Zearalenone

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  • Identifiers

    CAS number
    17924-92-4

    Molecular formula
    C18H22O5

    SMILES
    C[C@H]1CCCC(=O)CCC/C=C/C2=C(C(=CC(=C2)O)O)C(=O)O1

    Safety labels

    Corrosive
    Corrosive

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Coumarinic 49.3%
    Coconut 48.59%
    Sweet 48.54%
    Phenolic 45.69%
    Spicy 42.82%
    Hay 37.29%
    Herbal 35.0%
    Nutty 33.93%
    Lactonic 33.35%
    Tobacco 32.44%

     

    Flavor
    Minty 43.09%
    Bitter 33.66%
    Spice 30.86%
    Herbal 27.99%
    Tonka 26.7%
    Spicy 24.56%
    Coumarin 24.52%
    Coconut 24.51%
    Mint 24.48%
    Phenolic 23.63%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.6

    pKa est.
    12.82 (strong base)

    Molecular weight
    318.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    584°C

    Melting point expt.

    • 327 to 329 °F (NTP, 1992)
    • MP: 187-189 °C /DL-FORM/
    • MP: 123-125 °C /L-FORM DIACETATE/

    Flash point

    • 224.89 ˚C est.

    Solubility expt.

    • less than 0.1 mg/mL at 64 °F (NTP, 1992)

  • Synonyms

    • ZEARALENONE
    • 17924-92-4
    • trans-Zearalenone
    • (-)-Zearalenone
    • (S)-Zearalenone
    • Zenone
    • F-2 toxin
    • (S)-(-)-Zearalenone
    • Mycotoxin F2
    • (10S)-Zearalenone
    • F2 Toxin
    • Toxin F2
    • Compound F-2
    • DTXSID0021460
    • NCI-C50226
    • CHEBI:10106
    • 6-(10-Hydroxy-6-oxo-trans-1-undecenyl)-beta-resorcylic acid lactone
    • 1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 3,4,5,6,9,10-hexahydro-14,16-dihydroxy-3-methyl-, (3S,11E)-
    • COMPD F-2
    • 5W827M159J
    • DTXCID701460
    • Resorcylic acid, 6-(10-hydroxy-6-oxo-1-undecenyl)-, mu-lactone, trans-
    • Benzoxacyclotetradec-11-en-1-one, 14,16-dihydroxy-3-methyl-7-oxo-, trans-
    • 1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 3,4,5,6,9,10-hexahydro-14,16-dihydroxy-3-methyl-, (S)-(-)-
    • (4S,12E)-16,18-dihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),12,15,17-tetraene-2,8-dione
    • Mycotoxin F 2
    • 1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 3,4,5,6,9,10-hexahydro-14,16-dihydroxy-3-methyl-, (S-(E))-
    • F 2 Toxin
    • Toxin, F2
    • Toxin, F-2
    • (2E,11S)-15,17-dihydroxy-11-methyl-12-oxabicyclo(12.4.0)octadeca-1(14),2,15,17-tetraene-7,13-dione
    • (2E,11S)-15,17-dihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),2,15,17-tetraene-7,13-dione
    • (4S,12E)-16,18-dihydroxy-4-methyl-3-oxabicyclo(12.4.0)octadeca-1(14),12,15,17-tetraene-2,8-dione
    • 1H-2-Benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10-octahydro-14,16-dihydroxy-3-methyl-7-oxo-, (E)-
    • RefChem:195892
    • 6-(10-Hydroxy-6-oxo-trans-1-undecenyl)-beta-resorcylic acid-N-lactone
    • 241-864-0
    • MFCD00133085
    • (3S,11E)-14,16-dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione
    • Mycotoxin F2;Toxin F2
    • MLS000097901
    • CHEMBL454173
    • Mycotoxin F-2
    • (S,E)-14,16-Dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-benzo[c][1]oxacyclotetradecine-1,7(8H)-dione
    • (S-(E))-3,4,5,6,9,10-Hexahydro-14,16-dihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1,7(8H)-dione
    • SMR000058177
    • (3S,11E)-14,16-dihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecine-1,7-dione
    • 14,16-Dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione
    • CCRIS 623
    • Zearalenone 100 microg/mL in Acetonitrile
    • CAS-17924-92-4
    • HSDB 4208
    • 36455-70-6
    • EINECS 241-864-0
    • Zearalenone in Acetonitrile
    • BRN 1350216
    • MAIZE (very low level ZON)
    • UNII-5W827M159J
    • benzoxacyclotetradecin-1,7(8H)-dione
    • Zearalenone (Standard)
    • ZEARALENONE [MI]
    • Opera_ID_1608
    • ZEARALENONE [HSDB]
    • Epitope ID:146094
    • SCHEMBL33754
    • BSPBio_003581
    • Zearalenone, fungal mycotoxin
    • MLS000028817
    • MLS000888273
    • MLS001174881
    • BIDD:ER0058
    • SPECTRUM1505290
    • Zearalenone, reference material
    • orb1301642
    • Zearalenone Calibration Solution
    • 6-(10-Hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone
    • REGID_for_CID_657988
    • SCHEMBL29354213
    • Zearalenone Solution, 50 mg/L
    • MSK7204
    • REGID_for_CID_5281576
    • GLXC-04549
    • ALBB-030793
    • BB_NC-00237
    • EX-A3324
    • LBA45570
    • Tox21_201153
    • Tox21_303510
    • BBL010576
    • BDBM50247676
    • CCG-40041
    • HB2517
    • LMPK04000016
    • MSK7204-100A
    • s5676
    • STK033813
    • Zearalenone 50 microg/mL in Methanol
    • AKOS001577898
    • EBC-454731
    • FZ28756
    • HY-103447R
    • SDCCGMLS-0066858.P001
    • NCGC00038520-03
    • NCGC00090809-01
    • NCGC00090809-02
    • NCGC00090809-11
    • NCGC00257246-01
    • NCGC00258705-01
    • (2E,11S)-15,17-dihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(18),2,14,16-tetraene-7,13-dione
    • (3S,11E)-3,4,5,6,9,10-Hexahydro-14,16-dihydroxy-3-methyl-1H-2 -benzoxacyclotetradecin-1,7(8H)-dione
    • (S-(Z))-3,4,5,6,9,10-Hexahydro-14,16-dihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1,7(8H)-dione
    • 1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 3,4,5,6,9,10-hexahydro-14,16-dihydroxy-3-methyl-, (S-(Z))-
    • AC-35060
    • VS-02573
    • HY-103447
    • CS-0027914
    • NS00005531
    • Z0047
    • C09981
    • Zearalenone Solution in Acetonitrile, 100ug/mL
    • 924Z924
    • AN-512/13264045
    • Q169326
    • BRD-K42017082-001-02-6
    • Zearalenone(-)-Zearalenone; Mycotoxin F2; (S)-Zearalenone
    • 6-(10-HYDROXY-6-OXO-TRANS-1-UNDECENYL) BETA RESORCYCLIC ACID-MU-LACTONE
    • (11E)-14,16-DIHYDROXY-3-METHYL-3,4,5,6,7,8,9,10-OCTAHYDRO-1H-2-BENZOXACYCLOTETRADECINE-1,7-DIONE
    • 17924-92-4

