(1aR,4R,4aS,7R,7aS,7bS)-1,1,4,7-tetramethyl-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulen-4-ol

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  • Identifiers

    CAS number
    577-27-5

    Molecular formula
    C15H26O

    SMILES
    C[C@@H]1CC[C@H]2[C@@H]1[C@H]3[C@H](C3(C)C)CC[C@@]2(C)O

    Retention indicies (RI)

    • DB5: 1623.0
    • Carbowax: 2052.43

  • Odor profile

    Woody 74.61%
    Herbal 66.98%
    Sweet 63.98%
    Fruity 59.44%
    Spicy 52.78%
    Earthy 52.63%
    Balsamic 50.26%
    Mint 47.84%
    Green 47.15%
    Camphoreous 46.2%

    Scent© AI

  • Properties

    XLogP3-AA
    3.7

    Molecular weight
    222.37 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    303°C

    Flash point est.
    94.82 ˚C

  • Synonyms

    • Ledol
    • 577-27-5
    • ledum camphor
    • (1aR,4R,4aS,7R,7aS,7bS)-1,1,4,7-tetramethyl-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulen-4-ol
    • Porschcampho
    • CHEBI:6401
    • SCHEMBL2196676
    • CHEMBL4525000
    • DTXSID40877915
    • DA-54843
    • C09698
    • G78427
    • Q19291552

