CHEBI:18095 - trans-4-hydroxy-L-proline

ChEBI IDCHEBI:18095
ChEBI Nametrans-4-hydroxy-L-proline
Stars
ASCII Nametrans-4-hydroxy-L-proline
DefinitionAn optically active form of 4-hydroxyproline having L-trans-configuration.
Secondary ChEBI IDsCHEBI:10714, CHEBI:12864, CHEBI:27060, CHEBI:43172, CHEBI:43210, CHEBI:43227, CHEBI:43318, CHEBI:49360
Last Modified3 April 2025
DownloadsMolfile
FormulaC5H9NO3
Net Charge0
Average Mass131.131
Monoisotopic Mass131.05824
SMILESO=C(O)[C@@H]1C[C@@H](O)CN1
InChIInChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m1/s1
InChIKeyPMMYEEVYMWASQN-DMTCNVIQSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Arabidopsis thaliana (ncbitaxon:3702) - DOI (10.1074/jbc.M411109200)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
trans-4-hydroxy-L-proline (CHEBI:18095) has role human metabolite (CHEBI:77746)
trans-4-hydroxy-L-proline (CHEBI:18095) has role mouse metabolite (CHEBI:75771)
trans-4-hydroxy-L-proline (CHEBI:18095) has role plant metabolite (CHEBI:76924)
trans-4-hydroxy-L-proline (CHEBI:18095) is a 4-hydroxyproline (CHEBI:20392)
trans-4-hydroxy-L-proline (CHEBI:18095) is tautomer of trans-4-hydroxy-L-proline zwitterion (CHEBI:58375)
Incoming Relation(s)
(R)-4-hydroxy-1-methyl-L-proline (CHEBI:134543) has functional parent trans-4-hydroxy-L-proline (CHEBI:18095)
L-hydroxyproline 2-naphthylamide (CHEBI:90449) has functional parent trans-4-hydroxy-L-proline (CHEBI:18095)
Gly-Hyp (CHEBI:138515) has functional parent trans-4-hydroxy-L-proline (CHEBI:18095)
Pro-Hyp (CHEBI:74767) has functional parent trans-4-hydroxy-L-proline (CHEBI:18095)
trans-4-hydroxy-L-proline residue (CHEBI:61965) is substituent group from trans-4-hydroxy-L-proline (CHEBI:18095)
trans-4-hydroxy-L-proline zwitterion (CHEBI:58375) is tautomer of trans-4-hydroxy-L-proline (CHEBI:18095)
IUPAC Name 
(4R)-4-hydroxy-L-proline
Synonyms  Source
trans-4-Hydroxy-L-prolineKEGG COMPOUND
trans-4-hydroxy-L-prolineChEBI
(2S,4R)-4-hydroxy-2-pyrrolidinecarboxylic acidChEBI
L-threo-4-hydroxyprolineChEBI
HydroxyprolineChemIDplus
L-4-HydroxyprolineChemIDplus
Manual XrefsDatabases
C01157KEGG COMPOUND
C01157KEGG COMPOUND
HYP_LEO2PDBeChem
HYP_LLPDBeChem
HYP_LSN3PDBeChem
HMDB0000725HMDB
HYPPDBeChem
4-HYDROXY-L-PROLINEMetaCyc
C00001370KNApSAcK
4272DrugCentral
Registry NumbersSources
Reaxys:81441Reaxys
CAS:51-35-4KEGG COMPOUND
CAS:51-35-4ChemIDplus
CAS:51-35-4NIST Chemistry WebBook
Citations