(Epicatechin-(4beta->8))5-epicatechin

Overview IFRA Request a quote

  • Identifiers

    CAS number
    88847-05-6

    Molecular formula
    C90H74O36

    SMILES
    C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=C3C(=CC(=C4[C@@H]5[C@H]([C@H](OC6=C5C(=CC(=C6[C@@H]7[C@H]([C@H](OC8=C(C(=CC(=C78)O)O)[C@@H]9[C@H]([C@H](OC1=C(C(=CC(=C91)O)O)[C@@H]1[C@H]([C@H](OC2=CC(=CC(=C12)O)O)C1=CC(=C(C=C1)O)O)O)C1=CC(=C(C=C1)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 70.74%
    Phenolic 46.94%
    Burnt 29.17%
    Smoky 24.69%
    Spicy 20.71%
    Vanilla 19.86%
    Medicinal 19.36%
    Savory 19.24%
    Balsamic 17.36%
    Bitter 15.18%

     

    Flavor
    Bitter 93.15%
    Bland 27.66%
    Odorless 26.58%
    Sweet-like 23.09%
    Cedarleaf 19.57%
    Parsley 18.22%
    Very strong 18.22%
    Nitrile 18.11%
    Rotten 18.09%
    Lovage 18.09%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    6.2

    pKa est.
    9.81 (weak base)

    Molecular weight
    1731.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    3755°C

    Flash point

    • 237.01 ˚C est.

  • Synonyms

    • [Epicatechin-(4beta->8)]5-epicatechin
    • Cinnamtannin A4
    • Cinnamtannin III
    • 88847-05-6
    • CHEBI:10150
    • [Epicatechin(4b->8)]5-epicatechin
    • (Epicatechin(4b->8))5-epicatechin
    • (Epicatechin-(4b->8))5-epicatechin
    • [Epicatechin-(4b->8)]5-epicatechin
    • (Epicatechin-(4I2->8))5-epicatechin
    • [Epicatechin-(4I2->8)]5-epicatechin
    • (Epicatechin-(4beta->8))5-epicatechin
    • RefChem:70079
    • (1(2)R,1(3)R,1(4)R,2(2)R,2(3)R,2(4)R,3(2)R,3(3)R,3(4)R,4(2)R,4(3)R,4(4)R,5(2)R,5(3)R,5(4)S,6(2)R,6(3)R)-1(2),2(2),3(2),4(2),5(2),6(2)-hexakis(3,4-dihydroxyphenyl)-1(3),1(4),2(3),2(4),3(3),3(4),4(3),4(4),5(3),5(4),6(3),6(4)-dodecahydro-1(2)H,2(2)H,3(2)H,4(2)H,5(2)H,6(2)H-(1(4),2(8):2(4),3(8):3(4),4(8):4(4),5(8):5(4),6(8)-sexi-1-benzopyran)-1(3),1(5),1(7),2(3),2(5),2(7),3(3),3(5),3(7),4(3),4(5),4(7),5(3),5(5),5(7),6(3),6(5),6(7)-octadecol
    • (1(2)R,1(3)R,1(4)R,2(2)R,2(3)R,2(4)R,3(2)R,3(3)R,3(4)R,4(2)R,4(3)R,4(4)R,5(2)R,5(3)R,5(4)S,6(2)R,6(3)R)-1(2),2(2),3(2),4(2),5(2),6(2)-hexakis(3,4-dihydroxyphenyl)-1(3),1(4),2(3),2(4),3(3),3(4),4(3),4(4),5(3),5(4),6(3),6(4)-dodecahydro-1(2)H,2(2)H,3(2)H,4(2)H,5(2)H,6(2)H-[1(4),2(8):2(4),3(8):3(4),4(8):4(4),5(8):5(4),6(8)-sexi-1-benzopyran]-1(3),1(5),1(7),2(3),2(5),2(7),3(3),3(5),3(7),4(3),4(5),4(7),5(3),5(5),5(7),6(3),6(5),6(7)-octadecol
    • (2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-((2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-((2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-((2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-((2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl)-8-((2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl)-3,4-dihydro-2H-chromene-3,5,7-triol
    • (2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
    • SCHEMBL6861918
    • SCHEMBL29564462
    • CHEBI:81230
    • DTXSID20583143
    • LMPK12030007
    • Epicatechin-(4beta->8)5-epicatechin
    • 88847-05-6

