7-Methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid

Overview IFRA Request a quote

  • Identifiers

    CAS number
    92842-56-3

    Molecular formula
    C16H24O9

    SMILES
    CC1CCC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 75.48%
    Sweet 21.95%
    Cooling 21.0%
    Milky 19.16%
    Mint 17.72%
    Savory 17.41%
    Spicy 16.68%
    Vanilla 16.26%
    Bitter 15.67%
    Caramellic 15.15%

     

    Flavor
    Bitter 64.92%
    Odorless 36.52%
    Fatty 28.02%
    Sweet-like 27.79%
    Bland 25.37%
    Very mild 22.08%
    Cauliflower 20.93%
    Cedarleaf 20.91%
    Alkaline 20.69%
    Fenugreek 20.27%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.4

    pKa est.
    4.9 (weak acid)

    Molecular weight
    360.36 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1733°C

    Melting point expt.

    • 106 °C

    Flash point

    • 236.64 ˚C est.

  • Synonyms

    • 7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
    • SCHEMBL29426050
    • CHEBI:167915
    • Deoxyloganic acid (Not validated)
    • (1R,2S,6S,9S)-9-METHYL-2-[(2S,3R,4S,5R,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL]OXY-3-OXABICYCLO[4.3.0]NON-4-ENE-5-CARBOXYLIC ACID
    • NDA66899
    • 92842-56-3
    • PD158725
    • B0005-477403
    • (4aR,7aR)-7-Methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[C]pyran-4-carboxylic acid
    • 92842-56-3

