Silychristin

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  • Identifiers

    CAS number
    33889-69-9

    Molecular formula
    C25H22O10

    SMILES
    COC1=C(C=CC(=C1)[C@H]2[C@@H](C3=C(O2)C(=CC(=C3)[C@@H]4[C@H](C(=O)C5=C(C=C(C=C5O4)O)O)O)O)CO)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 65.93%
    Vanilla 41.76%
    Phenolic 38.98%
    Sweet 27.41%
    Spicy 25.61%
    Balsamic 24.8%
    Milky 24.46%
    Burnt 24.06%
    Creamy 23.88%
    Smoky 23.37%

     

    Flavor
    Bitter 92.43%
    Bland 30.88%
    Odorless 26.92%
    Sweet-like 23.43%
    Cedarleaf 20.21%
    Parsley 19.73%
    Lovage 19.39%
    Eugenol 18.79%
    Nitrile 18.44%
    Ripe apricot 18.28%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    9.06 (weak base)

    Molecular weight
    482.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2320°C

    Flash point

    • 278.7 ˚C est.

  • Synonyms

    • Silychristin
    • Silicristin
    • 33889-69-9
    • Silicristina
    • Silicristine
    • Silicristinum
    • LK279ER14X
    • CHEBI:9143
    • DTXSID50187512
    • (2R,3R)-3,5,7-trihydroxy-2-[(2R,3S)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-5-yl]-2,3-dihydrochromen-4-one
    • (2R,3R)-3,5,7-trihydroxy-2-[(2R,3S)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-5-yl]-2,3-dihydro-4H-chromen-4-one
    • (2R,3R)-3,5,7-trihydroxy-2-((2R,3S)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-5-yl)-2,3-dihydro-4H-chromen-4-one
    • (2R,3R)-3,5,7-trihydroxy-2-((2R,3S)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-5-yl)-2,3-dihydrochromen-4-one
    • RefChem:183010
    • DTXCID10110003
    • 251-720-9
    • Silicristin [INN]
    • Silymarin II
    • (2R,3R)-3,5,7-trihydroxy-2-((2R,3S)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydrobenzofuran-5-yl)chroman-4-one
    • MFCD00883715
    • Silychristin A
    • Silicristine [INN-French]
    • Silicristinum [INN-Latin]
    • Silicristina [INN-Spanish]
    • EINECS 251-720-9
    • silycristine
    • UNII-LK279ER14X
    • SILICRISTIN A
    • Silychristin (Standard)
    • SILICRISTIN [MART.]
    • SCHEMBL971442
    • orb1303620
    • SCHEMBL29977624
    • HY-N0647R
    • Silychristin, analytical standard
    • BMLIIPOXVWESJG-LMBCONBSSA-N
    • HY-N0647
    • MSK158717
    • AKOS030573535
    • EBC-609483
    • FS31958
    • (2R,3R)-3,5,7-trihydroxy-2-[(2R,3S)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-5-yl]-3,4-dihydro-2H-1-benzopyran-4-one
    • 2-(2,3-Dihydro-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-5-benzofuranyl)-3,5,7-trihydroxy-4-chromanone
    • AC-34760
    • AS-79115
    • CS-0009673
    • NS00029563
    • C08717
    • BRD-K16389764-001-01-8
    • Q27108289
    • (2R,3R)-3,5,7-trihydroxy-2-[(2R,3S)-7-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-3-(hydroxymethyl)-2,3-dihydrobenzofuran-5-yl]chroman-4-one
    • (2R,3R)-3,5,7-Trihydroxy-2-[(2R,3S)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-5-yl]-2,3-dihydro-4H-1-benzopyran-4-one
    • 33889-69-9

