Acarbose

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  • Identifiers

    CAS number
    56180-94-0

    Molecular formula
    C25H43NO18

    SMILES
    C[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@H](O[C@@H]([C@@H]([C@H]2O)O)O[C@H]([C@@H](CO)O)[C@@H]([C@H](C=O)O)O)CO)O)O)N[C@H]3C=C([C@H]([C@@H]([C@H]3O)O)O)CO

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 77.14%
    Sweet 39.02%
    Savory 19.72%
    Alcoholic 19.45%
    Cooling 17.48%
    Caramellic 16.79%
    Milky 16.65%
    Bitter 15.95%
    Fishy 13.48%
    Vanilla 13.35%

     

    Flavor
    Odorless 54.9%
    Sweet 51.31%
    Bitter 49.63%
    Sweet-like 33.21%
    Bland 25.22%
    Very mild 23.45%
    Very slight 21.18%
    Cauliflower 20.62%
    Alkaline 20.02%
    Fenugreek 19.55%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -8.8

    pKa est.
    3.57 (weak acid)

    Molecular weight
    645.6 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    4470°C

    Flash point

    • 320.18 ˚C est.

  • Synonyms

    • T58MSI464G
    • DTXSID8046034
    • Acarbosa
    • O-4,6-Dideoxy-4-(((1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl)amino)-alpha-D-glucopyranosyl-(1-4)-O-alpha-D-glucopyranosyl-(1-4)-D-glucose
    • O-4,6-Dideoxy-4-(((1S-(1alpha,4alpha,5beta,6alpha))-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl)amino)-alpha-D-glucopyranosyl-(1-4)-O-alpha-D-glucopyranosyl-(1-4)-D-glucose
    • RefChem:58795
    • A10BF01
    • DTXCID301508448
    • D-glucose, O-4,6-dideoxy-4-(((1S-(1 alpha,4 alpha,5 beta,6 alpha))-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl)amino)-alpha-D-glucopyranosyl-(1-4)-O-alpha-D-glucopyr anosyl-(1-4)-
    • (2R,3R,4R,5R)-4-((2R,3R,4R,5S,6R)-5-((2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-(((1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl)amino)oxan-2-yl)oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-2,3,5,6-tetrahydroxyhexanal
    • 260-030-7
    • (2R,3R,4R,5S,6R)-5-((2R,3R,4R,5S,6R)-5-((2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-(((1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-1-cyclohex-2-enyl)amino)oxan-2-yl)oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-6-(hydroxymethyl)oxane-2,3,4-triol
    • (2R,3R,4R,5S,6R)-5-((2R,3R,4R,5S,6R)-5-((2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-(((1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl)amino)oxan-2-yl)oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-6-(hydroxymethyl)oxane-2,3,4-triol
    • (3R,4R,5S,6R)-5-((2R,3R,4R,5S,6R)-5-((2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-(((1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl)amino)oxan-2-yl)oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-6-(hydroxymethyl)oxane-2,3,4-triol
    • 56180-94-0
    • Acarbose
    • Bay g 5421
    • BAY-g 5421
    • BAY-G-5421
    • CHEBI:2376
    • Glucobay
    • NSC-758915
    • Precose
    • (2R,3R,4R,5R)-4-(((2R,3R,4R,5S,6R)-5-(((2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-(((1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl)amino)tetrahydro-2H-pyran-2-yl)oxy)-3,4-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2,3,5,6-tetrahydroxyhexanal
    • ACARBOSE [USAN]
    • Acarbosum [INN-Latin]
    • ACARBOSE [INN]
    • ACARBOSE [JAN]
    • ACARBOSE [MI]
    • Acarbosa [INN-Spanish]
    • ACARBOSE [VANDF]
    • ACARBOSE [MART.]
    • ACARBOSE [USP-RS]
    • ACARBOSE [WHO-DD]
    • UNII-T58MSI464G
    • BIDD:GT0622
    • ACARBOSE [EP IMPURITY]
    • ACARBOSE [ORANGE BOOK]
    • BAYG5421
    • orb1310795
    • orb3025968
    • SCHEMBL4606191
    • ACARBOSE [EP MONOGRAPH]
    • ACARBOSE [USP MONOGRAPH]
    • HSDB 7984
    • HY-B0089
    • EINECS 260-030-7
    • Acarbose [USAN:USP:INN:BAN:JAN]
    • AKOS030524091
    • CS-1787
    • DB00284
    • DS-3277
    • NSC 758915
    • OA00002
    • SY076227
    • NS00073127
    • EN300-22727605
    • (2R,3R,4R,5R)-4-[(2R,3R,4R,5S,6R)-5-[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino]tetrahydropyran-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2,3,5,6-tetrahydroxy-hexanal
    • (2R,3R,4R,5R)-4-{[(2R,3R,4R,5S,6R)-5-{[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-{[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3,5,6-tetrahydroxyhexanal
    • 4'',6''-DIDEOXY-4''-([1S]-[1,4,6/5]-4,5,6-TRIHYDROXY-3-HYDROXYMETHYL-2-YCLOHEXENYLAMINO)-MALTOTRIOSE
    • 4,6-dideoxy-4-{[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino}-alpha-D-glucopyranosyl-(1->4)-alpha-D-glucopyranosyl-(1->4)-D-glucose
    • D-Glucose, O-4,6-dideoxy-4-(((1S-(1-alpha,4-alpha,5-beta,6-alpha))-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl)amino)-alpha-D-glucopyranosyl-(1-4)-O-alpha-D-glucopyranosyl-(1-4)-
    • D-GLUCOSE, O-4,6-DIDEOXY-4-(((1S-(1.ALPHA.,4.ALPHA.,5.BETA.,6.ALPHA.))-4,5,6-TRIHYDROXY-3-(HYDROXYMETHYL)-2-CYCLOHEXEN-1-YL)AMINO)-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-O-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-
    • D-Glucose, O-4,6-dideoxy-4-(((1S-(1alpha,4alpha,5beta,6alpha))-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl)amino)-alpha-D-glucopyranosyl-(1-4)-O-alpha-D-glucopyranosyl-(1-4)-
    • O-4,6-DIDEOXY-4-(((1S,4R,5S,6S)-4,5,6-TRIHYDROXY-3-(HYDROXYMETHYL)-2-CYCLOHEXEN-1-YL)AMINO)-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-O-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-D-GLUCOSE
    • O-4,6-DIDEOXY-4-(((1S,4R,5S,6S)-4,5,6-TRIHYDROXY-3-(HYDROXYMETHYL)-2-CYCLOHEXEN-1-YL)AMINO).ALPHA.-D-GLUCOPYRANOSYL-(1->4)-O-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-D-GLUCOPYRANOSE
    • O-4,6-Dideoxy-4-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-|A-D-glucopyranosyl-(1 inverted exclamation marku4)-O-|A-D-glucopyranosyl-(1 inverted exclamation marku4)-D-glucose
    • 56180-94-0

