74149-70-5

Basic information

• Product Name: parabactin
• Synonyms: parabactin;(4S,5R)-N-[4-[(2,3-Dihydroxybenzoyl)amino]butyl]-N-[3-[(2,3-dihydroxybenzoyl)amino]propyl]-2-(2-hydroxyphenyl)-4,5-dihydro-5-methyl-4-oxazolecarboxamide;L-Parabactin
• CAS NO: 74149-70-5
• Molecular Formula: C₃₂H₃₆N₄O₉
• Molecular Weight: 620.6496
• Mol File: 74149-70-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 911.5°Cat760mmHg
• Flash Point: 505.1°C
• Appearance: /
• Density: 1.382g/cm³
• Vapor Pressure: 2.27E-35mmHg at 25°C
• Refractive Index: 1.645
• CAS DataBase Reference: parabactin(CAS DataBase Reference)
• NIST Chemistry Reference: parabactin(74149-70-5)
• EPA Substance Registry System: parabactin(74149-70-5)

Safety Data

• Hazardous Substances Data: 74149-70-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C32H36N4O9/c1-19-26(35-31(45-19)20-9-2-3-12-23(20)37)32(44)36(18-8-16-34-30(43)22-11-7-14-25(39)28(22)41)17-5-4-15-33-29(42)21-10-6-13-24(38)27(21)40/h2-3,6-7,9-14,19,26,35,38-41H,4-5,8,15-18H2,1H3,(H,33,42)(H,34,43)/b31-20-/t19-,26+/m1/s1

Upstream product

• 82247-45-8 N⁴-(N-carbobenzoxy-L-threonyl)-N¹,N⁸-bis(2,3-dimethoxybenzoyl)spermidine 
• 89675-85-4 N⁴-L-threonyl-N¹,N⁸-bis(2,3-dimethoxybenzoyl)spermidine 
• 78217-75-1 N¹,N⁸-Bis(2,3-bis(methyloxy)benzoyl)spermidine 
• 20857-12-9 2-hydroxybenzimino ethyl ether 
• 82247-46-9 N¹,N⁸-bis(2,3-dihydroxybenzoyl)-M⁴-(L-threonyl)spermidine hydrobromide 
• 119-36-8 methyl salicylate 
• 89965-53-7 (4R,5R)-2-(2-hydroxyphenyl)-4-methoxycarbonyl-5-methyl-4,5-dihydro-oxazole 
• 89965-57-1 (4S,5R)-N-<3-(benzyloxycarbonylamino)propyl>-N-<4-(benzyloxycarbonylamino)butyl>-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-oxazole-4-carboxamide 
• 81254-80-0 (2R,3S)-methyl 2-(2-(benzyloxy)benzamido)-3-hydroxybutanoate 
• 81254-79-7 (2R,3S)-2-(2-(benzyloxy)benzamido)-3-hydroxybutanoic acid 
• 81254-81-1 3-(2-benzyloxybenzoyl)-1,3-thiazolidine-2-thione 
• 89965-52-6 N-(2-hydroxybenzoyl)-D-threonine methyl ester 
• 89965-54-8 (4S,5R)-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-oxazole-4-carboxylic acid 
• 89965-56-0 <3-<<4-(carboxyamino)butyl>amino>propyl>carbamic acid, dibenzyl ester 

Relevant articles and documents

New synthetic probes of the iron transport system of Paracoccus denitrificans

A range of analogues of parabactin A 4 and agrobactin A 5 have been synthesised. All these compounds were able to chelate iron, and to promote the growth of iron-starved Paracoccus denitrificans to varying degrees. A degree of flexibility in the sideropho

300-MHz 1H NMR Study of Parabactin and Its Gallium(III) Chelate

The solution structure of parabactin and its gallium(III) complex is evaluated with 300-MHz 1H NMR.The ligand is shown to exist in three separate conformers while the chelate appears to form the A cis chelate exclusively.Furthermore, the chelate is shown to exist in a 3:1 ratio of two diastereomeric forms that differ only in the disposition of the spermidine backbone.