2,6-Anhydro-1-deoxy-5-O-(6-deoxy-alpha-L-mannopyranosyl)-6-C-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-6-yl)-xylo-3-hexulose

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  • Identifiers

    CAS number
    74158-04-6

    Molecular formula
    C27H28O13

    SMILES
    CC1C(C(C(C(O1)OC2C(C(=O)C(OC2C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC=C(C=C5)O)O)C)O)O)O)O

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  • Odor profile

    Fragrance
    Odorless 71.3%
    Vanilla 31.99%
    Sweet 28.15%
    Phenolic 27.06%
    Burnt 23.39%
    Milky 22.91%
    Caramellic 22.11%
    Savory 22.11%
    Creamy 20.58%
    Bitter 20.44%

     

    Flavor
    Bitter 83.04%
    Odorless 29.76%
    Bland 28.93%
    Sweet-like 25.19%
    Cedarleaf 20.31%
    Lovage 19.22%
    Parsley 19.2%
    Nitrile 18.89%
    Fenugreek 18.73%
    Eugenol 18.71%

     

    Odor impact est.
    Low

  • Properties

    pKa est.
    6.61 (neutral)

    Molecular weight
    560.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    4401°C

    Flash point

    • 277.93 ˚C est.

  • Synonyms

    • Apimaysin
    • 74158-04-6
    • 5,7-dihydroxy-6-[4-hydroxy-6-methyl-5-oxo-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]-2-(4-hydroxyphenyl)chromen-4-one
    • 2,6-Anhydro-1-deoxy-5-O-(6-deoxy-alpha-L-mannopyranosyl)-6-C-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-6-yl)-xylo-3-hexulose
    • 2,6-Anhydro-1-deoxy-5-O-(6-deoxy-alpha-L-mannopyranosyl)-6-C-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-6-yl]-xylo-3-hexulose
    • 5,7-dihydroxy-6-(4-hydroxy-6-methyl-5-oxo-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl)-2-(4-hydroxyphenyl)chromen-4-one
    • RefChem:113410
    • SCHEMBL30456431
    • DTXSID30995596
    • CHEBI:191567
    • 2,6-Anhydro-1-deoxy-5-O-(6-deoxyhexopyranosyl)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-6-yl]hex-3-ulose
    • 74158-04-6

