Rutinose

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  • Identifiers

    CAS number
    90-74-4

    Molecular formula
    C12H22O10

    SMILES
    C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 73.88%
    Sweet 42.7%
    Caramellic 25.08%
    Savory 18.18%
    Buttery 18.09%
    Milky 17.94%
    Alcoholic 17.9%
    Bitter 16.27%
    Cooling 15.11%
    Clean 14.87%

     

    Flavor
    Odorless 59.78%
    Sweet 52.6%
    Bitter 38.46%
    Sweet-like 33.32%
    Very mild 25.86%
    Bland 24.02%
    Very slight 21.8%
    Cauliflower 20.44%
    Fenugreek 19.57%
    Mentholic 19.55%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -4.5

    pKa est.
    4.32 (weak acid)

    Molecular weight
    326.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2121°C

    Flash point

    • 264.24 ˚C est.

  • Synonyms

    • 90-74-4
    • 6-O-(6-Deoxy-alpha-L-mannopyranosyl)-D-glucose
    • 0C4U3505G3
    • DTXSID70896972
    • RefChem:180381
    • DTXCID501326404
    • 202-014-4
    • alpha-L-rhamnopyranosyl-(1->6)-D-glucose
    • CHEBI:27522
    • Rutinose
    • MFCD00161473
    • (2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyhexanal
    • 6-O-alpha-L-Rhamnosyl-D-glucose
    • EINECS 202-014-4
    • 6-O-(Deoxy-a-L-mannopyranosyl)-D-glucopyranose
    • RUTINOSE [MI]
    • Diosmin Impurity 11; Rutinose
    • SCHEMBL1979198
    • UNII-0C4U3505G3
    • CPYCUQCIDSHOHI-IFLAJBTPSA-N
    • Rutinose, >=98.0% (HPLC)
    • HY-N9902
    • 6-O-(alpha-L-Rhamnosyl)-D-glucose
    • OR07039
    • 6-O-(a-L-Rhamnopyranosyl)-D-glucopyranose
    • CS-0203999
    • NS00041254
    • 6-O-(6-deoxy-a-L-mannopyranosyl)-D-glucose
    • E78947
    • D-GLUCOSE, 6-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-
    • (2R,3S,4R,5R)-2,3,4,5-Tetrahydroxy-6-(((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)hexanal
    • (2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-hexanal
    • 6-O-(6-Deoxy-|A-L-mannopyranosyl)-D-glucose; (2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-(((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)hexanal/(2R,3R,4S,5S,6R)-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetraol
    • 90-74-4

