Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR5757)
Drug Name
L-Proline
Synonyms
Carboxypyrrolidine; Pro; Prolina; Prolinum; Prolina [Spanish]; Prolinum [Latin]; CB 1707; L-Prolin; PRO (IUPACabbreviation); Proline (USP); Proline (VAN); Proline [USAN:INN]; H-Pro-OH; L-Proline (JAN); L-Proline-15N; L-alpha-Pyrrolidinecarboxylic acid; L-Proline, labeled with carbon-14; L-Pyrrolidine-2-carboxylic acid; L-(2,3-3H)Proline; (-)-(S)-Proline; (-)-2-Pyrrolidinecarboxylic acid; (-)-Proline (S)-2-Carboxypyrrolidine; (2S)-pyrrolidine-2-carboxylic acid; (S)-2-Carboxypyrrolidine; (S)-2-Pyrrolidinecarboxylic acid; (S)-Proline; (S)-Pyrrolidine-2-carboxylic acid; 2-pyrrolidinecarboxylic acid
Indication Malnutrition [ICD11: 5B50-5B71] Approved [1]
Structure
3D MOL 2D MOL
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
Cross-matching ID
PubChem CID
145742
ChEBI ID
CHEBI:17203
CAS Number
4305-67-3
TTD Drug ID
D0DZ3X
Formula
C5H9NO2
Canonical SMILES
C1C[C@H](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
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Hydroxy-L-proline DM014886
5810
Unclear - Unclear 1 [5]
P5C DM017498 N. A. Unclear - Unclear 1 [2]
Allohdroxy-D-proline DM017495 N. A. Unclear - Unclear 2 [4]
Citrulline DM017499 N. A. Unclear - Unclear 2 [3]
Glutamic semialdehyde DM016127
49791979
Unclear - Unclear 2 [2]
Ornithine DM000321
6262
Unclear - Unclear 2 [3]
1-Pyrroline-4-hydroxy-2-carboxylate DM017496 N. A. Unclear - Unclear 3 [4]
Arginine DM017500 N. A. Unclear - Unclear 3 [3]
Glutamate DM000317
33032
Unclear - Unclear 3 [2] , [6] , [7] , [2]
Putrescine DM003089
1045
Unclear - Unclear 3 [3]
Alpha-ketoglutarate DM000323
164533
Unclear - Unclear 4 [3]
Alpha-Ketoglutaric semialdehyde DM017497 N. A. Unclear - Unclear 4 [4]
NO DM000320
145068
Unclear - Unclear 4 [3]
⏷ Show the Full List of 13  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR008803 L-Proline Hydroxy-L-proline Unclear - Unclear P4H [5]
MR008807 L-Proline P5C Unclear - Unclear PRODH [2]
MR008804 Hydroxy-L-proline Allohdroxy-D-proline Unclear - Unclear 4HypE [4]
MR008808 P5C Glutamic semialdehyde Unclear - Unclear Unclear [2]
MR008811 P5C Citrulline Unclear - Unclear OTC [3]
MR008814 P5C Ornithine Unclear - Unclear OAT [3]
MR008805 Allohdroxy-D-proline 1-Pyrroline-4-hydroxy-2-carboxylate Unclear - Unclear DAO [4]
MR008812 Citrulline Arginine Unclear - Unclear Unclear [3]
MR008809 Glutamic semialdehyde L-Glutamate Unclear - Unclear P5CDH [2], [6], [7], [2]
MR008815 Ornithine Putrescine Unclear - Unclear ODC1 [3]
MR008806 1-Pyrroline-4-hydroxy-2-carboxylate Alpha-Ketoglutaric semialdehyde Unclear - Unclear HPCD [4]
MR008813 Arginine NO Unclear - Unclear NOS1 [3]
MR008810 L-Glutamate Alpha-ketoglutarate Unclear - Unclear GLUD [3]
⏷ Show the Full List of 13 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Delta-1-pyrroline-5-carboxylate dehydrogenase, mitochondrial (P5CDH) DMEN380 Homo sapiens
AL4A1_HUMAN
1.2.1.88
[2]
glutamate dehydrogenase (GLUD) DMEN728 Homo sapiens Not Available Not Available [3]
HPC deaminase (HPCD) DMEN782 . Not Available Not Available [4]
hydroxyproline epimerase (4HypE) DMEN781 . Not Available Not Available [4]
L-proline trans-4-hydroxylase (P4H) DMEN780 .
PROHY_STRGD
1.14.11.57
[5]
Nitric oxide synthase brain (NOS1) DME0122 Homo sapiens
NOS1_HUMAN
1.14.13.39
[3]
Ornithine aminotransferase (OAT) DMEN381 Homo sapiens
OAT_HUMAN
2.6.1.13
[3]
Ornithine decarboxylase (ODC1) DMEN726 Homo sapiens
DCOR_HUMAN
4.1.1.17
[3]
Proline dehydrogenase 1 (PRODH) DME0207 Homo sapiens
PROD_HUMAN
1.5.5.2
[2]
⏷ Show the Full List of 9  DME(s)
References
1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 3314).
2 L-proline dehydrogenases in hyperthermophilic archaea: distribution, function, structure, and application
3 Proline Metabolism in Cell Regulation and Cancer Biology: Recent Advances and Hypotheses
4 alpha-ketoglutaric semialdehyde dehydrogenase isozymes involved in metabolic pathways of D-glucarate, D-galactarate, and hydroxy-L-proline. Molecular and metabolic convergent evolution
5 Structures of L-proline trans-hydroxylase reveal the catalytic specificity and provide deeper insight into AKG-dependent hydroxylation
6 Structural analysis of prolines and hydroxyprolines binding to the l-glutamate--semialdehyde dehydrogenase active site of bifunctional proline utilization A
7 Structural basis for the stereospecific inhibition of the dual proline/hydroxyproline catabolic enzyme ALDH4A1 by trans-4-hydroxy-L-proline

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