Ziziphin

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  • Identifiers

    CAS number
    73667-51-3

    Molecular formula
    C51H80O18

    SMILES
    C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CO[C@H]([C@@H]([C@H]2O)O)O[C@H]3CC[C@@]4([C@H]5CC[C@@H]6[C@H]7[C@@](C[C@@H](O[C@@]78C[C@]6([C@@]5(CC[C@H]4C3(C)C)C)CO8)C=C(C)C)(C)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)OC(=O)C)OC(=O)C)C)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 52.01%
    Woody 32.31%
    Sweet 27.72%
    Spicy 26.28%
    Mint 24.18%
    Cooling 23.39%
    Amber 21.45%
    Balsamic 20.31%
    Dry 20.06%
    Fresh 19.92%

     

    Flavor
    Bitter 59.23%
    Fatty 36.55%
    Sweet-like 24.78%
    Metallic 24.09%
    Odorless 22.66%
    Cedarleaf 22.66%
    Bland 22.12%
    Ripe apricot 20.63%
    Naphthalic 20.56%
    Pleasant 20.55%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.7

    pKa est.
    4.13 (weak acid)

    Molecular weight
    981.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    447°C

    Flash point

    • 155.3 ˚C est.

  • Synonyms

    • Ziziphin
    • 73667-51-3
    • ((2S,3R,4R,5S,6S)-3-acetyloxy-2-(((1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-7-((2S,3R,4R,5S)-3,4-dihydroxy-5-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl)oxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-19,21-dioxahexacyclo(18.2.1.01,14.02,11.05,10.015,20)tricosan-16-yl)oxy)-5-hydroxy-6-methyloxan-4-yl) acetate
    • (2S,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-((2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl)oxy-tetrahydropyran-2-yl)oxy-2-methoxycarbonyl-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
    • [(2S,3R,4R,5S,6S)-3-acetyloxy-2-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-7-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-16-yl]oxy]-5-hydroxy-6-methyloxan-4-yl] acetate
    • RefChem:196169
    • DTXCID001334228
    • DTXSID00905122
    • C08991
    • SCHEMBL350002
    • CHEBI:10120
    • Q2363204
    • 73667-51-3

