3-Methyl-1-(2,3,5-trihydroxy-4-(3-methyl-2-buten-1-yl)-1,4-cyclopentadien-1-yl)-1-butanone

Overview IFRA Request a quote

  • Identifiers

    CAS number
    520-40-1

    Molecular formula
    C15H22O4

    SMILES
    CC(C)CC(=O)C1=C(C(C(=C1O)CC=C(C)C)O)O

    Safety labels

  • Odor profile

    Fragrance
    Herbal 46.9%
    Mint 41.19%
    Sweet 33.3%
    Spicy 30.85%
    Fruity 28.61%
    Woody 27.78%
    Odorless 26.72%
    Cooling 25.88%
    Citrus 23.87%
    Dry 22.29%

     

    Flavor
    Bitter 62.0%
    Herbal 23.87%
    Odorless 22.73%
    Cedarleaf 20.43%
    Leaves 20.38%
    Lovage 19.86%
    Basil 19.52%
    Heather 19.48%
    Broom 19.47%
    Parsley 19.23%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    7.69 (neutral)

    Molecular weight
    266.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    424°C

    Flash point

    • 172.7 ˚C est.

  • Synonyms

    • Humulinic acid
    • 520-40-1
    • RefChem:911499
    • 3-Methyl-1-(2,3,5-trihydroxy-4-(3-methyl-2-buten-1-yl)-1,4-cyclopentadien-1-yl)-1-butanone
    • 3-methyl-1-[2,3,5-trihydroxy-4-(3-methylbut-2-enyl)cyclopenta-1,4-dien-1-yl]butan-1-one
    • 1-Butanone, 3-methyl-1-[2,3,5-trihydroxy-4-(3-methyl-2-butenyl)-1,4-cyclopentadien-1-yl]-
    • 1-Butanone, 3-methyl-1-(2,3,5-trihydroxy-4-(3-methyl-2-butenyl)-1,4-cyclopentadien-1-yl)-
    • DTXSID40966333
    • VRBDOLKCKSULIG-UHFFFAOYSA-N
    • 3-methyl-1-[2,3,5-trihydroxy-4-(3-methylbut-2-en-1-yl)cyclopenta-1,4-dien-1-yl]butan-1-one
    • 3-Methyl-1-[2,3,5-trihydroxy-4-(3-methyl-2-butenyl)-1,4-cyclopentadien-1-yl]-1-butanone #
    • 520-40-1

