Trifolirhizin

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  • Identifiers

    CAS number
    6807-83-6

    Molecular formula
    C22H22O10

    SMILES
    C1[C@@H]2[C@H](C3=C(O1)C=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC5=CC6=C(C=C25)OCO6

    Safety labels

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 55.02%
    Sweet 39.27%
    Vanilla 37.54%
    Spicy 26.62%
    Phenolic 24.19%
    Balsamic 21.62%
    Creamy 20.81%
    Powdery 19.63%
    Milky 17.56%
    Smoky 17.28%

     

    Flavor
    Bitter 84.26%
    Bland 29.11%
    Sweet-like 24.32%
    Odorless 19.33%
    Cedarleaf 19.3%
    Parsley 18.46%
    Naphthalic 18.19%
    Fatty 18.12%
    Cereal 17.97%
    Alkaline 17.92%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    5.56 (weak acid)

    Molecular weight
    446.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2745°C

    Flash point

    • 277.14 ˚C est.

  • Synonyms

    • Trifolirhizin
    • 6807-83-6
    • DTXSID70987516
    • (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(1R,12R)-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13(18),14,16-hexaen-16-yl]oxy]oxane-3,4,5-triol
    • (2R,3R,4R,5R,6S)-2-(((2R,3S,4S,5R,6S)-6-(4-allylphenoxy)-3,4,5-trihydroxy-tetrahydropyran-2-yl)methoxy)-6-methyl-tetrahydropyran-3,4,5-triol
    • (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(((1R,12R)-5,7,11,19-tetraoxapentacyclo(10.8.0.02,10.04,8.013,18)icosa-2,4(8),9,13(18),14,16-hexaen-16-yl)oxy)oxane-3,4,5-triol
    • RefChem:899615
    • GlyTouCan:G90074VR
    • DTXCID501414675
    • G90074VR
    • (-)-maackiain-3-O-glucoside
    • MFCD00238700
    • (2S,3R,4S,5S,6R)-2-(((6aR,12aR)-6a,12a-Dihydro-6H-[1,3]dioxolo[4',5':5,6]benzofuro[3,2-c]chromen-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
    • (-)-Maackiain 3-O-glucoside
    • Sophojaponicin B2
    • CHEMBL454878
    • Trifolirhizin (Standard)
    • CHEBI:9714
    • SCHEMBL28056134
    • ACon1_002295
    • HY-N0616R
    • VGSYCWGXBYZLLE-QEEQPWONSA-N
    • HY-N0616
    • BDBM50637401
    • MSK158884
    • s9425
    • AKOS030632879
    • CCG-269193
    • EBC-618431
    • FT65534
    • NCGC00169980-01
    • NCGC00169980-03
    • Trifolirhizin, >=95% (LC/MS-ELSD)
    • beta-D-Glucopyranoside, 6a,12a-dihydro-6H-(1,3)dioxolo(5,6)benzofuro(3,2-c)(1)benzopyran-3-yl, (6aR-cis)-
    • DA-68330
    • CS-0009612
    • 807T836
    • BRD-K43094903-001-01-3
    • Q27108480
    • (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(1R,12R)-5,7,11,19-tetraoxapentacyclo[10.8.0.0^{2,10}.0^{4,8}.0^{13,18}]icosa-2(10),3,8,13(18),14,16-hexaen-16-yloxy]oxane-3,4,5-triol
    • (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(1R,12R)-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13(18),14,16-hexaen-16-yl]oxy]tetrahydropyran-3,4,5-triol
    • (6aR,12aR)-6a,12a-Dihydro-6H,9H-[1,3]dioxolo[5,6][1]benzofuro[3,2-c][1]benzopyran-3-yl beta-D-glucopyranoside
    • 6807-83-6

