Piceatannol

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  • Identifiers

    CAS number
    10083-24-6

    Molecular formula
    C14H12O4

    SMILES
    C1=CC(=C(C=C1/C=C/C2=CC(=CC(=C2)O)O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Phenolic 62.49%
    Odorless 49.87%
    Spicy 38.58%
    Burnt 35.8%
    Smoky 30.04%
    Medicinal 28.52%
    Balsamic 22.78%
    Savory 21.41%
    Woody 21.36%
    Vanilla 19.69%

     

    Flavor
    Bitter 89.01%
    Odorless 23.73%
    Nitrile 21.55%
    Very strong 21.21%
    Mild 20.89%
    Cedarleaf 20.72%
    Indole 20.66%
    Curry 20.55%
    Flat 20.45%
    Almond shell 20.26%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    12.25 (strong base)

    Molecular weight
    244.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    533°C

    Flash point

    • 240.89 ˚C est.

  • Synonyms

    • piceatannol
    • 10083-24-6
    • trans-Piceatannol
    • 3-Hydroxyresveratol
    • (E)-Piceatannol
    • Astringenin
    • 3,3',4'5-Tetrahydroxystilbene
    • 4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol
    • 4-[(E)-2-(3,5-dihydroxyphenyl)vinyl]benzene-1,2-diol
    • 6KS3LS0D4F
    • NSC-365798
    • 3,4,3',5'-tetrahydroxy-trans-stilbene
    • NSC-622471
    • DB08399
    • trans-3,3',4,5'-Tetrahydroxystilbene
    • 3,3',4,5'-Tetrahydroxy-trans-stilbene
    • J61.264B
    • CHEBI:28814
    • C05901
    • 3,3',4,5'-STILBENETETROL, (E)-
    • 4-((E)-2-(3,5-DIHYDROXYPHENYL)ETHENYL)BENZENE-1,2-DIOL
    • 4-((E)-2-(3,5-DIHYDROXYPHENYL)VINYL)-1,2-BENZENEDIOL
    • 4-((E)-2-(3,5-dihydroxyphenyl)vinyl)benzene-1,2-diol
    • 4-((1E)-2-(3,5-dihydroxyphenyl)ethenyl)benzene-1,2-diol
    • 4-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol
    • RefChem:44580
    • (E)-4-(3,5-dihydroxystyryl)benzene-1,2-diol
    • 3,5,3',4'-Tetrahydroxystilbene
    • 3,3',4,5'-Tetrahydroxystilbene
    • MFCD00221715
    • 4339-71-3
    • 1,2-Benzenediol, 4-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]-
    • 4-(3,5-dihydroxystyryl)benzene-1,2-diol
    • CHEMBL69863
    • astringinin
    • 1,2-Benzenediol, 4-(2-(3,5-dihydroxyphenyl)ethenyl)-, (E)-
    • NSC365798
    • NSC622471
    • piceatanol
    • SMR001230734
    • Astringenin;trans-Piceatannol
    • SR-01000076056
    • MLS003171221
    • UNII-6KS3LS0D4F
    • NSC 365798
    • NSC 622471
    • Astringinine
    • 4-[(1E)-2-(3,5-Dihydroxyphenyl)ethenyl]-1,2-benzenediol
    • 1,2-Benzenediol, 4-[2-(3,5-dihydroxyphenyl)ethenyl]-, (E)-
    • 3,3',4,5'-Stilbenetetrol
    • CCRIS 9289
    • 1,2-BENZENEDIOL, 4-((1E)-2-(3,5-DIHYDROXYPHENYL)ETHENYL)-
    • Piceatannol, powder
    • 1,2-Benzenediol, 4-(2-(3,5-dihydroxyphenyl)ethenyl)-
    • Piceatannol (Standard)
    • BiomolKI_000023
    • BiomolKI2_000031
    • Lopac0_000915
    • SCHEMBL43541
    • BSPBio_001120
    • MLS002153321
    • MLS006010974
    • BIDD:ER0001
    • BMK1-C11
    • cid_667639
    • MEGxp0_000245
    • orb1310449
    • DTXSID6040587
    • REGID_for_CID_667639
    • SCHEMBL29501290
    • CHEBI:92460
    • HMS1362H21
    • HMS1792H21
    • HMS1990H21
    • HMS2236B03
    • HMS3262H12
    • HMS3403H21
    • HMS3412J21
    • HMS3676J21
    • ML027
    • Tox21_500915
    • 3,3'',4,5''-tetrahydroxystilbene
    • BDBM50045936
    • EBC-12049
    • HY-13518R
    • LMPK13090006
    • s3026
    • 3,4,3'',5''-tetrahydroxystillbene
    • AKOS015914951
    • AC-5281
    • CCG-100627
    • CS-5657
    • FD18005
    • FP74129
    • LP00915
    • SDCCGSBI-0050890.P002
    • SDCCGSBI-0050890.P010
    • IDI1_002155
    • SMP2_000263
    • NCGC00094226-01
    • NCGC00094226-02
    • NCGC00094226-03
    • NCGC00094226-04
    • NCGC00094226-05
    • NCGC00094226-06
    • NCGC00094226-07
    • NCGC00094226-20
    • NCGC00261600-01
    • AS-18099
    • HY-13518
    • SY052694
    • trans-3,3'',4,5''-tetrahydroxystilbene
    • 3,4,3'',5''-tetrahydroxy-trans-stilbene
    • EU-0100915
    • NS00014902
    • P1928
    • ST50825907
    • SW219501-1
    • K00089
    • M02237
    • P 0453
    • 339P713
    • EN300-23569528
    • 1, 4-[2-(3,5-dihydroxyphenyl)ethenyl]-, (E)-
    • CU-00000000400-1
    • Q7190608
    • SR-01000076056-1
    • 10083-24-6