  • Applications

    Silychristin (CAS 33889-69-9) is a polyphenolic constituent of silymarin from milk thistle and is commonly evaluated for several real-world applications: as a component of herbal extracts used in dietary supplements and pharmaceutical formulations; as a natural antioxidant ingredient in cosmetics and personal care products; in extract standardization, quality control, and analytical reference materials for silymarin; and as a research subject for studies on polyphenol chemistry and plant extract stability, potentially informing formulation development in nutraceuticals and related fields.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.39
    methanol 16.08
    isopropanol 2.17
    water 0.06
    ethyl acetate 2.36
    n-propanol 5.5
    acetone 9.13
    n-butanol 3.15
    acetonitrile 2.56
    DMF 117.06
    toluene 0.14
    isobutanol 1.37
    1,4-dioxane 13.56
    methyl acetate 3.43
    THF 33.61
    2-butanone 7.46
    n-pentanol 0.99
    sec-butanol 1.53
    n-hexane 0.01
    ethylene glycol 17.72
    NMP 41.92
    cyclohexane 0.01
    DMSO 149.34
    n-butyl acetate 0.76
    n-octanol 1.51
    chloroform 0.46
    n-propyl acetate 0.96
    acetic acid 23.96
    dichloromethane 0.57
    cyclohexanone 7.42
    propylene glycol 16.01
    isopropyl acetate 1.18
    DMAc 65.07
    2-ethoxyethanol 33.61
    isopentanol 1.16
    n-heptane 0.02
    ethyl formate 4.73
    1,2-dichloroethane 0.66
    n-hexanol 0.5
    2-methoxyethanol 122.78
    isobutyl acetate 0.31
    tetrachloromethane 0.06
    n-pentyl acetate 1.55
    transcutol 25.77
    n-heptanol 1.27
    ethylbenzene 0.06
    MIBK 1.19
    2-propoxyethanol 20.03
    tert-butanol 1.09
    MTBE 0.47
    2-butoxyethanol 10.77
    propionic acid 5.67
    o-xylene 0.09
    formic acid 44.34
    diethyl ether 1.12
    m-xylene 0.08
    p-xylene 0.06
    chlorobenzene 0.12
    dimethyl carbonate 6.03
    n-octane 0.02
    formamide 53.62
    cyclopentanone 20.33
    2-pentanone 4.31
    anisole 0.67
    cyclopentyl methyl ether 1.91
    gamma-butyrolactone 23.2
    1-methoxy-2-propanol 53.6
    pyridine 5.27
    3-pentanone 2.36
    furfural 17.41
    n-dodecane 0.02
    diethylene glycol 31.19
    diisopropyl ether 0.1
    tert-amyl alcohol 0.89
    acetylacetone 9.05
    n-hexadecane 0.02
    acetophenone 1.07
    methyl propionate 5.27
    isopentyl acetate 0.57
    trichloroethylene 1.68
    n-nonanol 1.57
    cyclohexanol 0.94
    benzyl alcohol 1.38
    2-ethylhexanol 0.29
    isooctanol 0.76
    dipropyl ether 0.85
    1,2-dichlorobenzene 0.12
    ethyl lactate 3.38
    propylene carbonate 3.87
    n-methylformamide 49.27
    2-pentanol 0.75
    n-pentane 0.01
    1-propoxy-2-propanol 8.96
    1-methoxy-2-propyl acetate 4.1
    2-(2-methoxypropoxy) propanol 8.22
    mesitylene 0.04
    ε-caprolactone 6.93
    p-cymene 0.06
    epichlorohydrin 20.4
    1,1,1-trichloroethane 0.13
    2-aminoethanol 21.09
    morpholine-4-carbaldehyde 62.51
    sulfolane 43.06
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 3.56
    n-hexyl acetate 2.0
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 13.46
    sec-butyl acetate 0.4
    tert-butyl acetate 1.15
    decalin 0.01
    glycerin 58.49
    diglyme 24.55
    acrylic acid 9.81
    isopropyl myristate 0.65
    n-butyric acid 6.06
    acetyl acetate 1.59
    di(2-ethylhexyl) phthalate 1.05
    ethyl propionate 1.25
    nitromethane 55.47
    1,2-diethoxyethane 3.42
    benzonitrile 0.73
    trioctyl phosphate 0.98
    1-bromopropane 0.19
    gamma-valerolactone 73.48
    n-decanol 0.98
    triethyl phosphate 0.58
    4-methyl-2-pentanol 0.31
    propionitrile 2.11
    vinylene carbonate 4.57
    1,1,2-trichlorotrifluoroethane 31.06
    DMS 1.93
    cumene 0.03
    2-octanol 0.67
    2-hexanone 1.19
    octyl acetate 1.28
    limonene 0.1
    1,2-dimethoxyethane 28.11
    ethyl orthosilicate 0.51
    tributyl phosphate 0.82
    diacetone alcohol 6.62
    N,N-dimethylaniline 0.42
    acrylonitrile 5.19
    aniline 0.76
    1,3-propanediol 29.74
    bromobenzene 0.07
    dibromomethane 0.2
    1,1,2,2-tetrachloroethane 1.22
    2-methyl-cyclohexyl acetate 0.57
    tetrabutyl urea 2.0
    diisobutyl methanol 0.19
    2-phenylethanol 0.94
    styrene 0.07
    dioctyl adipate 1.57
    dimethyl sulfate 11.8
    ethyl butyrate 0.99
    methyl lactate 15.92
    butyl lactate 3.34
    diethyl carbonate 0.55
    propanediol butyl ether 12.43
    triethyl orthoformate 1.1
    p-tert-butyltoluene 0.06
    methyl 4-tert-butylbenzoate 2.56
    morpholine 26.34
    tert-butylamine 0.2
    n-dodecanol 0.59
    dimethoxymethane 44.85
    ethylene carbonate 3.29
    cyrene 10.92
    2-ethoxyethyl acetate 4.52
    2-ethylhexyl acetate 0.36
    1,2,4-trichlorobenzene 0.23
    4-methylpyridine 2.11
    dibutyl ether 0.85
    2,6-dimethyl-4-heptanol 0.19
    DEF 9.36
    dimethyl isosorbide 10.65
    tetrachloroethylene 0.77
    eugenol 3.81
    triacetin 4.23
    span 80 6.74
    1,4-butanediol 5.62
    1,1-dichloroethane 0.22
    2-methyl-1-pentanol 0.49
    methyl formate 31.67
    2-methyl-1-butanol 1.28
    n-decane 0.04
    butyronitrile 1.55
    3,7-dimethyl-1-octanol 0.62
    1-chlorooctane 0.23
    1-chlorotetradecane 0.08
    n-nonane 0.03
    undecane 0.03
    tert-butylcyclohexane 0.0
    cyclooctane 0.01
    cyclopentanol 2.35
    tetrahydropyran 3.34
    tert-amyl methyl ether 0.51
    2,5,8-trioxanonane 16.01
    1-hexene 0.04
    2-isopropoxyethanol 8.25
    2,2,2-trifluoroethanol 7.69
    methyl butyrate 2.05

    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