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CHEBI:233149 - oxaceprol

ChEBI IDCHEBI:233149
ChEBI Nameoxaceprol
Stars
DefinitionAn L-proline derivative that is L-proline substituted by acetyl and hydroxy groups at positions 1 and 4R, respectively. It is an anti-inflammatory drug used for the management of osteoarthritis.
Last Modified3 April 2025
SubmitterFlyBase
DownloadsMolfile
FormulaC7H11NO4
Net Charge0
Average Mass173.168
Monoisotopic Mass173.06881
SMILESCC(=O)N1C[C@H](O)C[C@H]1C(=O)O
InChIInChI=1S/C7H11NO4/c1-4(9)8-3-5(10)2-6(8)7(11)12/h5-6,10H,2-3H2,1H3,(H,11,12)/t5-,6+/m1/s1
InChIKeyBAPRUDZDYCKSOQ-RITPCOANSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Applications:
anti-inflammatory drug  A substance that reduces or suppresses inflammation.
dermatologic drug  A drug used to treat or prevent skin disorders or for the routine care of skin.
ChEBI Ontology
Outgoing Relation(s)
oxaceprol (CHEBI:233149) has role anti-inflammatory drug (CHEBI:35472)
oxaceprol (CHEBI:233149) has role dermatologic drug (CHEBI:50177)
oxaceprol (CHEBI:233149) is a L-proline derivative (CHEBI:84186)
oxaceprol (CHEBI:233149) is a acetamides (CHEBI:22160)
oxaceprol (CHEBI:233149) is a monohydroxypyrrolidine (CHEBI:46777)
oxaceprol (CHEBI:233149) is a pyrrolidinemonocarboxylic acid (CHEBI:46701)
IUPAC Name 
(4R)-1-acetyl-4-hydroxy-L-proline
INNs  Source
oxaceprolWHO MedNet
oxaceprolumWHO MedNet
oxaceprolWHO MedNet
oxacéprolWHO MedNet
Synonyms  Source
(2S,4R)-1-acetyl-4-hydroxypyrrolidine-2-carboxylic acidIUPAC
(R)-N-acetyl-4-hydroxy-L-prolineChEBI
N-acetyl-trans-4-hydroxy-L-prolineChEBI
trans-N-acetyl-4-hydroxy-L-prolineChEBI
Brand Name  Source
JonctumKEGG DRUG
Manual XrefsDatabases
DB13363DrugBank
D07215KEGG DRUG
OxaceprolWikipedia
Registry NumbersSources
CAS:33996-33-7ChEBI
Citations