General Information
Drug ID
DR00179
Drug Name
L-proline
Synonyms
(-)-(S)-Proline; (-)-2-Pyrrolidinecarboxylic acid; (-)-Proline; (-)-Proline (S)-2-Carboxypyrrolidine; (2S)-pyrrolidine-2-carboxylic acid; (L)-PROLINE; (S)-2-Carboxypyrrolidine; (S)-2-Pyrrolidinecarboxylic acid; (S)-Proline; (S)-Pyrrolidine-2-carboxylic acid; 2-pyrrolidinecarboxylic acid; CB 1707; Carboxypyrrolidine; H-Pro-OH; L-(-)-Proline; L-(2,3-3H)Proline; L-Prolin; L-Proline (JAN); L-Proline, labeled with carbon-14; L-Proline-15N; L-Pyrrolidine-2-carboxylic acid; L-alpha-Pyrrolidinecarboxylic acid; PRO (IUPACabbreviation); Pro; Prolina; Prolina [Spanish]; Proline; Proline (USP); Proline (VAN); Proline [USAN:INN]; Prolinum; Prolinum [Latin]
Drug Type
Small molecular drug
Indication Dietary shortage [ICD11:5B7Z] Approved [1]
Therapeutic Class
Dietary supplement
Structure
3D MOL 2D MOL
Formula
C5H9NO2
Canonical SMILES
C1CC(NC1)C(=O)O
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
CAS Number
CAS 147-85-3
Pharmaceutical Properties Molecular Weight 115.13 Topological Polar Surface Area 49.3
Heavy Atom Count 8 Rotatable Bond Count 1
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
XLogP
-2.5
PubChem CID
145742
PubChem SID
10248984 ,10508477 ,14710669 ,15146482 ,15194368 ,17435868 ,24882005 ,24887885 ,24887886 ,24898097 ,24898677 ,24898986 ,24901637 ,24902491 ,3135874 ,3448 ,41102174 ,4253464 ,46223069 ,46504839 ,46506858 ,49856395 ,50108816 ,57288676 ,57346151 ,57652885 ,57652886 ,57654568 ,608065 ,6436528 ,6436535 ,6436537 ,77943168 ,7847103 ,7887166 ,7890050 ,81044534 ,81067296 ,8144250 ,838056 ,841800 ,85164895 ,85182322 ,85201946 ,87574669 ,92298421 ,92710581 ,96021916 ,96100167 ,99206182
ChEBI ID
ChEBI:17203
TTD Drug ID
D0DZ3X
DT(s) Transporting This Drug BGT1 Transporter Info Na(+)/Cl(-) betaine/GABA transporter Substrate [2]
LAT2 Transporter Info L-type amino acid transporter 2 Substrate [3]
PAT1 Transporter Info Proton-coupled amino acid transporter 1 Substrate [4]
PAT4 Transporter Info Proton-coupled amino acid transporter 4 Substrate [5]
PROT Transporter Info Sodium-dependent proline transporter Substrate [6]
References
1 L-proline was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Interpreting metabolomic profiles using unbiased pathway models. PLoS Comput Biol. 2010 Feb 26;6(2):e1000692.
3 The Transporter Classification Database (TCDB): recent advances. Nucleic Acids Res. 2016 Jan 4;44(D1):D372-9. (ID: 2.A.3.8.20)
4 PAT1 (SLC36A1) shows nuclear localization and affects growth of smooth muscle cells from rats. Am J Physiol Endocrinol Metab. 2014 Jan 1;306(1):E65-74.
5 SLC36A4 (hPAT4) is a high affinity amino acid transporter when expressed in Xenopus laevis oocytes. J Biol Chem. 2011 Jan 28;286(4):2455-60.
6 A new association between polymorphisms of the SLC6A7 gene in the chromosome 5q31-32 region and asthma. J Hum Genet. 2010 Jun;55(6):358-65.

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