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> Main
CHEBI:84731 - rhodotorulic acid
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ChEBI Ontology
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ChEBI Name
rhodotorulic acid
ChEBI ID
CHEBI:84731
Definition
A member of the class of 2,5-diketopiperazines obtained by cyclodimerisation of
N
5
-acetyl-
N
5
-hydroxy-
L
-ornithine.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C14H24N4O6
Net Charge
0
Average Mass
344.36360
Monoisotopic Mass
344.16958
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 (Br
o
nsted 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
'-
{[(2
S
,5
S
)-
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
Types
Sources
22687412
PubMed citation
Europe PMC
23490182
PubMed citation
Europe PMC
30750
PubMed citation
Europe PMC
Last Modified
10 February 2015