Prunetin

Overview IFRA Request a quote

  • Identifiers

    CAS number
    552-59-0

    Molecular formula
    C16H12O5

    SMILES
    COC1=CC(=C2C(=C1)OC=C(C2=O)C3=CC=C(C=C3)O)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 67.21%
    Sweet 43.02%
    Medicinal 36.22%
    Vanilla 32.74%
    Burnt 32.7%
    Odorless 31.71%
    Spicy 31.47%
    Smoky 30.87%
    Balsamic 27.33%
    Animal 26.87%

     

    Flavor
    Bitter 95.4%
    Cedarleaf 19.87%
    Lovage 19.84%
    Very strong 19.83%
    Parsley 19.67%
    Indole 19.58%
    Sweet-like 19.33%
    Nitrile 19.24%
    Odorless 19.13%
    Ripe apricot 18.96%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    9.07 (weak base)

    Molecular weight
    284.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    569°C

    Melting point expt.

    • 246 - 248 °C

    Flash point

    • 209.63 ˚C est.

  • Synonyms

    • Prunetin
    • 552-59-0
    • Prunusetin
    • 5,4'-dihydroxy-7-methoxyisoflavone
    • 4',5-dihydroxy-7-methoxyisoflavone
    • 5-hydroxy-3-(4-hydroxyphenyl)-7-methoxychromen-4-one
    • 5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one
    • 1TG4H5H11J
    • DTXSID3022530
    • RefChem:930127
    • DTXCID102530
    • 209-018-5
    • 5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one
    • Padmakastein
    • 4H-1-Benzopyran-4-one, 5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-
    • 5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-benzopyrone
    • MFCD00016951
    • EINECS 209-018-5
    • BRN 0292155
    • pruneitin
    • UNII-1TG4H5H11J
    • CCRIS 8951
    • 7-O-methyl-genistein
    • 7-O-Methyl genistein
    • Spectrum_001027
    • SpecPlus_000493
    • PRUNETIN [MI]
    • Spectrum3_001402
    • Spectrum4_001723
    • Spectrum5_000486
    • Oprea1_083784
    • SCHEMBL73420
    • BSPBio_003044
    • KBioGR_002106
    • KBioSS_001507
    • 5-18-04-00595 (Beilstein Handbook Reference)
    • BIDD:ER0153
    • DivK1c_006589
    • Isoflavone, 4',5-dihydroxy-7-methoxy- (7CI,8CI)
    • CHEMBL491174
    • GTPL6919
    • orb1302338
    • 5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-chromen-4-one
    • SCHEMBL29612430
    • KBio1_001533
    • KBio2_001507
    • KBio2_004075
    • KBio2_006643
    • KBio3_002264
    • Prunetin, >=98.0% (TLC)
    • 4',5-dihydroxy-7-methoxygenistein
    • HY-N2597
    • BDBM50359990
    • LMPK12050353
    • AKOS016010281
    • EBC-465073
    • FP66156
    • SMP1_000150
    • Isoflavone, 4',5-dihydroxy-7-methoxy-
    • NCGC00178331-01
    • AC-35016
    • AS-71541
    • DA-57174
    • ST096009
    • CS-0022974
    • NS00033278
    • 552P590
    • F241347
    • Q7253051
    • BRD-K57546357-001-01-6
    • 5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one, 9CI
    • Prunetin

