Apigenin-7-O-(6''-O-4-coumaroyl)-beta-glucopyranoside

Overview IFRA Request a quote

  • Identifiers

    CAS number
    105815-90-5

    Molecular formula
    C30H26O12

    SMILES
    C1=CC(=CC=C1/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 66.24%
    Phenolic 32.26%
    Vanilla 27.83%
    Balsamic 26.85%
    Spicy 23.72%
    Sweet 22.75%
    Bitter 22.21%
    Savory 21.5%
    Milky 19.9%
    Burnt 19.69%

     

    Flavor
    Bitter 90.84%
    Odorless 33.11%
    Bland 29.8%
    Sweet-like 22.59%
    Cedarleaf 19.83%
    Lovage 19.82%
    Parsley 19.38%
    Nitrile 19.15%
    Ethyl benzoate 18.89%
    Heather 18.53%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.6

    pKa est.
    8.25 (weak base)

    Molecular weight
    578.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    3353°C

    Flash point

    • 309.12 ˚C est.

  • Synonyms

    • 105815-90-5
    • Apigenin-7-O-(6''-O-4-coumaroyl)-beta-glucopyranoside
    • DTXSID001021352
    • RefChem:916039
    • DTXCID801506392
    • Echinacin
    • J64J7O64HY
    • Acbglu
    • [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
    • UNII-J64J7O64HY
    • ECHINACIN (GLYCOSIDE)
    • CHEMBL3597472
    • SCHEMBL30537982
    • apigenin-7-O-beta-D-(6''-p-coumaryl)-glucoside
    • APIGENIN 7-O-(6''-O-P-COUMAROYLGLUCOSIDE)
    • Q27281248
    • apigenin 7-O-(6-O-E-coumaroyl)-beta-D-glucopyranoside
    • 2-PROPENOIC ACID, 3-(4-HYDROXYPHENYL)-, 6'-ESTER WITH 7-(.BETA.-D-GLUCOPYRANOSYLOXY)-5-HYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE, (E)-
    • 4H-1-BENZOPYRAN-4-ONE, 5-HYDROXY-2-(4-HYDROXYPHENYL)-7-((6-O-((2E)-3-(4-HYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-
    • 4H-1-BENZOPYRAN-4-ONE, 5-HYDROXY-2-(4-HYDROXYPHENYL)-7-((6-O-((2E)-3-(4-HYDROXYPHENYL)-1-OXO-2-PROPENYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-
    • 4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-7-((6-O-(3-(4-hydroxyphenyl)-1-oxo-2-propenyl)-beta-D-glucopyranosyl)oxy)-, (E)-
    • 105815-90-5

