Molecule ID: 3082425

IUPAC Name: 4-[3-[acetyl(hydroxy)amino]propylamino]-2-[2-[3-[acetyl(hydroxy)amino]propylamino]-2-oxoethyl]-2-hydroxy-4-oxobutanoic acid

Description: The molecule is a hydroxamic acid resulting from the formal condensation of the primary amino group of N-(3-aminopropyl)-N-hydroxyacetamide (2 mol eq.) with the carboxy groups at positions 1 and 3 of citric acid. It is a siderophore produced by Bacillus megaterium and Anabaena species. It has a role as a siderophore and a bacterial metabolite. It is a hydroxamic acid and a 2-hydroxy carboxylic acid. It derives from a citric acid.

SMILES: CC(=O)N(O)CCCN=C(O)CC(O)(CC(O)=NCCCN(O)C(C)=O)C(=O)O

SELFIES: [C][C][=Branch1][C][=O][N][Branch1][C][O][C][C][C][N][=C][Branch1][C][O][C][C][Branch1][C][O][Branch2][Ring1][Ring1][C][C][Branch1][C][O][=N][C][C][C][N][Branch1][C][O][C][Branch1][C][C][=O][C][=Branch1][C][=O][O]

InChI: InChI=1S/C16H28N4O9/c1-11(21)19(28)7-3-5-17-13(23)9-16(27,15(25)26)10-14(24)18-6-4-8-20(29)12(2)22/h27-29H,3-10H2,1-2H3,(H,17,23)(H,18,24)(H,25,26)

Molecular Properties:
- Polar Surface Area: 197.0 Ų
- LogP: -3.8