Sieboldin

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  • Identifiers

    CAS number
    18777-73-6

    Molecular formula
    C21H24O11

    SMILES
    C1=CC(=C(C=C1CCC(=O)C2=C(C=C(C=C2O)OC3C(C(C(C(O3)CO)O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 79.14%
    Vanilla 26.35%
    Phenolic 25.98%
    Savory 22.42%
    Milky 20.63%
    Sweet 19.86%
    Balsamic 19.1%
    Bitter 18.34%
    Burnt 18.31%
    Spicy 18.19%

     

    Flavor
    Bitter 75.96%
    Odorless 42.36%
    Bland 36.47%
    Sweet-like 27.29%
    Mild 23.18%
    Very mild 20.75%
    Cedarleaf 20.62%
    Parsley 20.11%
    Eugenol 19.81%
    Lovage 19.64%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.5

    pKa est.
    8.86 (weak base)

    Molecular weight
    452.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2479°C

    Flash point

    • 302.83 ˚C est.

  • Synonyms

    • Sieboldin
    • 3-Hydroxyphloretin-4'-glucoside
    • 18777-73-6
    • 3-(3,4-dihydroxyphenyl)-1-[2,6-dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one
    • Sieboldin (8CI)
    • SCHEMBL29363557
    • LMPK12120530
    • XH161919
    • H51817
    • 3-(3,4-Dihydroxyphenyl)-1-[4-(b-D-glucopyranosyloxy)-2,6-dihydroxyphenyl]-1-propanone
    • 18777-73-6

