Tangeretin

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  • Identifiers

    CAS number
    481-53-8

    Molecular formula
    C20H20O7

    SMILES
    COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC

    Safety labels

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Spicy 51.97%
    Phenolic 48.32%
    Vanilla 43.49%
    Sweet 40.86%
    Fruity 39.57%
    Floral 38.95%
    Woody 37.61%
    Smoky 35.72%
    Powdery 33.99%
    Balsamic 32.87%

     

    Flavor
    Bitter 82.75%
    Parsley 22.86%
    Bland 22.57%
    Eugenol 21.37%
    Cedarleaf 20.14%
    Lovage 19.84%
    Sweet-like 19.54%
    Ripe apricot 19.49%
    Carrot 19.32%
    Aniseed 19.17%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    6.41 (neutral)

    Molecular weight
    372.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    726°C

    Melting point expt.

    • 154 °C

    Flash point

    • 200.33 ˚C est.

  • Synonyms

    • Tangeretin
    • 481-53-8
    • Tangeritin
    • Ponkanetin
    • Pentamethoxyflavone
    • 5,6,7,8,4'-Pentamethoxyflavone
    • 4',5,6,7,8-Pentamethoxyflavone
    • 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)chromen-4-one
    • 4H-1-Benzopyran-4-one, 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-
    • I4TLA1DLX6
    • 2-(4-Methoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one
    • 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
    • DTXSID30197417
    • NSC53909
    • 4',5,6,7,8-pentamethoxy-flavone
    • NSC-53909
    • NSC-618905
    • CHEBI:9400
    • NSC618905
    • RefChem:51834
    • CHEBI:38724
    • 5,6,7,8,4-pentamethoxyflavone
    • DTXCID40119908
    • 207-570-1
    • 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
    • MFCD00017438
    • 5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4-benzopyrone
    • Flavone, 4',5,6,7,8-pentamethoxy-
    • CHEMBL73930
    • MLS002667634
    • 4H-1-Benzopyran-4-one, 5,6,7,8-tetramethoxy-2-(p-methoxyphenyl)-
    • Flavone, 5,6,7,8,4'-pentamethoxy
    • Tangeritin; NSC53909; NSC618905
    • Tangeretin (6CI)
    • EINECS 207-570-1
    • UNII-I4TLA1DLX6
    • NSC 53909
    • BRN 0351695
    • AI3-23869
    • Tangeretin;Tangeratin
    • Tangeretin (Standard)
    • Tangeretin (Tangeritin)
    • Spectrum2_001698
    • Spectrum3_000920
    • Spectrum4_001019
    • TANGERETIN [WHO-DD]
    • SCHEMBL19740
    • KBioGR_001517
    • 5-18-05-00491 (Beilstein Handbook Reference)
    • Flavone, 4',5,6,7,8-pentamethoxy- (7CI,8CI)
    • SPECTRUM1505269
    • SPBio_001656
    • Tangeretin, analytical standard
    • MEGxp0_001011
    • orb1304947
    • SCHEMBL29549538
    • Tangeretin, >=95% (HPLC)
    • ACon1_001263
    • HY-N0133R
    • KBio3_001900
    • Flavone,5,6,7,8-pentamethoxy-
    • HMS3651A22
    • HY-N0133
    • MSK40174
    • 4'',5,6,7,8-pentamethoxyflavone
    • 4H-1-Benzopyran-4-one, 2-(4-methoxyphenyl)-5,6,7,8-tetramethoxy-
    • 5,6,7,8,4''-Pentamethoxyflavone
    • BDBM50209218
    • CCG-38782
    • EBC-11082
    • LMPK12111443
    • s2363
    • AKOS015895209
    • AC-1699
    • CS-5484
    • FT39297
    • SDCCGMLS-0066766.P001
    • NCGC00095850-01
    • NCGC00095850-02
    • NCGC00169520-01
    • AS-11637
    • NCI60_004330
    • SMR001557394
    • ST097546
    • NS00031773
    • SW219232-1
    • T2708
    • 481T538
    • SR-05000002625
    • CU-01000013437-2
    • Q1748737
    • SR-05000002625-1
    • BRD-K25186396-001-02-1
    • BRD-K25186396-001-04-7
    • BRD-K25186396-001-09-6
    • 4H-1-Benzopyran-4-one,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-
    • 4H-1-Benzopyran-4-one,6,7,8-tetramethoxy-2-(p-methoxyphenyl)-
    • 4H-1-Benzopyran-4-one, 5,6,7,8-tetra-methoxy-2-(4-methoxyphenyl)-
    • 5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one, 9CI
    • TangeretinPonkanetin; Pentamethoxyflavone; 4',5,6,7,8-Pentamethoxyflavone
    • 4 inverted exclamation marka,5,6,7,8-Pentamethoxyflavone; 5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one; NSC 53909; NSC 618905
    • Tangeretin

