(2S)-7,8,3',4',5'-pentamethoxyflavan

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  • Identifiers

    CAS number
    133342-91-3

    Molecular formula
    C20H24O6

    SMILES
    COC1=C(C2=C(CC[C@H](O2)C3=CC(=C(C(=C3)OC)OC)OC)C=C1)OC

    Safety labels

  • Odor profile

    Fragrance
    Spicy 59.58%
    Phenolic 50.45%
    Vanilla 50.41%
    Woody 39.43%
    Smoky 39.19%
    Floral 36.4%
    Balsamic 36.13%
    Powdery 33.21%
    Sweet 29.3%
    Burnt 26.92%

     

    Flavor
    Bitter 67.0%
    Spice 25.16%
    Parsley 23.43%
    Eugenol 22.83%
    Carrot 20.38%
    Cedarleaf 20.37%
    Bland 20.03%
    Green pepper 19.64%
    Ripe apricot 19.51%
    Allspice 19.5%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.7

    pKa est.
    6.3 (neutral)

    Molecular weight
    360.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    573°C

    Flash point

    • 151.09 ˚C est.

  • Synonyms

    • (2S)-7,8,3',4',5'-pentamethoxyflavan
    • CHEMBL459239
    • DTXSID101147016
    • 133342-91-3
    • (2S)-3,4-Dihydro-7,8-dimethoxy-2-(3,4,5-trimethoxyphenyl)-2H-1-benzopyran
    • (2S)-7,8-Dimethoxy-2-(3,4,5-trimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran
    • 133342-91-3

