CHEBI:20392 - 4-hydroxyproline

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ChEBI Name 4-hydroxyproline
ChEBI ID CHEBI:20392
Definition A monohydroxyproline where the hydroxy group is located at the 4-position. It is found in fibrillar collagen.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information eMolecules:983975
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Formula C5H9NO3
Net Charge 0
Average Mass 131.12990
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)
InChIKey PMMYEEVYMWASQN-UHFFFAOYSA-N
SMILES OC1CNC(C1)C(O)=O
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) See: PubMed
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): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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ChEBI Ontology
Outgoing 4-hydroxyproline (CHEBI:20392) has role human metabolite (CHEBI:77746)
4-hydroxyproline (CHEBI:20392) is a monohydroxyproline (CHEBI:86499)
4-hydroxyproline (CHEBI:20392) is conjugate acid of 4-hydroxyprolinate (CHEBI:62978)
4-hydroxyproline (CHEBI:20392) is tautomer of 4-hydroxyproline zwitterion (CHEBI:63137)
Incoming N-(ethoxycarbonyl)-4-hydroxyproline (CHEBI:67257) has functional parent 4-hydroxyproline (CHEBI:20392)
N-(methoxyacetyl)-4-hydroxyproline (CHEBI:67259) has functional parent 4-hydroxyproline (CHEBI:20392)
4-hydroxy-D-proline (CHEBI:144637) is a 4-hydroxyproline (CHEBI:20392)
4-hydroxy-L-proline (CHEBI:18240) is a 4-hydroxyproline (CHEBI:20392)
cis-4-hydroxy-L-proline (CHEBI:28397) is a 4-hydroxyproline (CHEBI:20392)
trans-4-hydroxy-L-proline (CHEBI:18095) is a 4-hydroxyproline (CHEBI:20392)
4-hydroxyprolinate (CHEBI:62978) is conjugate base of 4-hydroxyproline (CHEBI:20392)
4-hydroxyproline zwitterion (CHEBI:63137) is tautomer of 4-hydroxyproline (CHEBI:20392)
IUPAC Name
4-hydroxyproline
Synonym Source
4Hyp ChEBI
Manual Xref Database
Hydroxyproline Wikipedia
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Last Modified
15 July 2015