Apigenin 7-O-glucoside

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  • Identifiers

    CAS number
    578-74-5

    Molecular formula
    C21H20O10

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

    Safety labels

  • Odor profile

    Fragrance
    Odorless 70.32%
    Phenolic 35.16%
    Vanilla 29.88%
    Sweet 25.94%
    Bitter 22.47%
    Savory 21.41%
    Burnt 20.91%
    Milky 20.6%
    Creamy 19.65%
    Balsamic 19.47%

     

    Flavor
    Bitter 84.22%
    Odorless 32.42%
    Bland 30.11%
    Sweet-like 25.45%
    Cedarleaf 20.44%
    Lovage 19.64%
    Parsley 19.53%
    Nitrile 19.14%
    Eugenol 19.12%
    Ethyl benzoate 19.05%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.1

    pKa est.
    8.15 (weak base)

    Molecular weight
    432.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    3012°C

    Flash point

    • 295.23 ˚C est.

  • Synonyms

    • 578-74-5
    • Apigetrin
    • Cosmosioside
    • Cosmosiine
    • APIGENIN-7-GLUCOSIDE
    • Apigenin 7-O-beta-D-glucoside
    • Cosemetin
    • apigenin 7-O-beta-glucoside
    • Apigenin 7-O-glucoside
    • 7OF2S66PCH
    • 7-O-(beta-D-Glucosyl)apigenin
    • 7-(beta-D-Glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
    • 7-O-beta-D-Glucosyl-5,7,4'-trihydroxyflavone
    • NSC-407303
    • 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
    • CHEBI:16778
    • DTXSID401028774
    • 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside
    • 4H-1-Benzopyran-4-one, 7-(beta-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-
    • 5-hydroxy-2-(4-hydroxyphenyl)-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-one
    • RefChem:558402
    • DTXCID201514375
    • 4H-1-Benzopyran-4-one, 7-(b-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-
    • 209-430-5
    • 5-hydroxy-2-(4-hydroxyphenyl)-7-((2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-one
    • 5-hydroxy-2-(4-hydroxyphenyl)-7-(3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-one
    • apigenin-7-D-glucoside
    • COSMOSIIN
    • Apigenin 7-glucoside
    • Cosmetin
    • 5-Hydroxy-2-(4-hydroxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
    • Apigenin 7-O-beta-D-glucopyranoside
    • Cosmoside
    • Apigenin 7-beta-D-glucoside
    • MFCD00016787
    • 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one
    • 5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
    • apigenin-7-O-beta-D-glucopyranoside
    • UNII-7OF2S66PCH
    • cyranoside
    • Apigenin 7-O-.beta.-D-glucoside
    • Cosmociin
    • 7-O-(.beta.-D-Glucosyl)apigenin
    • cosmos glycoside
    • Apigenin 7-O-.beta.-D-glucopyranoside
    • Apigenin 7-O-beta-glucopyranoside
    • apigenin-7-O-glc
    • Apigenin, 7-beta-D-glucopyranoside
    • Apigenin-7-O-|A-D-glucopyranoside
    • EINECS 209-430-5
    • NSC 407303
    • Spectrum_000176
    • apigenin-7-O-glycoside
    • A1EGT
    • SpecPlus_000927
    • APIGETRIN [MI]
    • Spectrum2_001752
    • Spectrum3_001249
    • Spectrum4_001741
    • Spectrum5_000562
    • Apigenin 7-glucoside CRS
    • apigenin-7-o-beta-glucoside
    • apigenin-7-o-glucopyranoside
    • 7-O-beta-D-Glucosylapigenin
    • BSPBio_002758
    • KBioGR_002182
    • KBioSS_000656
    • SPECTRUM211950
    • DivK1c_007023
    • SCHEMBL146404
    • 7-O-beta-D-glucosyl-apigenin
    • SPBio_001884
    • Apigenin 7-beta-glucopyranoside
    • CHEMBL487017
    • MEGxp0_001431
    • orb1302362
    • SCHEMBL29352641
    • Apigenin 7-glucoside (Standard)
    • HY-N0578R
    • KBio1_001967
    • KBio2_000656
    • KBio2_003224
    • KBio2_005792
    • KBio3_002258
    • 4H-1-Benzopyran-4-one, 7-(.beta.-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-
    • KMOUJOKENFFTPU-QNDFHXLGSA-N
    • 7-O-beta-D-Glucopyranosylapigenin
    • HMS1923E03
    • HMS6018D20
    • Apigetrin(Apigenin-7-O-glucoside)
    • HY-N0578
    • BDBM50378582
    • CCG-38803
    • s9125
    • AKOS025117305
    • APIGENIN-7-O-BETA-D-GLUCOSIDE
    • APIGENIN-7-GLUCOSIDE [USP-RS]
    • Apigenin-7-O-.beta.-D-glucopyranoside
    • CS-5931
    • EBC-454727
    • MA09740
    • NCGC00178486-01
    • Apigenin 7-glucoside, analytical standard
    • AS-75174
    • DA-52071
    • NS00079827
    • 4',5,7-Trihydroxyflavone 7-beta-D-glucoside
    • 4',5,7-TRIHYDROXYFLAVONE 7-GLUCOSIDE
    • C04608
    • 578A745
    • Q2858304
    • BRD-K13642330-001-01-8
    • Apigenin 7-glucoside, primary pharmaceutical reference standard
    • APIGENIN 7-O-GLUCOSIDE (CONSTITUENT OF CHAMOMILE) [DSC]
    • Apigenin 7-glucoside, EuropePharmacopoeia (EP) Reference Standard
    • Apigenin-7-O-glucoside 1000 microg/mL in Acetone:Dimethyl sulfoxide
    • Apigenin 7-glucoside, United States Pharmacopeia (USP) Reference Standard
    • 7-(.BETA.-D-GLUCOPYRANOSYLOXY)-5-HYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE
    • 4H-1-Benzopyran-4-one, 7-(.beta.-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-, Apigenin 7-O-glucoside
    • 578-74-5

