Marein

Overview IFRA Request a quote

  • Identifiers

    CAS number
    535-96-6

    Molecular formula
    C21H22O11

    SMILES
    C1=CC(=C(C=C1/C=C/C(=O)C2=C(C(=C(C=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 75.51%
    Vanilla 30.04%
    Phenolic 26.47%
    Burnt 24.75%
    Savory 24.36%
    Spicy 22.74%
    Balsamic 21.54%
    Milky 21.24%
    Smoky 19.56%
    Bitter 18.51%

     

    Flavor
    Bitter 84.6%
    Odorless 38.48%
    Bland 31.77%
    Sweet-like 25.32%
    Very mild 21.18%
    Cedarleaf 19.7%
    Mild 19.4%
    Lovage 19.32%
    Parsley 19.24%
    Nitrile 19.14%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    9.14 (weak base)

    Molecular weight
    450.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    3186°C

    Flash point

    • 299.8 ˚C est.

  • Synonyms

    • Marein
    • 535-96-6
    • CY787E65J4
    • DTXSID601029273
    • (E)-3-(3,4-dihydroxyphenyl)-1-[2,3-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
    • 2-Propen-1-one, 3-(3,4-dihydroxyphenyl)-1-(4-(beta-D-glucopyranosyloxy)-2,3-dihydroxyphenyl)-, (E)-
    • (E)-3-(3,4-Dihydroxyphenyl)-1-(4-(beta-D-glucopyranosyloxy)-2,3-dihydroxyphenyl)-2-propen-1-one
    • (E)-3-(3,4-dihydroxyphenyl)-1-(2,3-dihydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyphenyl)prop-2-en-1-one
    • RefChem:155784
    • DTXCID901514538
    • (E)-3-(3,4-dihydroxyphenyl)-1-(2,3-dihydroxy-4-(3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyphenyl)prop-2-en-1-one
    • 208-623-1
    • MFCD00017496
    • CHEMBL490510
    • (E)-1-(2,3-Dihydroxy-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one
    • Oglucoside
    • Marein with hplc
    • EINECS 208-623-1
    • Okanin-4'-O-glucoside hplc
    • SCHEMBL620953
    • UNII-CY787E65J4
    • orb1297290
    • CHEBI:179868
    • HY-N7676
    • BDBM50250286
    • AKOS040760542
    • CCG-208403
    • EBC-515414
    • FM65433
    • NCGC00163591-01
    • (2E)-1-(2,3-dihydroxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one
    • MS-28160
    • CS-0135183
    • NS00043567
    • OKANIN 4'-O-.BETA.-D-GLUCOPYRANOSIDE
    • D85182
    • SR-05000002270
    • SR-05000002270-2
    • Q15426199
    • CHALCONE, 2',3,3',4,4'-PENTAHYDROXY-, 4'-.BETA.-D-GLUCOPYRANOSIDE
    • (2E)-3-(3,4-DIHYDROXYPHENYL)-1-(4-(.BETA.-D-GLUCOPYRANOSYLOXY)-2,3-DIHYDROXYPHENYL)-2-PROPEN-1-ONE
    • (E)-3-(3,4-dihydroxyphenyl)-1-[2,3-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]prop-2-en-1-one
    • 2-PROPEN-1-ONE, 3-(3,4-DIHYDROXYPHENYL)-1-(4-(.BETA.-D-GLUCOPYRANOSYLOXY)-2,3-DIHYDROXYPHENYL)-
    • 2-PROPEN-1-ONE, 3-(3,4-DIHYDROXYPHENYL)-1-(4-(.BETA.-D-GLUCOPYRANOSYLOXY)-2,3-DIHYDROXYPHENYL)-, (E)-
    • 3-(3,4-DIHYDROXYPHENYL)-1-(4-(.BETA.-D-GLUCOPYRANOSYLOXY)-2,3-DIHYDROXYPHENYL)-2-PROPEN-1-ONE
    • 535-96-6

