Glutamine

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  • Identifiers

    CAS number
    56-85-9

    Molecular formula
    C5H10N2O3

    SMILES
    C(CC(=O)N)[C@@H](C(=O)O)N

  • Odor profile

    Fragrance
    Odorless 62.57%
    Sweet 46.9%
    Savory 39.64%
    Meaty 29.49%
    Fishy 24.07%
    Cocoa 19.75%
    Milky 19.29%
    Cooked 18.96%
    Oily 17.43%
    Cooling 16.2%

     

    Flavor
    Odorless 66.41%
    Mild 35.27%
    Bland 27.06%
    Very mild 24.65%
    Yeast 24.05%
    Faint 23.22%
    Cooked 22.12%
    Sweet-like 21.9%
    Sulfury 21.7%
    Bitter 20.43%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.1

    pKa est.
    5.21 (weak acid)

    Molecular weight
    146.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    382°C

    Melting point expt.

    • 185.5 dec °C
    • 184-185 °C (decomposes)
    • 185 °C

    Flash point

    • 195.17 ˚C est.

    Solubility expt.

    • 41300 mg/L (at 25 °C)
    • In water, 41,300 mg/L at 25 °C
    • One gram dissolves in 20.8 mL water at 30 °C, in 38.5 mL at 18 °C, in 56.7 mL at 0 °C
    • Practically insoluble in methanol (3.5 mg/100 mL at 25 °C), ethanol (0.46 mg/100 mL at 23 °C), ether, benzene, acetone, ethyl acetate, chloroform
    • 41.3 mg/mL
    • Soluble in water and ether
    • Insoluble (in ethanol)

  • Synonyms

    • L-glutamine
    • glutamine
    • 56-85-9
    • Levoglutamide
    • L-(+)-Glutamine
    • Glutamic acid amide
    • Cebrogen
    • Stimulina
    • glumin
    • H-Gln-OH
    • Levoglutamid
    • glutamic acid 5-amide
    • L-Glutamide
    • 2-aminoglutaramic acid
    • (S)-2,5-Diamino-5-oxopentanoic acid
    • Glavamin
    • Miglu-P
    • Nutrestore
    • Saforis
    • L-2-Aminoglutaramidic acid
    • L-Glutamin
    • L-Glutamic acid gamma-amide
    • Glumin (amino acid)
    • (2S)-2-amino-4-carbamoylbutanoic acid
    • L-2-Aminoglutaramic acid
    • Glutamine (VAN)
    • Levoglutamida
    • Levoglutamidum
    • L-Glutamic acid 5-amide
    • FEMA No. 3684
    • (2S)-2,5-diamino-5-oxopentanoic acid
    • 2-Aminoglutaramic acid, L-
    • GLUTAMINE, L-
    • L-gln
    • Pentanoic acid, 2,5-diamino-5-oxo-, (S)-
    • Glutamine [USAN]
    • Levoglutamidum [INN-Latin]
    • 2,5-Diamino-5-oxopentanoic acid, (S)-
    • Levoglutamida [INN-Spanish]
    • AI3-24392
    • glutamina
    • NSC 27421
    • Levoglutamina
    • L-Glutaminsaeure-5-amid
    • BRN 1723797
    • L-Glutamid
    • 26700-71-0
    • EINECS 200-292-1
    • MFCD00008044
    • UNII-0RH81L854J
    • ENDARI
    • CCRIS 9428
    • CHEBI:18050
    • HSDB 8165
    • 0RH81L854J
    • NSC-27421
    • CHEMBL930
    • gln
    • DTXSID1023100
    • d(-)-glutamine
    • glum
    • 4-04-00-03038 (Beilstein Handbook Reference)
    • GLUTAMINE (D)
    • Levoglutamide [DCF:INN]
    • GLUTAMINE (MART.)
    • GLUTAMINE [MART.]
    • GLUTAMINE (USP-RS)
    • GLUTAMINE [USP-RS]
    • gamma-Glutamine
    • Hgln
    • 184161-19-1
    • GLUTAMINE (USP MONOGRAPH)
    • GLUTAMINE [USP MONOGRAPH]
    • l glutamine
    • Glutamine-S
    • Glutaminsaeure-5-amid
    • GLUTAMINE,L-
    • glutamic acid gamma-amide
    • (2S)-2,5-diamino-5-oxopentanoate
    • L-Glutamine [JAN]
    • GLUTAMINE (L)
    • L-Glutamic acid .gamma.-amide
    • CHEBI:28300
    • glutaminum
    • Glutacerebro
    • Gebrogen
    • Glutaven
    • Memoril
    • Glutamine [USAN:USP:INN]
    • GlutaSolve
    • 3h-l-glutamine
    • Poly-L-glutamine
    • Q. Levoglutamide
    • 1wdn
    • (S)-glutamine
    • [3H]glutamine
    • Sympt-X
    • Nutrestore (TN)
    • S(+)Glutamine
    • Glutamine (USP)
    • Glutapak-10
    • Resource Glutasolve
    • [14C]glutamine
    • [3H]-glutamine
    • S(+)-Glutamine
    • [14C]-glutamine
    • H-Gln
    • Endari (TN)
    • L-Glutamine-13C?
    • Sympt-X G.I.
    • Glutamic acid-5-amide
    • Spectrum_000131
    • L-Glutamine [JAN]
    • starbld0006818
    • L-Glutamine (standard)
    • L-Glutaminsaure-5-amid
    • GLUTAMINE [INN]
    • SpecPlus_000380
    • GLUTAMINE [MI]
    • L-Glutamine (JP18)
    • Glutamine (L-Glutamine)
    • Spectrum2_001377
    • Spectrum3_001416
    • Spectrum4_001709
    • Spectrum5_000418
    • GLUTAMINE [VANDF]
    • L-Glutamine, 98.5%
    • bmse000038

