Heterophylliin A

Overview IFRA Request a quote

  • Identifiers

    CAS number
    87687-52-3

    Molecular formula
    C34H26O22

    SMILES
    C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O1)O)O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 82.52%
    Phenolic 32.77%
    Burnt 23.5%
    Balsamic 18.77%
    Smoky 15.64%
    Savory 15.61%
    Spicy 14.24%
    Milky 13.77%
    Vanilla 13.55%
    Bitter 13.2%

     

    Flavor
    Bitter 88.78%
    Odorless 36.46%
    Bland 33.32%
    Sweet-like 24.29%
    Very mild 21.19%
    Cedarleaf 19.92%
    Lovage 19.42%
    Parsley 19.4%
    Eugenol 19.33%
    Nitrile 19.05%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    5.24 (weak acid)

    Molecular weight
    786.6 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    5957°C

    Flash point

    • 315.82 ˚C est.

  • Synonyms

    • Heterophylliin A
    • (3,4,5,12,21,22,23-heptahydroxy-8,18-dioxo-13-(3,4,5-trihydroxybenzoyl)oxy-9,14,17-trioxatetracyclo(17.4.0.02,7.010,15)tricosa-1(23),2,4,6,19,21-hexaen-11-yl) 3,4,5-trihydroxybenzoate
    • [3,4,5,12,21,22,23-heptahydroxy-8,18-dioxo-13-(3,4,5-trihydroxybenzoyl)oxy-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-11-yl] 3,4,5-trihydroxybenzoate
    • RefChem:1086474
    • 87687-52-3
    • SCHEMBL12824705
    • SCHEMBL30385544
    • CHEBI:167703
    • DTXSID201102546
    • 1,3-Digalloyl-4,6-HHDP-glucose
    • Pedunculagin II (Digalloyl-HHDP-hex)
    • 1,3-Digalloyl-4,6-hexahydroxydiphenoylglucose
    • 1,3-Di-O-galloyl-4,6-(S)-hexahydroxydiphenoyl-a-D-glucopyranose
    • 1,3-Di-O-galloyl-4,6-O-hexahydroxydiphenoyl-|A-D-glucopyranose
    • | inverted exclamation mark-D-Glucopyranose, cyclic 4,6-[(1S)-4,4 inverted exclamation marka,5,5 inverted exclamation marka,6,6 inverted exclamation marka-hexahydroxy[1,1 inverted exclamation marka-biphenyl]-2,2 inverted exclamation marka-dicarboxylate] 1,3-bis(3,4,5-trihydroxybenzoate)
    • 139975-10-3
    • I+/--D-Glucopyranose, cyclic 4,6-[(1S)-4,4a(2),5,5a(2),6,6a(2)-hexahydroxy[1,1a(2)-biphenyl]-2,2a(2)-dicarboxylate] 1,3-bis(3,4,5-trihydroxybenzoate)
    • 87687-52-3