  • Applications

    Acarbose (CAS 56180-94-0) is primarily used in pharmaceutical applications as an active ingredient in oral medications that inhibit alpha-glucosidase; it is also employed as a biochemical research tool for in vitro alpha-glucosidase enzyme assays and to inform formulation development and stability testing of products; it is sometimes evaluated in nutrition and carbohydrate-management research in controlled settings and may be used as a reference standard in enzyme analysis methods.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.88
    methanol 16.89
    isopropanol 0.65
    water 16.08
    ethyl acetate 0.39
    n-propanol 1.34
    acetone 1.19
    n-butanol 0.79
    acetonitrile 0.42
    DMF 20.63
    toluene 0.13
    isobutanol 0.33
    1,4-dioxane 2.17
    methyl acetate 0.43
    THF 2.82
    2-butanone 0.71
    n-pentanol 0.32
    sec-butanol 0.43
    n-hexane 0.01
    ethylene glycol 16.38
    NMP 25.06
    cyclohexane 0.04
    DMSO 47.06
    n-butyl acetate 0.11
    n-octanol 0.27
    chloroform 0.15
    n-propyl acetate 0.12
    acetic acid 14.19
    dichloromethane 0.23
    cyclohexanone 1.27
    propylene glycol 9.94
    isopropyl acetate 0.19
    DMAc 13.86
    2-ethoxyethanol 4.65
    isopentanol 0.26
    n-heptane 0.03
    ethyl formate 0.81
    1,2-dichloroethane 0.2
    n-hexanol 0.23
    2-methoxyethanol 19.06
    isobutyl acetate 0.04
    tetrachloromethane 0.05
    n-pentyl acetate 0.25
    transcutol 6.38
    n-heptanol 0.39
    ethylbenzene 0.04
    MIBK 0.18
    2-propoxyethanol 2.65
    tert-butanol 0.22
    MTBE 0.09
    2-butoxyethanol 2.4
    propionic acid 1.83
    o-xylene 0.1
    formic acid 73.59
    diethyl ether 0.27
    m-xylene 0.07
    p-xylene 0.03
    chlorobenzene 0.05
    dimethyl carbonate 1.48
    n-octane 0.02
    formamide 45.78
    cyclopentanone 2.35
    2-pentanone 0.59
    anisole 0.14
    cyclopentyl methyl ether 0.67
    gamma-butyrolactone 3.33
    1-methoxy-2-propanol 7.16
    pyridine 1.17
    3-pentanone 0.45
    furfural 4.62
    n-dodecane 0.01
    diethylene glycol 7.73
    diisopropyl ether 0.04
    tert-amyl alcohol 0.22
    acetylacetone 1.12
    n-hexadecane 0.01
    acetophenone 0.28
    methyl propionate 0.92
    isopentyl acetate 0.07
    trichloroethylene 0.35
    n-nonanol 0.26
    cyclohexanol 0.53
    benzyl alcohol 0.44
    2-ethylhexanol 0.09
    isooctanol 0.18
    dipropyl ether 0.18
    1,2-dichlorobenzene 0.05
    ethyl lactate 0.61
    propylene carbonate 0.88
    n-methylformamide 11.25
    2-pentanol 0.25
    n-pentane 0.02
    1-propoxy-2-propanol 1.23
    1-methoxy-2-propyl acetate 0.6
    2-(2-methoxypropoxy) propanol 1.24
    mesitylene 0.04
    ε-caprolactone 1.28
    p-cymene 0.03
