Genistein

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  • Identifiers

    CAS number
    446-72-0

    Molecular formula
    C15H10O5

    SMILES
    C1=CC(=CC=C1C2=COC3=CC(=CC(=C3C2=O)O)O)O

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Phenolic 66.97%
    Odorless 47.77%
    Burnt 36.1%
    Medicinal 33.65%
    Smoky 26.76%
    Bitter 24.95%
    Nutty 24.68%
    Spicy 24.15%
    Animal 23.49%
    Musty 21.73%

     

    Flavor
    Bitter 95.61%
    Odorless 21.03%
    Very strong 20.81%
    Indole 20.39%
    Nitrile 20.13%
    Cedarleaf 20.05%
    Sweet-like 19.71%
    Lovage 19.58%
    Rotten 19.3%
    Parsley 19.15%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    9.76 (weak base)

    Molecular weight
    270.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    613°C

    Melting point expt.

    • 301.5 dec °C
    • 297-298 °C (slight decomposition)
    • 301.5 °C

    Flash point

    • 231.61 ˚C est.

    Solubility expt.

    • Soluble in the usual organic solvents; soluble in dilute alkalies with yellow color. Practically insoluble in water.

  • Synonyms

    • genistein
    • 446-72-0
    • Prunetol
    • 4',5,7-Trihydroxyisoflavone
    • Genisterin
    • Genisteol
    • Sophoricol
    • 5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
    • 5,7,4'-Trihydroxyisoflavone
    • Bonistein
    • Genestein
    • 5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one
    • 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-
    • 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
    • 4',5, 7-Trihydroxyisoflavone
    • DTXSID5022308
    • NSC36586
    • NSC-36586
    • DH2M523P0H
    • NPI-031L
    • BIO-300
    • SIPI-807-1
    • FW-635I-2
    • DTXCID002308
    • CHEBI:28088
    • 5,7-dihydroxy-3-(4-hydroxyphenyl)-chromen-4-one
    • RefChem:5853
    • TEMPO HOT FLASH RELIEF
    • alpha-ISOSPARTEINE, (-)-
    • SPARTEINE L-alpha-ISOSPARTEINE
    • 207-174-9
    • NSC-366737
    • Differenol A
    • MFCD00016952
    • NPI 031L
    • C.I. 75610
    • SIPI 807-1
    • NSC 36586
    • Genistein [USAN]
    • 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4-benzopyrone
    • Genistein (Standard)
    • CHEMBL44
    • Bio 300
    • ISOFLAVONE, 4',5,7-TRIHYDROXY-
    • MLS000738127
    • Genistein (USAN)
    • s1342
    • GEN
    • NCGC00015479-09
    • 690224-00-1
    • CAS-446-72-0
    • Lactoferrin-genistein
    • CCRIS 7675
    • 1x7r
    • SR-01000075498
    • EINECS 207-174-9
    • BRN 0263823
    • UNII-DH2M523P0H
    • Genisteina
    • Genistein?
    • STO514
    • 4',5,7-Trihydroxy isoflavone
    • HSDB 7475
    • PTI G4660
    • PTI-G4660
    • SIPI-9764-I
    • 3kgt
    • 3kgu
    • Genistein, 8
    • PTI-G 4660
    • Genistein (GEN)
    • TNP00151
    • Spectrum_000320
    • Tocris-1110
    • 2qa8
    • Genistein 85% HPLC
    • GENISTEIN [INN]
    • SpecPlus_000305
    • GENISTEIN [MI]
    • GENISTEIN [HSDB]
    • Spectrum2_000638
    • Spectrum3_000678
    • Spectrum4_001543
    • Spectrum5_000106
    • Lopac-G-6649
    • 4',7-Trihydroxyisoflavone
    • GENISTEIN [MART.]
    • MolMap_000022
    • UPCMLD-DP096
    • G 6649
    • G10000
    • GENISTEIN [USP-RS]
    • GENISTEIN [WHO-DD]
    • Isoflavone,5,7-trihydroxy-
    • Lopac0_000520
    • Oprea1_224620
    • Oprea1_437815
    • SCHEMBL19166
    • BSPBio_002375
    • KBioGR_002006
    • KBioGR_002564
    • KBioSS_000800
    • KBioSS_002573
    • NPI031L
    • SPECTRUM210296
    • 5-18-04-00594 (Beilstein Handbook Reference)
    • BIDD:ER0113
    • DivK1c_006401
    • Genistein, analytical standard
    • SPBio_000636
    • 4',5,7-.Trihydroxyisoflavone
    • 4',5,7-trihydroxy-Isoflavone
    • GTPL2826
    • MEGxp0_000568
    • orb1307572
    • orb3025503
    • 4,5,7-Trihydroxy Iso-Flavone
    • SCHEMBL29352944
    • UPCMLD-DP096:001
    • ACon1_001065
    • BDBM19459
    • cid_5280961
    • KBio1_001345
    • KBio2_000800
    • KBio2_002564
    • KBio2_003368
    • KBio2_005132
    • 446-72-0

