Acetylserine

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  • Identifiers

    CAS number
    16354-58-8

    Molecular formula
    C5H9NO4

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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 58.62%
    Sweet 45.26%
    Savory 37.01%
    Meaty 30.82%
    Milky 21.97%
    Cooked 20.55%
    Roasted 19.17%
    Burnt 18.86%
    Caramellic 18.8%
    Buttery 18.68%

     

    Flavor
    Odorless 70.87%
    Very mild 32.96%
    Mild 30.78%
    Sour 27.94%
    Bland 24.87%
    Yeast 23.37%
    Sweet-like 22.59%
    Acidic 21.36%
    Caramellic 20.09%
    Acetoin 19.47%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.2

    pKa est.
    6.9 (neutral)

    Molecular weight
    147.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    374°C

    Melting point expt.

    • 207.6 °C

    Flash point

    • 199.38 ˚C est.

  • Synonyms

    • 16354-58-8
    • N-Acetylserine
    • L-Serine, N-acetyl-
    • (2S)-2-acetamido-3-hydroxypropanoic acid
    • acetylserine
    • W98518XGZ3
    • DTXSID30167615
    • RefChem:162815
    • DTXCID2090106
    • N-Acetyl-L-serine
    • (S)-2-Acetamido-3-hydroxypropanoic acid
    • N-Acetyl-Serine
    • Serine, N-acetyl-
    • MFCD09952005
    • N-Acetyl-L-serine (>90%)
    • Ac-Ser-OH
    • UNII-W98518XGZ3
    • acetyl-l-serine
    • N-Ac-Ser-OH
    • SCHEMBL79542
    • orb2278522
    • CHEBI:45441
    • MSK170581
    • AKOS016846025
    • DB02340
    • FA31342
    • HY-134222A
    • AS-46834
    • (2S)-2-acetamido-3-hydroxy-propanoic acid
    • DB-320886
    • CS-0167102
    • NS00068238
    • EN300-200058
    • F10674
    • F329276
    • Q27093355
    • 7D1DF63F-1DD7-437D-BFD1-794C0C5610A8
    • 16354-58-8