  • Applications

    Tangeretin (CAS 481-53-8) is a natural polymethoxylated flavone that is commonly evaluated for cosmetic and personal care applications as an antioxidant ingredient; it is also explored as a stabilizing/antioxidant additive in polymer formulations, coatings, and inks; in pharmaceutical and chemical research it is used as an intermediate for the synthesis of flavonoid derivatives; and it is occasionally considered for nutraceutical or functional food contexts as a potential dietary supplement, subject to regulatory limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.7
    methanol 0.62
    isopropanol 0.54
    water 0.0
    ethyl acetate 6.9
    n-propanol 0.89
    acetone 5.05
    n-butanol 0.74
    acetonitrile 4.19
    DMF 10.61
    toluene 1.71
    isobutanol 0.84
    1,4-dioxane 7.89
    methyl acetate 8.62
    THF 16.95
    2-butanone 5.98
    n-pentanol 0.93
    sec-butanol 0.73
    n-hexane 0.14
    ethylene glycol 0.71
    NMP 33.45
    cyclohexane 0.43
    DMSO 14.3
    n-butyl acetate 4.78
    n-octanol 0.8
    chloroform 26.74
    n-propyl acetate 4.72
    acetic acid 6.57
    dichloromethane 38.08
    cyclohexanone 14.03
    propylene glycol 0.32
    isopropyl acetate 3.64
    DMAc 20.7
    2-ethoxyethanol 3.57
    isopentanol 0.97
    n-heptane 0.26
    ethyl formate 4.43
    1,2-dichloroethane 20.84
    n-hexanol 1.12
    2-methoxyethanol 4.22
    isobutyl acetate 3.01
    tetrachloromethane 3.6
    n-pentyl acetate 3.48
    transcutol 6.2
    n-heptanol 1.02
    ethylbenzene 1.42
    MIBK 2.69
    2-propoxyethanol 5.05
    tert-butanol 1.02
    MTBE 1.35
    2-butoxyethanol 3.61
    propionic acid 3.98
    o-xylene 1.88
    formic acid 3.23
    diethyl ether 1.68
    m-xylene 1.3
    p-xylene 2.3
    chlorobenzene 5.31
    dimethyl carbonate 7.42
    n-octane 0.13
    formamide 6.3
    cyclopentanone 20.92
    2-pentanone 3.65
    anisole 2.87
    cyclopentyl methyl ether 5.04
    gamma-butyrolactone 34.26
    1-methoxy-2-propanol 2.35
    pyridine 13.23
    3-pentanone 5.28
    furfural 29.55
    n-dodecane 0.14
    diethylene glycol 5.05
    diisopropyl ether 0.64
    tert-amyl alcohol 1.18
    acetylacetone 9.25
    n-hexadecane 0.17
    acetophenone 6.67
    methyl propionate 7.63
    isopentyl acetate 5.06
    trichloroethylene 52.09
    n-nonanol 0.98
    cyclohexanol 1.79
    benzyl alcohol 3.35
    2-ethylhexanol 1.5
    isooctanol 1.07
    dipropyl ether 1.88
    1,2-dichlorobenzene 8.17
    ethyl lactate 2.75
    propylene carbonate 14.23
    n-methylformamide 5.07
    2-pentanol 0.54
    n-pentane 0.12
    1-propoxy-2-propanol 2.93
    1-methoxy-2-propyl acetate 6.8
    2-(2-methoxypropoxy) propanol 4.49
    mesitylene 0.87
    ε-caprolactone 13.2
