(+)-Dihydromyricetin

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  • Identifiers

    CAS number
    27200-12-0

    Molecular formula
    C15H12O8

    SMILES
    C1=C(C=C(C(=C1O)O)O)[C@@H]2[C@H](C(=O)C3=C(C=C(C=C3O2)O)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 77.06%
    Phenolic 45.11%
    Burnt 29.31%
    Smoky 21.38%
    Spicy 19.22%
    Savory 18.55%
    Medicinal 17.52%
    Bitter 16.13%
    Vanilla 16.05%
    Balsamic 15.72%

     

    Flavor
    Bitter 89.75%
    Odorless 30.92%
    Bland 27.44%
    Sweet-like 23.71%
    Cedarleaf 20.55%
    Eugenol 19.97%
    Nitrile 19.63%
    Parsley 19.59%
    Lovage 19.57%
    Rotten 19.26%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    10.05 (weak base)

    Molecular weight
    320.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1157°C

    Flash point

    • 282.62 ˚C est.

  • Synonyms

    • Dihydromyricetin
    • Ampelopsin
    • 27200-12-0
    • Ampeloptin
    • (+)-Dihydromyricetin
    • (+)-Ampelopsin
    • Telocapil
    • Myriceline spe
    • dihydro-myricetin
    • Flavanone, 3,3',4',5,5',7-hexahydroxy-
    • KD8QND6427
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-, (2R-trans)-
    • DTXSID50181676
    • 4H-1-Benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-, (2R,3R)-
    • CHEBI:28429
    • (2R,3R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
    • CHEBI:28917
    • RefChem:587763
    • GlyTouCan:G89063NW
    • DTXCID90104167
    • G89063NW
    • (2r,3r)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-4-one
    • C15H12O8
    • MFCD00189451
    • (2R,3R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one
    • (2R,3R)-2,3-dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one
    • (2R,3R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
    • (2R,3R)-3,5,7,3',4',5'-hexahydroxyflavanone
    • Ampelopsin (flavanol)
    • (2R,3R)-3,3',4',5,5',7-hexahydroxy-2,3-dihydroflavanonol
    • Ampelopsin;Ampeloptin
    • (2r,3r)-dihydromyricetin
    • UNII-KD8QND6427
    • dihydromyticetin
    • Ampelopsin;
    • Ampeloptin;
    • KJXSIXMJHKAJOD-LSDHHAIUSA-N
    • 3,3',4',5,5',7-hexahydroxyflavanone
    • 3,3',4',5,5',7-Hexahydroxy-2,3-dihydroflavanonol
    • AMPELOPSIN [MI]
    • Dihydromyricetin (Standard)
    • Dihydromyricetin (diH-Myr)
    • (2R-trans)-2,3-Dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one
    • Dihydromyricetin (Ampeloptin)
    • SCHEMBL723736
    • orb1304756
    • CHEMBL3348861
    • SCHEMBL29362330
    • HY-N0112R
    • BDBM212434
    • HMS3884B17
    • Dihydromyricetin, >=98% (HPLC)
    • HY-N0112
    • MSK40204
    • Dihydromyricetin, analytical standard
    • EBC-11152
    • s2399
    • AKOS022168215
    • AC-8004
    • CCG-267699
    • CS-3809
    • FD65613
    • NCGC00346604-01
    • NCGC00346604-02
    • NCGC00346604-05
    • AS-71702
    • SY067288
    • D5464
    • NS00122868
    • SW219328-1
    • C02906
    • Q422305
    • 2B89FBAC-4DD1-44C9-BE2A-9D0C173BDFD8
    • BRD-K01614093-001-02-6
    • BRD-K01614093-001-03-4
    • BRD-K01614093-001-04-2
    • (2R,3R)-3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
    • 27200-12-0

