Preferred Name

L-proline

Synonyms

L-Proline

L-proline

(2S)-pyrrolidine-2-carboxylic acid

(-)-2-pyrrolidinecarboxylic acid

(S)-2-carboxypyrrolidine

(-)-proline

(-)-(S)-proline

L-(-)-proline

(S)-pyrrolidine-2-carboxylic acid

2-Pyrrolidinecarboxylic acid

L-alpha-pyrrolidinecarboxylic acid

L-pyrrolidine-2-carboxylic acid

(S)-2-pyrrolidinecarboxylic acid

L-Prolin

P

PROLINE

prolina

proline

prolinum

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

PMID:22475019

PMID:19580280

PMID:22201772

HMDB:HMDB0000162

PMID:19215998

PMID:18802692

PMID:15894682

PMID:22482728

PMID:16190672

PMID:22451406

PMID:18973300

PMID:19656302

PMID:22491679

Gmelin:50152

PMID:17127472

PMID:19811425

Beilstein:80810

PMID:15838615

PMID:16657874

PMID:15576824

KNApSAcK:C00001388

PMID:16668324

PMID:16501220

CAS:147-85-3

DrugBank:DB00172

Wikipedia:L-proline

Drug_Central:4125

PDBeChem:PRO

PMID:18551589

PMID:12770004

MetaCyc:PRO

PMID:17608428

PMID:15973048

PMID:11076505

KEGG:D00035

PMID:22770225

PMID:16656443

PMID:14975886

PMID:16033917

PMID:19688381

Reaxys:80810

KEGG:C00148

PMID:22139509

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:45100

CHEBI:21373

CHEBI:45159

CHEBI:13154

CHEBI:184637

CHEBI:45040

CHEBI:42067

CHEBI:6286

has_exact_synonym

L-Proline

L-proline

has_obo_namespace

chebi_ontology

has_related_synonym

(2S)-pyrrolidine-2-carboxylic acid

(-)-2-pyrrolidinecarboxylic acid

(S)-2-carboxypyrrolidine

(-)-proline

(-)-(S)-proline

L-(-)-proline

(S)-pyrrolidine-2-carboxylic acid

2-Pyrrolidinecarboxylic acid

L-alpha-pyrrolidinecarboxylic acid

L-pyrrolidine-2-carboxylic acid

(S)-2-pyrrolidinecarboxylic acid

L-Prolin

P

PROLINE

prolina

proline

prolinum

id

CHEBI:17203

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

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

is_conjugate_acid_of

http://purl.obolibrary.org/obo/CHEBI_32862

is_conjugate_base_of

http://purl.obolibrary.org/obo/CHEBI_32864

is_enantiomer_of

http://purl.obolibrary.org/obo/CHEBI_16313

is_tautomer_of

http://purl.obolibrary.org/obo/CHEBI_60039

label

L-proline

mass

115.13050

monoisotopicmass

115.06333

notation

CHEBI:17203

prefLabel

L-proline

RO_0000087

http://purl.obolibrary.org/obo/CHEBI_75772

http://purl.obolibrary.org/obo/CHEBI_23366

http://purl.obolibrary.org/obo/CHEBI_75771

http://purl.obolibrary.org/obo/CHEBI_27027

http://purl.obolibrary.org/obo/CHEBI_76971

http://purl.obolibrary.org/obo/CHEBI_84735

http://purl.obolibrary.org/obo/CHEBI_50733

smiles

OC(=O)[C@@H]1CCCN1

subClassOf

http://purl.obolibrary.org/obo/CHEBI_24318

http://purl.obolibrary.org/obo/CHEBI_26271

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Delete Mapping To Ontology Source
http://purl.obolibrary.org/obo/CHEBI_17203 GO-PLUS SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 CHEBI SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 OBA SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 FYPO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 ZP SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 EFO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 PHIPO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 CHEBI SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 PDRO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 DINTO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 BIOMODELS SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 DRON SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 CIDO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 UPHENO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 NIFSTD SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 HINO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 GO-PLUS LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 CHEBI LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 EFO LOOM
http://purl.obolibrary.org/obo/IMR_0200183 HOIP LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 PHIPO LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 CHEBI LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 OBA LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 FYPO LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 ZP LOOM
http://purl.obolibrary.org/obo/UPa_UPC00148 UPA LOOM
http://purl.jp/bio/10/gmo/GMO_001797 GMO LOOM
http://www.drugbank.ca/drugs/DB00172 FTC LOOM
http://purl.bioontology.org/ontology/RCD/XaDdX RCD LOOM
http://purl.obolibrary.org/obo/IMR_0200183 TXPO LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 PDRO LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 DINTO LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 BIOMODELS LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 DRON LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 CIDO LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 UPHENO LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 NIFSTD LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 HINO LOOM