Cycloheterophyllin

Overview IFRA Request a quote

  • Identifiers

    CAS number
    36545-53-6

    Molecular formula
    C30H30O7

    SMILES
    CC(=CCC1=C2C(=C(C3=C1OC4=C(C3=O)C(OC5=CC(=C(C=C54)O)O)C=C(C)C)O)C=CC(O2)(C)C)C

    Safety labels

  • Odor profile

    Fragrance
    Spicy 43.88%
    Phenolic 41.43%
    Woody 31.85%
    Fruity 26.79%
    Sweet 26.72%
    Dry 25.4%
    Herbal 25.3%
    Smoky 25.26%
    Burnt 22.72%
    Odorless 22.63%

     

    Flavor
    Bitter 91.44%
    Cedarleaf 19.73%
    Parsley 19.36%
    Lovage 19.02%
    Bland 18.51%
    Ripe apricot 17.9%
    Red fruit 17.88%
    Heather 17.68%
    Sweet-like 17.53%
    Basil 17.52%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    6.8

    pKa est.
    10.08 (weak base)

    Molecular weight
    502.6 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1444°C

    Melting point expt.

    • 205 - 206 °C

    Flash point

    • 264.62 ˚C est.

  • Synonyms

    • Cycloheterophyllin
    • 36545-53-6
    • 6,7,15-trihydroxy-19,19-dimethyl-22-(3-methylbut-2-enyl)-11-(2-methylprop-1-enyl)-2,10,20-trioxapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(14),3(12),4,6,8,15,17,21-octaen-13-one
    • 6,7,15-trihydroxy-19,19-dimethyl-22-(3-methylbut-2-enyl)-11-(2-methylprop-1-enyl)-2,10,20-trioxapentacyclo(12.8.0.03,12.04,9.016,21)docosa-1(14),3(12),4,6,8,15,17,21-octaen-13-one
    • RefChem:919384
    • MLS000697580
    • SMR000470928
    • cycloheterphyllin
    • CHEMBL461820
    • orb1684670
    • SCHEMBL26679503
    • SCHEMBL29934557
    • BDBM53429
    • cid_5316250
    • DTXSID20957840
    • CHEBI:175844
    • HMS2269P06
    • HY-N3667
    • LBA54553
    • LMPK12110921
    • AKOS032961800
    • FS-9310
    • NCGC00247520-01
    • DA-62590
    • CS-0024025
    • 2,3,8-Trihydroxy-11,11-dimethyl-13-(3-methyl-2-butenyl)-6-(2-methyl-1-propenyl)-6H,7H,11H-bis[1]benzopyrano[4,3-b:6',7'-e]pyran-7-one, 9CI
    • 2,3,8-Trihydroxy-11,11-dimethyl-13-(3-methylbut-2-en-1-yl)-6-(2-methylprop-1-en-1-yl)-6H,7H,11H-[1]benzopyrano[3',4':5,6]pyrano[3,2-g][1]benzopyran-7-one
    • 6,7,15-trihydroxy-19,19-dimethyl-22-(3-methylbut-2-enyl)-11-(2-methylprop-1-enyl)-2,10,20-trioxapentacyclo[12.8.0.0^{3,12.0^{4,9.0^{16,21]docosa-1(14),3(12),4,6,8,15,17,21-octaen-13-one
    • 6H,7H,11H-Bis(1)benzopyrano(4,3-b'':6',7'-e)pyran-7-one, 2,3,8-trihydroxy-11,11-dimethyl-13-(3-methyl-2-butenyl)-6-(2-methyl-1-propenyl)-, (+)-
    • 36545-53-6

