Annuolide E

Overview IFRA Request a quote

  • Identifiers

    CAS number
    152442-52-9

    Molecular formula
    C15H20O3

    SMILES
    CC1C2CC(C(=C)C3CCC(=C)C3C2OC1=O)O

    Safety labels

  • Odor profile

    Fragrance
    Spicy 38.79%
    Odorless 37.62%
    Woody 36.99%
    Nutty 29.75%
    Sweet 27.47%
    Burnt 26.72%
    Mint 24.94%
    Caramellic 23.22%
    Phenolic 20.53%
    Tobacco 19.24%

     

    Flavor
    Bitter 89.01%
    Cedarleaf 21.61%
    Lovage 20.14%
    Basil 19.85%
    Sweet-like 19.68%
    Alkaline 19.45%
    Nitrile 19.27%
    Fenugreek 19.18%
    Shrimp 19.08%
    Ripe apricot 19.08%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.6

    pKa est.
    7.65 (neutral)

    Molecular weight
    248.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    535°C

    Flash point

    • 160.72 ˚C est.

  • Synonyms

    • Annuolide E
    • 5-hydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno(4,5-b)furan-2-one
    • 5-hydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2-one
    • RefChem:112902
    • 152442-52-9
    • CHEBI:190360
    • 5-hydroxy-3-methyl-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]uran-2-one
    • 152442-52-9