  • Applications

    Genistein (CAS 446-72-0) is a natural isoflavone used in pharmaceutical research and medicinal chemistry as a scaffold for the synthesis of isoflavone derivatives; it also serves as an analytical reference standard for quantifying isoflavones in soy-based materials and ingredients, typically by HPLC; in cosmetics and personal care, genistein is explored as a natural bioactive ingredient for use in formulation concepts; in food and nutrition research, it is recognized as a natural constituent of soy and soy-derived products and may be used as a marker for quality control and compositional studies.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.81
    methanol 5.84
    isopropanol 5.61
    water 0.0
    ethyl acetate 4.56
    n-propanol 6.18
    acetone 12.15
    n-butanol 7.14
    acetonitrile 3.24
    DMF 69.16
    toluene 0.18
    isobutanol 3.86
    1,4-dioxane 9.78
    methyl acetate 6.32
    THF 107.77
    2-butanone 20.19
    n-pentanol 4.75
    sec-butanol 6.42
    n-hexane 0.01
    ethylene glycol 6.82
    NMP 39.2
    cyclohexane 0.01
    DMSO 1105.6
    n-butyl acetate 4.5
    n-octanol 1.31
    chloroform 0.01
    n-propyl acetate 5.38
    acetic acid 6.21
    dichloromethane 0.01
    cyclohexanone 16.6
    propylene glycol 12.41
    isopropyl acetate 3.76
    DMAc 83.14
    2-ethoxyethanol 39.14
    isopentanol 7.05
    n-heptane 0.01
    ethyl formate 4.02
    1,2-dichloroethane 0.11
    n-hexanol 2.42
    2-methoxyethanol 107.98
    isobutyl acetate 2.11
    tetrachloromethane 0.01
    n-pentyl acetate 2.35
    transcutol 115.44
    n-heptanol 1.49
    ethylbenzene 0.15
    MIBK 6.92
    2-propoxyethanol 38.33
    tert-butanol 7.86
    MTBE 2.09
    2-butoxyethanol 12.59
    propionic acid 4.64
    o-xylene 0.18
    formic acid 3.86
    diethyl ether 1.27
    m-xylene 0.17
    p-xylene 0.2
    chlorobenzene 0.08
    dimethyl carbonate 3.34
    n-octane 0.01
    formamide 14.33
    cyclopentanone 43.46
    2-pentanone 12.51
    anisole 1.6
    cyclopentyl methyl ether 6.05
    gamma-butyrolactone 32.23
    1-methoxy-2-propanol 81.79
    pyridine 3.98
    3-pentanone 4.29
    furfural 18.04
    n-dodecane 0.02
    diethylene glycol 42.43
    diisopropyl ether 0.29
    tert-amyl alcohol 6.7
    acetylacetone 18.05
    n-hexadecane 0.02
    acetophenone 3.42
    methyl propionate 6.68
    isopentyl acetate 4.7
    trichloroethylene 0.2
    n-nonanol 1.57
    cyclohexanol 3.91
    benzyl alcohol 3.35
    2-ethylhexanol 1.62
    isooctanol 1.45
    dipropyl ether 1.81
    1,2-dichlorobenzene 0.1
    ethyl lactate 7.5
    propylene carbonate 6.64
    n-methylformamide 20.43
    2-pentanol 3.46
    n-pentane 0.01
    1-propoxy-2-propanol 26.52
    1-methoxy-2-propyl acetate 14.68
    2-(2-methoxypropoxy) propanol 20.26
