PRO

PROLINE

Created:	1999-07-08
Last modified:	2024-09-27

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163 entries where PRO is found as a standalone ligand33 entries where PRO is covalently linked to polymer or other heterogen groups 219,981 entries where PRO is found in a polymer sequence

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Chemical Details
Formal Charge	0
Atom Count	17
Chiral Atom Count	1
Bond Count	17
Aromatic Bond Count	0

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Chemical Component Summary
Name	PROLINE
Systematic Name (OpenEye OEToolkits)	(2S)-pyrrolidine-2-carboxylic acid
Formula	C₅ H₉ N O₂
Molecular Weight	115.13
Type	L-PEPTIDE LINKING

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)C1NCCC1
SMILES	CACTVS	3.341	OC(=O)[CH]1CCCN1
SMILES	OpenEye OEToolkits	1.5.0	C1CC(NC1)C(=O)O
Canonical SMILES	CACTVS	3.341	OC(=O)[C@@H]1CCCN1
Canonical SMILES	OpenEye OEToolkits	1.5.0	C1C[C@H](NC1)C(=O)O
InChI	InChI	1.03	InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1
InChIKey	InChI	1.03	ONIBWKKTOPOVIA-BYPYZUCNSA-N

Drug Info: DrugBank

DrugBank ID	DB00172
Name	Proline
Groups	nutraceutical
Description	Proline is one of the twenty amino acids used in living organisms as the building blocks of proteins. Proline is sometimes called an imino acid, although the IUPAC definition of an imine requires a carbon-nitrogen double bond. Proline is a non-essential amino acid that is synthesized from glutamic acid. It is an essential component of collagen and is important for proper functioning of joints and tendons.
Synonyms	(-)-2-Pyrrolidinecarboxylic acid (S)-2-Carboxypyrrolidine (2S)-pyrrolidine-2-carboxylic acid 2-Pyrrolidinecarboxylic acid L-α-pyrrolidinecarboxylic acid (−)-2-pyrrolidinecarboxylic acid L-pyrrolidine-2-carboxylic acid Prolina (−)-(S)-proline L-Proline L-Prolin P L-alpha-pyrrolidinecarboxylic acid Proline L-(−)-proline (S)-pyrrolidine-2-carboxylic acid Prolinum (−)-proline L-Prolina (S)-2-Pyrrolidinecarboxylic acid
Brand Names	Smofkabiven Peripheral 2.75% Travas. Amino Acid InJ.W.elecw.25%dex 8.5% Freamine III 4.25% Travasol Amino Acid Injection Without Electrolytes In 25% Dextrose Aminosyn II Olimel 3.3% E Aminosyn II with Electrolytes in Dextrose with Calcium Vamin N Aminosyn 8.5% Injection With Electrolytes Clinimix Aminosyn Nutrineal Pd4 4.25% Amino Acid Injection Without Electrolytes In 20% Dextrose Quickmix Aminosyn II 7% With 50% Dextrose Primene 10% Quick Mix 2.5% Travasol Aa With Electrolytes With 25% Dextrose Injec Travasol Amino Acid Inj 8.5% Aminosyn II 7% M In 10% Dextrose(dual Chamber) Smofkabiven Electrolyte Free 4.25% Travasol Amino Acid Injection Without Electrlytes In 10% Dextrose 4.25% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose Olimel 7.6% 4.25%trav. Amino Acid InJ.W.O.elect.5%dext. HepatAmine 2.75% Travasol Amino Acid Injection With Electrolytes In 5% Dextrose Quickmix Aminosyn II 8.5% With 50% Dextrose Aminosyn II and Dextrose Plenamine 5% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose Clinimix 2.5% Travasol Aa Without Electrolytes In 10% Dextrose Injec 2.5% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose Perikabiven 4.25% Travasol Amino Acid Injection Without Electrolytes In 20% Dextrose Aminosyn HF Aminosyn II In Dextrose Injection Aminosyn 3.5% M Aminosyn II 8.5% M In 20% Dextrose (dual Chamber) 4.25% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose Aminosyn II 8.5% Injection Primene 10%-liq IV Clinimix E Clinisol 2.75%travasol Amino Acid InJ.W.eleC.W.5%dex. RenAmin 2.5% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose Clinimix Olimel 5.7% 2.5%travasol Amino Acid InJ.W.eleC.W.25%dex Olimel 7.6% E 4.25% Travasol Amino Acid Injection With Electrolytes In 25% Dextrose Travasol E 4.25% Travasol Amino Acid Injection With Electrolytes In 5% Dextrose Quickmix Vamin 18 Electrolyte-free Aminosyn-PF Olimel 5.7% E Premasol - sulfite-free (Amino Acid) 2.75% Travasol Amino Acid Injection With Electrolytes In 25% Dextrose Quickmix Aminosyn 10% W Electrolytes Aminosyn Sulfite Free 4.25% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose Quickmix Aminosyn-PF 10% Aminosyn II in Dextrose Primene Novamine Aminosyn 5% Aminosyn 8.5% Periolimel 2.5% E Travasol Inj Without Electrolytes 8.5% Travasol Inj Without Electrolytes 5.5% Travasol Amino Acid Inj 5.5% 4.25%travasol Amino Acid InJ.W.elecw.5%dex. Travasol Renamin (amino Acids) Injection Smofkabiven Synthamin Olimel 4.4% 5% Travasol Amino Acid Injection Without Electrolytes In 25% Dextrose ProSol 4.25% Travasol Amino Acid Without Electrolytes In 5% Dextrose Quickmix Hepatasol Aminosyn-PF 7% ProcalAmine TrophAmine Aminosyn II 7% With 10% Dextrose Smofkabiven Extra Nitrogen Electrolyte Free FreAmine HBC Aminosyn II 5% Inj FreAmine III Aminosyn II 10% With Electrolytes 2.5% Travasol Amino Acid Injection Without Electrolytes In 10% Dextrose Quickmix Smofkabiven Extra Nitrogen 20% Prosol Aminosyn II with Electrolytes Essepna Olimel 4.4% E 5% Travasol Amino Acid Injection Without Electrolytes In 20% Dextrose Aminosyn II 7% Injection Aminosyn 7% Kabiven
Indication	L-Proline is extremely important for the proper functioning of joints and tendons and also helps maintain and strengthen heart muscles.
Categories	Amino Acids Amino Acids, Cyclic Amino Acids, Peptides, and Proteins Dietary Supplements Imino Acids Proteinogenic Amino Acids Supplements
CAS number	147-85-3

