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CHEBI:17203 - L-proline

ChEBI IDCHEBI:17203
ChEBI NameL-proline
Stars
ASCII NameL-proline
DefinitionPyrrolidine in which the pro-S hydrogen at position 2 is substituted by a carboxylic acid group. L-Proline is the only one of the twenty DNA-encoded amino acids which has a secondary amino group α to the carboxyl group. It is an essential component of collagen and is important for proper functioning of joints and tendons. It also helps maintain and strengthen heart muscles.
Secondary ChEBI IDsCHEBI:6286, CHEBI:13154, CHEBI:21373, CHEBI:42067, CHEBI:45040, CHEBI:45100, CHEBI:45159, CHEBI:184637
Last Modified13 January 2023
DownloadsMolfile

FormulaC5H9NO2
Net Charge0
Average Mass115.132
Monoisotopic Mass115.06333
SMILESO=C(O)[C@@H]1CCCN1
InChIInChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1
InChIKeyONIBWKKTOPOVIA-BYPYZUCNSA-N

Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606)
- DOI (10.1038/nbt.2488)
blood serum (BTO:0000133) MetaboLights (MTBLS90)
Chlamydomonas reinhardtii (ncbitaxon:3055) - PubMed (25515814)
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification

ChEBI Ontology
IUPAC Name 
L-proline
INN  Source
prolineChemIDplus
Synonyms  Source
L-ProlineKEGG COMPOUND
2-Pyrrolidinecarboxylic acidKEGG COMPOUND
PChEBI
(2S)-pyrrolidine-2-carboxylic acidIUPAC
(S)-pyrrolidine-2-carboxylic acidChEBI
L-ProlinChEBI
Manual XrefsDatabases
C00148KEGG COMPOUND
C00148KEGG COMPOUND
PROPDBeChem
D00035KEGG DRUG
DB00172DrugBank
HMDB0000162HMDB
PROMetaCyc
L-prolineWikipedia
C00001388KNApSAcK
4125DrugCentral
Registry NumbersSources
Gmelin:50152Gmelin
Reaxys:80810Reaxys
CAS:147-85-3KEGG COMPOUND
CAS:147-85-3ChemIDplus
CAS:147-85-3NIST Chemistry WebBook
Citations