  • Applications

    Zearalenone (CAS 17924-92-4) is a well-known estrogenic mycotoxin that commonly appears as a contaminant in cereals and animal feed; as such, its applications are primarily in research and analytical contexts. It is used as a research tool in toxicology and pharmacology to assess estrogenic activity and interactions with estrogen receptors. In food analysis, zearalenone serves as a reference material and quantification standard for methods such as LC-MS/MS and HPLC to detect and quantify mycotoxins in foods and feeds. In food safety and agricultural workflows, it is employed in risk assessment and monitoring programs to gauge contamination levels and support regulatory limits. Additionally, it is used as a model estrogenic compound in academic studies of estrogen receptor mechanisms and mycotoxin effects.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 156.98
    methanol 262.61
    isopropanol 103.47
    water 0.19
    ethyl acetate 99.36
    n-propanol 114.28
    acetone 380.22
    n-butanol 93.36
    acetonitrile 96.15
    DMF 867.02
    toluene 20.7
    isobutanol 76.16
    1,4-dioxane 269.85
    methyl acetate 116.95
    THF 743.46
    2-butanone 143.5
    n-pentanol 69.2
    sec-butanol 62.66
    n-hexane 0.71
    ethylene glycol 94.67
    NMP 625.43
    cyclohexane 1.53
    DMSO 1673.07
    n-butyl acetate 70.53
    n-octanol 29.37
    chloroform 107.5
    n-propyl acetate 77.27
    acetic acid 380.92
    dichloromethane 110.43
    cyclohexanone 245.75
    propylene glycol 193.43
    isopropyl acetate 75.04
    DMAc 592.42
    2-ethoxyethanol 212.18
    isopentanol 79.26
    n-heptane 0.67
    ethyl formate 83.33
    1,2-dichloroethane 99.79
    n-hexanol 45.38
    2-methoxyethanol 560.47
    isobutyl acetate 57.63
    tetrachloromethane 8.16
    n-pentyl acetate 53.97
    transcutol 962.44
    n-heptanol 26.16
    ethylbenzene 11.72
    MIBK 81.66
    2-propoxyethanol 217.95
    tert-butanol 125.25
    MTBE 39.48
    2-butoxyethanol 103.32
    propionic acid 160.4
    o-xylene 15.08
    formic acid 174.47
    diethyl ether 35.3
    m-xylene 20.44
    p-xylene 17.07
    chlorobenzene 44.54
    dimethyl carbonate 127.18
    n-octane 0.43
    formamide 274.94
    cyclopentanone 422.49
    2-pentanone 118.82
    anisole 57.57
    cyclopentyl methyl ether 123.76
    gamma-butyrolactone 502.02
    1-methoxy-2-propanol 407.35
    pyridine 146.81
    3-pentanone 72.59
    furfural 326.93
    n-dodecane 1.07
    diethylene glycol 269.75
    diisopropyl ether 12.13
    tert-amyl alcohol 67.01
    acetylacetone 230.95
    n-hexadecane 1.27
    acetophenone 79.47
    methyl propionate 122.51
    isopentyl acetate 69.92
    trichloroethylene 184.73
    n-nonanol 30.55
    cyclohexanol 83.88
    benzyl alcohol 87.09
    2-ethylhexanol 26.27
    isooctanol 23.76
    dipropyl ether 25.9
    1,2-dichlorobenzene 42.43
    ethyl lactate 88.11
    propylene carbonate 215.23
    n-methylformamide 310.77
    2-pentanol 44.63
    n-pentane 0.64
