N-Acetyl-L-tyrosine

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  • Identifiers

    CAS number
    537-55-3

    Molecular formula
    C11H13NO4

    SMILES
    CC(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)O

    Safety labels

    Corrosive
    Corrosive

  • Odor profile

    Fragrance
    Odorless 60.81%
    Savory 37.32%
    Meaty 30.61%
    Bitter 25.51%
    Sweet 25.46%
    Milky 25.33%
    Cooked 24.39%
    Grape 20.66%
    Fruity 20.22%
    Burnt 19.16%

     

    Flavor
    Odorless 63.82%
    Mild 41.71%
    Bitter 33.32%
    Very mild 27.25%
    Bland 26.91%
    Faint 22.27%
    Sweet-like 21.76%
    Yeast 21.75%
    Orange flower 20.57%
    Nitrile 20.09%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.2

    pKa est.
    8.41 (weak base)

    Molecular weight
    223.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 149-152
    • 149 - 152 °C

    Boiling point

    • 530.00 to 533.00 °C. @ 760.00 mm Hg

    Flash point

    • 232.16 ˚C est.

    Solubility expt.

    • 297 mg/mL

  • Synonyms

    • N-Acetyl-L-tyrosine
    • N-Acetyltyrosine
    • Acetyl tyrosine
    • L-Tyrosine, N-acetyl-
    • L-Tyrosine, acetyl-
    • N-Acetyltyrosine (VAN)
    • UNII-DA8G610ZO5
    • L-N-acetyl-Tyrosine
    • DTXSID7046045
    • TANOGEN HB
    • TYR-EXCEL
    • ACETYL L-TYROSINE
    • EINECS 208-671-3
    • NSC 10853
    • Tyrosine, N-acetyl-, L-
    • L-TYROSINE, N-ACETYL
    • DTXCID5026045
    • N-ACETYL-L-TYROSINE [USP-RS]
    • N-ACETYLTYROSINE [EP MONOGRAPH]
    • (2S)-2-(acetylamino)-3-(4-hydroxyphenyl)propanoic acid
    • (2S)-2-Acetylamino-3-(4-hydroxyphenyl)propanoate
    • NSC-10853
    • N-ACETYL-L-TYROSINE (USP-RS)
    • N-ACETYLTYROSINE (EP MONOGRAPH)
    • CHEBI:68561
    • 2-(acetylamino)-3-(4-hydroxyphenyl)propanoic acid
    • RefChem:162624
    • ACETYL TYROSINE [INCI]
    • Tyrosine, N-acetyl-, L-(8CI)
    • 2-acetamido-3-(4-hydroxyphenyl)propanoic acid
    • CAHKINHBCWCHCF-JTQLQIEISA-N
    • NSC10853
    • 537-55-3
    • N-Acetyl-tyrosine
    • Tyrosine, N-acetyl-
    • L-N-Acetyltyrosine
    • MFCD00037190
    • Ac-Tyr-OH
    • (2S)-2-acetamido-3-(4-hydroxyphenyl)propanoic acid
    • n-acetyltyrosin
    • Melanowhite-A
    • (S)-2-acetamido-3-(4-hydroxyphenyl)propanoic acid
    • CHEMBL65543
    • DA8G610ZO5
    • (2S)-2-Acetylamino-3-(4-hydroxyphenyl)propanoic acid
    • N-Acetyltyrosine (N-Acetyl-L-Tyrosine)
    • NCGC00159393-02
    • NCGC00159393-03
    • N-Aceyl-L-tyrosine
    • (+)-(2s)-2-(acetylamino)-3-(4-hydroxyphenyl)propanoic acid
    • CAS-537-55-3
    • N-acetyl tyrosine
    • N-Acetyltyrosine CRS
    • SCHEMBL321220
    • orb1301915
    • SCHEMBL3930900
    • N-Acetyl-L-tyrosine (Standard)
    • CHEBI:21563
    • N-ACETYLTYROSIN [WHO-DD]
    • HY-W012382R
    • Tox21_111630
    • AC7826
    • BDBM50043802
    • EBC-26235
    • s6316
    • SBB028547
    • AKOS010396311
    • AKOS015841008
    • N-Acetyl-L-tyrosine, >99% (TLC)
    • Tox21_111630_1
    • CS-W013098
    • DB11102
    • FA10354
    • HY-W012382
    • AC-13390
    • DS-15166
    • SY006465
    • A1409
    • ST50307846
    • EN300-302679
    • (S)-2-acetamido-3-(4-hydroxyphenyl)propanoicacid
    • 537A553
    • F222194
    • N-Acetyl-L-tyrosine 100 microg/mL in Acetonitrile
    • propanoic acid, 2-acetylamino-3-(4-hydroxyphenyl)-
    • A53EE723-A216-4295-8ABE-C8C9EE26BBFC
    • Q27109405
    • (S)-2-Acetylamino-3-(4-hydroxy-phenyl)-propionic acid
    • 2-(S)-acetylamino-3-(4-hydroxy-phenyl)-propionic acid
    • Z756442196
    • N-Acetyltyrosine, European Pharmacopoeia (EP) Reference Standard
    • N-Acetyl-L-tyrosine, United States Pharmacopeia (USP) Reference Standard
    • N-Acetyl-L-tyrosine, Pharmaceutical Secondary Standard; Certified Reference Material
    • 3NF
    • 537-55-3

