LIVIDOMYCIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C29H55N5O18
Molecular Weight	761.7697
Optical Activity	UNSPECIFIED
Defined Stereocenters	23 / 23
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]4(O[C@@H]1[C@@H](CO)O[C@@H](O[C@]2([H])[C@@H](O)[C@H](N)C[C@H](N)[C@@]2([H])O[C@H]3O[C@H](CO)[C@@H](O)C[C@H]3N)[C@@H]1O)O[C@@H](CN)[C@@]([H])(O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O)[C@H](O)[C@H]4N

InChI

InChIKey=DBLVDAUGBTYDFR-SWMBIRFSSA-N

InChI=1S/C29H55N5O18/c30-3-11-23(51-28-20(43)19(42)17(40)13(5-36)47-28)18(41)15(34)27(45-11)50-24-14(6-37)48-29(21(24)44)52-25-16(39)7(31)1-8(32)22(25)49-26-9(33)2-10(38)12(4-35)46-26/h7-29,35-44H,1-6,30-34H2/t7-,8+,9-,10+,11+,12-,13-,14-,15-,16+,17-,18-,19+,20+,21-,22-,23-,24-,25-,26-,27-,28-,29+/m1/s1

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Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16214802 | https://www.ncbi.nlm.nih.gov/pubmed/4624613 | Elks, J. (2014) The Dictionary of Drugs: Chemical Data, page 736, retrieved from: https://books.google.ru/books?id=0vXTBwAAQBAJ

Lividomycin is the antibacterial agent produced by Streptomyces lividus. It is aminoglycoside antibiotic. Lividomycin binds to bacterial ribosomes and inhibits protein synthesis. In vitro development of resistance to lividomycin in P. aeruginosa and M. tuberculosis was much slower than that to kanamycin, but was comparable in Staphylococcus aureus. Lividomycin showed a positive protecting effect for the experimental infections in mice with several bacteria such as S. aureus, P. aeruginosa, Klebsiella pneumoniae and Escherichia coli. It was fairly effective for the experimental infection with the kanamycin-resistant strains of E. coli and P. aeruginosa producing the kanamycin-phosphorylating enzyme.

Approval Year

PubMed

Title	Date	PubMed
[The experimental studies on antituberculous activity of lividomycin].	1972 May	4339540
In vitro and in vivo susceptibility of atypical mycobacteria to various drugs.	1981 Sep-Oct	7339820
Small molecules that selectively block RNA binding of HIV-1 Rev protein inhibit Rev function and viral production.	1993 Sep 24	8402886

Patents

Name

Type

Language

LIVIDOMYCIN

Official Name

English

lividomycin [INN]

Common Name

English

O-2-AMINO-2,3-DIDEOXY-.ALPHA.-D-RIBO-HEXOPYRANOSYL-(1->4)-O-(O-.ALPHA.-D-MANNOPYRANOSYL-(1->4)-O-2,6-DIAMINO-2,6-DIDEOXY-.BETA.-L-IDOPYRANOSYL-(1->3)-.BETA.-D-RIBOFURANOSYL-(1->5))-2-DEOXY-D-STREPTAMINE

Common Name

English

LIVIDOMYCIN A

Common Name

English

Code System Code Type Description

FDA UNII

A606AJ494W