3,4-dihydroxy-2-(2,4,5-trihydroxy-6-methyloxan-3-yl)oxy-3,4-dihydro-2H-pyran-6-carboxylic acid

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  • Identifiers

    CAS number
    157676-09-0

    Molecular formula
    C12H18O10

    SMILES
    CC1C(C(C(C(O1)O)OC2C(C(C=C(O2)C(=O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 75.15%
    Sweet 33.41%
    Caramellic 28.87%
    Savory 20.02%
    Milky 19.98%
    Burnt 19.49%
    Vanilla 16.48%
    Creamy 15.74%
    Buttery 15.43%
    Clean 15.39%

     

    Flavor
    Bitter 52.43%
    Odorless 47.26%
    Sweet 39.62%
    Sweet-like 29.65%
    Very mild 27.17%
    Bland 24.69%
    Fenugreek 21.08%
    Cauliflower 21.08%
    Very slight 20.87%
    Extremely sweet 20.32%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.8

    pKa est.
    4.44 (weak acid)

    Molecular weight
    322.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1864°C

    Flash point

    • 243.9 ˚C est.

  • Synonyms

    • Lepidimoic acid
    • 3,4-dihydroxy-2-(2,4,5-trihydroxy-6-methyloxan-3-yl)oxy-3,4-dihydro-2H-pyran-6-carboxylic acid
    • 157676-09-0
    • CHEBI:169657
    • 1-methyl-3-phenyl-5-(3-propoxyphenyl)pyridin-4-one
    • 2-O-L-Ramnopyranosyl-4-Deoxy-alpha-L-threo-hex-4-enopyranosiduronoic acid
    • 6-Deoxy-2-O-(4-deoxy-b-L-threo-hex-4-enopyranuronosyl)-L-mannose, 9CI
    • 157676-09-0

