Alternariol

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  • Identifiers

    CAS number
    641-38-3

    Molecular formula
    C14H10O5

    SMILES
    CC1=CC(=CC2=C1C3=C(C(=CC(=C3)O)O)C(=O)O2)O

    Safety labels

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Phenolic 56.15%
    Odorless 49.7%
    Burnt 31.2%
    Medicinal 24.0%
    Animal 23.0%
    Dry 22.82%
    Woody 22.41%
    Smoky 21.66%
    Spicy 20.67%
    Nutty 19.87%

     

    Flavor
    Bitter 91.38%
    Odorless 25.84%
    Very strong 21.1%
    Cedarleaf 20.95%
    Indole 20.94%
    Nitrile 20.65%
    Sweet-like 20.59%
    Rotten 20.46%
    Flat 20.4%
    Parsley 20.27%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    9.18 (weak base)

    Molecular weight
    258.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    676°C

    Melting point expt.

    • 350 °C

    Flash point

    • 268.73 ˚C est.

  • Synonyms

    • Alternariol
    • 641-38-3
    • 3,7,9-Trihydroxy-1-methyl-6H-benzo[c]chromen-6-one
    • 3,7,9-trihydroxy-1-methylbenzo[c]chromen-6-one
    • KN9L4260JW
    • CHEBI:64983
    • DTXSID80214305
    • 3,4,4'-Trihydroxy-6'-methyl-2-biphenylcarboxylic acid, gamma lactone
    • 3,7,9-trihydroxy-1-methylbenzo(c)chromen-6-one
    • 3,7,9-Trihydroxy-1-methyl-6H-benzo(c)chromen-6-one
    • RefChem:111529
    • DTXCID40136796
    • 3,7,9-Trihydroxy-1-methyl-6H-dibenzo[b,d]pyran-6-one
    • AOH
    • MFCD00133068
    • NSC638263
    • 6H-DIBENZO(b,d)PYRAN-6-ONE, 1-METHYL-3,7,9-TRIHYDROXY-
    • CCRIS 6734
    • 3,7,9-Trihydroxy-1-methyl-6H-dibenzo(b,d)pyran-6-one
    • BRN 0244839
    • UNII-KN9L4260JW
    • Alternariol from Alternaria sp.
    • Alternariol/AOH
    • CEBXXEKPIIDJHL-UHFFFAOYSA-N
    • Alternariol (6CI,7CI); 3,7,9-Trihydroxy-1-methyl-6H-dibenzo[b,d]pyran-6-one; NSC 638263
    • 5-18-04-00516 (Beilstein Handbook Reference)
    • CHEMBL519982
    • MEGxm0_000137
    • orb1707683
    • orb3025930
    • SCHEMBL1096830
    • Alternariol, analytical standard
    • SCHEMBL29423320
    • ACon0_000598
    • ACon1_001301
    • 6H-Dibenzo[b,d]pyran-6-one, 3,7,9-trihydroxy-1-methyl-
    • MSK7256
    • HY-N6714
    • BDBM50479267
    • EX-A16389
    • MSK7256-100A
    • MSK7256-100M
    • AKOS015916292
    • CS-W020863
    • FA17330
    • NSC-638263
    • Alternariol from Alternaria sp., ~96%
    • NCGC00180653-01
    • DA-70737
    • LS-14270
    • NCI60_012751
    • Alternariol solution in Methanol, 100ug/mL
    • NS00015374
    • 3,4',5-Trihydroxy-6'-methyldibenzo-a-pyrone
    • Alternariol solution in Acetonitrile, 100ug/mL
    • F85636
    • 3,4',5-trihydroxy-6'-methyldibenzo-alpha-pyrone
    • 3,7,9-trihydroxy-1-methyl-benzo[c]chromen-6-one
    • Q410677
    • BRD-K62196712-001-01-3
    • 1-Methyl-3,7,9-trihydroxy-6H-Dibenzo(b,D)pyran-6-one
    • 3,7,9-Trihydroxy-1-methyl-6H-benzo[c]chromen-6-one #
    • Alternariol 3,4',5-Trihydroxy-6'-methyl-dibenzo[a]pyrone
    • 3,7,9-Trihydroxy-1-methyl-6H-dibenzo[b,D]pyran-6-one, 9CI
    • 3,4,4'-trihydroxy-6'-methyl-2-biphenylcarboxylic acid gamma-lactone
    • 641-38-3

