4-O-Methylglucuronic acid

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  • Identifiers

    CAS number
    2463-49-2

    Molecular formula
    C7H12O7

    SMILES
    CO[C@@H]([C@@H]([C@H](C=O)O)O)[C@@H](C(=O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 66.37%
    Caramellic 34.74%
    Buttery 30.57%
    Sweet 30.12%
    Savory 22.68%
    Milky 22.24%
    Sharp 18.13%
    Sour 17.29%
    Fruity 17.21%
    Burnt 16.86%

     

    Flavor
    Odorless 62.49%
    Very mild 33.13%
    Sweet-like 26.24%
    Bland 23.28%
    Mild 21.13%
    Caramellic 20.97%
    Yeast 20.5%
    Very slight 19.26%
    Acetoin 18.7%
    Sour 18.63%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.0

    pKa est.
    3.35 (weak acid)

    Molecular weight
    208.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    498°C

    Flash point

    • 196.61 ˚C est.

  • Synonyms

    • 4-O-Methylglucuronic acid
    • 2463-49-2
    • (2S,3S,4R,5R)-2,4,5-trihydroxy-3-methoxy-6-oxohexanoic acid
    • RefChem:912753
    • 4-O-methyl-D-glucuronic acid
    • 4120-73-4
    • 4-O-Methylhexuronic acid
    • SCHEMBL76123
    • Glucuronic acid, 4-O-methyl-
    • orb2695112
    • DTXSID90947556
    • MM46686
    • DB-263230
    • CS-0159798
    • (2S,3S,4R,5R)-2,4,5-trihydroxy-3-methoxy-6-oxo-hexanoic acid
    • rel-(2S,3S,4R,5R)-2,4,5-Trihydroxy-3-methoxy-6-oxohexanoic acid
    • 2463-49-2

