(1R,2R,3S,1'R)-Nepetalinic acid

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  • Identifiers

    CAS number
    32603-11-5

    Molecular formula
    C10H16O4

    SMILES
    CC1CCC(C1C(=O)O)C(C)C(=O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 61.07%
    Sour 25.5%
    Cheesy 24.82%
    Cooling 24.05%
    Savory 23.92%
    Roasted 23.37%
    Fruity 23.03%
    Milky 22.55%
    Animal 20.86%
    Mint 20.51%

     

    Flavor
    Odorless 55.53%
    Mild 27.62%
    Sour 27.24%
    Very mild 24.49%
    Yeast 22.24%
    Bland 20.91%
    Stinky 20.39%
    Sweet-like 20.21%
    Roquefort cheese 19.91%
    Cadaverous 19.48%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.7

    pKa est.
    5.85 (weak acid)

    Molecular weight
    200.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    345°C

    Melting point expt.

    • 85 °C

    Flash point

    • 176.33 ˚C est.

  • Synonyms

    • (1R,2R,3S,1'R)-Nepetalinic acid
    • 2-(1-CARBOXYETHYL)-5-METHYLCYCLOPENTANE-1-CARBOXYLIC ACID
    • 32603-11-5
    • Compound NP-022849
    • CHEBI:172073
    • AKOS040737622
    • 32603-11-5

