6'''-Feruloylspinosin

Overview IFRA Request a quote

  • Identifiers

    CAS number
    77690-92-7

    Molecular formula
    C38H40O18

    SMILES
    COC1=C(C=CC(=C1)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3C4=C(C=C5C(=C4O)C(=O)C=C(O5)C6=CC=C(C=C6)O)OC)CO)O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 71.33%
    Vanilla 38.46%
    Sweet 30.3%
    Milky 24.34%
    Savory 22.22%
    Spicy 21.63%
    Phenolic 21.56%
    Balsamic 20.86%
    Creamy 20.16%
    Bitter 18.98%

     

    Flavor
    Bitter 85.32%
    Bland 34.85%
    Odorless 33.21%
    Sweet-like 25.01%
    Cedarleaf 20.03%
    Very mild 19.71%
    Parsley 19.59%
    Lovage 19.42%
    Ethyl benzoate 18.71%
    Nitrile 18.51%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    7.1 (neutral)

    Molecular weight
    784.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    6445°C

    Flash point

    • 302.84 ˚C est.

  • Synonyms

    • 6'''-Feruloylspinosin
    • [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-6-yl]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
    • ((2R,3S,4S,5R,6S)-6-((2S,3R,4S,5S,6R)-4,5-dihydroxy-2-(5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-6-yl)-6-(hydroxymethyl)oxan-3-yl)oxy-3,4,5-trihydroxyoxan-2-yl)methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
    • (6-((4,5-dihydroxy-2-(5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxo-4H-chromen-6-yl)-6-(hydroxymethyl)oxan-3-yl)oxy)-3,4,5-trihydroxyoxan-2-yl)methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
    • [6-({4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxo-4H-chromen-6-yl]-6-(hydroxymethyl)oxan-3-yl}oxy)-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
    • RefChem:103610
    • 77690-92-7
    • 6-Feruloylspinosin
    • 6?-Feruloylspinosin
    • 6''-Feruloylspinosin
    • 6"-Feruloylspinosin
    • 6'''-feruloyspinosin
    • 6'''- Feruloylspinosin
    • Feruloylspinosin, 6'''-
    • orb1301249
    • SCHEMBL29888590
    • HY-N2160
    • MSK176846
    • AKOS037514914
    • EBC-615959
    • AC-33988
    • DA-60514
    • MS-31430
    • PD098520
    • CS-0019460
    • C17836
    • [(2R,3S,4S,5R,6S)-6-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxo-4H-chromen-6-yl]-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
    • 6'''-Feruloylspinosin6''-Feruloylspinosin; 6''-Feruloylspinosin; [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-6-yl]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
    • 77690-92-7

