Ent-13-epi-12-acetoxymanoyl oxide

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  • Identifiers

    CAS number
    122551-69-3

    Molecular formula
    C22H36O3

    SMILES
    CC(=O)O[C@@H]1C[C@H]2[C@@]3(CCCC([C@H]3CC[C@@]2(O[C@@]1(C)C=C)C)(C)C)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 80.31%
    Amber 46.61%
    Fruity 45.45%
    Cedar 44.92%
    Herbal 42.03%
    Dry 41.45%
    Spicy 40.04%
    Pine 38.25%
    Sweet 37.46%
    Camphoreous 36.12%

     

    Flavor
    Woody 69.86%
    Sweet 69.53%
    Herbal 51.54%
    Pine 47.71%
    Camphor 44.19%
    Balsam 38.46%
    Minty 33.69%
    Mint 32.88%
    Dry 32.62%
    Citrus 32.49%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    5.5

    pKa est.
    7.71 (neutral)

    Molecular weight
    348.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    374°C

    Flash point

    • 181.7 ˚C est.

  • Synonyms

    • Manoyl oxide F1
    • Ent-13-epi-12-acetoxymanoyl oxide
    • DTXSID00153641
    • RefChem:136996
    • DTXCID4076132
    • ((2R,3S,4aS,6aR,10aR,10bS)-3-ethenyl-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo(f)chromen-2-yl) acetate
    • 122551-69-3
    • (2R-(2alpha,3beta,4abeta,6aalpha,10abeta,10balpha))-3-Ethenyldodecahydro-3,4a,7,7,10a-pentamethyl-1H-naphtho(2,1-b)pyran-2-ol acetate
    • 1H-Naphtho(2,1-b)pyran-2-ol, 3-ethenyldodecahydro-3,4a,7,7,10a-pentamethyl-, acetate, (2R-(2alpha,3beta,4abeta,6aalpha,10abeta,10balpha))-
    • 122551-69-3

