4-nitrophenyl alpha-L-arabinopyranoside

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  • Identifiers

    CAS number
    1223-07-0

    Molecular formula
    C11H13NO7

    SMILES
    C1[C@@H]([C@@H]([C@H]([C@@H](O1)OC2=CC=C(C=C2)[N+](=O)[O-])O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 58.07%
    Sweet 57.06%
    Vanilla 42.19%
    Creamy 25.0%
    Phenolic 24.5%
    Balsamic 24.04%
    Caramellic 23.99%
    Powdery 23.55%
    Milky 22.93%
    Bitter 21.73%

     

    Flavor
    Bitter 77.1%
    Odorless 39.91%
    Bland 29.42%
    Sweet-like 26.14%
    Very mild 24.11%
    Fenugreek 19.28%
    Cedarleaf 19.24%
    Nitrile 19.02%
    Lovage 18.96%
    Orange flower 18.88%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.3

    pKa est.
    8.26 (weak base)

    Molecular weight
    271.22 g/mol

    Flash point

    • 222.62 ˚C est.

  • Synonyms

    • 1223-07-0
    • 4-Nitrophenyl alpha-L-arabinopyranoside
    • DTXSID50349315
    • RefChem:1071307
    • DTXCID70300387
    • (2S,3R,4S,5S)-2-(4-nitrophenoxy)tetrahydro-2H-pyran-3,4,5-triol
    • (2S,3R,4S,5S)-2-(4-nitrophenoxy)oxane-3,4,5-triol
    • p-Nitrophenyl alpha-L-arabinopyranoside
    • 4-Nitrophenyl-alpha-L-arabinopyranoside
    • alpha-L-arabinopyranoside, 4-nitrophenyl
    • MFCD00151486
    • 4-nitrophenyl alpha-L-arabinoside
    • P-NITROPHENYL |A-L-ARABINOPYRANOSIDE
    • 4-NITROPHENYL A-L-ARABINOPYRANOSIDE
    • orb2941925
    • SCHEMBL2290896
    • (2S,3R,4S,5S)-2-(4-NITROPHENOXY)TETRAHYDROPYRAN-3,4,5-TRIOL
    • CHEBI:90133
    • a-L-Arabinopyranoside,4-nitrophenyl
    • p-4-nitrophenyl alpha-L-arabinoside
    • 4-Nitrophenyl |A-L-arabinopyranoside
    • AKOS015855505
    • AKOS015907849
    • |A-L-Arabinopyranoside, 4-nitrophenyl
    • EN06879
    • 4-Nitrophenyl I+/--L-arabinopyranoside
    • Arabinopyranoside, p-nitrophenyl (7CI)
    • 4-Nitrophenyl alpha -L-arabinopyranoside
    • AS-85419
    • HY-134429
    • CS-0142157
    • A51029
    • alpha-L-Arabinopyranoside, 4-nitrophenyl (9CI)
    • 223N070
    • Arabinopyranoside, p-nitrophenyl, alpha-L- (8CI)
    • Q27162342
    • 1223-07-0

