Vicenin-2

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  • Identifiers

    CAS number
    23666-13-9

    Molecular formula
    C27H30O15

    SMILES
    C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C(=C3O2)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 75.45%
    Sweet 31.62%
    Vanilla 29.27%
    Phenolic 27.5%
    Bitter 22.14%
    Milky 19.7%
    Savory 19.3%
    Burnt 19.17%
    Smoky 19.1%
    Creamy 17.59%

     

    Flavor
    Bitter 76.81%
    Odorless 38.6%
    Bland 29.92%
    Sweet-like 28.14%
    Very mild 20.59%
    Cedarleaf 19.88%
    Very slight 19.49%
    Eugenol 19.04%
    Nitrile 18.94%
    Fenugreek 18.88%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    -2.3

    pKa est.
    5.13 (weak acid)

    Molecular weight
    594.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    5481°C

    Flash point

    • 351.59 ˚C est.

  • Synonyms

    • Vicenin-2
    • Apigenin-6,8-di-C-glycoside
    • CHEBI:69814
    • isovitexin 8-C-beta-glucoside
    • 5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
    • 5,7,4'-Trihydroxyflavone-6,8-di-C-glucoside
    • 5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-4-one
    • 5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)chromen-4-one
    • 5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl)chromen-4-one
    • RefChem:1100975
    • 23666-13-9
    • Vicenin
    • Vicenin II
    • Vicenin -2
    • 6,8-di-c-glucosylapigenin
    • MLS000575019
    • Apigenin 6,8-di-C-glucoside
    • MFCD08458851
    • 5,7-Dihydroxy-2-(4-hydroxyphenyl)-6,8-bis((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one
    • ViceninII
    • Vicenin-II
    • AC1L9D6K
    • apigenin-6,8-di-C-glycopyranoside
    • Vicenin 2 (Standard)
    • Apigenin 6,8-di-C-beta-D-glucopyranoside
    • SureCN5826175
    • 6,8-di-C-hexosyl apigenin
    • 6,8-C,C-diglucosylapigenin
    • 6,8-di-C-glucosyl apigenin
    • apigenin-6,8-di-c-glucoside
    • 6,8-C,C-diglucosyl apigenin
    • apigenin 6,8-di C-glucoside
    • orb1303664
    • SCHEMBL5826175
    • 6,8-di-C-glucopyanosylapigenin
    • CHEMBL1442950
    • SCHEMBL29352338
    • 6,8-di-C-glucopyranocylapigenin
    • HY-N2165R
    • HMS2210F06
    • apigenin 6,8-di-C-glucopyranoside
    • HY-N2165
    • apigenin-6,8-di-C-beta-D-glucoside
    • MSK163797
    • AKOS015896841
    • apigenin 6-C-glucoside-8-C-glucoside
    • apigenin-6-C-glucoside-8-C-glucoside
    • EBC-463046
    • FV74184
    • Vicenin-II; 6,8-Di-C-glucosylapigenin
    • NCGC00247567-01
    • 5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one
    • AC-34904
    • DA-78880
    • MS-30565
    • SMR000232371
    • CS-0019465
    • 5,7,4'-trihydroxyflavone 6,8-di-C-glucoside
    • 6-C-glycopyranosyl-8-C-glycopyranosyl, apigenin
    • 666V139
    • Vicenin 2, primary pharmaceutical reference standard
    • 5,7-Dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(2S,3R,4R,5S,6R)[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-1-benzopyran-4-one
    • 23666-13-9