  • Applications

    Chemical name: (Epicatechin-(4beta->8))5-epicatechin; CAS number: 88847-05-6 is a dimeric flavanol (proanthocyanidin) derived from epicatechin. In practical terms, it is primarily evaluated as a natural antioxidant and as a building block for procyanidin polymers, with potential uses as an antioxidant additive in cosmetics and personal care formulations to improve oxidative stability; as an aging-stabilizing additive in polymer and coating formulations to enhance durability; and as a model compound in agricultural and food science research to study polyphenol interactions and radical-scavenging properties. It is also used in analytical method development and as an intermediate for research reagents, but its use in consumer products is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.39
    methanol 1.66
    isopropanol 0.13
    water 0.03
    ethyl acetate 0.54
    n-propanol 0.39
    acetone 0.28
    n-butanol 0.22
    acetonitrile 0.16
    DMF 23.72
    toluene 0.05
    isobutanol 0.11
    1,4-dioxane 2.15
    methyl acetate 0.69
    THF 4.76
    2-butanone 0.58
    n-pentanol 0.07
    sec-butanol 0.16
    n-hexane 0.0
    ethylene glycol 1.94
    NMP 22.41
    cyclohexane 0.0
    DMSO 9.84
    n-butyl acetate 0.24
    n-octanol 0.17
    chloroform 0.22
    n-propyl acetate 0.2
    acetic acid 3.89
    dichloromethane 0.24
    cyclohexanone 0.57
    propylene glycol 2.84
    isopropyl acetate 0.26
    DMAc 19.22
    2-ethoxyethanol 4.93
    isopentanol 0.09
    n-heptane 0.0
    ethyl formate 0.91
    1,2-dichloroethane 0.15
    n-hexanol 0.05
    2-methoxyethanol 21.73
    isobutyl acetate 0.06
    tetrachloromethane 0.02
    n-pentyl acetate 0.36
    transcutol 11.16
    n-heptanol 0.17
    ethylbenzene 0.02
    MIBK 0.14
    2-propoxyethanol 5.0
    tert-butanol 0.08
    MTBE 0.09
    2-butoxyethanol 3.76
    propionic acid 1.4
    o-xylene 0.03
    formic acid 11.07
    diethyl ether 0.16
    m-xylene 0.03
    p-xylene 0.01
    chlorobenzene 0.03
    dimethyl carbonate 2.53
    n-octane 0.0
    formamide 9.89
    cyclopentanone 2.21
    2-pentanone 0.37
    anisole 0.21
    cyclopentyl methyl ether 0.59
    gamma-butyrolactone 6.64
    1-methoxy-2-propanol 12.13
    pyridine 1.21
    3-pentanone 0.31
    furfural 8.97
    n-dodecane 0.0
    diethylene glycol 6.63
    diisopropyl ether 0.02
    tert-amyl alcohol 0.12
    acetylacetone 1.07
    n-hexadecane 0.0
    acetophenone 0.25
    methyl propionate 1.46
    isopentyl acetate 0.15
    trichloroethylene 0.54
    n-nonanol 0.19
    cyclohexanol 0.11
    benzyl alcohol 0.22
    2-ethylhexanol 0.04
    isooctanol 0.1
    dipropyl ether 0.28
    1,2-dichlorobenzene 0.04
    ethyl lactate 1.35
    propylene carbonate 1.68
    n-methylformamide 8.5
    2-pentanol 0.09
    n-pentane 0.0
    1-propoxy-2-propanol 3.26
    1-methoxy-2-propyl acetate 2.23
    2-(2-methoxypropoxy) propanol 3.36
    mesitylene 0.01
    ε-caprolactone 1.52
    p-cymene 0.02
    epichlorohydrin 4.75
    1,1,1-trichloroethane 0.04
    2-aminoethanol 2.65
    morpholine-4-carbaldehyde 33.71
    sulfolane 15.51
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.66
    n-hexyl acetate 0.41
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 4.9
    sec-butyl acetate 0.1
    tert-butyl acetate 0.28
    decalin 0.0
    glycerin 18.92
    diglyme 11.37
    acrylic acid 3.09
    isopropyl myristate 0.11
    n-butyric acid 1.23
    acetyl acetate 0.43
    di(2-ethylhexyl) phthalate 0.2
    ethyl propionate 0.39
    nitromethane 9.27
    1,2-diethoxyethane 0.83
    benzonitrile 0.11
    trioctyl phosphate 0.16
    1-bromopropane 0.04
    gamma-valerolactone 19.66
    n-decanol 0.1
    triethyl phosphate 0.34
    4-methyl-2-pentanol 0.04
    propionitrile 0.19
    vinylene carbonate 2.01
    1,1,2-trichlorotrifluoroethane 16.05
    DMS 0.77
    cumene 0.01
    2-octanol 0.09
    2-hexanone 0.11
    octyl acetate 0.22
    limonene 0.03
    1,2-dimethoxyethane 6.2
    ethyl orthosilicate 0.28
    tributyl phosphate 0.16
    diacetone alcohol 1.24
    N,N-dimethylaniline 0.17
    acrylonitrile 0.6
    aniline 0.21
    1,3-propanediol 2.59
    bromobenzene 0.02
    dibromomethane 0.07
    1,1,2,2-tetrachloroethane 0.47
    2-methyl-cyclohexyl acetate 0.15
    tetrabutyl urea 0.33
    diisobutyl methanol 0.04
    2-phenylethanol 0.16
    styrene 0.02
    dioctyl adipate 0.33
    dimethyl sulfate 7.41
    ethyl butyrate 0.4
    methyl lactate 7.4
    butyl lactate 1.49
    diethyl carbonate 0.29
    propanediol butyl ether 4.5
    triethyl orthoformate 0.65
    p-tert-butyltoluene 0.02
    methyl 4-tert-butylbenzoate 1.16
    morpholine 4.34
    tert-butylamine 0.02
    n-dodecanol 0.06
    dimethoxymethane 10.13
    ethylene carbonate 1.01
    cyrene 4.36
    2-ethoxyethyl acetate 1.51
    2-ethylhexyl acetate 0.11
    1,2,4-trichlorobenzene 0.1
    4-methylpyridine 0.48
    dibutyl ether 0.15
    2,6-dimethyl-4-heptanol 0.04
    DEF 2.13
    dimethyl isosorbide 5.54
    tetrachloroethylene 0.24
    eugenol 1.43
    triacetin 1.52
    span 80 2.69
    1,4-butanediol 0.43
    1,1-dichloroethane 0.05
    2-methyl-1-pentanol 0.04
    methyl formate 5.94
    2-methyl-1-butanol 0.13
    n-decane 0.01
    butyronitrile 0.11
    3,7-dimethyl-1-octanol 0.08
    1-chlorooctane 0.03
    1-chlorotetradecane 0.01
    n-nonane 0.0
    undecane 0.0
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 0.26
    tetrahydropyran 0.37
    tert-amyl methyl ether 0.16
    2,5,8-trioxanonane 6.51
    1-hexene 0.01
    2-isopropoxyethanol 1.22
    2,2,2-trifluoroethanol 2.33
    methyl butyrate 0.51

    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