Indole-3-acetyl glutamate

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  • Identifiers

    CAS number
    57105-48-3

    Molecular formula
    C15H16N2O5

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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 62.68%
    Savory 36.28%
    Cooked 27.27%
    Meaty 26.98%
    Milky 21.99%
    Fruity 21.35%
    Bitter 19.12%
    Grape 19.09%
    Roasted 18.0%
    Cocoa 17.93%

     

    Flavor
    Odorless 69.58%
    Bitter 50.46%
    Mild 36.97%
    Bland 31.97%
    Very mild 31.65%
    Yeast 23.35%
    Faint 22.76%
    Sweet-like 22.74%
    Nitrile 19.99%
    Bread crust 19.46%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    5.37 (weak acid)

    Molecular weight
    304.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    654°C

    Melting point expt.

    • 162.5 °C

    Flash point

    • 326.98 ˚C est.

  • Synonyms

    • Indoleacetyl glutamic acid
    • 57105-48-3
    • Indole-3-acetyl glutamate
    • Auxistim G
    • Indole-3-acetylglutamic acid
    • WG2R895X5T
    • Glutamic acid, N-(indol-3-ylacetyl)-
    • L-Glutamic acid, N-(2-(1H-indol-3-yl)acetyl)-
    • DTXSID70205727
    • RefChem:1087351
    • DTXCID00128218
    • N-(3-indolylacetyl)-L-glutamic acid
    • Indole-3-acetyl-L-glutamic acid
    • UNII-WG2R895X5T
    • INDOLE-3-ACETYL-L-GLUTAMIC ACID (IAGlu)
    • (2S)-2-[[2-(1H-indol-3-yl)acetyl]amino]pentanedioic Acid
    • Glutamic acid, N-[2-(1H-indol-3-yl)acetyl]-
    • (S)-2-(2-(1H-Indol-3-yl)acetamido)pentanedioic acid
    • (2-(1H-indol-3-yl)acetyl)-L-glutamic acid
    • IAGlu
    • N-(1H-Indol-3-ylacetyl)-L-glutamic acid
    • L-N-(1H-Indol-3-ylacetyl)glutamic acid
    • N-[2-(1H-Indol-3-yl)acetyl]-L-glutamic Acid; N-(Indol-3-ylacetyl)-glutamic Acid; Indole-3-acetyl Glutamate; Indole-3-acetylglutamic Acid;
    • N-[(1H-Indol-3-yl)acetyl]-L-glutamic acid
    • orb1696939
    • SCHEMBL17848778
    • CHEBI:190884
    • STL565672
    • AKOS030601530
    • N-(indole-3-yl-acetyl)-glutamic acid
    • [N-(3-indolylacetyl)-L-glutamic acid
    • FI30391
    • HY-W588263
    • S-N-(1H-Indol-3-ylacetyl)glutamic acid
    • DB-221338
    • CS-0644127
    • D87701
    • Q27292619
    • 57105-48-3

