Gynocardin

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  • Identifiers

    CAS number
    14332-17-3

    Molecular formula
    C12H17NO8

    SMILES
    C1=C[C@@]([C@@H]([C@H]1O)O)(C#N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 72.83%
    Sweet 36.81%
    Savory 18.63%
    Woody 18.0%
    Caramellic 16.89%
    Burnt 16.52%
    Vanilla 16.32%
    Spicy 16.18%
    Smoky 16.03%
    Bitter 15.81%

     

    Flavor
    Bitter 74.0%
    Odorless 43.68%
    Sweet 31.93%
    Sweet-like 28.58%
    Bland 23.22%
    Very mild 19.86%
    Very slight 19.57%
    Alkaline 19.43%
    Cauliflower 19.17%
    Fenugreek 18.98%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.7

    pKa est.
    4.5 (weak acid)

    Molecular weight
    303.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2033°C

    Flash point

    • 267.08 ˚C est.

  • Synonyms

    • Gynocardin
    • 974UTB4YAU
    • UNII-974UTB4YAU
    • NSC 140698
    • NSC 370274
    • GYNOCARDIN, (+)-
    • NSC-140698
    • NSC-370274
    • 14332-17-3
    • 2-Cyclopentene-1-carbonitrile, 1-(beta-D-glucopyranosyloxy)-4,5-dihydroxy-, (1alpha,4alpha,5beta)-
    • GLUCOPYRANOSIDE, 1-CYANO-4,5-DIHYDROXY-2-CYCLOPENTEN-1-YL, .BETA.-D-
    • 2-CYCLOPENTENE-1-CARBONITRILE, 1-(.BETA.-D-GLUCOPYRANOSYLOXY)-4,5-DIHYDROXY-, (1S,4S,5R)-
    • (1S,4S,5R)-4,5-dihydroxy-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxycyclopent-2-ene-1-carbonitrile
    • (1S,4S,5R)-4,5-dihydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopent-2-ene-1-carbonitrile
    • 4,5-dihydroxy-1-(3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxycyclopent-2-ene-1-carbonitrile
    • 4,5-dihydroxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopent-2-ene-1-carbonitrile
    • RefChem:144901
    • 1-(b-D-Glucopyranosyloxy)-4,5-dihydroxy-2-cyclopentene-1-carbonitrile, 8CI
    • (1R,4S,5R)-4,5-dihydroxy-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl)oxy-cyclopent-2-ene-1-carbonitrile
    • (1R,4S,5R)-4,5-dihydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-cyclopent-2-ene-1-carbonitrile
    • GLUCOPYRANOSIDE, 1-CYANO-4,5-DIHYDROXY-2-CYCLOPENTEN-1-YL, BETA-D-
    • 2-CYCLOPENTENE-1-CARBONITRILE, 1-(BETA-D-GLUCOPYRANOSYLOXY)-4,5-DIHYDROXY-, (1S,4S,5R)-
    • KCS-5CA
    • 14332-17-3

