Threonine

C4H9NO3CAS 72-19-5119.12 g/mol

Open in Covalent MOL file
HONH2OOH
AlcoholCarboxylic acidPrimary amine

Properties

Molecular formula
C4H9NO3
Molar mass
119.12 g/mol
Exact mass
119.0582 Da
Melting point
256 °C (decomposes)
pKa
2.63 (SRC: carboxylic acid), 10.43 (SRC: amine)
logP
-1.22Crippen estimate
Polar surface area
83.5 Ų
H-bond donors / acceptors
3 / 3
Rotatable bonds
2
Stereocentres
R, Sin SMILES atom order

Hazards

Not classified as hazardous under GHS by 246 ECHA notifiers. Aggregated from 246 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Identifiers

CAS number
72-19-5
SMILES
C[C@@H](O)[C@H](N)C(=O)O
InChIKey
AYFVYJQAPQTCCC-GBXIJSLDSA-N
InChI
InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1
Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR
Predicted ¹H NMR (400 MHz, CDCl₃) δ 11.50 (br s, 1H), 4.56 (quint, J = 7.0 Hz, 1H), 4.25 (d, J = 7.0 Hz, 1H), 2.00 (br s, 1H), 1.22 (d, J = 7.0 Hz, 3H), 1.20 (br s, 2H).
¹³C NMR
Predicted ¹³C NMR (101 MHz, CDCl₃) δ 178.0, 68.7, 62.2, 17.3.
[M + H]+
[M + H]+ Calcd for C4H10NO3 120.0655
[M + Na]+
[M + Na]+ Calcd for C4H9NNaO3 142.0475
[M − H]−
[M − H]− Calcd for C4H8NO3 118.0510
Elemental analysis
Anal. Calcd for C4H9NO3: C, 40.33; H, 7.62; N, 11.76.

Weigh it out

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

Names and synonyms

18 names · show all
  • L-Threonine
  • Threonine, L-
  • Butanoic acid, 2-amino-3-hydroxy-, [R-(R*,S*)]-
  • Threonin
  • [R-(R*,S*)]-2-Amino-3-hydroxybutanoic acid
  • (S)-Threonine
  • L-(-)-Threonine
  • 2-Amino-3-hydroxybutyric acid
  • NSC 16589
  • NSC 46701
  • 48: PN: WO2004076659 FIGURE: 7 claimed protein
  • 46: PN: WO2005016244 PAGE: 70 claimed protein
  • 49: PN: WO2005016244 PAGE: 70 claimed protein
  • 3046: PN: WO2004111636 SEQID: 516 unclaimed protein
  • 2: PN: US20090069547 PAGE: 10 claimed protein
  • 17: PN: WO2011044089 SEQID: 18 claimed protein
  • 4: PN: WO2012076822 PAGE: 51 claimed sequence
  • (2S,3R)-2-Amino-3-hydroxybutanoic acid

Work with Threonine

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.

DL-Threonine hydrate(2:1)6028-28-0Hydrate D-Threonine632-20-2Enantiomer (±)-Threonine80-68-2Enantiomer L-Allothreonine28954-12-3Diastereomer D-Allothreonine24830-94-2Diastereomer Allothreonine144-98-9Diastereomer

Similar compounds

4-Hydroxyisoleucine21704-86-974 % similar (2S,3R,4S)-4-Hydroxyisoleucine55399-93-474 % similar 4-Hydroxy-L-isoleucine781658-23-974 % similar DL-Valine516-06-362 % similar D-Valine640-68-662 % similar Valine72-18-462 % similar (2S,3R)-(+)-2-Amino-3-hydroxy-4-methylpentanoic acid10148-71-761 % similar (2R,3S)-(-)-2-Amino-3-hydroxy-4-methylpentanoic acid87421-23-661 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

(R)-3-Amino-2-(hydroxymethyl)propanoic acid1217700-75-8 4-Amino-2-hydroxybutanoic acid13477-53-7 2-Methyl-L-serine16820-18-1 DL-Homoserine1927-25-9 DL-O-Methylserine19794-53-7

Elsewhere

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