beta-Gurjunene

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  • Identifiers

    CAS number
    73464-47-8

    Molecular formula
    C15H24

    SMILES
    C[C@@H]1CC[C@@H]2[C@@H](C2(C)C)[C@H]3[C@@H]1CCC3=C

    Retention indicies (RI)

    • DB5: 1431.71
    • Carbowax: 1677.0

  • Odor profile

    Woody 81.16%
    Herbal 53.58%
    Spicy 47.46%
    Fresh 43.25%
    Sweet 42.04%
    Balsamic 37.78%
    Green 37.11%
    Cedar 37.1%
    Dry 36.74%
    Pine 36.17%

    Scent© AI

  • Properties

    XLogP3-AA
    4.7

    Molecular weight
    204.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    275°C

    Flash point est.
    69.04 ˚C

  • Synonyms

    • beta-Gurjunene
    • 73464-47-8
    • U3RZ4VEY86
    • (1aR,4R,4aR,7aR,7bR)-1,1,4-trimethyl-7-methylidene-2,3,4,4a,5,6,7a,7b-octahydro-1aH-cyclopropa[e]azulene
    • UNII-U3RZ4VEY86
    • CHEBI:80940
    • .beta.-Gurjunene
    • (1aR-(1aalpha,4alpha,4abeta,7abeta,7balpha))-Decahydro-1,1,4-trimethyl-7-methylene-1H-cycloprop(e)azulene
    • 1H-Cycloprop(e)azulene, decahydro-1,1,4-trimethyl-7-methylene-, (1aR-(1aalpha,4alpha,4abeta,7abeta,7balpha))-
    • (1aR,4R,4aR,7aR,7bR)-1,1,4-trimethyl-7-methylidenedecahydro-1H-cyclopropa[e]azulene
    • (1AR,4R,4AR,7AR,7BR)-DECAHYDRO-1,1,4-TRIMETHYL-7-METHYLENE-1H-CYCLOPROP(E)AZULENE
    • 1H-CYCLOPROP(E)AZULENE, DECAHYDRO-1,1,4-TRIMETHYL-7-METHYLENE-, (1AR,4R,4AR,7AR,7BR)-
    • b-Gurjunene
    • (1aR,4R,4aR,7aR,7bR)-1,1,4-trimethyl-7-methylidenedecahydro-1H-cyclopropa(e)azulene
    • (1aR,4R,4aR,7aR,7bR)-1,1,4-trimethyl-7-methylidene-2,3,4,4a,5,6,7a,7b-octahydro-1aH-cyclopropa(e)azulene
    • DTXSID40994212
    • C17120
    • Q27154913
    • 1,1,4-Trimethyl-7-methylidenedecahydro-1H-cyclopropa[e]azulene