  • Applications

    Gynocardin, CAS 14332-17-3, may be used as an odorant/fragrance ingredient in perfumery and cosmetics, and can serve as a fragrance component in personal care and household products. It may also function as an intermediate in organic synthesis and is sometimes evaluated for industrial applications such as coatings and inks, where it can contribute to aroma profiles; use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 7.76
    methanol 40.57
    isopropanol 1.83
    water 288.22
    ethyl acetate 0.88
    n-propanol 2.17
    acetone 3.66
    n-butanol 1.37
    acetonitrile 1.65
    DMF 152.85
    toluene 0.43
    isobutanol 0.72
    1,4-dioxane 4.67
    methyl acetate 1.02
    THF 5.56
    2-butanone 1.23
    n-pentanol 0.68
    sec-butanol 0.83
    n-hexane 0.05
    ethylene glycol 86.78
    NMP 104.73
    cyclohexane 0.35
    DMSO 384.73
    n-butyl acetate 0.61
    n-octanol 0.88
    chloroform 0.34
    n-propyl acetate 0.57
    acetic acid 48.96
    dichloromethane 0.46
    cyclohexanone 3.48
    propylene glycol 26.66
    isopropyl acetate 0.61
    DMAc 67.69
    2-ethoxyethanol 16.27
    isopentanol 0.71
    n-heptane 0.26
    ethyl formate 2.39
    1,2-dichloroethane 0.53
    n-hexanol 0.95
    2-methoxyethanol 56.76
    isobutyl acetate 0.25
    tetrachloromethane 0.17
    n-pentyl acetate 0.75
    transcutol 19.32
    n-heptanol 1.25
    ethylbenzene 0.19
    MIBK 0.74
    2-propoxyethanol 10.54
    tert-butanol 1.27
    MTBE 0.31
    2-butoxyethanol 7.29
    propionic acid 5.37
    o-xylene 0.48
    formic acid 455.63
    diethyl ether 0.64
    m-xylene 0.38
    p-xylene 0.2
    chlorobenzene 0.2
    dimethyl carbonate 6.94
    n-octane 0.15
    formamide 331.89
    cyclopentanone 6.33
    2-pentanone 1.24
    anisole 0.7
    cyclopentyl methyl ether 2.08
    gamma-butyrolactone 11.94
    1-methoxy-2-propanol 22.24
    pyridine 3.25
    3-pentanone 1.04
    furfural 17.53
    n-dodecane 0.08
    diethylene glycol 40.27
    diisopropyl ether 0.22
    tert-amyl alcohol 0.83
    acetylacetone 4.32
    n-hexadecane 0.09
    acetophenone 1.68
    methyl propionate 2.33
    isopentyl acetate 0.45
    trichloroethylene 0.96
    n-nonanol 0.91
    cyclohexanol 1.75
    benzyl alcohol 1.93
    2-ethylhexanol 0.53
    isooctanol 0.79
    dipropyl ether 0.93
    1,2-dichlorobenzene 0.24
    ethyl lactate 4.06
    propylene carbonate 4.33
    n-methylformamide 63.02
    2-pentanol 0.63
    n-pentane 0.11
    1-propoxy-2-propanol 5.16
    1-methoxy-2-propyl acetate 3.0
    2-(2-methoxypropoxy) propanol 6.99
    mesitylene 0.3
    ε-caprolactone 3.87
    p-cymene 0.32
    epichlorohydrin 4.3
    1,1,1-trichloroethane 0.16
    2-aminoethanol 39.93
    morpholine-4-carbaldehyde 63.34
    sulfolane 56.77
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 1.67
    n-hexyl acetate 0.8
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 9.53
    sec-butyl acetate 0.29
    tert-butyl acetate 0.82
    decalin 0.07
    glycerin 112.38
    diglyme 16.78
    acrylic acid 15.76
    isopropyl myristate 0.43
    n-butyric acid 3.36
    acetyl acetate 1.33
    di(2-ethylhexyl) phthalate 1.04
    ethyl propionate 0.68
    nitromethane 46.91
    1,2-diethoxyethane 1.55
    benzonitrile 0.79
    trioctyl phosphate 0.95
    1-bromopropane 0.17
    gamma-valerolactone 22.81
    n-decanol 0.71
    triethyl phosphate 1.1
    4-methyl-2-pentanol 0.34
    propionitrile 0.61
    vinylene carbonate 5.36
    1,1,2-trichlorotrifluoroethane 25.4
    DMS 1.74
    cumene 0.15
    2-octanol 0.63
    2-hexanone 0.49
    octyl acetate 0.75
    limonene 0.51
    1,2-dimethoxyethane 8.42
    ethyl orthosilicate 0.85
    tributyl phosphate 0.74
    diacetone alcohol 4.44
    N,N-dimethylaniline 1.04
    acrylonitrile 2.1
    aniline 1.43
    1,3-propanediol 23.66
    bromobenzene 0.13
    dibromomethane 0.24
    1,1,2,2-tetrachloroethane 0.97
    2-methyl-cyclohexyl acetate 0.79
    tetrabutyl urea 1.79
    diisobutyl methanol 0.38
    2-phenylethanol 1.67
    styrene 0.2
    dioctyl adipate 1.09
    dimethyl sulfate 23.35
    ethyl butyrate 0.81
    methyl lactate 17.87
    butyl lactate 2.66
    diethyl carbonate 0.72
    propanediol butyl ether 9.63
    triethyl orthoformate 1.01
    p-tert-butyltoluene 0.34
    methyl 4-tert-butylbenzoate 3.53
    morpholine 8.95
    tert-butylamine 0.44
    n-dodecanol 0.54
    dimethoxymethane 21.81
    ethylene carbonate 3.12
    cyrene 16.0
    2-ethoxyethyl acetate 1.8
    2-ethylhexyl acetate 0.35
    1,2,4-trichlorobenzene 0.39
    4-methylpyridine 1.62
    dibutyl ether 0.44
    2,6-dimethyl-4-heptanol 0.38
    DEF 7.28
    dimethyl isosorbide 10.55
    tetrachloroethylene 1.05
    eugenol 4.8
    triacetin 3.15
    span 80 6.3
    1,4-butanediol 8.31
    1,1-dichloroethane 0.17
    2-methyl-1-pentanol 0.39
    methyl formate 34.33
    2-methyl-1-butanol 0.65
    n-decane 0.14
    butyronitrile 0.52
    3,7-dimethyl-1-octanol 0.51
    1-chlorooctane 0.24
    1-chlorotetradecane 0.13
    n-nonane 0.14
    undecane 0.1
    tert-butylcyclohexane 0.03
    cyclooctane 0.2
    cyclopentanol 2.37
    tetrahydropyran 1.46
    tert-amyl methyl ether 0.46
    2,5,8-trioxanonane 14.37
    1-hexene 0.1
    2-isopropoxyethanol 4.76
    2,2,2-trifluoroethanol 35.37
    methyl butyrate 1.03

    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