(1S,4aS,6S,7R,7aS)-1-[[6-O-[(2E)-3-(3,4-Dihydroxyphenyl)-1-oxo-2-propen-1-yl]-I(2)-D-glucopyranosyl]oxy]-1,4a,5,6,7,7a-hexahydro-6,7-dihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid

Overview IFRA Request a quote

  • Identifiers

    CAS number
    220271-94-3

    Molecular formula
    C25H30O14

    SMILES
    C[C@@]1([C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)/C=C/C4=CC(=C(C=C4)O)O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 80.78%
    Savory 22.46%
    Vanilla 22.3%
    Milky 20.98%
    Sweet 19.11%
    Spicy 16.78%
    Balsamic 16.07%
    Bitter 16.04%
    Burnt 15.54%
    Cooling 15.09%

     

    Flavor
    Bitter 80.37%
    Odorless 38.81%
    Bland 32.66%
    Sweet-like 25.91%
    Very mild 25.22%
    Cedarleaf 19.97%
    Parsley 19.11%
    Lovage 19.08%
    Nitrile 18.99%
    Fenugreek 18.89%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    -1.5

    pKa est.
    5.31 (weak acid)

    Molecular weight
    554.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    4596°C

    Flash point

    • 277.14 ˚C est.

  • Synonyms

    • DTXSID401098721
    • (1S,4aS,6S,7R,7aS)-1-[[6-O-[(2E)-3-(3,4-Dihydroxyphenyl)-1-oxo-2-propen-1-yl]-I(2)-D-glucopyranosyl]oxy]-1,4a,5,6,7,7a-hexahydro-6,7-dihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid
    • 220271-94-3
    • 220271-94-3