  • Applications

    Beta-Gurjunene (CAS 73464-47-8) is used primarily in fragrance and personal care as a woody‑balsamic, slightly spicy sesquiterpene note that adds depth and longevity, reinforcing oriental/chypre/amber accords in fine fragrances, soaps, detergents, and air‑care; in essential‑oil technology it serves as a natural marker of certain resins and hardwood oils (e.g., gurjun balsam) and is employed as a GC/GC‑MS reference standard for authentication, quality control, and adulteration screening; in research it is investigated for potential antimicrobial, antioxidant, anti‑inflammatory, and insect‑repellent activities at preclinical in vitro/in vivo levels, and as a biogenic starting point for designing new sesquiterpene derivatives; additionally, its hydrophobicity and high boiling point enable microencapsulation/controlled‑release in fragrance delivery and support “natural‑origin” clean‑label concepts, while also serving as a chemotaxonomic and metabolomics marker in analytical studies.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 422.4
    methanol 197.62
    isopropanol 620.3
    water 0.3
    ethyl acetate 721.38
    n-propanol 536.92
    acetone 877.93
    n-butanol 575.29
    acetonitrile 395.73
    DMF 645.95
    toluene 810.51
    isobutanol 497.37
    1,4-dioxane 1452.03
    methyl acetate 588.98
    THF 2945.45
    2-butanone 824.31
    n-pentanol 296.44
    sec-butanol 470.72
    n-hexane 122.76
    ethylene glycol 54.63
    NMP 415.56
    cyclohexane 308.54
    DMSO 371.7
    n-butyl acetate 767.9
    n-octanol 311.5
    chloroform 1255.95
    n-propyl acetate 423.2
    acetic acid 169.56
    dichloromethane 997.43
    cyclohexanone 1076.26
    propylene glycol 120.57
    isopropyl acetate 686.81
    DMAc 463.29
    2-ethoxyethanol 342.53
    isopentanol 550.11
    n-heptane 184.52
    ethyl formate 377.56
    1,2-dichloroethane 723.15
    n-hexanol 629.42
    2-methoxyethanol 572.74
    isobutyl acetate 412.07
    tetrachloromethane 297.5
    n-pentyl acetate 438.36
    transcutol 918.33
    n-heptanol 304.97
    ethylbenzene 337.44
    MIBK 657.77
    2-propoxyethanol 749.13
    tert-butanol 689.26
    MTBE 970.0
    2-butoxyethanol 431.91
    propionic acid 238.98
    o-xylene 392.83
    formic acid 29.61
    diethyl ether 914.59
    m-xylene 533.65
    p-xylene 417.0
    chlorobenzene 624.67
    dimethyl carbonate 257.55
    n-octane 80.37
    formamide 64.85
    cyclopentanone 1409.68
    2-pentanone 818.32
    anisole 539.25
    cyclopentyl methyl ether 1023.34
    gamma-butyrolactone 1078.03
    1-methoxy-2-propanol 607.17
    pyridine 1009.56
    3-pentanone 566.16
    furfural 656.48
    n-dodecane 63.21
    diethylene glycol 365.44
    diisopropyl ether 396.83
    tert-amyl alcohol 446.77
    acetylacetone 853.49
    n-hexadecane 74.36
    acetophenone 414.78
    methyl propionate 518.52
    isopentyl acetate 826.84
    trichloroethylene 1028.19
    n-nonanol 283.46
    cyclohexanol 539.14
    benzyl alcohol 352.92
    2-ethylhexanol 379.71
    isooctanol 263.16
    dipropyl ether 628.19
    1,2-dichlorobenzene 480.51
    ethyl lactate 196.49
