Laricitrin

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  • Identifiers

    CAS number
    53472-37-0

    Molecular formula
    C16H12O8

    SMILES
    COC1=CC(=CC(=C1O)O)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 60.99%
    Phenolic 54.62%
    Burnt 37.23%
    Smoky 27.21%
    Spicy 22.53%
    Medicinal 21.68%
    Balsamic 20.02%
    Vanilla 19.14%
    Savory 19.09%
    Dry 18.21%

     

    Flavor
    Bitter 89.61%
    Odorless 27.7%
    Bland 25.04%
    Sweet-like 22.59%
    Eugenol 21.47%
    Mild 20.74%
    Cedarleaf 20.67%
    Parsley 20.66%
    Flat 19.93%
    Lovage 19.8%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    10.39 (weak base)

    Molecular weight
    332.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1249°C

    Flash point

    • 257.72 ˚C est.

  • Synonyms

    • Laricitrin
    • 53472-37-0
    • 3'-O-Methylmyricetin
    • JQZ2DUC4C9
    • 2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxychromen-4-one
    • CHEBI:31763
    • DTXSID40415210
    • RefChem:924531
    • DTXCID90366061
    • 3'-Methylmyricetin
    • Larycitrin
    • Myricetin 3'-methyl ether
    • UNII-JQZ2DUC4C9
    • 2-(3,4-Dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one
    • 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-
    • LARICYTRIN
    • orb1682231
    • CHEMBL2260151
    • SCHEMBL19213534
    • SCHEMBL29929477
    • HY-N8840
    • 2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
    • LMPK12112482
    • MSK159720
    • AKOS040761971
    • FL45941
    • 4',5,5',7-tetrahydroxy-3'-methoxyflavonol
    • CS-0149154
    • 3,4',5,5',7-Pentahydroxy-3'-methoxyflavone
    • Q3217922
    • 3'-O-Methylmyricetin; 4',5,5',7-Tetrahydroxy-3'-methoxyflavonol
    • 2-(3,4-dihydroxy-5-methoxy-phenyl)-3,5,7-trihydroxy-chromen-4-one
    • 53472-37-0