  • Applications

    Heterophylliin A is mainly of interest as a synthetic intermediate and building block in medicinal chemistry, with potential to serve as a scaffold for the preparation of related pharmacophores; in practice it is often employed as a research reagent in chemical synthesis and in small-scale exploratory routes for drug development. In perfumery and cosmetics, the compound may be evaluated as an odorant or fragrance component or as part of personal-care formulation matrices. It can also serve as a reference standard or starting material for diverse transformations in chemical research; its use is typically subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.37
    methanol 4.64
    isopropanol 2.75
    water 0.37
    ethyl acetate 3.4
    n-propanol 3.01
    acetone 8.26
    n-butanol 1.36
    acetonitrile 2.16
    DMF 84.52
    toluene 0.56
    isobutanol 1.08
    1,4-dioxane 19.09
    methyl acetate 7.03
    THF 39.7
    2-butanone 6.03
    n-pentanol 0.79
    sec-butanol 1.98
    n-hexane 0.02
    ethylene glycol 13.81
    NMP 62.35
    cyclohexane 0.05
    DMSO 71.79
    n-butyl acetate 0.97
    n-octanol 1.45
    chloroform 0.78
    n-propyl acetate 1.52
    acetic acid 25.72
    dichloromethane 0.96
    cyclohexanone 3.74
    propylene glycol 14.22
    isopropyl acetate 1.91
    DMAc 73.52
    2-ethoxyethanol 22.09
    isopentanol 0.6
    n-heptane 0.07
    ethyl formate 2.92
    1,2-dichloroethane 0.88
    n-hexanol 0.43
    2-methoxyethanol 53.39
    isobutyl acetate 0.4
    tetrachloromethane 0.11
    n-pentyl acetate 1.89
    transcutol 28.16
    n-heptanol 1.1
    ethylbenzene 0.16
    MIBK 0.87
    2-propoxyethanol 12.47
    tert-butanol 2.06
    MTBE 1.63
    2-butoxyethanol 9.62
    propionic acid 8.26
    o-xylene 0.35
    formic acid 26.23
    diethyl ether 2.06
    m-xylene 0.25
    p-xylene 0.16
    chlorobenzene 0.18
    dimethyl carbonate 10.75
    n-octane 0.06
    formamide 34.54
    cyclopentanone 14.06
    2-pentanone 2.82
    anisole 1.32
    cyclopentyl methyl ether 4.65
    gamma-butyrolactone 27.22
    1-methoxy-2-propanol 33.34
    pyridine 7.55
    3-pentanone 2.46
    furfural 15.87
    n-dodecane 0.04
    diethylene glycol 17.25
    diisopropyl ether 0.32
    tert-amyl alcohol 1.64
    acetylacetone 7.73
    n-hexadecane 0.05
    acetophenone 1.52
    methyl propionate 7.13
    isopentyl acetate 0.53
    trichloroethylene 2.16
    n-nonanol 1.49
    cyclohexanol 1.18
    benzyl alcohol 1.73
    2-ethylhexanol 0.24
    isooctanol 0.64
    dipropyl ether 1.56
    1,2-dichlorobenzene 0.14
    ethyl lactate 3.48
    propylene carbonate 4.45
    n-methylformamide 24.85
    2-pentanol 0.86
    n-pentane 0.04
    1-propoxy-2-propanol 8.93
    1-methoxy-2-propyl acetate 4.68
    2-(2-methoxypropoxy) propanol 6.86
    mesitylene 0.12
    ε-caprolactone 5.68
    p-cymene 0.13
    epichlorohydrin 14.29
    1,1,1-trichloroethane 0.3
    2-aminoethanol 12.41
    morpholine-4-carbaldehyde 75.38
    sulfolane 37.37
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 7.0
    n-hexyl acetate 2.07
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 12.1
    sec-butyl acetate 0.73
    tert-butyl acetate 1.87
    decalin 0.01
    glycerin 41.68
    diglyme 24.4
    acrylic acid 12.98
    isopropyl myristate 0.71
    n-butyric acid 3.72
    acetyl acetate 2.35
    di(2-ethylhexyl) phthalate 0.72
    ethyl propionate 1.75
    nitromethane 44.78
    1,2-diethoxyethane 4.84
    benzonitrile 0.65
    trioctyl phosphate 0.7
    1-bromopropane 0.29
    gamma-valerolactone 47.7
    n-decanol 0.96
    triethyl phosphate 0.76
    4-methyl-2-pentanol 0.31
    propionitrile 1.33
    vinylene carbonate 4.3
    1,1,2-trichlorotrifluoroethane 24.49
    DMS 3.16
    cumene 0.08
    2-octanol 0.82
    2-hexanone 1.14
    octyl acetate 1.42
    limonene 0.18
    1,2-dimethoxyethane 20.71
    ethyl orthosilicate 0.71
    tributyl phosphate 0.52
    diacetone alcohol 6.03
    N,N-dimethylaniline 1.06
    acrylonitrile 3.1
    aniline 1.72
    1,3-propanediol 12.38
    bromobenzene 0.12
    dibromomethane 0.35
    1,1,2,2-tetrachloroethane 1.83
    2-methyl-cyclohexyl acetate 0.53
    tetrabutyl urea 1.61
    diisobutyl methanol 0.18
    2-phenylethanol 0.86
    styrene 0.21
    dioctyl adipate 1.41
    dimethyl sulfate 21.5
    ethyl butyrate 1.1
    methyl lactate 15.35
    butyl lactate 3.26
    diethyl carbonate 0.79
    propanediol butyl ether 11.87
    triethyl orthoformate 1.59
    p-tert-butyltoluene 0.14
    methyl 4-tert-butylbenzoate 3.11
    morpholine 28.28
    tert-butylamine 0.54
    n-dodecanol 0.62
    dimethoxymethane 35.39
    ethylene carbonate 3.01
    cyrene 8.24
    2-ethoxyethyl acetate 5.68
    2-ethylhexyl acetate 0.41
    1,2,4-trichlorobenzene 0.35
    4-methylpyridine 3.4
    dibutyl ether 1.11
    2,6-dimethyl-4-heptanol 0.18
    DEF 8.36
    dimethyl isosorbide 7.67
    tetrachloroethylene 1.08
    eugenol 3.0
    triacetin 5.14
    span 80 6.6
    1,4-butanediol 3.84
    1,1-dichloroethane 0.49
    2-methyl-1-pentanol 0.35
    methyl formate 18.62
    2-methyl-1-butanol 0.76
    n-decane 0.09
    butyronitrile 0.76
    3,7-dimethyl-1-octanol 0.47
    1-chlorooctane 0.28
    1-chlorotetradecane 0.1
    n-nonane 0.08
    undecane 0.06
    tert-butylcyclohexane 0.01
    cyclooctane 0.03
    cyclopentanol 3.33
    tetrahydropyran 4.7
    tert-amyl methyl ether 1.51
    2,5,8-trioxanonane 15.07
    1-hexene 0.09
    2-isopropoxyethanol 8.02
    2,2,2-trifluoroethanol 12.15
    methyl butyrate 2.0

    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