Vitisin A (pyranoanthocyanin)

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  • Identifiers

    CAS number
    184362-09-2

    Molecular formula
    C26H25O14+

    SMILES
    COC1=CC(=CC(=C1O)OC)C2=C(C3=C4C(=CC(=O)C=C4OC(=C3C=[OH+])O)O2)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O

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  • Odor profile

    Fragrance
    Odorless 71.58%
    Vanilla 32.6%
    Milky 26.64%
    Savory 22.45%
    Phenolic 21.15%
    Burnt 20.97%
    Creamy 19.27%
    Dairy 18.77%
    Sweet 17.42%
    Smoky 17.33%

     

    Flavor
    Bitter 83.36%
    Bland 33.8%
    Odorless 33.13%
    Sweet-like 24.13%
    Parsley 20.12%
    Cedarleaf 19.98%
    Very mild 19.48%
    Eugenol 19.34%
    Lovage 19.18%
    Nitrile 18.41%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.8

    pKa est.
    8.27 (weak base)

    Molecular weight
    561.5 g/mol

    Flash point

    • 314.16 ˚C est.

  • Synonyms

    • Vitisin A (pyranoanthocyanin)
    • 184362-09-2
    • DTXSID20438083
    • CHEBI:147424
    • Q6607141
    • 8-Hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-3-(oxidaniumylidenemethyl)-2-oxo-2H-pyrano[4,3,2-de][1]benzopyran-4-yl beta-D-glucopyranoside
    • 184362-09-2

