5-Hydroxy-2-(4-methoxyphenyl)-7-[(6-O-D-apio-beta-D-furanosyl-beta-D-glucopyranosyl)oxy]-4H-1-benzopyran-4-one

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  • Identifiers

    CAS number
    239106-94-6

    Molecular formula
    C27H30O14

    SMILES
    COC1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@](CO5)(CO)O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 66.29%
    Sweet 43.17%
    Vanilla 36.72%
    Milky 22.81%
    Phenolic 22.58%
    Bitter 21.25%
    Creamy 21.25%
    Balsamic 19.9%
    Savory 19.2%
    Spicy 18.48%

     

    Flavor
    Bitter 77.34%
    Bland 33.53%
    Odorless 31.95%
    Sweet-like 27.71%
    Very mild 20.06%
    Cedarleaf 20.06%
    Parsley 19.39%
    Eugenol 19.13%
    Very slight 19.05%
    Lovage 18.98%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.6

    pKa est.
    6.96 (neutral)

    Molecular weight
    578.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    5138°C

    Flash point

    • 290.77 ˚C est.

  • Synonyms

    • 239106-94-6
    • RefChem:303379
    • 5-Hydroxy-2-(4-methoxyphenyl)-7-((6-O-D-apio-beta-D-furanosyl-beta-D-glucopyranosyl)oxy)-4H-1-benzopyran-4-one
    • 5-Hydroxy-2-(4-methoxyphenyl)-7-[(6-O-D-apio-beta-D-furanosyl-beta-D-glucopyranosyl)oxy]-4H-1-benzopyran-4-one
    • DTXSID001111355
    • 5-Hydroxy-2-(4-methoxyphenyl)-7-[(6-O-D-apio-I(2)-D-furanosyl-I(2)-D-glucopyranosyl)oxy]-4H-1-benzopyran-4-one
    • 239106-94-6

