beta-Tomatine

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  • Identifiers

    CAS number
    17406-46-1

    Molecular formula
    C45H75NO17

    SMILES
    C[C@H]1CC[C@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)C)C)C)NC1

    Safety labels

  • Odor profile

    Fragrance
    Odorless 62.27%
    Sweet 28.65%
    Cooling 25.93%
    Woody 24.84%
    Mint 21.05%
    Spicy 20.68%
    Warm 17.13%
    Vanilla 16.95%
    Amber 16.49%
    Milky 16.4%

     

    Flavor
    Sweet 44.02%
    Bitter 42.02%
    Fatty 38.81%
    Odorless 34.11%
    Sweet-like 28.23%
    Metallic 22.48%
    Cauliflower 22.0%
    Alkaline 21.73%
    Mentholic 21.21%
    Cedarleaf 20.84%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    4.22 (weak acid)

    Molecular weight
    902.1 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    1894°C

    Flash point

    • 221.49 ˚C est.

  • Synonyms

    • beta-Tomatine
    • 17406-46-1
    • beta-D-Galactopyranoside, (3beta,5alpha,22beta,25S)-spirosolan-3-yl O-beta-D-glucopyranosyl-(1-->2)-O-beta-D-glucopyranosyl-(1-->4)-
    • ??-Tomatine
    • orb1691510
    • DTXSID001109910
    • HY-N7682
    • AKOS040757005
    • DA-59368
    • CS-0135201
    • NS00094317
    • H63542
    • (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-16-yl]oxyoxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
    • (3|A,5|A,22|A,25S)-Spirosolan-3-yl O-|A-D-glucopyranosyl-(1 inverted exclamation marku2)-O-|A-D-glucopyranosyl-(1 inverted exclamation marku4)-|A-D-galactopyranoside
    • (3I(2),5I+/-,22I(2),25S)-Spirosolan-3-yl O-I(2)-D-glucopyranosyl-(1a2)-O-I(2)-D-glucopyranosyl-(1a4)-I(2)-D-galactopyranoside
    • |A-D-Galactopyranoside, (3|A,5|A,22|A,25S)-spirosolan-3-yl O-|A-D-glucopyranosyl-(1 inverted exclamation marku2)-O-|A-D-glucopyranosyl-(1 inverted exclamation marku4)-
    • 17406-46-1