  • Applications

    Ent-13-epi-12-acetoxymanoyl oxide (CAS 122551-69-3) is primarily used as an intermediate and a chiral building block in organic synthesis; it can serve as a precursor to more complex terpenoid derivatives and support the design of stereochemically controlled pathways. In fragrance and perfumery, it may be employed as an odorant or fragrance precursor to contribute to novel scent profiles. In cosmetics and personal care, it may be evaluated as a fragrance ingredient or cosmetic intermediate, depending on formulation constraints. In polymer and materials chemistry, it can be explored as a specialty monomer or modifier for terpene- or bio-based materials, offering potential to influence polymer chirality. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 245.39
    methanol 186.76
    isopropanol 236.93
    water 1.35
    ethyl acetate 472.05
    n-propanol 338.88
    acetone 432.06
    n-butanol 299.71
    acetonitrile 285.18
    DMF 1035.0
    toluene 663.43
    isobutanol 302.38
    1,4-dioxane 757.54
    methyl acetate 389.59
    THF 1446.19
    2-butanone 456.91
    n-pentanol 177.95
    sec-butanol 232.55
    n-hexane 23.69
    ethylene glycol 51.61
    NMP 1067.45
    cyclohexane 80.04
    DMSO 437.54
    n-butyl acetate 321.58
    n-octanol 96.26
    chloroform 1527.22
    n-propyl acetate 252.5
    acetic acid 444.92
    dichloromethane 1088.26
    cyclohexanone 799.17
    propylene glycol 90.65
    isopropyl acetate 401.15
    DMAc 881.46
    2-ethoxyethanol 269.38
    isopentanol 262.38
    n-heptane 14.84
    ethyl formate 256.76
    1,2-dichloroethane 670.73
    n-hexanol 235.53
    2-methoxyethanol 425.23
    isobutyl acetate 220.8
    tetrachloromethane 220.25
    n-pentyl acetate 269.93
    transcutol 818.41
    n-heptanol 121.5
    ethylbenzene 202.51
    MIBK 313.67
    2-propoxyethanol 466.0
    tert-butanol 221.94
    MTBE 299.24
    2-butoxyethanol 277.57
    propionic acid 301.09
    o-xylene 302.6
    formic acid 150.76
    diethyl ether 380.73
    m-xylene 419.08
    p-xylene 243.54
    chlorobenzene 572.95
    dimethyl carbonate 310.39
    n-octane 5.41
    formamide 194.81
    cyclopentanone 923.32
    2-pentanone 436.97
    anisole 348.82
    cyclopentyl methyl ether 691.46
    gamma-butyrolactone 1047.66
    1-methoxy-2-propanol 435.92
    pyridine 793.39
    3-pentanone 396.34
    furfural 811.63
    n-dodecane 4.17
    diethylene glycol 257.54
    diisopropyl ether 140.63
    tert-amyl alcohol 199.35
    acetylacetone 530.94
    n-hexadecane 5.38
    acetophenone 333.49
    methyl propionate 463.89
    isopentyl acetate 344.38
    trichloroethylene 1368.69
    n-nonanol 96.45
    cyclohexanol 382.33
    benzyl alcohol 278.93
    2-ethylhexanol 137.69
    isooctanol 105.55
    dipropyl ether 167.06
    1,2-dichlorobenzene 481.21
    ethyl lactate 155.06
    propylene carbonate 585.79
    n-methylformamide 402.6
    2-pentanol 209.28
    n-pentane 35.42
    1-propoxy-2-propanol 317.93
    1-methoxy-2-propyl acetate 461.15
    2-(2-methoxypropoxy) propanol 239.2
    mesitylene 214.1
    ε-caprolactone 741.44
    p-cymene 107.03
    epichlorohydrin 1099.23
    1,1,1-trichloroethane 649.9
    2-aminoethanol 147.32
    morpholine-4-carbaldehyde 1010.21
    sulfolane 890.27
    2,2,4-trimethylpentane 21.32
    2-methyltetrahydrofuran 847.95
    n-hexyl acetate 320.74
    isooctane 15.38
    2-(2-butoxyethoxy)ethanol 321.74
    sec-butyl acetate 228.12
    tert-butyl acetate 382.81
    decalin 32.96
    glycerin 151.78
    diglyme 601.28
    acrylic acid 279.3
    isopropyl myristate 106.38
    n-butyric acid 434.09
    acetyl acetate 392.34
    di(2-ethylhexyl) phthalate 129.35
    ethyl propionate 262.97
    nitromethane 631.47
    1,2-diethoxyethane 294.11
    benzonitrile 378.68
    trioctyl phosphate 92.4
    1-bromopropane 445.44
    gamma-valerolactone 1268.7
    n-decanol 64.64
    triethyl phosphate 137.27
    4-methyl-2-pentanol 142.51
    propionitrile 302.71
    vinylene carbonate 555.72
    1,1,2-trichlorotrifluoroethane 611.53
    DMS 330.9
    cumene 125.64
    2-octanol 75.26
    2-hexanone 222.32
    octyl acetate 141.02
    limonene 141.61
    1,2-dimethoxyethane 430.27
    ethyl orthosilicate 133.14
    tributyl phosphate 115.43
    diacetone alcohol 335.76
    N,N-dimethylaniline 231.96
    acrylonitrile 346.45
    aniline 508.48
    1,3-propanediol 223.18
    bromobenzene 621.15
    dibromomethane 736.94
    1,1,2,2-tetrachloroethane 1082.97
    2-methyl-cyclohexyl acetate 221.35
    tetrabutyl urea 141.11
    diisobutyl methanol 78.52
    2-phenylethanol 296.68
    styrene 246.24
    dioctyl adipate 159.58
    dimethyl sulfate 438.17
    ethyl butyrate 219.63
    methyl lactate 254.11
    butyl lactate 213.33
    diethyl carbonate 167.4
    propanediol butyl ether 214.7
    triethyl orthoformate 188.95
    p-tert-butyltoluene 102.17
    methyl 4-tert-butylbenzoate 286.26
    morpholine 892.89
    tert-butylamine 154.46
    n-dodecanol 44.6
    dimethoxymethane 669.92
    ethylene carbonate 506.47
    cyrene 270.9
    2-ethoxyethyl acetate 409.18
    2-ethylhexyl acetate 289.29
    1,2,4-trichlorobenzene 580.29
    4-methylpyridine 896.35
    dibutyl ether 108.98
    2,6-dimethyl-4-heptanol 78.52
    DEF 516.11
    dimethyl isosorbide 448.25
    tetrachloroethylene 668.89
    eugenol 248.31
    triacetin 314.46
    span 80 215.61
    1,4-butanediol 90.86
    1,1-dichloroethane 664.47
    2-methyl-1-pentanol 175.83
    methyl formate 309.46
    2-methyl-1-butanol 273.79
    n-decane 9.12
    butyronitrile 291.03
    3,7-dimethyl-1-octanol 107.21
    1-chlorooctane 67.74
    1-chlorotetradecane 22.5
    n-nonane 7.45
    undecane 5.88
    tert-butylcyclohexane 24.65
    cyclooctane 25.89
    cyclopentanol 386.03
    tetrahydropyran 810.74
    tert-amyl methyl ether 247.47
    2,5,8-trioxanonane 354.07
    1-hexene 95.48
    2-isopropoxyethanol 213.91
    2,2,2-trifluoroethanol 221.74
    methyl butyrate 303.04

    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