  • Applications

    A stereodefined bicyclic sesquiterpene alcohol, (1aR,4R,4aS,7R,7aS,7bS)-1,1,4,7-tetramethyl-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulen-4-ol (CAS 577-27-5) occurs at trace levels in certain essential oils and is used mainly in fragrance, analytical, and research contexts. In perfumery it imparts woody–warm–balsamic, slightly herbal facets, serving as a fixative that enhances longevity in fine fragrances, personal care, candles, and scented cleaners; it is also employed at very low dosages to nuance woody/spicy flavor profiles. Analytically, it functions as a reference/marker in GC–MS and GC×GC profiling of essential oils, supporting quality control and adulteration detection, as well as chemotaxonomic studies. In research, its rigid sesquiterpene framework and chirality make it a useful scaffold for asymmetric synthesis, a semisynthetic precursor, and a model in preliminary evaluations of bioactivity (antimicrobial, insect-related, antioxidant); technologically, it is explored in microencapsulation/inclusion complexes for controlled fragrance release. Practical use requires validation of stability, formulation compatibility, and safety according to applicable regulations.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 335.89
    methanol 248.05
    isopropanol 435.04
    water 1.08
    ethyl acetate 321.23
    n-propanol 350.14
    acetone 531.11
    n-butanol 317.06
    acetonitrile 309.82
    DMF 503.84
    toluene 300.45
    isobutanol 282.09
    1,4-dioxane 765.5
    methyl acetate 326.21
    THF 1606.29
    2-butanone 422.14
    n-pentanol 160.12
    sec-butanol 257.71
    n-hexane 31.93
    ethylene glycol 71.8
    NMP 310.94
    cyclohexane 84.7
    DMSO 337.58
    n-butyl acetate 281.17
    n-octanol 149.66
    chloroform 774.42
    n-propyl acetate 196.39
    acetic acid 151.7
    dichloromethane 561.26
    cyclohexanone 564.82
    propylene glycol 136.36
    isopropyl acetate 292.98
    DMAc 310.52
    2-ethoxyethanol 221.51
    isopentanol 272.41
    n-heptane 46.14
    ethyl formate 218.59
    1,2-dichloroethane 334.73
    n-hexanol 287.54
    2-methoxyethanol 409.17
    isobutyl acetate 188.66
    tetrachloromethane 145.28
    n-pentyl acetate 205.16
    transcutol 449.87
    n-heptanol 157.62
    ethylbenzene 140.96
    MIBK 291.35
    2-propoxyethanol 434.81
    tert-butanol 395.42
    MTBE 424.96
    2-butoxyethanol 258.29
    propionic acid 177.07
    o-xylene 170.41
    formic acid 46.0
    diethyl ether 385.3
    m-xylene 212.74
    p-xylene 187.25
    chlorobenzene 268.17
    dimethyl carbonate 154.24
    n-octane 22.36
    formamide 80.94
    cyclopentanone 791.68
    2-pentanone 382.39
    anisole 241.83
    cyclopentyl methyl ether 448.0
    gamma-butyrolactone 670.16
    1-methoxy-2-propanol 403.36
    pyridine 481.04
    3-pentanone 258.15
    furfural 410.81
    n-dodecane 19.97
    diethylene glycol 272.33
    diisopropyl ether 145.99
    tert-amyl alcohol 234.46
    acetylacetone 407.42
    n-hexadecane 23.45
    acetophenone 208.7
    methyl propionate 268.98
    isopentyl acetate 299.69
    trichloroethylene 539.81
    n-nonanol 134.28
    cyclohexanol 278.15
    benzyl alcohol 184.0
    2-ethylhexanol 155.07
