12alpha-Hydroxyerosone

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  • Identifiers

    CAS number
    66322-32-5

    Molecular formula
    C20H16O7

    SMILES
    COC1=C(C=C2C(=C1)C3(C(CO2)OC4=C(C3=O)C=C5C=COC5=C4)O)OC

    Safety labels

  • Odor profile

    Fragrance
    Sweet 55.85%
    Vanilla 55.62%
    Phenolic 35.61%
    Powdery 35.31%
    Creamy 33.22%
    Spicy 32.86%
    Balsamic 28.4%
    Odorless 26.56%
    Burnt 24.35%
    Caramellic 24.24%

     

    Flavor
    Bitter 94.81%
    Bland 23.47%
    Sweet-like 19.87%
    Parsley 19.36%
    Cedarleaf 19.06%
    Lovage 18.34%
    Eugenol 18.31%
    Ripe apricot 17.74%
    Naphthalic 17.64%
    Red fruit 17.45%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.5

    pKa est.
    6.12 (neutral)

    Molecular weight
    368.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    859°C

    Melting point expt.

    • 282 - 283 °C

    Flash point

    • 235.5 ˚C est.

  • Synonyms

    • 12alpha-Hydroxyerosone
    • 13-hydroxy-16,17-dimethoxy-2,6,20-trioxapentacyclo[11.8.0.03,11.05,9.014,19]henicosa-3(11),4,7,9,14,16,18-heptaen-12-one
    • 6a,13a-Dihydro-13a-hydroxy-2,3-dimethoxy[1]benzopyrano[3,4-b]furo[3,2-g][1]benzopyran-13(6H)-one, 9CI
    • 13-hydroxy-16,17-dimethoxy-2,6,20-trioxapentacyclo(11.8.0.03,11.05,9.014,19)henicosa-3(11),4,7,9,14,16,18-heptaen-12-one
    • 66322-32-5
    • 6a,13a-Dihydro-13a-hydroxy-2,3-dimethoxy(1)benzopyrano(3,4-b)furo(3,2-g)(1)benzopyran-13(6H)-one, 9ci
    • RefChem:236449
    • 12a-Hydroxyerosone
    • CHEBI:175713
    • LMPK12060035
    • 66322-32-5