  • Applications

    N-Acetyl-L-tyrosine (CAS 537-55-3) is primarily used as a protected amino acid building block in chemical synthesis and as an intermediate in pharmaceutical development; in peptide chemistry, it serves as a protected tyrosine derivative suitable for synthesis in both solid-phase and solution-phase methods, aiding the construction of tyrosine-containing sequences. It can act as a precursor to tyrosine-derived compounds in medicinal chemistry research and as a chiral building block for the preparation of small-molecule drugs and analytical standards. In industrial manufacturing, it is encountered as a specialty intermediate for the synthesis of other organic molecules and for research-scale production. It may also be used as a reagent in polymer and materials research where tyrosine moieties are relevant, all subject to formulation needs and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.72
    methanol 19.7
    isopropanol 4.54
    water 7.12
    ethyl acetate 2.87
    n-propanol 2.93
    acetone 6.03
    n-butanol 2.93
    acetonitrile 1.18
    DMF 164.59
    toluene 0.36
    isobutanol 2.3
    1,4-dioxane 10.87
    methyl acetate 3.11
    THF 39.75
    2-butanone 3.13
    n-pentanol 3.32
    sec-butanol 3.52
    n-hexane 0.06
    ethylene glycol 27.18
    NMP 63.31
    cyclohexane 0.06
    DMSO 74.19
    n-butyl acetate 2.07
    n-octanol 1.53
    chloroform 0.21
    n-propyl acetate 2.13
    acetic acid 16.86
    dichloromethane 0.26
    cyclohexanone 7.35
    propylene glycol 19.37
    isopropyl acetate 2.16
    DMAc 189.83
    2-ethoxyethanol 59.48
    isopentanol 4.98
    n-heptane 0.1
    ethyl formate 7.44
    1,2-dichloroethane 0.39
    n-hexanol 3.0
    2-methoxyethanol 108.54
    isobutyl acetate 1.15
    tetrachloromethane 0.15
    n-pentyl acetate 1.21
    transcutol 25.93
    n-heptanol 2.2
    ethylbenzene 0.55
    MIBK 3.17
    2-propoxyethanol 28.87
    tert-butanol 16.56
    MTBE 2.69
    2-butoxyethanol 12.08
    propionic acid 4.75
    o-xylene 0.69
    formic acid 69.2
    diethyl ether 0.95
    m-xylene 0.52
    p-xylene 0.84
    chlorobenzene 0.26
    dimethyl carbonate 5.26
    n-octane 0.07
    formamide 78.52
    cyclopentanone 14.13
    2-pentanone 3.06
    anisole 3.5
    cyclopentyl methyl ether 3.59
    gamma-butyrolactone 20.08
    1-methoxy-2-propanol 42.09
    pyridine 2.93
    3-pentanone 1.63
    furfural 26.03
    n-dodecane 0.08
    diethylene glycol 54.86
    diisopropyl ether 0.49
    tert-amyl alcohol 10.41
    acetylacetone 8.85
    n-hexadecane 0.09
    acetophenone 4.91
    methyl propionate 3.81
    isopentyl acetate 3.12
    trichloroethylene 0.67
    n-nonanol 1.75
    cyclohexanol 2.95
    benzyl alcohol 5.99
    2-ethylhexanol 1.77
    isooctanol 2.02
    dipropyl ether 1.54
    1,2-dichlorobenzene 0.49
    ethyl lactate 6.36
    propylene carbonate 8.56
    n-methylformamide 42.58
    2-pentanol 1.85