    isooctanol 132.39
    dipropyl ether 207.09
    1,2-dichlorobenzene 217.61
    ethyl lactate 124.42
    propylene carbonate 330.99
    n-methylformamide 227.79
    2-pentanol 224.16
    n-pentane 47.75
    1-propoxy-2-propanol 311.84
    1-methoxy-2-propyl acetate 343.3
    2-(2-methoxypropoxy) propanol 207.81
    mesitylene 143.94
    ε-caprolactone 414.71
    p-cymene 117.03
    epichlorohydrin 657.19
    1,1,1-trichloroethane 365.04
    2-aminoethanol 155.26
    morpholine-4-carbaldehyde 419.53
    sulfolane 544.12
    2,2,4-trimethylpentane 27.88
    2-methyltetrahydrofuran 661.06
    n-hexyl acetate 285.18
    isooctane 33.38
    2-(2-butoxyethoxy)ethanol 266.92
    sec-butyl acetate 167.38
    tert-butyl acetate 312.74
    decalin 39.33
    glycerin 153.56
    diglyme 471.08
    acrylic acid 149.42
    isopropyl myristate 128.23
    n-butyric acid 268.13
    acetyl acetate 221.98
    di(2-ethylhexyl) phthalate 123.19
    ethyl propionate 183.85
    nitromethane 309.13
    1,2-diethoxyethane 236.17
    benzonitrile 256.54
    trioctyl phosphate 104.2
    1-bromopropane 281.89
    gamma-valerolactone 749.55
    n-decanol 102.2
    triethyl phosphate 108.07
    4-methyl-2-pentanol 165.34
    propionitrile 337.9
    vinylene carbonate 308.32
    1,1,2-trichlorotrifluoroethane 327.26
    DMS 196.67
    cumene 103.97
    2-octanol 116.12
    2-hexanone 209.71
    octyl acetate 153.25
    limonene 144.69
    1,2-dimethoxyethane 419.75
    ethyl orthosilicate 105.32
    tributyl phosphate 105.28
    diacetone alcohol 283.26
    N,N-dimethylaniline 158.59
    acrylonitrile 323.37
    aniline 244.42
    1,3-propanediol 239.05
    bromobenzene 289.75
    dibromomethane 407.94
    1,1,2,2-tetrachloroethane 451.8
    2-methyl-cyclohexyl acetate 198.51
    tetrabutyl urea 127.73
    diisobutyl methanol 124.32
    2-phenylethanol 249.9
    styrene 152.89
    dioctyl adipate 148.11
    dimethyl sulfate 181.94
    ethyl butyrate 198.67
    methyl lactate 160.48
    butyl lactate 171.6
    diethyl carbonate 139.11
    propanediol butyl ether 221.66
    triethyl orthoformate 157.73
    p-tert-butyltoluene 123.85
    methyl 4-tert-butylbenzoate 213.25
    morpholine 684.09
    tert-butylamine 264.36
    n-dodecanol 80.67
    dimethoxymethane 476.59
    ethylene carbonate 281.42
    cyrene 200.93
    2-ethoxyethyl acetate 257.28
    2-ethylhexyl acetate 231.44
    1,2,4-trichlorobenzene 247.26
    4-methylpyridine 437.46
    dibutyl ether 163.94
    2,6-dimethyl-4-heptanol 124.32
    DEF 261.17
    dimethyl isosorbide 353.96
    tetrachloroethylene 295.9
    eugenol 187.49
    triacetin 229.17
    span 80 201.05
    1,4-butanediol 99.1
    1,1-dichloroethane 408.15
    2-methyl-1-pentanol 138.65
    methyl formate 201.12
    2-methyl-1-butanol 217.22
    n-decane 34.28
    butyronitrile 345.93
    3,7-dimethyl-1-octanol 150.2
    1-chlorooctane 109.47
    1-chlorotetradecane 45.48
    n-nonane 31.94
    undecane 25.61
    tert-butylcyclohexane 39.1
    cyclooctane 34.0
    cyclopentanol 343.49
    tetrahydropyran 730.05
    tert-amyl methyl ether 222.78
    2,5,8-trioxanonane 297.58
    1-hexene 101.07
    2-isopropoxyethanol 189.3
    2,2,2-trifluoroethanol 84.04
    methyl butyrate 217.54