    propylene carbonate 584.56
    n-methylformamide 254.79
    2-pentanol 442.72
    n-pentane 174.19
    1-propoxy-2-propanol 651.16
    1-methoxy-2-propyl acetate 795.64
    2-(2-methoxypropoxy) propanol 370.04
    mesitylene 365.76
    ε-caprolactone 801.93
    p-cymene 305.87
    epichlorohydrin 1194.8
    1,1,1-trichloroethane 788.1
    2-aminoethanol 142.05
    morpholine-4-carbaldehyde 663.45
    sulfolane 737.95
    2,2,4-trimethylpentane 83.67
    2-methyltetrahydrofuran 1475.57
    n-hexyl acetate 613.18
    isooctane 107.98
    2-(2-butoxyethoxy)ethanol 506.02
    sec-butyl acetate 373.62
    tert-butyl acetate 711.07
    decalin 117.34
    glycerin 129.66
    diglyme 916.65
    acrylic acid 164.14
    isopropyl myristate 294.29
    n-butyric acid 469.28
    acetyl acetate 449.83
    di(2-ethylhexyl) phthalate 216.92
    ethyl propionate 406.63
    nitromethane 339.04
    1,2-diethoxyethane 628.67
    benzonitrile 502.07
    trioctyl phosphate 190.49
    1-bromopropane 681.75
    gamma-valerolactone 1207.15
    n-decanol 218.78
    triethyl phosphate 235.79
    4-methyl-2-pentanol 346.4
    propionitrile 536.68
    vinylene carbonate 500.93
    1,1,2-trichlorotrifluoroethane 441.08
    DMS 396.57
    cumene 240.51
    2-octanol 228.76
    2-hexanone 473.94
    octyl acetate 326.21
    limonene 378.92
    1,2-dimethoxyethane 836.94
    ethyl orthosilicate 236.68
    tributyl phosphate 215.82
    diacetone alcohol 524.15
    N,N-dimethylaniline 309.3
    acrylonitrile 467.17
    aniline 519.03
    1,3-propanediol 302.7
    bromobenzene 730.66
    dibromomethane 807.75
    1,1,2,2-tetrachloroethane 827.68
    2-methyl-cyclohexyl acetate 412.75
    tetrabutyl urea 244.93
    diisobutyl methanol 314.43
    2-phenylethanol 498.83
    styrene 381.33
    dioctyl adipate 305.08
    dimethyl sulfate 257.85
    ethyl butyrate 534.97
    methyl lactate 211.39
    butyl lactate 294.64
    diethyl carbonate 328.59
    propanediol butyl ether 335.53
    triethyl orthoformate 391.49
    p-tert-butyltoluene 322.99
    methyl 4-tert-butylbenzoate 392.75
    morpholine 1293.59
    tert-butylamine 481.17
    n-dodecanol 173.08
    dimethoxymethane 801.62
    ethylene carbonate 502.17
    cyrene 299.26
    2-ethoxyethyl acetate 528.55
    2-ethylhexyl acetate 625.74
    1,2,4-trichlorobenzene 501.43
    4-methylpyridine 992.44
    dibutyl ether 463.59
    2,6-dimethyl-4-heptanol 314.43
    DEF 558.61
    dimethyl isosorbide 649.87
    tetrachloroethylene 525.0
    eugenol 309.1
    triacetin 426.5
    span 80 337.72
    1,4-butanediol 120.07
    1,1-dichloroethane 839.76
    2-methyl-1-pentanol 278.2
    methyl formate 228.96
    2-methyl-1-butanol 428.41
    n-decane 104.82
    butyronitrile 657.9
    3,7-dimethyl-1-octanol 338.91
    1-chlorooctane 281.57
    1-chlorotetradecane 122.68
    n-nonane 104.79
    undecane 80.38
    tert-butylcyclohexane 112.92
    cyclooctane 135.37
    cyclopentanol 593.53
    tetrahydropyran 1658.41
    tert-amyl methyl ether 506.29
    2,5,8-trioxanonane 556.48
    1-hexene 296.22
    2-isopropoxyethanol 313.31
    2,2,2-trifluoroethanol 81.89
    methyl butyrate 495.02