  • Applications

    12alpha-Hydroxyerosone (CAS 66322-32-5) is primarily used as an intermediate in steroid synthesis, serving as a building block for pharmaceutical steroid compounds; it is employed in medicinal chemistry research for structure–activity relationship exploration and as a precursor for steroid derivatives; it is supplied as an analytical reference material for methods development and testing in laboratories; it may be evaluated for cosmetic/personal care applications as a fragrance intermediate or cosmetic ingredient, subject to regulatory compliance and formulation constraints; it also functions as a precursor in industrial manufacturing workflows for further chemical transformations to more complex steroid products.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.22
    methanol 0.35
    isopropanol 0.36
    water 0.0
    ethyl acetate 4.15
    n-propanol 0.35
    acetone 6.07
    n-butanol 0.38
    acetonitrile 2.44
    DMF 12.96
    toluene 1.55
    isobutanol 0.36
    1,4-dioxane 9.94
    methyl acetate 5.37
    THF 13.9
    2-butanone 4.99
    n-pentanol 0.33
    sec-butanol 0.32
    n-hexane 0.04
    ethylene glycol 0.65
    NMP 16.96
    cyclohexane 0.18
    DMSO 19.57
    n-butyl acetate 2.69
    n-octanol 0.76
    chloroform 5.54
    n-propyl acetate 3.17
    acetic acid 5.71
    dichloromethane 6.29
    cyclohexanone 11.77
    propylene glycol 0.25
    isopropyl acetate 3.8
    DMAc 25.66
    2-ethoxyethanol 2.63
    isopentanol 0.61
    n-heptane 0.09
    ethyl formate 2.28
    1,2-dichloroethane 4.4
    n-hexanol 0.45
    2-methoxyethanol 4.16
    isobutyl acetate 2.33
    tetrachloromethane 0.78
    n-pentyl acetate 3.29
    transcutol 10.3
    n-heptanol 0.77
    ethylbenzene 0.71
    MIBK 3.03
    2-propoxyethanol 4.55
    tert-butanol 0.88
    MTBE 1.11
    2-butoxyethanol 3.55
    propionic acid 2.15
    o-xylene 1.29
    formic acid 2.6
    diethyl ether 1.47
    m-xylene 0.96
    p-xylene 1.28
    chlorobenzene 1.83
    dimethyl carbonate 7.67
    n-octane 0.07
    formamide 4.79
    cyclopentanone 14.38
    2-pentanone 3.46
    anisole 2.67
    cyclopentyl methyl ether 3.82
    gamma-butyrolactone 16.46
    1-methoxy-2-propanol 2.82
    pyridine 7.6
    3-pentanone 4.38
    furfural 15.04
    n-dodecane 0.1
    diethylene glycol 5.46
    diisopropyl ether 0.73
    tert-amyl alcohol 0.67
    acetylacetone 11.54
    n-hexadecane 0.13
    acetophenone 5.1
    methyl propionate 4.55
    isopentyl acetate 3.46
    trichloroethylene 11.65
    n-nonanol 1.05
    cyclohexanol 1.09
    benzyl alcohol 2.03
    2-ethylhexanol 0.68
    isooctanol 0.93
    dipropyl ether 1.76
    1,2-dichlorobenzene 2.54
    ethyl lactate 2.36
    propylene carbonate 6.51
    n-methylformamide 3.87
    2-pentanol 0.33
    n-pentane 0.04
    1-propoxy-2-propanol 3.07
    1-methoxy-2-propyl acetate 7.08
    2-(2-methoxypropoxy) propanol 6.18
    mesitylene 0.69
    ε-caprolactone 9.08
    p-cymene 0.98
    epichlorohydrin 13.0
    1,1,1-trichloroethane 3.18
    2-aminoethanol 0.49
    morpholine-4-carbaldehyde 20.65
    sulfolane 24.22
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 4.21
    n-hexyl acetate 3.46
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 5.84
    sec-butyl acetate 2.49
    tert-butyl acetate 4.52
    decalin 0.13
    glycerin 1.81
    diglyme 15.0
    acrylic acid 3.73
    isopropyl myristate 2.32
    n-butyric acid 2.34
    acetyl acetate 7.26
    di(2-ethylhexyl) phthalate 2.77
    ethyl propionate 3.66
    nitromethane 18.59
    1,2-diethoxyethane 4.66
    benzonitrile 3.3
    trioctyl phosphate 1.95
    1-bromopropane 0.95
    gamma-valerolactone 23.32
    n-decanol 0.83
    triethyl phosphate 3.38
    4-methyl-2-pentanol 0.45
    propionitrile 2.2
    vinylene carbonate 8.51
    1,1,2-trichlorotrifluoroethane 13.81
    DMS 7.22
    cumene 0.6
    2-octanol 0.6
    2-hexanone 2.89
    octyl acetate 2.51
    limonene 1.22
    1,2-dimethoxyethane 9.04
    ethyl orthosilicate 2.9
    tributyl phosphate 2.32
    diacetone alcohol 4.97
    N,N-dimethylaniline 2.34
    acrylonitrile 4.59
    aniline 2.19
    1,3-propanediol 1.19
    bromobenzene 1.86
    dibromomethane 2.73
    1,1,2,2-tetrachloroethane 7.11
    2-methyl-cyclohexyl acetate 3.84
    tetrabutyl urea 4.34
    diisobutyl methanol 0.82
    2-phenylethanol 2.5
    styrene 0.85
    dioctyl adipate 4.21
    dimethyl sulfate 14.33
    ethyl butyrate 3.42
    methyl lactate 3.7
    butyl lactate 2.73
    diethyl carbonate 3.26
    propanediol butyl ether 1.99
    triethyl orthoformate 3.84
    p-tert-butyltoluene 0.92
    methyl 4-tert-butylbenzoate 6.35
    morpholine 6.69
    tert-butylamine 0.37
    n-dodecanol 0.66
    dimethoxymethane 9.12
    ethylene carbonate 6.89
    cyrene 7.29
    2-ethoxyethyl acetate 6.65
    2-ethylhexyl acetate 2.87
    1,2,4-trichlorobenzene 3.91
    4-methylpyridine 4.81
    dibutyl ether 1.61
    2,6-dimethyl-4-heptanol 0.82
    DEF 6.6
    dimethyl isosorbide 12.76
    tetrachloroethylene 5.86
    eugenol 5.84
    triacetin 7.93
    span 80 3.71
    1,4-butanediol 0.49
    1,1-dichloroethane 1.99
    2-methyl-1-pentanol 0.51
    methyl formate 4.68
    2-methyl-1-butanol 0.45
    n-decane 0.17
    butyronitrile 1.29
    3,7-dimethyl-1-octanol 1.01
    1-chlorooctane 0.67
    1-chlorotetradecane 0.38
    n-nonane 0.12
    undecane 0.12
    tert-butylcyclohexane 0.09
    cyclooctane 0.09
    cyclopentanol 1.2
    tetrahydropyran 3.77
    tert-amyl methyl ether 1.12
    2,5,8-trioxanonane 12.64
    1-hexene 0.14
    2-isopropoxyethanol 2.34
    2,2,2-trifluoroethanol 4.36
    methyl butyrate 4.0

    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