  • Applications

    Piceatannol (CAS 10083-24-6) is a natural stilbenoid whose applications are largely in research and formulation development. It is commonly evaluated as an antioxidant in cosmetics and personal care formulations; in pharmaceutical and biomedical research it is studied as a lead compound or pharmacological probe with antiproliferative and anti-inflammatory activities; in agriculture and plant science it is recognized as a phytoalexin relevant to plant defense signaling; in chemical synthesis it is used as a starting material or intermediate for preparing stilbene derivatives; and in nutraceutical research it is investigated for potential health-related applications. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 35.16
    methanol 42.9
    isopropanol 20.76
    water 0.06
    ethyl acetate 16.94
    n-propanol 28.44
    acetone 32.72
    n-butanol 20.97
    acetonitrile 6.2
    DMF 46.06
    toluene 0.3
    isobutanol 9.17
    1,4-dioxane 19.85
    methyl acetate 16.69
    THF 235.6
    2-butanone 40.72
    n-pentanol 11.05
    sec-butanol 24.86
    n-hexane 0.05
    ethylene glycol 19.68
    NMP 15.97
    cyclohexane 0.02
    DMSO 294.68
    n-butyl acetate 7.34
    n-octanol 5.28
    chloroform 0.01
    n-propyl acetate 6.96
    acetic acid 20.08
    dichloromethane 0.0
    cyclohexanone 12.72
    propylene glycol 45.37
    isopropyl acetate 16.01
    DMAc 98.11
    2-ethoxyethanol 69.36
    isopentanol 16.79
    n-heptane 0.15
    ethyl formate 7.04
    1,2-dichloroethane 0.04
    n-hexanol 11.45
    2-methoxyethanol 157.19
    isobutyl acetate 3.28
    tetrachloromethane 0.05
    n-pentyl acetate 5.47
    transcutol 118.52
    n-heptanol 7.17
    ethylbenzene 0.44
    MIBK 18.36
    2-propoxyethanol 61.65
    tert-butanol 42.73
    MTBE 23.46
    2-butoxyethanol 27.32
    propionic acid 15.61
    o-xylene 0.57
    formic acid 17.14
    diethyl ether 8.74
    m-xylene 0.63
    p-xylene 0.34
    chlorobenzene 0.1
    dimethyl carbonate 11.71
    n-octane 0.08
    formamide 61.63
    cyclopentanone 40.75
    2-pentanone 25.24
    anisole 6.03
    cyclopentyl methyl ether 16.58
    gamma-butyrolactone 37.71
    1-methoxy-2-propanol 114.7
    pyridine 3.37
    3-pentanone 10.45
    furfural 15.26
    n-dodecane 0.13
    diethylene glycol 66.29
    diisopropyl ether 3.28
    tert-amyl alcohol 37.84
    acetylacetone 38.53
    n-hexadecane 0.15
    acetophenone 5.86
    methyl propionate 19.05
    isopentyl acetate 9.37
    trichloroethylene 0.14
    n-nonanol 5.89
    cyclohexanol 6.88
    benzyl alcohol 5.57
    2-ethylhexanol 5.96
    isooctanol 6.23
    dipropyl ether 9.07
    1,2-dichlorobenzene 0.21
    ethyl lactate 15.61
    propylene carbonate 10.1
    n-methylformamide 31.26
    2-pentanol 15.29
    n-pentane 0.04
    1-propoxy-2-propanol 43.83
    1-methoxy-2-propyl acetate 30.21
