Aspergillic acid

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  • Identifiers

    CAS number
    490-02-8

    Molecular formula
    C12H20N2O2

    SMILES
    CCC(C)C1=CN=C(C(=O)N1O)CC(C)C

    Safety labels

  • Odor profile

    Fragrance
    Mint 35.93%
    Herbal 33.15%
    Green 32.64%
    Woody 28.0%
    Fruity 26.83%
    Cooling 26.2%
    Earthy 24.14%
    Burnt 22.75%
    Odorless 21.89%
    Animal 21.01%

     

    Flavor
    Herbal 37.08%
    Bitter 35.94%
    Green 33.93%
    Pepper 26.93%
    Green pepper 22.11%
    Spice 21.73%
    Carrot 21.62%
    Pea 21.55%
    Syrup 21.38%
    Earth 21.17%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.7

    pKa est.
    6.6 (neutral)

    Molecular weight
    224.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    535°C

    Flash point

    • 149.51 ˚C est.

  • Synonyms

    • ASPERGILLIC ACID
    • 6-sec-Butyl-1-hydroxy-3-isobutyl-2(1H)-pyrazinone
    • 1-hydroxy-3-isobutyl-6-sec-butyl-pyrazin-2-one
    • NSC-22939
    • 6-butan-2-yl-1-hydroxy-3-(2-methylpropyl)pyrazin-2-one
    • RefChem:916349
    • 41YKP41T0A
    • NSC22939
    • 490-02-8
    • Granegillin
    • Aspergillic acid, DL-
    • Aspergillic acid, (+/-)-
    • MLS002638912
    • 22810-67-9
    • OP8S9B694G
    • 2(1H)-Pyrazinone, 1-hydroxy-6-(1-methylpropyl)-3-(2-methylpropyl)-
    • 3-Isobutyl-6-sec-butyl-2-hydroxypyrazine 1-oxide
    • Pyrazinol, 6-(1-methylpropyl)-3-(2-methylpropyl)-, 1-oxide
    • 2-Pyrazinol, 6-(1-methylpropyl)-3-(2-methylpropyl)-, 1-oxide
    • UNII-OP8S9B694G
    • 6-sec-butyl-1-hydroxy-3-isobutylpyrazin-2(1h)-one
    • Spectrum_000388
    • SpecPlus_000024
    • Spectrum3_001165
    • Spectrum4_001556
    • Spectrum5_000152
    • BSPBio_002749
    • KBioGR_002052
    • KBioSS_000868
    • DivK1c_006120
    • CHEBI:2879
    • SCHEMBL1370433
    • CHEMBL4297021
    • KBio1_001064
    • KBio2_000868
    • KBio2_003436
    • KBio2_006004
    • KBio3_002249
    • DTXSID10871687
    • HY-N14187
    • SMR001548374
    • 3-isobutyl-6-s-butyl-2-hydroxypyrazine-1-oxide
    • Q4807880
    • pyrazin-2(1H)-one, 6-sec-butyl-1-hydroxy-3-isobutyl-
    • 6-(Butan-2-yl)-1-hydroxy-3-(2-methylpropyl)pyrazin-2(1H)-one
    • 490-02-8