  • Applications

    L-Glutamine (CAS 56-85-9) is a conditionally essential amino acid that occurs naturally in the body and is widely used as a nutritional supplement for athletes to support muscle recovery, reduce protein catabolism and enhance glycogen resynthesis; in clinical nutrition it replenishes muscle mass after surgery, burns or chemotherapy, sustains intestinal barrier integrity and boosts immune response; in cell and tissue culture technology it serves as a critical nitrogen source for the proliferation of animal cells, beneficial bacteria and viruses, making it indispensable for the manufacture of biopharmaceuticals, vaccines and gene therapies; in the food industry L-Glutamine is added to sports drinks, energy bars, infant formulas and meal replacements to enrich protein value; moreover it acts as a key intermediate in the synthesis of pharmaceuticals, peptides and premium skin-care agents thanks to its water-binding capacity and collagen-protective properties.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.79
    methanol 0.57
    isopropanol 0.41
    water 34.17
    ethyl acetate 0.24
    n-propanol 0.35
    acetone 0.72
    n-butanol 0.46
    acetonitrile 0.31
    DMF 22.95
    toluene 0.11
    isobutanol 0.3
    1,4-dioxane 3.93
    methyl acetate 0.18
    THF 1.95
    2-butanone 0.36
    n-pentanol 0.23
    sec-butanol 0.28
    n-hexane 0.29
    ethylene glycol 4.37
    NMP 35.96
    cyclohexane 0.35
    DMSO 20.98
    n-butyl acetate 0.2
    n-octanol 0.22
    chloroform 0.04
    n-propyl acetate 0.15
    acetic acid 3.97
    dichloromethane 0.1
    cyclohexanone 1.85
    propylene glycol 2.31
    isopropyl acetate 0.2
    DMAc 17.66
    2-ethoxyethanol 2.01
    isopentanol 0.37
    n-heptane 0.31
    ethyl formate 0.49
    1,2-dichloroethane 0.13
    n-hexanol 0.37
    2-methoxyethanol 5.86
    isobutyl acetate 0.08
    tetrachloromethane 0.04
    n-pentyl acetate 0.2
    transcutol 2.95
    n-heptanol 0.37
    ethylbenzene 0.11
    MIBK 0.27
    2-propoxyethanol 2.22
    tert-butanol 0.45
    MTBE 0.22
    2-butoxyethanol 1.58
    propionic acid 0.8
    o-xylene 0.29
    formic acid 20.29
    diethyl ether 0.32
    m-xylene 0.14
    p-xylene 0.22
    chlorobenzene 0.06
    dimethyl carbonate 0.5
    n-octane 0.11
    formamide 11.34
    cyclopentanone 1.88
    2-pentanone 0.4
    anisole 0.2
    cyclopentyl methyl ether 0.94
    gamma-butyrolactone 2.48
    1-methoxy-2-propanol 3.0
    pyridine 0.78
    3-pentanone 0.44
    furfural 4.24
    n-dodecane 0.04
    diethylene glycol 5.76
    diisopropyl ether 0.14
    tert-amyl alcohol 0.39
    acetylacetone 0.94
    n-hexadecane 0.05
    acetophenone 0.39
    methyl propionate 0.39
    isopentyl acetate 0.19
    trichloroethylene 0.1
    n-nonanol 0.23
    cyclohexanol 0.85
    benzyl alcohol 0.34
    2-ethylhexanol 0.27
    isooctanol 0.27
    dipropyl ether 0.51
    1,2-dichlorobenzene 0.09
    ethyl lactate 0.46
    propylene carbonate 1.06
