(3aS,4R,5E,9R,11aS)-3a,4,7,8,9,10,11,11a-Octahydro-4,9-dihydroxy-6-methyl-3,10-bis(methylene)cyclodeca(b)furan-2(3H)-one

Overview IFRA Request a quote

  • Identifiers

    CAS number
    41653-76-3

    Molecular formula
    C15H20O4

    SMILES
    C/C/1=C\[C@H]([C@H]2[C@H](CC(=C)[C@@H](CC1)O)OC(=O)C2=C)O

    Safety labels

  • Odor profile

    Fragrance
    Sweet 49.94%
    Caramellic 43.46%
    Burnt 36.89%
    Spicy 33.71%
    Nutty 33.68%
    Odorless 30.41%
    Roasted 27.56%
    Mint 27.19%
    Phenolic 25.57%
    Tobacco 22.91%

     

    Flavor
    Bitter 79.72%
    Minty 23.12%
    Lovage 20.32%
    Cedarleaf 20.02%
    Leaves 19.94%
    Basil 19.94%
    Fenugreek 19.85%
    Seedy 19.36%
    Cotton candy 19.12%
    Maple syrup 19.09%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.8

    pKa est.
    7.57 (neutral)

    Molecular weight
    264.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    821°C

    Flash point

    • 189.23 ˚C est.

  • Synonyms

    • tatridin B
    • 41653-76-3
    • CHEBI:73239
    • DTXSID301105155
    • (3aS,4R,5E,9R,11aS)-3a,4,7,8,9,10,11,11a-Octahydro-4,9-dihydroxy-6-methyl-3,10-bis(methylene)cyclodeca[b]furan-2(3H)-one
    • (3aS*,4R*,5E,9R*,11aS*)-4,9-dihydroxy-6-methyl-3,10-bis(methylene)-3a,4,7,8,9,10,11,11a-octahydrocyclodeca(b)furan-2(3H)-one
    • (3aS*,4R*,5E,9R*,11aS*)-4,9-dihydroxy-6-methyl-3,10-bis(methylene)-3a,4,7,8,9,10,11,11a-octahydrocyclodeca[b]furan-2(3H)-one
    • (3aS,4R,5E,9R,11aS)-3a,4,7,8,9,10,11,11a-Octahydro-4,9-dihydroxy-6-methyl-3,10-bis(methylene)cyclodeca(b)furan-2(3H)-one
    • (3aS,4R,5E,9R,11aS)-4,9-dihydroxy-6-methyl-3,10-dimethylidene-4,7,8,9,11,11a-hexahydro-3aH-cyclodeca(b)furan-2-one
    • (3aS,4R,5E,9R,11aS)-4,9-dihydroxy-6-methyl-3,10-dimethylidene-4,7,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-2-one
    • RefChem:905966
    • DTXCID901536831
    • (3aS,4R,5E,9S,11aS)-4,9-dihydroxy-6-methyl-3,10-dimethylidene-4,7,8,9,11,11a-hexahydro-3aH-cyclodeca(b)furan-2-one
    • tatridin-B
    • 1beta-hydroxy-1-desoxotamirin
    • 1-epitatridin B
    • CHEMBL191412
    • Q27140390
    • (3aS*,4R*,5E,9R*,11aS*)-4,9-dihydroxy-6-methyl-3,10-dimethylidene-4,7,8,9,11,11a-hexahydro-3aH-cyclodeca[b]furan-2-one
    • (3aS,4R,5E,9R,11aS)-4,9-dihydroxy-6-methyl-3,10-bis(methylene)-3a,4,7,8,9,10,11,11a-octahydrocyclodeca[b]furan-2(3H)-one
    • 41653-76-3