  • Applications

    (+)-Dihydromyricetin (CAS 27200-12-0) is a flavanonol that finds use across industries and research as an antioxidant ingredient in cosmetic and personal care formulations, helping stabilize components prone to oxidation; it is also used as a chemical intermediate for the synthesis of pharmaceuticals and flavonoid derivatives in medicinal chemistry research. In the plastics and coatings sector, it can serve as an antioxidant and UV stabilizer additive to improve polymer aging and formulation stability. In food processing and packaging, DHM is evaluated for applications as a natural antioxidant in materials that contact food or in packaging films. Additionally, it is used in industrial manufacturing as an intermediate for the synthesis of other flavonoid derivatives and as an analytical reference standard in analytical methods.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 131.71
    methanol 186.69
    isopropanol 46.41
    water 0.58
    ethyl acetate 19.5
    n-propanol 77.96
    acetone 10.0
    n-butanol 40.74
    acetonitrile 5.28
    DMF 278.39
    toluene 0.39
    isobutanol 16.47
    1,4-dioxane 20.08
    methyl acetate 12.52
    THF 126.85
    2-butanone 27.57
    n-pentanol 9.8
    sec-butanol 30.65
    n-hexane 0.06
    ethylene glycol 113.33
    NMP 128.18
    cyclohexane 0.08
    DMSO 805.98
    n-butyl acetate 4.7
    n-octanol 5.75
    chloroform 0.04
    n-propyl acetate 5.66
    acetic acid 33.82
    dichloromethane 0.05
    cyclohexanone 17.27
    propylene glycol 100.17
    isopropyl acetate 9.15
    DMAc 218.18
    2-ethoxyethanol 203.78
    isopentanol 14.48
    n-heptane 0.25
    ethyl formate 14.4
    1,2-dichloroethane 0.25
    n-hexanol 7.95
    2-methoxyethanol 652.19
    isobutyl acetate 0.84
    tetrachloromethane 0.05
    n-pentyl acetate 3.95
    transcutol 55.89
    n-heptanol 6.74
    ethylbenzene 0.24
    MIBK 8.27
    2-propoxyethanol 110.07
    tert-butanol 28.57
    MTBE 4.89
    2-butoxyethanol 30.49
    propionic acid 24.14
    o-xylene 0.47
    formic acid 117.96
    diethyl ether 12.03
    m-xylene 0.4
    p-xylene 0.17
    chlorobenzene 0.06
    dimethyl carbonate 17.41
    n-octane 0.13
    formamide 226.92
    cyclopentanone 46.88
    2-pentanone 27.03
    anisole 2.28
    cyclopentyl methyl ether 16.13
    gamma-butyrolactone 57.74
    1-methoxy-2-propanol 401.82
    pyridine 6.49
    3-pentanone 11.9
    furfural 24.42
    n-dodecane 0.11
    diethylene glycol 148.01
    diisopropyl ether 1.32
    tert-amyl alcohol 21.42
    acetylacetone 27.0
    n-hexadecane 0.12
    acetophenone 3.37
    methyl propionate 35.4
    isopentyl acetate 2.85
    trichloroethylene 0.32
    n-nonanol 5.61
    cyclohexanol 9.46
    benzyl alcohol 4.1
    2-ethylhexanol 2.99
    isooctanol 3.94
    dipropyl ether 7.5
    1,2-dichlorobenzene 0.09
    ethyl lactate 17.79
    propylene carbonate 8.88
    n-methylformamide 202.34
    2-pentanol 17.13
    n-pentane 0.12
    1-propoxy-2-propanol 51.11
    1-methoxy-2-propyl acetate 19.21
    2-(2-methoxypropoxy) propanol 23.05
    mesitylene 0.25
    ε-caprolactone 20.65
    p-cymene 0.43
    epichlorohydrin 27.48
    1,1,1-trichloroethane 0.08
    2-aminoethanol 183.78
    morpholine-4-carbaldehyde 111.48
    sulfolane 118.21
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 22.81
    n-hexyl acetate 5.5
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 33.38
    sec-butyl acetate 2.69
    tert-butyl acetate 9.93
    decalin 0.04
    glycerin 231.05
    diglyme 53.26
    acrylic acid 20.86
    isopropyl myristate 2.18
    n-butyric acid 30.17
    acetyl acetate 3.91
    di(2-ethylhexyl) phthalate 2.04
    ethyl propionate 8.87
    nitromethane 79.63
    1,2-diethoxyethane 8.69
    benzonitrile 0.99
    trioctyl phosphate 2.6
    1-bromopropane 0.3
    gamma-valerolactone 104.1
    n-decanol 3.9
    triethyl phosphate 3.2
    4-methyl-2-pentanol 5.06
    propionitrile 7.51
    vinylene carbonate 5.27
    1,1,2-trichlorotrifluoroethane 40.6
    DMS 4.33
    cumene 0.16
    2-octanol 4.0
    2-hexanone 5.24
    octyl acetate 3.68
    limonene 0.85
    1,2-dimethoxyethane 103.01
    ethyl orthosilicate 2.76
    tributyl phosphate 2.14
    diacetone alcohol 54.76
    N,N-dimethylaniline 2.06
    acrylonitrile 11.51
    aniline 2.44
    1,3-propanediol 224.54
    bromobenzene 0.03
    dibromomethane 0.04
    1,1,2,2-tetrachloroethane 0.55
    2-methyl-cyclohexyl acetate 2.34
    tetrabutyl urea 4.78
    diisobutyl methanol 2.21
    2-phenylethanol 4.15
    styrene 0.19
    dioctyl adipate 3.54
    dimethyl sulfate 35.51
    ethyl butyrate 6.26
    methyl lactate 80.62
    butyl lactate 8.46
    diethyl carbonate 2.88
    propanediol butyl ether 26.49
    triethyl orthoformate 5.17
    p-tert-butyltoluene 0.49
    methyl 4-tert-butylbenzoate 7.48
    morpholine 80.48
    tert-butylamine 4.44
    n-dodecanol 2.47
    dimethoxymethane 205.14
    ethylene carbonate 5.47
    cyrene 26.72
    2-ethoxyethyl acetate 7.31
    2-ethylhexyl acetate 1.68
    1,2,4-trichlorobenzene 0.18
    4-methylpyridine 3.69
    dibutyl ether 2.75
    2,6-dimethyl-4-heptanol 2.21
    DEF 55.08
    dimethyl isosorbide 26.91
    tetrachloroethylene 0.48
    eugenol 8.74
    triacetin 6.6
    span 80 13.62
    1,4-butanediol 40.34
    1,1-dichloroethane 0.08
    2-methyl-1-pentanol 4.72
    methyl formate 65.36
    2-methyl-1-butanol 15.07
    n-decane 0.23
    butyronitrile 5.96
    3,7-dimethyl-1-octanol 3.33
    1-chlorooctane 0.76
    1-chlorotetradecane 0.28
    n-nonane 0.2
    undecane 0.15
    tert-butylcyclohexane 0.04
    cyclooctane 0.08
    cyclopentanol 18.8
    tetrahydropyran 12.67
    tert-amyl methyl ether 7.18
    2,5,8-trioxanonane 38.67
    1-hexene 0.29
    2-isopropoxyethanol 45.84
    2,2,2-trifluoroethanol 12.39
    methyl butyrate 12.33

    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