    mesitylene 0.11
    ε-caprolactone 14.38
    p-cymene 0.27
    epichlorohydrin 32.4
    1,1,1-trichloroethane 0.06
    2-aminoethanol 11.32
    morpholine-4-carbaldehyde 45.28
    sulfolane 98.3
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 15.57
    n-hexyl acetate 3.53
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 30.42
    sec-butyl acetate 3.08
    tert-butyl acetate 5.44
    decalin 0.01
    glycerin 39.97
    diglyme 51.67
    acrylic acid 5.05
    isopropyl myristate 1.7
    n-butyric acid 7.76
    acetyl acetate 1.97
    di(2-ethylhexyl) phthalate 2.31
    ethyl propionate 4.36
    nitromethane 32.07
    1,2-diethoxyethane 9.24
    benzonitrile 1.74
    trioctyl phosphate 1.71
    1-bromopropane 0.09
    gamma-valerolactone 82.12
    n-decanol 1.19
    triethyl phosphate 2.52
    4-methyl-2-pentanol 2.29
    propionitrile 3.31
    vinylene carbonate 3.76
    1,1,2-trichlorotrifluoroethane 21.61
    DMS 3.68
    cumene 0.12
    2-octanol 0.9
    2-hexanone 9.42
    octyl acetate 2.2
    limonene 0.41
    1,2-dimethoxyethane 49.09
    ethyl orthosilicate 2.09
    tributyl phosphate 2.49
    diacetone alcohol 28.65
    N,N-dimethylaniline 1.24
    acrylonitrile 5.93
    aniline 1.2
    1,3-propanediol 28.55
    bromobenzene 0.04
    dibromomethane 0.01
    1,1,2,2-tetrachloroethane 0.27
    2-methyl-cyclohexyl acetate 3.31
    tetrabutyl urea 4.64
    diisobutyl methanol 1.47
    2-phenylethanol 3.16
    styrene 0.12
    dioctyl adipate 3.65
    dimethyl sulfate 10.62
    ethyl butyrate 4.05
    methyl lactate 15.97
    butyl lactate 6.45
    diethyl carbonate 2.09
    propanediol butyl ether 14.63
    triethyl orthoformate 3.73
    p-tert-butyltoluene 0.27
    methyl 4-tert-butylbenzoate 5.48
    morpholine 34.11
    tert-butylamine 1.14
    n-dodecanol 0.85
    dimethoxymethane 33.32
    ethylene carbonate 3.23
    cyrene 17.47
    2-ethoxyethyl acetate 6.64
    2-ethylhexyl acetate 2.65
    1,2,4-trichlorobenzene 0.25
    4-methylpyridine 3.57
    dibutyl ether 1.78
    2,6-dimethyl-4-heptanol 1.47
    DEF 14.44
    dimethyl isosorbide 31.63
    tetrachloroethylene 0.11
    eugenol 6.81
    triacetin 6.15
    span 80 10.18
    1,4-butanediol 6.32
    1,1-dichloroethane 0.05
    2-methyl-1-pentanol 4.54
    methyl formate 10.57
    2-methyl-1-butanol 5.41
    n-decane 0.02
    butyronitrile 3.88
    3,7-dimethyl-1-octanol 1.76
    1-chlorooctane 0.17
    1-chlorotetradecane 0.1
    n-nonane 0.01
    undecane 0.02
    tert-butylcyclohexane 0.02
    cyclooctane 0.0
    cyclopentanol 6.78
    tetrahydropyran 5.04
    tert-amyl methyl ether 2.55
    2,5,8-trioxanonane 35.79
    1-hexene 0.07
    2-isopropoxyethanol 19.07
    2,2,2-trifluoroethanol 1.83
    methyl butyrate 8.25

    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