  • Applications

    The compound with the full name (1S,4aS,6S,7R,7aS)-1-[[6-O-[(2E)-3-(3,4-Dihydroxyphenyl)-1-oxo-2-propen-1-yl]-I(2)-D-glucopyranosyl]oxy]-1,4a,5,6,7,7a-hexahydro-6,7-dihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid, CAS 220271-94-3, is primarily used as a synthetic/intermediate building block in the preparation of iridoid glycoside derivatives for medicinal chemistry; it is commonly evaluated for antioxidant potential due to the catechol-containing phenyl unit, and may be used as a cosmetic antioxidant or stabilizer in personal care formulations; in research settings it serves as a glycosylated scaffold for semi-synthetic modification and structure–activity studies; it also functions as an analytical reference material for method development and structural elucidation (e.g., LC/UV, LC-MS, NMR); depending on local regulations, it may be used as a reactive intermediate in polymer or biomaterial formulations that incorporate glycoside motifs.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 54.39
    methanol 221.65
    isopropanol 18.0
    water 3.07
    ethyl acetate 10.59
    n-propanol 29.7
    acetone 74.43
    n-butanol 15.58
    acetonitrile 12.01
    DMF 366.53
    toluene 0.83
    isobutanol 6.97
    1,4-dioxane 65.89
    methyl acetate 18.12
    THF 146.76
    2-butanone 28.82
    n-pentanol 5.48
    sec-butanol 10.17
    n-hexane 0.05
    ethylene glycol 124.31
    NMP 153.19
    cyclohexane 0.19
    DMSO 726.69
    n-butyl acetate 1.42
    n-octanol 4.06
    chloroform 2.74
    n-propyl acetate 2.69
    acetic acid 211.8
    dichloromethane 4.0
    cyclohexanone 23.09
    propylene glycol 109.23
    isopropyl acetate 4.53
    DMAc 234.57
    2-ethoxyethanol 117.53
    isopentanol 5.54
    n-heptane 0.14
    ethyl formate 17.55
    1,2-dichloroethane 3.82
    n-hexanol 2.0
    2-methoxyethanol 440.29
    isobutyl acetate 0.72
    tetrachloromethane 0.38
    n-pentyl acetate 3.44
    transcutol 95.68
    n-heptanol 3.56
    ethylbenzene 0.27
    MIBK 5.0
    2-propoxyethanol 41.55
    tert-butanol 8.72
    MTBE 2.96
    2-butoxyethanol 24.81
    propionic acid 30.01
    o-xylene 0.52
    formic acid 357.07
    diethyl ether 8.28
    m-xylene 0.41
    p-xylene 0.24
    chlorobenzene 0.49
    dimethyl carbonate 27.17
    n-octane 0.13
    formamide 344.13
    cyclopentanone 62.42
    2-pentanone 18.92
    anisole 2.74
    cyclopentyl methyl ether 8.98
    gamma-butyrolactone 70.27
    1-methoxy-2-propanol 179.23
    pyridine 17.99
    3-pentanone 10.1
    furfural 48.4
    n-dodecane 0.1
    diethylene glycol 88.11
    diisopropyl ether 0.66
    tert-amyl alcohol 5.6
    acetylacetone 41.66
    n-hexadecane 0.11
    acetophenone 3.61
    methyl propionate 20.47
    isopentyl acetate 0.92
    trichloroethylene 6.11
    n-nonanol 3.98
    cyclohexanol 5.96
    benzyl alcohol 5.46
    2-ethylhexanol 0.74
    isooctanol 1.89
    dipropyl ether 2.62
    1,2-dichlorobenzene 0.42
    ethyl lactate 7.81
    propylene carbonate 11.07
    n-methylformamide 186.98
    2-pentanol 4.71
    n-pentane 0.13
    1-propoxy-2-propanol 17.99
    1-methoxy-2-propyl acetate 7.39
    2-(2-methoxypropoxy) propanol 18.06
    mesitylene 0.23
    ε-caprolactone 18.18
    p-cymene 0.19
    epichlorohydrin 53.13
    1,1,1-trichloroethane 0.8
    2-aminoethanol 123.49
    morpholine-4-carbaldehyde 195.3
    sulfolane 132.45
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 16.59
    n-hexyl acetate 4.18
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 37.1
    sec-butyl acetate 1.18
    tert-butyl acetate 3.86
    decalin 0.04
    glycerin 305.09
    diglyme 66.75
    acrylic acid 45.97
    isopropyl myristate 1.37
    n-butyric acid 25.83
    acetyl acetate 6.8
    di(2-ethylhexyl) phthalate 1.86
    ethyl propionate 3.25
    nitromethane 243.17
    1,2-diethoxyethane 10.53
    benzonitrile 1.8
    trioctyl phosphate 1.92
    1-bromopropane 1.09
    gamma-valerolactone 182.6
    n-decanol 2.69
    triethyl phosphate 1.07
    4-methyl-2-pentanol 1.4
    propionitrile 5.76
    vinylene carbonate 11.43
    1,1,2-trichlorotrifluoroethane 74.3
    DMS 4.51
    cumene 0.14
    2-octanol 1.92
    2-hexanone 3.89
    octyl acetate 2.92
    limonene 0.36
    1,2-dimethoxyethane 80.48
    ethyl orthosilicate 1.05
    tributyl phosphate 1.43
    diacetone alcohol 24.46
    N,N-dimethylaniline 1.84
    acrylonitrile 12.55
    aniline 4.09
    1,3-propanediol 143.65
    bromobenzene 0.29
    dibromomethane 1.44
    1,1,2,2-tetrachloroethane 5.4
    2-methyl-cyclohexyl acetate 1.03
    tetrabutyl urea 3.91
    diisobutyl methanol 0.52
    2-phenylethanol 2.43
    styrene 0.34
    dioctyl adipate 2.99
    dimethyl sulfate 42.93
    ethyl butyrate 1.67
    methyl lactate 55.23
    butyl lactate 6.46
    diethyl carbonate 1.01
    propanediol butyl ether 34.45
    triethyl orthoformate 1.91
    p-tert-butyltoluene 0.19
    methyl 4-tert-butylbenzoate 6.01
    morpholine 95.64
    tert-butylamine 1.44
    n-dodecanol 1.76
    dimethoxymethane 192.41
    ethylene carbonate 8.48
    cyrene 31.39
    2-ethoxyethyl acetate 10.44
    2-ethylhexyl acetate 0.59
    1,2,4-trichlorobenzene 0.71
    4-methylpyridine 6.61
    dibutyl ether 2.18
    2,6-dimethyl-4-heptanol 0.52
    DEF 35.15
    dimethyl isosorbide 20.07
    tetrachloroethylene 3.55
    eugenol 8.14
    triacetin 8.85
    span 80 17.25
    1,4-butanediol 34.5
    1,1-dichloroethane 1.52
    2-methyl-1-pentanol 2.11
    methyl formate 134.03
    2-methyl-1-butanol 5.41
    n-decane 0.2
    butyronitrile 4.6
    3,7-dimethyl-1-octanol 1.57
    1-chlorooctane 0.69
    1-chlorotetradecane 0.27
    n-nonane 0.18
    undecane 0.14
    tert-butylcyclohexane 0.02
    cyclooctane 0.1
    cyclopentanol 13.99
    tetrahydropyran 16.91
    tert-amyl methyl ether 3.05
    2,5,8-trioxanonane 46.47
    1-hexene 0.23
    2-isopropoxyethanol 29.88
    2,2,2-trifluoroethanol 53.76
    methyl butyrate 4.76

    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