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Names | |
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IUPAC name
N-[3-[5-[3-[Acetyl(hydroxy)amino]propyl]-3,6-dioxopiperazin-2-yl]propyl]-N-hydroxyacetamide
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Identifiers | |
CAS Number
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3D model (JSmol)
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ChEBI |
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ECHA InfoCard | 100.038.786 |
PubChem CID
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UNII |
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CompTox Dashboard (EPA)
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SMILES
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Properties | |
Chemical formula
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C14H24N4O6 |
Molar mass | 344.368 g·mol−1 |
Density | 1.277 g/cm3 |
Solubility in water
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0.96 g/cm3 (25 °C) @ pH 7 (water) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
![]() ![]() ![]() Infobox references
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Rhodotorulic acid is the smallest of the 2,5-diketopiperazine family[1] of hydroxamate siderophores which are high-affinity chelating agents for ferric iron, produced by bacterial and fungal phytopathogens for scavenging iron from the environment.[2] It is a tetradentate ligand, meaning it binds one iron atom in four locations (two hydroxamate and two lactam moieties), and forms Fe2(siderophore)3 complexes to fulfill an octahedral coordination for iron.[3]
Rhodotorulic acid occurs in basidiomycetous yeasts[4] and was found to retard the spore germination of the fungus Botrytis cinerea. In combination with yeast Rhodotorula glutinis it was found to be effective in the biocontrol[5] of iprodione-resistant B. cinerea of apple wounds caused by the disease.