Rhodotorulic acid

Rhodotorulic acid

Names
IUPAC name N-[3-[5-[3-[acetyl(hydroxy)amino]propyl]-3, 6-dioxopiperazin-2-yl]propyl]-N-hydroxyacetamide
Identifiers
CAS Number	18928-00-2 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:84731 N
ECHA InfoCard	100.038.786
PubChem CID	29337
SMILES CC(=O)N(CCCC1C(=O)NC(C(=O)N1)CCCN(C(=O)C)O)O
Properties
Chemical formula	C14H24N4O6
Molar mass	344.36 g/mol
Density	1.277 g·cm−3
Solubility in water	0,96 g·cm−3 (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).
N  (what is YN ?)
Infobox references

Rhodotorulic acid is the smallest of the 2,5-diketopiperazine family of hydroxamate siderophores which are high-affinity chelating agents for ferric iron, produced by bacterial and fungal phytopathogens for scavenging iron from the environment. It is a tetradentate ligand, meaning it binds one iron atom in four locations (two hydroxamate and two ketone moieties), and forms Fe₂(siderophore)₃ complexes to fulfill an octahedral coordination for iron. Rhodotorulic acid occurs in basidiomycetous yeasts and was found to retard the spore germination of the fungus Botrytis cinerea. In combination with yeast R. glutinis it was found to be effective in the biocontrol of iprodione-resistant B. cinerea of apple wounds caused by the disease.