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> Main
CHEBI:16010 - 5-oxoproline
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ChEBI Ontology
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ChEBI Name
5-oxoproline
ChEBI ID
CHEBI:16010
Definition
An oxoproline having the oxo group placed at the 5-position. It is an intermediate metabolite in the glutathione cycle.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:44943, CHEBI:2116, CHEBI:12157, CHEBI:20624
Supplier Information
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Read full article at Wikipedia
Formula
C5H7NO3
Net Charge
0
Average Mass
129.11400
Monoisotopic Mass
129.04259
InChI
InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)
InChIKey
ODHCTXKNWHHXJC-UHFFFAOYSA-N
SMILES
OC(=O)C1CCC(=O)N1
Metabolite of Species
Details
Homo sapiens
(NCBI:txid9606)
See:
PubMed
Roles Classification
Chemical Role
(s):
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (
Homo sapiens
).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
5-oxoproline (
CHEBI:16010
)
has role
human metabolite (
CHEBI:77746
)
5-oxoproline (
CHEBI:16010
)
is a
oxoproline (
CHEBI:25801
)
5-oxoproline (
CHEBI:16010
)
is a
pyrrolidin-2-ones (
CHEBI:74223
)
5-oxoproline (
CHEBI:16010
)
is a
pyrrolidinemonocarboxylic acid (
CHEBI:46701
)
5-oxoproline (
CHEBI:16010
)
is conjugate acid of
5-oxoprolinate (
CHEBI:57606
)
Incoming
5-oxo-
D
-proline (
CHEBI:16924
)
is a
5-oxoproline (
CHEBI:16010
)
5-oxo-
L
-proline (
CHEBI:18183
)
is a
5-oxoproline (
CHEBI:16010
)
5-oxoprolinate (
CHEBI:57606
)
is conjugate base of
5-oxoproline (
CHEBI:16010
)
IUPAC Names
5-oxoproline
5-oxopyrrolidine-2-carboxylic acid
Synonyms
Sources
2-pyrrolidone-5-carboxylic acid
ChEBI
5-oxo-
D
L
-proline
ChEBI
5-Oxoproline
KEGG COMPOUND
5-OXOPROLINE
PDBeChem
5-Pyrrolidone-2-carboxylic acid
KEGG COMPOUND
Glp
IUPAC
Pyroglutamate
KEGG COMPOUND
Pyroglutamic acid
KEGG COMPOUND
Manual Xref
Database
Pyroglutamic_acid
Wikipedia
View more database links
Registry Numbers
Types
Sources
149-87-1
CAS Registry Number
ChemIDplus
149-87-1
CAS Registry Number
NIST Chemistry WebBook
82131
Reaxys Registry Number
Reaxys
Citations
Types
Sources
17439666
PubMed citation
Europe PMC
22770225
PubMed citation
Europe PMC
23217740
PubMed citation
Europe PMC
Last Modified
22 September 2014