  • Applications

    Apigenin 7-O-glucoside, also known as apigetrin, CAS 578-74-5, is a plant-derived flavonoid glycoside found in chamomile, parsley, and related botanicals. In industrial contexts it is primarily of interest as a natural phytochemical with several typical applications: cosmetics/personal care, where it can act as an antioxidant component and color-stabilizing agent in botanical extracts and skin-care formulations; pharmaceutical and life-science research, where it serves as an analytical reference standard and a starting point for glycoside-based flavonoid chemistry; agriculture and plant science, used as a marker in studies of plant metabolism, quality assessment of botanical materials, and breeding programs; analytical chemistry and quality control, used as a reference compound for LC-MS/LC-UV profiling of plant extracts. Depending on local regulations and formulation limits, its use is subject to those constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.18
    methanol 0.61
    isopropanol 0.13
    water 0.03
    ethyl acetate 0.02
    n-propanol 0.31
    acetone 0.24
    n-butanol 0.11
    acetonitrile 0.02
    DMF 7.82
    toluene 0.01
    isobutanol 0.09
    1,4-dioxane 0.47
    methyl acetate 0.05
    THF 0.91
    2-butanone 0.19
    n-pentanol 0.08
    sec-butanol 0.16
    n-hexane 0.0
    ethylene glycol 4.16
    NMP 6.89
    cyclohexane 0.0
    DMSO 34.86
    n-butyl acetate 0.02
    n-octanol 0.08
    chloroform 0.0
    n-propyl acetate 0.02
    acetic acid 1.06
    dichloromethane 0.0
    cyclohexanone 0.22
    propylene glycol 5.6
    isopropyl acetate 0.01
    DMAc 8.55
    2-ethoxyethanol 2.96
    isopentanol 0.06
    n-heptane 0.0
    ethyl formate 0.04
    1,2-dichloroethane 0.0
    n-hexanol 0.04
    2-methoxyethanol 10.52
    isobutyl acetate 0.01
    tetrachloromethane 0.0
    n-pentyl acetate 0.04
    transcutol 8.77
    n-heptanol 0.1
    ethylbenzene 0.0
    MIBK 0.04
    2-propoxyethanol 1.54
    tert-butanol 0.08
    MTBE 0.02
    2-butoxyethanol 1.42
    propionic acid 0.32
    o-xylene 0.01
    formic acid 4.79
    diethyl ether 0.03
    m-xylene 0.01
    p-xylene 0.0
    chlorobenzene 0.0
    dimethyl carbonate 0.11
    n-octane 0.0
    formamide 4.85
    cyclopentanone 0.53
    2-pentanone 0.07
    anisole 0.02
    cyclopentyl methyl ether 0.09
    gamma-butyrolactone 0.52
    1-methoxy-2-propanol 4.73
    pyridine 0.16
    3-pentanone 0.06
    furfural 0.73
    n-dodecane 0.0
    diethylene glycol 5.02
    diisopropyl ether 0.01
    tert-amyl alcohol 0.1
    acetylacetone 0.14
    n-hexadecane 0.0
    acetophenone 0.03
    methyl propionate 0.07
    isopentyl acetate 0.02
    trichloroethylene 0.01
    n-nonanol 0.1
    cyclohexanol 0.09
    benzyl alcohol 0.07
    2-ethylhexanol 0.02
    isooctanol 0.06
    dipropyl ether 0.06
    1,2-dichlorobenzene 0.0
    ethyl lactate 0.17
    propylene carbonate 0.07
