(+)-Isocupressic acid

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  • Identifiers

    CAS number
    1909-91-7

    Molecular formula
    C20H32O3

    SMILES
    C/C(=C\CO)/CC[C@H]1C(=C)CC[C@@H]2[C@@]1(CCC[C@]2(C)C(=O)O)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 69.1%
    Amber 42.63%
    Dry 40.66%
    Balsamic 37.41%
    Sandalwood 33.46%
    Animal 32.97%
    Cedar 32.36%
    Sweet 30.54%
    Fresh 28.98%
    Musk 28.04%

     

    Flavor
    Woody 50.81%
    Sweet 39.11%
    Floral 37.9%
    Herbal 32.86%
    Balsam 27.89%
    Spicy 27.87%
    Fruity 27.87%
    Fresh 27.51%
    Tropical 26.78%
    Green 26.25%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.6

    pKa est.
    7.48 (neutral)

    Molecular weight
    320.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    464°C

    Flash point

    • 211.07 ˚C est.

  • Synonyms

    • Isocupressic acid
    • 1909-91-7
    • (+)-Isocupressic acid
    • 6DV5EL78HE
    • DTXSID901045341
    • 15-Hydroxylabda-8(17),13-dien-19-oic acid
    • Isocupressic acid, (+)-
    • (1S,4aR,5S,8aR)-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
    • 1-Naphthalenecarboxylic acid, decahydro-5-((3E)-5-hydroxy-3-methyl-3-pentenyl)-1,4a-dimethyl-6-methylene-, (1S,4aR,5S,8aR)-
    • 1-Naphthalenecarboxylic acid, decahydro-5-(5-hydroxy-3-methyl-3-pentenyl)-1,4a-dimethyl-6-methylene-, (1S-(1alpha,4aalpha,5alpha(E),8abeta))-
    • (1S,4aR,5S,8aR)-5-((E)-5-hydroxy-3-methylpent-3-enyl)-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
    • RefChem:149228
    • DTXCID901527276
    • 1-Naphthalenecarboxylic acid, decahydro-5-[(3E)-5-hydroxy-3-methyl-3-penten-1-yl]-1,4a-dimethyl-6-methylene-, (1S,4aR,5S,8aR)-
    • Isocupressicacid
    • UNII-6DV5EL78HE
    • CHEMBL511193
    • orb1682362
    • SCHEMBL13532265
    • HY-N3493
    • Labda-8(20),13-dien-19-oic acid, 15-hydroxy-, (E)- (8CI); (1S,4aR,5S,8aR)-Decahydro-5-[(3E)-5-hydroxy-3-methyl-3-penten-1-yl]-1,4a-dimethyl-6-methylene-1-naphthalenecarboxylic acid
    • MFCD03427708
    • AKOS032948527
    • DA-64532
    • FS-10528
    • CS-0024374
    • Q15426267
    • LABDA-8(20),13-DIEN-19-OIC ACID, 15-HYDROXY-, (E)-
    • (1S,4aR,5S,8aR)-5-[(E)-5-hydroxy-3-methyl-pent-3-enyl]-1,4a-dimethyl-6-methylene-decalin-1-carboxylic acid
    • (1S,4aR,5S,8aR)-Decahydro-5-[(3E)-5-hydroxy-3-methyl-3-penten-1-yl]-1,4a-dimethyl-6-methylene-1-naphthalenecarboxylic acid
    • 1-NAPHTHALENECARBOXYLIC ACID, DECAHYDRO-5-(5-HYDROXY-3-METHYL-3-PENTENYL)-1,4A-DIMETHYL-6-METHYLENE-, (1S-(1.ALPHA.,4A.ALPHA.,5.ALPHA.(E),8A.BETA.))-
    • 1909-91-7

