Ibotenic Acid

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  • Identifiers

    CAS number
    2552-55-8

    Molecular formula
    C5H6N2O4

    SMILES
    C1=C(ONC1=O)C(C(=O)O)N

    Safety labels

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Odorless 81.0%
    Savory 23.65%
    Cooked 22.08%
    Burnt 21.12%
    Roasted 19.39%
    Meaty 19.11%
    Caramellic 18.52%
    Bitter 16.67%
    Sour 14.81%
    Milky 13.91%

     

    Flavor
    Odorless 59.34%
    Bitter 45.3%
    Mild 31.53%
    Very mild 27.85%
    Bland 27.13%
    Nutty 22.76%
    Yeast 22.74%
    Sweet-like 20.91%
    Roasted peanuts 20.42%
    Sour 20.3%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.9

    pKa est.
    7.82 (neutral)

    Molecular weight
    158.11 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    413°C

    Flash point

    • 198.38 ˚C est.

  • Synonyms

    • Ibotenic acid
    • 2552-55-8
    • Ibotenate
    • (+/-)-Ibotenic acid
    • 2-amino-2-(3-oxo-2,3-dihydroisoxazol-5-yl)acetic acid
    • DL-Ibotenic acid
    • (RS)-Ibotenic acid
    • 44AS82FRSI
    • alpha-Amino-2,3-dihydro-3-oxo-5-isoxazoleacetic acid
    • alpha-Amino-3-hydroxy-5-isoxazoleacetic acid
    • MFCD00069294
    • NSC 204850
    • 2-amino-2-(3-oxo-1,2-oxazol-5-yl)acetic acid
    • 5-Isoxazoleacetic acid, alpha-amino-2,3-dihydro-3-oxo-
    • NSC204850
    • NSC-204850
    • IBOTENIC ACID [MI]
    • CHEBI:5854
    • CHEMBL284895
    • IBOTENIC ACID [WHO-DD]
    • DTXSID40893771
    • IBOTENIC ACID, (+/-)-
    • 4-Isoxazoline-5-acetic acid, alpha-amino-3-oxo-
    • (RS)-Ibotenic acid;DL-Ibotenic acid
    • 5-Isoxazoleacetic acid, .alpha.-amino-2,3-dihydro-3-oxo-
    • 2-amino-2-(3-oxoisoxazol-5-yl)acetic acid
    • 5-Isoxazoleacetic acid,a-amino-2,3-dihydro-3-oxo-
    • Acid, Ibotenic
    • 5-Isoxazoleaceticacid,-alpha--amino-2,3-dihydro-3-oxo-,(-alpha-R)-(9CI)
    • SR-01000075462
    • UNII-44AS82FRSI
    • (y)-Ibotenic acid
    • (?)-Ibotenic acid
    • (alpha)-Ibotenic acid
    • Lopac0_000651
    • MLS002153141
    • SCHEMBL153359
    • 4-Isoxazoline-5-acetic acid, .alpha.-amino-3-oxo-
    • Ibotenic acid, ~95%, solid
    • GTPL1371
    • 5-Isoxazoleaceticacid,-alpha--amino-2,3-dihydro-3-oxo-,(-alpha-S)-(9CI)
    • BDBM82355
    • IRJCBFDCFXCWGO-UHFFFAOYSA-N
    • DTXCID701323806
    • HMS2230A08
    • HMS3262C03
    • HMS3266E19
    • HMS3369N13
    • HMS3414F03
    • HMS3678F03
    • BCP23586
    • HY-N2311
    • NSC_1233
    • Tox21_500651
    • HB0330
    • PDSP1_001426
    • PDSP2_001410
    • AKOS006228673
    • AKOS027320609
    • CCG-204738
    • FI41653
    • LP00651
    • SDCCGSBI-0050631.P002
    • ( inverted question mark)-Ibotenic acid
    • NCGC00015555-03
    • NCGC00015555-04
    • NCGC00015555-05
    • NCGC00015555-06
    • NCGC00024524-02
    • NCGC00024524-03
    • NCGC00024524-04
    • NCGC00261336-01
    • 5-Isoxazoleacetic acid,3-dihydro-3-oxo-
    • a-Amino-3-hydroxy-5-isoxazoleacetic acid
    • CS-13243
    • DA-54220
    • SMR001230640
    • CAS_2552-55-8
    • a-Amino-(3-hydroxy-5-isoxazolyl)acetic acid
    • CS-0020472
    • EU-0100651
    • NS00075437
    • I 2765
    • alpha-amino-(3-hydroxy-5-isoxazolyl)acetic acid
    • L000672
    • Q411094
    • SR-01000075462-1
    • SR-01000075462-3
    • 5-Isoxazoleacetic acid, ?-amino-2,3-dihydro-3-oxo-
    • BRD-A04628621-001-02-6
    • 2-amino-2-(3-oxo-2,3-dihydroisoxazol-5-yl)aceticacid
    • 4-Isoxazoline-5-acetic acid, alpha-amino-3-oxo-(8ci)
    • (2S)-2-amino-2-(3-hydroxy-1,2-oxazol-5-yl)acetic acid
    • Amino-(3-hydroxy-isoxazol-5-yl)-acetic acid(Ibotenic acid)
    • acetic acid, 2-amino-2-(2,3-dihydro-3-oxo-5-isoxazolyl)-
    • ( inverted question mark)-alpha-Amino-3-hydroxy-5-isoxazoleacetic acid
    • 637-415-7

