Isoorientin

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  • Identifiers

    CAS number
    4261-42-1

    Molecular formula
    C21H20O11

    SMILES
    C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 77.67%
    Phenolic 36.61%
    Vanilla 26.03%
    Burnt 25.47%
    Smoky 21.39%
    Savory 20.85%
    Bitter 20.06%
    Milky 18.94%
    Balsamic 17.02%
    Creamy 16.5%

     

    Flavor
    Bitter 81.87%
    Odorless 36.8%
    Bland 29.43%
    Sweet-like 26.15%
    Mild 20.64%
    Cedarleaf 20.15%
    Eugenol 19.5%
    Very mild 19.4%
    Nitrile 19.29%
    Parsley 19.26%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    -0.2

    pKa est.
    7.87 (neutral)

    Molecular weight
    448.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    3970°C

    Flash point

    • 327.86 ˚C est.

  • Synonyms

    • Isoorientin
    • Homoorientin
    • 4261-42-1
    • iso-orientin
    • Lespecapitioside
    • 6-Glc-luteolin
    • LUTONARETIN
    • CHEBI:17965
    • A37342TIX1
    • DTXSID50962609
    • 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-6-beta-D-glucopyranosyl-5,7-dihydroxy-
    • 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
    • (1S)-1,5-anhydro-1-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-6-yl]-D-glucitol
    • (1S)-1,5-anhydro-1-(2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-6-yl)-D-glucitol
    • 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)chromen-4-one
    • RefChem:40050
    • DTXCID601390406
    • 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-((2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)chromen-4-one
    • Luteolin-6-C-glucoside
    • Luteolin 6-C-glucoside
    • 2-(3,4-Dihydroxyphenyl)-6-beta-D-glucopyranosyl-5,7-dihydroxy-4H-1-benzopyran-4-one
    • MFCD00017433
    • Luteolin-6-C-beta-D-glucoside
    • 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one
    • 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-4-one
    • 2-[3,4-bis(oxidanyl)phenyl]-6-[(2S,3R,4R,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]-5,7-bis(oxidanyl)chromen-4-one
    • isorientin
    • Homoori-entin
    • UNII-A37342TIX1
    • 6beta-glucosylluteolin
    • Isoorientin (Standard)
    • Homoorientin; Isoorientin
    • 6-C-glycopyranosyl luteolin
    • SCHEMBL23761
    • MLS002473101
    • CHEMBL239559
    • orb1300240
    • Isoorientin, analytical standard
    • SCHEMBL29350057
    • SCHEMBL29687259
    • HY-N0767R
    • Isoorientin, >=98% (HPLC)
    • 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-6-.beta.-D-glucopyranosyl-5,7-dihydroxy-
    • luteolin-6-C-B-D-glucopyranoside
    • HMS2225D20
    • HY-N0767
    • Isoorientin, >=98.0% (HPLC)
    • BDBM50487756
    • MSK158890
    • s9248
    • Homoorientin, Luteolin-6-C-glucoside
    • AKOS015896766
    • CCG-208392
    • CS-7515
    • EBC-457098
    • Luteolin 6-C-Glucoside (Homoorientin)
    • ML65431
    • NCGC00163566-01
    • 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one
    • AC-34983
    • AS-56302
    • SMR001397203
    • I1087
    • C01821
    • 261H421
    • Q3155592
    • Isoorientin, primary pharmaceutical reference standard
    • (1S)-1,5-Anhydro-1-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-6-yl]-D-glucitol
    • H9R
    • 4261-42-1