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Pyrroline-5-carboxylate reductase 1, mitochondrial	MSVGFIGAGQLAFALAKGFTAAGVLAAHKIMASSPDMDLATVSALRKMGV...	unknown
Bifunctional glutamate/proline--tRNA ligase	MATLSLTVNSGDPPLGALLAVEHVKDDVSISVEEGKENILHVSENVIFTD...	unknown
Sodium- and chloride-dependent neutral and basic amino acid transporter B(0+)	MDKLKCPSFFKCREKEKVSASSENFHVGENDENQDRGNWSKKSDYLLSMI...	unknown
Sodium-dependent proline transporter	MKKLQGAHLRKPVTPDLLMTPSDQGDVDLDVDFAAHRGNWTGKLDFLLSC...	unknown
Pyrroline-5-carboxylate reductase 2	MSVGFIGAGQLAYALARGFTAAGILSAHKIIASSPEMNLPTVSALRKMGV...	unknown
Prolyl 4-hydroxylase subunit alpha-2	MKLWVSALLMAWFGVLSCVQAEFFTSIGHMTDLIYAEKELVQSLKEYILV...	unknown
Proline dehydrogenase 1, mitochondrial	MALRRALPALRPCIPRFVQLSTAPASREQPAAGPAAVPGGGSATAVRPPV...	unknown
Peptidyl-prolyl cis-trans isomerase H	MAVANSSPVNPVVFFDVSIGGQEVGRMKIELFADVVPKTAENFRQFCTGE...	unknown
Proline synthase co-transcribed bacterial homolog protein	MWRAGSMSAELGVGCALRAVNERVQQAVARRPRDLPAIQPRLVAVSKTKP...	unknown
Prolyl 4-hydroxylase subunit alpha-1	MIWYILIIGILLPQSLAHPGFFTSIGQMTDLIHTEKDLVTSLKDYIKAEE...	unknown
Peptidyl-prolyl cis-trans isomerase B	MLRLSERNMKVLLAAALIAGSVFFLLLPGPSAADEKKKGPKVTVKVYFDL...	unknown	binder
Peptidyl-prolyl cis-trans isomerase F, mitochondrial	MLALRCGSRWLGLLSVPRSVPLRLPAARACSKGSGDPSSSSSSGNPLVYL...	unknown
Peptidyl-prolyl cis-trans isomerase C	MGPGPRLLLPLVLCVGLGALVFSSGAEGFRKRGPSVTAKVFFDVRIGDKD...	unknown
Peptidyl-prolyl cis-trans isomerase A	MVNPTVFFDIAVDGEPLGRVSFELFADKVPKTAENFRALSTGEKGFGYKG...	unknown	binder
Peptidyl-prolyl cis-trans isomerase G	MGIKVQRPRCFFDIAINNQPAGRVVFELFSDVCPKTCENFRCLCTGEKGT...	unknown
Prolyl 3-hydroxylase 1	MAVRALKLLTTLLAVVAAASQAEVESEAGWGMVTPDLLFAEGTAAYARGD...	unknown
Pyrroline-5-carboxylate reductase	MSVGFIGAGQLAMLWRGASRPQIPVGSQDNSQLPRNEPAHGVRAQEDGCE...	unknown
Probable proline--tRNA ligase, mitochondrial	MEGLLTRCRALPALATCSRQLSGYVPCRFHHCAPRRGRRLLLSRVFQPQN...	unknown
Prolyl 3-hydroxylase 2	MRERIWAPPLLLLLPLLLPPPLWGGPPDSPRRELELEPGPLQPFDLLYAS...	unknown
Prolyl 3-hydroxylase 3	MLRLLRPLLLLLLLPPPGSPEPPGLTQLSPGAPPQAPDLLYADGLRAYAA...	unknown
Pyrroline-5-carboxylate reductase 3	MAAAEPSPRRVGFVGAGRMAGAIAQGLIRAGKVEAQHILASAPTDRNLCH...	unknown
Trans-L-3-hydroxyproline dehydratase	MESALAVPRLPPHDPGTPVLSVVDMHTGGEPLRIVLAGCPEVSGPTLLAK...	unknown
Proline dehydrogenase 1, mitochondrial	MALRRALPALRPCIPRFVQLSTAPASREQPAAGPAAVPGGGSATAVRPPV...	unknown	substrate
Monocarboxylate transporter 10	MVLSQEEPDSARGTSEAQPLGPAPTGAAPPPGPGPSDSPEAAVEKVEVEL...	unknown	inhibitor
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682