    n-methylformamide 1.87
    2-pentanol 0.05
    n-pentane 0.0
    1-propoxy-2-propanol 0.8
    1-methoxy-2-propyl acetate 0.14
    2-(2-methoxypropoxy) propanol 1.96
    mesitylene 0.0
    ε-caprolactone 0.19
    p-cymene 0.01
    epichlorohydrin 0.26
    1,1,1-trichloroethane 0.0
    2-aminoethanol 4.29
    morpholine-4-carbaldehyde 7.35
    sulfolane 4.09
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.14
    n-hexyl acetate 0.06
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 2.92
    sec-butyl acetate 0.01
    tert-butyl acetate 0.03
    decalin 0.0
    glycerin 24.72
    diglyme 4.83
    acrylic acid 0.69
    isopropyl myristate 0.02
    n-butyric acid 0.12
    acetyl acetate 0.01
    di(2-ethylhexyl) phthalate 0.08
    ethyl propionate 0.02
    nitromethane 1.21
    1,2-diethoxyethane 0.18
    benzonitrile 0.02
    trioctyl phosphate 0.05
    1-bromopropane 0.0
    gamma-valerolactone 3.76
    n-decanol 0.06
    triethyl phosphate 0.04
    4-methyl-2-pentanol 0.02
    propionitrile 0.03
    vinylene carbonate 0.07
    1,1,2-trichlorotrifluoroethane 1.73
    DMS 0.06
    cumene 0.0
    2-octanol 0.05
    2-hexanone 0.05
    octyl acetate 0.05
    limonene 0.01
    1,2-dimethoxyethane 1.59
    ethyl orthosilicate 0.03
    tributyl phosphate 0.04
    diacetone alcohol 0.41
    N,N-dimethylaniline 0.03
    acrylonitrile 0.07
    aniline 0.04
    1,3-propanediol 2.39
    bromobenzene 0.0
    dibromomethane 0.0
    1,1,2,2-tetrachloroethane 0.01
    2-methyl-cyclohexyl acetate 0.03
    tetrabutyl urea 0.15
    diisobutyl methanol 0.02
    2-phenylethanol 0.04
    styrene 0.0
    dioctyl adipate 0.09
    dimethyl sulfate 0.48
    ethyl butyrate 0.02
    methyl lactate 0.97
    butyl lactate 0.25
    diethyl carbonate 0.02
    propanediol butyl ether 2.44
    triethyl orthoformate 0.06
    p-tert-butyltoluene 0.01
    methyl 4-tert-butylbenzoate 0.25
    morpholine 1.26
    tert-butylamine 0.02
    n-dodecanol 0.04
    dimethoxymethane 1.35
    ethylene carbonate 0.04
    cyrene 2.29
    2-ethoxyethyl acetate 0.13
    2-ethylhexyl acetate 0.01
    1,2,4-trichlorobenzene 0.0
    4-methylpyridine 0.05
    dibutyl ether 0.05
    2,6-dimethyl-4-heptanol 0.02
    DEF 0.24
    dimethyl isosorbide 1.79
    tetrachloroethylene 0.01
    eugenol 0.45
    triacetin 0.24
    span 80 1.23
    1,4-butanediol 0.73
    1,1-dichloroethane 0.0
    2-methyl-1-pentanol 0.04
    methyl formate 0.7
    2-methyl-1-butanol 0.08
    n-decane 0.0
    butyronitrile 0.02
    3,7-dimethyl-1-octanol 0.04
    1-chlorooctane 0.01
    1-chlorotetradecane 0.0
    n-nonane 0.0
    undecane 0.0
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 0.21
    tetrahydropyran 0.11
    tert-amyl methyl ether 0.04
    2,5,8-trioxanonane 3.86
    1-hexene 0.0
    2-isopropoxyethanol 0.68
    2,2,2-trifluoroethanol 0.36
    methyl butyrate 0.03

    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