  • Applications

    (+)-Isocupressic acid, CAS 1909-91-7, is a labdane-type diterpenoid acid found in several conifers. In practice, it is regarded as a natural constituent of conifer resins and essential oils and is used as an analytical standard for quantifying diterpenoids in plant extracts. It also serves as a synthetic building block in diterpene chemistry for research and development of natural-product–derived compounds. In agriculture and veterinary toxicology, it is studied for abortifacient effects in ruminants exposed to pine-derived materials, informing safety risk assessments of forage and pine-related residues. It may appear as a marker compound in profiling conifer-derived essential oils and resins; its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 351.78
    methanol 352.87
    isopropanol 281.64
    water 0.1
    ethyl acetate 90.51
    n-propanol 316.02
    acetone 114.7
    n-butanol 223.06
    acetonitrile 35.96
    DMF 344.84
    toluene 102.75
    isobutanol 161.45
    1,4-dioxane 424.81
    methyl acetate 59.33
    THF 1061.54
    2-butanone 110.72
    n-pentanol 92.93
    sec-butanol 123.63
    n-hexane 1.57
    ethylene glycol 11.49
    NMP 113.45
    cyclohexane 5.46
    DMSO 160.76
    n-butyl acetate 70.52
    n-octanol 25.15
    chloroform 140.31
    n-propyl acetate 44.65
    acetic acid 59.03
    dichloromethane 102.17
    cyclohexanone 158.68
    propylene glycol 31.83
    isopropyl acetate 81.55
    DMAc 161.89
    2-ethoxyethanol 166.3
    isopentanol 148.81
    n-heptane 1.34
    ethyl formate 39.53
    1,2-dichloroethane 77.68
    n-hexanol 119.97
    2-methoxyethanol 358.56
    isobutyl acetate 38.74
    tetrachloromethane 17.57
    n-pentyl acetate 51.36
    transcutol 450.91
    n-heptanol 45.75
    ethylbenzene 25.15
    MIBK 89.17
    2-propoxyethanol 282.9
    tert-butanol 224.09
    MTBE 117.32
    2-butoxyethanol 125.82
    propionic acid 44.53
    o-xylene 39.27
    formic acid 28.79
    diethyl ether 135.62
    m-xylene 68.16
    p-xylene 26.72
    chlorobenzene 55.85
    dimethyl carbonate 37.25
    n-octane 0.69
    formamide 48.02
    cyclopentanone 211.96
    2-pentanone 119.97
    anisole 71.6
    cyclopentyl methyl ether 179.78
    gamma-butyrolactone 164.71
    1-methoxy-2-propanol 348.21
    pyridine 176.68
    3-pentanone 57.2
    furfural 123.85
    n-dodecane 0.46
    diethylene glycol 154.38
    diisopropyl ether 26.37
    tert-amyl alcohol 96.86
    acetylacetone 105.02
    n-hexadecane 0.56
    acetophenone 51.66
    methyl propionate 72.5
    isopentyl acetate 76.14
    trichloroethylene 138.89
    n-nonanol 25.04
    cyclohexanol 103.14
    benzyl alcohol 68.64
    2-ethylhexanol 37.77
    isooctanol 35.68
    dipropyl ether 35.91
    1,2-dichlorobenzene 44.0
    ethyl lactate 32.6
    propylene carbonate 66.34
    n-methylformamide 120.92
    2-pentanol 94.56
    n-pentane 2.99
    1-propoxy-2-propanol 171.06
    1-methoxy-2-propyl acetate 134.9
    2-(2-methoxypropoxy) propanol 84.32
    mesitylene 31.61
    ε-caprolactone 115.57
    p-cymene 15.41
    epichlorohydrin 263.16
    1,1,1-trichloroethane 51.67
    2-aminoethanol 74.79
    morpholine-4-carbaldehyde 195.32
    sulfolane 150.93
    2,2,4-trimethylpentane 1.98
    2-methyltetrahydrofuran 257.81
    n-hexyl acetate 54.83
    isooctane 2.6
    2-(2-butoxyethoxy)ethanol 148.34
    sec-butyl acetate 39.42
    tert-butyl acetate 96.16
    decalin 2.45
    glycerin 53.77
    diglyme 245.84
    acrylic acid 29.92
    isopropyl myristate 18.19
    n-butyric acid 101.71
    acetyl acetate 40.86
    di(2-ethylhexyl) phthalate 28.18
    ethyl propionate 40.02
    nitromethane 75.19
    1,2-diethoxyethane 111.77
    benzonitrile 54.6
    trioctyl phosphate 19.37
    1-bromopropane 47.0
    gamma-valerolactone 301.87
    n-decanol 15.89
    triethyl phosphate 21.75
    4-methyl-2-pentanol 59.13
    propionitrile 59.09
    vinylene carbonate 59.33
    1,1,2-trichlorotrifluoroethane 102.4
    DMS 39.93
    cumene 16.45
    2-octanol 23.16
    2-hexanone 49.6
    octyl acetate 24.6
    limonene 18.89
    1,2-dimethoxyethane 243.13
    ethyl orthosilicate 24.04
    tributyl phosphate 19.15
    diacetone alcohol 131.93
    N,N-dimethylaniline 46.88
    acrylonitrile 59.86
    aniline 110.87
    1,3-propanediol 177.76
    bromobenzene 50.56
    dibromomethane 63.43
    1,1,2,2-tetrachloroethane 114.98
    2-methyl-cyclohexyl acetate 42.02
    tetrabutyl urea 28.54
    diisobutyl methanol 24.25
    2-phenylethanol 88.32
    styrene 28.24
    dioctyl adipate 29.57
    dimethyl sulfate 48.48
    ethyl butyrate 42.79
    methyl lactate 51.05
    butyl lactate 53.9
    diethyl carbonate 24.31
    propanediol butyl ether 88.79
    triethyl orthoformate 37.29
    p-tert-butyltoluene 16.88
    methyl 4-tert-butylbenzoate 64.25
    morpholine 623.53
    tert-butylamine 87.64
    n-dodecanol 9.8
    dimethoxymethane 364.72
    ethylene carbonate 55.58
    cyrene 79.66
    2-ethoxyethyl acetate 94.66
    2-ethylhexyl acetate 48.94
    1,2,4-trichlorobenzene 51.04
    4-methylpyridine 158.37
    dibutyl ether 20.6
    2,6-dimethyl-4-heptanol 24.25
    DEF 91.56
    dimethyl isosorbide 153.78
    tetrachloroethylene 70.41
    eugenol 69.41
    triacetin 50.68
    span 80 67.86
    1,4-butanediol 42.42
    1,1-dichloroethane 69.3
    2-methyl-1-pentanol 65.66
    methyl formate 60.72
    2-methyl-1-butanol 105.0
    n-decane 0.99
    butyronitrile 80.77
    3,7-dimethyl-1-octanol 29.88
    1-chlorooctane 7.64
    1-chlorotetradecane 2.3
    n-nonane 0.8
    undecane 0.64
    tert-butylcyclohexane 2.39
    cyclooctane 1.63
    cyclopentanol 125.29
    tetrahydropyran 384.9
    tert-amyl methyl ether 54.97
    2,5,8-trioxanonane 141.13
    1-hexene 11.36
    2-isopropoxyethanol 105.3
    2,2,2-trifluoroethanol 17.11
    methyl butyrate 51.22

    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