Preferred Name |
L-proline |
|
Synonyms |
L-pyrrolidine-2-carboxylic acid (S)-2-pyrrolidinecarboxylic acid prolina P (-)-proline (-)-(S)-proline (S)-pyrrolidine-2-carboxylic acid 2-Pyrrolidinecarboxylic acid L-alpha-pyrrolidinecarboxylic acid L-Prolin proline PROLINE (-)-2-pyrrolidinecarboxylic acid prolinum (2S)-pyrrolidine-2-carboxylic acid (S)-2-carboxypyrrolidine L-(-)-proline L-proline L-Proline |
|
Definitions |
Pyrrolidine 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 alpha 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. |
|
ID |
http://purl.obolibrary.org/obo/CHEBI_17203 |
|
charge |
0 |
|
database_cross_reference |
CiteXplore:22475019 CiteXplore:22201772 CiteXplore:16668324 CiteXplore:17127472 CiteXplore:19656302 CiteXplore:18551589 CiteXplore:19688381 ChemIDplus:147-85-3 NCIt:C29612 Gmelin:50152 Beilstein:80810 CiteXplore:16657874 CiteXplore:15973048 CiteXplore:17608428 SNOMEDCT:421824005 KEGG COMPOUND:147-85-3 CiteXplore:18802692 CiteXplore:19580280 CiteXplore:15576824 CiteXplore:14975886 CiteXplore:16501220 SNOMEDCT:421542006 SNOMEDCT:257972000 CiteXplore:11076505 CiteXplore:19811425 CiteXplore:22451406 CiteXplore:16190672 NIST Chemistry WebBook:147-85-3 CiteXplore:22139509 CiteXplore:22482728 CiteXplore:16656443 SNOMEDCT:52541003 CiteXplore:15894682 CiteXplore:22491679 MeSH:D011392 CiteXplore:15838615 CiteXplore:19215998 CiteXplore:16033917 CiteXplore:12770004 CiteXplore:18973300 KEGG DRUG:D00035 Reaxys:80810 HMDB:HMDB00162 KEGG COMPOUND:C00148 MetaCyc:PRO PMID:11076505 PMID:17127472 PMID:16668324 PMID:22770225 PDBeChem:PRO PMID:15838615 PMID:14975886 PMID:22451406 PMID:18551589 PMID:19215998 HMDB:HMDB0000162 PMID:16190672 PMID:18802692 PMID:18973300 PMID:22482728 PMID:15576824 KEGG:D00035 PMID:19656302 CAS:147-85-3 DrugBank:DB00172 PMID:16657874 Wikipedia:L-proline PMID:15973048 PMID:19688381 KNApSAcK:C00001388 PMID:16656443 PMID:19811425 PMID:22139509 PMID:19580280 PMID:17608428 PMID:22201772 PMID:22491679 PMID:15894682 PMID:16033917 Drug_Central:4125 PMID:16501220 KEGG:C00148 PMID:22475019 PMID:12770004 |
|
definition |
Pyrrolidine 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 alpha 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. |
|
formula |
C5H9NO2 |
|
has_alternative_id |
CHEBI:184637 CHEBI:13154 CHEBI:6286 CHEBI:45040 CHEBI:45159 CHEBI:42067 CHEBI:45100 CHEBI:21373 |
|
has_exact_synonym |
L-proline L-Proline |
|
has_obo_namespace |
chebi_ontology |
|
has_related_synonym |
L-pyrrolidine-2-carboxylic acid (S)-2-pyrrolidinecarboxylic acid prolina P (-)-proline (-)-(S)-proline (S)-pyrrolidine-2-carboxylic acid 2-Pyrrolidinecarboxylic acid L-alpha-pyrrolidinecarboxylic acid L-Prolin proline PROLINE (-)-2-pyrrolidinecarboxylic acid prolinum (2S)-pyrrolidine-2-carboxylic acid (S)-2-carboxypyrrolidine L-(-)-proline |
|
id |
CHEBI:17203 |
|
in_subset | ||
inchi |
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1 |
|
inchikey |
ONIBWKKTOPOVIA-BYPYZUCNSA-N |
|
label |
L-proline |
|
mass |
115.13050 |
|
monoisotopicmass |
115.06333 |
|
notation |
CHEBI:17203 |
|
preferred label |
L-proline |
|
prefLabel |
L-proline |
|
smiles |
OC(=O)[C@@H]1CCCN1 |
|
subClassOf |