  • Applications

    Prunetin (CAS 552-59-0) is a naturally occurring isoflavone commonly used as an intermediate in the synthesis of related flavonoids and isoflavone derivatives for pharmaceutical and agrochemical research. In analytical and plant science work, it is used as a research reagent and reference standard for flavonoid profiling and quality control of natural product materials. In cosmetics and personal care, prunetin may be evaluated as a polyphenolic antioxidant or bioactive constituent in formulation studies, subject to regulatory constraints. In materials science, it has potential as a natural antioxidant additive for polymers and coatings to improve stability, depending on regulatory and formulation considerations. In plant science and agriculture, prunetin is encountered in studies of flavonoid metabolism and serves as a model compound for structure-activity investigations of isoflavones.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.81
    methanol 0.98
    isopropanol 0.97
    water 0.0
    ethyl acetate 1.64
    n-propanol 1.28
    acetone 7.56
    n-butanol 1.19
    acetonitrile 1.73
    DMF 25.58
    toluene 0.34
    isobutanol 1.06
    1,4-dioxane 8.21
    methyl acetate 3.66
    THF 64.61
    2-butanone 9.56
    n-pentanol 1.0
    sec-butanol 1.29
    n-hexane 0.01
    ethylene glycol 1.1
    NMP 21.9
    cyclohexane 0.01
    DMSO 300.64
    n-butyl acetate 2.3
    n-octanol 0.46
    chloroform 0.39
    n-propyl acetate 2.29
    acetic acid 2.73
    dichloromethane 0.59
    cyclohexanone 11.12
    propylene glycol 1.91
    isopropyl acetate 1.44
    DMAc 44.68
    2-ethoxyethanol 9.4
    isopentanol 1.55
    n-heptane 0.01
    ethyl formate 1.81
    1,2-dichloroethane 1.36
    n-hexanol 0.85
    2-methoxyethanol 23.87
    isobutyl acetate 1.37
    tetrachloromethane 0.04
    n-pentyl acetate 1.2
    transcutol 38.35
    n-heptanol 0.58
    ethylbenzene 0.23
    MIBK 2.73
    2-propoxyethanol 11.63
    tert-butanol 2.02
    MTBE 1.01
    2-butoxyethanol 4.8
    propionic acid 1.73
    o-xylene 0.29
    formic acid 1.44
    diethyl ether 0.54
    m-xylene 0.22
    p-xylene 0.38
    chlorobenzene 0.41
    dimethyl carbonate 2.06
    n-octane 0.01
    formamide 4.45
    cyclopentanone 27.81
    2-pentanone 4.2
    anisole 1.86
    cyclopentyl methyl ether 3.81
    gamma-butyrolactone 20.01
    1-methoxy-2-propanol 14.13
    pyridine 6.61
    3-pentanone 2.5
    furfural 16.24
    n-dodecane 0.01
    diethylene glycol 13.1
    diisopropyl ether 0.15
    tert-amyl alcohol 1.89
    acetylacetone 8.06
    n-hexadecane 0.02
    acetophenone 3.2
    methyl propionate 2.67
    isopentyl acetate 2.85
    trichloroethylene 3.48
    n-nonanol 0.58
    cyclohexanol 1.44
    benzyl alcohol 2.4
    2-ethylhexanol 0.79
    isooctanol 0.66
    dipropyl ether 0.89
    1,2-dichlorobenzene 0.51
    ethyl lactate 2.5
    propylene carbonate 4.48
    n-methylformamide 6.03
    2-pentanol 0.61
    n-pentane 0.0
    1-propoxy-2-propanol 6.61
    1-methoxy-2-propyl acetate 6.34
    2-(2-methoxypropoxy) propanol 9.73
    mesitylene 0.14
    ε-caprolactone 7.65
    p-cymene 0.34
    epichlorohydrin 36.76
    1,1,1-trichloroethane 0.55
    2-aminoethanol 1.97
    morpholine-4-carbaldehyde 23.39
    sulfolane 60.51
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 9.2
    n-hexyl acetate 1.73
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 11.13
    sec-butyl acetate 1.44
    tert-butyl acetate 2.7
    decalin 0.02
    glycerin 8.19
    diglyme 27.27
    acrylic acid 2.39
    isopropyl myristate 0.9
    n-butyric acid 2.18
    acetyl acetate 1.29
    di(2-ethylhexyl) phthalate 1.66
    ethyl propionate 2.0
    nitromethane 14.85
    1,2-diethoxyethane 4.38
    benzonitrile 2.03
    trioctyl phosphate 0.94
    1-bromopropane 0.37
    gamma-valerolactone 42.42
    n-decanol 0.48
    triethyl phosphate 2.01
    4-methyl-2-pentanol 0.58
    propionitrile 1.8
    vinylene carbonate 3.21
    1,1,2-trichlorotrifluoroethane 19.51
    DMS 2.73
    cumene 0.2
    2-octanol 0.32
    2-hexanone 3.9
    octyl acetate 1.19
    limonene 0.44
    1,2-dimethoxyethane 21.43
    ethyl orthosilicate 1.57
    tributyl phosphate 1.42
    diacetone alcohol 8.66
    N,N-dimethylaniline 1.35
    acrylonitrile 3.71
    aniline 1.59
    1,3-propanediol 4.79
    bromobenzene 0.3
    dibromomethane 0.26
    1,1,2,2-tetrachloroethane 2.86
    2-methyl-cyclohexyl acetate 2.57
    tetrabutyl urea 2.78
    diisobutyl methanol 0.62
    2-phenylethanol 2.58
    styrene 0.25
    dioctyl adipate 2.25
    dimethyl sulfate 8.28
    ethyl butyrate 2.18
    methyl lactate 4.82
    butyl lactate 2.45
    diethyl carbonate 1.59
    propanediol butyl ether 3.94
    triethyl orthoformate 2.2
    p-tert-butyltoluene 0.29
    methyl 4-tert-butylbenzoate 3.8
    morpholine 15.0
    tert-butylamine 0.43
    n-dodecanol 0.38
    dimethoxymethane 13.09
    ethylene carbonate 2.39
    cyrene 8.5
    2-ethoxyethyl acetate 3.7
    2-ethylhexyl acetate 1.93
    1,2,4-trichlorobenzene 1.12
    4-methylpyridine 4.27
    dibutyl ether 0.89
    2,6-dimethyl-4-heptanol 0.62
    DEF 5.11
    dimethyl isosorbide 17.62
    tetrachloroethylene 1.06
    eugenol 4.59
    triacetin 3.51
    span 80 4.22
    1,4-butanediol 1.13
    1,1-dichloroethane 0.45
    2-methyl-1-pentanol 1.35
    methyl formate 4.28
    2-methyl-1-butanol 1.34
    n-decane 0.02
    butyronitrile 1.58
    3,7-dimethyl-1-octanol 0.78
    1-chlorooctane 0.17
    1-chlorotetradecane 0.09
    n-nonane 0.01
    undecane 0.02
    tert-butylcyclohexane 0.02
    cyclooctane 0.01
    cyclopentanol 2.52
    tetrahydropyran 4.01
    tert-amyl methyl ether 1.15
    2,5,8-trioxanonane 18.73
    1-hexene 0.07
    2-isopropoxyethanol 5.03
    2,2,2-trifluoroethanol 1.14
    methyl butyrate 3.5

    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