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ChEBI
> Main
CHEBI:26271 - proline
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ChEBI Ontology
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ChEBI Name
proline
ChEBI ID
CHEBI:26271
Definition
An α-amino acid that is pyrrolidine bearing a carboxy substituent at position 2.
Stars
This entity has been manually annotated by the ChEBI Team.
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Wikipedia
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Read full article at Wikipedia
Formula
C5H9NO2
Net Charge
0
Average Mass
115.13050
Monoisotopic Mass
115.06333
InChI
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)
InChIKey
ONIBWKKTOPOVIA-UHFFFAOYSA-N
SMILES
OC(=O)C1CCCN1
Metabolite of Species
Details
Daphnia magna
(NCBI:txid35525)
See: Mixtures of similarly acting compounds in Daphnia magna: From gene to metabolite and beyondTine Vandenbrouck, Oliver A.H. Jones, Nathalie Dom, Julian L. Griffin, Wim De CoenEnvironment International 36 (2010) 254-268
Roles Classification
Chemical Role
(s):
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Br
o
nsted acid).
(via
organic amino compound
)
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
).
Daphnia magna metabolite
A
Daphnia
metabolite produced by the species
Daphnia magna
.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
proline (
CHEBI:26271
)
has role
Daphnia magna
metabolite (
CHEBI:83056
)
proline (
CHEBI:26271
)
has role
human metabolite (
CHEBI:77746
)
proline (
CHEBI:26271
)
is a
α-amino acid (
CHEBI:33704
)
proline (
CHEBI:26271
)
is a
pyrrolidines (
CHEBI:38260
)
proline (
CHEBI:26271
)
is conjugate acid of
prolinate (
CHEBI:32871
)
proline (
CHEBI:26271
)
is conjugate base of
prolinium (
CHEBI:32872
)
Incoming
1-propanoylproline (
CHEBI:86343
)
has functional parent
proline (
CHEBI:26271
)
cyclo(Pro-Arg) (
CHEBI:194579
)
has functional parent
proline (
CHEBI:26271
)
proline derivative (
CHEBI:26273
)
has functional parent
proline (
CHEBI:26271
)
D
-proline (
CHEBI:16313
)
is a
proline (
CHEBI:26271
)
L
-proline (
CHEBI:17203
)
is a
proline (
CHEBI:26271
)
prolinium (
CHEBI:32872
)
is conjugate acid of
proline (
CHEBI:26271
)
prolinate (
CHEBI:32871
)
is conjugate base of
proline (
CHEBI:26271
)
proline residue (
CHEBI:32874
)
is substituent group from
proline (
CHEBI:26271
)
prolino group (
CHEBI:32873
)
is substituent group from
proline (
CHEBI:26271
)
prolyl group (
CHEBI:26274
)
is substituent group from
proline (
CHEBI:26271
)
IUPAC Name
proline
Synonyms
Sources
DL-Proline
KEGG COMPOUND
Hpro
IUPAC
Prolin
ChEBI
prolina
ChEBI
proline
ChEBI
pyrrolidine-2-carboxylic acid
IUPAC
Manual Xrefs
Databases
C16435
KEGG COMPOUND
Proline
Wikipedia
View more database links
Registry Numbers
Types
Sources
26927
Gmelin Registry Number
Gmelin
609-36-9
CAS Registry Number
KEGG COMPOUND
609-36-9
CAS Registry Number
ChemIDplus
609-36-9
CAS Registry Number
NIST Chemistry WebBook
80809
Reaxys Registry Number
Reaxys
80809
Beilstein Registry Number
Beilstein
Citations
Types
Sources
16534801
PubMed citation
Europe PMC
21400017
PubMed citation
Europe PMC
21903295
PubMed citation
Europe PMC
22264337
PubMed citation
Europe PMC
22280966
PubMed citation
Europe PMC
22770225
PubMed citation
Europe PMC
Last Modified
20 July 2023