  • Applications

    Indole-3-acetyl glutamate (CAS 57105-48-3) is a conjugate of the plant hormone auxin used primarily in plant science and biochemistry research to study the storage and release of IAA from conjugates; in analytical workflows, it serves as a reference standard for LC-MS and HPLC methods to quantify auxin conjugates in plant tissues; at the industrial and agricultural R&D level, it may act as an intermediate in the synthesis of auxin-related compounds for research and crop-technology development; in education and training laboratories, it is commonly used as a reference material to teach analytical techniques and plant hormone metabolism studies.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.83
    methanol 4.13
    isopropanol 0.92
    water 1.27
    ethyl acetate 0.26
    n-propanol 1.32
    acetone 1.42
    n-butanol 0.94
    acetonitrile 0.26
    DMF 85.22
    toluene 0.01
    isobutanol 0.57
    1,4-dioxane 1.35
    methyl acetate 0.92
    THF 3.72
    2-butanone 1.74
    n-pentanol 0.81
    sec-butanol 1.21
    n-hexane 0.01
    ethylene glycol 10.85
    NMP 38.2
    cyclohexane 0.0
    DMSO 56.43
    n-butyl acetate 0.25
    n-octanol 0.14
    chloroform 0.04
    n-propyl acetate 0.4
    acetic acid 6.62
    dichloromethane 0.06
    cyclohexanone 0.94
    propylene glycol 9.67
    isopropyl acetate 0.18
    DMAc 124.49
    2-ethoxyethanol 28.24
    isopentanol 0.75
    n-heptane 0.01
    ethyl formate 0.82
    1,2-dichloroethane 0.07
    n-hexanol 0.27
    2-methoxyethanol 55.81
    isobutyl acetate 0.13
    tetrachloromethane 0.01
    n-pentyl acetate 0.22
    transcutol 15.72
    n-heptanol 0.27
    ethylbenzene 0.02
    MIBK 0.31
    2-propoxyethanol 8.58
    tert-butanol 0.93
    MTBE 0.24
    2-butoxyethanol 4.27
    propionic acid 2.33
    o-xylene 0.02
    formic acid 30.67
    diethyl ether 0.2
    m-xylene 0.01
    p-xylene 0.04
    chlorobenzene 0.01
    dimethyl carbonate 1.13
    n-octane 0.01
    formamide 55.34
    cyclopentanone 2.66
    2-pentanone 0.62
    anisole 0.25
    cyclopentyl methyl ether 0.27
    gamma-butyrolactone 4.14
    1-methoxy-2-propanol 19.99
    pyridine 0.37
    3-pentanone 0.48
    furfural 5.57
    n-dodecane 0.0
    diethylene glycol 20.99
    diisopropyl ether 0.04
    tert-amyl alcohol 1.28
    acetylacetone 1.26
    n-hexadecane 0.01
    acetophenone 0.47
    methyl propionate 0.81
    isopentyl acetate 0.25
    trichloroethylene 0.14
    n-nonanol 0.19
    cyclohexanol 0.3
    benzyl alcohol 0.51
    2-ethylhexanol 0.13
    isooctanol 0.21
    dipropyl ether 0.23
    1,2-dichlorobenzene 0.02
    ethyl lactate 1.88
    propylene carbonate 1.02
    n-methylformamide 19.84
    2-pentanol 0.39
    n-pentane 0.0
    1-propoxy-2-propanol 3.4
    1-methoxy-2-propyl acetate 0.97
    2-(2-methoxypropoxy) propanol 6.23
    mesitylene 0.01
    ε-caprolactone 1.44
    p-cymene 0.02
    epichlorohydrin 2.6
    1,1,1-trichloroethane 0.02
    2-aminoethanol 12.67
    morpholine-4-carbaldehyde 37.73
    sulfolane 14.35
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.83
    n-hexyl acetate 0.24
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 7.52
    sec-butyl acetate 0.21
    tert-butyl acetate 0.26
    decalin 0.0
    glycerin 46.79
    diglyme 14.55
    acrylic acid 3.6
    isopropyl myristate 0.11
    n-butyric acid 1.32
    acetyl acetate 0.15
    di(2-ethylhexyl) phthalate 0.38
    ethyl propionate 0.48
    nitromethane 14.09
    1,2-diethoxyethane 0.88
    benzonitrile 0.12
    trioctyl phosphate 0.21
    1-bromopropane 0.03
    gamma-valerolactone 14.55
    n-decanol 0.15
    triethyl phosphate 0.48
    4-methyl-2-pentanol 0.2
    propionitrile 0.19
    vinylene carbonate 0.77
    1,1,2-trichlorotrifluoroethane 7.93
    DMS 0.54
    cumene 0.02
    2-octanol 0.15
    2-hexanone 0.75
    octyl acetate 0.19
    limonene 0.02
    1,2-dimethoxyethane 21.95
    ethyl orthosilicate 0.43
    tributyl phosphate 0.27
    diacetone alcohol 2.71
    N,N-dimethylaniline 0.27
    acrylonitrile 0.43
    aniline 0.08
    1,3-propanediol 14.27
    bromobenzene 0.01
    dibromomethane 0.02
    1,1,2,2-tetrachloroethane 0.17
    2-methyl-cyclohexyl acetate 0.26
    tetrabutyl urea 0.79
    diisobutyl methanol 0.09
    2-phenylethanol 0.26
    styrene 0.02
    dioctyl adipate 0.32
    dimethyl sulfate 4.29
    ethyl butyrate 0.35
    methyl lactate 4.91
    butyl lactate 1.1
    diethyl carbonate 0.29
    propanediol butyl ether 4.54
    triethyl orthoformate 0.58
    p-tert-butyltoluene 0.02
    methyl 4-tert-butylbenzoate 0.88
    morpholine 3.59
    tert-butylamine 0.15
    n-dodecanol 0.12
    dimethoxymethane 9.51
    ethylene carbonate 0.49
    cyrene 8.77
    2-ethoxyethyl acetate 0.83
    2-ethylhexyl acetate 0.17
    1,2,4-trichlorobenzene 0.04
    4-methylpyridine 0.22
    dibutyl ether 0.18
    2,6-dimethyl-4-heptanol 0.09
    DEF 3.66
    dimethyl isosorbide 5.64
    tetrachloroethylene 0.1
    eugenol 2.21
    triacetin 0.9
    span 80 2.49
    1,4-butanediol 6.62
    1,1-dichloroethane 0.03
    2-methyl-1-pentanol 0.66
    methyl formate 7.28
    2-methyl-1-butanol 0.88
    n-decane 0.01
    butyronitrile 0.2
    3,7-dimethyl-1-octanol 0.12
    1-chlorooctane 0.02
    1-chlorotetradecane 0.01
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 0.79
    tetrahydropyran 0.31
    tert-amyl methyl ether 0.36
    2,5,8-trioxanonane 11.17
    1-hexene 0.05
    2-isopropoxyethanol 6.73
    2,2,2-trifluoroethanol 4.06
    methyl butyrate 1.0

    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