L-Norvaline

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  • Identifiers

    CAS number
    6600-40-4

    Molecular formula
    C5H11NO2

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 56.45%
    Cheesy 31.51%
    Savory 26.35%
    Cooling 23.49%
    Fishy 21.51%
    Milky 19.25%
    Sweet 18.94%
    Green 18.67%
    Mint 18.3%
    Pungent 17.81%

     

    Flavor
    Odorless 51.19%
    Mild 29.98%
    Sulfury 26.37%
    Acidic 24.14%
    Bland 22.33%
    Sour 21.96%
    Cheese 20.34%
    Stinky 20.14%
    Acrid 19.99%
    Roquefort cheese 19.91%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.1

    pKa est.
    6.44 (neutral)

    Molecular weight
    117.15 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    234°C

    Flash point

    • 110.85 ˚C est.

  • Synonyms

    • L-norvaline
    • norvaline
    • 6600-40-4
    • (S)-2-Aminopentanoic acid
    • (2S)-2-aminopentanoic acid
    • L-2-Aminovaleric acid
    • L-2-aminopentanoic acid
    • A70UKS48FE
    • CHEBI:18314
    • DTXSID701018015
    • NSC-203786
    • alpha-Aminovaleric acid
    • RefChem:854766
    • (2S)-2-azaniumylpentanoate
    • DTXCID801476214
    • 229-543-3
    • h-nva-oh
    • (S)-2-Aminovaleric acid
    • MFCD00064421
    • Norvaline, L-
    • L-2-aminopentanoate
    • Pentanoic acid, 2-amino-
    • L(+)-Norvaline
    • 2S-amino-pentanoic acid
    • Valeric acid, 2-amino-
    • NVA
    • Norvaline (VAN)
    • (S)-2-Aminovaleric acid; a-L-Aminopentanoic acid
    • L-NVA-OH
    • UNII-A70UKS48FE
    • alpha-L-Aminopentanoic acid
    • l-(+)-norvaline
    • Pentanoic acid, 2-amino-, (S)-
    • EINECS 229-543-3
    • NSC 203786
    • NORVALINE [MI]
    • NORVALINE [WHO-DD]
    • 2S-AMINOVALERIC ACID
    • SCHEMBL38405
    • (S)-2-amino-pentanoic acid
    • CHEMBL55612
    • orb1302562
    • L-Norvaline, arginase inhibitor
    • SCHEMBL27228697
    • MSK8329
    • (S)-(+)-2-Aminopentanoic acid
    • CS-D1371
    • HY-Y0399
    • L-.ALPHA.-AMINOVALERIC ACID
    • BDBM50357215
    • EBC-47393
    • LMFA01100041
    • AKOS006240270
    • DB04185
    • FN47252
    • AC-12879
    • AC-31149
    • AS-13576
    • SY001938
    • N0686
    • NS00005728
    • NS00082367
    • EN300-66088
    • C01826
    • 600N404
    • F036432
    • Q418707
    • Z1033300662
    • 9555A1CC-4DD7-41F1-9133-98A0F33A16A6
    • 6600-40-4

