U-56407

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Category Antibiotics
Catalog number BBF-01570
CAS 87695-80-5
Molecular Weight 520.6
Molecular Formula C29H32N2O7

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Description

U-56407 is an antibiotic isolated from fermentations of Streptomyces hagronensis (strain 360). It is effective in vitro against Gram-positive bacteria but not Gram-negative organisms.

Specification

Synonyms U 56407; 2,4,6-Decatrienamide, N-(5-hydroxy-5-(7-((2-hydroxy-5-oxo-1-cyclopenten-1-yl)amino)-7-oxo-1,3,5-heptatrienyl)-2-oxo-7-oxabicyclo(4.1.0)hept-3-en-3-yl)-9-methyl-
IUPAC Name (2E,4E,6E)-N-[5-hydroxy-5-[(1E,3E,5E)-7-[(2-hydroxy-5-oxocyclopenten-1-yl)amino]-7-oxohepta-1,3,5-trienyl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-9-methyldeca-2,4,6-trienamide
Canonical SMILES CC(C)CC=CC=CC=CC(=O)NC1=CC(C2C(C1=O)O2)(C=CC=CC=CC(=O)NC3=C(CCC3=O)O)O
InChI InChI=1S/C29H32N2O7/c1-19(2)12-8-4-3-5-9-13-23(34)30-20-18-29(37,28-27(38-28)26(20)36)17-11-7-6-10-14-24(35)31-25-21(32)15-16-22(25)33/h3-11,13-14,17-19,27-28,32,37H,12,15-16H2,1-2H3,(H,30,34)(H,31,35)/b5-3+,7-6+,8-4+,13-9+,14-10+,17-11+
InChI Key GLLPHENDWDLKRH-GXCWGJJBSA-N

Properties

Appearance Bright Yellow Crystalline
Antibiotic Activity Spectrum Gram-positive bacteria
Melting Point 150°C

Reference Reading

1. U-56,407, a new antibiotic related to asukamycin: isolation and characterization
T F Brodasky, D W Stroman, A Dietz, S Mizsak J Antibiot (Tokyo). 1983 Aug;36(8):950-6. doi: 10.7164/antibiotics.36.950.
U-56,407, a bright yellow, crystalline antibiotic was isolated from fermentations of Streptomyces hagronensis (strain 360). This antibiotic was extracted from fermentation broths with halogenated hydrocarbons and purified by silica gel chromatography and crystallization. U-56,407 is active in vitro against Gram-positive bacteria but not Gram-negative organisms. It failed to demonstrate in vivo activity in experimentally infected mice. Physical-chemical characterization of U-56,407 supports a molecular formula of C29H32N2O7 and a structure related to the antibiotic asukamycin.

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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