Bergenin

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  • Identifiers

    CAS number
    477-90-7

    Molecular formula
    C14H16O9

    SMILES
    COC1=C(C=C2C(=C1O)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)OC2=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 79.39%
    Vanilla 30.11%
    Phenolic 23.86%
    Milky 22.29%
    Sweet 20.5%
    Burnt 19.49%
    Caramellic 18.06%
    Savory 17.98%
    Smoky 17.8%
    Creamy 17.29%

     

    Flavor
    Bitter 72.6%
    Odorless 33.84%
    Bland 31.96%
    Sweet-like 27.44%
    Very mild 22.62%
    Cedarleaf 20.43%
    Eugenol 20.29%
    Parsley 20.21%
    Fenugreek 19.91%
    Cotton candy 19.76%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.0

    pKa est.
    6.37 (neutral)

    Molecular weight
    328.27 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2833°C

    Flash point

    • 286.79 ˚C est.

  • Synonyms

    • bergenin
    • 477-90-7
    • Yanbaicaisu
    • Bergeninum
    • L84RBE4IDC
    • NSC-661749
    • NSC-757796
    • (2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one
    • DTXSID4048141
    • 4-Methoxy-2-(tetrahydro-3,4,5-trihydroxy-6-(hydroxymethyl)pyran-2-yl)alpha-resorcylic acid gamma lactone
    • (2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydro-2H-pyrano(3,2-c)isochromen-6-one
    • (-)-Bergenin
    • RefChem:567029
    • GlyTouCan:G67862GT
    • DTXCID0028113
    • G67862GT
    • 803-760-9
    • Bengenin
    • Cuscutin
    • MFCD00133120
    • Bergenin [JAN]
    • Corylopsin
    • (2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydropyrano[3,2-c]isochromen-6(2H)-one
    • Pyrano[3,2-c][2]benzopyran-6(2H)-one,3,4,4a,10b-tetrahydro-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-, (2R,3S,4S,4aR,10bS)-
    • CHEBI:69499
    • Bergenin (JAN)
    • C14H16O9
    • (2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-2,3,4,4a-tetrahydropyrano[3,2-c]isochromen-6(10bH)-one
    • 3,4,4a,10b-Tetrahydro-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxypyrano(3,2-c)(2)benzopyran-6(H)-one
    • Pyrano[3,2-c][2]benzopyran-6(2H)-one, 3,4,4a,10b-tetrahydro-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-, (2R,3S,4S,4aR,10bS)-
    • (+)-Bergenin
    • SR-01000789834
    • UNII-L84RBE4IDC
    • NSC661749
    • Bergenin, Cuscutin
    • Bergenin (NIST)
    • Bergenin (Cuscutin)
    • Bergenin (Standard)
    • NSC 661749
    • BERGENIN [MI]
    • BERGENINUM [CHP]
    • BERGENIN [WHO-DD]
    • Bergenin, analytical standard
    • MLS001213180
    • SCHEMBL893721
    • CHEMBL273019
    • orb1310916
    • HY-N0017R
    • HMS2876J03
    • 3,4,8,10-Tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydropyrano[3,2-c]isochromen-6(2H)-one
    • ALBB-030788
    • HY-N0017
    • BDBM50349518
    • EBC-44410
    • s2270
    • AKOS015896565
    • Bergenin, >=95% (LC/MS-ELSD)
    • CCG-208553
    • CS-4946
    • FB09451
    • NSC 757796
    • NCGC00346587-01
    • NCGC00346587-02
    • NCGC00346587-05
    • NCGC00346587-16
    • AS-16137
    • SMR000542844
    • SY075800
    • B4349
    • NS00127066
    • SW219117-1
    • C09919
    • D01040
    • 477B907
    • EN300-19651064
    • Q4891580
    • SR-01000789834-5
    • SR-01000789834-6
    • BRD-K04176066-001-08-3
    • Z2037317034
    • (2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3 ,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one
    • (2R,3S,4S,4aR,10bS)-3,4,8,10-Tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydropyrano[3,2-c][2]benzopyran-6(2H)-one
    • (2S,4R,5S,6S,7R)-5,6,12,14-tetrahydroxy-4-(hydroxymethyl)-13-methoxy-3,8-dioxatricyclo[8.4.0.0,2,7]tetradeca-1(10),11,13-trien-9-one
    • PYRANO(3,2-C)(2)BENZOPYRAN-6(2H)-ONE, 3,4,4A,10B-TETRAHYDRO-3,4,8,10-TETRAHYDROXY-2-(HYDROXYMETHYL)-9-METHOXY-(2R,3S,4S,4AR,10BS)-
    • 477-90-7