  • Applications

    Ibotenic acid (CAS 2552-55-8) is primarily used in neuroscience and pharmacology research as an NMDA receptor agonist and excitotoxin to induce targeted brain lesions in animal models for studying glutamatergic signaling and neurodegenerative processes; it is also explored as a synthetic intermediate for related GABAergic alkaloids such as muscimol, serving as a starting material or precursor in chemical synthesis workflows; in addition, it functions as a biochemical tool to probe receptor binding and excitatory amino acid biology in laboratory settings and may serve as a benchmark or reference in analytical assays for NMDA receptor ligands; its applications are typically restricted to research environments under appropriate safety and regulatory controls, and any other uses are limited by local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.06
    methanol 8.22
    isopropanol 2.56
    water 35.44
    ethyl acetate 0.89
    n-propanol 2.55
    acetone 4.86
    n-butanol 1.92
    acetonitrile 1.8
    DMF 188.14
    toluene 0.43
    isobutanol 1.77
    1,4-dioxane 5.67
    methyl acetate 1.36
    THF 10.73
    2-butanone 3.0
    n-pentanol 1.28
    sec-butanol 1.99
    n-hexane 0.24
    ethylene glycol 18.91
    NMP 160.77
    cyclohexane 0.28
    DMSO 294.29
    n-butyl acetate 1.04
    n-octanol 0.9
    chloroform 0.07
    n-propyl acetate 0.83
    acetic acid 5.4
    dichloromethane 0.2
    cyclohexanone 5.74
    propylene glycol 11.0
    isopropyl acetate 0.73
    DMAc 144.24
    2-ethoxyethanol 13.73
    isopentanol 1.86
    n-heptane 0.5
    ethyl formate 2.07
    1,2-dichloroethane 0.41
    n-hexanol 1.46
    2-methoxyethanol 31.36
    isobutyl acetate 0.32
    tetrachloromethane 0.1
    n-pentyl acetate 0.72
    transcutol 8.11
    n-heptanol 1.4
    ethylbenzene 0.33
    MIBK 1.59
    2-propoxyethanol 10.01
    tert-butanol 4.07
    MTBE 1.15
    2-butoxyethanol 5.63
    propionic acid 3.12
    o-xylene 0.85
    formic acid 45.08
    diethyl ether 1.24
    m-xylene 0.53
    p-xylene 0.49
    chlorobenzene 0.12
    dimethyl carbonate 3.42
    n-octane 0.18
    formamide 48.4
    cyclopentanone 9.54
    2-pentanone 2.57
    anisole 1.05
    cyclopentyl methyl ether 3.98
    gamma-butyrolactone 11.81
    1-methoxy-2-propanol 16.92
    pyridine 2.72
    3-pentanone 2.3
    furfural 13.61
    n-dodecane 0.09
    diethylene glycol 20.55
    diisopropyl ether 0.42
    tert-amyl alcohol 3.05
    acetylacetone 3.39
    n-hexadecane 0.1
    acetophenone 1.91
    methyl propionate 2.54
    isopentyl acetate 0.94
    trichloroethylene 0.32
    n-nonanol 0.93
    cyclohexanol 2.45
    benzyl alcohol 1.67
    2-ethylhexanol 0.99
    isooctanol 1.05
    dipropyl ether 1.88
    1,2-dichlorobenzene 0.19
    ethyl lactate 3.05
    propylene carbonate 3.35
    n-methylformamide 36.66
    2-pentanol 1.32
    n-pentane 0.23