  • Applications

    4-nitrophenyl alpha-L-arabinopyranoside (CAS 1223-07-0) is primarily used as a chromogenic substrate for glycosidases, especially alpha-L-arabinopyranosidase, in enzymology research and pharmaceutical development, enabling quantification of enzyme activity via nitrophenol release and spectrophotometric measurement. It is also employed in enzyme activity assays and inhibitor screening as a representative substrate for nitrophenyl glycosides, and can serve as a synthetic intermediate for preparing other nitrophenyl glycosides and complex carbohydrate derivatives. Additionally, it is used in educational labs and analytical demonstrations of enzyme-catalyzed hydrolysis.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 14.89
    methanol 43.49
    isopropanol 7.5
    water 12.05
    ethyl acetate 2.17
    n-propanol 6.95
    acetone 12.88
    n-butanol 8.49
    acetonitrile 3.98
    DMF 97.47
    toluene 1.12
    isobutanol 2.77
    1,4-dioxane 16.42
    methyl acetate 2.66
    THF 22.27
    2-butanone 5.35
    n-pentanol 3.55
    sec-butanol 6.01
    n-hexane 0.08
    ethylene glycol 56.06
    NMP 44.88
    cyclohexane 0.32
    DMSO 342.07
    n-butyl acetate 1.06
    n-octanol 3.76
    chloroform 0.15
    n-propyl acetate 1.47
    acetic acid 35.55
    dichloromethane 0.24
    cyclohexanone 9.9
    propylene glycol 34.39
    isopropyl acetate 1.89
    DMAc 140.72
    2-ethoxyethanol 62.97
    isopentanol 5.79
    n-heptane 0.35
    ethyl formate 3.13
    1,2-dichloroethane 0.53
    n-hexanol 2.61
    2-methoxyethanol 138.78
    isobutyl acetate 0.66
    tetrachloromethane 0.07
    n-pentyl acetate 1.91
    transcutol 125.0
    n-heptanol 3.8
    ethylbenzene 0.6
    MIBK 4.07
    2-propoxyethanol 22.79
    tert-butanol 9.76
    MTBE 2.17
    2-butoxyethanol 16.08
    propionic acid 6.36
    o-xylene 1.46
    formic acid 153.48
    diethyl ether 2.4
    m-xylene 1.13
    p-xylene 0.72
    chlorobenzene 0.26
    dimethyl carbonate 5.82
    n-octane 0.24
    formamide 224.55
    cyclopentanone 12.75
    2-pentanone 6.5
    anisole 3.16
    cyclopentyl methyl ether 5.26
    gamma-butyrolactone 15.38
    1-methoxy-2-propanol 71.64
    pyridine 6.01
    3-pentanone 3.39
    furfural 18.71
    n-dodecane 0.2
    diethylene glycol 58.34
    diisopropyl ether 0.75
    tert-amyl alcohol 8.09
    acetylacetone 13.4
    n-hexadecane 0.23
    acetophenone 5.59
    methyl propionate 4.13
    isopentyl acetate 1.3
    trichloroethylene 0.86
    n-nonanol 4.06
    cyclohexanol 7.48
    benzyl alcohol 6.68
    2-ethylhexanol 1.7
    isooctanol 2.89
    dipropyl ether 2.67
    1,2-dichlorobenzene 0.34
    ethyl lactate 8.05
    propylene carbonate 4.52
    n-methylformamide 43.66
    2-pentanol 4.41
    n-pentane 0.12
    1-propoxy-2-propanol 13.92
    1-methoxy-2-propyl acetate 5.72
    2-(2-methoxypropoxy) propanol 25.61
    mesitylene 0.84
    ε-caprolactone 8.17
    p-cymene 0.88
    epichlorohydrin 9.09
    1,1,1-trichloroethane 0.15
    2-aminoethanol 48.89
    morpholine-4-carbaldehyde 69.44
    sulfolane 45.96
    2,2,4-trimethylpentane 0.1
    2-methyltetrahydrofuran 6.13
    n-hexyl acetate 3.26
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 36.55
    sec-butyl acetate 1.0
    tert-butyl acetate 3.67
    decalin 0.12
    glycerin 95.52
    diglyme 59.38
    acrylic acid 12.26
    isopropyl myristate 1.82
    n-butyric acid 6.79
    acetyl acetate 2.26
    di(2-ethylhexyl) phthalate 3.14
    ethyl propionate 1.64
    nitromethane 51.83
    1,2-diethoxyethane 8.07
    benzonitrile 2.05
    trioctyl phosphate 2.39
    1-bromopropane 0.21
    gamma-valerolactone 36.97
    n-decanol 3.35
    triethyl phosphate 2.3
    4-methyl-2-pentanol 2.46
    propionitrile 1.7
    vinylene carbonate 4.38
    1,1,2-trichlorotrifluoroethane 25.2
    DMS 3.67
    cumene 0.49
    2-octanol 2.34
    2-hexanone 2.64
    octyl acetate 2.73
    limonene 1.36
    1,2-dimethoxyethane 41.15
    ethyl orthosilicate 2.08
    tributyl phosphate 2.37
    diacetone alcohol 19.95
    N,N-dimethylaniline 3.55
    acrylonitrile 3.86
    aniline 3.57
    1,3-propanediol 57.34
    bromobenzene 0.18
    dibromomethane 0.14
    1,1,2,2-tetrachloroethane 1.04
    2-methyl-cyclohexyl acetate 2.51
    tetrabutyl urea 6.32
    diisobutyl methanol 1.75
    2-phenylethanol 4.3
    styrene 0.56
    dioctyl adipate 4.09
    dimethyl sulfate 17.59
    ethyl butyrate 1.81
    methyl lactate 22.45
    butyl lactate 5.74
    diethyl carbonate 1.42
    propanediol butyl ether 23.31
    triethyl orthoformate 2.58
    p-tert-butyltoluene 0.89
    methyl 4-tert-butylbenzoate 9.4
    morpholine 29.65
    tert-butylamine 2.19
    n-dodecanol 2.54
    dimethoxymethane 39.07
    ethylene carbonate 3.22
    cyrene 29.24
    2-ethoxyethyl acetate 4.9
    2-ethylhexyl acetate 0.87
    1,2,4-trichlorobenzene 0.65
    4-methylpyridine 3.86
    dibutyl ether 2.58
    2,6-dimethyl-4-heptanol 1.75
    DEF 18.19
    dimethyl isosorbide 26.71
    tetrachloroethylene 0.79
    eugenol 11.9
    triacetin 8.61
    span 80 15.8
    1,4-butanediol 22.27
    1,1-dichloroethane 0.15
    2-methyl-1-pentanol 2.98
    methyl formate 23.12
    2-methyl-1-butanol 4.88
    n-decane 0.35
    butyronitrile 1.96
    3,7-dimethyl-1-octanol 3.16
    1-chlorooctane 0.82
    1-chlorotetradecane 0.42
    n-nonane 0.3
    undecane 0.26
    tert-butylcyclohexane 0.08
    cyclooctane 0.2
    cyclopentanol 6.14
    tetrahydropyran 5.95
    tert-amyl methyl ether 3.1
    2,5,8-trioxanonane 51.18
    1-hexene 0.25
    2-isopropoxyethanol 21.72
    2,2,2-trifluoroethanol 16.91
    methyl butyrate 2.59

    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