Glutamyl-valyl-glycine

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  • Identifiers

    CAS number
    38837-70-6

    Molecular formula
    C12H21N3O6

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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 73.8%
    Savory 42.31%
    Meaty 26.82%
    Cooling 25.18%
    Milky 19.45%
    Cooked 18.76%
    Fishy 18.07%
    Sweet 15.95%
    Alcoholic 15.69%
    Roasted 14.39%

     

    Flavor
    Odorless 64.94%
    Bitter 45.18%
    Bland 33.99%
    Mild 31.02%
    Very mild 26.21%
    Sweet-like 22.88%
    Yeast 22.05%
    Nitrile 19.37%
    Faint 19.22%
    Taco 18.54%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -4.4

    pKa est.
    5.2 (weak acid)

    Molecular weight
    303.31 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    446°C

    Flash point

    • 272.25 ˚C est.

    Solubility expt.

    • Soluble in water
    • Practically insoluble (in ethanol)

  • Synonyms

    • glutamyl-valyl-glycine
    • kokumi peptide
    • RefChem:663182
    • 38837-70-6
    • Glu-Val-Gly
    • L-Glutamyl-L-valyl-glycine
    • SCHEMBL18339142
    • CHEBI:163384
    • (4S)-4-amino-5-[[(2S)-1-(carboxymethylamino)-3-methyl-1-oxobutan-2-yl]amino]-5-oxopentanoic acid
    • 38837-70-6