  • Applications

    Bergenin (CAS 477-90-7) is a natural C-glycoside commonly encountered in plant-derived extracts and is primarily used in research settings. In pharmaceuticals and biomedical research, it is studied as a lead scaffold with reported antioxidant and anti-inflammatory activities and as a basis for developing related derivatives. In cosmetics and personal care, bergenin is evaluated for antioxidant potential and skin-conditioning effects in botanical formulations. In analytical and quality-control workflows, it serves as a reference standard for characterizing Bergenia-derived materials and related extracts. In natural-products chemistry, it functions as an accessible starting material or intermediate for synthesis and derivatization of C-glycoside compounds. In nutraceutical or functional-food research contexts, bergenin is often evaluated for possible health-related benefits, with use governed by regulatory constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 19.65
    methanol 21.63
    isopropanol 4.55
    water 1.38
    ethyl acetate 1.02
    n-propanol 4.24
    acetone 1.64
    n-butanol 1.44
    acetonitrile 0.9
    DMF 61.92
    toluene 0.22
    isobutanol 1.04
    1,4-dioxane 4.93
    methyl acetate 1.32
    THF 7.86
    2-butanone 1.22
    n-pentanol 0.86
    sec-butanol 1.36
    n-hexane 0.04
    ethylene glycol 47.35
    NMP 75.3
    cyclohexane 0.18
    DMSO 105.7
    n-butyl acetate 0.96
    n-octanol 1.4
    chloroform 0.13
    n-propyl acetate 0.79
    acetic acid 28.43
    dichloromethane 0.23
    cyclohexanone 2.71
    propylene glycol 32.02
    isopropyl acetate 0.66
    DMAc 46.16
    2-ethoxyethanol 22.89
    isopentanol 0.74
    n-heptane 0.21
    ethyl formate 1.99
    1,2-dichloroethane 0.4
    n-hexanol 1.24
    2-methoxyethanol 65.35
    isobutyl acetate 0.26
    tetrachloromethane 0.09
    n-pentyl acetate 1.22
    transcutol 32.2
    n-heptanol 1.82
    ethylbenzene 0.15
    MIBK 0.59
    2-propoxyethanol 16.56
    tert-butanol 2.22
    MTBE 0.36
    2-butoxyethanol 10.39
    propionic acid 5.16
    o-xylene 0.32
    formic acid 151.56
    diethyl ether 0.8
    m-xylene 0.23
    p-xylene 0.15
    chlorobenzene 0.1
    dimethyl carbonate 5.48
    n-octane 0.13
    formamide 143.57
    cyclopentanone 5.17
    2-pentanone 0.98
    anisole 0.61
    cyclopentyl methyl ether 2.08
    gamma-butyrolactone 12.12
    1-methoxy-2-propanol 32.3
    pyridine 2.66
    3-pentanone 0.81
    furfural 11.96
    n-dodecane 0.08
    diethylene glycol 44.39
    diisopropyl ether 0.22
    tert-amyl alcohol 1.23
    acetylacetone 2.64
    n-hexadecane 0.09
    acetophenone 1.38
    methyl propionate 2.74
    isopentyl acetate 0.78
    trichloroethylene 0.54
    n-nonanol 1.43
    cyclohexanol 1.51
    benzyl alcohol 1.55
    2-ethylhexanol 0.68
    isooctanol 1.09
    dipropyl ether 1.41
    1,2-dichlorobenzene 0.17
    ethyl lactate 4.49
    propylene carbonate 3.75