  • Applications

    Vicenin-2 (CAS 23666-13-9) is a natural flavone C-glycoside commonly encountered in botanical extracts. In commercial contexts, it is typically used as an antioxidant and bioactive constituent in cosmetics and personal-care formulations; it is also evaluated for inclusion in nutraceuticals and dietary supplements as part of plant polyphenol blends. In pharmaceutical and phytopharmaceutical development, Vicenin-2 is studied as a bioactive component from plant extracts with potential anti-inflammatory and antimicrobial activities, without asserting therapeutic claims. It is widely used as a reference standard or marker compound in analytical methods (HPLC, LC-MS) for quality control of botanical materials and extracts. In research and development, Vicenin-2 is often evaluated when assessing antioxidant capacity and phytochemical profiles of natural products, supporting product differentiation in cosmetic, food, and health-oriented sectors.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.3
    methanol 16.88
    isopropanol 0.83
    water 0.18
    ethyl acetate 0.11
    n-propanol 2.06
    acetone 0.56
    n-butanol 0.69
    acetonitrile 0.12
    DMF 18.31
    toluene 0.02
    isobutanol 0.41
    1,4-dioxane 1.75
    methyl acetate 0.31
    THF 2.83
    2-butanone 0.57
    n-pentanol 0.29
    sec-butanol 0.6
    n-hexane 0.0
    ethylene glycol 14.42
    NMP 16.97
    cyclohexane 0.01
    DMSO 24.18
    n-butyl acetate 0.07
    n-octanol 0.16
    chloroform 0.04
    n-propyl acetate 0.07
    acetic acid 7.44
    dichloromethane 0.06
    cyclohexanone 0.62
    propylene glycol 14.87
    isopropyl acetate 0.05
    DMAc 13.05
    2-ethoxyethanol 5.99
    isopentanol 0.19
    n-heptane 0.01
    ethyl formate 0.39
    1,2-dichloroethane 0.07
    n-hexanol 0.13
    2-methoxyethanol 26.64
    isobutyl acetate 0.02
    tetrachloromethane 0.01
    n-pentyl acetate 0.13
    transcutol 5.36
    n-heptanol 0.22
    ethylbenzene 0.01
    MIBK 0.06
    2-propoxyethanol 2.82
    tert-butanol 0.23
    MTBE 0.06
    2-butoxyethanol 2.22
    propionic acid 1.83
    o-xylene 0.02
    formic acid 28.88
    diethyl ether 0.15
    m-xylene 0.01
    p-xylene 0.01
    chlorobenzene 0.01
    dimethyl carbonate 0.48
    n-octane 0.0
    formamide 19.54
    cyclopentanone 1.51
    2-pentanone 0.22
    anisole 0.04
    cyclopentyl methyl ether 0.24
    gamma-butyrolactone 2.35
    1-methoxy-2-propanol 9.44
    pyridine 0.61
    3-pentanone 0.16
    furfural 2.14
    n-dodecane 0.0
    diethylene glycol 7.02
    diisopropyl ether 0.01
    tert-amyl alcohol 0.25
    acetylacetone 0.29
    n-hexadecane 0.0
    acetophenone 0.08
    methyl propionate 0.38
    isopentyl acetate 0.04
    trichloroethylene 0.09
    n-nonanol 0.16
    cyclohexanol 0.25
    benzyl alcohol 0.18
    2-ethylhexanol 0.04
    isooctanol 0.1
    dipropyl ether 0.09
    1,2-dichlorobenzene 0.01
    ethyl lactate 0.41
    propylene carbonate 0.37
    n-methylformamide 8.89
    2-pentanol 0.17
    n-pentane 0.01
    1-propoxy-2-propanol 1.34
    1-methoxy-2-propyl acetate 0.35
    2-(2-methoxypropoxy) propanol 1.27
    mesitylene 0.01
    ε-caprolactone 0.75
    p-cymene 0.01
    epichlorohydrin 1.29
    1,1,1-trichloroethane 0.01
    2-aminoethanol 14.0
    morpholine-4-carbaldehyde 15.06
    sulfolane 7.08
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.49
    n-hexyl acetate 0.14
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 2.33
    sec-butyl acetate 0.03
    tert-butyl acetate 0.05
    decalin 0.0
    glycerin 38.56
    diglyme 3.66
    acrylic acid 3.21
    isopropyl myristate 0.03
    n-butyric acid 0.76
    acetyl acetate 0.06
    di(2-ethylhexyl) phthalate 0.08
    ethyl propionate 0.07
    nitromethane 4.51
    1,2-diethoxyethane 0.28
    benzonitrile 0.04
    trioctyl phosphate 0.08
    1-bromopropane 0.03
    gamma-valerolactone 7.95
    n-decanol 0.1
    triethyl phosphate 0.06
    4-methyl-2-pentanol 0.04
    propionitrile 0.12
    vinylene carbonate 0.4
    1,1,2-trichlorotrifluoroethane 5.53
    DMS 0.16
    cumene 0.0
    2-octanol 0.09
    2-hexanone 0.1
    octyl acetate 0.09
    limonene 0.01
    1,2-dimethoxyethane 2.43
    ethyl orthosilicate 0.05
    tributyl phosphate 0.06
    diacetone alcohol 0.59
    N,N-dimethylaniline 0.04
    acrylonitrile 0.3
    aniline 0.13
    1,3-propanediol 9.7
    bromobenzene 0.0
    dibromomethane 0.03
    1,1,2,2-tetrachloroethane 0.1
    2-methyl-cyclohexyl acetate 0.05
    tetrabutyl urea 0.16
    diisobutyl methanol 0.02
    2-phenylethanol 0.1
    styrene 0.01
    dioctyl adipate 0.1
    dimethyl sulfate 1.42
    ethyl butyrate 0.06
    methyl lactate 2.74
    butyl lactate 0.52
    diethyl carbonate 0.04
    propanediol butyl ether 3.22
    triethyl orthoformate 0.1
    p-tert-butyltoluene 0.01
    methyl 4-tert-butylbenzoate 0.25
    morpholine 4.85
    tert-butylamine 0.05
    n-dodecanol 0.05
    dimethoxymethane 4.06
    ethylene carbonate 0.26
    cyrene 2.23
    2-ethoxyethyl acetate 0.37
    2-ethylhexyl acetate 0.03
    1,2,4-trichlorobenzene 0.01
    4-methylpyridine 0.17
    dibutyl ether 0.06
    2,6-dimethyl-4-heptanol 0.02
    DEF 0.85
    dimethyl isosorbide 1.15
    tetrachloroethylene 0.09
    eugenol 0.45
    triacetin 0.33
    span 80 1.43
    1,4-butanediol 2.23
    1,1-dichloroethane 0.02
    2-methyl-1-pentanol 0.1
    methyl formate 4.36
    2-methyl-1-butanol 0.27
    n-decane 0.01
    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 0.74
    tetrahydropyran 0.46
    tert-amyl methyl ether 0.08
    2,5,8-trioxanonane 2.39
    1-hexene 0.01
    2-isopropoxyethanol 1.16
    2,2,2-trifluoroethanol 2.36
    methyl butyrate 0.13

    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