    n-methylformamide 3.63
    2-pentanol 0.26
    n-pentane 0.15
    1-propoxy-2-propanol 1.18
    1-methoxy-2-propyl acetate 0.6
    2-(2-methoxypropoxy) propanol 1.64
    mesitylene 0.17
    ε-caprolactone 1.68
    p-cymene 0.17
    epichlorohydrin 0.82
    1,1,1-trichloroethane 0.03
    2-aminoethanol 3.02
    morpholine-4-carbaldehyde 24.71
    sulfolane 10.41
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 0.91
    n-hexyl acetate 0.23
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 2.11
    sec-butyl acetate 0.1
    tert-butyl acetate 0.28
    decalin 0.13
    glycerin 13.45
    diglyme 4.03
    acrylic acid 1.66
    isopropyl myristate 0.12
    n-butyric acid 0.86
    acetyl acetate 0.25
    di(2-ethylhexyl) phthalate 0.32
    ethyl propionate 0.21
    nitromethane 3.29
    1,2-diethoxyethane 0.47
    benzonitrile 0.22
    trioctyl phosphate 0.24
    1-bromopropane 0.07
    gamma-valerolactone 8.24
    n-decanol 0.19
    triethyl phosphate 0.31
    4-methyl-2-pentanol 0.18
    propionitrile 0.14
    vinylene carbonate 0.92
    1,1,2-trichlorotrifluoroethane 2.64
    DMS 0.37
    cumene 0.14
    2-octanol 0.2
    2-hexanone 0.22
    octyl acetate 0.17
    limonene 0.26
    1,2-dimethoxyethane 2.8
    ethyl orthosilicate 0.31
    tributyl phosphate 0.21
    diacetone alcohol 1.11
    N,N-dimethylaniline 0.47
    acrylonitrile 0.29
    aniline 0.3
    1,3-propanediol 2.94
    bromobenzene 0.04
    dibromomethane 0.06
    1,1,2,2-tetrachloroethane 0.14
    2-methyl-cyclohexyl acetate 0.29
    tetrabutyl urea 0.6
    diisobutyl methanol 0.19
    2-phenylethanol 0.36
    styrene 0.08
    dioctyl adipate 0.22
    dimethyl sulfate 2.21
    ethyl butyrate 0.27
    methyl lactate 1.61
    butyl lactate 0.57
    diethyl carbonate 0.17
    propanediol butyl ether 1.69
    triethyl orthoformate 0.36
    p-tert-butyltoluene 0.16
    methyl 4-tert-butylbenzoate 0.88
    morpholine 3.82
    tert-butylamine 0.22
    n-dodecanol 0.16
    dimethoxymethane 2.78
    ethylene carbonate 0.75
    cyrene 4.39
    2-ethoxyethyl acetate 0.42
    2-ethylhexyl acetate 0.17
    1,2,4-trichlorobenzene 0.11
    4-methylpyridine 0.54
    dibutyl ether 0.2
    2,6-dimethyl-4-heptanol 0.19
    DEF 2.75
    dimethyl isosorbide 2.8
    tetrachloroethylene 0.17
    eugenol 1.2
    triacetin 0.53
    span 80 1.61
    1,4-butanediol 1.08
    1,1-dichloroethane 0.04
    2-methyl-1-pentanol 0.23
    methyl formate 2.01
    2-methyl-1-butanol 0.35
    n-decane 0.08
    butyronitrile 0.21
    3,7-dimethyl-1-octanol 0.15
    1-chlorooctane 0.08
    1-chlorotetradecane 0.05
    n-nonane 0.08
    undecane 0.05
    tert-butylcyclohexane 0.06
    cyclooctane 0.19
    cyclopentanol 0.98
    tetrahydropyran 0.93
    tert-amyl methyl ether 0.3
    2,5,8-trioxanonane 3.9
    1-hexene 0.23
    2-isopropoxyethanol 0.88
    2,2,2-trifluoroethanol 2.61
    methyl butyrate 0.35

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction