Rhoifolin

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  • Identifiers

    CAS number
    17306-46-6

    Molecular formula
    C27H30O14

    SMILES
    C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)CO)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 75.31%
    Vanilla 30.63%
    Sweet 27.85%
    Phenolic 25.45%
    Savory 21.51%
    Milky 21.41%
    Bitter 20.25%
    Creamy 18.91%
    Burnt 18.62%
    Smoky 17.99%

     

    Flavor
    Bitter 74.62%
    Odorless 33.59%
    Bland 31.63%
    Sweet-like 27.62%
    Cedarleaf 20.45%
    Very mild 19.52%
    Very slight 19.36%
    Parsley 19.31%
    Eugenol 19.24%
    Lovage 19.14%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    -0.2

    pKa est.
    7.11 (neutral)

    Molecular weight
    578.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    5150°C

    Flash point

    • 287.13 ˚C est.

  • Synonyms

    • Rhoifolin
    • 17306-46-6
    • Rhoifoloside
    • Apigenin-7-O-neohesperidoside
    • Apigenin 7-O-neohesperidoside
    • Apigenin-7-O-rhamnoglucoside
    • K86F9AKS2A
    • CHEBI:31227
    • 7-((2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-benzopyran-4-one
    • 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
    • DTXSID10938284
    • NSC-649413
    • 4H-1-Benzopyran-4-one, 7-((2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-
    • 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside
    • 7-((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl)oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
    • 4',5,7-trihydroxyflavone-7-rhamnoglucoside
    • RefChem:179315
    • DTXCID201366823
    • 241-335-4
    • 7-((2S,4R,5S)-4,5-dihydroxy-6-(hydroxymethyl)-3-((2S,4S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl)oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
    • 7-(4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl)oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
    • Apigenin-7-Neohesperidoside
    • MFCD00016773
    • 7-[[2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
    • 7-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
    • 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
    • rhoifolina
    • EINECS 241-335-4
    • RHIOFOLEN
    • Rhoifolin (Standard)
    • NSC 649413
    • Spectrum_001547
    • SpecPlus_000505
    • Spectrum2_001641
    • Spectrum3_001920
    • Spectrum4_001919
    • Spectrum5_000638
    • UNII-K86F9AKS2A
    • RHOIFOLIN [USP-RS]
    • BSPBio_003520
    • KBioGR_002545
    • KBioSS_002027
    • DivK1c_006601
    • SCHEMBL118911
    • SPECTRUM1504075
    • SPBio_001761
    • CHEMBL395990
    • orb1305066
    • apigenin 7-O-beta-neospheroside
    • Apigenin 7-O-beta-D-rutinoside
    • SCHEMBL29429804
    • HY-N0755R
    • KBio1_001545
    • KBio2_002027
    • KBio2_004595
    • KBio2_007163
    • KBio3_003025
    • RPMNUQRUHXIGHK-PYXJVEIZSA-N
    • apigenin 7-O-beta-neohesperidoside
    • HY-N0755
    • MSK40167
    • BDBM50587668
    • CCG-38761
    • s9084
    • AKOS037514818
    • EBC-615536
    • OA65402
    • SDCCGMLS-0066828.P001
    • NCGC00178013-01
    • NCGC00178013-02
    • 7-(((2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
    • AC-34965
    • AS-74974
    • DA-57432
    • CS-0009783
    • APIGENIN 7-O-.BETA.-D-NEOHESPERIDOSIDE
    • Apigenin 7-O-neohesperidoside, >=99.0% (HPLC)
    • Q3429675
    • BRD-K23327891-001-02-3
    • BRD-K23327891-001-03-1
    • 4H-1-BENZOPYRAN-4-ONE, 7-((2-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-5-HYDROXY-2-(4-HYDROXYPHENYL)-
    • 4H-1-Benzopyran-4-one, 7-[[2-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyl]-oxy]-5-hydroxy-2-(4-hydroxyphenyl)-
    • 5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside
    • 7-[[2-O-(6-Deoxy-|_-L-mannopyranosyl)-|_-D-glucopyranosyl]oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
    • 7-[[2-O-(6-Deoxy-|A-L-mannopyranosyl)-|A-D-glucopyranosyl]oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
    • 17306-46-6

