Prunin

Overview IFRA Request a quote

  • Identifiers

    CAS number
    529-55-5

    Molecular formula
    C21H22O10

    SMILES
    C1[C@H](OC2=CC(=CC(=C2C1=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C4=CC=C(C=C4)O

    Safety labels

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 67.4%
    Sweet 37.62%
    Vanilla 36.78%
    Phenolic 32.35%
    Spicy 23.86%
    Creamy 21.69%
    Bitter 21.22%
    Balsamic 21.19%
    Milky 21.05%
    Smoky 19.19%

     

    Flavor
    Bitter 83.33%
    Bland 30.75%
    Odorless 27.58%
    Sweet-like 25.69%
    Cedarleaf 20.61%
    Lovage 19.83%
    Parsley 19.67%
    Eugenol 18.95%
    Ethyl benzoate 18.84%
    Nitrile 18.74%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    8.16 (weak base)

    Molecular weight
    434.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2618°C

    Flash point

    • 280.2 ˚C est.

  • Synonyms

    • Prunin
    • 529-55-5
    • Naringenin 7-O-beta-D-glucoside
    • LSB8HDX4E5
    • PRUNIN PROTEIN, PRUNUS
    • CHEBI:28327
    • Pru du 6 protein, Prunus
    • DTXSID40967365
    • (2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl beta-D-glucopyranoside
    • NSC-135064
    • (2S)-5-HYDROXY-2-(4-HYDROXYPHENYL)-7-((2S,3R,4S,5S,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL)OXY-2,3-DIHYDROCHROMEN-4-ONE
    • (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
    • RefChem:870060
    • GlyTouCan:G37867DH
    • DTXCID301527428
    • G37867DH
    • (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-(3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-2,3-dihydrochromen-4-one
    • 208-464-8
    • (S)-7-(beta-D-Glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
    • (S)-5-Hydroxy-2-(4-hydroxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)chroman-4-one
    • MFCD00210548
    • pruning
    • NARINGENIN 7-GLUCOSIDE
    • EINECS 208-464-8
    • NSC 135064
    • Pru1 protein, Prunus
    • Pru2 protein, Prunus
    • naringenin-7-glucoside
    • naringenin 7-O-hexoside
    • naringenin-7-O-glycoside
    • UNII-LSB8HDX4E5
    • 4',5,7-Trihydroxyflavanone 7-O-.beta.-D-glucopyranoside
    • naringenin-7-O-beta-glucoside
    • SCHEMBL318229
    • CHEMBL469654
    • Pru du 6.01 protein, Prunus
    • Pru du 6.02 protein, Prunus
    • WLZ4742
    • GLXC-14478
    • 4H-1-Benzopyran-4-one, 7-(.beta.-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (2S)-
    • HY-N1549
    • BDBM50249470
    • MSK175404
    • Prunin, >=95% (LC/MS-ELSD)
    • AKOS037515151
    • (2S)-narigenin-7-O-beta-D-glucoside
    • CCG-208407
    • EBC-618479
    • FN65941
    • (2S)-naringenin 7-O-beta-D-glucoside
    • NARINGENIN-7-O-BETA-D-GLUCOSIDE
    • NCGC00163599-01
    • (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one
    • AC-35062
    • DA-57175
    • NARINGENIN 7-O-.BETA.-D-GLUCOSIDE
    • (2S)-naringenin-7-O-beta-D-glucopyranoside
    • CS-0017098
    • NS00015840
    • C09099
    • NARINGENIN 7-.BETA.-D-GLUCOSIDE, (-)-
    • NARINGENIN 7-O-.BETA.-D-GLUCOPYRANOSIDE
    • SR-05000013703
    • SR-05000013703-1
    • Q15424791
    • (2S)-5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl beta-D-glucopyranoside
    • (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chroman-4-one
    • (2S)-7-(.BETA.-D-GLUCOPYRANOSYLOXY)-2,3-DIHYDRO-5-HYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE
    • (2S)-7-(ss-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; 4',5,7-Trihydroxyflavanone 7-O-ss-D-glucopyranoside; Prunin
    • 4H-1-BENZOPYRAN-4-ONE, 7-(.BETA.-D-GLUCOPYRANOSYLOXY)-2,3-DIHYDRO-5-HYDROXY-2-(4-HYDROXYPHENYL)-, (S)-
    • Prunin

