3-Methyl-L-Histidine

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  • Identifiers

    CAS number
    368-16-1

    Molecular formula
    C7H11N3O2

    SMILES
    CN1C=NC=C1C[C@@H](C(=O)O)N

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 83.71%
    Savory 29.62%
    Meaty 19.89%
    Cooked 19.19%
    Roasted 18.22%
    Cooling 18.14%
    Milky 17.97%
    Bitter 17.92%
    Popcorn 17.85%
    Cocoa 16.76%

     

    Flavor
    Bitter 70.41%
    Odorless 61.53%
    Bland 33.37%
    Mild 29.72%
    Sweet-like 23.2%
    Very mild 21.78%
    Yeast 20.85%
    Nitrile 20.52%
    Roasted peanuts 19.95%
    Bread crust 19.88%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.3

    pKa est.
    5.28 (weak acid)

    Molecular weight
    169.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    399°C

    Flash point

    • 189.97 ˚C est.

    Solubility expt.

    • 200 mg/mL at 25 °C

  • Synonyms

    • 3-Methyl-L-histidine
    • 368-16-1
    • 3-Methylhistidine
    • L-Histidine, 3-methyl-
    • (2S)-2-amino-3-(3-methylimidazol-4-yl)propanoic acid
    • MEH8O8Y0H0
    • DTXSID90920521
    • (2S)-2-azaniumyl-3-(3-methylimidazol-4-yl)propanoate
    • CHEBI:70959
    • DTXSID30861904
    • ntau-methylhistidine
    • 3-MeHis
    • N tau-methylhistidine
    • n(tau)-methylhistidine
    • RefChem:504237
    • 3 MEH
    • DTXCID90810756
    • DTXCID401349433
    • 206-704-6
    • 630-869-7
    • H-His(3-Me)-OH
    • (S)-2-Amino-3-(1-methyl-1H-imidazol-5-yl)propanoic acid
    • 3-N-Methyl-L-histidine
    • N(pi)-Methyl-L-histidine
    • N(pros)-methyl-L-histidine
    • MFCD00083658
    • L-3-Methylhistidine
    • N3-Methyl-L-histidine
    • (2S)-2-amino-3-(1-methyl-1H-imidazol-5-yl)propanoic acid
    • N-pros-Methyl-L-histidine
    • N(pai)-Methyl-L-histidine
    • H-His(pi-Me)-OH
    • 3-N-Methyl-L-histidine Hydrate
    • pi-Methyl-L-histidine
    • 3-methyl histidine
    • EINECS 206-704-6
    • 1-Methylhistidine #
    • Tau-Methyl-L-histidine
    • PROS-METHYLHISTIDINE
    • UNII-MEH8O8Y0H0
    • Histidine, 3-methyl-, L-
    • SCHEMBL28560
    • H-L-HIS(3-ME)-OH
    • orb1299074
    • CHEBI:27596
    • MSK001361
    • AKOS006274125
    • CS-W017723
    • EBC-616178
    • HY-W017007
    • AS-49168
    • PD099650
    • SY398424
    • C01152
    • EN300-1300916
    • F475404
    • A1-44857
    • Q18416004
    • (2S)-2-amino-3-(1-methyl-1H-imidazol-5-yl)propanoate
    • 368-16-1