    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

Botanical

Name CAS Botanical Proportion
Aristolochia asclepiadifolia root Aristolochia asclepiadifolia, fam. Aristolochiaceae 8.3%
Eucalyptus globulus (Morocco) 1 8016-26-0 Eucalyptus globulus Labill., fam. Myrtaceae 1.9%
Homalomena aromatica rhizome (Vietnam) Homalomena aromatica Schott. (Calla aromatica), fam. Araceae 0.2%
Hyssop (Himalaya) 8006-83-5 Hyssopus officinalis L., fam. Lamiaceae (Labiatae) 0.44%
Peppermint (Greece) 2 8006-90-4 Mentha piperita L., fam. Lamiaceae (Labiatae) 0.1%
Santolina canescens Santolina rosmarinifolia (L.) ssp. canescens (Lag.) Nyman, fam. Asteraceae 0.7%
Santolina pectina Santolina pectina Lag., fam. Asteraceae (Compositae) 3.9%
Santolina rosmarinifolia Santolina rosmarinifolia L.ssp.rosmarinifolia, fam.Asteraceae (Compositae) 1.6%
Guava leaf 1 91770-12-6 Psidium guajava L., fam. Myrtaceae 1.9%
Micromyrtus striata Micromyrtus striata J.W. Green (M. ciliata (Sm) Druce), fam. Myrtaceae 2.1%
Vitex agnus-castus leaf (Finland) Vitex agnus-castus L., fam. Verbenaceae 0.2%
Baccharis genistelloides Baccharis genistelloides Pers. (Carqueja), fam. Asteraceae (Compositae) 1.04%
Clove leaf (Indonesia) 1 8000-34-8 Eugenia caryophyllus (Spreng.) Bullock & Harrison, fam. Myrtaceae 0.01%
Tea Tree (Australia) 7 68647-73-4 Melaleuca alternifolia (Maiden et Betche) Cheel, fam. Myrtaceae 0.01%
Niaouli (Madagascar) 1 Melaleuca quinquenervia (Cav.) S.T. Blake, fam. Myrtaceae 2.55%
Niaouli (Madagascar) 2 Melaleuca quinquenervia (Cav.) S.T. Blake, fam. Myrtaceae 4.44%
Eucalyptus globulus (Morocco) 2 8016-26-0 Eucalyptus globulus Labill., fam. Myrtaceae 0.2%
Eucalyptus dealbata (Morocco) Eucalyptus dealbata A. Cunn. ex Schau, fam. Myrtaceae 0.8%
Idiospermum australiense Idiospermum australiense (Diels) S.T. Blake, fam. Idiospermaceae 0.4%
Eucalyptus camaldulensis (Morocco) 3 Eucalyptus camaldulensis Dehn., fam. Myrtaceae 0.34%
Eucalyptus camaldulensis (Morocco) 1 Eucalyptus camaldulensis Dehn., fam. Myrtaceae 1.14%
Hyssop (Finland) 1 8006-83-5 Hyssopus officinalis L., fam. Lamiaceae (Labiatae) 0.35%
Hyssop (Finland) 2 8006-83-5 Hyssopus officinalis L., fam. Lamiaceae (Labiatae) 0.45%
Hyssop (Finland) 3 8006-83-5 Hyssopus officinalis L., fam. Lamiaceae (Labiatae) 0.35%
Hyssop (Finland) 4 8006-83-5 Hyssopus officinalis L., fam. Lamiaceae (Labiatae) 0.4%
Niaouli (Madagascar) 3 Melaleuca quinquenervia (Cav.) S.T. Blake, fam. Myrtaceae 2.39%
Sage, dalmatian (Bulgaria) 8022-56-8 Salvia officinalis L., fam. Lamiaceae (Labiatae) 0.3%
Cajuput (China) 8008-98-8 Melaleuca cajuputi Powell, var. cajuputi, fam. Myrtaceae 0.98%
Vassoura (Uruguay) Baccharis dracunculifolia DC., fam. Asteraceae (Compositae) 0.65%
Abies faxoniana (China) Abies faxoniana Rehd. et Wils., fam. Pinaceae 1.98%
Abies nephrolepsis (China) Abies nephrolepsis (Trautr.) Maxim., fam. Pinaceae 0.1%
Eucalyptus globulus (China) 2 fruit 8016-26-0 Eucalyptus globulus Labill., fam. Myrtaceae 1.61%
Cinnamomum parthenoxylum (China) 1b Cinnamomum parthenoxylum (Jack) Nees, fam. Lauraceae 0.13%
Cinnamomum septentrionale (China) Cinnamomum septentrionale Hand.-Mazz., fam Lauraceae 0.51%
Cajuput (China) 8008-98-8 Melaleuca cajuputi Powell, var. cajuputi, fam. Myrtaceae 8.19%
Pimento (Allspice) (Jamaica) 3 8006-77-7 Pimenta dioica (L.) Merr. (P. officinalis Lindl.), fam. Myrtaceae 0.1%
Eucalyptus globulus (Algeria) 1 8016-26-0 Eucalyptus globulus Labill., fam. Myrtaceae 0.01%
Eucalyptus globulus (Portugal) 1 8016-26-0 Eucalyptus globulus Labill., fam. Myrtaceae 0.01%
Neocinnamomum delavayi Neocinnamomum delavayi (L. Lec.) Liou, fam. Lauraceae 0.11%
Lepechinia floribunda Lepechinia floribunda (Benth.) Epl. (Salvia morada), fam. Lamiaceae 2.29%
Phoebe 1 Phoebe porosa Mez. (syn. Oreodaphne porosa Nees et Mart.), fam. Lauraceae 1.1%
Zingiber zerumbet (Vietnam) 2a stem Zingiber zerumbet (L.) Sm., fam. Zingiberaceae 0.5%
Zingiber zerumbet (Vietnam) 2b leaf Zingiber zerumbet (L.) Sm., fam. Zingiberaceae 0.7%
Vassoura (Brazil) 3 Baccharis dracunculifolia DC., fam. Asteraceae (Compositae) 0.7%
Lavender (Italy) 1b 8000-28-0 Lavandula angustifolia Mill. (L. officinalis Chaix), fam. Lamiaceae 0.56%
Vitex agnus-castus leaf (Italy) Vitex agnus-castus L., fam. Verbenaceae 0.6%
Vitex agnus-castus fruit (Italy) Vitex agnus-castus L., fam. Verbenaceae 0.8%
Vitex agnus-castus inflorescence (Italy) Vitex agnus-castus L., fam. Verbenaceae 0.5%
Cangerana (Brazil) Cabralea cangerana Sald. (C. glaberrima A. Juss.), fam. Meliaceae 0.2%
Sudachi peel (Japan) Citrus sudachi Hort. ex Shirai, fam. Rutaceae 0.01%