  • Applications

    For 3,4-dihydroxy-2-(2,4,5-trihydroxy-6-methyloxan-3-yl)oxy-3,4-dihydro-2H-pyran-6-carboxylic acid (CAS 157676-09-0), this polyhydroxylated acid is primarily used as a versatile building block in chemical synthesis, commonly evaluated as a pharmaceutical intermediate; as a polyol component in polymer and resin systems enabling crosslinking or plasticization; as a precursor for glycoside derivatives in specialty chemicals; in cosmetics/personal care it can serve as a hydrophilic polyol additive or binder in emulsions; in coatings/inks it functions as a polyol binder or processing aid; and in cleaning formulations or industrial applications it may act as a hydrophilic additive or processing aid, subject to formulation requirements and regulatory constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.85
    methanol 6.79
    isopropanol 0.95
    water 126.57
    ethyl acetate 0.64
    n-propanol 0.92
    acetone 1.18
    n-butanol 0.92
    acetonitrile 0.55
    DMF 45.06
    toluene 0.6
    isobutanol 0.4
    1,4-dioxane 3.17
    methyl acetate 0.51
    THF 2.72
    2-butanone 0.57
    n-pentanol 0.41
    sec-butanol 0.68
    n-hexane 0.09
    ethylene glycol 42.0
    NMP 54.84
    cyclohexane 0.55
    DMSO 209.86
    n-butyl acetate 0.31
    n-octanol 0.53
    chloroform 0.09
    n-propyl acetate 0.24
    acetic acid 16.25
    dichloromethane 0.15
    cyclohexanone 2.03
    propylene glycol 17.18
    isopropyl acetate 0.46
    DMAc 38.86
    2-ethoxyethanol 9.97
    isopentanol 0.63
    n-heptane 0.42
    ethyl formate 0.72
    1,2-dichloroethane 0.26
    n-hexanol 0.68
    2-methoxyethanol 34.07
    isobutyl acetate 0.09
    tetrachloromethane 0.09
    n-pentyl acetate 0.33
    transcutol 12.6
    n-heptanol 0.8
    ethylbenzene 0.23
    MIBK 0.55
    2-propoxyethanol 5.99
    tert-butanol 1.21
    MTBE 0.3
    2-butoxyethanol 3.5
    propionic acid 2.18
    o-xylene 0.85
    formic acid 192.42
    diethyl ether 0.6
    m-xylene 0.59
    p-xylene 0.22
    chlorobenzene 0.1
    dimethyl carbonate 2.88
    n-octane 0.2
    formamide 138.87
    cyclopentanone 2.59
    2-pentanone 0.89
    anisole 0.42
    cyclopentyl methyl ether 2.16
    gamma-butyrolactone 3.97
    1-methoxy-2-propanol 14.99
    pyridine 1.66
    3-pentanone 0.85
    furfural 6.71
    n-dodecane 0.09
    diethylene glycol 25.16
    diisopropyl ether 0.29
    tert-amyl alcohol 0.96
    acetylacetone 2.6
    n-hexadecane 0.1
    acetophenone 0.82
    methyl propionate 1.46
    isopentyl acetate 0.24
    trichloroethylene 0.29
    n-nonanol 0.57
    cyclohexanol 2.39
    benzyl alcohol 1.07
    2-ethylhexanol 0.41
    isooctanol 0.47
    dipropyl ether 1.03
    1,2-dichlorobenzene 0.13
    ethyl lactate 1.65
    propylene carbonate 1.37
    n-methylformamide 14.41
    2-pentanol 0.75
    n-pentane 0.18
    1-propoxy-2-propanol 3.4
    1-methoxy-2-propyl acetate 1.53
    2-(2-methoxypropoxy) propanol 4.07
    mesitylene 0.44
    ε-caprolactone 2.13
    p-cymene 0.32
    epichlorohydrin 1.49
    1,1,1-trichloroethane 0.07
    2-aminoethanol 19.57
    morpholine-4-carbaldehyde 33.35
    sulfolane 27.43
    2,2,4-trimethylpentane 0.06
    2-methyltetrahydrofuran 1.24
    n-hexyl acetate 0.39
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 6.08
    sec-butyl acetate 0.16
    tert-butyl acetate 0.62
    decalin 0.11
    glycerin 86.97
    diglyme 9.99
    acrylic acid 5.56
    isopropyl myristate 0.22
    n-butyric acid 1.76
    acetyl acetate 0.7
    di(2-ethylhexyl) phthalate 0.42
    ethyl propionate 0.4
    nitromethane 12.81
    1,2-diethoxyethane 1.03
    benzonitrile 0.29
    trioctyl phosphate 0.4
    1-bromopropane 0.12
    gamma-valerolactone 9.94
    n-decanol 0.48
    triethyl phosphate 0.58
    4-methyl-2-pentanol 0.4
    propionitrile 0.26
    vinylene carbonate 1.38
    1,1,2-trichlorotrifluoroethane 10.71
    DMS 0.78
    cumene 0.17
    2-octanol 0.44
    2-hexanone 0.25
    octyl acetate 0.36
    limonene 0.51
    1,2-dimethoxyethane 4.84
    ethyl orthosilicate 0.53
    tributyl phosphate 0.31
    diacetone alcohol 3.87
    N,N-dimethylaniline 0.75
    acrylonitrile 0.64
    aniline 1.41
    1,3-propanediol 15.11
    bromobenzene 0.08
    dibromomethane 0.1
    1,1,2,2-tetrachloroethane 0.42
    2-methyl-cyclohexyl acetate 0.4
    tetrabutyl urea 0.93
    diisobutyl methanol 0.37
    2-phenylethanol 0.92
    styrene 0.18
    dioctyl adipate 0.43
    dimethyl sulfate 10.73
    ethyl butyrate 0.44
    methyl lactate 9.0
    butyl lactate 0.95
    diethyl carbonate 0.3
    propanediol butyl ether 4.42
    triethyl orthoformate 0.66
    p-tert-butyltoluene 0.33
    methyl 4-tert-butylbenzoate 1.81
    morpholine 5.56
    tert-butylamine 0.44
    n-dodecanol 0.39
    dimethoxymethane 10.31
    ethylene carbonate 1.01
    cyrene 7.93
    2-ethoxyethyl acetate 0.81
    2-ethylhexyl acetate 0.19
    1,2,4-trichlorobenzene 0.2
    4-methylpyridine 0.97
    dibutyl ether 0.35
    2,6-dimethyl-4-heptanol 0.37
    DEF 4.96
    dimethyl isosorbide 5.6
    tetrachloroethylene 0.53
    eugenol 2.19
    triacetin 1.18
    span 80 3.19
    1,4-butanediol 4.57
    1,1-dichloroethane 0.07
    2-methyl-1-pentanol 0.28
    methyl formate 7.12
    2-methyl-1-butanol 0.55
    n-decane 0.16
    butyronitrile 0.26
    3,7-dimethyl-1-octanol 0.31
    1-chlorooctane 0.19
    1-chlorotetradecane 0.1
    n-nonane 0.17
    undecane 0.12
    tert-butylcyclohexane 0.05
    cyclooctane 0.38
    cyclopentanol 2.02
    tetrahydropyran 1.27
    tert-amyl methyl ether 0.6
    2,5,8-trioxanonane 9.68
    1-hexene 0.13
    2-isopropoxyethanol 3.0
    2,2,2-trifluoroethanol 12.97
    methyl butyrate 0.49

    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