  • Applications

    L-Norvaline (CAS 6600-40-4) is primarily used as a non-proteinogenic amino acid building block in chemical synthesis. It serves as a versatile chiral precursor for pharmaceutical and agrochemical intermediates and is employed in peptide chemistry to introduce the norvaline residue in synthetic peptides and peptidomimetics. It is also used as a specialty amino acid derivative precursor for the preparation of various fine-chemical compounds and drug candidates. In analytical laboratories, L-Norvaline can serve as a reference standard or starting material for method development and calibration of amino acid analyses. In biochemical research contexts, it has been evaluated as an arginase inhibitor, providing a tool for enzymology and metabolic studies, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.34
    methanol 5.29
    isopropanol 1.54
    water 46.49
    ethyl acetate 0.9
    n-propanol 0.77
    acetone 0.44
    n-butanol 0.53
    acetonitrile 0.51
    DMF 2.54
    toluene 0.34
    isobutanol 1.27
    1,4-dioxane 1.63
    methyl acetate 1.23
    THF 3.15
    2-butanone 0.75
    n-pentanol 1.07
    sec-butanol 1.22
    n-hexane 0.14
    ethylene glycol 25.04
    NMP 33.84
    cyclohexane 0.13
    DMSO 25.99
    n-butyl acetate 2.23
    n-octanol 1.91
    chloroform 0.8
    n-propyl acetate 0.83
    acetic acid 21.18
    dichloromethane 0.77
    cyclohexanone 3.93
    propylene glycol 14.17
    isopropyl acetate 1.05
    DMAc 10.78
    2-ethoxyethanol 6.34
    isopentanol 1.31
    n-heptane 0.24
    ethyl formate 1.55
    1,2-dichloroethane 0.56
    n-hexanol 3.53
    2-methoxyethanol 7.62
    isobutyl acetate 0.89
    tetrachloromethane 0.79
    n-pentyl acetate 1.96
    transcutol 16.95
    n-heptanol 3.26
    ethylbenzene 0.5
    MIBK 1.42
    2-propoxyethanol 11.81
    tert-butanol 4.05
    MTBE 0.99
    2-butoxyethanol 9.08
    propionic acid 7.86
    o-xylene 1.16
    formic acid 69.59
    diethyl ether 0.18
    m-xylene 0.96
    p-xylene 0.83
    chlorobenzene 0.74
    dimethyl carbonate 0.99
    n-octane 0.16
    formamide 22.2
    cyclopentanone 4.75
    2-pentanone 0.61
    anisole 1.11
    cyclopentyl methyl ether 1.57
    gamma-butyrolactone 10.37
    1-methoxy-2-propanol 5.58
    pyridine 1.18
    3-pentanone 0.64
    furfural 18.58
    n-dodecane 0.14
    diethylene glycol 28.25
    diisopropyl ether 0.41
    tert-amyl alcohol 4.87
    acetylacetone 2.71
    n-hexadecane 0.15
    acetophenone 3.04
    methyl propionate 1.1
    isopentyl acetate 3.39
    trichloroethylene 1.63
    n-nonanol 1.93
    cyclohexanol 2.11
    benzyl alcohol 3.03
    2-ethylhexanol 3.04
    isooctanol 3.34
    dipropyl ether 0.64
    1,2-dichlorobenzene 1.71
    ethyl lactate 3.72
    propylene carbonate 7.37
    n-methylformamide 3.24
    2-pentanol 0.68
    n-pentane 0.06
    1-propoxy-2-propanol 7.99
    1-methoxy-2-propyl acetate 5.23
    2-(2-methoxypropoxy) propanol 13.73
    mesitylene 1.2
    ε-caprolactone 5.97
    p-cymene 1.63
    epichlorohydrin 3.51
    1,1,1-trichloroethane 0.76
    2-aminoethanol 14.43
    morpholine-4-carbaldehyde 16.76
    sulfolane 44.84
    2,2,4-trimethylpentane 0.26
    2-methyltetrahydrofuran 2.22
    n-hexyl acetate 2.7
    isooctane 0.22
    2-(2-butoxyethoxy)ethanol 13.88
    sec-butyl acetate 0.92
    tert-butyl acetate 2.54
    decalin 0.34
    glycerin 40.71
    diglyme 15.13
    acrylic acid 13.51
    isopropyl myristate 1.51
    n-butyric acid 4.36
    acetyl acetate 1.63
    di(2-ethylhexyl) phthalate 5.86
    ethyl propionate 0.85
    nitromethane 8.18
    1,2-diethoxyethane 1.45
    benzonitrile 1.99
    trioctyl phosphate 4.17
    1-bromopropane 0.19
    gamma-valerolactone 11.66
    n-decanol 1.61
    triethyl phosphate 2.83
    4-methyl-2-pentanol 1.45
    propionitrile 0.39
    vinylene carbonate 5.93
    1,1,2-trichlorotrifluoroethane 21.64
    DMS 3.38
    cumene 0.96
    2-octanol 1.9
    2-hexanone 0.81
    octyl acetate 2.21
    limonene 1.73
    1,2-dimethoxyethane 3.46
    ethyl orthosilicate 2.46
    tributyl phosphate 3.62
    diacetone alcohol 9.12
    N,N-dimethylaniline 2.08
    acrylonitrile 1.02
    aniline 1.08
    1,3-propanediol 7.31
    bromobenzene 0.6
    dibromomethane 0.48
    1,1,2,2-tetrachloroethane 2.15
    2-methyl-cyclohexyl acetate 4.62
    tetrabutyl urea 4.96
    diisobutyl methanol 2.49
    2-phenylethanol 5.49
    styrene 0.37
    dioctyl adipate 3.0
    dimethyl sulfate 5.7
    ethyl butyrate 1.64
    methyl lactate 5.84
    butyl lactate 5.58
    diethyl carbonate 1.42
    propanediol butyl ether 11.21
    triethyl orthoformate 2.04
    p-tert-butyltoluene 1.68
    methyl 4-tert-butylbenzoate 10.08
    morpholine 1.58
    tert-butylamine 1.45
    n-dodecanol 1.31
    dimethoxymethane 1.25
    ethylene carbonate 3.61
    cyrene 22.01
    2-ethoxyethyl acetate 3.43
    2-ethylhexyl acetate 2.34
    1,2,4-trichlorobenzene 2.51
    4-methylpyridine 1.13
    dibutyl ether 0.52
    2,6-dimethyl-4-heptanol 2.49
    DEF 1.59
    dimethyl isosorbide 23.73
    tetrachloroethylene 2.81
    eugenol 11.65
    triacetin 5.57
    span 80 14.13
    1,4-butanediol 6.87
    1,1-dichloroethane 0.32
    2-methyl-1-pentanol 2.3
    methyl formate 3.58
    2-methyl-1-butanol 1.33
    n-decane 0.17
    butyronitrile 0.38
    3,7-dimethyl-1-octanol 2.55
    1-chlorooctane 0.54
    1-chlorotetradecane 0.35
    n-nonane 0.15
    undecane 0.15
    tert-butylcyclohexane 0.38
    cyclooctane 0.14
    cyclopentanol 3.82
    tetrahydropyran 0.48
    tert-amyl methyl ether 1.32
    2,5,8-trioxanonane 19.05
    1-hexene 0.23
    2-isopropoxyethanol 5.06
    2,2,2-trifluoroethanol 15.62
    methyl butyrate 1.3

    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