(-)-2-Aminobutyric acid

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  • Identifiers

    CAS number
    1492-24-6

    Molecular formula
    C4H9NO2

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 62.14%
    Sweet 29.93%
    Savory 27.6%
    Cheesy 23.63%
    Meaty 20.95%
    Buttery 19.09%
    Milky 18.84%
    Fishy 18.68%
    Cocoa 17.14%
    Bitter 17.12%

     

    Flavor
    Odorless 64.11%
    Mild 31.62%
    Acidic 26.36%
    Sour 25.07%
    Sulfury 23.38%
    Bland 22.99%
    Yeast 21.88%
    Sweet-like 20.54%
    Roquefort cheese 20.33%
    Stinky 20.28%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.5

    pKa est.
    5.83 (weak acid)

    Molecular weight
    103.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    214°C

    Melting point expt.

    • 291 °C

    Flash point

    • 110.17 ˚C est.

  • Synonyms

    • Butanoic acid, 2-amino-, (2S)-
    • (-)-2-Aminobutyric acid
    • RefChem:390918
    • 1492-24-6
    • L-2-Aminobutyric acid
    • (S)-2-Aminobutanoic acid
    • (2S)-2-aminobutanoic acid
    • h-abu-oh
    • L-alpha-Aminobutyric acid
    • L-Butyrine
    • L-(+)-2-aminobutyric acid
    • (S)-(+)-2-Aminobutyric Acid
    • l-aminobutyric acid
    • (S)-2-Amino-butyric acid
    • (S)-2-Aminobutyric acid
    • L-alpha-Amino-n-butyric acid
    • MFCD00064415
    • L-alpha-Aminobutyrate
    • 2S-amino-butanoic acid
    • L-homoalanine
    • L-Ethylglycine
    • S-Butyrine
    • 2-Aminobutyric acid, L-
    • (2S)-2-Aminobutyric acid
    • L-2-Aminobuttersaeure
    • Butanoic acid, 2-amino-, (S)-
    • 0QAJ5KN9IM
    • l-2-amino-n-butyric acid
    • (S)-2-amino-Butanoic acid
    • alpha-Aminobutyric acid, L-
    • (S)-2-Aminobutanoate
    • CHEMBL1230782
    • Butyric acid, 2-amino-, L-
    • l-2-aminobutanoic acid
    • L-a-aminobutyric acid
    • h-2-abu-oh
    • UNII-0QAJ5KN9IM
    • NSC-97060
    • 2S-amino-butanoate
    • EINECS 216-083-3
    • NSC 97060
    • h-abu(2)-oh
    • (+)-2-Aminobutanoate
    • 2(s)-aminobutyric acid
    • (S)-amino butyric acid
    • (S)-2-amino-Butanoate
    • (+)-2-Aminobutyric acid
    • (+)-2-Aminobutanoic acid
    • SCHEMBL78599
    • (+)-alpha-Aminobutyric acid
    • (2S)-2-amino butanoic acid
    • orb1301904
    • SCHEMBL1661698
    • CHEBI:35619
    • DTXSID10883684
    • MSK2380
    • (S)-(+)-alpha-Aminobutyric acid
    • Butanoic acid, 2-amino-, (R)-
    • STR03331
    • BDBM50357210
    • LMFA01100034
    • s6203
    • SBB053588
    • AKOS015923108
    • AC-1817
    • CS-W011305
    • EBC-153065
    • FA09856
    • HY-W010589
    • BP-12164
    • SY002291
    • (S)-(+)-2-Aminobutyric acid L-Abu-OH
    • A0826
    • L-2-Aminobutyric acid, >=99% (titration)
    • EN300-86145
    • C02356
    • 492A246
    • F024718
    • Q27104317
    • Z1741965569
    • (S)-(+)-2-Aminobutyric Acid(Discontinued,See C4X-106731)
    • L-2-Aminobutyric acid, BioReagent, suitable for cell culture
    • 02A4013E-092F-4F03-9966-02E7F6164833
    • 1492-24-6