  • Applications

    Being a glycoside-cyclopentapyran bearing multiple hydroxyl groups and a carboxyl function, 7-Methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid is primarily viewed as a chiral building block and synthetic intermediate for medicinal chemistry, enabling the construction of glycosylated cyclopentapyran cores in glycoside form and natural product–like analogs. It is commonly evaluated for library generation and structure–activity relationship (SAR) studies in drug discovery. In agrochemical and specialty chemical research, it may be explored as an intermediate for glycosylated ester/acid derivatives. With its multifunctional profile, the compound provides handles for derivatization to conjugate with polymers or other linkage systems, suitable for specialized formulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 14.8
    methanol 66.52
    isopropanol 6.49
    water 25.02
    ethyl acetate 2.69
    n-propanol 7.33
    acetone 9.11
    n-butanol 8.66
    acetonitrile 2.84
    DMF 53.47
    toluene 0.9
    isobutanol 3.36
    1,4-dioxane 10.69
    methyl acetate 2.42
    THF 21.45
    2-butanone 4.67
    n-pentanol 3.35
    sec-butanol 3.94
    n-hexane 0.14
    ethylene glycol 66.27
    NMP 64.98
    cyclohexane 0.7
    DMSO 223.15
    n-butyl acetate 1.43
    n-octanol 2.59
    chloroform 1.53
    n-propyl acetate 1.15
    acetic acid 74.87
    dichloromethane 1.64
    cyclohexanone 12.83
    propylene glycol 38.56
    isopropyl acetate 2.15
    DMAc 53.11
    2-ethoxyethanol 33.75
    isopentanol 5.34
    n-heptane 0.36
    ethyl formate 4.02
    1,2-dichloroethane 2.19
    n-hexanol 3.8
    2-methoxyethanol 113.33
    isobutyl acetate 0.72
    tetrachloromethane 0.58
    n-pentyl acetate 2.04
    transcutol 65.85
    n-heptanol 3.95
    ethylbenzene 0.46
    MIBK 3.67
    2-propoxyethanol 24.79
    tert-butanol 5.54
    MTBE 1.19
    2-butoxyethanol 16.72
    propionic acid 10.36
    o-xylene 1.0
    formic acid 269.38
    diethyl ether 2.25
    m-xylene 0.96
    p-xylene 0.57
    chlorobenzene 0.59
    dimethyl carbonate 5.85
    n-octane 0.26
    formamide 177.61
    cyclopentanone 16.97
    2-pentanone 5.57
    anisole 1.15
    cyclopentyl methyl ether 5.19
    gamma-butyrolactone 21.26
    1-methoxy-2-propanol 55.05
    pyridine 5.16
    3-pentanone 3.44
    furfural 19.27
    n-dodecane 0.17
    diethylene glycol 68.69
    diisopropyl ether 0.83
    tert-amyl alcohol 3.73
    acetylacetone 11.49
    n-hexadecane 0.19
    acetophenone 2.68
    methyl propionate 4.22
    isopentyl acetate 1.69
    trichloroethylene 3.43
    n-nonanol 2.68
    cyclohexanol 7.48
    benzyl alcohol 4.05
    2-ethylhexanol 1.77
    isooctanol 2.77
    dipropyl ether 1.67
    1,2-dichlorobenzene 0.75
    ethyl lactate 5.71
    propylene carbonate 6.82
    n-methylformamide 33.77
    2-pentanol 4.03
    n-pentane 0.31
    1-propoxy-2-propanol 11.69
    1-methoxy-2-propyl acetate 6.12
    2-(2-methoxypropoxy) propanol 15.39
    mesitylene 0.78
    ε-caprolactone 10.7
    p-cymene 0.73
    epichlorohydrin 13.9
    1,1,1-trichloroethane 0.78
    2-aminoethanol 49.99
    morpholine-4-carbaldehyde 50.74
    sulfolane 64.8
    2,2,4-trimethylpentane 0.13
    2-methyltetrahydrofuran 6.16
    n-hexyl acetate 2.54
    isooctane 0.1
    2-(2-butoxyethoxy)ethanol 25.59
    sec-butyl acetate 0.83
    tert-butyl acetate 2.77
    decalin 0.16
    glycerin 143.99
    diglyme 35.14
    acrylic acid 18.92
    isopropyl myristate 1.19
    n-butyric acid 11.83
    acetyl acetate 2.76
    di(2-ethylhexyl) phthalate 2.71
    ethyl propionate 1.31
    nitromethane 44.93
    1,2-diethoxyethane 4.66
    benzonitrile 1.79
    trioctyl phosphate 2.47
    1-bromopropane 0.79
    gamma-valerolactone 44.79
    n-decanol 2.05
    triethyl phosphate 1.83
    4-methyl-2-pentanol 2.32
    propionitrile 1.68
    vinylene carbonate 6.27
    1,1,2-trichlorotrifluoroethane 38.05
    DMS 3.29
    cumene 0.41
    2-octanol 1.96
    2-hexanone 1.71
    octyl acetate 1.92
    limonene 1.13
    1,2-dimethoxyethane 14.89
    ethyl orthosilicate 1.65
    tributyl phosphate 2.08
    diacetone alcohol 14.76
    N,N-dimethylaniline 1.41
    acrylonitrile 3.64
    aniline 2.77
    1,3-propanediol 63.38
    bromobenzene 0.42
    dibromomethane 1.01
    1,1,2,2-tetrachloroethane 3.63
    2-methyl-cyclohexyl acetate 2.13
    tetrabutyl urea 3.86
    diisobutyl methanol 1.42
    2-phenylethanol 4.31
    styrene 0.42
    dioctyl adipate 2.3
    dimethyl sulfate 14.98
    ethyl butyrate 1.43
    methyl lactate 21.37
    butyl lactate 5.65
    diethyl carbonate 1.0
    propanediol butyl ether 21.26
    triethyl orthoformate 1.87
    p-tert-butyltoluene 0.7
    methyl 4-tert-butylbenzoate 6.38
    morpholine 17.5
    tert-butylamine 1.66
    n-dodecanol 1.52
    dimethoxymethane 24.49
    ethylene carbonate 4.93
    cyrene 24.77
    2-ethoxyethyl acetate 4.66
    2-ethylhexyl acetate 1.19
    1,2,4-trichlorobenzene 1.12
    4-methylpyridine 2.81
    dibutyl ether 1.16
    2,6-dimethyl-4-heptanol 1.42
    DEF 9.5
    dimethyl isosorbide 20.71
    tetrachloroethylene 3.65
    eugenol 8.57
    triacetin 5.69
    span 80 13.66
    1,4-butanediol 19.18
    1,1-dichloroethane 0.8
    2-methyl-1-pentanol 2.61
    methyl formate 21.15
    2-methyl-1-butanol 3.91
    n-decane 0.3
    butyronitrile 1.97
    3,7-dimethyl-1-octanol 2.1
    1-chlorooctane 0.72
    1-chlorotetradecane 0.35
    n-nonane 0.28
    undecane 0.22
    tert-butylcyclohexane 0.09
    cyclooctane 0.42
    cyclopentanol 8.66
    tetrahydropyran 5.16
    tert-amyl methyl ether 1.55
    2,5,8-trioxanonane 29.33
    1-hexene 0.36
    2-isopropoxyethanol 12.43
    2,2,2-trifluoroethanol 32.33
    methyl butyrate 2.01

    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