4-Amino-3-hydroxybutanoic acid

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  • Identifiers

    CAS number
    924-49-2

    Molecular formula
    C4H9NO3

    SMILES
    C(C(CN)O)C(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 66.52%
    Savory 30.94%
    Meaty 27.86%
    Sweet 26.04%
    Fishy 23.55%
    Cheesy 22.54%
    Milky 17.48%
    Cooked 17.39%
    Sulfurous 16.72%
    Buttery 16.04%

     

    Flavor
    Odorless 75.0%
    Mild 35.27%
    Sour 28.51%
    Acidic 26.74%
    Bland 25.36%
    Yeast 23.1%
    Sweet-like 22.89%
    Faint 22.35%
    Sulfury 21.49%
    Very mild 21.41%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -4.1

    pKa est.
    6.79 (neutral)

    Molecular weight
    119.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    300°C

    Flash point

    • 157.31 ˚C est.

  • Synonyms

    • 924-49-2
    • 4-Amino-3-hydroxybutanoic acid
    • 4-Amino-3-hydroxybutyric acid
    • Gamibetal
    • Gabomade
    • Buksamin
    • Gamma-amino-beta-hydroxybutyric acid
    • 3-Hydroxy-GABA
    • Buxamine
    • 1ZHM019FLD
    • NSC-40244
    • DTXSID1045877
    • DTXCID9025877
    • CHEBI:16080
    • RefChem:912319
    • 206-518-5
    • 213-106-9
    • DL-4-Amino-3-hydroxybutyric acid
    • Gabob
    • 352-21-6
    • Butanoic acid, 4-amino-3-hydroxy-
    • Gaboril
    • Gabimex
    • Gaminal
    • Idramina
    • Bogil
    • aminohydroxybutyric acid
    • 3-Hydroxy-4-aminobutyric acid
    • Gabobe
    • MFCD00008141
    • 3-hydroxy-4-amino-butyric acid
    • 4-amino-3-hydroxy-butanoic acid
    • NSC 40244
    • 4-Amino-3-hydroxy-butyric acid
    • BUTYRIC ACID, 4-AMINO-3-HYDROXY-
    • Gamma-amino-beta-hydroxybutyric acid [JAN]
    • 4-amino-3-hydroxybutyrate
    • .gamma.-Amino-.beta.-hydroxybutyric acid
    • 4-Amino-3-hydroxybutanoicacid
    • dl-4-amino-3-hydroxybutanoic acid
    • beta-Oxy-gaba
    • NCGC00094987-01
    • .beta.-Hydroxy-.gamma.-aminobutyric acid
    • Buxamin
    • Buxamine (VAN)
    • gamma-Amino-beta-hydroxybutyric acid (JAN)
    • beta-Hydroxy-gamma-aminobutyrate
    • gamma-Amino-beta-hydroxybutyrate
    • beta-Hydroxy-alpha-aminobutyric acid
    • D,L-4-Amino-3-hydroxybutyric acid
    • EINECS 206-518-5
    • EINECS 213-106-9
    • (+-)-4-Amino-3-hydroxybutyric acid
    • UNII-1ZHM019FLD
    • .beta.-Hydroxy-GABA
    • Spectrum_001276
    • Spectrum2_001129
    • Spectrum3_001548
    • Spectrum4_000301
    • Spectrum5_001124
    • SCHEMBL38621
    • BSPBio_002996
    • KBioGR_000882
    • KBioSS_001756
    • CHEMBL93515
    • DivK1c_000116
    • SPECTRUM1503041
    • SPBio_000997
    • orb1311007
    • 3-hydroxy-4-amino butanoic acid
    • HMS500F18
    • KBio1_000116
    • KBio2_001756
    • KBio2_004324
    • KBio2_006892
    • KBio3_002496
    • YQGDEPYYFWUPGO-UHFFFAOYSA-
    • gamma-amino-3-hydroxybutyric acid
    • NINDS_000116
    • 4-Amino-3-hydroxybutanoic acid #
    • HMS1922A11
    • Pharmakon1600-01503041
    • rac-4-amino-3-hydroxybutyric acid
    • ALBB-023689
    • HY-B1427
    • NSC40244
    • Tox21_111375
    • AB3028
    • CCG-40012
    • EBC-03099
    • NSC758215
    • .beta.-Hydroxy-.gamma.-aminobutyrate
    • .gamma.-Amino-.beta.-hydroxybutyrate
    • 4-Amino-3-hydroxybutyric acid, 98%
    • AKOS015892786
    • (+/-)-4-amino-3-hydroxybutyric acid
    • FH35436
    • NSC-758215
    • IDI1_000116
    • NCGC00094987-02
    • NCGC00094987-03
    • AS-44677
    • CAS-924-49-2
    • SY050892
    • (.+/-.)-4-Amino-3-hydroxybutyric acid
    • SBI-0051753.P002
    • DB-048757
    • .gamma.-Amino-.beta.-hydroxy-n-butyric acid
    • 4-AMINO-3-HYDROXYBUTYRIC ACID [MI]
    • A0318
    • CS-0013138
    • NS00079381
    • ST45022147
    • EN300-96299
    • 4-AMINO-3-HYDROXYBUTYRIC ACID [MART.]
    • C03678
    • D00174
    • 4-AMINO-3-HYDROXYBUTYRIC ACID [WHO-DD]
    • AB00052302_02
    • BUTYRIC ACID, 4-AMINO-3-HYDROXY-, DL-
    • Butanoic acid, 4-amino-3-hydroxy-, (.+/-.)-
    • F093269
    • SR-01000872771
    • Q5520257
    • SR-01000872771-1
    • BRD-A40777960-001-04-2
    • BUTANOIC ACID, 4-AMINO-3-HYDROXY-, (+/-)-
    • 924-49-2