  • Applications

    Compound (2S)-7,8,3',4',5'-pentamethoxyflavan (CAS 133342-91-3) is primarily encountered as an intermediate in organic synthesis, providing a flavan scaffold for the preparation of more complex flavonoid-derived compounds. It is also studied in pharmaceutical research as a synthetic building block for lead compounds and in chemical biology for SAR exploration. Owing to its pentamethoxy flavan framework, it is evaluated for potential antioxidant activity in in vitro assays and may serve as a reference scaffold in SAR studies. In materials science and coatings, it can function as a building block for functional polymers and for dye/ink chemistry, supporting development of UV-stable or color-forming materials. The substance may also be considered for cosmetic formulation development as an intermediate in fragrance compound synthesis, subject to regulatory constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 13.05
    methanol 12.38
    isopropanol 9.1
    water 0.16
    ethyl acetate 74.9
    n-propanol 12.62
    acetone 68.93
    n-butanol 11.43
    acetonitrile 50.34
    DMF 57.16
    toluene 23.91
    isobutanol 9.76
    1,4-dioxane 107.49
    methyl acetate 66.65
    THF 120.9
    2-butanone 49.99
    n-pentanol 13.71
    sec-butanol 9.54
    n-hexane 1.81
    ethylene glycol 7.98
    NMP 74.76
    cyclohexane 7.34
    DMSO 95.02
    n-butyl acetate 38.71
    n-octanol 11.77
    chloroform 236.39
    n-propyl acetate 46.6
    acetic acid 62.3
    dichloromethane 297.45
    cyclohexanone 90.02
    propylene glycol 3.62
    isopropyl acetate 42.16
    DMAc 77.23
    2-ethoxyethanol 49.96
    isopentanol 12.71
    n-heptane 3.47
    ethyl formate 51.72
    1,2-dichloroethane 159.92
    n-hexanol 14.23
    2-methoxyethanol 47.48
    isobutyl acetate 29.09
    tetrachloromethane 43.47
    n-pentyl acetate 39.09
    transcutol 61.66
    n-heptanol 12.82
    ethylbenzene 15.23
    MIBK 29.07
    2-propoxyethanol 46.56
    tert-butanol 13.68
    MTBE 17.88
    2-butoxyethanol 36.2
    propionic acid 31.4
    o-xylene 19.22
    formic acid 25.75
    diethyl ether 29.35
    m-xylene 15.91
    p-xylene 21.96
    chlorobenzene 59.17
    dimethyl carbonate 51.72
    n-octane 2.71
    formamide 50.64
    cyclopentanone 106.21
    2-pentanone 41.69
    anisole 30.67
    cyclopentyl methyl ether 40.57
    gamma-butyrolactone 151.33
    1-methoxy-2-propanol 27.54
    pyridine 96.45
    3-pentanone 41.88
    furfural 148.32
    n-dodecane 2.28
    diethylene glycol 44.84
    diisopropyl ether 10.34
    tert-amyl alcohol 11.72
    acetylacetone 88.18
    n-hexadecane 2.69
    acetophenone 49.42
    methyl propionate 56.23
    isopentyl acetate 35.94
    trichloroethylene 312.95
    n-nonanol 13.34
    cyclohexanol 20.03
    benzyl alcohol 28.83
    2-ethylhexanol 13.83
    isooctanol 12.2
    dipropyl ether 19.82
    1,2-dichlorobenzene 69.06
    ethyl lactate 23.44
    propylene carbonate 78.16
    n-methylformamide 41.52
    2-pentanol 8.63
    n-pentane 2.04
    1-propoxy-2-propanol 26.81
    1-methoxy-2-propyl acetate 46.57
    2-(2-methoxypropoxy) propanol 28.43
    mesitylene 11.25
    ε-caprolactone 85.31
    p-cymene 14.28
    epichlorohydrin 200.63
    1,1,1-trichloroethane 117.28
    2-aminoethanol 9.96
    morpholine-4-carbaldehyde 91.36
    sulfolane 149.01
    2,2,4-trimethylpentane 1.87
    2-methyltetrahydrofuran 60.81
    n-hexyl acetate 33.5
    isooctane 1.23
    2-(2-butoxyethoxy)ethanol 36.07
    sec-butyl acetate 29.44
    tert-butyl acetate 39.45
    decalin 3.79
    glycerin 11.39
    diglyme 95.06
    acrylic acid 40.91
    isopropyl myristate 16.75
    n-butyric acid 38.27
    acetyl acetate 84.6
    di(2-ethylhexyl) phthalate 19.87
    ethyl propionate 42.85
    nitromethane 156.15
    1,2-diethoxyethane 43.28
    benzonitrile 48.85
    trioctyl phosphate 14.72
    1-bromopropane 38.83
    gamma-valerolactone 133.48
    n-decanol 10.5
    triethyl phosphate 28.94
    4-methyl-2-pentanol 7.37
    propionitrile 32.97
    vinylene carbonate 88.24
    1,1,2-trichlorotrifluoroethane 123.25
    DMS 52.31
    cumene 11.73
    2-octanol 9.18
    2-hexanone 36.53
    octyl acetate 20.99
    limonene 15.95
    1,2-dimethoxyethane 87.87
    ethyl orthosilicate 25.84
    tributyl phosphate 17.74
    diacetone alcohol 34.12
    N,N-dimethylaniline 20.54
    acrylonitrile 53.15
    aniline 24.67
    1,3-propanediol 18.12
    bromobenzene 67.35
    dibromomethane 141.16
    1,1,2,2-tetrachloroethane 186.91
    2-methyl-cyclohexyl acetate 36.13
    tetrabutyl urea 23.49
    diisobutyl methanol 9.64
    2-phenylethanol 33.17
    styrene 16.94
    dioctyl adipate 28.04
    dimethyl sulfate 77.58
    ethyl butyrate 39.21
    methyl lactate 25.1
    butyl lactate 23.82
    diethyl carbonate 34.24
    propanediol butyl ether 18.19
    triethyl orthoformate 30.23
    p-tert-butyltoluene 12.18
    methyl 4-tert-butylbenzoate 43.19
    morpholine 78.36
    tert-butylamine 7.57
    n-dodecanol 8.46
    dimethoxymethane 74.38
    ethylene carbonate 74.28
    cyrene 47.15
    2-ethoxyethyl acetate 62.69
    2-ethylhexyl acetate 30.26
    1,2,4-trichlorobenzene 77.74
    4-methylpyridine 57.11
    dibutyl ether 17.55
    2,6-dimethyl-4-heptanol 9.64
    DEF 49.59
    dimethyl isosorbide 68.63
    tetrachloroethylene 151.84
    eugenol 37.46
    triacetin 51.36
    span 80 21.38
    1,4-butanediol 12.06
    1,1-dichloroethane 84.79
    2-methyl-1-pentanol 14.51
    methyl formate 56.26
    2-methyl-1-butanol 11.47
    n-decane 3.69
    butyronitrile 28.33
    3,7-dimethyl-1-octanol 11.73
    1-chlorooctane 12.92
    1-chlorotetradecane 6.59
    n-nonane 3.24
    undecane 2.78
    tert-butylcyclohexane 2.64
    cyclooctane 3.3
    cyclopentanol 22.15
    tetrahydropyran 54.86
    tert-amyl methyl ether 16.51
    2,5,8-trioxanonane 62.19
    1-hexene 5.69
    2-isopropoxyethanol 34.78
    2,2,2-trifluoroethanol 48.87
    methyl butyrate 49.54

    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