  • Applications

    The (1R,2R,3S,1'R)-Nepetalinic acid (CAS 32603-11-5) is primarily pursued as a chiral building block and synthetic intermediate in fragrance chemistry, often enabling access to nepetalactone-type odorants and related aroma materials for the perfumery industry. In cosmetics and personal care, it may be used as a fragrance ingredient or intermediate to modulate scent profiles. In industrial manufacturing, it serves as a starting material for the synthesis of complex terpenoid derivatives used in specialty chemicals. In pharmaceuticals and related research, it may be evaluated as a chiral precursor for the preparation of terpenoid-type compounds, subject to regulatory controls. All applications are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 173.82
    methanol 421.19
    isopropanol 169.72
    water 18.04
    ethyl acetate 54.99
    n-propanol 118.22
    acetone 99.93
    n-butanol 93.85
    acetonitrile 51.26
    DMF 366.13
    toluene 14.86
    isobutanol 75.65
    1,4-dioxane 337.83
    methyl acetate 48.38
    THF 465.42
    2-butanone 50.57
    n-pentanol 59.77
    sec-butanol 73.51
    n-hexane 2.08
    ethylene glycol 151.47
    NMP 349.78
    cyclohexane 1.69
    DMSO 557.86
    n-butyl acetate 34.48
    n-octanol 37.63
    chloroform 44.93
    n-propyl acetate 24.29
    acetic acid 145.94
    dichloromethane 73.62
    cyclohexanone 110.66
    propylene glycol 159.15
    isopropyl acetate 43.76
    DMAc 208.66
    2-ethoxyethanol 157.98
    isopentanol 73.69
    n-heptane 2.34
    ethyl formate 49.36
    1,2-dichloroethane 57.74
    n-hexanol 75.5
    2-methoxyethanol 347.48
    isobutyl acetate 17.41
    tetrachloromethane 7.73
    n-pentyl acetate 34.96
    transcutol 175.64
    n-heptanol 49.75
    ethylbenzene 10.74
    MIBK 51.31
    2-propoxyethanol 211.38
    tert-butanol 157.24
    MTBE 37.26
    2-butoxyethanol 97.08
    propionic acid 101.74
    o-xylene 18.33
    formic acid 188.71
    diethyl ether 39.2
    m-xylene 25.31
    p-xylene 13.72
    chlorobenzene 22.01
    dimethyl carbonate 41.75
    n-octane 1.86
    formamide 188.28
    cyclopentanone 215.27
    2-pentanone 57.16
    anisole 32.16
    cyclopentyl methyl ether 85.28
    gamma-butyrolactone 314.41
    1-methoxy-2-propanol 275.88
    pyridine 63.83
    3-pentanone 29.65
    furfural 177.36
    n-dodecane 1.79
    diethylene glycol 240.48
    diisopropyl ether 16.22
    tert-amyl alcohol 72.27
    acetylacetone 94.52
    n-hexadecane 2.02
    acetophenone 41.14
    methyl propionate 58.09
    isopentyl acetate 35.81
    trichloroethylene 84.57
    n-nonanol 33.72
    cyclohexanol 65.2
    benzyl alcohol 53.09
    2-ethylhexanol 30.2
    isooctanol 37.77
    dipropyl ether 22.08
    1,2-dichlorobenzene 27.1
    ethyl lactate 36.92
    propylene carbonate 123.09
    n-methylformamide 182.62
    2-pentanol 58.93
    n-pentane 1.99
    1-propoxy-2-propanol 117.88
    1-methoxy-2-propyl acetate 72.28
    2-(2-methoxypropoxy) propanol 69.79
    mesitylene 18.65
    ε-caprolactone 106.94
    p-cymene 13.19
    epichlorohydrin 247.64
    1,1,1-trichloroethane 27.07
    2-aminoethanol 194.88
    morpholine-4-carbaldehyde 291.91
    sulfolane 432.08
    2,2,4-trimethylpentane 2.18
    2-methyltetrahydrofuran 136.21
    n-hexyl acetate 47.56
    isooctane 2.71
    2-(2-butoxyethoxy)ethanol 97.54
    sec-butyl acetate 18.88
    tert-butyl acetate 52.98
    decalin 2.5
    glycerin 235.87
    diglyme 140.89
    acrylic acid 108.31
    isopropyl myristate 20.24
    n-butyric acid 99.07
    acetyl acetate 38.39
    di(2-ethylhexyl) phthalate 31.49
    ethyl propionate 27.0
    nitromethane 198.81
    1,2-diethoxyethane 42.25
    benzonitrile 36.19
    trioctyl phosphate 28.3
    1-bromopropane 18.1
    gamma-valerolactone 308.69
    n-decanol 25.65
    triethyl phosphate 18.38
    4-methyl-2-pentanol 41.91
    propionitrile 32.7
    vinylene carbonate 92.6
    1,1,2-trichlorotrifluoroethane 143.38
    DMS 43.19
    cumene 11.47
    2-octanol 30.12
    2-hexanone 28.35
    octyl acetate 29.66
    limonene 16.36
    1,2-dimethoxyethane 157.75
    ethyl orthosilicate 17.25
    tributyl phosphate 22.82
    diacetone alcohol 108.89
    N,N-dimethylaniline 32.29
    acrylonitrile 56.44
    aniline 36.52
    1,3-propanediol 203.82
    bromobenzene 18.29
    dibromomethane 36.18
    1,1,2,2-tetrachloroethane 70.05
    2-methyl-cyclohexyl acetate 31.62
    tetrabutyl urea 34.84
    diisobutyl methanol 23.95
    2-phenylethanol 58.45
    styrene 9.73
    dioctyl adipate 30.11
    dimethyl sulfate 103.82
    ethyl butyrate 23.97
    methyl lactate 86.08
    butyl lactate 44.13
    diethyl carbonate 15.76
    propanediol butyl ether 93.27
    triethyl orthoformate 21.03
    p-tert-butyltoluene 13.89
    methyl 4-tert-butylbenzoate 66.76
    morpholine 308.09
    tert-butylamine 51.53
    n-dodecanol 18.95
    dimethoxymethane 213.13
    ethylene carbonate 75.38
    cyrene 102.47
    2-ethoxyethyl acetate 48.54
    2-ethylhexyl acetate 24.98
    1,2,4-trichlorobenzene 38.28
    4-methylpyridine 56.91
    dibutyl ether 16.34
    2,6-dimethyl-4-heptanol 23.95
    DEF 83.89
    dimethyl isosorbide 124.01
    tetrachloroethylene 42.54
    eugenol 68.24
    triacetin 48.51
    span 80 73.24
    1,4-butanediol 93.14
    1,1-dichloroethane 34.85
    2-methyl-1-pentanol 44.1
    methyl formate 148.46
    2-methyl-1-butanol 53.58
    n-decane 2.78
    butyronitrile 38.47
    3,7-dimethyl-1-octanol 32.93
    1-chlorooctane 12.5
    1-chlorotetradecane 5.48
    n-nonane 2.4
    undecane 2.2
    tert-butylcyclohexane 2.63
    cyclooctane 1.36
    cyclopentanol 116.0
    tetrahydropyran 94.39
    tert-amyl methyl ether 29.41
    2,5,8-trioxanonane 104.74
    1-hexene 7.27
    2-isopropoxyethanol 92.23
    2,2,2-trifluoroethanol 77.99
    methyl butyrate 33.6

    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