A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Glutamine are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Glutamine?

The molecule Glutamine presents a molecular formula of C5H10N2O3 and its IUPAC name is (2S)-2,5-diamino-5-oxopentanoic acid.

Glutamine is a molecule that belongs in the human body and participes in a number of important functions. It is a key component of the immune system, helps to maintain the integrity of the gut, and participes in protein synthesis. Glutamine is also a source of fuel for cells, and participes in the metabolism of sugars and fats..

Glutamine is an amino acid, and is one of the 20 amino acids that are used by the body to build proteins. It lies as a non-essential amino acid, which means that the body can synthesize it from other amino acids. However, during times of stress, the body may not be able to synthesize enough glutamine, and it becomes essential to get glutamine from the diet. Good sources of glutamine include meat, poultry, fish, and dairy products..

Glutamine participes in a number of important functions in the body. It is a key component of the immune system, and helps to maintain the integrity of the gut. Glutamine is also involved in protein synthesis, and is a source of fuel for cells. In addition, glutamine participes in the metabolism of sugars and fats..

3D structure

Cartesian coordinates

Geometry of Glutamine in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing


Glutamine ZDXPYRJPNDTMRX-VKHMYHEASA-N chemical compound 2D structure molecule svg


Molecule descriptors

IUPAC name(2S)-2,5-diamino-5-oxopentanoic acid
InChI codeInChI=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

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (2S)-2,5-diamino-5-oxo-pentanoic acid
  • (2S)-2,5-diamino-5-oxopentanoate
  • (2S)-2,5-diamino-5-oxopentanoic acid
  • (2S)-2-amino-4-carbamoylbutanoate
  • (2S)-2-amino-4-carbamoylbutanoic acid
  • (S)-2,5-Diamino-5-oxopentanoate
  • (S)-2,5-Diamino-5-oxopentanoic acid
  • (S)-2-Amino-4-carbamoyl-butyric acid
  • (S)-glutamine
  • 008G044
  • 0RH81L854J
  • 184161-19-1
  • 1wdn
  • 2,5-Diamino-5-oxopentanoic acid, (S)-
  • 2-Aminoglutaramic acid, L-
  • 2-aminoglutaramic acid
  • 26700-71-0
  • 3h-l-glutamine
  • 56-85-9
  • 7FBA778C-D6B8-495C-BFE7-1CB8EC4ABEAB
  • A831906
  • A937790
  • AB00173347-03
  • AB00173347_04
  • AI3-24392
  • AM81759
  • AS-11765
  • BDBM18121
  • BP-13284
  • BRN 1723797
  • BSPBio_003092
  • C00064
  • CCG-38853
  • CCRIS 9428
  • CS-1947
  • Cebrogen
  • Cebrogen, Stimulina
  • D00015
  • D70833
  • DB00130
  • DivK1c_006476
  • EU-0100549
  • F0001-1471
  • FEMA No. 3684
  • G 3126
  • G0063
  • GTPL4633
  • GTPL4634
  • GTPL723
  • Glavamin
  • Glumin (amino acid)
  • Glutamic acid amide
  • Glutamine
  • Glutamine (L-Glutamine)
  • H-Gln
  • H-Gln-OH
  • HMS3261N19
  • HMS3264C03
  • HSDB 8165
  • HY-N0390
  • J-521645
  • KBio1_001420
  • KBio2_000591
  • KBio2_003159
  • KBio2_005727
  • KBio3_002312
  • KBioGR_002038
  • KBioSS_000591
  • L-(+)-Glutamine
  • L-2-Aminoglutaramic acid
  • L-2-Aminoglutaramidic acid
  • L-Alanyl-L-glutamide
  • L-Glutamic acid .gamma.-amide
  • L-Glutamic acid 5-amide
  • L-Glutamic acid gamma-amide
  • L-Glutamid
  • L-Glutamide
  • L-Glutamin
  • L-Glutamine (JP17)
  • L-Glutamine Powder
  • L-Glutamine, homopolymer
  • L-Glutamine,(S)
  • L-Glutamine-13C5
  • L-Glutamine-[13C5]
  • L-Glutaminsaeure-5-amid
  • L-[3,4-3H(N)]glutamine
  • L-gln
  • L-glutamine
  • LP00549
  • Levoglutamid
  • Levoglutamida
  • Levoglutamide
  • Levoglutamidum
  • Levoglutamina
  • Lopac0_000549
  • M02960
  • MFCD00008044
  • Miglu-P
  • N-(2)-L-alanyl-L-glutamine
  • NCGC00093936-01
  • NCGC00093936-02
  • NCGC00093936-03
  • NCGC00093936-04
  • NCGC00093936-05
  • NCGC00093936-15
  • NCGC00261234-01
  • NSC 27421
  • NSC-27421
  • NSC-759628
  • NSC-760081
  • NSC759628
  • NSC760081
  • Nutrestore
  • Pentanoic acid, 2,5-diamino-5-oxo-, (S)-
  • Pharmakon1600-01300018
  • Pharmakon1600-01500987
  • Poly(glutamine)
  • Polyglutamine
  • Q-100459
  • Q181619
  • S(+)-Glutamic acid 5-amide
  • S(+)-Glutamine
  • S(+)Glutamine
  • SBI-0050532.P003
  • SDCCGMLS-0066691.P001
  • SDCCGSBI-0050532.P005
  • SPECTRUM1500987
  • Saforis
  • SpecPlus_000380
  • Stimulina
  • Z1250208676
  • [14C]-glutamine
  • [14C]glutamine
  • [3H]-glutamine
  • [3H]glutamine
  • bmse000038
  • bmse001014
  • d(-)-glutamine
  • gamma-Glutamine
  • gln
  • glumin
  • glutamic acid 5-amide
  • glutamine
  • laevo-glutamine
  • s1749
  • starbld0006818

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1532526
  • UNII-0RH81L854J
  • AKOS015854078
  • BRD-K83896451-001-01-8
  • DTXSID1023100
  • CHEMBL930
  • CHEBI:18050
  • Tox21_500549
  • EINECS 200-292-1
  • SPBio_001334
  • SCHEMBL7453
  • SCHEMBL19240116
  • SCHEMBL23124227
  • Spectrum_000131
  • Spectrum2_001377
  • Spectrum3_001416
  • Spectrum4_001709
  • Spectrum5_000418

Physico-Chemical properties

IUPAC name(2S)-2,5-diamino-5-oxopentanoic acid
Molecular formulaC5H10N2O3
Molecular weight146.144
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity33.54
Topological polar surface area106.4

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.