cis-4-hydroxy-L-proline (CHEBI:28397)

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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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Formulae

C5H9NO3
C5H9NO3

Net Charge

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 (Bronsted acid). (via organic amino compound ) Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted 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 )

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-Araf)-cis-L-Hyp (CHEBI:75933) has functional parent cis-4-hydroxy-L-proline (CHEBI:28397) 4-O-(β-L-Araf-(1→2)-β-L-Araf-(1→2)-β-L-Araf)-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

(4S)-4-hydroxy-L-proline

Synonyms	Sources
(2S,4S)-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

Citation	Type	Source
22770225	PubMed citation	Europe PMC

Last Modified

25 November 2019