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ChEBI
> Main
CHEBI:28397 -
cis
-4-hydroxy-
L
-proline
Main
ChEBI Ontology
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ChEBI Name
cis
-4-hydroxy-
L
-proline
ChEBI ID
CHEBI:28397
ChEBI ASCII Name
cis-4-hydroxy-L-proline
Definition
L
-Proline in which a hydrogen at the 4-position of the pyrrolidine ring is substituted by a hydroxy group (
S
-configuration).
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:10480, CHEBI:23301
Supplier Information
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Molfile
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Formulae
C5H9NO3
C5H9NO3
Net Charge
0
Average Mass
131.131
Monoisotopic Mass
131.05824
InChI
InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m0/s1
InChIKey
PMMYEEVYMWASQN-IMJSIDKUSA-N
SMILES
[C@H]1(C[C@H](O)CN1)C(O)=O
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):
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (
Homo sapiens
).
(via
4-hydroxyproline
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
cis
-4-hydroxy-
L
-proline (
CHEBI:28397
)
has role
metabolite (
CHEBI:25212
)
cis
-4-hydroxy-
L
-proline (
CHEBI:28397
)
is a
4-hydroxyproline (
CHEBI:20392
)
cis
-4-hydroxy-
L
-proline (
CHEBI:28397
)
is a
non-proteinogenic
L
-α-amino acid (
CHEBI:83822
)
cis
-4-hydroxy-
L
-proline (
CHEBI:28397
)
is tautomer of
cis
-4-hydroxy-
L
-proline zwitterion (
CHEBI:63727
)
Incoming
4-
O
-(β-
L
-Ara
f
)-
cis
-
L
-Hyp (
CHEBI:75933
)
has functional parent
cis
-4-hydroxy-
L
-proline (
CHEBI:28397
)
4-
O
-(β-
L
-Ara
f
-(1→2)-β-
L
-Ara
f
-(1→2)-β-
L
-Ara
f
)-
cis
-
L
-Hyp (
CHEBI:75894
)
has functional parent
cis
-4-hydroxy-
L
-proline (
CHEBI:28397
)
cis
-4-hydroxy-
L
-proline zwitterion (
CHEBI:63727
)
is tautomer of
cis
-4-hydroxy-
L
-proline (
CHEBI:28397
)
IUPAC Name
(4
S
)-4-hydroxy-
L
-proline
Synonyms
Sources
(2
S
,4
S
)-4-hydroxy-2-pyrrolidinecarboxylic acid
ChEBI
4-
cis
-
L
-hydroxyproline
ChEBI
allo
-4-hydroxy-
L
-proline
ChemIDplus
cis-4-Hydroxy-L-proline
KEGG COMPOUND
L
-
allo
-hydroxyproline
ChemIDplus
L
-
cis
-4-hydroxyproline
ChEBI
Manual Xrefs
Databases
C01015
KEGG COMPOUND
HZP
PDBeChem
View more database links
Registry Numbers
Types
Sources
618-27-9
CAS Registry Number
KEGG COMPOUND
618-27-9
CAS Registry Number
ChemIDplus
81440
Reaxys Registry Number
Reaxys
81440
Beilstein Registry Number
Beilstein
Citation
Type
Source
22770225
PubMed citation
Europe PMC
Last Modified
25 November 2019