O-beta-D-Glucosyl-trans-zeatin

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  • Identifiers

    CAS number
    56329-06-7

    Molecular formula
    C16H23N5O6

    SMILES
    C/C(=C\CNC1=NC=NC2=C1NC=N2)/CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 66.66%
    Savory 29.03%
    Meaty 23.62%
    Sweet 19.81%
    Cooling 19.58%
    Roasted 19.56%
    Cooked 17.98%
    Milky 17.95%
    Bitter 16.14%
    Fishy 14.6%

     

    Flavor
    Bitter 80.42%
    Odorless 34.39%
    Bland 29.62%
    Sweet-like 24.69%
    Cedarleaf 19.82%
    Parsley 18.56%
    Carrot 18.54%
    Bread crust 18.38%
    Nitrile 18.34%
    Scallion 18.33%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.9

    pKa est.
    6.17 (neutral)

    Molecular weight
    381.38 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2661°C

    Flash point

    • 333.45 ˚C est.

  • Synonyms

    • O-beta-D-glucosyl-trans-zeatin
    • trans-Zeatin-O-glucoside
    • O-beta-D-Glucosylzeatin
    • 56329-06-7
    • (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E)-2-methyl-4-(7H-purin-6-ylamino)but-2-enoxy]oxane-3,4,5-triol
    • CHEBI:38266
    • (2E)-2-methyl-4-(9H-purin-6-ylamino)but-2-en-1-yl beta-D-glucopyranoside
    • (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-((E)-2-methyl-4-(7H-purin-6-ylamino)but-2-enoxy)oxane-3,4,5-triol
    • O-b-D-Glucosylzeatin
    • RefChem:167152
    • O-b-D-Glucosyl-trans-zeatin
    • 6-(4-O-b-D-Glucosyl-3-methyl-trans-but-2-enyl-amino)-purine
    • SCHEMBL29394464
    • DTXSID301346498
    • 6-((E)-4-b-D-Glucopyranosyloxy-3-methylbut-2-enylamino) purine
    • MZ30318
    • C03423
    • Q27104440
    • 6-(4-O-beta-D-Glucosyl-3-methyl-trans-but-2-enyl-amino)-purine
    • 56329-06-7

