)O)CC=O)C)OC4CCC(C(O4)C)N(C)C)C
InChI InChI=1S/C46H78N2O15/c1-13-35(50)60-34-24-36(51)56-27(3)17-15-14-16-18-33(61-37-20-19-32(47(8)9)28(4)57-37)26(2)23-31(21-22-49)42(43(34)55-12)63-45-40(52)39(48(10)11)41(29(5)59-45)62-38-25-46(7,54)44(53)30(6)58-38/h14-16,18,22,26-34,37-45,52-54H,13,17,19-21,23-25H2,1-12H3/b15-14+,18-16+/t26-,27-,28-,29-,30+,31+,32+,33+,34-,37+,38+,39-,40-,41-,42+,43+,44+,45+,46-/m1/s1
InChI Key HSZLKTCKAYXVBX-LYIMTGTFSA-N

Properties

Appearance Off-White Solid
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria; Mycobacteria
Boiling Point 923.6°C at 760 mmHg
Melting Point 128-131°C
Density 1.20 g/cm3
Solubility Soluble in Methanol

Reference Reading

1.Identification of 4″-isovaleryl-spiramycin III produced by Bacillus sp. fmbJ.
Deng Y1, Ju Y, Lu Z, Lu F, Yan D, Bie X. Arch Microbiol. 2014 Feb;196(2):87-95. doi: 10.1007/s00203-013-0939-x. Epub 2013 Dec 20.
The production of secondary metabolites with antibiotic properties is a common characteristic to Bacillus spp. These metabolites not only have diverse chemical structures but also have a wide range of bioactivities with medicinal and agricultural interests such as antibiotic. Bacillus sp. fmbJ has been found to produce lipopeptides fengycin and surfactin in accordance with our previous report. In this study, another antimicrobial substance was separated and purified from the culture supernatant of strain fmbJ using the silica gel column chromatography and preparative reversed-phase high-performance liquid chromatography. By means of electrospray ionization mass spectroscopy, infrared spectroscopy, and nuclear magnetic resonance, the antagonistic compound was determined to be 4″-isovaleryl-spiramycin III with the molecular weight of 982 Da. This report is the first to introduce the finding of spiramycin produced from Bacillus sp. The study provides a novel source for the production of spiramycin in pharmaceutical industries.

Bio Calculators

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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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