12a-Hydroxypachyrrhizone

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  • Identifiers

    CAS number
    28768-44-7

    Molecular formula
    C20H14O8

    SMILES
    COC1=C2C(=CC3=C1OC4COC5=CC6=C(C=C5C4(C3=O)O)OCO6)C=CO2

    Safety labels

  • Odor profile

    Fragrance
    Vanilla 38.7%
    Sweet 36.89%
    Odorless 34.39%
    Phenolic 28.91%
    Spicy 28.48%
    Powdery 28.11%
    Creamy 24.39%
    Balsamic 22.27%
    Burnt 21.28%
    Fruity 20.75%

     

    Flavor
    Bitter 95.93%
    Bland 22.61%
    Sweet-like 19.02%
    Cedarleaf 18.17%
    Parsley 17.91%
    Eugenol 17.1%
    Lovage 17.09%
    Cereal 16.85%
    Ripe apricot 16.7%
    Naphthalic 16.69%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.3

    pKa est.
    5.3 (weak acid)

    Molecular weight
    382.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    936°C

    Melting point expt.

    • 214 °C

    Flash point

    • 242.39 ˚C est.

  • Synonyms

    • 12a-Hydroxypachyrrhizone
    • 1-hydroxy-16-methoxy-5,7,11,14,18-pentaoxahexacyclo[11.11.0.02,10.04,8.015,23.017,21]tetracosa-2,4(8),9,15(23),16,19,21-heptaen-24-one
    • 1-hydroxy-16-methoxy-5,7,11,14,18-pentaoxahexacyclo(11.11.0.02,10.04,8.015,23.017,21)tetracosa-2,4(8),9,15(23),16,19,21-heptaen-24-one
    • 28768-44-7
    • RefChem:78308
    • (+)-12a-Hydroxypachyrrhizone
    • SCHEMBL31238175
    • CHEBI:191831
    • LMPK12060037
    • 28768-44-7