  • Applications

    O-beta-D-Glucosyl-trans-zeatin, CAS 56329-06-7, is primarily used in research on cytokinins and plant physiology. In plant tissue culture and crop development, it is used to evaluate the role of glycosylated forms as storage or transport forms, and to compare with the free zeatin. As an analytical standard, it serves as a reference material for cytokinin quantification in plant samples by HPLC/LC-MS and related methods. It is also regarded as an intermediate for the synthesis of cytokinin derivatives in agrochemical R&D and allied sectors such as cosmetics/biotech, and it supports studies of glycosylation, transport, and storage of hormones in plants to inform biostimulant development and cultivation system optimization under local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 6.53
    methanol 16.6
    isopropanol 3.45
    water 15.08
    ethyl acetate 0.67
    n-propanol 6.41
    acetone 2.23
    n-butanol 5.51
    acetonitrile 1.11
    DMF 51.8
    toluene 0.25
    isobutanol 3.24
    1,4-dioxane 3.45
    methyl acetate 1.36
    THF 9.06
    2-butanone 3.85
    n-pentanol 2.33
    sec-butanol 4.52
    n-hexane 0.09
    ethylene glycol 28.66
    NMP 62.87
    cyclohexane 0.24
    DMSO 53.71
    n-butyl acetate 0.34
    n-octanol 1.36
    chloroform 0.37
    n-propyl acetate 0.43
    acetic acid 29.88
    dichloromethane 0.38
    cyclohexanone 6.83
    propylene glycol 29.71
    isopropyl acetate 0.37
    DMAc 71.05
    2-ethoxyethanol 17.17
    isopentanol 2.53
    n-heptane 0.23
    ethyl formate 1.64
    1,2-dichloroethane 0.44
    n-hexanol 1.6
    2-methoxyethanol 52.87
    isobutyl acetate 0.22
    tetrachloromethane 0.17
    n-pentyl acetate 0.92
    transcutol 18.08
    n-heptanol 2.31
    ethylbenzene 0.14
    MIBK 0.75
    2-propoxyethanol 8.11
    tert-butanol 1.84
    MTBE 0.58
    2-butoxyethanol 8.7
    propionic acid 8.49
    o-xylene 0.28
    formic acid 116.43
    diethyl ether 0.91
    m-xylene 0.19
    p-xylene 0.19
    chlorobenzene 0.13
    dimethyl carbonate 2.26
    n-octane 0.16
    formamide 91.55
    cyclopentanone 10.84
    2-pentanone 2.15
    anisole 0.32
    cyclopentyl methyl ether 2.72
    gamma-butyrolactone 10.2
    1-methoxy-2-propanol 23.41
    pyridine 3.42
    3-pentanone 2.42
    furfural 9.95
    n-dodecane 0.08
    diethylene glycol 17.72
    diisopropyl ether 0.2
    tert-amyl alcohol 2.83
    acetylacetone 1.59
    n-hexadecane 0.08
    acetophenone 0.78
    methyl propionate 2.28
    isopentyl acetate 0.32
    trichloroethylene 0.74
    n-nonanol 1.46
    cyclohexanol 4.92
    benzyl alcohol 1.63
    2-ethylhexanol 0.72
    isooctanol 1.37
    dipropyl ether 0.81
    1,2-dichlorobenzene 0.12
    ethyl lactate 2.11
    propylene carbonate 2.12
    n-methylformamide 26.02
    2-pentanol 2.52
    n-pentane 0.16
    1-propoxy-2-propanol 4.18
    1-methoxy-2-propyl acetate 0.99
    2-(2-methoxypropoxy) propanol 5.36
    mesitylene 0.12
    ε-caprolactone 5.83
    p-cymene 0.16
    epichlorohydrin 4.88
    1,1,1-trichloroethane 0.13
    2-aminoethanol 29.47
    morpholine-4-carbaldehyde 33.67
    sulfolane 27.74
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 3.68
    n-hexyl acetate 1.02
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 9.13
    sec-butyl acetate 0.27
    tert-butyl acetate 0.39
    decalin 0.06
    glycerin 82.07
    diglyme 12.75
    acrylic acid 14.72
    isopropyl myristate 0.34
    n-butyric acid 5.81
    acetyl acetate 0.35
    di(2-ethylhexyl) phthalate 0.8
    ethyl propionate 0.52
    nitromethane 18.77
    1,2-diethoxyethane 1.34
    benzonitrile 0.51
    trioctyl phosphate 0.76
    1-bromopropane 0.3
    gamma-valerolactone 23.89
    n-decanol 1.04
    triethyl phosphate 0.48
    4-methyl-2-pentanol 0.81
    propionitrile 1.12
    vinylene carbonate 1.94
    1,1,2-trichlorotrifluoroethane 19.11
    DMS 0.89
    cumene 0.11
    2-octanol 1.19
    2-hexanone 0.93
    octyl acetate 0.72
    limonene 0.31
    1,2-dimethoxyethane 6.69
    ethyl orthosilicate 0.49
    tributyl phosphate 0.58
    diacetone alcohol 3.45
    N,N-dimethylaniline 0.45
    acrylonitrile 2.16
    aniline 1.28
    1,3-propanediol 31.43
    bromobenzene 0.07
    dibromomethane 0.24
    1,1,2,2-tetrachloroethane 0.87
    2-methyl-cyclohexyl acetate 0.49
    tetrabutyl urea 1.5
    diisobutyl methanol 0.34
    2-phenylethanol 0.99
    styrene 0.12
    dioctyl adipate 0.77
    dimethyl sulfate 5.68
    ethyl butyrate 0.43
    methyl lactate 9.97
    butyl lactate 2.58
    diethyl carbonate 0.29
    propanediol butyl ether 10.99
    triethyl orthoformate 0.68
    p-tert-butyltoluene 0.15
    methyl 4-tert-butylbenzoate 1.83
    morpholine 10.84
    tert-butylamine 0.63
    n-dodecanol 0.72
    dimethoxymethane 9.3
    ethylene carbonate 1.49
    cyrene 11.01
    2-ethoxyethyl acetate 1.71
    2-ethylhexyl acetate 0.29
    1,2,4-trichlorobenzene 0.24
    4-methylpyridine 1.38
    dibutyl ether 0.6
    2,6-dimethyl-4-heptanol 0.34
    DEF 6.9
    dimethyl isosorbide 4.27
    tetrachloroethylene 0.83
    eugenol 2.99
    triacetin 1.72
    span 80 5.35
    1,4-butanediol 10.94
    1,1-dichloroethane 0.19
    2-methyl-1-pentanol 1.55
    methyl formate 10.69
    2-methyl-1-butanol 3.56
    n-decane 0.15
    butyronitrile 0.94
    3,7-dimethyl-1-octanol 0.68
    1-chlorooctane 0.31
    1-chlorotetradecane 0.13
    n-nonane 0.15
    undecane 0.1
    tert-butylcyclohexane 0.03
    cyclooctane 0.12
    cyclopentanol 7.83
    tetrahydropyran 3.14
    tert-amyl methyl ether 1.04
    2,5,8-trioxanonane 9.53
    1-hexene 0.23
    2-isopropoxyethanol 5.6
    2,2,2-trifluoroethanol 16.32
    methyl butyrate 0.85

    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