  • Applications

    Rhoifolin is a flavone glycoside found in many plant species and is used primarily as a natural ingredient in cosmetics and personal care products, leveraging its flavonoid structure to support formulation stability and potential antioxidant-related performance; it is also considered as a constituent of plant extracts in the dietary supplement and food-processing sectors, and is commonly employed as an analytical reference standard (HPLC) for flavonoids in laboratory analysis; in pharmaceutical research it is explored as a natural glycoside source for the synthesis of flavone-based compounds and to support development of plant-derived materials for pharmaceutical applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.39
    methanol 3.41
    isopropanol 0.1
    water 0.05
    ethyl acetate 0.02
    n-propanol 0.34
    acetone 0.13
    n-butanol 0.15
    acetonitrile 0.03
    DMF 6.65
    toluene 0.01
    isobutanol 0.09
    1,4-dioxane 0.88
    methyl acetate 0.08
    THF 1.17
    2-butanone 0.15
    n-pentanol 0.08
    sec-butanol 0.12
    n-hexane 0.0
    ethylene glycol 3.55
    NMP 7.62
    cyclohexane 0.0
    DMSO 9.73
    n-butyl acetate 0.02
    n-octanol 0.08
    chloroform 0.02
    n-propyl acetate 0.02
    acetic acid 1.77
    dichloromethane 0.03
    cyclohexanone 0.25
    propylene glycol 4.49
    isopropyl acetate 0.01
    DMAc 5.6
    2-ethoxyethanol 2.17
    isopentanol 0.06
    n-heptane 0.0
    ethyl formate 0.09
    1,2-dichloroethane 0.02
    n-hexanol 0.04
    2-methoxyethanol 8.97
    isobutyl acetate 0.01
    tetrachloromethane 0.0
    n-pentyl acetate 0.06
    transcutol 5.28
    n-heptanol 0.1
    ethylbenzene 0.0
    MIBK 0.02
    2-propoxyethanol 1.1
    tert-butanol 0.04
    MTBE 0.02
    2-butoxyethanol 1.3
    propionic acid 0.43
    o-xylene 0.01
    formic acid 8.74
    diethyl ether 0.03
    m-xylene 0.01
    p-xylene 0.0
    chlorobenzene 0.0
    dimethyl carbonate 0.17
    n-octane 0.0
    formamide 5.32
    cyclopentanone 0.55
    2-pentanone 0.06
    anisole 0.03
    cyclopentyl methyl ether 0.09
    gamma-butyrolactone 0.78
    1-methoxy-2-propanol 2.88
    pyridine 0.26
    3-pentanone 0.05
    furfural 1.2
    n-dodecane 0.0
    diethylene glycol 3.14
    diisopropyl ether 0.0
    tert-amyl alcohol 0.06
    acetylacetone 0.12
    n-hexadecane 0.0
    acetophenone 0.04
    methyl propionate 0.09
    isopentyl acetate 0.02
    trichloroethylene 0.05
    n-nonanol 0.09
    cyclohexanol 0.08
    benzyl alcohol 0.1
    2-ethylhexanol 0.02
    isooctanol 0.05
    dipropyl ether 0.03
    1,2-dichlorobenzene 0.0
    ethyl lactate 0.16
    propylene carbonate 0.13
    n-methylformamide 2.5
    2-pentanol 0.04
    n-pentane 0.0
    1-propoxy-2-propanol 0.53
    1-methoxy-2-propyl acetate 0.12
    2-(2-methoxypropoxy) propanol 1.17
    mesitylene 0.0
    ε-caprolactone 0.29
    p-cymene 0.0
    epichlorohydrin 0.56
    1,1,1-trichloroethane 0.0
    2-aminoethanol 3.44
    morpholine-4-carbaldehyde 8.82
    sulfolane 3.94
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.18
    n-hexyl acetate 0.08
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 1.98
    sec-butyl acetate 0.01
    tert-butyl acetate 0.02
    decalin 0.0
    glycerin 17.82
    diglyme 3.31
    acrylic acid 1.0
    isopropyl myristate 0.02
    n-butyric acid 0.19
    acetyl acetate 0.02
    di(2-ethylhexyl) phthalate 0.08
    ethyl propionate 0.02
    nitromethane 1.55
    1,2-diethoxyethane 0.16
    benzonitrile 0.02
    trioctyl phosphate 0.05
    1-bromopropane 0.01
    gamma-valerolactone 4.12
    n-decanol 0.05
    triethyl phosphate 0.03
    4-methyl-2-pentanol 0.01
    propionitrile 0.04
    vinylene carbonate 0.16
    1,1,2-trichlorotrifluoroethane 2.95
    DMS 0.08
    cumene 0.0
    2-octanol 0.04
    2-hexanone 0.04
    octyl acetate 0.05
    limonene 0.01
    1,2-dimethoxyethane 1.24
    ethyl orthosilicate 0.03
    tributyl phosphate 0.04
    diacetone alcohol 0.23
    N,N-dimethylaniline 0.02
    acrylonitrile 0.1
    aniline 0.06
    1,3-propanediol 2.31
    bromobenzene 0.0
    dibromomethane 0.01
    1,1,2,2-tetrachloroethane 0.05
    2-methyl-cyclohexyl acetate 0.02
    tetrabutyl urea 0.11
    diisobutyl methanol 0.01
    2-phenylethanol 0.04
    styrene 0.0
    dioctyl adipate 0.08
    dimethyl sulfate 0.62
    ethyl butyrate 0.02
    methyl lactate 0.94
    butyl lactate 0.28
    diethyl carbonate 0.02
    propanediol butyl ether 2.23
    triethyl orthoformate 0.05
    p-tert-butyltoluene 0.0
    methyl 4-tert-butylbenzoate 0.2
    morpholine 1.81
    tert-butylamine 0.01
    n-dodecanol 0.03
    dimethoxymethane 1.46
    ethylene carbonate 0.09
    cyrene 1.81
    2-ethoxyethyl acetate 0.21
    2-ethylhexyl acetate 0.01
    1,2,4-trichlorobenzene 0.01
    4-methylpyridine 0.08
    dibutyl ether 0.03
    2,6-dimethyl-4-heptanol 0.01
    DEF 0.26
    dimethyl isosorbide 1.05
    tetrachloroethylene 0.04
    eugenol 0.36
    triacetin 0.26
    span 80 1.08
    1,4-butanediol 0.66
    1,1-dichloroethane 0.01
    2-methyl-1-pentanol 0.04
    methyl formate 1.34
    2-methyl-1-butanol 0.09
    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 0.19
    tetrahydropyran 0.14
    tert-amyl methyl ether 0.03
    2,5,8-trioxanonane 2.4
    1-hexene 0.0
    2-isopropoxyethanol 0.5
    2,2,2-trifluoroethanol 0.66
    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