    epichlorohydrin 1.74
    1,1,1-trichloroethane 0.04
    2-aminoethanol 12.12
    morpholine-4-carbaldehyde 17.95
    sulfolane 12.13
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 0.71
    n-hexyl acetate 0.25
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 2.57
    sec-butyl acetate 0.06
    tert-butyl acetate 0.15
    decalin 0.01
    glycerin 35.91
    diglyme 4.14
    acrylic acid 4.22
    isopropyl myristate 0.06
    n-butyric acid 1.54
    acetyl acetate 0.33
    di(2-ethylhexyl) phthalate 0.16
    ethyl propionate 0.16
    nitromethane 9.66
    1,2-diethoxyethane 0.45
    benzonitrile 0.14
    trioctyl phosphate 0.15
    1-bromopropane 0.07
    gamma-valerolactone 8.94
    n-decanol 0.16
    triethyl phosphate 0.12
    4-methyl-2-pentanol 0.08
    propionitrile 0.2
    vinylene carbonate 1.08
    1,1,2-trichlorotrifluoroethane 7.06
    DMS 0.35
    cumene 0.02
    2-octanol 0.17
    2-hexanone 0.16
    octyl acetate 0.15
    limonene 0.06
    1,2-dimethoxyethane 2.15
    ethyl orthosilicate 0.1
    tributyl phosphate 0.1
    diacetone alcohol 1.01
    N,N-dimethylaniline 0.16
    acrylonitrile 0.53
    aniline 0.46
    1,3-propanediol 8.5
    bromobenzene 0.03
    dibromomethane 0.1
    1,1,2,2-tetrachloroethane 0.3
    2-methyl-cyclohexyl acetate 0.09
    tetrabutyl urea 0.28
    diisobutyl methanol 0.04
    2-phenylethanol 0.27
    styrene 0.04
    dioctyl adipate 0.17
    dimethyl sulfate 4.32
    ethyl butyrate 0.12
    methyl lactate 4.25
    butyl lactate 0.67
    diethyl carbonate 0.07
    propanediol butyl ether 3.53
    triethyl orthoformate 0.15
    p-tert-butyltoluene 0.03
    methyl 4-tert-butylbenzoate 0.59
    morpholine 4.1
    tert-butylamine 0.06
    n-dodecanol 0.1
    dimethoxymethane 5.57
    ethylene carbonate 0.67
    cyrene 3.47
    2-ethoxyethyl acetate 0.73
    2-ethylhexyl acetate 0.05
    1,2,4-trichlorobenzene 0.08
    4-methylpyridine 0.52
    dibutyl ether 0.11
    2,6-dimethyl-4-heptanol 0.04
    DEF 2.02
    dimethyl isosorbide 1.69
    tetrachloroethylene 0.33
    eugenol 0.81
    triacetin 0.62
    span 80 1.6
    1,4-butanediol 2.21
    1,1-dichloroethane 0.07
    2-methyl-1-pentanol 0.13
    methyl formate 6.45
    2-methyl-1-butanol 0.31
    n-decane 0.02
    butyronitrile 0.18
    3,7-dimethyl-1-octanol 0.08
    1-chlorooctane 0.06
    1-chlorotetradecane 0.02
    n-nonane 0.02
    undecane 0.01
    tert-butylcyclohexane 0.0
    cyclooctane 0.02
    cyclopentanol 0.88
    tetrahydropyran 0.66
    tert-amyl methyl ether 0.14
    2,5,8-trioxanonane 2.92
    1-hexene 0.03
    2-isopropoxyethanol 1.16
    2,2,2-trifluoroethanol 6.57
    methyl butyrate 0.24

    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