  • Applications

    4-Amino-3-hydroxybutanoic acid (CAS 924-49-2) is primarily employed as a chiral building block and pharmaceutical intermediate, enabling synthesis of gamma-aminobutyric acid (GABA)-type derivatives and related medicinal compounds. It is also used as a versatile precursor in peptide synthesis and medicinal chemistry to introduce a beta-hydroxy amino acid motif. In research and development, it may serve as a substrate for enzymatic transformations and for developing protected-amino-acid strategies. The compound may be used as a functional monomer or a derivatizable building block in specialized polymer or material chemistry, broadening its use in advanced materials. Applications vary with protection strategies and regulatory constraints; use is typically scoped to R&D and controlled manufacturing settings.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.43
    methanol 1.52
    isopropanol 0.23
    water 198.48
    ethyl acetate 0.84
    n-propanol 0.35
    acetone 1.67
    n-butanol 0.25
    acetonitrile 0.63
    DMF 39.56
    toluene 0.18
    isobutanol 0.29
    1,4-dioxane 1.16
    methyl acetate 0.55
    THF 3.8
    2-butanone 0.61
    n-pentanol 0.23
    sec-butanol 0.24
    n-hexane 0.08
    ethylene glycol 24.18
    NMP 69.67
    cyclohexane 0.08
    DMSO 42.35
    n-butyl acetate 0.69
    n-octanol 0.4
    chloroform 0.17
    n-propyl acetate 0.48
    acetic acid 10.03
    dichloromethane 0.2
    cyclohexanone 2.74
    propylene glycol 9.63
    isopropyl acetate 0.68
    DMAc 38.05
    2-ethoxyethanol 4.22
    isopentanol 0.35
    n-heptane 0.19
    ethyl formate 2.11
    1,2-dichloroethane 0.21
    n-hexanol 0.93
    2-methoxyethanol 9.72
    isobutyl acetate 0.29
    tetrachloromethane 0.31
    n-pentyl acetate 0.4
    transcutol 3.44
    n-heptanol 0.82
    ethylbenzene 0.18
    MIBK 0.99
    2-propoxyethanol 6.85
    tert-butanol 0.81
    MTBE 0.21
    2-butoxyethanol 3.42
    propionic acid 3.67
    o-xylene 0.51
    formic acid 98.47
    diethyl ether 0.13
    m-xylene 0.49
    p-xylene 0.28
    chlorobenzene 0.14
    dimethyl carbonate 2.16
    n-octane 0.06
    formamide 38.99
    cyclopentanone 5.72
    2-pentanone 0.89
    anisole 0.54
    cyclopentyl methyl ether 1.57
    gamma-butyrolactone 10.74
    1-methoxy-2-propanol 5.69
    pyridine 0.67
    3-pentanone 0.76
    furfural 16.09
    n-dodecane 0.04
    diethylene glycol 19.15
    diisopropyl ether 0.16
    tert-amyl alcohol 0.82
    acetylacetone 3.84
    n-hexadecane 0.05
    acetophenone 1.6
    methyl propionate 1.46
    isopentyl acetate 0.68
    trichloroethylene 0.44
    n-nonanol 0.42
    cyclohexanol 0.73
    benzyl alcohol 1.12
    2-ethylhexanol 0.81
    isooctanol 0.68
    dipropyl ether 0.59
    1,2-dichlorobenzene 0.34
    ethyl lactate 2.8
    propylene carbonate 4.82
    n-methylformamide 14.47
    2-pentanol 0.23
    n-pentane 0.04