  • Applications

    Sieboldin, CAS 18777-73-6, is typically used as an intermediate in organic synthesis and is being evaluated for cosmetic and personal care applications as an antioxidant or fragrance component; it is also explored as a functional additive for coatings and inks and as a stabilizer in polymers/plastics; in pharmaceutical research it often serves as a scaffold for SAR studies of flavonoid-type compounds; additional potential uses in household products and as a fragrance ingredient may be considered within applicable regulatory limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.78
    methanol 36.04
    isopropanol 1.99
    water 0.5
    ethyl acetate 0.63
    n-propanol 6.46
    acetone 6.72
    n-butanol 2.82
    acetonitrile 0.58
    DMF 78.83
    toluene 0.12
    isobutanol 1.29
    1,4-dioxane 4.29
    methyl acetate 0.98
    THF 13.2
    2-butanone 3.47
    n-pentanol 0.77
    sec-butanol 1.83
    n-hexane 0.01
    ethylene glycol 36.6
    NMP 48.21
    cyclohexane 0.03
    DMSO 392.73
    n-butyl acetate 0.15
    n-octanol 0.7
    chloroform 0.05
    n-propyl acetate 0.18
    acetic acid 18.46
    dichloromethane 0.07
    cyclohexanone 3.39
    propylene glycol 37.04
    isopropyl acetate 0.32
    DMAc 60.62
    2-ethoxyethanol 23.68
    isopentanol 0.97
    n-heptane 0.03
    ethyl formate 1.36
    1,2-dichloroethane 0.15
    n-hexanol 0.49
    2-methoxyethanol 122.65
    isobutyl acetate 0.06
    tetrachloromethane 0.03
    n-pentyl acetate 0.33
    transcutol 17.78
    n-heptanol 0.75
    ethylbenzene 0.04
    MIBK 0.61
    2-propoxyethanol 10.69
    tert-butanol 1.23
    MTBE 0.32
    2-butoxyethanol 5.52
    propionic acid 4.6
    o-xylene 0.1
    formic acid 76.6
    diethyl ether 0.7
    m-xylene 0.08
    p-xylene 0.04
    chlorobenzene 0.02
    dimethyl carbonate 2.19
    n-octane 0.02
    formamide 79.07
    cyclopentanone 8.82
    2-pentanone 2.12
    anisole 0.2
    cyclopentyl methyl ether 1.32
    gamma-butyrolactone 8.34
    1-methoxy-2-propanol 42.56
    pyridine 1.58
    3-pentanone 1.29
    furfural 6.52
    n-dodecane 0.01
    diethylene glycol 27.63
    diisopropyl ether 0.08
    tert-amyl alcohol 1.18
    acetylacetone 3.33
    n-hexadecane 0.02
    acetophenone 0.36
    methyl propionate 1.92
    isopentyl acetate 0.14
    trichloroethylene 0.22
    n-nonanol 0.7
    cyclohexanol 1.14
    benzyl alcohol 0.62
    2-ethylhexanol 0.17
    isooctanol 0.4
    dipropyl ether 0.41
    1,2-dichlorobenzene 0.02
    ethyl lactate 1.51
    propylene carbonate 1.16
    n-methylformamide 37.76
    2-pentanol 0.75
    n-pentane 0.03
    1-propoxy-2-propanol 4.27
    1-methoxy-2-propyl acetate 1.32
    2-(2-methoxypropoxy) propanol 5.0
    mesitylene 0.05
    ε-caprolactone 2.52
    p-cymene 0.04
    epichlorohydrin 4.45
    1,1,1-trichloroethane 0.03
    2-aminoethanol 45.06
    morpholine-4-carbaldehyde 35.41
    sulfolane 41.64
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 1.89
    n-hexyl acetate 0.51
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 7.89
    sec-butyl acetate 0.09
    tert-butyl acetate 0.45
    decalin 0.01
    glycerin 99.64
    diglyme 13.08
    acrylic acid 7.46
    isopropyl myristate 0.16
    n-butyric acid 2.96
    acetyl acetate 0.33
    di(2-ethylhexyl) phthalate 0.37
    ethyl propionate 0.3
    nitromethane 23.58
    1,2-diethoxyethane 0.98
    benzonitrile 0.14
    trioctyl phosphate 0.34
    1-bromopropane 0.08
    gamma-valerolactone 28.73
    n-decanol 0.45
    triethyl phosphate 0.26
    4-methyl-2-pentanol 0.25
    propionitrile 0.5
    vinylene carbonate 1.09
    1,1,2-trichlorotrifluoroethane 14.17
    DMS 0.54
    cumene 0.03
    2-octanol 0.33
    2-hexanone 0.4
    octyl acetate 0.34
    limonene 0.08
    1,2-dimethoxyethane 10.78
    ethyl orthosilicate 0.23
    tributyl phosphate 0.26
    diacetone alcohol 4.45
    N,N-dimethylaniline 0.22
    acrylonitrile 1.17
    aniline 0.44
    1,3-propanediol 34.56
    bromobenzene 0.01
    dibromomethane 0.04
    1,1,2,2-tetrachloroethane 0.24
    2-methyl-cyclohexyl acetate 0.19
    tetrabutyl urea 0.73
    diisobutyl methanol 0.12
    2-phenylethanol 0.4
    styrene 0.03
    dioctyl adipate 0.44
    dimethyl sulfate 7.56
    ethyl butyrate 0.24
    methyl lactate 11.35
    butyl lactate 1.24
    diethyl carbonate 0.14
    propanediol butyl ether 6.99
    triethyl orthoformate 0.34
    p-tert-butyltoluene 0.04
    methyl 4-tert-butylbenzoate 1.38
    morpholine 11.48
    tert-butylamine 0.23
    n-dodecanol 0.27
    dimethoxymethane 25.85
    ethylene carbonate 0.71
    cyrene 7.43
    2-ethoxyethyl acetate 0.93
    2-ethylhexyl acetate 0.09
    1,2,4-trichlorobenzene 0.05
    4-methylpyridine 0.54
    dibutyl ether 0.27
    2,6-dimethyl-4-heptanol 0.12
    DEF 4.83
    dimethyl isosorbide 5.65
    tetrachloroethylene 0.22
    eugenol 1.85
    triacetin 1.23
    span 80 3.8
    1,4-butanediol 5.91
    1,1-dichloroethane 0.04
    2-methyl-1-pentanol 0.37
    methyl formate 16.17
    2-methyl-1-butanol 1.22
    n-decane 0.03
    butyronitrile 0.35
    3,7-dimethyl-1-octanol 0.3
    1-chlorooctane 0.09
    1-chlorotetradecane 0.03
    n-nonane 0.03
    undecane 0.02
    tert-butylcyclohexane 0.01
    cyclooctane 0.02
    cyclopentanol 2.36
    tetrahydropyran 1.49
    tert-amyl methyl ether 0.47
    2,5,8-trioxanonane 10.0
    1-hexene 0.05
    2-isopropoxyethanol 4.2
    2,2,2-trifluoroethanol 5.74
    methyl butyrate 0.5

    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