  • Applications

    Vitisin A (pyranoanthocyanin), CAS 184362-09-2, is a natural pigment formed during wine fermentation with a red hue that remains relatively stable under various conditions. Real-world applications span natural colorant use in foods and beverages (notably wines and fermented products); pigments for cosmetics and personal care formulations; colorants for coatings and printing inks in polymer-based systems; and materials research where color stability and potential antioxidant contributions are of interest.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.03
    methanol 7.12
    isopropanol 1.68
    water 0.66
    ethyl acetate 0.6
    n-propanol 2.93
    acetone 0.98
    n-butanol 1.15
    acetonitrile 0.54
    DMF 27.52
    toluene 0.08
    isobutanol 0.88
    1,4-dioxane 2.9
    methyl acetate 1.52
    THF 4.36
    2-butanone 1.6
    n-pentanol 0.62
    sec-butanol 1.49
    n-hexane 0.01
    ethylene glycol 15.89
    NMP 33.66
    cyclohexane 0.02
    DMSO 28.26
    n-butyl acetate 0.28
    n-octanol 0.35
    chloroform 0.22
    n-propyl acetate 0.37
    acetic acid 18.93
    dichloromethane 0.33
    cyclohexanone 1.64
    propylene glycol 14.36
    isopropyl acetate 0.26
    DMAc 28.3
    2-ethoxyethanol 8.07
    isopentanol 0.4
    n-heptane 0.03
    ethyl formate 1.26
    1,2-dichloroethane 0.31
    n-hexanol 0.3
    2-methoxyethanol 22.42
    isobutyl acetate 0.11
    tetrachloromethane 0.05
    n-pentyl acetate 0.45
    transcutol 6.77
    n-heptanol 0.54
    ethylbenzene 0.03
    MIBK 0.18
    2-propoxyethanol 4.57
    tert-butanol 0.61
    MTBE 0.18
    2-butoxyethanol 3.31
    propionic acid 6.29
    o-xylene 0.06
    formic acid 41.69
    diethyl ether 0.44
    m-xylene 0.04
    p-xylene 0.04
    chlorobenzene 0.05
    dimethyl carbonate 2.57
    n-octane 0.02
    formamide 36.47
    cyclopentanone 3.4
    2-pentanone 0.59
    anisole 0.16
    cyclopentyl methyl ether 0.68
    gamma-butyrolactone 7.04
    1-methoxy-2-propanol 11.9
    pyridine 1.65
    3-pentanone 0.61
    furfural 5.4
    n-dodecane 0.01
    diethylene glycol 10.85
    diisopropyl ether 0.05
    tert-amyl alcohol 0.68
    acetylacetone 0.85
    n-hexadecane 0.01
    acetophenone 0.34
    methyl propionate 1.73
    isopentyl acetate 0.17
    trichloroethylene 0.53
    n-nonanol 0.37
    cyclohexanol 0.75
    benzyl alcohol 0.55
    2-ethylhexanol 0.13
    isooctanol 0.27
    dipropyl ether 0.34
    1,2-dichlorobenzene 0.04
    ethyl lactate 1.73
    propylene carbonate 1.71
    n-methylformamide 16.28
    2-pentanol 0.48
    n-pentane 0.02
    1-propoxy-2-propanol 2.52
    1-methoxy-2-propyl acetate 1.06
    2-(2-methoxypropoxy) propanol 2.13
    mesitylene 0.02
    ε-caprolactone 2.41
    p-cymene 0.03
    epichlorohydrin 3.12
    1,1,1-trichloroethane 0.06
    2-aminoethanol 12.28
    morpholine-4-carbaldehyde 22.46
    sulfolane 15.85
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 1.24
    n-hexyl acetate 0.4
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 3.3
    sec-butyl acetate 0.15
    tert-butyl acetate 0.2
    decalin 0.01
    glycerin 40.02
    diglyme 5.5
    acrylic acid 10.97
    isopropyl myristate 0.11
    n-butyric acid 2.42
    acetyl acetate 0.37
    di(2-ethylhexyl) phthalate 0.26
    ethyl propionate 0.39
    nitromethane 15.43
    1,2-diethoxyethane 0.67
    benzonitrile 0.2
    trioctyl phosphate 0.24
    1-bromopropane 0.14
    gamma-valerolactone 12.15
    n-decanol 0.24
    triethyl phosphate 0.33
    4-methyl-2-pentanol 0.13
    propionitrile 0.59
    vinylene carbonate 1.85
    1,1,2-trichlorotrifluoroethane 13.2
    DMS 0.72
    cumene 0.02
    2-octanol 0.27
    2-hexanone 0.33
    octyl acetate 0.27
    limonene 0.06
    1,2-dimethoxyethane 4.52
    ethyl orthosilicate 0.26
    tributyl phosphate 0.21
    diacetone alcohol 1.44
    N,N-dimethylaniline 0.16
    acrylonitrile 1.32
    aniline 0.46
    1,3-propanediol 9.77
    bromobenzene 0.03
    dibromomethane 0.15
    1,1,2,2-tetrachloroethane 0.56
    2-methyl-cyclohexyl acetate 0.21
    tetrabutyl urea 0.46
    diisobutyl methanol 0.06
    2-phenylethanol 0.32
    styrene 0.04
    dioctyl adipate 0.32
    dimethyl sulfate 7.01
    ethyl butyrate 0.33
    methyl lactate 7.95
    butyl lactate 1.32
    diethyl carbonate 0.28
    propanediol butyl ether 3.89
    triethyl orthoformate 0.45
    p-tert-butyltoluene 0.03
    methyl 4-tert-butylbenzoate 0.71
    morpholine 6.71
    tert-butylamine 0.16
    n-dodecanol 0.15
    dimethoxymethane 7.68
    ethylene carbonate 1.31
    cyrene 4.5
    2-ethoxyethyl acetate 1.15
    2-ethylhexyl acetate 0.13
    1,2,4-trichlorobenzene 0.11
    4-methylpyridine 0.63
    dibutyl ether 0.17
    2,6-dimethyl-4-heptanol 0.06
    DEF 2.62
    dimethyl isosorbide 2.32
    tetrachloroethylene 0.45
    eugenol 1.1
    triacetin 1.1
    span 80 2.1
    1,4-butanediol 3.49
    1,1-dichloroethane 0.12
    2-methyl-1-pentanol 0.26
    methyl formate 9.31
    2-methyl-1-butanol 0.61
    n-decane 0.02
    butyronitrile 0.3
    3,7-dimethyl-1-octanol 0.13
    1-chlorooctane 0.07
    1-chlorotetradecane 0.02
    n-nonane 0.02
    undecane 0.01
    tert-butylcyclohexane 0.0
    cyclooctane 0.01
    cyclopentanol 1.88
    tetrahydropyran 1.05
    tert-amyl methyl ether 0.25
    2,5,8-trioxanonane 3.86
    1-hexene 0.04
    2-isopropoxyethanol 2.63
    2,2,2-trifluoroethanol 10.89
    methyl butyrate 0.59

    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