Punicalin

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  • Identifiers

    CAS number
    65995-64-4

    Molecular formula
    C34H22O22

    SMILES
    C1[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O)O)O)OC(=O)C3=CC(=C(C(=C3C4=C(C(=C5C6=C4C(=O)OC7=C(C(=C(C8=C(C(=C(C=C8C(=O)O1)O)O)O)C(=C67)C(=O)O5)O)O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 78.07%
    Phenolic 33.75%
    Burnt 28.15%
    Smoky 16.78%
    Savory 16.34%
    Balsamic 15.69%
    Bitter 14.69%
    Milky 14.29%
    Spicy 14.25%
    Dry 13.67%

     

    Flavor
    Bitter 89.41%
    Odorless 32.78%
    Bland 27.47%
    Sweet-like 23.33%
    Cedarleaf 19.7%
    Lovage 19.17%
    Parsley 19.13%
    Eugenol 19.08%
    Nitrile 18.98%
    Rotten 18.84%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    -0.3

    pKa est.
    4.99 (weak acid)

    Molecular weight
    782.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    6319°C

    Flash point

    • 332.48 ˚C est.

  • Synonyms

    • Punicalin
    • 65995-64-4
    • 4,6-(S,S)-Gallagyl-D-glucose
    • DTXSID301030154
    • RefChem:930277
    • DTXCID801515264
    • 3,4,5,11,12,13,21,22,23,26,27,38,39-tridecahydroxy-9,14,17,29,36-pentaoxaoctacyclo(29.8.0.02,7.010,15.019,24.025,34.028,33.032,37)nonatriaconta-1(39),2,4,6,19,21,23,25,27,31,33,37-dodecaene-8,18,30,35-tetrone
    • (10S,11R,12R,13R,15R)-3,4,5,11,12,13,21,22,23,26,27,38,39-Tridecahydroxy-9,14,17,29,36-pentaoxaoctacyclo[29.8.0.02,7.010,15.019,24.025,34.028,33.032,37]nonatriaconta-1(39),2,4,6,19,21,23,25,27,31,33,37-dodecaene-8,18,30,35-tetrone
    • beta-punicalin
    • punicalin beta
    • NSC 636591
    • CHEMBL502440
    • SCHEMBL28942177
    • SCHEMBL29769793
    • BDBM50377923
    • D-Glucose, cyclic 4,6-(2,2'-(5,10-dihydro-2,3,7,8-tetrahydroxy-5,10-dioxo(1)benzopyrano(5,4,3-cde)(1)benzopyran-1,6-diyl)bis(3,4,5-trihydroxybenzoate)), (4(S,S))-
    • 65995-64-4