  • Applications

    Acetylserine (CAS 16354-58-8) is an N-acetyl derivative of serine that is primarily used as an intermediate and building block in chemical and pharmaceutical synthesis. In practice, it is used in organic synthesis as a protected, chiral amino acid precursor for the preparation of peptidomimetics and peptide fragments, and as a reagent in protecting-group strategies for amino acid chemistry. The compound is also employed in biochemical and enzymology research as a substrate or reference in acetylation-related studies and in small-scale laboratory syntheses where a defined N-acetyl amino acid is required. Its applications are typically exercised under controlled conditions and are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 17.63
    methanol 37.12
    isopropanol 10.23
    water 97.09
    ethyl acetate 2.03
    n-propanol 11.73
    acetone 10.16
    n-butanol 8.32
    acetonitrile 4.21
    DMF 231.91
    toluene 0.5
    isobutanol 6.53
    1,4-dioxane 10.47
    methyl acetate 2.95
    THF 22.72
    2-butanone 4.85
    n-pentanol 5.09
    sec-butanol 7.8
    n-hexane 0.43
    ethylene glycol 49.73
    NMP 92.37
    cyclohexane 0.26
    DMSO 256.65
    n-butyl acetate 2.08
    n-octanol 2.76
    chloroform 1.04
    n-propyl acetate 1.81
    acetic acid 12.45
    dichloromethane 2.21
    cyclohexanone 8.41
    propylene glycol 30.43
    isopropyl acetate 1.42
    DMAc 126.27
    2-ethoxyethanol 34.13
    isopentanol 7.12
    n-heptane 0.39
    ethyl formate 19.48
    1,2-dichloroethane 2.53
    n-hexanol 3.97
    2-methoxyethanol 82.88
    isobutyl acetate 0.88
    tetrachloromethane 0.64
    n-pentyl acetate 1.44
    transcutol 13.93
    n-heptanol 2.82
    ethylbenzene 0.72
    MIBK 3.01
    2-propoxyethanol 19.34
    tert-butanol 13.84
    MTBE 3.1
    2-butoxyethanol 10.27
    propionic acid 6.93
    o-xylene 1.1
    formic acid 88.94
    diethyl ether 1.88
    m-xylene 0.82
    p-xylene 1.0
    chlorobenzene 0.49
    dimethyl carbonate 3.96
    n-octane 0.21
    formamide 70.77
    cyclopentanone 13.1
    2-pentanone 4.08
    anisole 2.71
    cyclopentyl methyl ether 3.95
    gamma-butyrolactone 17.79
    1-methoxy-2-propanol 31.7
    pyridine 3.53
    3-pentanone 2.46
    furfural 34.14
    n-dodecane 0.15
    diethylene glycol 38.5
    diisopropyl ether 0.59
    tert-amyl alcohol 10.67
    acetylacetone 6.26
    n-hexadecane 0.17
    acetophenone 3.92
    methyl propionate 3.68
    isopentyl acetate 2.08
    trichloroethylene 2.32
    n-nonanol 2.57
    cyclohexanol 4.39
    benzyl alcohol 4.99
    2-ethylhexanol 2.3
    isooctanol 2.22
    dipropyl ether 1.88
    1,2-dichlorobenzene 0.85
    ethyl lactate 5.67
    propylene carbonate 8.87
    n-methylformamide 75.79
    2-pentanol 3.55
    n-pentane 0.32
    1-propoxy-2-propanol 9.78
    1-methoxy-2-propyl acetate 4.08
    2-(2-methoxypropoxy) propanol 11.69
    mesitylene 0.74
    ε-caprolactone 8.96
    p-cymene 0.87
    epichlorohydrin 14.25
    1,1,1-trichloroethane 0.83
    2-aminoethanol 46.25
    morpholine-4-carbaldehyde 67.64
    sulfolane 50.65
    2,2,4-trimethylpentane 0.22
    2-methyltetrahydrofuran 6.87
    n-hexyl acetate 2.22
    isooctane 0.14
    2-(2-butoxyethoxy)ethanol 12.06
    sec-butyl acetate 1.07
    tert-butyl acetate 2.14
    decalin 0.23
    glycerin 76.65
    diglyme 23.8
    acrylic acid 8.98
    isopropyl myristate 1.09
    n-butyric acid 7.56
    acetyl acetate 1.46
    di(2-ethylhexyl) phthalate 2.74
    ethyl propionate 2.22
    nitromethane 23.65
    1,2-diethoxyethane 2.74
    benzonitrile 2.8
    trioctyl phosphate 2.06
    1-bromopropane 1.12
    gamma-valerolactone 34.1
    n-decanol 1.95
    triethyl phosphate 2.81
    4-methyl-2-pentanol 2.34
    propionitrile 3.26
    vinylene carbonate 8.69
    1,1,2-trichlorotrifluoroethane 24.39
    DMS 1.92
    cumene 0.81
    2-octanol 1.76
    2-hexanone 2.7
    octyl acetate 1.58
    limonene 1.13
    1,2-dimethoxyethane 47.67
    ethyl orthosilicate 2.5
    tributyl phosphate 2.01
    diacetone alcohol 9.73
    N,N-dimethylaniline 4.18
    acrylonitrile 6.22
    aniline 1.69
    1,3-propanediol 39.24
    bromobenzene 0.36
    dibromomethane 1.23
    1,1,2,2-tetrachloroethane 2.61
    2-methyl-cyclohexyl acetate 2.48
    tetrabutyl urea 4.56
    diisobutyl methanol 1.69
    2-phenylethanol 3.37
    styrene 0.6
    dioctyl adipate 2.1
    dimethyl sulfate 16.07
    ethyl butyrate 2.41
    methyl lactate 12.48
    butyl lactate 3.77
    diethyl carbonate 1.89
    propanediol butyl ether 11.43
    triethyl orthoformate 2.56
    p-tert-butyltoluene 0.86
    methyl 4-tert-butylbenzoate 5.81
    morpholine 16.93
    tert-butylamine 4.62
    n-dodecanol 1.46
    dimethoxymethane 32.34
    ethylene carbonate 6.31
    cyrene 19.83
    2-ethoxyethyl acetate 2.09
    2-ethylhexyl acetate 1.54
    1,2,4-trichlorobenzene 0.95
    4-methylpyridine 4.73
    dibutyl ether 1.33
    2,6-dimethyl-4-heptanol 1.69
    DEF 18.08
    dimethyl isosorbide 16.92
    tetrachloroethylene 1.99
    eugenol 8.09
    triacetin 2.72
    span 80 7.21
    1,4-butanediol 19.45
    1,1-dichloroethane 1.02
    2-methyl-1-pentanol 4.63
    methyl formate 55.54
    2-methyl-1-butanol 6.74
    n-decane 0.24
    butyronitrile 4.42
    3,7-dimethyl-1-octanol 2.26
    1-chlorooctane 0.68
    1-chlorotetradecane 0.34
    n-nonane 0.23
    undecane 0.18
    tert-butylcyclohexane 0.25
    cyclooctane 0.17
    cyclopentanol 7.54
    tetrahydropyran 3.43
    tert-amyl methyl ether 3.5
    2,5,8-trioxanonane 20.14
    1-hexene 0.92
    2-isopropoxyethanol 12.29
    2,2,2-trifluoroethanol 12.96
    methyl butyrate 4.76

    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