Macrocarpal C

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  • Identifiers

    CAS number
    142628-53-3

    Molecular formula
    C28H38O5

    SMILES
    CC(C)C[C@@H](C1=C(C(=C(C(=C1O)C=O)O)C=O)O)[C@]2(CC[C@@H]3[C@@H]2[C@H]4[C@H](C4(C)C)CCC3=C)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 56.46%
    Spicy 39.94%
    Odorless 34.27%
    Herbal 31.74%
    Dry 28.68%
    Balsamic 28.1%
    Fresh 25.97%
    Green 25.43%
    Amber 25.17%
    Mint 23.63%

     

    Flavor
    Bitter 73.09%
    Woody 25.09%
    Herbal 24.05%
    Cedarleaf 21.86%
    Odorless 21.42%
    Heather 19.78%
    Lovage 19.56%
    Broom 19.52%
    Sandalwood 19.34%
    Nitrile 19.29%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    7.2

    pKa est.
    8.68 (weak base)

    Molecular weight
    454.6 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    558°C

    Flash point

    • 151.38 ˚C est.

  • Synonyms

    • Macrocarpal C
    • 142628-53-3
    • DTXSID50162107
    • 5-[(1R)-1-[(1aR,4aR,7S,7aR,7bR)-1,1,7-trimethyl-4-methylidene-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[h]azulen-7-yl]-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde
    • 5-((1R)-1-((1aR,4aR,7S,7aR,7bR)-1,1,7-trimethyl-4-methylidene-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa(h)azulen-7-yl)-3-methylbutyl)-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde
    • RefChem:154972
    • DTXCID7084598
    • 5-((1R)-1-((11S)-3,3,11-trimethyl-7-methylenetricyclo(6.3.0.0(2,4))undec-11-yl)-3-methylbutyl)-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde
    • Macrocarpal C/G
    • SCHEMBL136282
    • CHEMBL466994
    • CHEBI:175636
    • GLXC-16569
    • HY-N3344
    • AKOS032948488
    • DA-75240
    • FS-10349
    • CS-0023946
    • 2,4,6-Trihydroxy-5-{(1R)-3-methyl-1-[(1aR,4aR,7S,7aR,7bR)-1,1,7-trimethyl-4-methylidenedecahydro-1H-cyclopropa[e]azulen-7-yl]butyl}benzene-1,3-dicarbaldehyde
    • 5-[(1R)-1-((11S)-3,3,11-trimethyl-7-methylenetricyclo[6.3.0.0<2,4>]undec-11-yl)-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde
    • 5-[(1R)-1-[(1aR,4aR,7S,7aR,7bR)-1,1,7-trimethyl-4-methylene-1a,2,3,4a,5,6,7a,7b-octahydrocyclopropa[h]azulen-7-yl]-3-methyl-butyl]-2,4,6-trihydroxy-benzene-1,3-dicarbaldehyde
    • 142628-53-3