  • Applications

    Punicalin (CAS 65995-64-4) is a natural ellagitannin derived from pomegranate, primarily used as an antioxidant and stabilizer in cosmetic and personal care formulations; it is being evaluated for food processing applications as a natural antioxidant with potential preservative use; it is studied as a natural polyphenolic additive for coatings, inks, and polymer systems to enhance oxidative stability; it may serve as an antioxidant stabilizer in plastics and other polymer materials; and it can be employed in household cleaning products as an antioxidant additive.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 7.21
    methanol 6.8
    isopropanol 5.01
    water 0.42
    ethyl acetate 2.18
    n-propanol 5.06
    acetone 4.35
    n-butanol 2.03
    acetonitrile 1.19
    DMF 65.5
    toluene 0.39
    isobutanol 1.72
    1,4-dioxane 12.21
    methyl acetate 5.08
    THF 24.95
    2-butanone 4.65
    n-pentanol 1.03
    sec-butanol 3.24
    n-hexane 0.03
    ethylene glycol 21.71
    NMP 60.54
    cyclohexane 0.06
    DMSO 53.79
    n-butyl acetate 1.1
    n-octanol 1.27
    chloroform 0.43
    n-propyl acetate 1.17
    acetic acid 24.77
    dichloromethane 0.54
    cyclohexanone 3.63
    propylene glycol 22.61
    isopropyl acetate 1.19
    DMAc 58.29
    2-ethoxyethanol 16.69
    isopentanol 0.81
    n-heptane 0.07
    ethyl formate 2.64
    1,2-dichloroethane 0.57
    n-hexanol 0.67
    2-methoxyethanol 48.71
    isobutyl acetate 0.29
    tetrachloromethane 0.09
    n-pentyl acetate 1.64
    transcutol 16.49
    n-heptanol 1.23
    ethylbenzene 0.11
    MIBK 0.52
    2-propoxyethanol 11.88
    tert-butanol 2.7
    MTBE 1.22
    2-butoxyethanol 7.79
    propionic acid 10.58
    o-xylene 0.24
    formic acid 33.88
    diethyl ether 1.84
    m-xylene 0.17
    p-xylene 0.11
    chlorobenzene 0.1
    dimethyl carbonate 6.68
    n-octane 0.06
    formamide 36.92
    cyclopentanone 10.87
    2-pentanone 1.84
    anisole 0.61
    cyclopentyl methyl ether 3.48
    gamma-butyrolactone 20.82
    1-methoxy-2-propanol 30.77
    pyridine 5.97
    3-pentanone 1.6
    furfural 10.52
    n-dodecane 0.04
    diethylene glycol 18.66
    diisopropyl ether 0.24
    tert-amyl alcohol 2.11
    acetylacetone 3.23
    n-hexadecane 0.04
    acetophenone 0.87
    methyl propionate 5.16
    isopentyl acetate 0.54
    trichloroethylene 0.94
    n-nonanol 1.27
    cyclohexanol 1.8
    benzyl alcohol 1.34
    2-ethylhexanol 0.29
    isooctanol 0.65
    dipropyl ether 1.21
    1,2-dichlorobenzene 0.08
    ethyl lactate 3.0
    propylene carbonate 3.84
    n-methylformamide 24.71
    2-pentanol 1.26
    n-pentane 0.06
    1-propoxy-2-propanol 8.28
    1-methoxy-2-propyl acetate 3.77
    2-(2-methoxypropoxy) propanol 5.1
    mesitylene 0.08
    ε-caprolactone 6.05
    p-cymene 0.11
    epichlorohydrin 8.38
    1,1,1-trichloroethane 0.15
    2-aminoethanol 19.95
    morpholine-4-carbaldehyde 56.79
    sulfolane 28.92
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 6.12
    n-hexyl acetate 1.56
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 8.25
    sec-butyl acetate 0.51
    tert-butyl acetate 1.04
    decalin 0.01
    glycerin 56.5
    diglyme 13.74
    acrylic acid 16.03
    isopropyl myristate 0.51
    n-butyric acid 4.32
    acetyl acetate 1.22
    di(2-ethylhexyl) phthalate 0.54
    ethyl propionate 1.2
    nitromethane 26.61
    1,2-diethoxyethane 2.99
    benzonitrile 0.46
    trioctyl phosphate 0.59
    1-bromopropane 0.27
    gamma-valerolactone 32.61
    n-decanol 0.83
    triethyl phosphate 0.61
    4-methyl-2-pentanol 0.35
    propionitrile 1.13
    vinylene carbonate 3.64
    1,1,2-trichlorotrifluoroethane 16.95
    DMS 2.16
    cumene 0.06
    2-octanol 0.87
    2-hexanone 0.8
    octyl acetate 1.06
    limonene 0.17
    1,2-dimethoxyethane 13.12
    ethyl orthosilicate 0.55
    tributyl phosphate 0.46
    diacetone alcohol 4.39
    N,N-dimethylaniline 0.61
    acrylonitrile 2.41
    aniline 1.61
    1,3-propanediol 19.1
    bromobenzene 0.06
    dibromomethane 0.24
    1,1,2,2-tetrachloroethane 0.97
    2-methyl-cyclohexyl acetate 0.48
    tetrabutyl urea 1.25
    diisobutyl methanol 0.19
    2-phenylethanol 0.86
    styrene 0.13
    dioctyl adipate 0.96
    dimethyl sulfate 14.02
    ethyl butyrate 0.9
    methyl lactate 13.53
    butyl lactate 2.91
    diethyl carbonate 0.63
    propanediol butyl ether 10.08
    triethyl orthoformate 1.23
    p-tert-butyltoluene 0.11
    methyl 4-tert-butylbenzoate 1.8
    morpholine 23.43
    tert-butylamine 0.72
    n-dodecanol 0.53
    dimethoxymethane 22.37
    ethylene carbonate 2.7
    cyrene 6.3
    2-ethoxyethyl acetate 3.91
    2-ethylhexyl acetate 0.43
    1,2,4-trichlorobenzene 0.2
    4-methylpyridine 2.57
    dibutyl ether 0.78
    2,6-dimethyl-4-heptanol 0.19
    DEF 6.65
    dimethyl isosorbide 5.44
    tetrachloroethylene 0.67
    eugenol 2.07
    triacetin 2.86
    span 80 5.21
    1,4-butanediol 5.16
    1,1-dichloroethane 0.29
    2-methyl-1-pentanol 0.44
    methyl formate 15.6
    2-methyl-1-butanol 1.1
    n-decane 0.08
    butyronitrile 0.64
    3,7-dimethyl-1-octanol 0.41
    1-chlorooctane 0.23
    1-chlorotetradecane 0.08
    n-nonane 0.07
    undecane 0.05
    tert-butylcyclohexane 0.01
    cyclooctane 0.03
    cyclopentanol 5.05
    tetrahydropyran 4.31
    tert-amyl methyl ether 1.19
    2,5,8-trioxanonane 8.85
    1-hexene 0.1
    2-isopropoxyethanol 6.13
    2,2,2-trifluoroethanol 11.39
    methyl butyrate 1.5

    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