  • Applications

    Cycloheterophyllin, CAS 36545-53-6, is considered a potential organic intermediate for pharmaceutical synthesis and may be evaluated for pharmaceutical applications as a building block for molecular frameworks or as a precursor for synthetic steps; it may also be explored in cosmetics and personal care as a fragrance ingredient or odorant; in the fragrance and flavor industries it could be used as a precursor or aroma component; in coatings and inks it could serve as a specialty additive; and in research and development of organic synthesis it can function as a structural scaffold or building block for synthetic routes.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.76
    methanol 4.65
    isopropanol 2.95
    water 0.01
    ethyl acetate 12.93
    n-propanol 5.07
    acetone 16.06
    n-butanol 3.65
    acetonitrile 6.52
    DMF 56.36
    toluene 4.95
    isobutanol 3.51
    1,4-dioxane 22.17
    methyl acetate 19.24
    THF 57.0
    2-butanone 21.11
    n-pentanol 3.82
    sec-butanol 3.71
    n-hexane 0.17
    ethylene glycol 2.78
    NMP 113.07
    cyclohexane 0.25
    DMSO 47.41
    n-butyl acetate 13.68
    n-octanol 3.47
    chloroform 55.31
    n-propyl acetate 13.11
    acetic acid 34.77
    dichloromethane 35.03
    cyclohexanone 32.04
    propylene glycol 5.63
    isopropyl acetate 9.84
    DMAc 99.67
    2-ethoxyethanol 16.07
    isopentanol 3.38
    n-heptane 0.21
    ethyl formate 11.02
    1,2-dichloroethane 18.86
    n-hexanol 3.52
    2-methoxyethanol 23.39
    isobutyl acetate 9.9
    tetrachloromethane 2.83
    n-pentyl acetate 13.66
    transcutol 56.72
    n-heptanol 3.68
    ethylbenzene 2.59
    MIBK 8.8
    2-propoxyethanol 28.7
    tert-butanol 3.81
    MTBE 4.47
    2-butoxyethanol 18.52
    propionic acid 17.98
    o-xylene 3.11
    formic acid 10.27
    diethyl ether 4.04
    m-xylene 2.95
    p-xylene 4.03
    chlorobenzene 9.41
    dimethyl carbonate 22.69
    n-octane 0.13
    formamide 12.67
    cyclopentanone 58.0
    2-pentanone 13.15
    anisole 9.19
    cyclopentyl methyl ether 14.13
    gamma-butyrolactone 74.08
    1-methoxy-2-propanol 22.21
    pyridine 28.66
    3-pentanone 13.01
    furfural 51.63
    n-dodecane 0.17
    diethylene glycol 19.27
    diisopropyl ether 1.33
    tert-amyl alcohol 4.42
    acetylacetone 25.16
    n-hexadecane 0.2
    acetophenone 16.24
    methyl propionate 21.96
    isopentyl acetate 13.59
    trichloroethylene 73.16
    n-nonanol 3.74
    cyclohexanol 4.64
    benzyl alcohol 10.58
    2-ethylhexanol 3.19
    isooctanol 3.58
    dipropyl ether 5.05
    1,2-dichlorobenzene 10.41
    ethyl lactate 13.02
    propylene carbonate 33.24
    n-methylformamide 21.05
    2-pentanol 2.46
    n-pentane 0.15
    1-propoxy-2-propanol 21.28
    1-methoxy-2-propyl acetate 27.65
    2-(2-methoxypropoxy) propanol 24.84
    mesitylene 1.5
    ε-caprolactone 36.5
    p-cymene 2.46
    epichlorohydrin 73.88
    1,1,1-trichloroethane 17.34
    2-aminoethanol 5.25
    morpholine-4-carbaldehyde 80.72
    sulfolane 116.62
    2,2,4-trimethylpentane 0.18
    2-methyltetrahydrofuran 19.99
    n-hexyl acetate 13.97
    isooctane 0.1
    2-(2-butoxyethoxy)ethanol 27.89
    sec-butyl acetate 9.12
    tert-butyl acetate 11.39
    decalin 0.27
    glycerin 12.93
    diglyme 42.99
    acrylic acid 23.82
    isopropyl myristate 5.84
    n-butyric acid 16.94
    acetyl acetate 13.65
    di(2-ethylhexyl) phthalate 10.02
    ethyl propionate 12.38
    nitromethane 57.76
    1,2-diethoxyethane 13.79
    benzonitrile 11.19
    trioctyl phosphate 6.47
    1-bromopropane 6.42
    gamma-valerolactone 102.46
    n-decanol 2.69
    triethyl phosphate 8.66
    4-methyl-2-pentanol 2.01
    propionitrile 7.38
    vinylene carbonate 32.86
    1,1,2-trichlorotrifluoroethane 80.13
    DMS 23.0
    cumene 1.87
    2-octanol 2.7
    2-hexanone 12.28
    octyl acetate 8.13
    limonene 2.83
    1,2-dimethoxyethane 26.69
    ethyl orthosilicate 7.38
    tributyl phosphate 8.11
    diacetone alcohol 19.16
    N,N-dimethylaniline 7.54
    acrylonitrile 13.44
    aniline 9.32
    1,3-propanediol 7.0
    bromobenzene 9.35
    dibromomethane 16.72
    1,1,2,2-tetrachloroethane 54.93
    2-methyl-cyclohexyl acetate 12.15
    tetrabutyl urea 12.3
    diisobutyl methanol 2.29
    2-phenylethanol 11.56
    styrene 3.31
    dioctyl adipate 11.92
    dimethyl sulfate 46.07
    ethyl butyrate 10.86
    methyl lactate 25.23
    butyl lactate 17.13
    diethyl carbonate 8.27
    propanediol butyl ether 17.86
    triethyl orthoformate 10.65
    p-tert-butyltoluene 2.33
    methyl 4-tert-butylbenzoate 19.5
    morpholine 28.93
    tert-butylamine 1.45
    n-dodecanol 2.0
    dimethoxymethane 32.97
    ethylene carbonate 23.52
    cyrene 32.58
    2-ethoxyethyl acetate 25.04
    2-ethylhexyl acetate 10.92
    1,2,4-trichlorobenzene 18.75
    4-methylpyridine 21.89
    dibutyl ether 4.11
    2,6-dimethyl-4-heptanol 2.29
    DEF 23.39
    dimethyl isosorbide 48.03
    tetrachloroethylene 24.4
    eugenol 19.04
    triacetin 26.03
    span 80 19.77
    1,4-butanediol 3.39
    1,1-dichloroethane 15.49
    2-methyl-1-pentanol 3.95
    methyl formate 20.3
    2-methyl-1-butanol 3.84
    n-decane 0.26
    butyronitrile 5.48
    3,7-dimethyl-1-octanol 3.79
    1-chlorooctane 1.8
    1-chlorotetradecane 0.83
    n-nonane 0.2
    undecane 0.2
    tert-butylcyclohexane 0.24
    cyclooctane 0.11
    cyclopentanol 8.83
    tetrahydropyran 12.86
    tert-amyl methyl ether 4.72
    2,5,8-trioxanonane 32.1
    1-hexene 1.06
    2-isopropoxyethanol 12.24
    2,2,2-trifluoroethanol 12.73
    methyl butyrate 15.79

    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