Chrysophanein

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  • Identifiers

    CAS number
    4839-60-5

    Molecular formula
    C21H20O9

    SMILES
    CC1=CC2=C(C(=C1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)C4=C(C2=O)C=CC=C4O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 69.3%
    Vanilla 33.46%
    Sweet 32.77%
    Phenolic 28.78%
    Spicy 23.72%
    Milky 22.86%
    Bitter 21.79%
    Balsamic 20.77%
    Creamy 19.79%
    Savory 19.08%

     

    Flavor
    Bitter 91.79%
    Bland 28.92%
    Odorless 27.38%
    Sweet-like 22.79%
    Cedarleaf 20.13%
    Lovage 19.39%
    Parsley 19.14%
    Nitrile 18.67%
    Ripe apricot 18.14%
    Red fruit 17.99%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.3

    pKa est.
    6.73 (neutral)

    Molecular weight
    416.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2386°C

    Flash point

    • 302.05 ˚C est.

  • Synonyms

    • Chrysophanein
    • 4839-60-5
    • 8-hydroxy-3-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracene-9,10-dione
    • 8-hydroxy-3-methyl-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyanthracene-9,10-dione
    • RefChem:126011
    • Chrysophanol 1-o-glucoside
    • Chrysophanol-1-O-beta-D-glucoside
    • ChrysophaneinChrysophanol-1-beta-D-glucopyranoside
    • chrysophanol-1-O-glucose
    • chrysophanol-1-O-glucoside
    • CHEMBL112709
    • orb1684702
    • chrysophanol-1-beta-D-glucoside
    • WLZ4658
    • CHEBI:191585
    • chrysophanol 1-O-beta-D-glucoside
    • DTXSID301317562
    • EAA83960
    • HY-N4151
    • MFCD28964227
    • MSK157062
    • AKOS030573568
    • EBC-616617
    • chrysophanol-1-O-beta-D-glucopyranoside
    • 8-hydroxy-3-methyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracene-9,10-dione
    • DA-51885
    • MS-27237
    • CS-0032242
    • Chrysophanein;Chrysophanol-1--D-glucopyranoside
    • F17663
    • Chrysophanein;Chrysophanol-1-|A-D-glucopyranoside
    • Chrysophanein;Chrysophanol-1-| cent-D-Glucopyranoside
    • 8-Hydroxy-3-methyl-9,10-dioxo-9,10-dihydroanthracen-1-yl beta-D-glucopyranoside
    • 8-hydroxy-3-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-anthracene-9,10-dione
    • 4839-60-5

