Compound ID | 1055

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Narasin

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule;
Spectrum of activity: Gram-positive
Mechanism of action: Unknown
Target Pathogen: Active against anaerobic Gram-positive bacteria
Description: Diterpene glycoside-type; Berg, D. H., R. L. Hamill, and M. M. Hoehn. "Narasin, a new polyether antibiotic produced by Streptomyces aureofaciens.“Isolation, characterization and properties”." Sixteenth Interscience Conference on Antimicrobial Agents and Chemotherapy. American Society for Microbiology Washington, DC, 1976.
Institute where first reported: The Lilly Research Laboratories
Year first mentioned: 1976
Development status: Experimental
Chemical structure(s):
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Molecular weight: 765.03
Iso. SMILES: CC[C@H]([C@H]1[C@H](C[C@@H]([C@@H](O1)[C@@H](C)[C@@H]([C@H](C)C(=O)[C@H](CC)[C@@H]2[C@H](C[C@H]([C@]3(O2)C=C[C@H]([C@@]4(O3)CC[C@@](O4)(C)[C@H]5CC[C@@]([C@@H](O5)C)(CC)O)O)C)C)O)C)C)C(=O)O
InChI Key: VHKXXVVRRDYCIK-CWCPJSEDSA-N
Can. SMILES: CC[C@@H](C(=O)[C@@H](C)[C@H]([C@H](C)[C@H]1[C@@H](C)C[C@H](C)[C@H]([C@@H](CC)C(=O)O)O1)O)[C@@H]2[C@@H](C)C[C@@H](C)[C@@]3(C=C[C@H]([C@]4(CC[C@@](C)([C@H]5CC[C@](CC)([C@H](C)O5)O)O4)O3)O)O2
InChI: InChI=1S/C43H72O11/c1-12-30(35(46)27(8)34(45)28(9)36-23(4)21-24(5)37(51-36)31(13-2)39(47)48)38-25(6)22-26(7)42(52-38)18-15-32(44)43(54-42)20-19-40(11,53-43)33-16-17-41(49,14-3)29(10)50-33/h15,18,23-34,36-38,44-45,49H,12-14,16-17,19-22H2,1-11H3,(H,47,48)/t23-,24-,25-,26+,27-,28-,29-,30-,31+,32+,33+,34+,36+,37+,38-,40-,41+,42-,43-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/65452
Guide to Pharmacology: narasin
Citation: https://doi.org/10.7164/antibiotics.31.1

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