  • Applications

    Glutamyl-valyl-glycine may be used as an intermediate in peptide synthesis for pharmaceutical R&D, serving as a building block for longer peptides or as a model substrate in enzymology studies; in analytical chemistry, it can be used as a reference standard or calibration material for peptide quantification methods; in cosmetics/personal care, it may be evaluated as a peptide component for formulation research and dermal studies; in industrial manufacturing of peptides, it can function as a biochemical reagent or substrate in enzymatic assays; in peptide-related processing streams, it may be considered as a component or quality-control parameter.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.38
    methanol 2.0
    isopropanol 0.2
    water 57.97
    ethyl acetate 0.09
    n-propanol 0.27
    acetone 0.15
    n-butanol 0.19
    acetonitrile 0.11
    DMF 17.65
    toluene 0.07
    isobutanol 0.18
    1,4-dioxane 0.52
    methyl acetate 0.1
    THF 0.65
    2-butanone 0.16
    n-pentanol 0.2
    sec-butanol 0.22
    n-hexane 0.09
    ethylene glycol 6.25
    NMP 37.79
    cyclohexane 0.08
    DMSO 46.69
    n-butyl acetate 0.1
    n-octanol 0.09
    chloroform 0.08
    n-propyl acetate 0.1
    acetic acid 5.08
    dichloromethane 0.13
    cyclohexanone 0.8
    propylene glycol 3.92
    isopropyl acetate 0.08
    DMAc 20.02
    2-ethoxyethanol 2.57
    isopentanol 0.18
    n-heptane 0.05
    ethyl formate 0.31
    1,2-dichloroethane 0.11
    n-hexanol 0.19
    2-methoxyethanol 6.11
    isobutyl acetate 0.05
    tetrachloromethane 0.05
    n-pentyl acetate 0.09
    transcutol 3.08
    n-heptanol 0.15
    ethylbenzene 0.08
    MIBK 0.12
    2-propoxyethanol 1.76
    tert-butanol 0.29
    MTBE 0.09
    2-butoxyethanol 0.97
    propionic acid 0.91
    o-xylene 0.13
    formic acid 50.7
    diethyl ether 0.1
    m-xylene 0.07
    p-xylene 0.12
    chlorobenzene 0.04
    dimethyl carbonate 0.46
    n-octane 0.03
    formamide 25.14
    cyclopentanone 0.97
    2-pentanone 0.15
    anisole 0.14
    cyclopentyl methyl ether 0.36
    gamma-butyrolactone 1.65
    1-methoxy-2-propanol 2.77
    pyridine 0.46
    3-pentanone 0.2
    furfural 4.19
    n-dodecane 0.01
    diethylene glycol 6.07
    diisopropyl ether 0.04
    tert-amyl alcohol 0.36
    acetylacetone 0.38
    n-hexadecane 0.01
    acetophenone 0.35
    methyl propionate 0.26
    isopentyl acetate 0.11
    trichloroethylene 0.16
    n-nonanol 0.1
    cyclohexanol 0.45
    benzyl alcohol 0.39
    2-ethylhexanol 0.11
    isooctanol 0.11
    dipropyl ether 0.18
    1,2-dichlorobenzene 0.06
    ethyl lactate 0.6
    propylene carbonate 0.8
    n-methylformamide 4.88
    2-pentanol 0.15
    n-pentane 0.04
    1-propoxy-2-propanol 0.91
    1-methoxy-2-propyl acetate 0.44
    2-(2-methoxypropoxy) propanol 1.35
    mesitylene 0.06
    ε-caprolactone 0.94
    p-cymene 0.06
    epichlorohydrin 0.64
    1,1,1-trichloroethane 0.03
    2-aminoethanol 4.4
    morpholine-4-carbaldehyde 16.15
    sulfolane 13.98
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 0.3
    n-hexyl acetate 0.1
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 1.65
    sec-butyl acetate 0.07
    tert-butyl acetate 0.13
    decalin 0.04
    glycerin 24.9
    diglyme 2.84
    acrylic acid 2.14
    isopropyl myristate 0.04
    n-butyric acid 0.69
    acetyl acetate 0.12
    di(2-ethylhexyl) phthalate 0.16
    ethyl propionate 0.16
    nitromethane 2.92
    1,2-diethoxyethane 0.22
    benzonitrile 0.14
    trioctyl phosphate 0.1
    1-bromopropane 0.05
    gamma-valerolactone 5.19
    n-decanol 0.07
    triethyl phosphate 0.27
    4-methyl-2-pentanol 0.1
    propionitrile 0.09
    vinylene carbonate 0.79
    1,1,2-trichlorotrifluoroethane 5.4
    DMS 0.26
    cumene 0.08
    2-octanol 0.09
    2-hexanone 0.15
    octyl acetate 0.06
    limonene 0.08
    1,2-dimethoxyethane 2.17
    ethyl orthosilicate 0.25
    tributyl phosphate 0.13
    diacetone alcohol 0.9
    N,N-dimethylaniline 0.35
    acrylonitrile 0.22
    aniline 0.24
    1,3-propanediol 2.65
    bromobenzene 0.03
    dibromomethane 0.07
    1,1,2,2-tetrachloroethane 0.23
    2-methyl-cyclohexyl acetate 0.18
    tetrabutyl urea 0.33
    diisobutyl methanol 0.09
    2-phenylethanol 0.26
    styrene 0.07
    dioctyl adipate 0.09
    dimethyl sulfate 2.61
    ethyl butyrate 0.14
    methyl lactate 2.05
    butyl lactate 0.45
    diethyl carbonate 0.11
    propanediol butyl ether 1.51
    triethyl orthoformate 0.26
    p-tert-butyltoluene 0.06
    methyl 4-tert-butylbenzoate 0.54
    morpholine 1.07
    tert-butylamine 0.13
    n-dodecanol 0.06
    dimethoxymethane 1.65
    ethylene carbonate 0.49
    cyrene 4.73
    2-ethoxyethyl acetate 0.19
    2-ethylhexyl acetate 0.09
    1,2,4-trichlorobenzene 0.1
    4-methylpyridine 0.33
    dibutyl ether 0.08
    2,6-dimethyl-4-heptanol 0.09
    DEF 1.33
    dimethyl isosorbide 2.5
    tetrachloroethylene 0.24
    eugenol 0.85
    triacetin 0.31
    span 80 1.03
    1,4-butanediol 1.42
    1,1-dichloroethane 0.03
    2-methyl-1-pentanol 0.21
    methyl formate 2.38
    2-methyl-1-butanol 0.22
    n-decane 0.02
    butyronitrile 0.09
    3,7-dimethyl-1-octanol 0.07
    1-chlorooctane 0.03
    1-chlorotetradecane 0.01
    n-nonane 0.02
    undecane 0.01
    tert-butylcyclohexane 0.02
    cyclooctane 0.04
    cyclopentanol 0.51
    tetrahydropyran 0.22
    tert-amyl methyl ether 0.16
    2,5,8-trioxanonane 2.56
    1-hexene 0.12
    2-isopropoxyethanol 0.91
    2,2,2-trifluoroethanol 3.66
    methyl butyrate 0.26

    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