annuolide A

Overview IFRA Request a quote

  • Identifiers

    CAS number
    152442-48-3

    Molecular formula
    C15H18O3

    SMILES
    C=C1CC[C@@H]2[C@@H]([C@@H]3[C@H]1CC=C3CO)OC(=O)C2=C

    Safety labels

  • Odor profile

    Fragrance
    Spicy 38.68%
    Woody 34.88%
    Green 34.31%
    Nutty 31.88%
    Sweet 29.22%
    Odorless 27.48%
    Mint 26.55%
    Herbal 23.99%
    Burnt 20.3%
    Caramellic 19.91%

     

    Flavor
    Bitter 86.8%
    Cedarleaf 20.4%
    Lovage 20.24%
    Basil 19.77%
    Nitrile 19.5%
    Sweet-like 19.48%
    Alkaline 19.35%
    Shrimp 19.35%
    Fenugreek 19.07%
    Leaves 18.9%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    7.48 (neutral)

    Molecular weight
    246.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    661°C

    Flash point

    • 174.29 ˚C est.

  • Synonyms

    • annuolide A
    • CHEMBL496443
    • CHEBI:197146
    • DTXSID601105611
    • 152442-48-3
    • (3aS,6aR,9aR,9bS)-9-(hydroxymethyl)-3,6-dimethylidene-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]uran-2-one
    • Azuleno[4,5-b]furan-2(3H)-one, 3a,4,5,6,6a,7,9a,9b-octahydro-9-(hydroxymethyl)-3,6-bis(methylene)-, (3aS,6aR,9aR,9bS)-
    • 152442-48-3