  • Applications

    Annuolide E, CAS 152442-52-9, may be used as an intermediate in organic synthesis, including pharmaceutical or agrochemical syntheses; can function as a solvent or co-solvent in formulation systems; may act as a processing aid or additive in polymer and plastic systems; may serve as a fragrance ingredient or odor fixative in perfumery and personal care; could be used as an additive for coatings/inks and for industrial cleaning formulations as a solvent carrier.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 99.64
    methanol 340.15
    isopropanol 222.12
    water 5.4
    ethyl acetate 97.96
    n-propanol 135.59
    acetone 239.0
    n-butanol 158.37
    acetonitrile 81.07
    DMF 499.62
    toluene 91.13
    isobutanol 126.98
    1,4-dioxane 338.52
    methyl acetate 136.25
    THF 466.47
    2-butanone 195.71
    n-pentanol 78.24
    sec-butanol 103.53
    n-hexane 0.69
    ethylene glycol 72.01
    NMP 222.95
    cyclohexane 3.43
    DMSO 358.85
    n-butyl acetate 81.35
    n-octanol 38.03
    chloroform 438.73
    n-propyl acetate 78.78
    acetic acid 153.36
    dichloromethane 345.42
    cyclohexanone 278.05
    propylene glycol 75.66
    isopropyl acetate 90.34
    DMAc 290.08
    2-ethoxyethanol 168.79
    isopentanol 151.19
    n-heptane 1.26
    ethyl formate 132.54
    1,2-dichloroethane 166.83
    n-hexanol 70.19
    2-methoxyethanol 349.88
    isobutyl acetate 64.7
    tetrachloromethane 39.08
    n-pentyl acetate 71.11
    transcutol 291.17
    n-heptanol 49.12
    ethylbenzene 37.41
    MIBK 102.87
    2-propoxyethanol 192.64
    tert-butanol 184.37
    MTBE 50.28
    2-butoxyethanol 120.46
    propionic acid 113.91
    o-xylene 53.24
    formic acid 111.3
    diethyl ether 44.3
    m-xylene 67.51
    p-xylene 57.74
    chlorobenzene 113.71
    dimethyl carbonate 78.25
    n-octane 1.25
    formamide 189.88
    cyclopentanone 381.51
    2-pentanone 142.66
    anisole 87.01
    cyclopentyl methyl ether 92.34
    gamma-butyrolactone 360.39
    1-methoxy-2-propanol 269.55
    pyridine 288.42
    3-pentanone 81.58
    furfural 368.19
    n-dodecane 1.85
    diethylene glycol 223.29
    diisopropyl ether 16.35
    tert-amyl alcohol 82.45
    acetylacetone 191.86
    n-hexadecane 2.18
    acetophenone 107.42
    methyl propionate 89.14
    isopentyl acetate 84.6
    trichloroethylene 391.39
    n-nonanol 37.69
    cyclohexanol 117.83
    benzyl alcohol 131.02
    2-ethylhexanol 36.65
    isooctanol 45.3
    dipropyl ether 20.65
    1,2-dichlorobenzene 104.03
    ethyl lactate 66.02
    propylene carbonate 192.14
    n-methylformamide 219.09
    2-pentanol 85.0
    n-pentane 1.21
    1-propoxy-2-propanol 110.64
    1-methoxy-2-propyl acetate 107.41
    2-(2-methoxypropoxy) propanol 98.94
    mesitylene 37.94
    ε-caprolactone 197.26
    p-cymene 26.08
    epichlorohydrin 369.52
    1,1,1-trichloroethane 124.02
    2-aminoethanol 103.91
    morpholine-4-carbaldehyde 310.8
    sulfolane 326.35
    2,2,4-trimethylpentane 1.74
    2-methyltetrahydrofuran 153.95
    n-hexyl acetate 77.14
    isooctane 2.01
    2-(2-butoxyethoxy)ethanol 133.26
    sec-butyl acetate 56.88
    tert-butyl acetate 81.79
    decalin 3.45
    glycerin 150.89
    diglyme 248.0
    acrylic acid 121.77
    isopropyl myristate 34.99
    n-butyric acid 178.05
    acetyl acetate 96.59
    di(2-ethylhexyl) phthalate 53.77
    ethyl propionate 56.68
    nitromethane 276.85
    1,2-diethoxyethane 79.81
    benzonitrile 157.54
    trioctyl phosphate 38.39
    1-bromopropane 50.87
    gamma-valerolactone 466.96
    n-decanol 28.71
    triethyl phosphate 36.87
    4-methyl-2-pentanol 63.24
    propionitrile 92.07
    vinylene carbonate 218.38
    1,1,2-trichlorotrifluoroethane 233.6
    DMS 84.51
    cumene 28.57
    2-octanol 34.52
    2-hexanone 85.66
    octyl acetate 43.29
    limonene 26.93
    1,2-dimethoxyethane 256.13
    ethyl orthosilicate 34.72
    tributyl phosphate 40.91
    diacetone alcohol 125.65
    N,N-dimethylaniline 63.42
    acrylonitrile 146.49
    aniline 126.71
    1,3-propanediol 203.75
    bromobenzene 106.88
    dibromomethane 160.13
    1,1,2,2-tetrachloroethane 277.43
    2-methyl-cyclohexyl acetate 60.33
    tetrabutyl urea 57.36
    diisobutyl methanol 28.78
    2-phenylethanol 109.67
    styrene 42.35
    dioctyl adipate 53.49
    dimethyl sulfate 132.56
    ethyl butyrate 56.6
    methyl lactate 99.42
    butyl lactate 73.83
    diethyl carbonate 44.58
    propanediol butyl ether 104.7
    triethyl orthoformate 44.6
    p-tert-butyltoluene 24.25
    methyl 4-tert-butylbenzoate 92.02
    morpholine 297.96
    tert-butylamine 63.0
    n-dodecanol 21.69
    dimethoxymethane 239.26
    ethylene carbonate 175.2
    cyrene 135.21
    2-ethoxyethyl acetate 105.41
    2-ethylhexyl acetate 61.26
    1,2,4-trichlorobenzene 124.22
    4-methylpyridine 234.24
    dibutyl ether 25.67
    2,6-dimethyl-4-heptanol 28.78
    DEF 109.17
    dimethyl isosorbide 159.88
    tetrachloroethylene 167.16
    eugenol 109.8
    triacetin 93.23
    span 80 82.24
    1,4-butanediol 85.8
    1,1-dichloroethane 162.78
    2-methyl-1-pentanol 76.99
    methyl formate 209.74
    2-methyl-1-butanol 102.14
    n-decane 2.73
    butyronitrile 105.81
    3,7-dimethyl-1-octanol 41.21
    1-chlorooctane 15.83
    1-chlorotetradecane 7.55
    n-nonane 1.98
    undecane 2.2
    tert-butylcyclohexane 2.82
    cyclooctane 1.45
    cyclopentanol 150.57
    tetrahydropyran 184.11
    tert-amyl methyl ether 32.46
    2,5,8-trioxanonane 164.27
    1-hexene 5.96
    2-isopropoxyethanol 116.88
    2,2,2-trifluoroethanol 102.57
    methyl butyrate 86.89

    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