Proline (CED0000634)

Record Information

Version

1.0

Creation Date

2016-05-22 04:30:33 UTC

Update Date

2026-05-14 16:24:27 UTC

Accession Number

CHEM017641

Identification

Common Name

Proline

Class

Small Molecule

Description

Proline is an organic compound with the formula C5H9NO2 and an average molecular weight of 115.13 g/mol. Proline belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. This substance is categorized under the superclass of organic acids and derivatives. It has been found in or released from one recorded source: Building & Construction (Stairs And Ramps).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
DL-Proline	ChEBI
Hpro	ChEBI
Prolin	ChEBI
Prolina	ChEBI
Pyrrolidine-2-carboxylic acid	ChEBI
Pyrrolidine-2-carboxylate	Generator
L-Proline	MeSH
L Proline	MeSH

Chemical Formula

C₅H₉NO₂

Average Molecular Mass

115.131 g/mol

Monoisotopic Mass

115.063 g/mol

CAS Registry Number

609-36-9

IUPAC Name

pyrrolidine-2-carboxylic acid

Traditional Name

proline

SMILES

OC(=O)C1CCCN1

InChI Identifier

InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)

InChI Key

ONIBWKKTOPOVIA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Proline and derivatives

Alternative Parents

Substituents

Proline or derivatives
Alpha-amino acid
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine
Amino acid
Azacycle
Organoheterocyclic compound
Secondary amine
Monocarboxylic acid or derivatives
Secondary aliphatic amine
Carboxylic acid
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

pyrrolidines (CHEBI:26271 )
alpha-amino acid (CHEBI:26271 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	365 g/L	ALOGPS
logP	-2.7	ALOGPS
logP	-2.6	ChemAxon
logS	0.5	ALOGPS
pKa (Strongest Acidic)	1.94	ChemAxon
pKa (Strongest Basic)	11.33	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.33 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	28.06 m³·mol⁻¹	ChemAxon
Polarizability	11.54 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum	splash10-000f-1910000000-b8957703cfe144c9ad7b	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00di-9000000000-7dd244dbf0508fe182ff	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-9100000000-a6bbffba8116bbdc5a94	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00xr-9400000000-8bbbdcc46ff61a5ac426	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-01b9-8900000000-504c896ab454f1d6fcf8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-4900000000-b961d92566bf15c6cc1f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00xr-9700000000-fc663594a67062eb0452	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-9100000000-4b4cba41642e3cc79527	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-9300000000-392c18e3d993f397b2e0	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-3900000000-6b96d6dad4cf93db3ba5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-1900000000-7bcd694d06468f15ae12	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-2900000000-cb2b03d8034018052c28	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-9000000000-057cd991d0f1568b7696	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-9000000000-2aaadae925722a4a5c54	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-9000000000-91b526c5c2fc8d4096f6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0900000000-da8c3b5579a29637e732	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0900000000-c4b889ece4c7b298c7b4	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-01b9-8900000000-000cb5f6ae87b559450a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-9000000000-4e3718c9acec851a59a5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-9300000000-524823738c524593c4e6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-3900000000-9902a9c205c6392f8d9c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-01b9-5900000000-14ac1d0f80bac14d5303	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014j-9700000000-8350fad6cf90ce2164c7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-9100000000-e8dbf4b646043f5803dd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-006x-9000000000-75c83a1618771632b3bd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-5900000000-137050657da637e2e728	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-022a-9400000000-4910911b3be890774d63	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9000000000-f087bd626084f2042512	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-9000000000-97990d3a6f4d86f2e35e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-9000000000-6af75747a42ba65860f4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-9000000000-4d5b790a456b8349d65b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-3900000000-2d7e8539e5f8306d0afe	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01ot-9400000000-b7d551a4cee7688ee082	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9000000000-a4e2ca2cba04978b1bf6	Not Available	View Spectrum
MS	MS Spectrum	splash10-00di-9000000000-8e834b710573540358a5	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
2092.0	Log mg/kg	[1200:3700]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
500	Stairs And Ramps	Building & Construction	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Proline iminopeptidase	O32449	Serratia marcescens	Predicted (SEA)	0.155698
Click to view 3D structure	Fumarate hydratase, mitochondrial	P10173	Sus scrofa	Predicted (SEA)	0.0778492
Click to view 3D structure	Glutamate receptor 3	P19492	Rattus norvegicus	Predicted (SEA)	17.4382
Click to view 3D structure	Ornithine aminotransferase, mitochondrial	P04181	Humans	Predicted (SEA)	1.47914
Click to view 3D structure	Sodium- and chloride-dependent betaine transporter	P48065	Humans	Predicted (SEA)	1.55698
Click to view 3D structure	Glutamate receptor 2	P42262	Humans	Predicted (SEA)	26.6244
Click to view 3D structure	Sodium- and chloride-dependent GABA transporter 1	P30531	Humans	Predicted (SEA)	31.8403
Click to view 3D structure	Proline--tRNA ligase	P16659	Escherichia coli	Predicted (SEA)	53.716
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	6651.36
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	3970.0
Click to view 3D structure	Sodium- and chloride-dependent GABA transporter 3	P48066	Humans	Predicted (SEA)	102.839
Click to view 3D structure	Glutamate receptor ionotropic, kainate 1	P39086	Humans	Predicted (SEA)	36.3556
Click to view 3D structure	Glutamate receptor 4	P19493	Rattus norvegicus	Predicted (SEA)	26.4687
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	5395.5
Click to view 3D structure	Glutamate receptor 1	P19490	Rattus norvegicus	Predicted (SEA)	251.142
Click to view 3D structure	Glutamate receptor 2	P19491	Rattus norvegicus	Predicted (SEA)	39.3917
Click to view 3D structure	72 kDa type IV collagenase	P08253	Humans	Predicted (SEA)	4194.83
Click to view 3D structure	Receptor-type tyrosine-protein kinase FLT3	P36888	Humans	Predicted (SEA)	6617.34
Click to view 3D structure	Muscarinic acetylcholine receptor M4	P08173	Humans	Predicted (SEA)	4130.6
Click to view 3D structure	Metabotropic glutamate receptor 2	Q14416	Humans	Predicted (SEA)	1582.67
Click to view 3D structure	Interstitial collagenase	P03956	Humans	Predicted (SEA)	3734.89
Click to view 3D structure	Stromelysin-1	P08254	Humans	Predicted (SEA)	3212.53
Click to view 3D structure	Glutamate receptor ionotropic, kainate 1	P22756	Rattus norvegicus	Predicted (SEA)	205.678
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	5243.61
Click to view 3D structure	Glutamate receptor ionotropic, kainate 4	Q01812	Rattus norvegicus	Predicted (SEA)	0.856341