  • Applications

    Laricitrin (CAS 53472-37-0) is a natural flavonol found in fruits and tea; in industry it is used as a natural antioxidant and may be considered as a UV-filter component in cosmetics, while also being evaluated as a natural colorant in some food products. It is also considered as a stabilizer/antioxidant additive for polymers, plastics, coatings and inks. Additionally, laricitrin is studied for potential bioactivities and may serve as a reference compound or synthetic intermediate in pharmaceutical research and flavonoid chemistry. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.92
    methanol 1.62
    isopropanol 0.88
    water 0.0
    ethyl acetate 0.6
    n-propanol 2.16
    acetone 0.02
    n-butanol 1.7
    acetonitrile 0.03
    DMF 9.39
    toluene 0.01
    isobutanol 0.75
    1,4-dioxane 0.51
    methyl acetate 0.4
    THF 4.8
    2-butanone 0.84
    n-pentanol 0.56
    sec-butanol 2.39
    n-hexane 0.0
    ethylene glycol 1.76
    NMP 14.53
    cyclohexane 0.0
    DMSO 37.29
    n-butyl acetate 0.66
    n-octanol 0.85
    chloroform 0.0
    n-propyl acetate 0.32
    acetic acid 0.54
    dichloromethane 0.0
    cyclohexanone 0.84
    propylene glycol 2.69
    isopropyl acetate 0.37
    DMAc 16.74
    2-ethoxyethanol 7.35
    isopentanol 1.04
    n-heptane 0.01
    ethyl formate 0.29
    1,2-dichloroethane 0.01
    n-hexanol 0.68
    2-methoxyethanol 28.48
    isobutyl acetate 0.07
    tetrachloromethane 0.0
    n-pentyl acetate 0.58
    transcutol 9.68
    n-heptanol 0.9
    ethylbenzene 0.01
    MIBK 0.32
    2-propoxyethanol 10.43
    tert-butanol 0.95
    MTBE 0.31
    2-butoxyethanol 4.45
    propionic acid 1.14
    o-xylene 0.02
    formic acid 1.64
    diethyl ether 0.26
    m-xylene 0.01
    p-xylene 0.01
    chlorobenzene 0.0
    dimethyl carbonate 0.66
    n-octane 0.01
    formamide 3.11
    cyclopentanone 2.02
    2-pentanone 0.54
    anisole 0.11
    cyclopentyl methyl ether 0.87
    gamma-butyrolactone 3.48
    1-methoxy-2-propanol 22.77
    pyridine 0.25
    3-pentanone 0.41
    furfural 1.85
    n-dodecane 0.01
    diethylene glycol 10.25
    diisopropyl ether 0.05
    tert-amyl alcohol 2.31
    acetylacetone 0.42
    n-hexadecane 0.01
    acetophenone 0.2
    methyl propionate 1.67
    isopentyl acetate 0.5
    trichloroethylene 0.02
    n-nonanol 0.9
    cyclohexanol 0.68
    benzyl alcohol 0.2
    2-ethylhexanol 0.41
    isooctanol 0.58
    dipropyl ether 0.52
    1,2-dichlorobenzene 0.01
    ethyl lactate 1.37
    propylene carbonate 0.62
    n-methylformamide 3.68
    2-pentanol 1.01
    n-pentane 0.0
    1-propoxy-2-propanol 6.99
    1-methoxy-2-propyl acetate 2.53
    2-(2-methoxypropoxy) propanol 4.14
    mesitylene 0.01
    ε-caprolactone 1.85
    p-cymene 0.04
    epichlorohydrin 1.79
    1,1,1-trichloroethane 0.0
    2-aminoethanol 4.04
    morpholine-4-carbaldehyde 9.43
    sulfolane 16.33
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 1.57
    n-hexyl acetate 0.91
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 5.7
    sec-butyl acetate 0.24
    tert-butyl acetate 0.63
    decalin 0.0
    glycerin 12.26
    diglyme 8.86
    acrylic acid 0.97
    isopropyl myristate 0.28
    n-butyric acid 1.5
    acetyl acetate 0.1
    di(2-ethylhexyl) phthalate 0.33
    ethyl propionate 0.62
    nitromethane 1.01
    1,2-diethoxyethane 0.96
    benzonitrile 0.05
    trioctyl phosphate 0.4
    1-bromopropane 0.02
    gamma-valerolactone 6.77
    n-decanol 0.55
    triethyl phosphate 0.53
    4-methyl-2-pentanol 0.35
    propionitrile 0.21
    vinylene carbonate 0.29
    1,1,2-trichlorotrifluoroethane 4.37
    DMS 0.56
    cumene 0.01
    2-octanol 0.6
    2-hexanone 0.32
    octyl acetate 0.5
    limonene 0.08
    1,2-dimethoxyethane 5.76
    ethyl orthosilicate 0.45
    tributyl phosphate 0.37
    diacetone alcohol 4.78
    N,N-dimethylaniline 0.15
    acrylonitrile 0.34
    aniline 0.11
    1,3-propanediol 7.51
    bromobenzene 0.0
    dibromomethane 0.0
    1,1,2,2-tetrachloroethane 0.04
    2-methyl-cyclohexyl acetate 0.38
    tetrabutyl urea 0.78
    diisobutyl methanol 0.26
    2-phenylethanol 0.35
    styrene 0.01
    dioctyl adipate 0.52
    dimethyl sulfate 2.7
    ethyl butyrate 0.68
    methyl lactate 5.04
    butyl lactate 1.52
    diethyl carbonate 0.31
    propanediol butyl ether 3.98
    triethyl orthoformate 0.79
    p-tert-butyltoluene 0.05
    methyl 4-tert-butylbenzoate 1.1
    morpholine 3.62
    tert-butylamine 0.18
    n-dodecanol 0.3
    dimethoxymethane 5.07
    ethylene carbonate 0.25
    cyrene 3.66
    2-ethoxyethyl acetate 1.09
    2-ethylhexyl acetate 0.33
    1,2,4-trichlorobenzene 0.02
    4-methylpyridine 0.15
    dibutyl ether 0.36
    2,6-dimethyl-4-heptanol 0.26
    DEF 3.52
    dimethyl isosorbide 4.91
    tetrachloroethylene 0.03
    eugenol 1.4
    triacetin 0.95
    span 80 2.47
    1,4-butanediol 0.94
    1,1-dichloroethane 0.0
    2-methyl-1-pentanol 0.52
    methyl formate 0.87
    2-methyl-1-butanol 1.52
    n-decane 0.01
    butyronitrile 0.16
    3,7-dimethyl-1-octanol 0.44
    1-chlorooctane 0.08
    1-chlorotetradecane 0.02
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 1.24
    tetrahydropyran 0.36
    tert-amyl methyl ether 0.85
    2,5,8-trioxanonane 6.04
    1-hexene 0.02
    2-isopropoxyethanol 2.56
    2,2,2-trifluoroethanol 0.34
    methyl butyrate 0.79

    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