  • Applications

    Chemical name: 3-Methyl-1-(2,3,5-trihydroxy-4-(3-methyl-2-buten-1-yl)-1,4-cyclopentadien-1-yl)-1-butanone; CAS number: 520-40-1 is primarily viewed as a chemical intermediate and building block in organic synthesis, with potential applications across industrial practice including fragrance-related materials and personal-care formulations as an odorant or fragrance precursor; it may be used as a synthesis intermediate for specialty chemicals in industrial manufacturing; it could be evaluated for polymer and coatings/inks formulations as a functional additive or precursor; it may be considered as a synthetic intermediate in pharmaceutical research; and could be explored in agrochemical research as a precursor for more complex molecules, subject to local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 319.88
    methanol 446.15
    isopropanol 233.03
    water 0.99
    ethyl acetate 108.68
    n-propanol 261.29
    acetone 201.08
    n-butanol 220.9
    acetonitrile 74.58
    DMF 784.45
    toluene 31.33
    isobutanol 182.91
    1,4-dioxane 194.07
    methyl acetate 124.89
    THF 692.22
    2-butanone 167.88
    n-pentanol 139.27
    sec-butanol 191.47
    n-hexane 3.38
    ethylene glycol 162.17
    NMP 856.9
    cyclohexane 4.68
    DMSO 858.71
    n-butyl acetate 120.38
    n-octanol 51.76
    chloroform 174.37
    n-propyl acetate 79.29
    acetic acid 379.34
    dichloromethane 141.57
    cyclohexanone 320.58
    propylene glycol 393.54
    isopropyl acetate 87.89
    DMAc 567.42
    2-ethoxyethanol 236.94
    isopentanol 186.98
    n-heptane 2.42
    ethyl formate 99.69
    1,2-dichloroethane 128.16
    n-hexanol 170.13
    2-methoxyethanol 644.57
    isobutyl acetate 63.6
    tetrachloromethane 23.67
    n-pentyl acetate 73.32
    transcutol 467.92
    n-heptanol 75.68
    ethylbenzene 21.91
    MIBK 119.51
    2-propoxyethanol 372.83
    tert-butanol 275.03
    MTBE 76.22
    2-butoxyethanol 182.0
    propionic acid 239.34
    o-xylene 26.65
    formic acid 240.13
    diethyl ether 40.21
    m-xylene 34.33
    p-xylene 31.76
    chlorobenzene 61.75
    dimethyl carbonate 99.17
    n-octane 1.29
    formamide 312.42
    cyclopentanone 614.57
    2-pentanone 143.58
    anisole 63.89
    cyclopentyl methyl ether 186.67
    gamma-butyrolactone 623.81
    1-methoxy-2-propanol 528.14
    pyridine 168.3
    3-pentanone 81.91
    furfural 378.22
    n-dodecane 1.2
    diethylene glycol 352.04
    diisopropyl ether 17.59
    tert-amyl alcohol 206.89
    acetylacetone 198.32
    n-hexadecane 1.39
    acetophenone 102.34
    methyl propionate 141.63
    isopentyl acetate 129.34
    trichloroethylene 308.22
    n-nonanol 46.63
    cyclohexanol 176.18
    benzyl alcohol 119.79
    2-ethylhexanol 74.69
    isooctanol 64.88
    dipropyl ether 33.92
    1,2-dichlorobenzene 66.15
    ethyl lactate 101.54
    propylene carbonate 321.33
    n-methylformamide 357.87
    2-pentanol 125.86
    n-pentane 2.85
    1-propoxy-2-propanol 221.7
    1-methoxy-2-propyl acetate 184.26
    2-(2-methoxypropoxy) propanol 158.68
    mesitylene 21.04
    ε-caprolactone 294.51
    p-cymene 21.72
    epichlorohydrin 528.35
    1,1,1-trichloroethane 95.32
    2-aminoethanol 333.2
    morpholine-4-carbaldehyde 517.45
    sulfolane 895.9
    2,2,4-trimethylpentane 3.88
    2-methyltetrahydrofuran 321.46
    n-hexyl acetate 101.32
    isooctane 3.37
    2-(2-butoxyethoxy)ethanol 220.96
    sec-butyl acetate 55.74
    tert-butyl acetate 126.75
    decalin 4.87
    glycerin 487.04
    diglyme 294.1
    acrylic acid 230.01
    isopropyl myristate 32.58
    n-butyric acid 291.67
    acetyl acetate 75.61
    di(2-ethylhexyl) phthalate 60.64
    ethyl propionate 71.0
    nitromethane 384.53
    1,2-diethoxyethane 68.77
    benzonitrile 82.4
    trioctyl phosphate 47.8
    1-bromopropane 41.94
    gamma-valerolactone 647.49
    n-decanol 33.0
    triethyl phosphate 50.24
    4-methyl-2-pentanol 86.56
    propionitrile 79.2
    vinylene carbonate 208.26
    1,1,2-trichlorotrifluoroethane 484.35
    DMS 98.76
    cumene 20.34
    2-octanol 44.42
    2-hexanone 90.55
    octyl acetate 50.23
    limonene 30.89
    1,2-dimethoxyethane 234.23
    ethyl orthosilicate 46.55
    tributyl phosphate 50.63
    diacetone alcohol 299.09
    N,N-dimethylaniline 62.72
    acrylonitrile 117.07
    aniline 105.37
    1,3-propanediol 413.37
    bromobenzene 47.75
    dibromomethane 84.37
    1,1,2,2-tetrachloroethane 280.17
    2-methyl-cyclohexyl acetate 92.82
    tetrabutyl urea 70.88
    diisobutyl methanol 40.83
    2-phenylethanol 137.78
    styrene 22.9
    dioctyl adipate 60.46
    dimethyl sulfate 225.16
    ethyl butyrate 67.33
    methyl lactate 205.21
    butyl lactate 111.42
    diethyl carbonate 49.83
    propanediol butyl ether 220.97
    triethyl orthoformate 58.32
    p-tert-butyltoluene 22.51
    methyl 4-tert-butylbenzoate 121.87
    morpholine 381.54
    tert-butylamine 94.94
    n-dodecanol 22.25
    dimethoxymethane 280.3
    ethylene carbonate 172.37
    cyrene 238.53
    2-ethoxyethyl acetate 104.93
    2-ethylhexyl acetate 88.45
    1,2,4-trichlorobenzene 102.36
    4-methylpyridine 171.92
    dibutyl ether 21.55
    2,6-dimethyl-4-heptanol 40.83
    DEF 186.34
    dimethyl isosorbide 295.19
    tetrachloroethylene 150.95
    eugenol 141.04
    triacetin 104.77
    span 80 165.37
    1,4-butanediol 139.62
    1,1-dichloroethane 96.58
    2-methyl-1-pentanol 126.31
    methyl formate 234.82
    2-methyl-1-butanol 171.12
    n-decane 1.96
    butyronitrile 88.4
    3,7-dimethyl-1-octanol 57.17
    1-chlorooctane 14.49
    1-chlorotetradecane 5.51
    n-nonane 1.69
    undecane 1.5
    tert-butylcyclohexane 5.25
    cyclooctane 1.86
    cyclopentanol 286.3
    tetrahydropyran 159.08
    tert-amyl methyl ether 65.58
    2,5,8-trioxanonane 207.29
    1-hexene 16.19
    2-isopropoxyethanol 158.85
    2,2,2-trifluoroethanol 150.76
    methyl butyrate 109.37

    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