  • Applications

    Isoorientin (CAS 4261-42-1) is a flavonoid glycoside with several practical applications under evaluation: in cosmetics and personal care as a natural antioxidant and formulation stabilizer; in food processing and nutraceuticals as a potential natural antioxidant; in coatings and inks as a colorant and UV-absorbing additive; in polymers and plastics as a natural antioxidant/stabilizer to improve material longevity; and in pharmaceutical research as a lead scaffold for flavonoid-derived compounds. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.74
    methanol 3.33
    isopropanol 0.26
    water 0.07
    ethyl acetate 0.03
    n-propanol 0.78
    acetone 0.15
    n-butanol 0.21
    acetonitrile 0.02
    DMF 10.7
    toluene 0.01
    isobutanol 0.15
    1,4-dioxane 0.55
    methyl acetate 0.06
    THF 1.07
    2-butanone 0.21
    n-pentanol 0.09
    sec-butanol 0.27
    n-hexane 0.0
    ethylene glycol 12.63
    NMP 10.85
    cyclohexane 0.0
    DMSO 29.62
    n-butyl acetate 0.02
    n-octanol 0.1
    chloroform 0.0
    n-propyl acetate 0.02
    acetic acid 2.01
    dichloromethane 0.0
    cyclohexanone 0.25
    propylene glycol 10.41
    isopropyl acetate 0.02
    DMAc 9.27
    2-ethoxyethanol 5.24
    isopentanol 0.08
    n-heptane 0.0
    ethyl formate 0.06
    1,2-dichloroethane 0.0
    n-hexanol 0.06
    2-methoxyethanol 28.62
    isobutyl acetate 0.01
    tetrachloromethane 0.0
    n-pentyl acetate 0.05
    transcutol 5.07
    n-heptanol 0.14
    ethylbenzene 0.0
    MIBK 0.03
    2-propoxyethanol 2.46
    tert-butanol 0.12
    MTBE 0.02
    2-butoxyethanol 1.89
    propionic acid 0.53
    o-xylene 0.01
    formic acid 14.23
    diethyl ether 0.04
    m-xylene 0.01
    p-xylene 0.0
    chlorobenzene 0.0
    dimethyl carbonate 0.15
    n-octane 0.0
    formamide 12.15
    cyclopentanone 0.62
    2-pentanone 0.07
    anisole 0.02
    cyclopentyl methyl ether 0.11
    gamma-butyrolactone 0.79
    1-methoxy-2-propanol 8.88
    pyridine 0.15
    3-pentanone 0.06
    furfural 0.8
    n-dodecane 0.0
    diethylene glycol 8.01
    diisopropyl ether 0.01
    tert-amyl alcohol 0.14
    acetylacetone 0.13
    n-hexadecane 0.0
    acetophenone 0.03
    methyl propionate 0.11
    isopentyl acetate 0.02
    trichloroethylene 0.0
    n-nonanol 0.12
    cyclohexanol 0.11
    benzyl alcohol 0.06
    2-ethylhexanol 0.02
    isooctanol 0.07
    dipropyl ether 0.06
    1,2-dichlorobenzene 0.0
    ethyl lactate 0.24
    propylene carbonate 0.09
    n-methylformamide 4.08
    2-pentanol 0.07
    n-pentane 0.0
    1-propoxy-2-propanol 1.08
    1-methoxy-2-propyl acetate 0.18
    2-(2-methoxypropoxy) propanol 1.38
    mesitylene 0.0
    ε-caprolactone 0.28
    p-cymene 0.0
    epichlorohydrin 0.28
    1,1,1-trichloroethane 0.0
    2-aminoethanol 12.87
    morpholine-4-carbaldehyde 10.45
    sulfolane 5.09
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.18
    n-hexyl acetate 0.07
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 2.59
    sec-butyl acetate 0.01
    tert-butyl acetate 0.03
    decalin 0.0
    glycerin 41.02
    diglyme 3.94
    acrylic acid 0.98
    isopropyl myristate 0.02
    n-butyric acid 0.2
    acetyl acetate 0.01
    di(2-ethylhexyl) phthalate 0.06
    ethyl propionate 0.02
    nitromethane 1.52
    1,2-diethoxyethane 0.13
    benzonitrile 0.01
    trioctyl phosphate 0.05
    1-bromopropane 0.0
    gamma-valerolactone 4.92
    n-decanol 0.07
    triethyl phosphate 0.04
    4-methyl-2-pentanol 0.02
    propionitrile 0.03
    vinylene carbonate 0.08
    1,1,2-trichlorotrifluoroethane 2.08
    DMS 0.06
    cumene 0.0
    2-octanol 0.06
    2-hexanone 0.04
    octyl acetate 0.05
    limonene 0.01
    1,2-dimethoxyethane 1.96
    ethyl orthosilicate 0.03
    tributyl phosphate 0.04
    diacetone alcohol 0.52
    N,N-dimethylaniline 0.02
    acrylonitrile 0.07
    aniline 0.03
    1,3-propanediol 6.62
    bromobenzene 0.0
    dibromomethane 0.0
    1,1,2,2-tetrachloroethane 0.01
    2-methyl-cyclohexyl acetate 0.03
    tetrabutyl urea 0.12
    diisobutyl methanol 0.01
    2-phenylethanol 0.04
    styrene 0.0
    dioctyl adipate 0.07
    dimethyl sulfate 0.62
    ethyl butyrate 0.03
    methyl lactate 1.6
    butyl lactate 0.3
    diethyl carbonate 0.02
    propanediol butyl ether 2.7
    triethyl orthoformate 0.06
    p-tert-butyltoluene 0.0
    methyl 4-tert-butylbenzoate 0.2
    morpholine 1.98
    tert-butylamine 0.02
    n-dodecanol 0.04
    dimethoxymethane 2.08
    ethylene carbonate 0.05
    cyrene 1.95
    2-ethoxyethyl acetate 0.14
    2-ethylhexyl acetate 0.01
    1,2,4-trichlorobenzene 0.0
    4-methylpyridine 0.04
    dibutyl ether 0.04
    2,6-dimethyl-4-heptanol 0.01
    DEF 0.36
    dimethyl isosorbide 1.2
    tetrachloroethylene 0.01
    eugenol 0.38
    triacetin 0.18
    span 80 1.1
    1,4-butanediol 1.21
    1,1-dichloroethane 0.0
    2-methyl-1-pentanol 0.05
    methyl formate 1.26
    2-methyl-1-butanol 0.12
    n-decane 0.0
    butyronitrile 0.02
    3,7-dimethyl-1-octanol 0.03
    1-chlorooctane 0.01
    1-chlorotetradecane 0.0
    n-nonane 0.0
    undecane 0.0
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 0.3
    tetrahydropyran 0.15
    tert-amyl methyl ether 0.04
    2,5,8-trioxanonane 2.84
    1-hexene 0.0
    2-isopropoxyethanol 0.86
    2,2,2-trifluoroethanol 0.57
    methyl butyrate 0.04

    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