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.
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Formula C5H9NO3
Net Charge 0
Average Mass 131.12990
Monoisotopic Mass 131.058
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-L-proline (CHEBI:18240) is a 4-hydroxyproline (CHEBI:20392)
cis-4-hydroxy-D-proline (CHEBI:16231) is a 4-hydroxyproline (CHEBI:20392)
cis-4-hydroxy-L-proline (CHEBI:28397) is a 4-hydroxyproline (CHEBI:20392)
trans-4-hydroxy-D-proline (CHEBI:27992) 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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Citations Waiting for Citations Types Sources
21988268 PubMed citation Europe PMC
24563386 PubMed citation Europe PMC
24695516 PubMed citation Europe PMC
436278 PubMed citation Europe PMC
Last Modified
15 July 2015