    2-(2-methoxypropoxy) propanol 38.18
    mesitylene 0.6
    ε-caprolactone 13.07
    p-cymene 1.19
    epichlorohydrin 20.35
    1,1,1-trichloroethane 0.13
    2-aminoethanol 46.43
    morpholine-4-carbaldehyde 33.96
    sulfolane 60.19
    2,2,4-trimethylpentane 0.22
    2-methyltetrahydrofuran 34.7
    n-hexyl acetate 8.39
    isooctane 0.17
    2-(2-butoxyethoxy)ethanol 48.93
    sec-butyl acetate 7.61
    tert-butyl acetate 29.55
    decalin 0.08
    glycerin 84.17
    diglyme 73.53
    acrylic acid 12.76
    isopropyl myristate 5.79
    n-butyric acid 17.97
    acetyl acetate 7.8
    di(2-ethylhexyl) phthalate 4.95
    ethyl propionate 11.06
    nitromethane 52.99
    1,2-diethoxyethane 20.0
    benzonitrile 1.71
    trioctyl phosphate 4.31
    1-bromopropane 0.05
    gamma-valerolactone 49.99
    n-decanol 4.68
    triethyl phosphate 7.4
    4-methyl-2-pentanol 10.53
    propionitrile 6.67
    vinylene carbonate 4.83
    1,1,2-trichlorotrifluoroethane 27.52
    DMS 8.06
    cumene 0.57
    2-octanol 3.96
    2-hexanone 10.51
    octyl acetate 6.25
    limonene 1.67
    1,2-dimethoxyethane 72.49
    ethyl orthosilicate 7.42
    tributyl phosphate 5.1
    diacetone alcohol 62.89
    N,N-dimethylaniline 4.57
    acrylonitrile 7.77
    aniline 2.48
    1,3-propanediol 60.28
    bromobenzene 0.05
    dibromomethane 0.0
    1,1,2,2-tetrachloroethane 0.33
    2-methyl-cyclohexyl acetate 7.8
    tetrabutyl urea 7.6
    diisobutyl methanol 6.85
    2-phenylethanol 7.81
    styrene 0.32
    dioctyl adipate 8.8
    dimethyl sulfate 23.28
    ethyl butyrate 8.82
    methyl lactate 34.31
    butyl lactate 10.8
    diethyl carbonate 6.28
    propanediol butyl ether 25.31
    triethyl orthoformate 10.48
    p-tert-butyltoluene 1.52
    methyl 4-tert-butylbenzoate 14.98
    morpholine 49.91
    tert-butylamine 10.38
    n-dodecanol 3.54
    dimethoxymethane 63.77
    ethylene carbonate 4.47
    cyrene 26.07
    2-ethoxyethyl acetate 12.95
    2-ethylhexyl acetate 5.16
    1,2,4-trichlorobenzene 0.49
    4-methylpyridine 2.48
    dibutyl ether 5.73
    2,6-dimethyl-4-heptanol 6.85
    DEF 18.47
    dimethyl isosorbide 49.65
    tetrachloroethylene 0.32
    eugenol 16.59
    triacetin 13.88
    span 80 21.2
    1,4-butanediol 12.67
    1,1-dichloroethane 0.03
    2-methyl-1-pentanol 11.19
    methyl formate 14.88
    2-methyl-1-butanol 14.89
    n-decane 0.2
    butyronitrile 5.87
    3,7-dimethyl-1-octanol 7.24
    1-chlorooctane 0.91
    1-chlorotetradecane 0.5
    n-nonane 0.13
    undecane 0.16
    tert-butylcyclohexane 0.16
    cyclooctane 0.02
    cyclopentanol 10.83
    tetrahydropyran 11.04
    tert-amyl methyl ether 20.65
    2,5,8-trioxanonane 61.51
    1-hexene 0.26
    2-isopropoxyethanol 34.78
    2,2,2-trifluoroethanol 5.57
    methyl butyrate 9.96

    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