  • Applications

    Alternariol (CAS 641-38-3) is primarily encountered as a fungal secondary metabolite and mycotoxin rather than a finished-product ingredient, so its real-world applications are focused on safety testing and research: it serves as a reference compound for analytical method development and LC-MS/MS screening of Alternaria toxins in foods and agricultural commodities; it informs regulatory risk assessment and exposure monitoring programs; it is studied in in vitro toxicology and genotoxicity assays to understand mechanism of action; it supports agricultural mycology and biosynthesis research to elucidate Alternaria metabolite production and mitigation strategies; and it is involved in environmental monitoring and decontamination research to evaluate remediation options. All uses are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 8.24
    methanol 12.21
    isopropanol 5.55
    water 0.17
    ethyl acetate 8.0
    n-propanol 6.8
    acetone 12.08
    n-butanol 6.06
    acetonitrile 9.03
    DMF 178.32
    toluene 0.54
    isobutanol 4.49
    1,4-dioxane 21.25
    methyl acetate 9.96
    THF 67.06
    2-butanone 8.25
    n-pentanol 6.8
    sec-butanol 3.62
    n-hexane 0.05
    ethylene glycol 29.53
    NMP 152.52
    cyclohexane 0.03
    DMSO 277.72
    n-butyl acetate 12.39
    n-octanol 6.88
    chloroform 0.29
    n-propyl acetate 13.42
    acetic acid 26.4
    dichloromethane 0.85
    cyclohexanone 14.96
    propylene glycol 30.95
    isopropyl acetate 6.62
    DMAc 90.4
    2-ethoxyethanol 59.95
    isopentanol 5.98
    n-heptane 0.16
    ethyl formate 13.47
    1,2-dichloroethane 1.42
    n-hexanol 5.81
    2-methoxyethanol 129.08
    isobutyl acetate 7.89
    tetrachloromethane 0.06
    n-pentyl acetate 13.13
    transcutol 177.66
    n-heptanol 6.1
    ethylbenzene 0.57
    MIBK 7.32
    2-propoxyethanol 76.15
    tert-butanol 7.77
    MTBE 1.88
    2-butoxyethanol 40.33
    propionic acid 15.79
    o-xylene 0.61
    formic acid 34.55
    diethyl ether 1.85
    m-xylene 0.94
    p-xylene 0.83
    chlorobenzene 0.89
    dimethyl carbonate 21.73
    n-octane 0.09
    formamide 61.39
    cyclopentanone 43.89
    2-pentanone 9.0
    anisole 4.88
    cyclopentyl methyl ether 9.56
    gamma-butyrolactone 92.97
    1-methoxy-2-propanol 107.03
    pyridine 7.64
    3-pentanone 3.94
    furfural 71.4
    n-dodecane 0.17
    diethylene glycol 120.48
    diisopropyl ether 0.7
    tert-amyl alcohol 4.37
    acetylacetone 25.86
    n-hexadecane 0.2
    acetophenone 9.9
    methyl propionate 15.48
    isopentyl acetate 10.52
    trichloroethylene 2.32
    n-nonanol 6.98
    cyclohexanol 3.91
    benzyl alcohol 9.7
    2-ethylhexanol 4.23
    isooctanol 5.38
    dipropyl ether 5.08
    1,2-dichlorobenzene 1.17
    ethyl lactate 27.27
    propylene carbonate 39.09
    n-methylformamide 66.5
    2-pentanol 3.28
    n-pentane 0.04
    1-propoxy-2-propanol 53.95