  • Applications

    3-Methyl-L-Histidine (CAS 368-16-1) is a modified amino acid primarily used in biomedical research and analytical chemistry. In practice, it is commonly employed as a reference standard for chromatographic and LC-MS methods to analyze and quantify histidine and related derivatives; it is used in metabolomics studies and histidine metabolism research. It also serves as a tool in peptide synthesis studies and the development of histidine-containing analogs in pharmaceutical and life-science research. Additionally, it may function as an intermediate or building block in the synthesis of histidine-derived compounds, and as a reference material for method development in industrial or academic laboratories. These applications depend on formulation and regulatory considerations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.46
    methanol 3.58
    isopropanol 1.44
    water 113.44
    ethyl acetate 1.03
    n-propanol 1.53
    acetone 1.46
    n-butanol 1.6
    acetonitrile 1.52
    DMF 148.98
    toluene 0.96
    isobutanol 1.71
    1,4-dioxane 13.23
    methyl acetate 0.98
    THF 7.59
    2-butanone 1.31
    n-pentanol 1.07
    sec-butanol 1.52
    n-hexane 0.19
    ethylene glycol 12.15
    NMP 150.82
    cyclohexane 0.99
    DMSO 47.74
    n-butyl acetate 0.68
    n-octanol 0.53
    chloroform 1.34
    n-propyl acetate 0.53
    acetic acid 17.42
    dichloromethane 2.56
    cyclohexanone 10.26
    propylene glycol 8.57
    isopropyl acetate 0.8
    DMAc 97.32
    2-ethoxyethanol 7.05
    isopentanol 1.59
    n-heptane 0.43
    ethyl formate 2.75
    1,2-dichloroethane 1.7
    n-hexanol 1.4
    2-methoxyethanol 21.87
    isobutyl acetate 0.38
    tetrachloromethane 0.98
    n-pentyl acetate 0.62
    transcutol 5.47
    n-heptanol 1.3
    ethylbenzene 0.69
    MIBK 0.87
    2-propoxyethanol 6.3
    tert-butanol 2.51
    MTBE 0.81
    2-butoxyethanol 4.71
    propionic acid 4.06
    o-xylene 2.17
    formic acid 109.49
    diethyl ether 0.58
    m-xylene 1.28
    p-xylene 1.47
    chlorobenzene 1.12
    dimethyl carbonate 2.75
    n-octane 0.18
    formamide 58.56
    cyclopentanone 10.27
    2-pentanone 1.06
    anisole 1.19
    cyclopentyl methyl ether 3.84
    gamma-butyrolactone 14.38
    1-methoxy-2-propanol 9.66
    pyridine 6.25
    3-pentanone 1.42
    furfural 28.56
    n-dodecane 0.09
    diethylene glycol 15.2
    diisopropyl ether 0.36
    tert-amyl alcohol 2.45
    acetylacetone 2.67
    n-hexadecane 0.11
    acetophenone 2.57
    methyl propionate 1.93
    isopentyl acetate 0.79
    trichloroethylene 2.94
    n-nonanol 0.63
    cyclohexanol 4.59
    benzyl alcohol 3.04
    2-ethylhexanol 1.04
    isooctanol 1.11
    dipropyl ether 0.95
    1,2-dichlorobenzene 1.6
    ethyl lactate 1.71
    propylene carbonate 7.05
    n-methylformamide 23.93
    2-pentanol 0.87
    n-pentane 0.2
    1-propoxy-2-propanol 3.24
    1-methoxy-2-propyl acetate 1.92
    2-(2-methoxypropoxy) propanol 3.83
    mesitylene 1.14
    ε-caprolactone 9.21
    p-cymene 0.88
    epichlorohydrin 7.86
    1,1,1-trichloroethane 1.04
    2-aminoethanol 12.73
    morpholine-4-carbaldehyde 77.22
    sulfolane 45.47
    2,2,4-trimethylpentane 0.16
    2-methyltetrahydrofuran 4.6
    n-hexyl acetate 0.6
    isooctane 0.08
    2-(2-butoxyethoxy)ethanol 4.86
    sec-butyl acetate 0.43
    tert-butyl acetate 0.98
    decalin 0.3
    glycerin 41.64
    diglyme 8.56
    acrylic acid 8.47
    isopropyl myristate 0.31
    n-butyric acid 4.49
    acetyl acetate 1.25
    di(2-ethylhexyl) phthalate 1.23
    ethyl propionate 0.71
    nitromethane 14.14
    1,2-diethoxyethane 1.0
    benzonitrile 2.43
    trioctyl phosphate 0.74
    1-bromopropane 0.63
    gamma-valerolactone 31.11
    n-decanol 0.52
    triethyl phosphate 1.34
    4-methyl-2-pentanol 0.71
    propionitrile 1.16
    vinylene carbonate 7.9
    1,1,2-trichlorotrifluoroethane 20.57
    DMS 1.27
    cumene 0.7
    2-octanol 0.6
    2-hexanone 0.64
    octyl acetate 0.47
    limonene 1.14
    1,2-dimethoxyethane 8.36
    ethyl orthosilicate 1.36
    tributyl phosphate 0.72
    diacetone alcohol 3.67
    N,N-dimethylaniline 2.44
    acrylonitrile 2.54
    aniline 3.04
    1,3-propanediol 11.67
    bromobenzene 0.9
    dibromomethane 1.21
    1,1,2,2-tetrachloroethane 3.23
    2-methyl-cyclohexyl acetate 1.17
    tetrabutyl urea 1.68
    diisobutyl methanol 0.75
    2-phenylethanol 2.41
    styrene 0.56
    dioctyl adipate 0.67
    dimethyl sulfate 11.51
    ethyl butyrate 0.85
    methyl lactate 6.17
    butyl lactate 1.58
    diethyl carbonate 0.7
    propanediol butyl ether 3.87
    triethyl orthoformate 1.2
    p-tert-butyltoluene 0.81
    methyl 4-tert-butylbenzoate 2.97
    morpholine 16.53
    tert-butylamine 1.09
    n-dodecanol 0.43
    dimethoxymethane 9.04
    ethylene carbonate 5.39
    cyrene 15.44
    2-ethoxyethyl acetate 1.12
    2-ethylhexyl acetate 0.7
    1,2,4-trichlorobenzene 2.35
    4-methylpyridine 5.09
    dibutyl ether 0.41
    2,6-dimethyl-4-heptanol 0.75
    DEF 10.87
    dimethyl isosorbide 7.67
    tetrachloroethylene 3.17
    eugenol 4.24
    triacetin 1.41
    span 80 3.81
    1,4-butanediol 4.9
    1,1-dichloroethane 0.85
    2-methyl-1-pentanol 1.25
    methyl formate 12.39
    2-methyl-1-butanol 1.84
    n-decane 0.14
    butyronitrile 1.31
    3,7-dimethyl-1-octanol 0.54
    1-chlorooctane 0.25
    1-chlorotetradecane 0.15
    n-nonane 0.13
    undecane 0.11
    tert-butylcyclohexane 0.16
    cyclooctane 0.44
    cyclopentanol 7.11
    tetrahydropyran 3.83
    tert-amyl methyl ether 1.13
    2,5,8-trioxanonane 7.63
    1-hexene 0.33
    2-isopropoxyethanol 3.14
    2,2,2-trifluoroethanol 16.91
    methyl butyrate 1.37

    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