Glutamine
C₅H₁₀N₂O₃·146.146 g/mol·Amino Acids·CID 5961
Amino AcidAbundant
The most abundant amino acid in blood plasma and a major fuel for rapidly dividing cells (immune cells, intestinal lining). Amide of glutamic acid. Important nitrogen carrier — donates its amide nitrogen for purine and pyrimidine synthesis.
IUPAC: (2S)-2,5-diamino-5-oxopentanoic acid
Also known as: glutamine, 56-85-9, Levoglutamide, L-(+)-Glutamine, Cebrogen (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
146.140g/mol
Exact Mass
146.069142Da
Monoisotopic Mass
146.069142Da
XLogP
-3.1
Polar Surface Area
106.0Ų
Complexity
146
Formal Charge
0
H-Bond Donors
3
H-Bond Acceptors
4
Rotatable Bonds
4
Heavy Atoms
10
Stereo Centers
1
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 146.1 g/mol
MW ≤ 500
✓ -3.1
LogP ≤ 5
✓ 3
H-bond donors ≤ 5
✓ 4
H-bond acceptors ≤ 10
Passes all rules — good oral bioavailability predicted
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1
Constituent Elements
Isomers8 compounds with formula C₅H₁₀N₂O₃
2,5-diamino-5-oxopentanoic acid
CID 738 · 146.1 g/mol
(2R)-2,5-diamino-5-oxopentanoic acid
CID 145815 · 146.1 g/mol
3-(carbamoylamino)-2-methylpropanoic acid
CID 160663 · 146.1 g/mol
ethyl N-ethyl-N-nitrosocarbamate
CID 11977 · 146.1 g/mol
2-[(2-aminoacetyl)-methylamino]acetic acid
CID 93131 · 146.1 g/mol
(2S)-5-amino-2-azaniumyl-5-oxopentanoate
CID 6992086 · 146.1 g/mol
2-[[(2S)-2-aminopropanoyl]amino]acetic acid
CID 6998029 · 146.1 g/mol
1,3-bis(hydroxymethyl)imidazolidin-2-one
CID 8704 · 146.1 g/mol