  • Applications

    Ziziphin (CAS 73667-51-3) is a plant-derived bitter-taste modulator studied for its ability to antagonize human bitter taste receptors. In practice, it is evaluated as a flavor-modifying agent to reduce perceived bitterness in beverages, foods, and nutraceuticals, potentially enabling formulation of sweeter or more acceptable products without increasing sugar. It is also used as a research tool in sensory science to probe bitter receptor pathways and as a basis for developing taste-masking strategies in oral pharmaceutical formulations. Additional exploratory work considers its potential role as a natural product lead for bitter-blocking compounds, with downstream considerations governed by regulation and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 11.69
    methanol 106.03
    isopropanol 3.3
    water 0.2
    ethyl acetate 20.31
    n-propanol 9.24
    acetone 27.78
    n-butanol 4.03
    acetonitrile 13.61
    DMF 267.11
    toluene 4.31
    isobutanol 3.28
    1,4-dioxane 47.03
    methyl acetate 24.39
    THF 103.34
    2-butanone 19.94
    n-pentanol 3.45
    sec-butanol 2.39
    n-hexane 0.07
    ethylene glycol 17.05
    NMP 378.48
    cyclohexane 0.15
    DMSO 199.04
    n-butyl acetate 7.03
    n-octanol 2.36
    chloroform 63.59
    n-propyl acetate 9.77
    acetic acid 305.41
    dichloromethane 65.89
    cyclohexanone 33.62
    propylene glycol 17.14
    isopropyl acetate 9.34
    DMAc 198.6
    2-ethoxyethanol 46.66
    isopentanol 2.05
    n-heptane 0.1
    ethyl formate 27.96
    1,2-dichloroethane 22.68
    n-hexanol 2.53
    2-methoxyethanol 119.78
    isobutyl acetate 4.56
    tetrachloromethane 4.24
    n-pentyl acetate 9.17
    transcutol 46.65
    n-heptanol 3.13
    ethylbenzene 1.35
    MIBK 5.91
    2-propoxyethanol 48.65
    tert-butanol 2.27
    MTBE 2.13
    2-butoxyethanol 28.01
    propionic acid 38.17
    o-xylene 2.24
    formic acid 244.48
    diethyl ether 4.1
    m-xylene 2.19
    p-xylene 1.73
    chlorobenzene 8.98
    dimethyl carbonate 51.21
    n-octane 0.05
    formamide 184.57
    cyclopentanone 96.07
    2-pentanone 13.07
    anisole 7.95
    cyclopentyl methyl ether 15.43
    gamma-butyrolactone 202.8
    1-methoxy-2-propanol 51.65
    pyridine 53.04
    3-pentanone 11.27
    furfural 176.91
    n-dodecane 0.04
    diethylene glycol 53.49
    diisopropyl ether 0.71
    tert-amyl alcohol 2.0
    acetylacetone 46.07
    n-hexadecane 0.05
    acetophenone 16.48
    methyl propionate 33.58
    isopentyl acetate 5.22
    trichloroethylene 96.03
    n-nonanol 2.46
    cyclohexanol 3.15
    benzyl alcohol 12.52
    2-ethylhexanol 1.26
    isooctanol 2.07
    dipropyl ether 2.65
    1,2-dichlorobenzene 9.9
    ethyl lactate 14.59
    propylene carbonate 68.05
    n-methylformamide 165.43
    2-pentanol 1.39
    n-pentane 0.08
    1-propoxy-2-propanol 19.0
    1-methoxy-2-propyl acetate 23.7
    2-(2-methoxypropoxy) propanol 18.48
    mesitylene 0.94
    ε-caprolactone 49.76
    p-cymene 0.95
    epichlorohydrin 151.15
    1,1,1-trichloroethane 12.52
    2-aminoethanol 29.99
    morpholine-4-carbaldehyde 269.48
    sulfolane 299.76
    2,2,4-trimethylpentane 0.06
    2-methyltetrahydrofuran 20.43
    n-hexyl acetate 8.87
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 24.17
    sec-butyl acetate 4.46
    tert-butyl acetate 7.7
    decalin 0.11
    glycerin 60.39
    diglyme 57.38
    acrylic acid 88.37
    isopropyl myristate 1.76
    n-butyric acid 34.39
    acetyl acetate 30.07
    di(2-ethylhexyl) phthalate 5.68
    ethyl propionate 9.18
    nitromethane 397.44
    1,2-diethoxyethane 7.5
    benzonitrile 11.22
    trioctyl phosphate 3.0
    1-bromopropane 3.99
    gamma-valerolactone 299.07
    n-decanol 1.31
    triethyl phosphate 5.03
    4-methyl-2-pentanol 0.95
    propionitrile 7.67
    vinylene carbonate 91.29
    1,1,2-trichlorotrifluoroethane 222.96
    DMS 16.18
    cumene 0.8
    2-octanol 1.24
    2-hexanone 6.8
    octyl acetate 3.76
    limonene 1.18
    1,2-dimethoxyethane 43.03
    ethyl orthosilicate 3.88
    tributyl phosphate 2.87
    diacetone alcohol 17.86
    N,N-dimethylaniline 5.76
    acrylonitrile 25.14
    aniline 9.12
    1,3-propanediol 26.01
    bromobenzene 8.03
    dibromomethane 21.19
    1,1,2,2-tetrachloroethane 50.44
    2-methyl-cyclohexyl acetate 6.63
    tetrabutyl urea 4.85
    diisobutyl methanol 0.65
    2-phenylethanol 10.95
    styrene 1.94
    dioctyl adipate 5.86
    dimethyl sulfate 109.63
    ethyl butyrate 6.58
    methyl lactate 52.17
    butyl lactate 13.1
    diethyl carbonate 5.15
    propanediol butyl ether 23.77
    triethyl orthoformate 6.03
    p-tert-butyltoluene 0.91
    methyl 4-tert-butylbenzoate 17.99
    morpholine 61.35
    tert-butylamine 0.58
    n-dodecanol 0.7
    dimethoxymethane 110.65
    ethylene carbonate 50.53
    cyrene 58.52
    2-ethoxyethyl acetate 25.94
    2-ethylhexyl acetate 4.02
    1,2,4-trichlorobenzene 16.94
    4-methylpyridine 26.23
    dibutyl ether 1.26
    2,6-dimethyl-4-heptanol 0.65
    DEF 32.26
    dimethyl isosorbide 46.56
    tetrachloroethylene 35.67
    eugenol 20.2
    triacetin 26.51
    span 80 18.04
    1,4-butanediol 9.47
    1,1-dichloroethane 11.92
    2-methyl-1-pentanol 1.98
    methyl formate 141.97
    2-methyl-1-butanol 2.36
    n-decane 0.1
    butyronitrile 4.6
    3,7-dimethyl-1-octanol 1.48
    1-chlorooctane 0.79
    1-chlorotetradecane 0.2
    n-nonane 0.07
    undecane 0.06
    tert-butylcyclohexane 0.07
    cyclooctane 0.08
    cyclopentanol 8.68
    tetrahydropyran 12.76
    tert-amyl methyl ether 2.24
    2,5,8-trioxanonane 31.53
    1-hexene 0.36
    2-isopropoxyethanol 17.03
    2,2,2-trifluoroethanol 100.83
    methyl butyrate 12.83

    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