(4S)-4-Amino-5-((2-(1H-indol-3-yl)ethyl)amino)-5-oxopentanoic acid

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  • Identifiers

    CAS number
    478273-36-8

    Molecular formula
    C15H19N3O3

    SMILES
    C1=CC=C2C(=C1)C(=CN2)CCNC(=O)[C@H](CCC(=O)O)N

    Safety labels

  • Odor profile

    Fragrance
    Odorless 66.14%
    Savory 43.34%
    Meaty 35.66%
    Cooked 26.27%
    Cooling 23.5%
    Fishy 21.41%
    Cheesy 20.58%
    Milky 19.96%
    Animal 19.0%
    Roasted 18.53%

     

    Flavor
    Odorless 63.42%
    Bitter 62.56%
    Mild 34.36%
    Bland 32.38%
    Sweet-like 23.05%
    Very mild 21.77%
    Yeast 21.34%
    Faint 21.11%
    Nitrile 20.59%
    Orange flower 19.39%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    -1.5

    pKa est.
    6.25 (neutral)

    Molecular weight
    289.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    615°C

    Flash point

    • 296.51 ˚C est.

  • Synonyms

    • Glistin
    • glutamylamidoethyl indole
    • 9LOY8A4S0U
    • 478273-36-8
    • Pentanoic acid, 4-amino-5-((2-(1H-indol-3-yl)ethyl)amino)-5-oxo-, (4S)-
    • RefChem:1050515
    • (4S)-4-Amino-5-((2-(1H-indol-3-yl)ethyl)amino)-5-oxopentanoic acid
    • UNII-9LOY8A4S0U
    • Glutamylamidoethyl indole [INCI]
    • glutamyltryptamine
    • SCHEMBL1132347
    • DTXSID50439361
    • WAACXEZYKFZHHH-LBPRGKRZSA-N
    • N-[2-(1H-Indol-3-yl)ethyl]-L-alpha-glutamine
    • Q27272712
    • 478273-36-8