  • Applications

    Prunin (CAS 529-55-5) is a flavonoid glycoside that is commonly considered as an intermediate and a potential antioxidant in formulation development. It may be used as a starting material for the synthesis of flavonoid derivatives in pharmaceuticals and fine chemicals; in cosmetics and personal care it is evaluated for antioxidant and stabilizing roles in formulations; in food processing it may be explored as a natural antioxidant; in polymers and coatings it is studied as an additive to improve oxidative stability; it also serves as a reference standard for analytical methods. Its actual use depends on regulatory status and formulation-specific limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.69
    methanol 12.44
    isopropanol 0.52
    water 0.15
    ethyl acetate 0.81
    n-propanol 1.45
    acetone 5.77
    n-butanol 1.07
    acetonitrile 1.17
    DMF 95.64
    toluene 0.14
    isobutanol 0.51
    1,4-dioxane 6.76
    methyl acetate 1.39
    THF 10.91
    2-butanone 3.17
    n-pentanol 0.39
    sec-butanol 0.6
    n-hexane 0.0
    ethylene glycol 14.34
    NMP 44.93
    cyclohexane 0.01
    DMSO 230.46
    n-butyl acetate 0.21
    n-octanol 0.69
    chloroform 0.09
    n-propyl acetate 0.27
    acetic acid 14.31
    dichloromethane 0.11
    cyclohexanone 4.24
    propylene glycol 17.15
    isopropyl acetate 0.43
    DMAc 75.24
    2-ethoxyethanol 23.33
    isopentanol 0.62
    n-heptane 0.02
    ethyl formate 1.93
    1,2-dichloroethane 0.22
    n-hexanol 0.2
    2-methoxyethanol 91.57
    isobutyl acetate 0.11
    tetrachloromethane 0.02
    n-pentyl acetate 0.47
    transcutol 42.63
    n-heptanol 0.58
    ethylbenzene 0.04
    MIBK 0.81
    2-propoxyethanol 11.79
    tert-butanol 0.6
    MTBE 0.24
    2-butoxyethanol 7.04
    propionic acid 3.24
    o-xylene 0.1
    formic acid 44.18
    diethyl ether 0.42
    m-xylene 0.11
    p-xylene 0.05
    chlorobenzene 0.05
    dimethyl carbonate 3.31
    n-octane 0.01
    formamide 51.75
    cyclopentanone 9.38
    2-pentanone 1.98
    anisole 0.4
    cyclopentyl methyl ether 1.09
    gamma-butyrolactone 10.54
    1-methoxy-2-propanol 35.32
    pyridine 2.08
    3-pentanone 1.33
    furfural 12.19
    n-dodecane 0.01
    diethylene glycol 28.45
    diisopropyl ether 0.06
    tert-amyl alcohol 0.51
    acetylacetone 6.8
    n-hexadecane 0.02
    acetophenone 0.64
    methyl propionate 2.39
    isopentyl acetate 0.23
    trichloroethylene 0.44
    n-nonanol 0.75
    cyclohexanol 0.61
    benzyl alcohol 0.87
    2-ethylhexanol 0.15
    isooctanol 0.41
    dipropyl ether 0.44
    1,2-dichlorobenzene 0.06
    ethyl lactate 2.19
    propylene carbonate 1.69
    n-methylformamide 35.08
    2-pentanol 0.35
    n-pentane 0.01
    1-propoxy-2-propanol 5.49
    1-methoxy-2-propyl acetate 2.11
    2-(2-methoxypropoxy) propanol 9.49
    mesitylene 0.07
    ε-caprolactone 3.01
    p-cymene 0.05
    epichlorohydrin 7.21
    1,1,1-trichloroethane 0.06
    2-aminoethanol 15.99
    morpholine-4-carbaldehyde 53.61
    sulfolane 42.79
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 1.31
    n-hexyl acetate 0.82
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 13.92
    sec-butyl acetate 0.15
    tert-butyl acetate 0.67
    decalin 0.01
    glycerin 71.36
    diglyme 27.59
    acrylic acid 6.6
    isopropyl myristate 0.33
    n-butyric acid 2.66
    acetyl acetate 0.75
    di(2-ethylhexyl) phthalate 0.76
    ethyl propionate 0.44
    nitromethane 46.3
    1,2-diethoxyethane 2.05
    benzonitrile 0.34
    trioctyl phosphate 0.56
    1-bromopropane 0.07
    gamma-valerolactone 44.11
    n-decanol 0.5
    triethyl phosphate 0.47
    4-methyl-2-pentanol 0.18
    propionitrile 0.75
    vinylene carbonate 2.14
    1,1,2-trichlorotrifluoroethane 20.74
    DMS 1.0
    cumene 0.03
    2-octanol 0.29
    2-hexanone 0.5
    octyl acetate 0.65
    limonene 0.09
    1,2-dimethoxyethane 17.53
    ethyl orthosilicate 0.42
    tributyl phosphate 0.52
    diacetone alcohol 5.34
    N,N-dimethylaniline 0.34
    acrylonitrile 2.05
    aniline 0.54
    1,3-propanediol 15.71
    bromobenzene 0.03
    dibromomethane 0.05
    1,1,2,2-tetrachloroethane 0.41
    2-methyl-cyclohexyl acetate 0.33
    tetrabutyl urea 1.39
    diisobutyl methanol 0.15
    2-phenylethanol 0.51
    styrene 0.04
    dioctyl adipate 1.02
    dimethyl sulfate 10.01
    ethyl butyrate 0.42
    methyl lactate 12.37
    butyl lactate 1.93
    diethyl carbonate 0.28
    propanediol butyl ether 10.04
    triethyl orthoformate 0.64
    p-tert-butyltoluene 0.06
    methyl 4-tert-butylbenzoate 2.39
    morpholine 11.21
    tert-butylamine 0.11
    n-dodecanol 0.32
    dimethoxymethane 28.26
    ethylene carbonate 1.36
    cyrene 11.75
    2-ethoxyethyl acetate 1.81
    2-ethylhexyl acetate 0.14
    1,2,4-trichlorobenzene 0.12
    4-methylpyridine 0.91
    dibutyl ether 0.41
    2,6-dimethyl-4-heptanol 0.15
    DEF 5.61
    dimethyl isosorbide 11.5
    tetrachloroethylene 0.28
    eugenol 3.35
    triacetin 2.96
    span 80 5.74
    1,4-butanediol 3.81
    1,1-dichloroethane 0.06
    2-methyl-1-pentanol 0.27
    methyl formate 22.5
    2-methyl-1-butanol 0.63
    n-decane 0.03
    butyronitrile 0.5
    3,7-dimethyl-1-octanol 0.42
    1-chlorooctane 0.1
    1-chlorotetradecane 0.04
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.0
    cyclooctane 0.01
    cyclopentanol 1.11
    tetrahydropyran 1.18
    tert-amyl methyl ether 0.34
    2,5,8-trioxanonane 21.46
    1-hexene 0.02
    2-isopropoxyethanol 5.19
    2,2,2-trifluoroethanol 5.53
    methyl butyrate 0.76

    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