CHEBI:84731 - rhodotorulic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name rhodotorulic acid
ChEBI ID CHEBI:84731
Definition A member of the class of 2,5-diketopiperazines obtained by cyclodimerisation of N5-acetyl-N5-hydroxy-L-ornithine.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C14H24N4O6
Net Charge 0
Average Mass 344.36360
Monoisotopic Mass 344.170
InChI InChI=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
InChIKey PUWVNTVQJFSBDH-RYUDHWBXSA-N
SMILES CC(=O)N(O)CCC[C@@H]1NC(=O)[C@H](CCCN(O)C(C)=O)NC1=O
Metabolite of Species Details
Rhodotorula mucilaginosa (NCBI:txid5537) of strain LM9 See: PubMed
Roles Classification
Chemical Role(s): siderophore
Any of low-molecular-mass iron(3)-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 (Bronsted acid).
(via organic amino compound )
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
siderophore
Any of low-molecular-mass iron(3)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 2,5-diketopiperazines (CHEBI:65061)
rhodotorulic acid (CHEBI:84731) is a L-ornithine derivative (CHEBI:21368)
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 Numbers Types Sources
18928-00-2 CAS Registry Number ChemIDplus
965705 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22687412 PubMed citation Europe PMC
23490182 PubMed citation Europe PMC
30750 PubMed citation Europe PMC
Last Modified
10 February 2015