    1-propoxy-2-propanol 142.08
    1-methoxy-2-propyl acetate 144.76
    2-(2-methoxypropoxy) propanol 156.09
    mesitylene 13.01
    ε-caprolactone 215.97
    p-cymene 12.79
    epichlorohydrin 429.64
    1,1,1-trichloroethane 57.33
    2-aminoethanol 176.47
    morpholine-4-carbaldehyde 506.31
    sulfolane 743.63
    2,2,4-trimethylpentane 1.14
    2-methyltetrahydrofuran 196.25
    n-hexyl acetate 82.94
    isooctane 1.12
    2-(2-butoxyethoxy)ethanol 233.94
    sec-butyl acetate 50.05
    tert-butyl acetate 94.07
    decalin 2.23
    glycerin 317.35
    diglyme 343.25
    acrylic acid 185.11
    isopropyl myristate 37.39
    n-butyric acid 170.42
    acetyl acetate 92.1
    di(2-ethylhexyl) phthalate 53.04
    ethyl propionate 66.11
    nitromethane 547.73
    1,2-diethoxyethane 122.81
    benzonitrile 80.84
    trioctyl phosphate 38.22
    1-bromopropane 24.72
    gamma-valerolactone 560.08
    n-decanol 24.27
    triethyl phosphate 42.6
    4-methyl-2-pentanol 33.68
    propionitrile 73.29
    vinylene carbonate 177.46
    1,1,2-trichlorotrifluoroethane 338.11
    DMS 118.27
    cumene 10.52
    2-octanol 17.0
    2-hexanone 72.11
    octyl acetate 49.67
    limonene 16.88
    1,2-dimethoxyethane 262.17
    ethyl orthosilicate 36.85
    tributyl phosphate 48.71
    diacetone alcohol 177.63
    N,N-dimethylaniline 42.87
    acrylonitrile 118.62
    aniline 69.45
    1,3-propanediol 255.71
    bromobenzene 34.68
    dibromomethane 52.96
    1,1,2,2-tetrachloroethane 154.33
    2-methyl-cyclohexyl acetate 59.8
    tetrabutyl urea 65.18
    diisobutyl methanol 19.96
    2-phenylethanol 68.48
    styrene 15.24
    dioctyl adipate 70.92
    dimethyl sulfate 237.93
    ethyl butyrate 55.12
    methyl lactate 187.0
    butyl lactate 80.58
    diethyl carbonate 46.07
    propanediol butyl ether 159.79
    triethyl orthoformate 50.63
    p-tert-butyltoluene 12.46
    methyl 4-tert-butylbenzoate 91.41
    morpholine 366.5
    tert-butylamine 33.87
    n-dodecanol 18.7
    dimethoxymethane 401.05
    ethylene carbonate 146.87
    cyrene 157.31
    2-ethoxyethyl acetate 113.71
    2-ethylhexyl acetate 48.44
    1,2,4-trichlorobenzene 68.29
    4-methylpyridine 127.49
    dibutyl ether 30.49
    2,6-dimethyl-4-heptanol 19.96
    DEF 155.02
    dimethyl isosorbide 236.44
    tetrachloroethylene 69.7
    eugenol 101.41
    triacetin 136.86
    span 80 128.57
    1,4-butanediol 87.09
    1,1-dichloroethane 61.99
    2-methyl-1-pentanol 58.51
    methyl formate 247.04
    2-methyl-1-butanol 68.02
    n-decane 1.44
    butyronitrile 63.95
    3,7-dimethyl-1-octanol 33.93
    1-chlorooctane 10.77
    1-chlorotetradecane 5.77
    n-nonane 1.0
    undecane 1.23
    tert-butylcyclohexane 1.93
    cyclooctane 0.63
    cyclopentanol 136.16
    tetrahydropyran 137.54
    tert-amyl methyl ether 32.71
    2,5,8-trioxanonane 251.13
    1-hexene 4.94
    2-isopropoxyethanol 119.34
    2,2,2-trifluoroethanol 104.89
    methyl butyrate 84.27

    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