  • Applications

    Rutinose (CAS 90-74-4) serves primarily as a building block in the synthesis of flavonoid glycosides, notably rutin, and is used in pharmaceutical and nutraceutical contexts for generating rutin-containing extracts. It acts as a glycosyl donor in enzymatic and chemical glycosylation reactions to produce rutinose-containing glycosides and related flavonoid glycosides. It can be employed as a precursor in the scalable production of rutin and related glycosides used in botanical extracts and dietary supplement ingredients. It also functions as an analytical reference standard or calibrant for methods that quantify rutin, rutinosides, and related glycosides in analytical laboratories. In research settings, rutinose is used as a model disaccharide and substrate to study glycoside bond formation and biocatalytic glycosylation processes.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.06
    methanol 6.51
    isopropanol 0.33
    water 421.73
    ethyl acetate 0.21
    n-propanol 0.54
    acetone 0.44
    n-butanol 0.54
    acetonitrile 0.27
    DMF 41.51
    toluene 0.12
    isobutanol 0.23
    1,4-dioxane 1.37
    methyl acetate 0.17
    THF 1.09
    2-butanone 0.28
    n-pentanol 0.18
    sec-butanol 0.36
    n-hexane 0.03
    ethylene glycol 43.61
    NMP 37.53
    cyclohexane 0.2
    DMSO 242.3
    n-butyl acetate 0.1
    n-octanol 0.33
    chloroform 0.05
    n-propyl acetate 0.07
    acetic acid 8.68
    dichloromethane 0.07
    cyclohexanone 1.0
    propylene glycol 13.19
    isopropyl acetate 0.15
    DMAc 25.32
    2-ethoxyethanol 5.0
    isopentanol 0.32
    n-heptane 0.13
    ethyl formate 0.31
    1,2-dichloroethane 0.12
    n-hexanol 0.32
    2-methoxyethanol 21.99
    isobutyl acetate 0.03
    tetrachloromethane 0.04
    n-pentyl acetate 0.16
    transcutol 8.28
    n-heptanol 0.45
    ethylbenzene 0.06
    MIBK 0.23
    2-propoxyethanol 3.05
    tert-butanol 0.41
    MTBE 0.11
    2-butoxyethanol 2.04
    propionic acid 1.37
    o-xylene 0.2
    formic acid 184.65
    diethyl ether 0.2
    m-xylene 0.14
    p-xylene 0.05
    chlorobenzene 0.03
    dimethyl carbonate 1.11
    n-octane 0.07
    formamide 106.12
    cyclopentanone 1.33
    2-pentanone 0.36
    anisole 0.14
    cyclopentyl methyl ether 0.83
    gamma-butyrolactone 1.91
    1-methoxy-2-propanol 9.06
    pyridine 0.55
    3-pentanone 0.38
    furfural 3.23
    n-dodecane 0.03
    diethylene glycol 14.93
    diisopropyl ether 0.08
    tert-amyl alcohol 0.47
    acetylacetone 0.97
    n-hexadecane 0.04
    acetophenone 0.32
    methyl propionate 0.58
    isopentyl acetate 0.09
    trichloroethylene 0.15
    n-nonanol 0.34
    cyclohexanol 1.07
    benzyl alcohol 0.43
    2-ethylhexanol 0.18
    isooctanol 0.27
    dipropyl ether 0.31
    1,2-dichlorobenzene 0.05
    ethyl lactate 0.8
    propylene carbonate 0.62
    n-methylformamide 11.35
    2-pentanol 0.33
    n-pentane 0.06
    1-propoxy-2-propanol 1.67
    1-methoxy-2-propyl acetate 0.68
    2-(2-methoxypropoxy) propanol 2.46
    mesitylene 0.12
    ε-caprolactone 1.06
    p-cymene 0.1
    epichlorohydrin 0.74
    1,1,1-trichloroethane 0.03
    2-aminoethanol 18.29
    morpholine-4-carbaldehyde 22.3
    sulfolane 19.0
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 0.48
    n-hexyl acetate 0.21
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 3.62
    sec-butyl acetate 0.05
    tert-butyl acetate 0.21
    decalin 0.04
    glycerin 90.48
    diglyme 5.62
    acrylic acid 3.61
    isopropyl myristate 0.1
    n-butyric acid 0.99
    acetyl acetate 0.24
    di(2-ethylhexyl) phthalate 0.21
    ethyl propionate 0.14
    nitromethane 6.63
    1,2-diethoxyethane 0.48
    benzonitrile 0.12
    trioctyl phosphate 0.21
    1-bromopropane 0.05
    gamma-valerolactone 5.93
    n-decanol 0.25
    triethyl phosphate 0.25
    4-methyl-2-pentanol 0.16
    propionitrile 0.13
    vinylene carbonate 0.69
    1,1,2-trichlorotrifluoroethane 7.99
    DMS 0.38
    cumene 0.05
    2-octanol 0.25
    2-hexanone 0.1
    octyl acetate 0.16
    limonene 0.19
    1,2-dimethoxyethane 2.16
    ethyl orthosilicate 0.23
    tributyl phosphate 0.16
    diacetone alcohol 1.85
    N,N-dimethylaniline 0.28
    acrylonitrile 0.34
    aniline 0.39
    1,3-propanediol 11.69
    bromobenzene 0.02
    dibromomethane 0.05
    1,1,2,2-tetrachloroethane 0.2
    2-methyl-cyclohexyl acetate 0.16
    tetrabutyl urea 0.43
    diisobutyl methanol 0.16
    2-phenylethanol 0.37
    styrene 0.04
    dioctyl adipate 0.21
    dimethyl sulfate 5.69
    ethyl butyrate 0.15
    methyl lactate 5.34
    butyl lactate 0.6
    diethyl carbonate 0.1
    propanediol butyl ether 3.4
    triethyl orthoformate 0.26
    p-tert-butyltoluene 0.11
    methyl 4-tert-butylbenzoate 0.96
    morpholine 2.64
    tert-butylamine 0.14
    n-dodecanol 0.19
    dimethoxymethane 5.07
    ethylene carbonate 0.45
    cyrene 5.65
    2-ethoxyethyl acetate 0.38
    2-ethylhexyl acetate 0.07
    1,2,4-trichlorobenzene 0.07
    4-methylpyridine 0.29
    dibutyl ether 0.15
    2,6-dimethyl-4-heptanol 0.16
    DEF 2.65
    dimethyl isosorbide 2.96
    tetrachloroethylene 0.25
    eugenol 1.14
    triacetin 0.7
    span 80 2.2
    1,4-butanediol 2.98
    1,1-dichloroethane 0.03
    2-methyl-1-pentanol 0.13
    methyl formate 4.44
    2-methyl-1-butanol 0.36
    n-decane 0.06
    butyronitrile 0.12
    3,7-dimethyl-1-octanol 0.18
    1-chlorooctane 0.09
    1-chlorotetradecane 0.04
    n-nonane 0.07
    undecane 0.04
    tert-butylcyclohexane 0.02
    cyclooctane 0.13
    cyclopentanol 0.98
    tetrahydropyran 0.49
    tert-amyl methyl ether 0.25
    2,5,8-trioxanonane 5.55
    1-hexene 0.04
    2-isopropoxyethanol 1.41
    2,2,2-trifluoroethanol 9.22
    methyl butyrate 0.19

    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