Avicularin

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  • Identifiers

    CAS number
    572-30-5

    Molecular formula
    C20H18O11

    SMILES
    C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H](O4)CO)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 79.33%
    Phenolic 34.42%
    Burnt 24.97%
    Vanilla 22.19%
    Savory 21.6%
    Smoky 19.39%
    Milky 18.76%
    Bitter 17.15%
    Balsamic 16.36%
    Spicy 15.43%

     

    Flavor
    Bitter 82.62%
    Odorless 36.55%
    Bland 32.74%
    Sweet-like 26.02%
    Cedarleaf 20.07%
    Very mild 19.85%
    Eugenol 19.63%
    Parsley 19.59%
    Mild 19.34%
    Lovage 19.26%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    1.0

    pKa est.
    8.17 (weak base)

    Molecular weight
    434.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2815°C

    Flash point

    • 315.7 ˚C est.

  • Synonyms

    • Avicularin
    • 572-30-5
    • Avicularoside
    • Quercetin 3-alpha-L-arabinofuranoside
    • TN38NQ38BQ
    • CHEBI:65460
    • DTXSID60205832
    • 4H-1-Benzopyran-4-one, 3-(alpha-L-arabinofuranosyloxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-
    • RefChem:115784
    • DTXCID90128323
    • Fenicularin
    • MFCD10566630
    • 3-(((2S,3R,4R,5S)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one
    • Quercetin 3-O-alpha-L-arabinofuranoside
    • quercetin-3-arabinoside
    • Avicularine
    • Guaiaverin
    • 3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
    • Avicularin (Standard)
    • UNII-TN38NQ38BQ
    • SCHEMBL151758
    • Avicularin, analytical standard
    • CHEMBL471282
    • orb1300263
    • quercetin 3-O-arabinofuranoside
    • quercetin-3-o-arabinofuranoside
    • SCHEMBL29505880
    • HY-N0222R
    • HY-N0222
    • BDBM50362887
    • LMPK12112167
    • MSK158866
    • AKOS015897125
    • EBC-615876
    • FQ65464
    • 3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chromen-4-one
    • 3-{[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one
    • AC-34226
    • MS-27769
    • CS-0008260
    • NS00097554
    • C22608
    • QUERCETIN 3-O-.ALPHA.-L-ARABINOFURANOSIDE
    • Q9163056
    • 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl alpha-L-arabinofuranoside
    • 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl alpha-L-arabinofuranoside
    • 3-(.ALPHA.-L-ARABINOFURANOSYLOXY)-2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4H-1-BENZOPYRAN-4-ONE
    • 3-(?-L-Arabinofuranosyloxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one; Avicularine; Avicularoside;
    • 572-30-5

