Proline

C5H9NO2CAS 147-85-3115.13 g/mol

Open in Covalent MOL file
OHOHN
Carboxylic acidSecondary amine

Properties

Molecular formula
C5H9NO2
Molar mass
115.13 g/mol
Exact mass
115.0633 Da
Density
1.4063 g/mL (at 45 °C)
Melting point
220–222 °C (decomposes)
pKa
1.99, 10.6
Water solubility
very soluble
logP
-0.18Crippen estimate
Polar surface area
49.3 Ų
H-bond donors / acceptors
2 / 2
Rotatable bonds
1
Stereocentres
Sin SMILES atom order

Hazards

Not classified as hazardous under GHS by 423 ECHA notifiers. Aggregated from 423 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Identifiers

CAS number
147-85-3
SMILES
O=C(O)[C@@H]1CCCN1
InChIKey
ONIBWKKTOPOVIA-BYPYZUCNSA-N
InChI
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1

Weigh it out

Type any one amount. The others follow from the molar mass and density.

Names and synonyms

17 names · show all
  • L-Proline
  • Proline, L-
  • L-(-)-Proline
  • 2-Pyrrolidinecarboxylic acid, (S)-
  • (S)-(-)-Proline
  • 2-Pyrrolidinecarboxylic acid
  • (-)-Proline
  • (S)-Proline
  • (S)-2-Pyrrolidinecarboxylic acid
  • (-)-2-Pyrrolidinecarboxylic acid
  • L-Pyrrolidine-2-carboxylic acid
  • L-α-Pyrrolidinecarboxylic acid
  • Carboxypyrrolidine
  • NSC 46703
  • (S)-2-Carboxypyrrolidine
  • (2S)-Pyrrolidine-2-carboxylic acid
  • 21: PN: WO2021055880 SEQID: 22 claimed protein

Work with Proline

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

D-Proline344-25-2Enantiomer DL-Proline609-36-9Stereo not defined

Similar compounds

(+)-Pipecolic acid1723-00-888 % similar Pipecolic acid3105-95-188 % similar Pipecolic acid4043-87-288 % similar Pipecolic acid535-75-188 % similar Azetidine-2-carboxylic acid2133-34-875 % similar (±)-2-Azetidinecarboxylic acid2517-04-675 % similar D-Azetidine-2-carboxylic acid7729-30-875 % similar (S)-Piperazine-2-carboxylic acid147650-70-255 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

N-Methyldiacetamide1113-68-4 1-(3-Hydroxy-1-azetidinyl)ethanone118972-96-6 Methyl 3-amino-2-butenoate14205-39-1 N-(Hydroxymethyl)-2-pyrrolidone15438-71-8 s-Allylglycine16338-48-0 (5S)-5-(Hydroxymethyl)-2-pyrrolidinone17342-08-4 N-Methylacetoacetamide20306-75-6 1-Amino-cyclobutanecarboxylic acid22264-16-0

Elsewhere

PubChem CAS Common Chemistry NIST WebBook Wikipedia