L-proline

CHEBI:CHEBI_17203

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.

Chemical Information

Molecular Formula: C5H9NO2
Molecular Mass: 115.13050
Charge: 0
SMILES: OC(=O)[C@@H]1CCCN1
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

Alternative Names

(-)-(S)-proline
(-)-2-pyrrolidinecarboxylic acid
(-)-proline
(2S)-pyrrolidine-2-carboxylic acid
(S)-2-carboxypyrrolidine
(S)-2-pyrrolidinecarboxylic acid
(S)-pyrrolidine-2-carboxylic acid
2-Pyrrolidinecarboxylic acid
L-(-)-proline
L-alpha-pyrrolidinecarboxylic acid
L-Prolin
L-proline
L-Proline
L-pyrrolidine-2-carboxylic acid
P
prolina
proline
PROLINE
prolinum

Treatment Applications

Bethlem myopathy
DOID:0050663

View Disease →
familial hypertrophic cardiomyopathy
DOID:0080326

View Disease →
antisynthetase syndrome
DOID:0080744

View Disease →
hypertrophic cardiomyopathy 10
DOID:0110316

View Disease →

Drug Classification

glutamine family amino acid
CHEBI:24318

View Class →
proline
CHEBI:26271

View Class →
Proline
CHEBI:26271

View Class →
t133185
t133214
t133231
t133276
t133284
t133622
t133786
t133804
t133877
t134154
t134242

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

Always consult with a healthcare professional before starting, stopping, or modifying any medication.
Side effects may vary and this list may not be comprehensive.
Drug interactions may occur with other medications.

Additional Identifiers

oboInOwl#hasDbXref: Wikipedia:L-proline
core#notation: CHEBI:17203

Additional References

Wikipedia:L-proline

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

oboInOwl#hasOBONamespace: chebi_ontology
oboInOwl#hasDbXref: Wikipedia:L-proline
oboInOwl#hasAlternativeId: CHEBI:6286
oboInOwl#id: CHEBI:17203
generic_name: L-PROLINE
dosage_form: POWDER
product_type: BULK INGREDIENT
marketing_category: BULK INGREDIENT FOR HUMAN PRESCRIPTION COMPOUNDING
product_ndc: 51495-828
oboInOwl#inSubset: http://purl.obolibrary.org/obo/chebi#3_STAR
RO_0000087: http://purl.obolibrary.org/obo/CHEBI_76971
chebi#is_enantiomer_of: http://purl.obolibrary.org/obo/CHEBI_16313
chebi#is_conjugate_acid_of: http://purl.obolibrary.org/obo/CHEBI_32864
chebi#is_conjugate_base_of: http://purl.obolibrary.org/obo/CHEBI_32862
chebi#is_tautomer_of: http://purl.obolibrary.org/obo/CHEBI_60039
core#notation: CHEBI:17203
active_ingredient_name: PROLINE
listing_expiration_date: 20251231
marketing_start_date: 19920903
active_ingredient_strength: 20 kg/20kg
package_marketing_start_date: 03-SEP-92
labeler_name: Evonik Rexim S.A.S
spl_id: 26690fde-3362-1d11-e063-6394a90acb9a
package_ndc: 51495-828-01
package_description: 50 kg in 1 DRUM (51495-828-01)
22-rdf-syntax-ns#type: http://www.w3.org/2002/07/owl#Class
rdf-schema#range: https://w3id.org/def/predibionto#has_drug_104670
BFO_0000051: http://purl.obolibrary.org/obo/CHEBI_78665
rdf-schema#domain: https://w3id.org/def/predibionto#has_side_effect8613
chebi#has_functional_parent: http://purl.obolibrary.org/obo/CHEBI_73701
chebi#is_substituent_group_from: http://purl.obolibrary.org/obo/CHEBI_32866
owl#someValuesFrom: t307181
owl#annotatedSource: t134250