  • Applications

    Aspergillic acid (CAS 490-02-8) is a fungal metabolite that functions primarily as a metal-binding ligand. It is commonly evaluated as a chelating agent in metal ion complexation studies and in investigations of iron sequestration with siderophore-like behavior, with relevance to biochemical and analytical applications. It can serve as an intermediate or synthetic building block for deriving related metabolites or analogs in organic synthesis. Its coordination chemistry makes it of interest in catalysis research, materials science, and sensor development for metal ion detection. In pharmaceutical or biotech research, its ligand properties may support probe design or screening workflows, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 342.71
    methanol 371.14
    isopropanol 259.82
    water 2.27
    ethyl acetate 312.77
    n-propanol 301.72
    acetone 358.31
    n-butanol 269.93
    acetonitrile 197.61
    DMF 614.51
    toluene 104.89
    isobutanol 242.31
    1,4-dioxane 349.91
    methyl acetate 318.21
    THF 455.67
    2-butanone 334.74
    n-pentanol 146.26
    sec-butanol 247.66
    n-hexane 4.54
    ethylene glycol 142.42
    NMP 569.43
    cyclohexane 17.95
    DMSO 415.09
    n-butyl acetate 239.6
    n-octanol 56.06
    chloroform 581.82
    n-propyl acetate 122.07
    acetic acid 596.13
    dichloromethane 535.49
    cyclohexanone 538.67
    propylene glycol 191.29
    isopropyl acetate 180.42
    DMAc 480.72
    2-ethoxyethanol 230.77
    isopentanol 245.79
    n-heptane 3.83
    ethyl formate 274.35
    1,2-dichloroethane 443.73
    n-hexanol 219.99
    2-methoxyethanol 582.97
    isobutyl acetate 80.91
    tetrachloromethane 69.04
    n-pentyl acetate 122.38
    transcutol 476.84
    n-heptanol 87.83
    ethylbenzene 52.13
    MIBK 139.61
    2-propoxyethanol 361.37
    tert-butanol 270.9
    MTBE 162.13
    2-butoxyethanol 180.11
    propionic acid 344.49
    o-xylene 79.88
    formic acid 272.39
    diethyl ether 110.77
    m-xylene 75.78
    p-xylene 78.55
    chlorobenzene 262.81
    dimethyl carbonate 110.06
    n-octane 2.76
    formamide 339.78
    cyclopentanone 541.42
    2-pentanone 223.93
    anisole 98.95
    cyclopentyl methyl ether 175.2
    gamma-butyrolactone 624.29
    1-methoxy-2-propanol 381.49
    pyridine 422.9
    3-pentanone 166.4
    furfural 588.95
    n-dodecane 2.69
    diethylene glycol 331.83
    diisopropyl ether 36.39
    tert-amyl alcohol 262.79
    acetylacetone 291.83
    n-hexadecane 3.16
    acetophenone 145.28
    methyl propionate 237.6
    isopentyl acetate 229.41
    trichloroethylene 972.69
    n-nonanol 50.36
    cyclohexanol 263.28
    benzyl alcohol 167.07
    2-ethylhexanol 106.3
    isooctanol 73.83
    dipropyl ether 43.39
    1,2-dichlorobenzene 238.36
    ethyl lactate 98.95
    propylene carbonate 423.56
    n-methylformamide 366.64
    2-pentanol 156.75
    n-pentane 6.26
    1-propoxy-2-propanol 227.8
    1-methoxy-2-propyl acetate 237.07
    2-(2-methoxypropoxy) propanol 135.29
    mesitylene 46.08
    ε-caprolactone 470.26
    p-cymene 47.63
    epichlorohydrin 681.45
    1,1,1-trichloroethane 357.36
    2-aminoethanol 232.02
    morpholine-4-carbaldehyde 496.6
    sulfolane 652.27
    2,2,4-trimethylpentane 8.3
    2-methyltetrahydrofuran 336.74
    n-hexyl acetate 140.08
    isooctane 5.47
    2-(2-butoxyethoxy)ethanol 195.21
    sec-butyl acetate 90.66
    tert-butyl acetate 175.61
    decalin 11.17
    glycerin 261.27
    diglyme 300.12
    acrylic acid 338.53
    isopropyl myristate 44.69
    n-butyric acid 503.6
    acetyl acetate 201.21
    di(2-ethylhexyl) phthalate 73.93
    ethyl propionate 113.74
    nitromethane 638.9
    1,2-diethoxyethane 129.79
    benzonitrile 201.59
    trioctyl phosphate 50.58
    1-bromopropane 164.04
    gamma-valerolactone 751.53
    n-decanol 38.59
    triethyl phosphate 62.79
    4-methyl-2-pentanol 94.39
    propionitrile 176.01
    vinylene carbonate 371.22
    1,1,2-trichlorotrifluoroethane 517.71
    DMS 146.04
    cumene 42.08
    2-octanol 57.07
    2-hexanone 114.86
    octyl acetate 64.16
    limonene 67.52
    1,2-dimethoxyethane 259.21
    ethyl orthosilicate 59.71
    tributyl phosphate 58.58
    diacetone alcohol 241.41
    N,N-dimethylaniline 71.12
    acrylonitrile 278.69
    aniline 212.29
    1,3-propanediol 397.08
    bromobenzene 227.38
    dibromomethane 311.4
    1,1,2,2-tetrachloroethane 708.84
    2-methyl-cyclohexyl acetate 113.46
    tetrabutyl urea 75.09
    diisobutyl methanol 59.59
    2-phenylethanol 207.59
    styrene 62.18
    dioctyl adipate 71.69
    dimethyl sulfate 173.53
    ethyl butyrate 111.17
    methyl lactate 177.5
    butyl lactate 121.31
    diethyl carbonate 85.85
    propanediol butyl ether 167.03
    triethyl orthoformate 78.43
    p-tert-butyltoluene 45.55
    methyl 4-tert-butylbenzoate 125.78
    morpholine 473.92
    tert-butylamine 125.43
    n-dodecanol 28.97
    dimethoxymethane 249.34
    ethylene carbonate 305.37
    cyrene 175.27
    2-ethoxyethyl acetate 175.11
    2-ethylhexyl acetate 160.87
    1,2,4-trichlorobenzene 283.15
    4-methylpyridine 371.75
    dibutyl ether 40.82
    2,6-dimethyl-4-heptanol 59.59
    DEF 290.16
    dimethyl isosorbide 259.08
    tetrachloroethylene 437.95
    eugenol 145.0
    triacetin 109.9
    span 80 130.18
    1,4-butanediol 133.86
    1,1-dichloroethane 386.39
    2-methyl-1-pentanol 163.15
    methyl formate 304.47
    2-methyl-1-butanol 238.71
    n-decane 3.72
    butyronitrile 187.02
    3,7-dimethyl-1-octanol 68.53
    1-chlorooctane 28.92
    1-chlorotetradecane 11.96
    n-nonane 3.13
    undecane 3.12
    tert-butylcyclohexane 9.2
    cyclooctane 4.93
    cyclopentanol 285.63
    tetrahydropyran 305.95
    tert-amyl methyl ether 118.13
    2,5,8-trioxanonane 202.84
    1-hexene 27.54
    2-isopropoxyethanol 147.25
    2,2,2-trifluoroethanol 220.07
    methyl butyrate 172.73

    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