  • Applications

    (-)-2-Aminobutyric acid (CAS 1492-24-6) is primarily used as a chiral building block and synthetic intermediate in pharmaceutical development, enabling the preparation of amino-acid derivatives and peptidomimetics as drug candidates. It is employed in organic synthesis and medicinal chemistry for enantioselective transformations and as a substrate in biocatalytic processes such as transaminase reactions. In research and development, it is used as a reference standard and for stereochemical studies, including chiral resolution and analytical method development. Additionally, it is evaluated in medicinal-chemistry workflows as part of libraries of amino-acid motifs for SAR analysis.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.41
    methanol 3.14
    isopropanol 0.1
    water 138.92
    ethyl acetate 0.15
    n-propanol 0.13
    acetone 0.18
    n-butanol 0.16
    acetonitrile 0.19
    DMF 0.3
    toluene 0.07
    isobutanol 0.18
    1,4-dioxane 0.42
    methyl acetate 0.12
    THF 0.69
    2-butanone 0.14
    n-pentanol 0.2
    sec-butanol 0.12
    n-hexane 0.06
    ethylene glycol 8.71
    NMP 14.08
    cyclohexane 0.07
    DMSO 11.47
    n-butyl acetate 0.37
    n-octanol 0.4
    chloroform 0.11
    n-propyl acetate 0.15
    acetic acid 13.02
    dichloromethane 0.18
    cyclohexanone 0.99
    propylene glycol 2.61
    isopropyl acetate 0.19
    DMAc 1.98
    2-ethoxyethanol 1.77
    isopentanol 0.34
    n-heptane 0.11
    ethyl formate 0.36
    1,2-dichloroethane 0.14
    n-hexanol 0.55
    2-methoxyethanol 2.37
    isobutyl acetate 0.15
    tetrachloromethane 0.15
    n-pentyl acetate 0.45
    transcutol 8.54
    n-heptanol 0.7
    ethylbenzene 0.09
    MIBK 0.39
    2-propoxyethanol 2.15
    tert-butanol 0.39
    MTBE 0.13
    2-butoxyethanol 2.32
    propionic acid 1.46
    o-xylene 0.22
    formic acid 76.1
    diethyl ether 0.06
    m-xylene 0.18
    p-xylene 0.16
    chlorobenzene 0.12
    dimethyl carbonate 0.17
    n-octane 0.06
    formamide 20.73
    cyclopentanone 0.95
    2-pentanone 0.16
    anisole 0.19
    cyclopentyl methyl ether 0.39
    gamma-butyrolactone 2.19
    1-methoxy-2-propanol 1.01
    pyridine 0.27
    3-pentanone 0.16
    furfural 5.44
    n-dodecane 0.04
    diethylene glycol 8.4
    diisopropyl ether 0.1
    tert-amyl alcohol 0.65
    acetylacetone 0.83
    n-hexadecane 0.04
    acetophenone 0.56
    methyl propionate 0.14
    isopentyl acetate 0.65
    trichloroethylene 0.32
    n-nonanol 0.43
    cyclohexanol 0.48
    benzyl alcohol 0.5
    2-ethylhexanol 0.59
    isooctanol 0.78
    dipropyl ether 0.18
    1,2-dichlorobenzene 0.28
    ethyl lactate 0.73
    propylene carbonate 1.58
    n-methylformamide 0.68
    2-pentanol 0.13
    n-pentane 0.03
    1-propoxy-2-propanol 1.36
    1-methoxy-2-propyl acetate 1.03
    2-(2-methoxypropoxy) propanol 5.04
    mesitylene 0.27
    ε-caprolactone 1.37
    p-cymene 0.37
    epichlorohydrin 0.73
    1,1,1-trichloroethane 0.11
    2-aminoethanol 3.59
    morpholine-4-carbaldehyde 5.63
    sulfolane 16.0
    2,2,4-trimethylpentane 0.09
    2-methyltetrahydrofuran 0.48
    n-hexyl acetate 0.59
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 5.06