  • Applications

    Primarily used as a carbohydrate building block and intermediate, 4-O-Methylglucuronic acid is employed in the synthesis of glycosylated compounds and uronic-acid-containing oligosaccharides in pharmaceutical research and carbohydrate chemistry. It serves as a precursor for functionalized uronic-acid derivatives and glycopolymers used in materials science and drug-delivery research. The compound may be explored as a starting material for sugar-based polymers and specialty materials (e.g., polysaccharide-derived coatings) and as a reagent in enzymatic or chemical glycosylation protocols in biotechnology applications, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.57
    methanol 20.23
    isopropanol 0.98
    water 537.43
    ethyl acetate 0.48
    n-propanol 1.48
    acetone 0.97
    n-butanol 0.9
    acetonitrile 0.6
    DMF 115.33
    toluene 0.26
    isobutanol 0.69
    1,4-dioxane 3.49
    methyl acetate 0.53
    THF 2.08
    2-butanone 0.72
    n-pentanol 0.5
    sec-butanol 1.05
    n-hexane 0.08
    ethylene glycol 109.53
    NMP 124.63
    cyclohexane 0.49
    DMSO 460.78
    n-butyl acetate 0.31
    n-octanol 0.53
    chloroform 0.17
    n-propyl acetate 0.24
    acetic acid 5.14
    dichloromethane 0.44
    cyclohexanone 2.6
    propylene glycol 25.29
    isopropyl acetate 0.32
    DMAc 67.2
    2-ethoxyethanol 9.68
    isopentanol 0.7
    n-heptane 0.37
    ethyl formate 0.97
    1,2-dichloroethane 0.68
    n-hexanol 0.98
    2-methoxyethanol 36.91
    isobutyl acetate 0.09
    tetrachloromethane 0.22
    n-pentyl acetate 0.25
    transcutol 6.46
    n-heptanol 0.77
    ethylbenzene 0.21
    MIBK 0.48
    2-propoxyethanol 6.02
    tert-butanol 1.64
    MTBE 0.38
    2-butoxyethanol 2.95
    propionic acid 2.91
    o-xylene 0.69
    formic acid 197.77
    diethyl ether 0.38
    m-xylene 0.4
    p-xylene 0.24
    chlorobenzene 0.12
    dimethyl carbonate 2.58
    n-octane 0.13
    formamide 142.74
    cyclopentanone 2.79
    2-pentanone 0.67
    anisole 0.5
    cyclopentyl methyl ether 1.6
    gamma-butyrolactone 5.06
    1-methoxy-2-propanol 13.68
    pyridine 1.06
    3-pentanone 0.82
    furfural 9.24
    n-dodecane 0.07
    diethylene glycol 28.11
    diisopropyl ether 0.2
    tert-amyl alcohol 1.7
    acetylacetone 1.66
    n-hexadecane 0.08
    acetophenone 1.07
    methyl propionate 1.49
    isopentyl acetate 0.27
    trichloroethylene 0.62
    n-nonanol 0.51
    cyclohexanol 2.36
    benzyl alcohol 1.29
    2-ethylhexanol 0.61
    isooctanol 0.53
    dipropyl ether 0.65
    1,2-dichlorobenzene 0.27
    ethyl lactate 1.92
    propylene carbonate 1.76
    n-methylformamide 36.67
    2-pentanol 0.62
    n-pentane 0.13
    1-propoxy-2-propanol 3.11
    1-methoxy-2-propyl acetate 1.44
    2-(2-methoxypropoxy) propanol 3.53
    mesitylene 0.43
    ε-caprolactone 2.6
    p-cymene 0.42
    epichlorohydrin 2.28
    1,1,1-trichloroethane 0.15
    2-aminoethanol 40.39
    morpholine-4-carbaldehyde 51.41
    sulfolane 52.81
    2,2,4-trimethylpentane 0.1
    2-methyltetrahydrofuran 1.14
    n-hexyl acetate 0.34
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 4.14
    sec-butyl acetate 0.15
    tert-butyl acetate 0.53
    decalin 0.15
    glycerin 115.78
    diglyme 7.79
    acrylic acid 6.84
    isopropyl myristate 0.19
    n-butyric acid 1.49
    acetyl acetate 0.47
    di(2-ethylhexyl) phthalate 0.51
    ethyl propionate 0.42
    nitromethane 8.03
    1,2-diethoxyethane 0.6
    benzonitrile 0.43
    trioctyl phosphate 0.47
    1-bromopropane 0.18
    gamma-valerolactone 10.44
    n-decanol 0.4
    triethyl phosphate 0.8
    4-methyl-2-pentanol 0.39
    propionitrile 0.44
    vinylene carbonate 1.87
    1,1,2-trichlorotrifluoroethane 17.72
    DMS 0.81
    cumene 0.21
    2-octanol 0.39
    2-hexanone 0.31
    octyl acetate 0.28
    limonene 0.71
    1,2-dimethoxyethane 5.52
    ethyl orthosilicate 0.68
    tributyl phosphate 0.37
    diacetone alcohol 3.4
    N,N-dimethylaniline 1.08
    acrylonitrile 1.14
    aniline 0.84
    1,3-propanediol 18.29
    bromobenzene 0.1
    dibromomethane 0.26
    1,1,2,2-tetrachloroethane 0.9
    2-methyl-cyclohexyl acetate 0.51
    tetrabutyl urea 1.02
    diisobutyl methanol 0.51
    2-phenylethanol 1.11
    styrene 0.16
    dioctyl adipate 0.41
    dimethyl sulfate 15.13
    ethyl butyrate 0.46
    methyl lactate 10.12
    butyl lactate 0.89
    diethyl carbonate 0.35
    propanediol butyl ether 3.82
    triethyl orthoformate 0.62
    p-tert-butyltoluene 0.44
    methyl 4-tert-butylbenzoate 1.71
    morpholine 5.5
    tert-butylamine 0.64
    n-dodecanol 0.33
    dimethoxymethane 10.64
    ethylene carbonate 1.27
    cyrene 12.93
    2-ethoxyethyl acetate 0.5
    2-ethylhexyl acetate 0.24
    1,2,4-trichlorobenzene 0.39
    4-methylpyridine 0.8
    dibutyl ether 0.23
    2,6-dimethyl-4-heptanol 0.51
    DEF 6.39
    dimethyl isosorbide 6.08
    tetrachloroethylene 1.07
    eugenol 2.16
    triacetin 0.86
    span 80 2.9
    1,4-butanediol 7.09
    1,1-dichloroethane 0.13
    2-methyl-1-pentanol 0.44
    methyl formate 14.0
    2-methyl-1-butanol 0.81
    n-decane 0.11
    butyronitrile 0.28
    3,7-dimethyl-1-octanol 0.39
    1-chlorooctane 0.18
    1-chlorotetradecane 0.1
    n-nonane 0.12
    undecane 0.08
    tert-butylcyclohexane 0.08
    cyclooctane 0.33
    cyclopentanol 2.43
    tetrahydropyran 0.9
    tert-amyl methyl ether 0.73
    2,5,8-trioxanonane 7.44
    1-hexene 0.1
    2-isopropoxyethanol 2.95
    2,2,2-trifluoroethanol 13.67
    methyl butyrate 0.58

    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