  • Applications

    5-Hydroxy-2-(4-methoxyphenyl)-7-[(6-O-D-apio-beta-D-furanosyl-beta-D-glucopyranosyl)oxy]-4H-1-benzopyran-4-one, CAS 239106-94-6, is a glycosylated flavonoid that is primarily encountered in research and development contexts. It may be used as an analytical reference material or standard for flavonoid profiling by HPLC/LC-MS, aiding method validation and compound identification. It can serve as a synthetic intermediate or building block for derivatization of flavonoids in medicinal chemistry and natural products research. In cosmetics and personal care, it may be evaluated for antioxidant activity and considered as a candidate functional ingredient after regulatory considerations. It is also of interest in in vitro biological studies of flavonoid glycosides (e.g., antioxidant potential) and can be explored in nutraceutical research as a model compound or dietary-constituent precursor. Additionally, its glycosylation can be used to study solubility enhancement and formulation aspects in pharmaceutical and formulation development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.22
    methanol 2.05
    isopropanol 0.09
    water 0.03
    ethyl acetate 0.02
    n-propanol 0.27
    acetone 0.1
    n-butanol 0.15
    acetonitrile 0.03
    DMF 7.06
    toluene 0.01
    isobutanol 0.08
    1,4-dioxane 0.67
    methyl acetate 0.07
    THF 1.02
    2-butanone 0.13
    n-pentanol 0.07
    sec-butanol 0.12
    n-hexane 0.0
    ethylene glycol 2.19
    NMP 5.84
    cyclohexane 0.0
    DMSO 6.63
    n-butyl acetate 0.01
    n-octanol 0.1
    chloroform 0.03
    n-propyl acetate 0.02
    acetic acid 1.2
    dichloromethane 0.03
    cyclohexanone 0.21
    propylene glycol 3.19
    isopropyl acetate 0.01
    DMAc 5.16
    2-ethoxyethanol 1.9
    isopentanol 0.06
    n-heptane 0.0
    ethyl formate 0.07
    1,2-dichloroethane 0.02
    n-hexanol 0.03
    2-methoxyethanol 7.52
    isobutyl acetate 0.01
    tetrachloromethane 0.0
    n-pentyl acetate 0.06
    transcutol 5.47
    n-heptanol 0.11
    ethylbenzene 0.0
    MIBK 0.03
    2-propoxyethanol 0.93
    tert-butanol 0.05
    MTBE 0.02
    2-butoxyethanol 1.3
    propionic acid 0.33
    o-xylene 0.01
    formic acid 5.51
    diethyl ether 0.03
    m-xylene 0.01
    p-xylene 0.0
    chlorobenzene 0.0
    dimethyl carbonate 0.16
    n-octane 0.0
    formamide 3.4
    cyclopentanone 0.49
    2-pentanone 0.06
    anisole 0.02
    cyclopentyl methyl ether 0.1
    gamma-butyrolactone 0.6
    1-methoxy-2-propanol 2.94
    pyridine 0.19
    3-pentanone 0.05
    furfural 0.92
    n-dodecane 0.0
    diethylene glycol 2.22
    diisopropyl ether 0.0
    tert-amyl alcohol 0.08
    acetylacetone 0.1
    n-hexadecane 0.0
    acetophenone 0.03
    methyl propionate 0.08
    isopentyl acetate 0.01
    trichloroethylene 0.05
    n-nonanol 0.11
    cyclohexanol 0.08
    benzyl alcohol 0.07
    2-ethylhexanol 0.01
    isooctanol 0.06
    dipropyl ether 0.03
    1,2-dichlorobenzene 0.0
    ethyl lactate 0.14
    propylene carbonate 0.1
    n-methylformamide 2.16
    2-pentanol 0.04
    n-pentane 0.0
    1-propoxy-2-propanol 0.46
    1-methoxy-2-propyl acetate 0.1
    2-(2-methoxypropoxy) propanol 1.3
    mesitylene 0.0
    ε-caprolactone 0.24
    p-cymene 0.0
    epichlorohydrin 0.53
    1,1,1-trichloroethane 0.0
    2-aminoethanol 2.34
    morpholine-4-carbaldehyde 8.1
    sulfolane 2.81
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.16
    n-hexyl acetate 0.09
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 2.14
    sec-butyl acetate 0.01
    tert-butyl acetate 0.02
    decalin 0.0
    glycerin 13.81
    diglyme 3.61
    acrylic acid 0.79
    isopropyl myristate 0.02
    n-butyric acid 0.17
    acetyl acetate 0.02
    di(2-ethylhexyl) phthalate 0.08
    ethyl propionate 0.02
    nitromethane 1.35
    1,2-diethoxyethane 0.16
    benzonitrile 0.02
    trioctyl phosphate 0.05
    1-bromopropane 0.01
    gamma-valerolactone 3.54
    n-decanol 0.06
    triethyl phosphate 0.02
    4-methyl-2-pentanol 0.02
    propionitrile 0.03
    vinylene carbonate 0.12
    1,1,2-trichlorotrifluoroethane 2.76
    DMS 0.06
    cumene 0.0
    2-octanol 0.05
    2-hexanone 0.03
    octyl acetate 0.05
    limonene 0.01
    1,2-dimethoxyethane 1.22
    ethyl orthosilicate 0.02
    tributyl phosphate 0.04
    diacetone alcohol 0.23
    N,N-dimethylaniline 0.03
    acrylonitrile 0.09
    aniline 0.05
    1,3-propanediol 1.88
    bromobenzene 0.0
    dibromomethane 0.01
    1,1,2,2-tetrachloroethane 0.06
    2-methyl-cyclohexyl acetate 0.02
    tetrabutyl urea 0.1
    diisobutyl methanol 0.01
    2-phenylethanol 0.03
    styrene 0.0
    dioctyl adipate 0.07
    dimethyl sulfate 0.57
    ethyl butyrate 0.02
    methyl lactate 0.89
    butyl lactate 0.27
    diethyl carbonate 0.01
    propanediol butyl ether 2.6
    triethyl orthoformate 0.04
    p-tert-butyltoluene 0.0
    methyl 4-tert-butylbenzoate 0.22
    morpholine 1.46
    tert-butylamine 0.01
    n-dodecanol 0.03
    dimethoxymethane 1.51
    ethylene carbonate 0.07
    cyrene 1.74
    2-ethoxyethyl acetate 0.2
    2-ethylhexyl acetate 0.01
    1,2,4-trichlorobenzene 0.01
    4-methylpyridine 0.07
    dibutyl ether 0.04
    2,6-dimethyl-4-heptanol 0.01
    DEF 0.28
    dimethyl isosorbide 0.99
    tetrachloroethylene 0.04
    eugenol 0.42
    triacetin 0.27
    span 80 1.15
    1,4-butanediol 0.49
    1,1-dichloroethane 0.01
    2-methyl-1-pentanol 0.04
    methyl formate 1.19
    2-methyl-1-butanol 0.1
    n-decane 0.0
    butyronitrile 0.02
    3,7-dimethyl-1-octanol 0.04
    1-chlorooctane 0.01
    1-chlorotetradecane 0.0
    n-nonane 0.0
    undecane 0.0
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 0.18
    tetrahydropyran 0.14
    tert-amyl methyl ether 0.04
    2,5,8-trioxanonane 2.59
    1-hexene 0.0
    2-isopropoxyethanol 0.45
    2,2,2-trifluoroethanol 0.51
    methyl butyrate 0.03

    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