  • Applications

    Chrysophanein (CAS 4839-60-5) is typically used as an intermediate and additive in chemical manufacturing; in practice, it is commonly employed as an intermediate in the synthesis of dyes and pigment systems for coatings, plastics, and inks. It may act as an antioxidant or UV-stabilizing additive in polymers and coatings, contributing to improved durability and color retention. In cosmetics and personal care, chrysophanein may be used as a colorant or color adjunct for products. In the inks and coatings industries, it can function as a pigment or dye precursor for color systems. It is also evaluated as a scaffold in medicinal chemistry or pharmaceutical development, though applicability depends on local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 10.48
    methanol 10.87
    isopropanol 6.41
    water 0.35
    ethyl acetate 2.67
    n-propanol 8.15
    acetone 16.73
    n-butanol 3.29
    acetonitrile 3.96
    DMF 54.94
    toluene 0.57
    isobutanol 2.43
    1,4-dioxane 11.28
    methyl acetate 4.35
    THF 28.01
    2-butanone 8.26
    n-pentanol 2.19
    sec-butanol 3.22
    n-hexane 0.05
    ethylene glycol 20.13
    NMP 40.09
    cyclohexane 0.11
    DMSO 100.94
    n-butyl acetate 1.04
    n-octanol 1.63
    chloroform 0.54
    n-propyl acetate 1.46
    acetic acid 41.61
    dichloromethane 0.58
    cyclohexanone 9.4
    propylene glycol 15.78
    isopropyl acetate 1.65
    DMAc 72.09
    2-ethoxyethanol 25.28
    isopentanol 1.78
    n-heptane 0.1
    ethyl formate 3.13
    1,2-dichloroethane 0.95
    n-hexanol 1.49
    2-methoxyethanol 59.19
    isobutyl acetate 0.59
    tetrachloromethane 0.15
    n-pentyl acetate 1.63
    transcutol 25.24
    n-heptanol 2.09
    ethylbenzene 0.3
    MIBK 1.88
    2-propoxyethanol 17.0
    tert-butanol 3.85
    MTBE 0.93
    2-butoxyethanol 9.85
    propionic acid 8.76
    o-xylene 0.43
    formic acid 49.53
    diethyl ether 2.16
    m-xylene 0.38
    p-xylene 0.34
    chlorobenzene 0.29
    dimethyl carbonate 6.75
    n-octane 0.09
    formamide 57.19
    cyclopentanone 18.51
    2-pentanone 4.52
    anisole 1.17
    cyclopentyl methyl ether 3.59
    gamma-butyrolactone 19.52
    1-methoxy-2-propanol 29.31
    pyridine 6.87
    3-pentanone 2.91
    furfural 11.46
    n-dodecane 0.07
    diethylene glycol 30.27
    diisopropyl ether 0.33
    tert-amyl alcohol 2.24
    acetylacetone 9.0
    n-hexadecane 0.08
    acetophenone 2.21
    methyl propionate 5.22
    isopentyl acetate 0.94
    trichloroethylene 1.65
    n-nonanol 1.82
    cyclohexanol 2.38
    benzyl alcohol 2.93
    2-ethylhexanol 0.73
    isooctanol 1.3
    dipropyl ether 1.58
    1,2-dichlorobenzene 0.28
    ethyl lactate 4.29
    propylene carbonate 4.17
    n-methylformamide 25.93
    2-pentanol 1.47
    n-pentane 0.07
    1-propoxy-2-propanol 8.55
    1-methoxy-2-propyl acetate 4.22
    2-(2-methoxypropoxy) propanol 8.19
    mesitylene 0.23
    ε-caprolactone 7.46
    p-cymene 0.28
    epichlorohydrin 12.27
    1,1,1-trichloroethane 0.29
    2-aminoethanol 19.97
    morpholine-4-carbaldehyde 37.72
    sulfolane 35.6
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 5.71
    n-hexyl acetate 1.87
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 12.77
    sec-butyl acetate 0.71
    tert-butyl acetate 1.71
    decalin 0.04
    glycerin 41.82
    diglyme 19.38
    acrylic acid 12.72
    isopropyl myristate 0.86
    n-butyric acid 5.85
    acetyl acetate 2.07
    di(2-ethylhexyl) phthalate 1.44
    ethyl propionate 1.46
    nitromethane 43.98
    1,2-diethoxyethane 3.75
    benzonitrile 1.39
    trioctyl phosphate 1.29
    1-bromopropane 0.42
    gamma-valerolactone 35.07
    n-decanol 1.36
    triethyl phosphate 1.15
    4-methyl-2-pentanol 0.76
    propionitrile 2.61
    vinylene carbonate 3.99
    1,1,2-trichlorotrifluoroethane 21.09
    DMS 2.89
    cumene 0.19
    2-octanol 1.02
    2-hexanone 2.12
    octyl acetate 1.51
    limonene 0.41
    1,2-dimethoxyethane 17.99
    ethyl orthosilicate 1.04
    tributyl phosphate 1.15
    diacetone alcohol 8.17
    N,N-dimethylaniline 1.18
    acrylonitrile 4.97
    aniline 2.09
    1,3-propanediol 21.42
    bromobenzene 0.17
    dibromomethane 0.36
    1,1,2,2-tetrachloroethane 1.71
    2-methyl-cyclohexyl acetate 1.3
    tetrabutyl urea 2.69
    diisobutyl methanol 0.5
    2-phenylethanol 2.46
    styrene 0.31
    dioctyl adipate 1.85
    dimethyl sulfate 12.45
    ethyl butyrate 1.25
    methyl lactate 13.69
    butyl lactate 3.34
    diethyl carbonate 0.95
    propanediol butyl ether 9.73
    triethyl orthoformate 1.57
    p-tert-butyltoluene 0.28
    methyl 4-tert-butylbenzoate 3.81
    morpholine 20.98
    tert-butylamine 0.88
    n-dodecanol 0.95
    dimethoxymethane 27.4
    ethylene carbonate 3.45
    cyrene 11.76
    2-ethoxyethyl acetate 3.72
    2-ethylhexyl acetate 0.64
    1,2,4-trichlorobenzene 0.56
    4-methylpyridine 3.05
    dibutyl ether 1.04
    2,6-dimethyl-4-heptanol 0.5
    DEF 7.92
    dimethyl isosorbide 10.7
    tetrachloroethylene 1.43
    eugenol 4.99
    triacetin 4.03
    span 80 6.76
    1,4-butanediol 7.54
    1,1-dichloroethane 0.41
    2-methyl-1-pentanol 1.27
    methyl formate 16.9
    2-methyl-1-butanol 1.74
    n-decane 0.14
    butyronitrile 1.64
    3,7-dimethyl-1-octanol 0.94
    1-chlorooctane 0.41
    1-chlorotetradecane 0.18
    n-nonane 0.12
    undecane 0.1
    tert-butylcyclohexane 0.03
    cyclooctane 0.06
    cyclopentanol 5.19
    tetrahydropyran 5.28
    tert-amyl methyl ether 1.06
    2,5,8-trioxanonane 15.09
    1-hexene 0.23
    2-isopropoxyethanol 9.75
    2,2,2-trifluoroethanol 13.64
    methyl butyrate 2.02

    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