  • Applications

    2,6-Anhydro-1-deoxy-5-O-(6-deoxy-alpha-L-mannopyranosyl)-6-C-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-6-yl)-xylo-3-hexulose (CAS number: 74158-04-6) is a glycosylated benzopyran scaffold used primarily as an advanced intermediate in chemical synthesis and medicinal chemistry research. It provides a building block for glycosylated natural product analogs and diversification of flavonoid-like frameworks. In cosmetics and personal care, it may be explored as a glycosylated chromophore scaffold for formulation studies. In fragrance and flavor science, it may be evaluated as a precursor for aroma-related chemistries. In polymer, coatings and materials contexts, it could function as a dye or pigment precursor or as a functional additive for specialty polymers, subject to formulation limits and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.22
    methanol 6.36
    isopropanol 0.31
    water 0.04
    ethyl acetate 0.05
    n-propanol 0.84
    acetone 0.54
    n-butanol 0.3
    acetonitrile 0.07
    DMF 14.09
    toluene 0.03
    isobutanol 0.21
    1,4-dioxane 2.1
    methyl acetate 0.18
    THF 2.99
    2-butanone 0.45
    n-pentanol 0.18
    sec-butanol 0.28
    n-hexane 0.0
    ethylene glycol 7.27
    NMP 14.51
    cyclohexane 0.01
    DMSO 25.4
    n-butyl acetate 0.04
    n-octanol 0.13
    chloroform 0.03
    n-propyl acetate 0.05
    acetic acid 3.93
    dichloromethane 0.06
    cyclohexanone 0.65
    propylene glycol 8.9
    isopropyl acetate 0.03
    DMAc 12.02
    2-ethoxyethanol 4.48
    isopentanol 0.12
    n-heptane 0.01
    ethyl formate 0.19
    1,2-dichloroethane 0.06
    n-hexanol 0.07
    2-methoxyethanol 16.4
    isobutyl acetate 0.02
    tetrachloromethane 0.01
    n-pentyl acetate 0.12
    transcutol 7.6
    n-heptanol 0.17
    ethylbenzene 0.01
    MIBK 0.06
    2-propoxyethanol 2.2
    tert-butanol 0.13
    MTBE 0.05
    2-butoxyethanol 1.89
    propionic acid 0.9
    o-xylene 0.02
    formic acid 12.98
    diethyl ether 0.09
    m-xylene 0.02
    p-xylene 0.01
    chlorobenzene 0.01
    dimethyl carbonate 0.33
    n-octane 0.0
    formamide 9.06
    cyclopentanone 1.38
    2-pentanone 0.16
    anisole 0.05
    cyclopentyl methyl ether 0.2
    gamma-butyrolactone 1.66
    1-methoxy-2-propanol 5.83
    pyridine 0.54
    3-pentanone 0.13
    furfural 1.98
    n-dodecane 0.0
    diethylene glycol 5.95
    diisopropyl ether 0.01
    tert-amyl alcohol 0.14
    acetylacetone 0.32
    n-hexadecane 0.0
    acetophenone 0.1
    methyl propionate 0.19
    isopentyl acetate 0.04
    trichloroethylene 0.1
    n-nonanol 0.15
    cyclohexanol 0.16
    benzyl alcohol 0.19
    2-ethylhexanol 0.03
    isooctanol 0.09
    dipropyl ether 0.07
    1,2-dichlorobenzene 0.01
    ethyl lactate 0.31
    propylene carbonate 0.26
    n-methylformamide 4.89
    2-pentanol 0.08
    n-pentane 0.0
    1-propoxy-2-propanol 0.95
    1-methoxy-2-propyl acetate 0.26
    2-(2-methoxypropoxy) propanol 1.77
    mesitylene 0.01
    ε-caprolactone 0.6
    p-cymene 0.01
    epichlorohydrin 1.25
    1,1,1-trichloroethane 0.01
    2-aminoethanol 6.98
    morpholine-4-carbaldehyde 14.37
    sulfolane 7.88
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.4
    n-hexyl acetate 0.14
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 2.86
    sec-butyl acetate 0.02
    tert-butyl acetate 0.05
    decalin 0.0
    glycerin 26.84
    diglyme 4.68
    acrylic acid 1.95
    isopropyl myristate 0.04
    n-butyric acid 0.34
    acetyl acetate 0.04
    di(2-ethylhexyl) phthalate 0.14
    ethyl propionate 0.05
    nitromethane 3.13
    1,2-diethoxyethane 0.32
    benzonitrile 0.05
    trioctyl phosphate 0.1
    1-bromopropane 0.02
    gamma-valerolactone 8.76
    n-decanol 0.09
    triethyl phosphate 0.05
    4-methyl-2-pentanol 0.03
    propionitrile 0.07
    vinylene carbonate 0.3
    1,1,2-trichlorotrifluoroethane 5.26
    DMS 0.16
    cumene 0.01
    2-octanol 0.07
    2-hexanone 0.11
    octyl acetate 0.1
    limonene 0.01
    1,2-dimethoxyethane 2.59
    ethyl orthosilicate 0.05
    tributyl phosphate 0.07
    diacetone alcohol 0.53
    N,N-dimethylaniline 0.05
    acrylonitrile 0.19
    aniline 0.11
    1,3-propanediol 4.67
    bromobenzene 0.01
    dibromomethane 0.02
    1,1,2,2-tetrachloroethane 0.1
    2-methyl-cyclohexyl acetate 0.05
    tetrabutyl urea 0.21
    diisobutyl methanol 0.02
    2-phenylethanol 0.09
    styrene 0.01
    dioctyl adipate 0.14
    dimethyl sulfate 1.21
    ethyl butyrate 0.05
    methyl lactate 1.65
    butyl lactate 0.45
    diethyl carbonate 0.03
    propanediol butyl ether 3.13
    triethyl orthoformate 0.09
    p-tert-butyltoluene 0.01
    methyl 4-tert-butylbenzoate 0.34
    morpholine 3.81
    tert-butylamine 0.03
    n-dodecanol 0.05
    dimethoxymethane 3.38
    ethylene carbonate 0.18
    cyrene 3.05
    2-ethoxyethyl acetate 0.38
    2-ethylhexyl acetate 0.03
    1,2,4-trichlorobenzene 0.02
    4-methylpyridine 0.16
    dibutyl ether 0.06
    2,6-dimethyl-4-heptanol 0.02
    DEF 0.54
    dimethyl isosorbide 1.65
    tetrachloroethylene 0.08
    eugenol 0.53
    triacetin 0.45
    span 80 1.62
    1,4-butanediol 1.41
    1,1-dichloroethane 0.01
    2-methyl-1-pentanol 0.09
    methyl formate 2.69
    2-methyl-1-butanol 0.17
    n-decane 0.01
    butyronitrile 0.05
    3,7-dimethyl-1-octanol 0.06
    1-chlorooctane 0.02
    1-chlorotetradecane 0.01
    n-nonane 0.0
    undecane 0.0
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 0.43
    tetrahydropyran 0.37
    tert-amyl methyl ether 0.06
    2,5,8-trioxanonane 3.49
    1-hexene 0.01
    2-isopropoxyethanol 1.07
    2,2,2-trifluoroethanol 1.17
    methyl butyrate 0.09

    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