    sec-butyl acetate 0.16
    tert-butyl acetate 0.56
    decalin 0.1
    glycerin 15.19
    diglyme 5.78
    acrylic acid 3.69
    isopropyl myristate 0.35
    n-butyric acid 1.11
    acetyl acetate 0.42
    di(2-ethylhexyl) phthalate 1.75
    ethyl propionate 0.15
    nitromethane 3.06
    1,2-diethoxyethane 0.43
    benzonitrile 0.32
    trioctyl phosphate 1.05
    1-bromopropane 0.05
    gamma-valerolactone 3.38
    n-decanol 0.35
    triethyl phosphate 0.74
    4-methyl-2-pentanol 0.33
    propionitrile 0.08
    vinylene carbonate 1.21
    1,1,2-trichlorotrifluoroethane 5.89
    DMS 0.81
    cumene 0.19
    2-octanol 0.38
    2-hexanone 0.19
    octyl acetate 0.49
    limonene 0.46
    1,2-dimethoxyethane 0.88
    ethyl orthosilicate 0.7
    tributyl phosphate 1.06
    diacetone alcohol 2.26
    N,N-dimethylaniline 0.39
    acrylonitrile 0.17
    aniline 0.23
    1,3-propanediol 2.37
    bromobenzene 0.09
    dibromomethane 0.12
    1,1,2,2-tetrachloroethane 0.33
    2-methyl-cyclohexyl acetate 1.02
    tetrabutyl urea 1.53
    diisobutyl methanol 0.62
    2-phenylethanol 1.0
    styrene 0.07
    dioctyl adipate 0.79
    dimethyl sulfate 1.29
    ethyl butyrate 0.35
    methyl lactate 1.06
    butyl lactate 1.49
    diethyl carbonate 0.28
    propanediol butyl ether 3.71
    triethyl orthoformate 0.51
    p-tert-butyltoluene 0.4
    methyl 4-tert-butylbenzoate 2.99
    morpholine 0.39
    tert-butylamine 0.18
    n-dodecanol 0.3
    dimethoxymethane 0.27
    ethylene carbonate 0.74
    cyrene 8.16
    2-ethoxyethyl acetate 0.93
    2-ethylhexyl acetate 0.49
    1,2,4-trichlorobenzene 0.43
    4-methylpyridine 0.21
    dibutyl ether 0.17
    2,6-dimethyl-4-heptanol 0.62
    DEF 0.37
    dimethyl isosorbide 8.67
    tetrachloroethylene 0.54
    eugenol 3.55
    triacetin 1.83
    span 80 5.28
    1,4-butanediol 1.61
    1,1-dichloroethane 0.04
    2-methyl-1-pentanol 0.48
    methyl formate 0.75
    2-methyl-1-butanol 0.31
    n-decane 0.05
    butyronitrile 0.09
    3,7-dimethyl-1-octanol 0.56
    1-chlorooctane 0.11
    1-chlorotetradecane 0.08
    n-nonane 0.05
    undecane 0.04
    tert-butylcyclohexane 0.11
    cyclooctane 0.07
    cyclopentanol 0.63
    tetrahydropyran 0.13
    tert-amyl methyl ether 0.24
    2,5,8-trioxanonane 7.5
    1-hexene 0.07
    2-isopropoxyethanol 1.07
    2,2,2-trifluoroethanol 8.25
    methyl butyrate 0.25

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
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Rinse-off products applied to the hair with some hand contact
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Category 2
Products applied to the axillae
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Leave-on products applied to the hair with some hand contact
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Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
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Category 4
Products related to fine fragrance
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Products with body and hand exposure, primarily rinse off
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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