Methyl beta-D-arabinopyranoside

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  • Identifiers

    CAS number
    5328-63-2

    Molecular formula
    C6H12O5

    SMILES
    CO[C@H]1[C@H]([C@@H]([C@@H](CO1)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 58.75%
    Sweet 47.71%
    Caramellic 34.91%
    Woody 30.96%
    Alcoholic 22.89%
    Vanilla 20.51%
    Phenolic 19.74%
    Burnt 19.13%
    Smoky 18.15%
    Milky 17.81%

     

    Flavor
    Sweet 83.45%
    Bitter 50.81%
    Odorless 46.08%
    Sweet-like 28.99%
    Caramel 24.09%
    Alcoholic 24.03%
    Cauliflower 23.1%
    Vanilla 22.65%
    Very slight 22.37%
    Soup 21.13%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.0

    pKa est.
    5.21 (weak acid)

    Molecular weight
    164.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    392°C

    Flash point

    • 154.73 ˚C est.

  • Synonyms

    • 5328-63-2
    • Methyl beta-D-arabinopyranoside
    • EINECS 226-215-1
    • NSC 1975
    • RefChem:157800
    • 226-215-1
    • Methyl-beta-D-arabinopyranoside
    • Methyl b-D-arabinopyranoside
    • (2R,3S,4R,5R)-2-Methoxytetrahydro-2H-pyran-3,4,5-triol
    • (2R,3S,4R,5R)-2-methoxyoxane-3,4,5-triol
    • Methyl |A-D-arabinopyranoside
    • MFCD00063261
    • Methyl ss-D-arabinopyranoside
    • .beta.-D-Arabinopyranoside, methyl
    • Methyl pentopyranoside #
    • 2boj
    • Arabinopyranoside, methyl, .beta.-D-
    • orb2939503
    • SCHEMBL4921738
    • Methyl I(2)-D-arabinopyranoside
    • Methyl-.beta.-D-arabinopyranoside
    • DTXSID401308598
    • METHYL ?-D-ARABINOPYRANOSIDE
    • AKOS022186081
    • HY-W142906
    • MM04721
    • Methyl-.beta.,.delta.-arabinopyranoside
    • ARW
    • AS-69776
    • CS-0204938
    • M1019
    • NS00081073
    • A12607
    • Q27457957
    • (2R,3S,4R,5R)-2-methoxytetrahydropyran-3,4,5-triol
    • methyl beta-D-arabinoside; methyl D-arabinoside; methyl arabinoside
    • 5328-63-2