  • Applications

    beta-Tomatine (CAS 17406-46-1) is a natural glycoalkaloid from tomato with antimicrobial and antifungal activity and is used as a bioactive component across several industries. In agriculture, it is studied as a bio-based plant protection ingredient with antimicrobial/fungal activity. In cosmetics and personal care, it is evaluated as a bioactive ingredient with potential contributions to formulations exhibiting antimicrobial and antioxidant properties. In cleaning and household products, beta-tomatine can serve as a bioactive component with antimicrobial action in wash products, subject to regulatory controls. In coatings and inks, it is investigated as an antimicrobial additive for coatings and printed materials. In pharmaceuticals and research, beta-tomatine is studied for bioactivity and cytotoxicity, potentially serving as a lead compound or precursor in drug discovery, with use limited by local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.76
    methanol 7.04
    isopropanol 0.19
    water 0.44
    ethyl acetate 0.59
    n-propanol 0.34
    acetone 1.48
    n-butanol 0.17
    acetonitrile 0.57
    DMF 11.61
    toluene 0.17
    isobutanol 0.13
    1,4-dioxane 2.28
    methyl acetate 0.67
    THF 3.91
    2-butanone 0.69
    n-pentanol 0.18
    sec-butanol 0.11
    n-hexane 0.01
    ethylene glycol 2.45
    NMP 17.02
    cyclohexane 0.02
    DMSO 23.36
    n-butyl acetate 0.37
    n-octanol 0.33
    chloroform 0.99
    n-propyl acetate 0.41
    acetic acid 12.84
    dichloromethane 1.06
    cyclohexanone 1.32
    propylene glycol 1.17
    isopropyl acetate 0.42
    DMAc 11.1
    2-ethoxyethanol 3.13
    isopentanol 0.11
    n-heptane 0.02
    ethyl formate 0.91
    1,2-dichloroethane 0.5
    n-hexanol 0.17
    2-methoxyethanol 6.16
    isobutyl acetate 0.24
    tetrachloromethane 0.18
    n-pentyl acetate 0.85
    transcutol 7.52
    n-heptanol 0.41
    ethylbenzene 0.07
    MIBK 0.36
    2-propoxyethanol 3.0
    tert-butanol 0.12
    MTBE 0.1
    2-butoxyethanol 3.15
    propionic acid 1.09
    o-xylene 0.13
    formic acid 30.09
    diethyl ether 0.2
    m-xylene 0.14
    p-xylene 0.1
    chlorobenzene 0.23
    dimethyl carbonate 2.35
    n-octane 0.01
    formamide 17.81
    cyclopentanone 3.28
    2-pentanone 0.57
    anisole 0.35
    cyclopentyl methyl ether 0.73
    gamma-butyrolactone 5.34
    1-methoxy-2-propanol 2.9
    pyridine 1.61
    3-pentanone 0.47
    furfural 9.19
    n-dodecane 0.01
    diethylene glycol 5.4
    diisopropyl ether 0.06
    tert-amyl alcohol 0.11
    acetylacetone 2.59
    n-hexadecane 0.01
    acetophenone 0.84
    methyl propionate 0.99
    isopentyl acetate 0.32
    trichloroethylene 1.88
    n-nonanol 0.36
    cyclohexanol 0.16
    benzyl alcohol 0.62
    2-ethylhexanol 0.11
    isooctanol 0.26
    dipropyl ether 0.26
    1,2-dichlorobenzene 0.29
    ethyl lactate 1.01
    propylene carbonate 2.12
    n-methylformamide 6.17
    2-pentanol 0.08
    n-pentane 0.01
    1-propoxy-2-propanol 1.58
    1-methoxy-2-propyl acetate 1.74
    2-(2-methoxypropoxy) propanol 2.22
    mesitylene 0.08
    ε-caprolactone 1.57
    p-cymene 0.1
    epichlorohydrin 3.83
    1,1,1-trichloroethane 0.27
    2-aminoethanol 2.05
    morpholine-4-carbaldehyde 15.98
    sulfolane 17.06
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.64
    n-hexyl acetate 0.81
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 3.6
    sec-butyl acetate 0.22
    tert-butyl acetate 0.47
    decalin 0.01
    glycerin 6.3
    diglyme 6.99
    acrylic acid 3.27
    isopropyl myristate 0.21
    n-butyric acid 0.98
    acetyl acetate 1.31
    di(2-ethylhexyl) phthalate 0.57
    ethyl propionate 0.37
    nitromethane 16.98
    1,2-diethoxyethane 0.94
    benzonitrile 0.52
    trioctyl phosphate 0.37
    1-bromopropane 0.1
    gamma-valerolactone 12.08
    n-decanol 0.21
    triethyl phosphate 0.37
    4-methyl-2-pentanol 0.06
    propionitrile 0.23
    vinylene carbonate 2.82
    1,1,2-trichlorotrifluoroethane 12.18
    DMS 1.07
    cumene 0.06
    2-octanol 0.18
    2-hexanone 0.38
    octyl acetate 0.43
    limonene 0.11
    1,2-dimethoxyethane 2.78
    ethyl orthosilicate 0.3
    tributyl phosphate 0.29
    diacetone alcohol 1.33
    N,N-dimethylaniline 0.34
    acrylonitrile 0.73
    aniline 0.38
    1,3-propanediol 1.47
    bromobenzene 0.21
    dibromomethane 0.39
    1,1,2,2-tetrachloroethane 1.18
    2-methyl-cyclohexyl acetate 0.42
    tetrabutyl urea 0.56
    diisobutyl methanol 0.07
    2-phenylethanol 0.63
    styrene 0.09
    dioctyl adipate 0.57
    dimethyl sulfate 7.44
    ethyl butyrate 0.36
    methyl lactate 3.13
    butyl lactate 1.42
    diethyl carbonate 0.27
    propanediol butyl ether 3.42
    triethyl orthoformate 0.45
    p-tert-butyltoluene 0.09
    methyl 4-tert-butylbenzoate 2.01
    morpholine 2.34
    tert-butylamine 0.04
    n-dodecanol 0.13
    dimethoxymethane 5.22
    ethylene carbonate 1.51
    cyrene 5.39
    2-ethoxyethyl acetate 2.52
    2-ethylhexyl acetate 0.26
    1,2,4-trichlorobenzene 0.47
    4-methylpyridine 0.79
    dibutyl ether 0.17
    2,6-dimethyl-4-heptanol 0.07
    DEF 1.41
    dimethyl isosorbide 4.93
    tetrachloroethylene 1.12
    eugenol 2.29
    triacetin 2.71
    span 80 2.45
    1,4-butanediol 0.79
    1,1-dichloroethane 0.23
    2-methyl-1-pentanol 0.1
    methyl formate 5.99
    2-methyl-1-butanol 0.1
    n-decane 0.02
    butyronitrile 0.18
    3,7-dimethyl-1-octanol 0.16
    1-chlorooctane 0.1
    1-chlorotetradecane 0.03
    n-nonane 0.02
    undecane 0.01
    tert-butylcyclohexane 0.01
    cyclooctane 0.01
    cyclopentanol 0.32
    tetrahydropyran 0.49
    tert-amyl methyl ether 0.12
    2,5,8-trioxanonane 4.67
    1-hexene 0.02
    2-isopropoxyethanol 1.3
    2,2,2-trifluoroethanol 7.28
    methyl butyrate 0.48

    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