  • Applications

    Avicularin (CAS 572-30-5) is a quercetin-3-O-α-L-arabinofuranoside, a natural flavonoid glycoside. In practice, it is commonly evaluated for antioxidant activity and explored for incorporation into cosmetic and personal care formulations; it is also used as an intermediate or building block in the semi-synthesis and derivatization of flavonoids, supporting industrial synthesis of related compounds. In pharmaceutical research, it is studied as a lead scaffold for flavonol glycoside derivatives in medicinal chemistry. Additionally, it serves as an analytical reference standard in plant metabolomics and method development for flavonoid analysis. Any deployment is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 14.39
    methanol 14.53
    isopropanol 9.78
    water 0.13
    ethyl acetate 0.92
    n-propanol 18.51
    acetone 2.7
    n-butanol 5.98
    acetonitrile 0.7
    DMF 75.83
    toluene 0.05
    isobutanol 3.88
    1,4-dioxane 6.51
    methyl acetate 2.31
    THF 17.98
    2-butanone 6.22
    n-pentanol 2.05
    sec-butanol 9.29
    n-hexane 0.01
    ethylene glycol 45.83
    NMP 54.97
    cyclohexane 0.02
    DMSO 158.46
    n-butyl acetate 0.41
    n-octanol 1.31
    chloroform 0.03
    n-propyl acetate 0.53
    acetic acid 27.43
    dichloromethane 0.03
    cyclohexanone 4.0
    propylene glycol 61.43
    isopropyl acetate 0.44
    DMAc 79.31
    2-ethoxyethanol 49.65
    isopentanol 1.82
    n-heptane 0.02
    ethyl formate 1.72
    1,2-dichloroethane 0.09
    n-hexanol 0.83
    2-methoxyethanol 158.84
    isobutyl acetate 0.13
    tetrachloromethane 0.01
    n-pentyl acetate 0.73
    transcutol 33.23
    n-heptanol 1.3
    ethylbenzene 0.02
    MIBK 0.49
    2-propoxyethanol 18.79
    tert-butanol 3.51
    MTBE 0.61
    2-butoxyethanol 10.64
    propionic acid 11.14
    o-xylene 0.04
    formic acid 57.44
    diethyl ether 0.91
    m-xylene 0.03
    p-xylene 0.03
    chlorobenzene 0.01
    dimethyl carbonate 2.25
    n-octane 0.02
    formamide 72.85
    cyclopentanone 9.98
    2-pentanone 1.94
    anisole 0.22
    cyclopentyl methyl ether 1.34
    gamma-butyrolactone 14.55
    1-methoxy-2-propanol 83.38
    pyridine 2.41
    3-pentanone 1.13
    furfural 8.62
    n-dodecane 0.01
    diethylene glycol 37.08
    diisopropyl ether 0.08
    tert-amyl alcohol 3.78
    acetylacetone 1.96
    n-hexadecane 0.02
    acetophenone 0.4
    methyl propionate 3.05
    isopentyl acetate 0.32
    trichloroethylene 0.13
    n-nonanol 1.37
    cyclohexanol 2.1
    benzyl alcohol 0.85
    2-ethylhexanol 0.29
    isooctanol 0.69
    dipropyl ether 0.64
    1,2-dichlorobenzene 0.01
    ethyl lactate 2.95
    propylene carbonate 1.75
    n-methylformamide 39.1
    2-pentanol 2.12
    n-pentane 0.02
    1-propoxy-2-propanol 10.0
    1-methoxy-2-propyl acetate 2.34
    2-(2-methoxypropoxy) propanol 7.94
    mesitylene 0.02
    ε-caprolactone 5.54
    p-cymene 0.03
    epichlorohydrin 6.82
    1,1,1-trichloroethane 0.02
    2-aminoethanol 71.75
    morpholine-4-carbaldehyde 55.95
    sulfolane 36.53
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 3.82
    n-hexyl acetate 1.0
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 13.75
    sec-butyl acetate 0.21
    tert-butyl acetate 0.51
    decalin 0.0
    glycerin 123.05
    diglyme 20.43
    acrylic acid 13.19
    isopropyl myristate 0.33
    n-butyric acid 5.6
    acetyl acetate 0.28
    di(2-ethylhexyl) phthalate 0.52
    ethyl propionate 0.51
    nitromethane 26.17
    1,2-diethoxyethane 1.96
    benzonitrile 0.17
    trioctyl phosphate 0.55
    1-bromopropane 0.07
    gamma-valerolactone 46.4
    n-decanol 0.9
    triethyl phosphate 0.36
    4-methyl-2-pentanol 0.44
    propionitrile 0.87
    vinylene carbonate 1.32
    1,1,2-trichlorotrifluoroethane 18.47
    DMS 0.9
    cumene 0.02
    2-octanol 0.74
    2-hexanone 0.76
    octyl acetate 0.71
    limonene 0.07
    1,2-dimethoxyethane 17.57
    ethyl orthosilicate 0.33
    tributyl phosphate 0.46
    diacetone alcohol 6.32
    N,N-dimethylaniline 0.21
    acrylonitrile 1.71
    aniline 0.47
    1,3-propanediol 57.06
    bromobenzene 0.01
    dibromomethane 0.02
    1,1,2,2-tetrachloroethane 0.19
    2-methyl-cyclohexyl acetate 0.34
    tetrabutyl urea 1.29
    diisobutyl methanol 0.16
    2-phenylethanol 0.52
    styrene 0.02
    dioctyl adipate 0.79
    dimethyl sulfate 5.55
    ethyl butyrate 0.42
    methyl lactate 15.68
    butyl lactate 2.84
    diethyl carbonate 0.26
    propanediol butyl ether 14.52
    triethyl orthoformate 0.67
    p-tert-butyltoluene 0.03
    methyl 4-tert-butylbenzoate 1.56
    morpholine 28.1
    tert-butylamine 0.52
    n-dodecanol 0.53
    dimethoxymethane 21.94
    ethylene carbonate 1.02
    cyrene 9.91
    2-ethoxyethyl acetate 1.9
    2-ethylhexyl acetate 0.19
    1,2,4-trichlorobenzene 0.04
    4-methylpyridine 0.69
    dibutyl ether 0.53
    2,6-dimethyl-4-heptanol 0.16
    DEF 6.18
    dimethyl isosorbide 6.56
    tetrachloroethylene 0.11
    eugenol 2.38
    triacetin 1.9
    span 80 7.01
    1,4-butanediol 12.9
    1,1-dichloroethane 0.03
    2-methyl-1-pentanol 0.83
    methyl formate 13.75
    2-methyl-1-butanol 2.76
    n-decane 0.03
    butyronitrile 0.49
    3,7-dimethyl-1-octanol 0.51
    1-chlorooctane 0.11
    1-chlorotetradecane 0.04
    n-nonane 0.03
    undecane 0.02
    tert-butylcyclohexane 0.0
    cyclooctane 0.01
    cyclopentanol 5.74
    tetrahydropyran 2.89
    tert-amyl methyl ether 0.78
    2,5,8-trioxanonane 13.15
    1-hexene 0.04
    2-isopropoxyethanol 10.93
    2,2,2-trifluoroethanol 6.85
    methyl butyrate 0.91

    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