    p-cymene 1.87
    epichlorohydrin 36.18
    1,1,1-trichloroethane 12.97
    2-aminoethanol 0.83
    morpholine-4-carbaldehyde 19.84
    sulfolane 42.36
    2,2,4-trimethylpentane 0.15
    2-methyltetrahydrofuran 8.9
    n-hexyl acetate 3.16
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 4.27
    sec-butyl acetate 3.18
    tert-butyl acetate 4.22
    decalin 0.38
    glycerin 1.46
    diglyme 12.14
    acrylic acid 6.27
    isopropyl myristate 1.65
    n-butyric acid 3.65
    acetyl acetate 8.16
    di(2-ethylhexyl) phthalate 2.69
    ethyl propionate 5.07
    nitromethane 23.95
    1,2-diethoxyethane 3.58
    benzonitrile 5.55
    trioctyl phosphate 1.7
    1-bromopropane 4.5
    gamma-valerolactone 24.8
    n-decanol 0.76
    triethyl phosphate 4.73
    4-methyl-2-pentanol 0.56
    propionitrile 3.57
    vinylene carbonate 14.0
    1,1,2-trichlorotrifluoroethane 29.58
    DMS 8.7
    cumene 1.34
    2-octanol 0.66
    2-hexanone 3.67
    octyl acetate 2.06
    limonene 2.02
    1,2-dimethoxyethane 8.16
    ethyl orthosilicate 4.06
    tributyl phosphate 2.44
    diacetone alcohol 4.56
    N,N-dimethylaniline 2.77
    acrylonitrile 6.63
    aniline 2.97
    1,3-propanediol 1.33
    bromobenzene 5.7
    dibromomethane 16.06
    1,1,2,2-tetrachloroethane 29.14
    2-methyl-cyclohexyl acetate 5.78
    tetrabutyl urea 3.7
    diisobutyl methanol 1.02
    2-phenylethanol 4.33
    styrene 1.45
    dioctyl adipate 3.56
    dimethyl sulfate 18.68
    ethyl butyrate 4.55
    methyl lactate 3.56
    butyl lactate 2.83
    diethyl carbonate 4.61
    propanediol butyl ether 1.63
    triethyl orthoformate 4.1
    p-tert-butyltoluene 1.49
    methyl 4-tert-butylbenzoate 6.34
    morpholine 7.85
    tert-butylamine 0.58
    n-dodecanol 0.62
    dimethoxymethane 6.99
    ethylene carbonate 10.37
    cyrene 9.22
    2-ethoxyethyl acetate 6.51
    2-ethylhexyl acetate 4.57
    1,2,4-trichlorobenzene 11.42
    4-methylpyridine 8.01
    dibutyl ether 1.38
    2,6-dimethyl-4-heptanol 1.02
    DEF 7.19
    dimethyl isosorbide 14.23
    tetrachloroethylene 24.68
    eugenol 5.68
    triacetin 6.26
    span 80 2.89
    1,4-butanediol 0.77
    1,1-dichloroethane 8.15
    2-methyl-1-pentanol 1.29
    methyl formate 6.34
    2-methyl-1-butanol 0.98
    n-decane 0.21
    butyronitrile 2.37
    3,7-dimethyl-1-octanol 0.99
    1-chlorooctane 0.98
    1-chlorotetradecane 0.51
    n-nonane 0.16
    undecane 0.17
    tert-butylcyclohexane 0.24
    cyclooctane 0.16
    cyclopentanol 2.83
    tetrahydropyran 4.75
    tert-amyl methyl ether 1.65
    2,5,8-trioxanonane 9.22
    1-hexene 0.55
    2-isopropoxyethanol 2.81
    2,2,2-trifluoroethanol 6.61
    methyl butyrate 6.05

    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