L-681217

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L-681217
Category Antibiotics
Catalog number BBF-03708
CAS 93522-10-2
Molecular Weight 659.80
Molecular Formula C36H53NO10
Purity >95% by HPLC

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Description

A glycolipid-type antibiotic related to the efrotomycin class; isolated from a streptomyces sp.; shows broad spectrum antibiotic activity against gram positive and gram negative bacteria

Specification

Synonyms L 681217; Antibiotic L-681217; 2,4,6-Heptatrienoic acid, 7-(tetrahydro-3-hydroxy-5-(2-methoxy-1,3-dimethyl-7-((1-oxo-2-(tetrahydro-2,4,5-trihydroxy-5-methyl-6-(1,3-pentadienyl)-2H-pyran-2-yl)butyl)amino)-3,5-heptadienyl)-2-furanyl)-
Storage Store at -20°C
IUPAC Name (2E,4E,6E)-7-[3-hydroxy-5-[(4E,6E)-3-methoxy-4-methyl-8-[2-[2,4,5-trihydroxy-5-methyl-6-[(1E,3E)-penta-1,3-dienyl]oxan-2-yl]butanoylamino]octa-4,6-dien-2-yl]oxolan-2-yl]hepta-2,4,6-trienoic acid
Canonical SMILES CCC(C(=O)NCC=CC=C(C)C(C(C)C1CC(C(O1)C=CC=CC=CC(=O)O)O)OC)C2(CC(C(C(O2)C=CC=CC)(C)O)O)O
InChI InChI=1S/C36H53NO10/c1-7-9-12-19-31-35(5,43)30(39)23-36(44,47-31)26(8-2)34(42)37-21-16-15-17-24(3)33(45-6)25(4)29-22-27(38)28(46-29)18-13-10-11-14-20-32(40)41/h7,9-20,25-31,33,38-39,43-44H,8,21-23H2,1-6H3,(H,37,42)(H,40,41)/b9-7+,11-10+,16-15+,18-13+,19-12+,20-14+,24-17+
InChI Key OSKAZZUZQORABG-UQKUNJBPSA-N
Source Streptomyces sp.

Properties

Appearance Light Yellow Powder
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
Boiling Point 853.4°C at 760 mmHg
Density 1.231 g/cm3
Solubility Soluble in ethanol, methanol, DMF or DMSO. Limited water solubility.

Reference Reading

1. L-681,217, a new and novel member of the efrotomycin family of antibiotics
S B Zimmerman, E L Dulaney, K E Wilson, R L Monaghan, O D Hensens, A J Kempf J Antibiot (Tokyo) . 1986 Oct;39(10):1361-7. doi: 10.7164/antibiotics.39.1361.
L-681,217 is a new broad spectrum antibiotic isolated from fermentation broth. The compound is a structurally unique member of the efrotomycin family of growth permittant antibiotics.

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