    n-methylformamide 34.64
    2-pentanol 0.78
    n-pentane 0.07
    1-propoxy-2-propanol 9.13
    1-methoxy-2-propyl acetate 4.39
    2-(2-methoxypropoxy) propanol 9.9
    mesitylene 0.19
    ε-caprolactone 4.16
    p-cymene 0.31
    epichlorohydrin 4.66
    1,1,1-trichloroethane 0.08
    2-aminoethanol 36.06
    morpholine-4-carbaldehyde 53.78
    sulfolane 38.67
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 2.08
    n-hexyl acetate 1.47
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 14.65
    sec-butyl acetate 0.37
    tert-butyl acetate 0.92
    decalin 0.05
    glycerin 94.01
    diglyme 23.41
    acrylic acid 10.1
    isopropyl myristate 0.65
    n-butyric acid 3.0
    acetyl acetate 0.98
    di(2-ethylhexyl) phthalate 1.26
    ethyl propionate 0.9
    nitromethane 23.94
    1,2-diethoxyethane 2.61
    benzonitrile 0.56
    trioctyl phosphate 1.31
    1-bromopropane 0.15
    gamma-valerolactone 20.62
    n-decanol 1.07
    triethyl phosphate 1.52
    4-methyl-2-pentanol 0.41
    propionitrile 0.62
    vinylene carbonate 3.76
    1,1,2-trichlorotrifluoroethane 20.9
    DMS 2.46
    cumene 0.13
    2-octanol 0.93
    2-hexanone 0.59
    octyl acetate 1.15
    limonene 0.5
    1,2-dimethoxyethane 12.21
    ethyl orthosilicate 1.19
    tributyl phosphate 1.08
    diacetone alcohol 5.65
    N,N-dimethylaniline 0.94
    acrylonitrile 1.62
    aniline 0.98
    1,3-propanediol 25.66
    bromobenzene 0.07
    dibromomethane 0.13
    1,1,2,2-tetrachloroethane 0.63
    2-methyl-cyclohexyl acetate 1.16
    tetrabutyl urea 2.56
    diisobutyl methanol 0.56
    2-phenylethanol 1.74
    styrene 0.14
    dioctyl adipate 1.62
    dimethyl sulfate 15.95
    ethyl butyrate 1.26
    methyl lactate 16.04
    butyl lactate 3.62
    diethyl carbonate 1.11
    propanediol butyl ether 11.72
    triethyl orthoformate 1.7
    p-tert-butyltoluene 0.32
    methyl 4-tert-butylbenzoate 4.24
    morpholine 11.63
    tert-butylamine 0.67
    n-dodecanol 0.77
    dimethoxymethane 20.57
    ethylene carbonate 2.66
    cyrene 14.2
    2-ethoxyethyl acetate 3.14
    2-ethylhexyl acetate 0.57
    1,2,4-trichlorobenzene 0.32
    4-methylpyridine 1.17
    dibutyl ether 0.71
    2,6-dimethyl-4-heptanol 0.56
    DEF 5.8
    dimethyl isosorbide 13.79
    tetrachloroethylene 0.75
    eugenol 5.43
    triacetin 4.2
    span 80 8.14
    1,4-butanediol 8.39
    1,1-dichloroethane 0.09
    2-methyl-1-pentanol 0.47
    methyl formate 15.81
    2-methyl-1-butanol 0.71
    n-decane 0.15
    butyronitrile 0.43
    3,7-dimethyl-1-octanol 0.75
    1-chlorooctane 0.29
    1-chlorotetradecane 0.14
    n-nonane 0.13
    undecane 0.1
    tert-butylcyclohexane 0.03
    cyclooctane 0.11
    cyclopentanol 2.87
    tetrahydropyran 1.64
    tert-amyl methyl ether 0.54
    2,5,8-trioxanonane 19.01
    1-hexene 0.1
    2-isopropoxyethanol 6.72
    2,2,2-trifluoroethanol 15.4
    methyl butyrate 1.31

    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