Compound ID | 2708

Update compound information

Racemomycin

Synonym(s): Yazumycin  |  Streptothricin F

Class: Streptothricin

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Active against Pseudomonas sp. and Proteus vulgaris
Description: Natural product from Streptomyces lavendulae
Year first mentioned: 1990
Development status: Experimental
Reason Dropped: Streptothricin antibiotic shows delayed nephrotoxicity
Chemical structure(s):
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Molecular weight: 758.87
Iso. SMILES: C1[C@H]([C@@H]2[C@@H](C(=O)N1)N=C(N2)N[C@H]3[C@@H]([C@@H]([C@H]([C@H](O3)CO)OC(=O)N)O)NC(=O)C[C@H](CCCNC(=O)C[C@H](CCCNC(=O)C[C@H](CCCN)N)N)N)O
InChI Key: WUJTXMVGXDQPNN-OTQKCRDJSA-N
Can. SMILES: C(C[C@@H](CC(=O)NCCC[C@@H](CC(=O)NCCC[C@@H](CC(=O)N[C@@H]1[C@@H]([C@H]([C@@H](CO)O[C@H]1NC2=N[C@H]3[C@@H]([C@@H](CNC3=O)O)N2)OC(=O)N)O)N)N)N)CN
InChI: InChI=1S/C31H58N12O10/c32-7-1-4-15(33)10-20(46)37-8-2-5-16(34)11-21(47)38-9-3-6-17(35)12-22(48)40-25-26(49)27(53-30(36)51)19(14-44)52-29(25)43-31-41-23-18(45)13-39-28(50)24(23)42-31/h15-19,23-27,29,44-45,49H,1-14,32-35H2,(H2,36,51)(H,37,46)(H,38,47)(H,39,50)(H,40,48)(H2,41,42,43)/t15-,16-,17-,18+,19+,23+,24-,25+,26-,27-,29+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/49852376
Citation: https://www.jstage.jst.go.jp/article/cpb1958/38/8/38_8_2296/_pdf/-char/en

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