    1-propoxy-2-propanol 3.57
    1-methoxy-2-propyl acetate 2.25
    2-(2-methoxypropoxy) propanol 4.41
    mesitylene 0.53
    ε-caprolactone 3.15
    p-cymene 0.48
    epichlorohydrin 1.99
    1,1,1-trichloroethane 0.23
    2-aminoethanol 10.98
    morpholine-4-carbaldehyde 33.02
    sulfolane 36.59
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 1.03
    n-hexyl acetate 0.55
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 4.0
    sec-butyl acetate 0.35
    tert-butyl acetate 1.11
    decalin 0.11
    glycerin 58.75
    diglyme 6.7
    acrylic acid 8.68
    isopropyl myristate 0.3
    n-butyric acid 2.7
    acetyl acetate 1.17
    di(2-ethylhexyl) phthalate 1.17
    ethyl propionate 0.77
    nitromethane 12.92
    1,2-diethoxyethane 0.36
    benzonitrile 0.7
    trioctyl phosphate 0.86
    1-bromopropane 0.06
    gamma-valerolactone 13.88
    n-decanol 0.35
    triethyl phosphate 1.35
    4-methyl-2-pentanol 0.4
    propionitrile 0.37
    vinylene carbonate 4.15
    1,1,2-trichlorotrifluoroethane 17.66
    DMS 1.0
    cumene 0.3
    2-octanol 0.36
    2-hexanone 0.46
    octyl acetate 0.45
    limonene 0.62
    1,2-dimethoxyethane 4.37
    ethyl orthosilicate 1.09
    tributyl phosphate 0.81
    diacetone alcohol 5.2
    N,N-dimethylaniline 1.23
    acrylonitrile 1.09
    aniline 0.55
    1,3-propanediol 4.74
    bromobenzene 0.11
    dibromomethane 0.12
    1,1,2,2-tetrachloroethane 0.55
    2-methyl-cyclohexyl acetate 1.24
    tetrabutyl urea 1.79
    diisobutyl methanol 0.62
    2-phenylethanol 1.45
    styrene 0.14
    dioctyl adipate 0.69
    dimethyl sulfate 11.26
    ethyl butyrate 0.94
    methyl lactate 8.44
    butyl lactate 1.78
    diethyl carbonate 0.7
    propanediol butyl ether 3.81
    triethyl orthoformate 0.95
    p-tert-butyltoluene 0.49
    methyl 4-tert-butylbenzoate 3.22
    morpholine 1.55
    tert-butylamine 0.28
    n-dodecanol 0.3
    dimethoxymethane 4.78
    ethylene carbonate 2.57
    cyrene 15.01
    2-ethoxyethyl acetate 0.63
    2-ethylhexyl acetate 0.52
    1,2,4-trichlorobenzene 0.42
    4-methylpyridine 0.79
    dibutyl ether 0.18
    2,6-dimethyl-4-heptanol 0.62
    DEF 4.13
    dimethyl isosorbide 9.86
    tetrachloroethylene 0.74
    eugenol 4.68
    triacetin 1.6
    span 80 3.89
    1,4-butanediol 2.84
    1,1-dichloroethane 0.09
    2-methyl-1-pentanol 0.35
    methyl formate 11.44
    2-methyl-1-butanol 0.37
    n-decane 0.06
    butyronitrile 0.32
    3,7-dimethyl-1-octanol 0.47
    1-chlorooctane 0.13
    1-chlorotetradecane 0.08
    n-nonane 0.06
    undecane 0.05
    tert-butylcyclohexane 0.1
    cyclooctane 0.09
    cyclopentanol 1.54
    tetrahydropyran 0.33
    tert-amyl methyl ether 0.38
    2,5,8-trioxanonane 7.24
    1-hexene 0.1
    2-isopropoxyethanol 2.05
    2,2,2-trifluoroethanol 17.22
    methyl butyrate 1.2

    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