    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
Calamus (Italy) root 8015-79-0 Acorus calamus L., fam. Araceae 6.74%
Ginseng Panax ginseng C.A. Meyer (P. quinquefolium L.), fam. Araliaceae 2.0%
Spikenard 1 8022-22-8 Nardostachys jatamansi (Roxb.) DC., fam. Valerianaceae 65.0%
Spikenard 2 8022-22-8 Nardostachys jatamansi (Roxb.) DC., fam. Valerianaceae 29.8%
Chervil (France) 8000-44-0 Anthriscus cerefolium (L.) Hoffm. (Cerefolium sativum Lam.), fam. Apiaceae 0.1%
Pistacia khinjuk (Egypt) leaf Pistacia khinjuk Stocks, fam. Anacardiaceae 0.01%
Pistacia lentiscus (Egypt) leaf 90082-83-0 Pistacia lentiscus L., fam. Anacardiaceae 0.4%
Thyme (Italy) 1 8007-46-3 Thymus vulgaris L., fam. Lamiaceae (Labiatae) 0.03%
Lepechinia urbanii Lepechinia urbanii (Briq.) Epling, fam. Lamiaceae (Labiatae) 0.2%
Santolina chamaecyparisus (Spain) 84961-58-0 Santolina chamaecyparisus L., ssp. squarrosa DC., fam. Asteraceae 0.1%
Rosemary (Italy) 4 8000-25-7 Rosmarinus officinalis L., fam. Lamiaceae (Labiatae) 0.14%
Rosemary (Italy) 3 8000-25-7 Rosmarinus officinalis L., fam. Lamiaceae (Labiatae) 0.38%
Geranium (China, Yunnan) 6 8000-46-2 Pelargonium graveolens L'Herit. ex Aiton, fam. Geraniaceae 0.4%
Patchouli (Indonesia) 2 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 0.04%
Savory, winter (Italy) 3 90106-57-3 Satureja montana L., fam. Lamiaceae (Labiatae) 0.15%
Santolina neapolitana (Italy) Santolina neapolitana Jordan et Fourr., fam. Asteraceae (Compositae) 0.4%
Peppermint (Italy) 10a 8006-90-4 Mentha piperita L., fam. Lamiaceae (Labiatae) 0.15%
Peppermint (Italy) 10b 8006-90-4 Mentha piperita L., fam. Lamiaceae (Labiatae) 0.2%
Valerian, herb (China) 8008-88-6 Valeriana officinalis L., fam. Valerianaceae 0.34%
Chloranthus spicatus flower head space Chloranthus spicatus (Thunb.) Makino, fam. Chloranthaceae 0.32%
Acorus gramineus (China) Acorus gramineus Soland., fam. Araceae 0.41%
Eucalyptus globulus (Portugal) 1 8016-26-0 Eucalyptus globulus Labill., fam. Myrtaceae 0.2%
Litchi pulp (China) Lichi sinensis Sonn., fam. Sapindaceae 2.01%
Rosemary (Egypt) 1 8000-27-5 Rosmarinus officinalis L., fam. Lamiaceae (Labiatae) 0.05%
Basil (Italy) 3 CO2-extract 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.12%
Satureja wiedemanniana Satureja wiedemanniana (Lallem.) Velen, fam. Lamiaceae (Labiatae) 0.4%
Phoebe 2 Phoebe porsa Mez. (syn. Oreodaphne prosa Nees & Mart.), fam. Lauraceae 0.33%
Ageratum houstonianum (India) Ageratum houstonianum Mill., fam. Asteraceae (Compositae) 2.15%
Myrica cerifera leaf (Cuba) Myrica cerifera L., fam. Myricaceae 4.44%
Rhubarb root Rheum palmatum L., fam. Polygonaceae 0.01%
Minthostachys spicata Minthostachys spicata (Benth.) Epl., fam Lamiaceae (Labiatae) 0.4%
Vitex agnus-castus leaf (Italy) Vitex agnus-castus L., fam. Verbenaceae 0.3%
Vitex agnus-castus inflorescence (Italy) Vitex agnus-castus L., fam. Verbenaceae 0.2%
Leptospermum javanicum (Malaysia) Leptospermum javanicum Blume, fam. Myrtaceae 0.03%
Ginger (China) 7 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.58%
Clary sage (Spain) 8016-63-5 Salvia sclarea L., fam. Lamiaceae (Labiatae) 0.14%
Tea Tree (Australia) 9 68647-73-4 Melaleuca alternifolia (Maiden et Betche) Cheel, fam. Myrtaceae 0.01%
Calamus (China) 1c root 8015-79-0 Acorus calamus L., fam. Araceae 7.66%
Calamus (China) 1b rhizome 8015-79-0 Acorus calamus L., fam. Araceae 0.31%
Santolina chamaecyparisus 84961-58-0 Santolina chamaecyparisus L., fam. Asteraceae (Compositae) 0.86%
Clementine (Italy) 3a Citrus clementina Hort. ex Tan., cultivar Oroval, fam. Rutaceae 0.02%
Clementine (Italy) 3b Citrus clementina Hort. ex Tan., cultivar Monreal, fam. Rutaceae 0.01%
Clementine (Italy) 3c Citrus clementina Hort. ex Tan., cultivar Comune, fam. Rutaceae 0.03%
Eremocharis triradiata Eremocharis triradiata (Wolff.) Johnston, fam. Apiaceae (Umbelliferae) 0.1%
Stevia achalensis Stevia achalensis Hieronymus, fam. Asteraceae (Compositae) 0.3%
Hoslundia opposita Hoslundia opposita Vahl., fam. Lamiaceae (Labiatae) 1.8%
Thyme (Cameroon) 8007-46-3 Thymus vulgaris L., fam. Lamiaceae (Labiatae) 0.1%
Piper capense (Cameroon) 1a Piper capense L., fam. Piperaceae 0.05%
Piper guineense (Cameroon) 1a Piper guineense Schum. et Thom., fam. Piperaceae 0.1%
Ocimum gratissimum (Bangladesh) 1b Ocimum gratissimum L., var. clocimum, fam. Lamiaceae (Labiatae) 0.1%