    1-propoxy-2-propanol 5.72
    1-methoxy-2-propyl acetate 2.74
    2-(2-methoxypropoxy) propanol 6.41
    mesitylene 0.48
    ε-caprolactone 4.88
    p-cymene 0.55
    epichlorohydrin 4.61
    1,1,1-trichloroethane 0.12
    2-aminoethanol 15.59
    morpholine-4-carbaldehyde 59.42
    sulfolane 52.77
    2,2,4-trimethylpentane 0.11
    2-methyltetrahydrofuran 4.13
    n-hexyl acetate 0.87
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 6.65
    sec-butyl acetate 0.46
    tert-butyl acetate 1.16
    decalin 0.12
    glycerin 35.68
    diglyme 12.75
    acrylic acid 5.56
    isopropyl myristate 0.48
    n-butyric acid 2.12
    acetyl acetate 0.51
    di(2-ethylhexyl) phthalate 1.07
    ethyl propionate 1.09
    nitromethane 13.02
    1,2-diethoxyethane 1.49
    benzonitrile 0.87
    trioctyl phosphate 0.87
    1-bromopropane 0.24
    gamma-valerolactone 22.31
    n-decanol 0.75
    triethyl phosphate 1.35
    4-methyl-2-pentanol 0.87
    propionitrile 1.16
    vinylene carbonate 2.59
    1,1,2-trichlorotrifluoroethane 10.29
    DMS 1.15
    cumene 0.31
    2-octanol 0.78
    2-hexanone 1.22
    octyl acetate 0.69
    limonene 0.82
    1,2-dimethoxyethane 14.65
    ethyl orthosilicate 1.15
    tributyl phosphate 0.77
    diacetone alcohol 5.79
    N,N-dimethylaniline 1.96
    acrylonitrile 2.41
    aniline 1.23
    1,3-propanediol 10.88
    bromobenzene 0.09
    dibromomethane 0.13
    1,1,2,2-tetrachloroethane 0.41
    2-methyl-cyclohexyl acetate 1.09
    tetrabutyl urea 2.17
    diisobutyl methanol 0.83
    2-phenylethanol 1.43
    styrene 0.25
    dioctyl adipate 0.94
    dimethyl sulfate 15.14
    ethyl butyrate 1.3
    methyl lactate 9.31
    butyl lactate 2.06
    diethyl carbonate 0.86
    propanediol butyl ether 5.32
    triethyl orthoformate 1.39
    p-tert-butyltoluene 0.53
    methyl 4-tert-butylbenzoate 3.15
    morpholine 11.34
    tert-butylamine 1.45
    n-dodecanol 0.58
    dimethoxymethane 20.57
    ethylene carbonate 1.89
    cyrene 14.06
    2-ethoxyethyl acetate 1.24
    2-ethylhexyl acetate 0.73
    1,2,4-trichlorobenzene 0.27
    4-methylpyridine 2.67
    dibutyl ether 0.66
    2,6-dimethyl-4-heptanol 0.83
    DEF 12.49
    dimethyl isosorbide 9.1
    tetrachloroethylene 0.4
    eugenol 4.0
    triacetin 1.77
    span 80 4.03
    1,4-butanediol 5.99
    1,1-dichloroethane 0.13
    2-methyl-1-pentanol 1.12
    methyl formate 17.88
    2-methyl-1-butanol 1.86
    n-decane 0.16
    butyronitrile 1.04
    3,7-dimethyl-1-octanol 0.71
    1-chlorooctane 0.23
    1-chlorotetradecane 0.13
    n-nonane 0.16
    undecane 0.11
    tert-butylcyclohexane 0.08
    cyclooctane 0.18
    cyclopentanol 3.61
    tetrahydropyran 2.46
    tert-amyl methyl ether 1.63
    2,5,8-trioxanonane 10.95
    1-hexene 0.39
    2-isopropoxyethanol 5.56
    2,2,2-trifluoroethanol 6.55
    methyl butyrate 1.8

    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