  • Applications

    6'''-Feruloylspinosin (CAS 77690-92-7) is a feruloylated flavonoid glycoside that is studied primarily as a natural product with potential bioactivity and as an intermediate in flavonoid chemistry. In industry, it may be used as a natural antioxidant and stabilizer in cosmetics/personal care formulations and in coatings, inks, and polymer systems to enhance oxidative stability; it can serve as a synthetic intermediate for preparing related flavonoid glycosides in pharmaceutical research; it may be explored as a fragrance precursor in perfumery; and it is of interest as a research reagent in pharmaceutical development and natural product chemistry, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.71
    methanol 8.71
    isopropanol 0.98
    water 0.05
    ethyl acetate 0.22
    n-propanol 1.88
    acetone 1.47
    n-butanol 0.82
    acetonitrile 0.23
    DMF 21.76
    toluene 0.07
    isobutanol 0.49
    1,4-dioxane 5.02
    methyl acetate 0.67
    THF 8.7
    2-butanone 1.29
    n-pentanol 0.46
    sec-butanol 0.74
    n-hexane 0.0
    ethylene glycol 7.35
    NMP 19.43
    cyclohexane 0.01
    DMSO 36.99
    n-butyl acetate 0.09
    n-octanol 0.25
    chloroform 0.18
    n-propyl acetate 0.15
    acetic acid 8.06
    dichloromethane 0.28
    cyclohexanone 1.54
    propylene glycol 8.63
    isopropyl acetate 0.11
    DMAc 18.11
    2-ethoxyethanol 6.16
    isopentanol 0.27
    n-heptane 0.01
    ethyl formate 0.66
    1,2-dichloroethane 0.23
    n-hexanol 0.15
    2-methoxyethanol 18.91
    isobutyl acetate 0.05
    tetrachloromethane 0.03
    n-pentyl acetate 0.27
    transcutol 6.61
    n-heptanol 0.27
    ethylbenzene 0.02
    MIBK 0.14
    2-propoxyethanol 2.79
    tert-butanol 0.35
    MTBE 0.13
    2-butoxyethanol 2.2
    propionic acid 1.95
    o-xylene 0.04
    formic acid 13.58
    diethyl ether 0.27
    m-xylene 0.03
    p-xylene 0.02
    chlorobenzene 0.04
    dimethyl carbonate 0.94
    n-octane 0.01
    formamide 10.35
    cyclopentanone 4.03
    2-pentanone 0.47
    anisole 0.13
    cyclopentyl methyl ether 0.5
    gamma-butyrolactone 4.67
    1-methoxy-2-propanol 7.71
    pyridine 1.46
    3-pentanone 0.36
    furfural 4.06
    n-dodecane 0.0
    diethylene glycol 5.62
    diisopropyl ether 0.02
    tert-amyl alcohol 0.32
    acetylacetone 0.81
    n-hexadecane 0.0
    acetophenone 0.22
    methyl propionate 0.66
    isopentyl acetate 0.07
    trichloroethylene 0.43
    n-nonanol 0.26
    cyclohexanol 0.38
    benzyl alcohol 0.4
    2-ethylhexanol 0.05
    isooctanol 0.14
    dipropyl ether 0.14
    1,2-dichlorobenzene 0.03
    ethyl lactate 0.5
    propylene carbonate 0.77
    n-methylformamide 9.03
    2-pentanol 0.22
    n-pentane 0.01
    1-propoxy-2-propanol 1.25
    1-methoxy-2-propyl acetate 0.42
    2-(2-methoxypropoxy) propanol 1.66
    mesitylene 0.01
    ε-caprolactone 1.39
    p-cymene 0.01
    epichlorohydrin 3.75
    1,1,1-trichloroethane 0.04
    2-aminoethanol 6.87
    morpholine-4-carbaldehyde 19.71
    sulfolane 12.59
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 1.15
    n-hexyl acetate 0.3
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 2.74
    sec-butyl acetate 0.06
    tert-butyl acetate 0.11
    decalin 0.0
    glycerin 21.56
    diglyme 4.77
    acrylic acid 3.44
    isopropyl myristate 0.08
    n-butyric acid 0.98
    acetyl acetate 0.15
    di(2-ethylhexyl) phthalate 0.17
    ethyl propionate 0.13
    nitromethane 7.49
    1,2-diethoxyethane 0.57
    benzonitrile 0.12
    trioctyl phosphate 0.13
    1-bromopropane 0.08
    gamma-valerolactone 15.29
    n-decanol 0.16
    triethyl phosphate 0.08
    4-methyl-2-pentanol 0.06
    propionitrile 0.23
    vinylene carbonate 0.83
    1,1,2-trichlorotrifluoroethane 8.76
    DMS 0.3
    cumene 0.01
    2-octanol 0.14
    2-hexanone 0.26
    octyl acetate 0.18
    limonene 0.02
    1,2-dimethoxyethane 4.19
    ethyl orthosilicate 0.07
    tributyl phosphate 0.1
    diacetone alcohol 0.9
    N,N-dimethylaniline 0.1
    acrylonitrile 0.53
    aniline 0.28
    1,3-propanediol 6.59
    bromobenzene 0.02
    dibromomethane 0.1
    1,1,2,2-tetrachloroethane 0.41
    2-methyl-cyclohexyl acetate 0.08
    tetrabutyl urea 0.27
    diisobutyl methanol 0.03
    2-phenylethanol 0.17
    styrene 0.02
    dioctyl adipate 0.22
    dimethyl sulfate 2.65
    ethyl butyrate 0.1
    methyl lactate 2.85
    butyl lactate 0.64
    diethyl carbonate 0.06
    propanediol butyl ether 3.25
    triethyl orthoformate 0.14
    p-tert-butyltoluene 0.01
    methyl 4-tert-butylbenzoate 0.45
    morpholine 8.08
    tert-butylamine 0.07
    n-dodecanol 0.09
    dimethoxymethane 6.35
    ethylene carbonate 0.53
    cyrene 3.0
    2-ethoxyethyl acetate 0.8
    2-ethylhexyl acetate 0.05
    1,2,4-trichlorobenzene 0.06
    4-methylpyridine 0.49
    dibutyl ether 0.11
    2,6-dimethyl-4-heptanol 0.03
    DEF 1.3
    dimethyl isosorbide 1.67
    tetrachloroethylene 0.28
    eugenol 0.61
    triacetin 0.64
    span 80 1.7
    1,4-butanediol 2.07
    1,1-dichloroethane 0.08
    2-methyl-1-pentanol 0.17
    methyl formate 5.59
    2-methyl-1-butanol 0.35
    n-decane 0.01
    butyronitrile 0.16
    3,7-dimethyl-1-octanol 0.09
    1-chlorooctane 0.04
    1-chlorotetradecane 0.01
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 1.08
    tetrahydropyran 1.04
    tert-amyl methyl ether 0.14
    2,5,8-trioxanonane 3.25
    1-hexene 0.02
    2-isopropoxyethanol 1.71
    2,2,2-trifluoroethanol 2.54
    methyl butyrate 0.24

    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