  • Applications

    Macrocarpal C (CAS 142628-53-3) is a natural sesquiterpene-like compound of interest as an odor-active component in fragrance applications; in perfumery and fragrance development it may be used as an aroma ingredient or as a basis for fragrance synthesis. In cosmetics and personal care, it may be used as a fragrance ingredient or odor modifier for products such as skin care, hair care, and bath products. In the food and beverage sector, it may be evaluated as a fragrance constituent or aroma additive, subject to regulatory status. In cleaning and household products, Macrocarpal C can serve as an odorant or scent modifier. In coatings, inks, and polymers, it may be considered as a fragrance additive or an intermediate for fragrance compound synthesis, depending on formulation constraints and regulatory allowances.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 46.51
    methanol 37.28
    isopropanol 46.98
    water 0.03
    ethyl acetate 44.65
    n-propanol 49.82
    acetone 83.4
    n-butanol 39.83
    acetonitrile 25.01
    DMF 142.56
    toluene 13.56
    isobutanol 35.04
    1,4-dioxane 60.01
    methyl acetate 42.74
    THF 250.87
    2-butanone 77.67
    n-pentanol 28.88
    sec-butanol 34.52
    n-hexane 0.62
    ethylene glycol 14.23
    NMP 130.11
    cyclohexane 0.67
    DMSO 145.93
    n-butyl acetate 35.26
    n-octanol 12.7
    chloroform 70.28
    n-propyl acetate 31.58
    acetic acid 63.97
    dichloromethane 46.62
    cyclohexanone 85.19
    propylene glycol 37.36
    isopropyl acetate 42.93
    DMAc 140.51
    2-ethoxyethanol 63.05
    isopentanol 34.59
    n-heptane 0.65
    ethyl formate 26.14
    1,2-dichloroethane 34.58
    n-hexanol 27.75
    2-methoxyethanol 105.28
    isobutyl acetate 27.36
    tetrachloromethane 8.24
    n-pentyl acetate 37.05
    transcutol 97.87
    n-heptanol 18.91
    ethylbenzene 7.66
    MIBK 45.21
    2-propoxyethanol 92.97
    tert-butanol 42.36
    MTBE 26.31
    2-butoxyethanol 59.46
    propionic acid 44.94
    o-xylene 7.95
    formic acid 21.35
    diethyl ether 23.17
    m-xylene 10.2
    p-xylene 8.99
    chlorobenzene 21.26
    dimethyl carbonate 38.21
    n-octane 0.34
    formamide 34.23
    cyclopentanone 162.52
    2-pentanone 63.58
    anisole 28.97
    cyclopentyl methyl ether 44.28
    gamma-butyrolactone 142.86
    1-methoxy-2-propanol 121.49
    pyridine 58.43
    3-pentanone 41.11
    furfural 90.51
    n-dodecane 0.26
    diethylene glycol 69.3
    diisopropyl ether 7.47
    tert-amyl alcohol 30.84
    acetylacetone 87.25
    n-hexadecane 0.31
    acetophenone 36.72
    methyl propionate 51.19
    isopentyl acetate 41.04
    trichloroethylene 90.29
    n-nonanol 13.08
    cyclohexanol 23.8
    benzyl alcohol 32.94
    2-ethylhexanol 14.81
    isooctanol 16.55
    dipropyl ether 14.86
    1,2-dichlorobenzene 21.28
    ethyl lactate 35.39
    propylene carbonate 66.12
    n-methylformamide 60.31
    2-pentanol 24.58
    n-pentane 0.72
    1-propoxy-2-propanol 66.88
    1-methoxy-2-propyl acetate 75.63
    2-(2-methoxypropoxy) propanol 47.65
    mesitylene 5.57
    ε-caprolactone 72.46
    p-cymene 6.76
    epichlorohydrin 153.82
    1,1,1-trichloroethane 38.03
    2-aminoethanol 36.11
    morpholine-4-carbaldehyde 112.73
    sulfolane 200.49
    2,2,4-trimethylpentane 0.76
    2-methyltetrahydrofuran 74.73
    n-hexyl acetate 37.27
    isooctane 0.64
    2-(2-butoxyethoxy)ethanol 60.38
    sec-butyl acetate 25.43
    tert-butyl acetate 53.78
    decalin 0.79
    glycerin 58.44
    diglyme 85.58
    acrylic acid 46.72
    isopropyl myristate 12.7
    n-butyric acid 58.82
    acetyl acetate 37.73
    di(2-ethylhexyl) phthalate 21.94
    ethyl propionate 29.35
    nitromethane 97.24
    1,2-diethoxyethane 30.04
    benzonitrile 28.91
    trioctyl phosphate 14.78
    1-bromopropane 16.44
    gamma-valerolactone 194.33
    n-decanol 8.26
    triethyl phosphate 17.52
    4-methyl-2-pentanol 18.82
    propionitrile 31.11
    vinylene carbonate 55.7
    1,1,2-trichlorotrifluoroethane 121.15
    DMS 35.03
    cumene 5.72
    2-octanol 11.6
    2-hexanone 37.08
    octyl acetate 18.37
    limonene 8.69
    1,2-dimethoxyethane 72.07
    ethyl orthosilicate 15.95
    tributyl phosphate 15.09
    diacetone alcohol 86.1
    N,N-dimethylaniline 19.24
    acrylonitrile 41.76
    aniline 28.2
    1,3-propanediol 55.34
    bromobenzene 19.08
    dibromomethane 26.81
    1,1,2,2-tetrachloroethane 71.49
    2-methyl-cyclohexyl acetate 29.56
    tetrabutyl urea 20.77
    diisobutyl methanol 10.6
    2-phenylethanol 37.51
    styrene 8.61
    dioctyl adipate 22.23
    dimethyl sulfate 72.93
    ethyl butyrate 25.93
    methyl lactate 61.8
    butyl lactate 44.15
    diethyl carbonate 18.31
    propanediol butyl ether 53.93
    triethyl orthoformate 22.89
    p-tert-butyltoluene 6.91
    methyl 4-tert-butylbenzoate 46.28
    morpholine 89.7
    tert-butylamine 14.36
    n-dodecanol 5.12
    dimethoxymethane 94.85
    ethylene carbonate 44.99
    cyrene 70.72
    2-ethoxyethyl acetate 57.89
    2-ethylhexyl acetate 28.43
    1,2,4-trichlorobenzene 33.57
    4-methylpyridine 48.96
    dibutyl ether 8.96
    2,6-dimethyl-4-heptanol 10.6
    DEF 52.73
    dimethyl isosorbide 86.77
    tetrachloroethylene 36.16
    eugenol 46.23
    triacetin 48.48
    span 80 45.66
    1,4-butanediol 23.57
    1,1-dichloroethane 35.87
    2-methyl-1-pentanol 24.08
    methyl formate 39.8
    2-methyl-1-butanol 30.82
    n-decane 0.53
    butyronitrile 30.06
    3,7-dimethyl-1-octanol 13.79
    1-chlorooctane 4.48
    1-chlorotetradecane 1.41
    n-nonane 0.43
    undecane 0.35
    tert-butylcyclohexane 0.84
    cyclooctane 0.32
    cyclopentanol 40.2
    tetrahydropyran 48.59
    tert-amyl methyl ether 20.43
    2,5,8-trioxanonane 56.65
    1-hexene 4.05
    2-isopropoxyethanol 47.08
    2,2,2-trifluoroethanol 27.65
    methyl butyrate 36.03

    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