  • Applications

    Trifolirhizin (CAS 6807-83-6) is a natural flavonoid glycoside isolated from Trifolium species and is of interest as a bioactive compound in several industrial contexts. In cosmetics and personal care, it may be used as an antioxidant and skin-conditioning ingredient in formulations. In pharmaceutical research, it is evaluated as a natural bioactive compound, serving as a lead structure for flavonoid derivatives. In agriculture and crop science, it is investigated for bioactivity related to plant defense. In industrial manufacturing, trifolirhizin can act as an intermediate for the synthesis of flavonoid derivatives, or as a reference standard in natural product analysis. In polymer and materials science, its antioxidant properties are explored for potential use as a stabilizer in coatings or plastics. Use is typically exploratory and subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.37
    methanol 4.83
    isopropanol 1.14
    water 0.58
    ethyl acetate 1.6
    n-propanol 1.48
    acetone 6.5
    n-butanol 1.57
    acetonitrile 2.46
    DMF 37.58
    toluene 0.45
    isobutanol 0.69
    1,4-dioxane 7.03
    methyl acetate 1.99
    THF 18.53
    2-butanone 3.25
    n-pentanol 0.92
    sec-butanol 0.69
    n-hexane 0.01
    ethylene glycol 6.86
    NMP 19.86
    cyclohexane 0.04
    DMSO 91.18
    n-butyl acetate 0.71
    n-octanol 2.11
    chloroform 1.01
    n-propyl acetate 0.79
    acetic acid 23.5
    dichloromethane 1.04
    cyclohexanone 6.45
    propylene glycol 4.04
    isopropyl acetate 1.38
    DMAc 41.33
    2-ethoxyethanol 14.56
    isopentanol 1.2
    n-heptane 0.06
    ethyl formate 3.24
    1,2-dichloroethane 0.85
    n-hexanol 0.62
    2-methoxyethanol 32.3
    isobutyl acetate 0.51
    tetrachloromethane 0.19
    n-pentyl acetate 2.13
    transcutol 31.89
    n-heptanol 1.69
    ethylbenzene 0.14
    MIBK 1.94
    2-propoxyethanol 10.18
    tert-butanol 1.03
    MTBE 0.43
    2-butoxyethanol 9.42
    propionic acid 3.25
    o-xylene 0.28
    formic acid 32.7
    diethyl ether 0.74
    m-xylene 0.31
    p-xylene 0.17
    chlorobenzene 0.36
    dimethyl carbonate 5.7
    n-octane 0.05
    formamide 35.68
    cyclopentanone 12.15
    2-pentanone 3.04
    anisole 0.82
    cyclopentyl methyl ether 2.31
    gamma-butyrolactone 12.44
    1-methoxy-2-propanol 16.0
    pyridine 4.61
    3-pentanone 1.78
    furfural 14.53
    n-dodecane 0.07
    diethylene glycol 17.46
    diisopropyl ether 0.21
    tert-amyl alcohol 0.72
    acetylacetone 9.17
    n-hexadecane 0.08
    acetophenone 1.67
    methyl propionate 2.77
    isopentyl acetate 0.85
    trichloroethylene 2.44
    n-nonanol 2.28
    cyclohexanol 1.2
    benzyl alcohol 2.01
    2-ethylhexanol 0.46
    isooctanol 1.21
    dipropyl ether 0.86
    1,2-dichlorobenzene 0.39
    ethyl lactate 2.69
    propylene carbonate 4.23
    n-methylformamide 16.27
    2-pentanol 0.66
    n-pentane 0.02
    1-propoxy-2-propanol 5.54
    1-methoxy-2-propyl acetate 3.47
    2-(2-methoxypropoxy) propanol 9.3
    mesitylene 0.19
    ε-caprolactone 5.59
    p-cymene 0.22
    epichlorohydrin 10.19
    1,1,1-trichloroethane 0.4
    2-aminoethanol 6.17
    morpholine-4-carbaldehyde 31.26
    sulfolane 28.82
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 2.47
    n-hexyl acetate 2.77
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 14.57
    sec-butyl acetate 0.5
    tert-butyl acetate 1.6
    decalin 0.02
    glycerin 21.13
    diglyme 25.38
    acrylic acid 7.15
    isopropyl myristate 1.23
    n-butyric acid 4.72
    acetyl acetate 2.64
    di(2-ethylhexyl) phthalate 1.88
    ethyl propionate 0.91
    nitromethane 38.28
    1,2-diethoxyethane 3.78
    benzonitrile 1.62
    trioctyl phosphate 1.61
    1-bromopropane 0.23
    gamma-valerolactone 35.06
    n-decanol 1.51
    triethyl phosphate 1.01
    4-methyl-2-pentanol 0.5
    propionitrile 1.56
    vinylene carbonate 5.57
    1,1,2-trichlorotrifluoroethane 22.45
    DMS 2.08
    cumene 0.1
    2-octanol 1.06
    2-hexanone 1.12
    octyl acetate 2.04
    limonene 0.3
    1,2-dimethoxyethane 13.59
    ethyl orthosilicate 0.97
    tributyl phosphate 1.36
    diacetone alcohol 6.25
    N,N-dimethylaniline 0.74
    acrylonitrile 3.83
    aniline 1.42
    1,3-propanediol 10.72
    bromobenzene 0.26
    dibromomethane 0.43
    1,1,2,2-tetrachloroethane 1.91
    2-methyl-cyclohexyl acetate 0.99
    tetrabutyl urea 2.95
    diisobutyl methanol 0.4
    2-phenylethanol 1.63
    styrene 0.17
    dioctyl adipate 2.54
    dimethyl sulfate 11.46
    ethyl butyrate 0.99
    methyl lactate 9.04
    butyl lactate 3.82
    diethyl carbonate 0.78
    propanediol butyl ether 10.89
    triethyl orthoformate 1.44
    p-tert-butyltoluene 0.22
    methyl 4-tert-butylbenzoate 4.33
    morpholine 9.75
    tert-butylamine 0.26
    n-dodecanol 1.03
    dimethoxymethane 18.92
    ethylene carbonate 4.07
    cyrene 10.81
    2-ethoxyethyl acetate 4.92
    2-ethylhexyl acetate 0.56
    1,2,4-trichlorobenzene 0.66
    4-methylpyridine 2.46
    dibutyl ether 1.26
    2,6-dimethyl-4-heptanol 0.4
    DEF 6.54
    dimethyl isosorbide 11.4
    tetrachloroethylene 1.36
    eugenol 5.43
    triacetin 5.96
    span 80 7.55
    1,4-butanediol 3.83
    1,1-dichloroethane 0.38
    2-methyl-1-pentanol 0.64
    methyl formate 13.27
    2-methyl-1-butanol 0.85
    n-decane 0.13
    butyronitrile 1.49
    3,7-dimethyl-1-octanol 1.14
    1-chlorooctane 0.43
    1-chlorotetradecane 0.2
    n-nonane 0.09
    undecane 0.09
    tert-butylcyclohexane 0.01
    cyclooctane 0.03
    cyclopentanol 1.83
    tetrahydropyran 2.49
    tert-amyl methyl ether 0.49
    2,5,8-trioxanonane 19.44
    1-hexene 0.05
    2-isopropoxyethanol 5.49
    2,2,2-trifluoroethanol 12.1
    methyl butyrate 1.4

    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