  • Applications

    For (3aS,4R,5E,9R,11aS)-3a,4,7,8,9,10,11,11a-Octahydro-4,9-dihydroxy-6-methyl-3,10-bis(methylene)cyclodeca(b)furan-2(3H)-one (CAS 41653-76-3), typical uses include serving as an intermediate in the synthesis of complex natural product analogs; acting as a chiral building block or scaffold in pharmaceutical and agrochemical research; being evaluated as a fragrance ingredient or fragrance fixative in perfumery and cosmetics; serving as a specialty intermediate in polymer or resin synthesis; and being explored as a precursor for additional agrochemical or pharmaceutical syntheses, subject to applicable regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 91.26
    methanol 232.13
    isopropanol 61.4
    water 1.36
    ethyl acetate 29.97
    n-propanol 76.23
    acetone 75.01
    n-butanol 67.41
    acetonitrile 26.86
    DMF 248.0
    toluene 21.47
    isobutanol 46.12
    1,4-dioxane 125.7
    methyl acetate 37.05
    THF 221.13
    2-butanone 59.82
    n-pentanol 45.27
    sec-butanol 39.25
    n-hexane 0.42
    ethylene glycol 33.75
    NMP 153.79
    cyclohexane 1.54
    DMSO 258.39
    n-butyl acetate 31.34
    n-octanol 19.55
    chloroform 68.77
    n-propyl acetate 31.03
    acetic acid 119.61
    dichloromethane 62.27
    cyclohexanone 108.89
    propylene glycol 41.01
    isopropyl acetate 26.1
    DMAc 204.97
    2-ethoxyethanol 105.12
    isopentanol 61.64
    n-heptane 0.53
    ethyl formate 39.73
    1,2-dichloroethane 35.64
    n-hexanol 39.67
    2-methoxyethanol 179.91
    isobutyl acetate 23.13
    tetrachloromethane 6.98
    n-pentyl acetate 25.99
    transcutol 237.11
    n-heptanol 26.25
    ethylbenzene 11.66
    MIBK 37.19
    2-propoxyethanol 99.86
    tert-butanol 56.81
    MTBE 14.09
    2-butoxyethanol 68.15
    propionic acid 50.22
    o-xylene 15.94
    formic acid 109.03
    diethyl ether 14.94
    m-xylene 19.89
    p-xylene 15.95
    chlorobenzene 22.76
    dimethyl carbonate 29.66
    n-octane 0.42
    formamide 144.45
    cyclopentanone 129.13
    2-pentanone 44.89
    anisole 35.26
    cyclopentyl methyl ether 44.85
    gamma-butyrolactone 127.2
    1-methoxy-2-propanol 125.5
    pyridine 83.42
    3-pentanone 26.47
    furfural 125.67
    n-dodecane 0.51
    diethylene glycol 105.94
    diisopropyl ether 5.3
    tert-amyl alcohol 38.46
    acetylacetone 62.18
    n-hexadecane 0.61
    acetophenone 47.1
    methyl propionate 34.54
    isopentyl acetate 33.22
    trichloroethylene 85.86
    n-nonanol 19.08
    cyclohexanol 45.86
    benzyl alcohol 57.42
    2-ethylhexanol 18.14
    isooctanol 21.03
    dipropyl ether 9.89
    1,2-dichlorobenzene 22.52
    ethyl lactate 33.51
    propylene carbonate 69.63
    n-methylformamide 111.62
    2-pentanol 27.85
    n-pentane 0.51
    1-propoxy-2-propanol 56.07
    1-methoxy-2-propyl acetate 46.99
    2-(2-methoxypropoxy) propanol 62.22
    mesitylene 11.08
    ε-caprolactone 81.84
    p-cymene 8.75
    epichlorohydrin 128.82
    1,1,1-trichloroethane 21.16
    2-aminoethanol 62.93
    morpholine-4-carbaldehyde 164.01
    sulfolane 160.8
    2,2,4-trimethylpentane 0.67
    2-methyltetrahydrofuran 72.81
    n-hexyl acetate 33.09
    isooctane 0.65
    2-(2-butoxyethoxy)ethanol 85.75
    sec-butyl acetate 20.49
    tert-butyl acetate 29.9
    decalin 1.37
    glycerin 79.12
    diglyme 138.19
    acrylic acid 55.29
    isopropyl myristate 12.87
    n-butyric acid 69.78
    acetyl acetate 28.22
    di(2-ethylhexyl) phthalate 24.67
    ethyl propionate 22.4
    nitromethane 117.28
    1,2-diethoxyethane 35.81
    benzonitrile 43.85
    trioctyl phosphate 17.09
    1-bromopropane 12.22
    gamma-valerolactone 172.41
    n-decanol 13.31
    triethyl phosphate 18.02
    4-methyl-2-pentanol 22.87
    propionitrile 25.65
    vinylene carbonate 67.17
    1,1,2-trichlorotrifluoroethane 109.94
    DMS 32.29
    cumene 8.65
    2-octanol 13.86
    2-hexanone 32.43
    octyl acetate 18.22
    limonene 10.4
    1,2-dimethoxyethane 124.32
    ethyl orthosilicate 16.62
    tributyl phosphate 17.71
    diacetone alcohol 62.68
    N,N-dimethylaniline 27.08
    acrylonitrile 42.28
    aniline 45.47
    1,3-propanediol 100.4
    bromobenzene 17.68
    dibromomethane 29.98
    1,1,2,2-tetrachloroethane 63.87
    2-methyl-cyclohexyl acetate 29.35
    tetrabutyl urea 27.84
    diisobutyl methanol 11.05
    2-phenylethanol 48.73
    styrene 13.01
    dioctyl adipate 24.86
    dimethyl sulfate 56.78
    ethyl butyrate 23.27
    methyl lactate 44.54
    butyl lactate 36.16
    diethyl carbonate 18.19
    propanediol butyl ether 65.69
    triethyl orthoformate 20.35
    p-tert-butyltoluene 7.86
    methyl 4-tert-butylbenzoate 43.4
    morpholine 153.15
    tert-butylamine 16.84
    n-dodecanol 9.22
    dimethoxymethane 109.96
    ethylene carbonate 55.36
    cyrene 81.49
    2-ethoxyethyl acetate 43.72
    2-ethylhexyl acetate 24.27
    1,2,4-trichlorobenzene 30.89
    4-methylpyridine 69.08
    dibutyl ether 10.04
    2,6-dimethyl-4-heptanol 11.05
    DEF 55.73
    dimethyl isosorbide 91.94
    tetrachloroethylene 42.87
    eugenol 52.3
    triacetin 42.12
    span 80 49.03
    1,4-butanediol 44.67
    1,1-dichloroethane 23.91
    2-methyl-1-pentanol 40.13
    methyl formate 81.47
    2-methyl-1-butanol 45.96
    n-decane 0.87
    butyronitrile 29.71
    3,7-dimethyl-1-octanol 18.94
    1-chlorooctane 5.26
    1-chlorotetradecane 2.15
    n-nonane 0.65
    undecane 0.64
    tert-butylcyclohexane 0.98
    cyclooctane 0.71
    cyclopentanol 54.14
    tetrahydropyran 69.63
    tert-amyl methyl ether 14.17
    2,5,8-trioxanonane 100.17
    1-hexene 2.98
    2-isopropoxyethanol 65.27
    2,2,2-trifluoroethanol 44.35
    methyl butyrate 35.07

    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