  • Applications

    Marein (CAS 535-96-6) is a flavonoid glycoside that is commonly encountered in natural-product research as a source of phenolic antioxidant activity. In industry, it is often evaluated as a stabilizer or antioxidant additive for cosmetics and personal care formulations, as well as for coatings and inks where oxidative stability is a concern. It may be used as an intermediate or building block in organic synthesis for pharmaceutical or nutraceutical research, and it can serve as an analytical reference compound or reagent in pharmaceutical development and quality-control studies. In polymer and plastics formulations, Marein may be explored as a natural, plant-derived ingredient to enhance oxidative stability, subject to local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 78.15
    methanol 69.85
    isopropanol 41.69
    water 3.56
    ethyl acetate 15.47
    n-propanol 47.6
    acetone 70.8
    n-butanol 20.06
    acetonitrile 13.22
    DMF 131.88
    toluene 0.87
    isobutanol 8.95
    1,4-dioxane 49.28
    methyl acetate 16.96
    THF 146.53
    2-butanone 31.1
    n-pentanol 5.56
    sec-butanol 20.23
    n-hexane 0.07
    ethylene glycol 133.51
    NMP 64.63
    cyclohexane 0.24
    DMSO 808.93
    n-butyl acetate 0.7
    n-octanol 3.22
    chloroform 0.26
    n-propyl acetate 1.54
    acetic acid 146.79
    dichloromethane 0.39
    cyclohexanone 14.65
    propylene glycol 114.47
    isopropyl acetate 4.93
    DMAc 146.0
    2-ethoxyethanol 121.51
    isopentanol 5.36
    n-heptane 0.23
    ethyl formate 8.9
    1,2-dichloroethane 0.99
    n-hexanol 2.2
    2-methoxyethanol 378.0
    isobutyl acetate 0.26
    tetrachloromethane 0.1
    n-pentyl acetate 1.89
    transcutol 58.24
    n-heptanol 3.4
    ethylbenzene 0.22
    MIBK 3.24
    2-propoxyethanol 31.64
    tert-butanol 17.46
    MTBE 4.56
    2-butoxyethanol 16.53
    propionic acid 30.2
    o-xylene 0.58
    formic acid 200.47
    diethyl ether 12.33
    m-xylene 0.42
    p-xylene 0.18
    chlorobenzene 0.15
    dimethyl carbonate 15.79
    n-octane 0.18
    formamide 289.54
    cyclopentanone 43.54
    2-pentanone 18.82
    anisole 1.48
    cyclopentyl methyl ether 13.29
    gamma-butyrolactone 47.15
    1-methoxy-2-propanol 167.09
    pyridine 14.9
    3-pentanone 9.0
    furfural 19.89
    n-dodecane 0.12
    diethylene glycol 62.32
    diisopropyl ether 0.9
    tert-amyl alcohol 10.11
    acetylacetone 29.76
    n-hexadecane 0.14
    acetophenone 1.61
    methyl propionate 22.03
    isopentyl acetate 0.44
    trichloroethylene 1.17
    n-nonanol 3.29
    cyclohexanol 9.19
    benzyl alcohol 3.32
    2-ethylhexanol 0.65
    isooctanol 1.63
    dipropyl ether 3.04
    1,2-dichlorobenzene 0.1
    ethyl lactate 4.95
    propylene carbonate 4.86
    n-methylformamide 94.27
    2-pentanol 8.43
    n-pentane 0.18
    1-propoxy-2-propanol 14.12
    1-methoxy-2-propyl acetate 4.44
    2-(2-methoxypropoxy) propanol 10.96
    mesitylene 0.21
    ε-caprolactone 11.69
    p-cymene 0.16
    epichlorohydrin 30.81
    1,1,1-trichloroethane 0.21
    2-aminoethanol 146.26
    morpholine-4-carbaldehyde 81.33
    sulfolane 79.81
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 25.87
    n-hexyl acetate 2.4
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 21.67
    sec-butyl acetate 0.69
    tert-butyl acetate 3.71
    decalin 0.04
    glycerin 220.37
    diglyme 37.06
    acrylic acid 36.3
    isopropyl myristate 0.92
    n-butyric acid 21.97
    acetyl acetate 4.94
    di(2-ethylhexyl) phthalate 0.96
    ethyl propionate 2.22
    nitromethane 193.54
    1,2-diethoxyethane 7.08
    benzonitrile 0.67
    trioctyl phosphate 1.07
    1-bromopropane 0.5
    gamma-valerolactone 87.73
    n-decanol 2.24
    triethyl phosphate 0.68
    4-methyl-2-pentanol 1.59
    propionitrile 4.44
    vinylene carbonate 3.79
    1,1,2-trichlorotrifluoroethane 36.03
    DMS 2.27
    cumene 0.1
    2-octanol 1.96
    2-hexanone 2.18
    octyl acetate 1.83
    limonene 0.32
    1,2-dimethoxyethane 48.42
    ethyl orthosilicate 0.67
    tributyl phosphate 0.73
    diacetone alcohol 21.03
    N,N-dimethylaniline 1.02
    acrylonitrile 7.8
    aniline 4.38
    1,3-propanediol 156.36
    bromobenzene 0.08
    dibromomethane 0.21
    1,1,2,2-tetrachloroethane 1.27
    2-methyl-cyclohexyl acetate 0.52
    tetrabutyl urea 1.97
    diisobutyl methanol 0.52
    2-phenylethanol 1.54
    styrene 0.23
    dioctyl adipate 1.79
    dimethyl sulfate 24.1
    ethyl butyrate 0.94
    methyl lactate 39.28
    butyl lactate 3.51
    diethyl carbonate 0.57
    propanediol butyl ether 19.13
    triethyl orthoformate 1.21
    p-tert-butyltoluene 0.18
    methyl 4-tert-butylbenzoate 3.66
    morpholine 101.41
    tert-butylamine 2.85
    n-dodecanol 1.47
    dimethoxymethane 120.54
    ethylene carbonate 3.59
    cyrene 13.81
    2-ethoxyethyl acetate 5.35
    2-ethylhexyl acetate 0.28
    1,2,4-trichlorobenzene 0.22
    4-methylpyridine 4.64
    dibutyl ether 1.96
    2,6-dimethyl-4-heptanol 0.52
    DEF 25.48
    dimethyl isosorbide 9.58
    tetrachloroethylene 0.92
    eugenol 4.03
    triacetin 4.37
    span 80 9.61
    1,4-butanediol 32.34
    1,1-dichloroethane 0.43
    2-methyl-1-pentanol 1.78
    methyl formate 57.97
    2-methyl-1-butanol 6.18
    n-decane 0.27
    butyronitrile 3.06
    3,7-dimethyl-1-octanol 1.15
    1-chlorooctane 0.58
    1-chlorotetradecane 0.21
    n-nonane 0.24
    undecane 0.18
    tert-butylcyclohexane 0.02
    cyclooctane 0.13
    cyclopentanol 22.85
    tetrahydropyran 22.95
    tert-amyl methyl ether 4.1
    2,5,8-trioxanonane 25.17
    1-hexene 0.24
    2-isopropoxyethanol 29.32
    2,2,2-trifluoroethanol 35.1
    methyl butyrate 2.71

    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