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

alternative label

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

charge

0

database_cross_reference

MetaCyc:PRO

PMID:11076505

PMID:17127472

PMID:16668324

Beilstein:80810

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

Reaxys:80810

Gmelin:50152

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 characteristic

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

has exact synonym

L-proline

L-Proline

has role

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

has_alternative_id

CHEBI:184637

CHEBI:13154

CHEBI:6286

CHEBI:45040

CHEBI:45159

CHEBI:42067

CHEBI:45100

CHEBI:21373

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

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

note

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.

preferred label

L-proline

prefLabel

L-proline

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 OBA SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 DRON SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 PDRO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 CCONT SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 DINTO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 EFO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 GO-PLUS SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 BERO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 DDSS SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 BIOMODELS 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 CHEBI SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 PHIPO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 FYPO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 ECTO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 HINO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 ZP SAME_URI
http://purl.obolibrary.org/obo/CHEBI_17203 OBA 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 HOIP LOOM
http://purl.obolibrary.org/obo/IMR_0200183 TXPO LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 DRON LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 PDRO LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 CCONT LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 DINTO LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 EFO LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 GO-PLUS LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 BERO LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 DDSS LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 BIOMODELS 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 CHEBI LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 PHIPO LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 FYPO LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 ECTO LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 HINO LOOM
http://purl.obolibrary.org/obo/CHEBI_17203 ZP LOOM