  • Applications

    12a-Hydroxypachyrrhizone (CAS 28768-44-7) is primarily used as an intermediate in fragrance chemistry and as a potential odorant in perfumery; it is also evaluated for cosmetic/personal care applications as a fragrance ingredient. It may serve as a chiral building block in organic synthesis for specialty chemicals used in industrial manufacturing, and may be considered for cleaning and household product formulations where a distinctive aroma is desired.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.15
    methanol 0.26
    isopropanol 0.17
    water 0.01
    ethyl acetate 1.78
    n-propanol 0.19
    acetone 2.24
    n-butanol 0.21
    acetonitrile 1.28
    DMF 7.71
    toluene 0.65
    isobutanol 0.17
    1,4-dioxane 3.71
    methyl acetate 1.86
    THF 4.5
    2-butanone 1.99
    n-pentanol 0.17
    sec-butanol 0.16
    n-hexane 0.01
    ethylene glycol 0.53
    NMP 9.72
    cyclohexane 0.05
    DMSO 8.56
    n-butyl acetate 1.33
    n-octanol 0.77
    chloroform 1.3
    n-propyl acetate 1.3
    acetic acid 2.33
    dichloromethane 1.56
    cyclohexanone 5.02
    propylene glycol 0.18
    isopropyl acetate 1.81
    DMAc 12.97
    2-ethoxyethanol 1.7
    isopentanol 0.29
    n-heptane 0.04
    ethyl formate 1.32
    1,2-dichloroethane 1.18
    n-hexanol 0.26
    2-methoxyethanol 2.92
    isobutyl acetate 0.94
    tetrachloromethane 0.23
    n-pentyl acetate 2.43
    transcutol 7.35
    n-heptanol 0.64
    ethylbenzene 0.31
    MIBK 1.4
    2-propoxyethanol 3.0
    tert-butanol 0.32
    MTBE 0.33
    2-butoxyethanol 2.91
    propionic acid 1.0
    o-xylene 0.59
    formic acid 1.94
    diethyl ether 0.53
    m-xylene 0.49
    p-xylene 0.48
    chlorobenzene 0.69
    dimethyl carbonate 3.86
    n-octane 0.04
    formamide 3.36
    cyclopentanone 6.06
    2-pentanone 1.65
    anisole 1.14
    cyclopentyl methyl ether 1.64
    gamma-butyrolactone 6.8
    1-methoxy-2-propanol 1.92
    pyridine 3.42
    3-pentanone 1.77
    furfural 7.98
    n-dodecane 0.06
    diethylene glycol 3.99
    diisopropyl ether 0.27
    tert-amyl alcohol 0.26
    acetylacetone 5.83
    n-hexadecane 0.08
    acetophenone 2.55
    methyl propionate 2.17
    isopentyl acetate 1.62
    trichloroethylene 3.59
    n-nonanol 1.01
    cyclohexanol 0.5
    benzyl alcohol 1.1
    2-ethylhexanol 0.36
    isooctanol 0.65
    dipropyl ether 0.79
    1,2-dichlorobenzene 0.97
    ethyl lactate 1.44
    propylene carbonate 3.07
    n-methylformamide 2.5
    2-pentanol 0.18
    n-pentane 0.02
    1-propoxy-2-propanol 2.09
    1-methoxy-2-propyl acetate 4.04
    2-(2-methoxypropoxy) propanol 4.17
    mesitylene 0.34
    ε-caprolactone 4.37
    p-cymene 0.48
    epichlorohydrin 4.63
    1,1,1-trichloroethane 0.74
    2-aminoethanol 0.36
    morpholine-4-carbaldehyde 12.48
    sulfolane 11.48
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 1.44
    n-hexyl acetate 2.69
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 4.47
    sec-butyl acetate 1.02
    tert-butyl acetate 2.06
    decalin 0.04
    glycerin 1.56
    diglyme 10.04
    acrylic acid 1.93
    isopropyl myristate 1.55
    n-butyric acid 1.23
    acetyl acetate 2.94
    di(2-ethylhexyl) phthalate 1.83
    ethyl propionate 1.58
    nitromethane 7.65
    1,2-diethoxyethane 2.54
    benzonitrile 1.86
    trioctyl phosphate 1.4
    1-bromopropane 0.28
    gamma-valerolactone 12.6
    n-decanol 0.71
    triethyl phosphate 1.56
    4-methyl-2-pentanol 0.22
    propionitrile 1.07
    vinylene carbonate 4.19
    1,1,2-trichlorotrifluoroethane 7.47
    DMS 3.9
    cumene 0.25
    2-octanol 0.53
    2-hexanone 1.27
    octyl acetate 1.82
    limonene 0.55
    1,2-dimethoxyethane 4.85
    ethyl orthosilicate 1.3
    tributyl phosphate 1.5
    diacetone alcohol 2.76
    N,N-dimethylaniline 1.09
    acrylonitrile 2.47
    aniline 1.06
    1,3-propanediol 0.91
    bromobenzene 0.67
    dibromomethane 0.64
    1,1,2,2-tetrachloroethane 2.15
    2-methyl-cyclohexyl acetate 1.75
    tetrabutyl urea 3.0
    diisobutyl methanol 0.42
    2-phenylethanol 1.38
    styrene 0.35
    dioctyl adipate 2.63
    dimethyl sulfate 6.77
    ethyl butyrate 1.59
    methyl lactate 2.51
    butyl lactate 2.32
    diethyl carbonate 1.5
    propanediol butyl ether 2.01
    triethyl orthoformate 1.93
    p-tert-butyltoluene 0.42
    methyl 4-tert-butylbenzoate 4.1
    morpholine 2.89
    tert-butylamine 0.13
    n-dodecanol 0.54
    dimethoxymethane 4.86
    ethylene carbonate 3.25
    cyrene 4.64
    2-ethoxyethyl acetate 4.6
    2-ethylhexyl acetate 1.29
    1,2,4-trichlorobenzene 1.56
    4-methylpyridine 2.33
    dibutyl ether 1.04
    2,6-dimethyl-4-heptanol 0.42
    DEF 3.7
    dimethyl isosorbide 7.31
    tetrachloroethylene 1.91
    eugenol 3.89
    triacetin 5.31
    span 80 2.96
    1,4-butanediol 0.34
    1,1-dichloroethane 0.51
    2-methyl-1-pentanol 0.24
    methyl formate 2.73
    2-methyl-1-butanol 0.22
    n-decane 0.11
    butyronitrile 0.71
    3,7-dimethyl-1-octanol 0.74
    1-chlorooctane 0.42
    1-chlorotetradecane 0.23
    n-nonane 0.07
    undecane 0.08
    tert-butylcyclohexane 0.03
    cyclooctane 0.04
    cyclopentanol 0.52
    tetrahydropyran 1.29
    tert-amyl methyl ether 0.41
    2,5,8-trioxanonane 8.05
    1-hexene 0.05
    2-isopropoxyethanol 1.35
    2,2,2-trifluoroethanol 2.17
    methyl butyrate 1.78

    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