  • Applications

    Applications of the chemical (4S)-4-Amino-5-((2-(1H-indol-3-yl)ethyl)amino)-5-oxopentanoic acid (CAS 478273-36-8) are centered on its role as a synthetic intermediate and chiral building block in pharmaceutical research. It is commonly used as a precursor for peptidomimetics and other tryptophan-like scaffolds, enabling library generation and SAR studies in medicinal chemistry. In practice, it serves as a starting point for solid-phase peptide synthesis or for the construction of constrained amino acid derivatives, and it may act as a ligand or fragment for certain asymmetric syntheses. Its indole-containing moiety also makes it a candidate for exploratory fluorometric applications in biochemical assays, subject to formulation and regulatory constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.36
    methanol 6.17
    isopropanol 0.49
    water 18.05
    ethyl acetate 0.21
    n-propanol 0.83
    acetone 0.69
    n-butanol 0.68
    acetonitrile 0.14
    DMF 30.66
    toluene 0.02
    isobutanol 0.5
    1,4-dioxane 0.38
    methyl acetate 0.32
    THF 1.84
    2-butanone 0.85
    n-pentanol 0.68
    sec-butanol 0.69
    n-hexane 0.03
    ethylene glycol 12.0
    NMP 28.68
    cyclohexane 0.01
    DMSO 32.95
    n-butyl acetate 0.22
    n-octanol 0.09
    chloroform 0.15
    n-propyl acetate 0.27
    acetic acid 9.26
    dichloromethane 0.19
    cyclohexanone 0.88
    propylene glycol 8.33
    isopropyl acetate 0.18
    DMAc 44.17
    2-ethoxyethanol 11.35
    isopentanol 0.62
    n-heptane 0.02
    ethyl formate 0.67
    1,2-dichloroethane 0.15
    n-hexanol 0.37
    2-methoxyethanol 21.61
    isobutyl acetate 0.14
    tetrachloromethane 0.06
    n-pentyl acetate 0.23
    transcutol 9.63
    n-heptanol 0.31
    ethylbenzene 0.04
    MIBK 0.34
    2-propoxyethanol 4.83
    tert-butanol 0.44
    MTBE 0.16
    2-butoxyethanol 3.08
    propionic acid 2.09
    o-xylene 0.03
    formic acid 80.18
    diethyl ether 0.17
    m-xylene 0.03
    p-xylene 0.06
    chlorobenzene 0.03
    dimethyl carbonate 0.82
    n-octane 0.01
    formamide 70.4
    cyclopentanone 2.29
    2-pentanone 0.57
    anisole 0.17
    cyclopentyl methyl ether 0.37
    gamma-butyrolactone 3.37
    1-methoxy-2-propanol 8.73
    pyridine 0.36
    3-pentanone 0.55
    furfural 5.63
    n-dodecane 0.01
    diethylene glycol 15.6
    diisopropyl ether 0.06
    tert-amyl alcohol 0.79
    acetylacetone 0.91
    n-hexadecane 0.01
    acetophenone 0.44
    methyl propionate 0.6
    isopentyl acetate 0.26
    trichloroethylene 0.36
    n-nonanol 0.12
    cyclohexanol 0.36
    benzyl alcohol 0.53
    2-ethylhexanol 0.2
    isooctanol 0.25
    dipropyl ether 0.25
    1,2-dichlorobenzene 0.06
    ethyl lactate 1.5
    propylene carbonate 1.26
    n-methylformamide 11.26
    2-pentanol 0.38
    n-pentane 0.01
    1-propoxy-2-propanol 2.06
    1-methoxy-2-propyl acetate 0.76
    2-(2-methoxypropoxy) propanol 3.35
    mesitylene 0.02
    ε-caprolactone 1.19
    p-cymene 0.04
    epichlorohydrin 1.92
    1,1,1-trichloroethane 0.06
    2-aminoethanol 11.23
    morpholine-4-carbaldehyde 14.73
    sulfolane 12.87
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 0.56
    n-hexyl acetate 0.19
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 4.31
    sec-butyl acetate 0.19
    tert-butyl acetate 0.25
    decalin 0.01
    glycerin 48.0
    diglyme 7.04
    acrylic acid 4.34
    isopropyl myristate 0.08
    n-butyric acid 1.79
    acetyl acetate 0.17
    di(2-ethylhexyl) phthalate 0.34
    ethyl propionate 0.34
    nitromethane 7.59
    1,2-diethoxyethane 0.5
    benzonitrile 0.15
    trioctyl phosphate 0.2
    1-bromopropane 0.07
    gamma-valerolactone 7.52
    n-decanol 0.1
    triethyl phosphate 0.46
    4-methyl-2-pentanol 0.26
    propionitrile 0.14
    vinylene carbonate 0.95
    1,1,2-trichlorotrifluoroethane 9.77
    DMS 0.5
    cumene 0.05
    2-octanol 0.14
    2-hexanone 0.49
    octyl acetate 0.13
    limonene 0.04
    1,2-dimethoxyethane 5.86
    ethyl orthosilicate 0.45
    tributyl phosphate 0.27
    diacetone alcohol 2.0
    N,N-dimethylaniline 0.25
    acrylonitrile 0.3
    aniline 0.13
    1,3-propanediol 9.03
    bromobenzene 0.02
    dibromomethane 0.09
    1,1,2,2-tetrachloroethane 0.39
    2-methyl-cyclohexyl acetate 0.3
    tetrabutyl urea 0.55
    diisobutyl methanol 0.12
    2-phenylethanol 0.32
    styrene 0.03
    dioctyl adipate 0.22
    dimethyl sulfate 3.6
    ethyl butyrate 0.3
    methyl lactate 4.3
    butyl lactate 1.15
    diethyl carbonate 0.24
    propanediol butyl ether 3.01
    triethyl orthoformate 0.47
    p-tert-butyltoluene 0.03
    methyl 4-tert-butylbenzoate 0.92
    morpholine 1.13
    tert-butylamine 0.13
    n-dodecanol 0.08
    dimethoxymethane 4.18
    ethylene carbonate 0.55
    cyrene 7.25
    2-ethoxyethyl acetate 0.65
    2-ethylhexyl acetate 0.2
    1,2,4-trichlorobenzene 0.09
    4-methylpyridine 0.23
    dibutyl ether 0.12
    2,6-dimethyl-4-heptanol 0.12
    DEF 2.16
    dimethyl isosorbide 3.92
    tetrachloroethylene 0.35
    eugenol 2.11
    triacetin 0.79
    span 80 1.92
    1,4-butanediol 4.88
    1,1-dichloroethane 0.07
    2-methyl-1-pentanol 0.71
    methyl formate 4.6
    2-methyl-1-butanol 0.77
    n-decane 0.01
    butyronitrile 0.18
    3,7-dimethyl-1-octanol 0.1
    1-chlorooctane 0.03
    1-chlorotetradecane 0.01
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.01
    cyclooctane 0.01
    cyclopentanol 0.8
    tetrahydropyran 0.21
    tert-amyl methyl ether 0.3
    2,5,8-trioxanonane 5.72
    1-hexene 0.11
    2-isopropoxyethanol 3.39
    2,2,2-trifluoroethanol 7.69
    methyl butyrate 0.66

    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