    1-methoxy-2-propyl acetate 36.97
    2-(2-methoxypropoxy) propanol 48.56
    mesitylene 0.62
    ε-caprolactone 25.86
    p-cymene 1.27
    epichlorohydrin 55.7
    1,1,1-trichloroethane 0.44
    2-aminoethanol 31.98
    morpholine-4-carbaldehyde 161.52
    sulfolane 168.53
    2,2,4-trimethylpentane 0.06
    2-methyltetrahydrofuran 13.89
    n-hexyl acetate 15.54
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 72.82
    sec-butyl acetate 6.24
    tert-butyl acetate 9.48
    decalin 0.09
    glycerin 103.12
    diglyme 99.1
    acrylic acid 24.46
    isopropyl myristate 6.82
    n-butyric acid 16.75
    acetyl acetate 7.07
    di(2-ethylhexyl) phthalate 11.02
    ethyl propionate 10.93
    nitromethane 77.33
    1,2-diethoxyethane 20.91
    benzonitrile 7.96
    trioctyl phosphate 9.24
    1-bromopropane 0.48
    gamma-valerolactone 127.68
    n-decanol 5.62
    triethyl phosphate 8.33
    4-methyl-2-pentanol 2.93
    propionitrile 6.11
    vinylene carbonate 28.88
    1,1,2-trichlorotrifluoroethane 57.37
    DMS 20.75
    cumene 0.65
    2-octanol 4.2
    2-hexanone 9.57
    octyl acetate 10.31
    limonene 1.44
    1,2-dimethoxyethane 64.49
    ethyl orthosilicate 7.02
    tributyl phosphate 10.55
    diacetone alcohol 34.95
    N,N-dimethylaniline 4.96
    acrylonitrile 14.58
    aniline 3.45
    1,3-propanediol 38.99
    bromobenzene 0.53
    dibromomethane 0.36
    1,1,2,2-tetrachloroethane 2.02
    2-methyl-cyclohexyl acetate 11.16
    tetrabutyl urea 17.22
    diisobutyl methanol 3.48
    2-phenylethanol 10.14
    styrene 0.57
    dioctyl adipate 14.42
    dimethyl sulfate 51.07
    ethyl butyrate 11.1
    methyl lactate 58.97
    butyl lactate 27.41
    diethyl carbonate 8.41
    propanediol butyl ether 50.34
    triethyl orthoformate 11.2
    p-tert-butyltoluene 1.38
    methyl 4-tert-butylbenzoate 23.63
    morpholine 36.6
    tert-butylamine 1.92
    n-dodecanol 4.25
    dimethoxymethane 68.16
    ethylene carbonate 21.63
    cyrene 66.29
    2-ethoxyethyl acetate 30.52
    2-ethylhexyl acetate 7.32
    1,2,4-trichlorobenzene 2.19
    4-methylpyridine 7.85
    dibutyl ether 5.35
    2,6-dimethyl-4-heptanol 3.48
    DEF 21.84
    dimethyl isosorbide 96.41
    tetrachloroethylene 0.85
    eugenol 35.13
    triacetin 29.49
    span 80 37.05
    1,4-butanediol 18.32
    1,1-dichloroethane 0.51
    2-methyl-1-pentanol 4.94
    methyl formate 53.62
    2-methyl-1-butanol 4.59
    n-decane 0.23
    butyronitrile 5.74
    3,7-dimethyl-1-octanol 6.27
    1-chlorooctane 1.34
    1-chlorotetradecane 0.77
    n-nonane 0.17
    undecane 0.2
    tert-butylcyclohexane 0.11
    cyclooctane 0.03
    cyclopentanol 9.68
    tetrahydropyran 4.93
    tert-amyl methyl ether 2.4
    2,5,8-trioxanonane 83.31
    1-hexene 0.33
    2-isopropoxyethanol 34.39
    2,2,2-trifluoroethanol 15.92
    methyl butyrate 15.17

    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