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CHEBI:84731 - rhodotorulic acid

ChEBI IDCHEBI:84731
ChEBI Namerhodotorulic acid
Stars
DefinitionA member of the class of 2,5-diketopiperazines obtained by cyclodimerisation of N5-acetyl-N5-hydroxy-L-ornithine.
Last Modified10 February 2015
SubmitterSteve
DownloadsMolfile
FormulaC14H24N4O6
Net Charge0
Average Mass344.368
Monoisotopic Mass344.16958
SMILESCC(=O)N(O)CCC[C@@H]1NC(=O)[C@H](CCCN(O)C(C)=O)NC1=O
InChIInChI=1S/C14H24N4O6/c1-9(19)17(23)7-3-5-11-13(21)16-12(14(22)15-11)6-4-8-18(24)10(2)20/h11-12,23-24H,3-8H2,1-2H3,(H,15,22)(H,16,21)/t11-,12-/m0/s1
InChIKeyPUWVNTVQJFSBDH-RYUDHWBXSA-N
Species of MetaboliteComponentSourceComments
Rhodotorula mucilaginosa (ncbitaxon:5537) - PubMed (23490182) Strain: LM9
Roles Classification
Chemical Roles:
siderophore  Any of low-molecular-mass iron(III)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
siderophore  Any of low-molecular-mass iron(III)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
ChEBI Ontology
Outgoing Relation(s)
rhodotorulic acid (CHEBI:84731) has role fungal metabolite (CHEBI:76946)
rhodotorulic acid (CHEBI:84731) has role siderophore (CHEBI:26672)
rhodotorulic acid (CHEBI:84731) is a L-ornithine derivative (CHEBI:21368)
rhodotorulic acid (CHEBI:84731) is a 2,5-diketopiperazines (CHEBI:65061)
rhodotorulic acid (CHEBI:84731) is a hydroxamic acid (CHEBI:24650)
IUPAC Name 
N,N'-{[(2S,5S)-3,6-dioxopiperazine-2,5-diyl]dipropane-3,1-diyl}bis(N-hydroxyacetamide)
Registry NumbersSources
Reaxys:965705Reaxys
CAS:18928-00-2ChemIDplus
Citations