    n-pentane 0.03
    1-propoxy-2-propanol 12.9
    1-methoxy-2-propyl acetate 7.4
    2-(2-methoxypropoxy) propanol 17.36
    mesitylene 0.52
    ε-caprolactone 9.03
    p-cymene 0.67
    epichlorohydrin 10.51
    1,1,1-trichloroethane 0.28
    2-aminoethanol 30.98
    morpholine-4-carbaldehyde 65.51
    sulfolane 39.58
    2,2,4-trimethylpentane 0.06
    2-methyltetrahydrofuran 7.24
    n-hexyl acetate 1.9
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 20.33
    sec-butyl acetate 1.47
    tert-butyl acetate 3.89
    decalin 0.1
    glycerin 67.42
    diglyme 33.46
    acrylic acid 6.51
    isopropyl myristate 1.14
    n-butyric acid 6.52
    acetyl acetate 2.15
    di(2-ethylhexyl) phthalate 2.91
    ethyl propionate 2.53
    nitromethane 26.9
    1,2-diethoxyethane 3.61
    benzonitrile 2.18
    trioctyl phosphate 1.9
    1-bromopropane 0.18
    gamma-valerolactone 42.92
    n-decanol 1.48
    triethyl phosphate 3.22
    4-methyl-2-pentanol 2.06
    propionitrile 1.09
    vinylene carbonate 6.91
    1,1,2-trichlorotrifluoroethane 21.49
    DMS 2.89
    cumene 0.62
    2-octanol 1.17
    2-hexanone 2.69
    octyl acetate 1.64
    limonene 0.74
    1,2-dimethoxyethane 64.97
    ethyl orthosilicate 2.97
    tributyl phosphate 2.15
    diacetone alcohol 16.93
    N,N-dimethylaniline 4.29
    acrylonitrile 2.31
    aniline 1.7
    1,3-propanediol 37.04
    bromobenzene 0.19
    dibromomethane 0.13
    1,1,2,2-tetrachloroethane 0.87
    2-methyl-cyclohexyl acetate 3.5
    tetrabutyl urea 5.13
    diisobutyl methanol 1.62
    2-phenylethanol 4.63
    styrene 0.49
    dioctyl adipate 2.66
    dimethyl sulfate 14.73
    ethyl butyrate 2.54
    methyl lactate 12.63
    butyl lactate 3.76
    diethyl carbonate 2.3
    propanediol butyl ether 12.0
    triethyl orthoformate 3.27
    p-tert-butyltoluene 0.64
    methyl 4-tert-butylbenzoate 7.34
    morpholine 19.36
    tert-butylamine 3.32
    n-dodecanol 1.18
    dimethoxymethane 31.44
    ethylene carbonate 5.32
    cyrene 24.35
    2-ethoxyethyl acetate 2.73
    2-ethylhexyl acetate 1.85
    1,2,4-trichlorobenzene 0.7
    4-methylpyridine 3.6
    dibutyl ether 1.08
    2,6-dimethyl-4-heptanol 1.62
    DEF 12.94
    dimethyl isosorbide 26.81
    tetrachloroethylene 0.72
    eugenol 10.26
    triacetin 3.98
    span 80 9.22
    1,4-butanediol 19.28
    1,1-dichloroethane 0.17
    2-methyl-1-pentanol 4.48
    methyl formate 32.99
    2-methyl-1-butanol 3.91
    n-decane 0.11
    butyronitrile 1.45
    3,7-dimethyl-1-octanol 1.88
    1-chlorooctane 0.3
    1-chlorotetradecane 0.21
    n-nonane 0.1
    undecane 0.09
    tert-butylcyclohexane 0.09
    cyclooctane 0.04
    cyclopentanol 5.27
    tetrahydropyran 2.49
    tert-amyl methyl ether 3.05
    2,5,8-trioxanonane 31.75
    1-hexene 0.31
    2-isopropoxyethanol 21.82
    2,2,2-trifluoroethanol 10.23
    methyl butyrate 4.61

    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