  • Applications

    annuolide A (CAS 152442-48-3) is a niche specialty chemical with potential applications in fragrance and flavor due to its odorant properties, in cosmetics and personal care as a fragrance ingredient, as an intermediate in organic synthesis for pharmaceutical and fine-chemical manufacture, as a chiral building block or reactive intermediate in polymer, coatings, and materials chemistry, and in research and development settings to explore natural-product–type synthetic routes.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 82.22
    methanol 200.58
    isopropanol 137.96
    water 1.1
    ethyl acetate 106.02
    n-propanol 109.62
    acetone 194.79
    n-butanol 124.31
    acetonitrile 85.13
    DMF 405.37
    toluene 107.88
    isobutanol 94.82
    1,4-dioxane 295.8
    methyl acetate 130.75
    THF 395.81
    2-butanone 182.05
    n-pentanol 60.1
    sec-butanol 81.44
    n-hexane 0.55
    ethylene glycol 47.65
    NMP 202.89
    cyclohexane 3.76
    DMSO 358.17
    n-butyl acetate 73.18
    n-octanol 25.06
    chloroform 437.71
    n-propyl acetate 74.58
    acetic acid 134.43
    dichloromethane 391.63
    cyclohexanone 257.08
    propylene glycol 44.04
    isopropyl acetate 86.64
    DMAc 258.08
    2-ethoxyethanol 147.64
    isopentanol 125.16
    n-heptane 1.03
    ethyl formate 111.92
    1,2-dichloroethane 197.17
    n-hexanol 54.82
    2-methoxyethanol 295.12
    isobutyl acetate 55.32
    tetrachloromethane 39.1
    n-pentyl acetate 57.25
    transcutol 367.67
    n-heptanol 37.92
    ethylbenzene 35.31
    MIBK 96.56
    2-propoxyethanol 140.65
    tert-butanol 128.06
    MTBE 45.56
    2-butoxyethanol 96.74
    propionic acid 95.33
    o-xylene 56.72
    formic acid 95.51
    diethyl ether 46.73
    m-xylene 68.76
    p-xylene 50.67
    chlorobenzene 115.19
    dimethyl carbonate 86.2
    n-octane 0.84
    formamide 188.83
    cyclopentanone 331.39
    2-pentanone 134.7
    anisole 89.44
    cyclopentyl methyl ether 96.56
    gamma-butyrolactone 305.56
    1-methoxy-2-propanol 213.73
    pyridine 313.12
    3-pentanone 84.43
    furfural 314.95
    n-dodecane 1.16
    diethylene glycol 166.69
    diisopropyl ether 16.87
    tert-amyl alcohol 72.96
    acetylacetone 181.51
    n-hexadecane 1.37
    acetophenone 105.02
    methyl propionate 99.64
    isopentyl acetate 76.43
    trichloroethylene 433.68
    n-nonanol 26.24
    cyclohexanol 100.03
    benzyl alcohol 121.64
    2-ethylhexanol 31.22
    isooctanol 35.09
    dipropyl ether 18.96
    1,2-dichlorobenzene 103.56
    ethyl lactate 58.09
    propylene carbonate 162.03
    n-methylformamide 191.45
    2-pentanol 67.14
    n-pentane 1.07
    1-propoxy-2-propanol 86.15
    1-methoxy-2-propyl acetate 100.45
    2-(2-methoxypropoxy) propanol 92.11
    mesitylene 35.22
    ε-caprolactone 177.33
    p-cymene 23.18
    epichlorohydrin 365.93
    1,1,1-trichloroethane 124.46
    2-aminoethanol 76.17
    morpholine-4-carbaldehyde 273.46
    sulfolane 303.97
    2,2,4-trimethylpentane 1.58
    2-methyltetrahydrofuran 151.96
    n-hexyl acetate 61.26
    isooctane 1.73
    2-(2-butoxyethoxy)ethanol 123.31
    sec-butyl acetate 54.5
    tert-butyl acetate 81.6
    decalin 3.12
    glycerin 110.78
    diglyme 240.79
    acrylic acid 105.51
    isopropyl myristate 27.4
    n-butyric acid 151.28
    acetyl acetate 93.38
    di(2-ethylhexyl) phthalate 44.68
    ethyl propionate 57.87
    nitromethane 243.12
    1,2-diethoxyethane 83.35
    benzonitrile 153.21
    trioctyl phosphate 30.28
    1-bromopropane 58.46
    gamma-valerolactone 362.98
    n-decanol 20.07
    triethyl phosphate 34.94
    4-methyl-2-pentanol 49.03
    propionitrile 90.62
    vinylene carbonate 178.8
    1,1,2-trichlorotrifluoroethane 233.62
    DMS 79.59
    cumene 24.45
    2-octanol 23.03
    2-hexanone 74.62
    octyl acetate 34.42
    limonene 24.91
    1,2-dimethoxyethane 211.51
    ethyl orthosilicate 32.57
    tributyl phosphate 33.85
    diacetone alcohol 124.59
    N,N-dimethylaniline 57.0
    acrylonitrile 149.34
    aniline 151.61
    1,3-propanediol 156.34
    bromobenzene 104.07
    dibromomethane 183.03
    1,1,2,2-tetrachloroethane 299.02
    2-methyl-cyclohexyl acetate 53.64
    tetrabutyl urea 46.17
    diisobutyl methanol 23.62
    2-phenylethanol 93.25
    styrene 42.06
    dioctyl adipate 46.2
    dimethyl sulfate 133.92
    ethyl butyrate 53.96
    methyl lactate 88.77
    butyl lactate 62.19
    diethyl carbonate 43.7
    propanediol butyl ether 87.42
    triethyl orthoformate 41.96
    p-tert-butyltoluene 21.06
    methyl 4-tert-butylbenzoate 82.38
    morpholine 273.35
    tert-butylamine 44.99
    n-dodecanol 15.29
    dimethoxymethane 228.15
    ethylene carbonate 146.54
    cyrene 124.28
    2-ethoxyethyl acetate 96.01
    2-ethylhexyl acetate 55.38
    1,2,4-trichlorobenzene 127.81
    4-methylpyridine 253.05
    dibutyl ether 20.72
    2,6-dimethyl-4-heptanol 23.62
    DEF 117.08
    dimethyl isosorbide 147.8
    tetrachloroethylene 193.26
    eugenol 93.51
    triacetin 81.69
    span 80 72.39
    1,4-butanediol 58.15
    1,1-dichloroethane 167.8
    2-methyl-1-pentanol 61.37
    methyl formate 166.61
    2-methyl-1-butanol 84.81
    n-decane 1.72
    butyronitrile 94.65
    3,7-dimethyl-1-octanol 31.4
    1-chlorooctane 10.8
    1-chlorotetradecane 5.15
    n-nonane 1.26
    undecane 1.38
    tert-butylcyclohexane 2.41
    cyclooctane 1.42
    cyclopentanol 115.49
    tetrahydropyran 171.67
    tert-amyl methyl ether 33.59
    2,5,8-trioxanonane 157.23
    1-hexene 5.11
    2-isopropoxyethanol 101.19
    2,2,2-trifluoroethanol 87.98
    methyl butyrate 85.93

    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