  • Applications

    Apigenin-7-O-(6''-O-4-coumaroyl)-beta-glucopyranoside (CAS 105815-90-5) is a flavonoid glycoside bearing a coumaroyl ester that is evaluated as a natural antioxidant and stabilizing additive in cosmetics and personal care; it serves as an analytical reference standard and a potential lead-like intermediate in pharmaceutical research; in food processing it may be assessed as a natural antioxidant; in polymer and coating formulations it is explored for UV/oxidative stabilization; in agricultural and plant science contexts it functions as a phytochemical tool for studying flavonoid biosynthesis. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.91
    methanol 1.85
    isopropanol 0.46
    water 0.02
    ethyl acetate 0.08
    n-propanol 0.9
    acetone 1.06
    n-butanol 0.32
    acetonitrile 0.11
    DMF 16.85
    toluene 0.03
    isobutanol 0.25
    1,4-dioxane 2.97
    methyl acetate 0.35
    THF 7.19
    2-butanone 0.83
    n-pentanol 0.21
    sec-butanol 0.41
    n-hexane 0.0
    ethylene glycol 3.38
    NMP 9.53
    cyclohexane 0.0
    DMSO 37.12
    n-butyl acetate 0.04
    n-octanol 0.13
    chloroform 0.03
    n-propyl acetate 0.06
    acetic acid 3.7
    dichloromethane 0.04
    cyclohexanone 0.69
    propylene glycol 6.44
    isopropyl acetate 0.05
    DMAc 15.3
    2-ethoxyethanol 5.09
    isopentanol 0.13
    n-heptane 0.0
    ethyl formate 0.21
    1,2-dichloroethane 0.05
    n-hexanol 0.05
    2-methoxyethanol 14.69
    isobutyl acetate 0.03
    tetrachloromethane 0.0
    n-pentyl acetate 0.11
    transcutol 9.94
    n-heptanol 0.13
    ethylbenzene 0.01
    MIBK 0.08
    2-propoxyethanol 1.95
    tert-butanol 0.21
    MTBE 0.09
    2-butoxyethanol 1.69
    propionic acid 0.91
    o-xylene 0.02
    formic acid 5.46
    diethyl ether 0.12
    m-xylene 0.02
    p-xylene 0.01
    chlorobenzene 0.01
    dimethyl carbonate 0.43
    n-octane 0.0
    formamide 5.62
    cyclopentanone 2.41
    2-pentanone 0.26
    anisole 0.08
    cyclopentyl methyl ether 0.27
    gamma-butyrolactone 2.48
    1-methoxy-2-propanol 6.44
    pyridine 0.87
    3-pentanone 0.18
    furfural 2.4
    n-dodecane 0.0
    diethylene glycol 3.51
    diisopropyl ether 0.01
    tert-amyl alcohol 0.21
    acetylacetone 0.55
    n-hexadecane 0.0
    acetophenone 0.11
    methyl propionate 0.29
    isopentyl acetate 0.03
    trichloroethylene 0.11
    n-nonanol 0.14
    cyclohexanol 0.17
    benzyl alcohol 0.21
    2-ethylhexanol 0.02
    isooctanol 0.07
    dipropyl ether 0.1
    1,2-dichlorobenzene 0.01
    ethyl lactate 0.28
    propylene carbonate 0.27
    n-methylformamide 4.74
    2-pentanol 0.11
    n-pentane 0.0
    1-propoxy-2-propanol 1.02
    1-methoxy-2-propyl acetate 0.25
    2-(2-methoxypropoxy) propanol 1.92
    mesitylene 0.01
    ε-caprolactone 0.59
    p-cymene 0.01
    epichlorohydrin 2.13
    1,1,1-trichloroethane 0.01
    2-aminoethanol 4.25
    morpholine-4-carbaldehyde 14.3
    sulfolane 7.68
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.7
    n-hexyl acetate 0.14
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 3.11
    sec-butyl acetate 0.03
    tert-butyl acetate 0.07
    decalin 0.0
    glycerin 18.65
    diglyme 6.21
    acrylic acid 1.74
    isopropyl myristate 0.05
    n-butyric acid 0.38
    acetyl acetate 0.06
    di(2-ethylhexyl) phthalate 0.11
    ethyl propionate 0.06
    nitromethane 4.9
    1,2-diethoxyethane 0.48
    benzonitrile 0.05
    trioctyl phosphate 0.07
    1-bromopropane 0.02
    gamma-valerolactone 11.86
    n-decanol 0.09
    triethyl phosphate 0.04
    4-methyl-2-pentanol 0.03
    propionitrile 0.11
    vinylene carbonate 0.27
    1,1,2-trichlorotrifluoroethane 4.27
    DMS 0.13
    cumene 0.0
    2-octanol 0.07
    2-hexanone 0.13
    octyl acetate 0.1
    limonene 0.01
    1,2-dimethoxyethane 4.11
    ethyl orthosilicate 0.04
    tributyl phosphate 0.06
    diacetone alcohol 0.63
    N,N-dimethylaniline 0.06
    acrylonitrile 0.26
    aniline 0.15
    1,3-propanediol 3.34
    bromobenzene 0.01
    dibromomethane 0.02
    1,1,2,2-tetrachloroethane 0.11
    2-methyl-cyclohexyl acetate 0.04
    tetrabutyl urea 0.19
    diisobutyl methanol 0.02
    2-phenylethanol 0.07
    styrene 0.01
    dioctyl adipate 0.17
    dimethyl sulfate 1.26
    ethyl butyrate 0.05
    methyl lactate 1.47
    butyl lactate 0.36
    diethyl carbonate 0.03
    propanediol butyl ether 2.81
    triethyl orthoformate 0.1
    p-tert-butyltoluene 0.01
    methyl 4-tert-butylbenzoate 0.31
    morpholine 5.32
    tert-butylamine 0.04
    n-dodecanol 0.05
    dimethoxymethane 4.25
    ethylene carbonate 0.17
    cyrene 2.54
    2-ethoxyethyl acetate 0.37
    2-ethylhexyl acetate 0.02
    1,2,4-trichlorobenzene 0.02
    4-methylpyridine 0.25
    dibutyl ether 0.09
    2,6-dimethyl-4-heptanol 0.02
    DEF 0.61
    dimethyl isosorbide 1.88
    tetrachloroethylene 0.06
    eugenol 0.49
    triacetin 0.44
    span 80 1.45
    1,4-butanediol 1.11
    1,1-dichloroethane 0.02
    2-methyl-1-pentanol 0.09
    methyl formate 2.92
    2-methyl-1-butanol 0.18
    n-decane 0.0
    butyronitrile 0.07
    3,7-dimethyl-1-octanol 0.05
    1-chlorooctane 0.02
    1-chlorotetradecane 0.01
    n-nonane 0.0
    undecane 0.0
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 0.58
    tetrahydropyran 0.59
    tert-amyl methyl ether 0.09
    2,5,8-trioxanonane 4.49
    1-hexene 0.01
    2-isopropoxyethanol 1.33
    2,2,2-trifluoroethanol 0.96
    methyl butyrate 0.11

    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