  • Applications

    Methyl beta-D-arabinopyranoside (CAS 5328-63-2) is used primarily as a building block in carbohydrate synthesis and as a protecting-group surrogate for the anomeric position in complex sugar sequences; as a methyl glycoside derivative of arabinose, it often serves as an intermediate for preparing arabinose-containing oligosaccharides and related polysaccharide models. It is also used as an analytical reference standard in carbohydrate analysis (e.g., HPLC/GC) to quantify arabinose-related components in samples. In enzymology and glycoscience, it is commonly evaluated as a substrate analog for glycosidases and glycosyltransferases, making it a useful research reagent in carbohydrate chemistry and molecular biology.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 14.04
    methanol 107.34
    isopropanol 4.14
    water 969.29
    ethyl acetate 1.49
    n-propanol 5.55
    acetone 1.54
    n-butanol 4.03
    acetonitrile 2.23
    DMF 117.9
    toluene 0.31
    isobutanol 3.01
    1,4-dioxane 11.72
    methyl acetate 1.12
    THF 6.32
    2-butanone 1.18
    n-pentanol 2.4
    sec-butanol 3.5
    n-hexane 0.11
    ethylene glycol 191.12
    NMP 112.93
    cyclohexane 0.81
    DMSO 465.25
    n-butyl acetate 1.01
    n-octanol 2.4
    chloroform 1.56
    n-propyl acetate 0.89
    acetic acid 44.0
    dichloromethane 2.95
    cyclohexanone 5.97
    propylene glycol 54.25
    isopropyl acetate 0.97
    DMAc 66.45
    2-ethoxyethanol 33.2
    isopentanol 2.73
    n-heptane 0.64
    ethyl formate 2.86
    1,2-dichloroethane 2.14
    n-hexanol 2.58
    2-methoxyethanol 93.73
    isobutyl acetate 0.57
    tetrachloromethane 0.67
    n-pentyl acetate 1.16
    transcutol 33.47
    n-heptanol 3.0
    ethylbenzene 0.35
    MIBK 1.12
    2-propoxyethanol 16.03
    tert-butanol 4.39
    MTBE 1.05
    2-butoxyethanol 12.21
    propionic acid 9.89
    o-xylene 0.86
    formic acid 586.21
    diethyl ether 1.11
    m-xylene 0.63
    p-xylene 0.47
    chlorobenzene 0.49
    dimethyl carbonate 3.49
    n-octane 0.3
    formamide 320.45
    cyclopentanone 5.68
    2-pentanone 1.19
    anisole 1.26
    cyclopentyl methyl ether 3.16
    gamma-butyrolactone 12.85
    1-methoxy-2-propanol 31.6
    pyridine 2.85
    3-pentanone 1.37
    furfural 24.53
    n-dodecane 0.22
    diethylene glycol 56.89
    diisopropyl ether 0.51
    tert-amyl alcohol 4.21
    acetylacetone 2.96
    n-hexadecane 0.24
    acetophenone 2.59
    methyl propionate 2.87
    isopentyl acetate 0.94
    trichloroethylene 2.87
    n-nonanol 2.22
    cyclohexanol 6.75
    benzyl alcohol 4.33
    2-ethylhexanol 1.88
    isooctanol 2.43
    dipropyl ether 1.62
    1,2-dichlorobenzene 1.07
    ethyl lactate 5.69
    propylene carbonate 5.67
    n-methylformamide 55.96
    2-pentanol 2.0
    n-pentane 0.23
    1-propoxy-2-propanol 8.71
    1-methoxy-2-propyl acetate 3.57
    2-(2-methoxypropoxy) propanol 12.49
    mesitylene 0.78
    ε-caprolactone 7.52
    p-cymene 1.03
    epichlorohydrin 7.69
    1,1,1-trichloroethane 0.54
    2-aminoethanol 97.64
    morpholine-4-carbaldehyde 88.2
    sulfolane 74.37
    2,2,4-trimethylpentane 0.22
    2-methyltetrahydrofuran 3.19
    n-hexyl acetate 1.72
    isooctane 0.13
    2-(2-butoxyethoxy)ethanol 17.34
    sec-butyl acetate 0.61
    tert-butyl acetate 1.37
    decalin 0.31
    glycerin 202.11
    diglyme 29.49
    acrylic acid 21.44
    isopropyl myristate 0.87
    n-butyric acid 7.13
    acetyl acetate 1.66
    di(2-ethylhexyl) phthalate 2.7
    ethyl propionate 1.11
    nitromethane 31.36
    1,2-diethoxyethane 2.5
    benzonitrile 1.89
    trioctyl phosphate 2.09
    1-bromopropane 0.57
    gamma-valerolactone 26.52
    n-decanol 1.69
    triethyl phosphate 2.21
    4-methyl-2-pentanol 1.36
    propionitrile 1.27
    vinylene carbonate 6.55
    1,1,2-trichlorotrifluoroethane 46.9
    DMS 2.3
    cumene 0.47
    2-octanol 1.59
    2-hexanone 0.85
    octyl acetate 1.34
    limonene 1.53
    1,2-dimethoxyethane 14.79
    ethyl orthosilicate 2.01
    tributyl phosphate 1.66
    diacetone alcohol 6.37
    N,N-dimethylaniline 2.42
    acrylonitrile 3.1
    aniline 1.93
    1,3-propanediol 62.46
    bromobenzene 0.4
    dibromomethane 1.35
    1,1,2,2-tetrachloroethane 3.46
    2-methyl-cyclohexyl acetate 1.75
    tetrabutyl urea 3.32
    diisobutyl methanol 1.73
    2-phenylethanol 3.56
    styrene 0.32
    dioctyl adipate 2.02
    dimethyl sulfate 17.3
    ethyl butyrate 1.42
    methyl lactate 16.55
    butyl lactate 3.6
    diethyl carbonate 1.11
    propanediol butyl ether 15.84
    triethyl orthoformate 1.93
    p-tert-butyltoluene 1.03
    methyl 4-tert-butylbenzoate 6.63
    morpholine 18.11
    tert-butylamine 1.77
    n-dodecanol 1.35
    dimethoxymethane 16.28
    ethylene carbonate 4.54
    cyrene 28.66
    2-ethoxyethyl acetate 2.43
    2-ethylhexyl acetate 0.84
    1,2,4-trichlorobenzene 1.53
    4-methylpyridine 1.77
    dibutyl ether 0.97
    2,6-dimethyl-4-heptanol 1.73
    DEF 10.55
    dimethyl isosorbide 18.63
    tetrachloroethylene 3.65
    eugenol 9.13
    triacetin 4.5
    span 80 11.89
    1,4-butanediol 26.86
    1,1-dichloroethane 0.58
    2-methyl-1-pentanol 2.03
    methyl formate 22.3
    2-methyl-1-butanol 3.06
    n-decane 0.33
    butyronitrile 1.32
    3,7-dimethyl-1-octanol 2.03
    1-chlorooctane 0.69
    1-chlorotetradecane 0.38
    n-nonane 0.31
    undecane 0.26
    tert-butylcyclohexane 0.18
    cyclooctane 0.48
    cyclopentanol 7.17
    tetrahydropyran 2.93
    tert-amyl methyl ether 1.55
    2,5,8-trioxanonane 26.28
    1-hexene 0.19
    2-isopropoxyethanol 11.87
    2,2,2-trifluoroethanol 49.03
    methyl butyrate 1.68

    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