Cyperene

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  • Identifiers

    CAS number
    2387-78-2

    Molecular formula
    C15H24

    SMILES
    C[C@@H]1CC[C@@H]2CC3=C(CC[C@]13C2(C)C)C

    Retention indicies (RI)

    • DB5: 1397.67
    • Carbowax: 1535.0

  • Odor profile

    Woody 90.54%
    Dry 54.37%
    Amber 52.72%
    Cedar 41.82%
    Sweet 40.71%
    Spicy 40.15%
    Sandalwood 37.07%
    Balsamic 35.72%
    Vetiver 34.43%
    Musk 33.65%

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  • Properties

    XLogP3-AA
    4.3

    pKa est.
    10.16 (weak base)

    Molecular weight
    204.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    278°C

    Flash point est.
    104.7 ˚C

  • Synonyms

    • Cyperene
    • (-)-cyperene
    • 2387-78-2
    • NSC 241249
    • (1R,7R,10R)-4,10,11,11-tetramethyltricyclo[5.3.1.01,5]undec-4-ene
    • 3H-3a,7-Methanoazulene, 2,4,5,6,7,8-hexahydro-1,4,9,9-tetramethyl-, (3aR-(3aalpha,4beta,7alpha))-
    • 4,10,11,11-tetramethyltricyclo(5.3.1.01,5)undec-4-ene
    • 4,10,11,11-tetramethyltricyclo[5.3.1.01,5]undec-4-ene
    • CHEBI:232787
    • DTXSID501037156
    • LMPR0103450002
    • 3H-3abeta,7-Methanoazulene, 2,4,5,6,7alpha,8-hexahydro-1,4alpha,9,9-tetramethyl-, (-)-
    • 851-129-1

  • Applications

    Cyperene (CAS 2387-78-2) is a natural sesquiterpene hydrocarbon found in Cyperus essential oils and other aromatic plants; in practice it is used mainly as a fragrance ingredient imparting warm woody–earthy nuances, adding depth and mild substantivity in fine fragrances, body care, and home scent products (candles, diffusers) with a natural profile; in flavors it occurs as a natural constituent of essential oils used to build earthy–smoky, spicy notes in beverages, confectionery, and savory snacks (subject to regional regulations); it is also employed in R&D as a GC/GC–MS reference standard for profiling and quantifying essential oils, chemotaxonomic fingerprinting, and botanical raw‑material quality control; preclinical studies explore antimicrobial, antioxidant, and anti‑inflammatory activities and its value as a scaffold/lead for synthesizing new bioactives and aroma materials, as well as a volatile ecological marker, while any direct therapeutic use requires further evidence and approval.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 137.71
    methanol 143.53
    isopropanol 130.67
    water 1.59
    ethyl acetate 367.4
    n-propanol 159.16
    acetone 412.7
    n-butanol 163.49
    acetonitrile 279.23
    DMF 464.11
    toluene 551.34
    isobutanol 128.01
    1,4-dioxane 768.28
    methyl acetate 306.05
    THF 1235.76
    2-butanone 330.96
    n-pentanol 90.93
    sec-butanol 102.49
    n-hexane 54.73
    ethylene glycol 34.55
    NMP 411.39
    cyclohexane 132.9
    DMSO 209.94
    n-butyl acetate 387.21
    n-octanol 114.45
    chloroform 850.72
    n-propyl acetate 211.91
    acetic acid 109.6
    dichloromethane 763.38
    cyclohexanone 622.86
    propylene glycol 36.74
    isopropyl acetate 335.02
    DMAc 308.3
    2-ethoxyethanol 146.3
    isopentanol 151.29
    n-heptane 74.02
    ethyl formate 199.56
    1,2-dichloroethane 553.84
    n-hexanol 213.3
    2-methoxyethanol 259.11
    isobutyl acetate 205.67
    tetrachloromethane 272.28
    n-pentyl acetate 244.24
    transcutol 408.47
    n-heptanol 140.89
    ethylbenzene 235.31
    MIBK 292.17
    2-propoxyethanol 370.72
    tert-butanol 161.23
    MTBE 279.63
    2-butoxyethanol 232.57
    propionic acid 125.58
    o-xylene 303.29
    formic acid 37.72
    diethyl ether 377.91
    m-xylene 402.88
    p-xylene 297.06
    chlorobenzene 468.01
    dimethyl carbonate 220.73
    n-octane 36.01
    formamide 77.23
    cyclopentanone 816.25
    2-pentanone 346.57
    anisole 381.7
    cyclopentyl methyl ether 570.44
    gamma-butyrolactone 721.92
    1-methoxy-2-propanol 242.77
    pyridine 606.62
    3-pentanone 313.78
    furfural 533.21
    n-dodecane 24.46
    diethylene glycol 199.76
    diisopropyl ether 188.77
    tert-amyl alcohol 118.67
    acetylacetone 495.35
    n-hexadecane 29.76
    acetophenone 286.9
    methyl propionate 303.59
    isopentyl acetate 386.5
    trichloroethylene 824.05
    n-nonanol 115.82
    cyclohexanol 201.2
    benzyl alcohol 184.21
    2-ethylhexanol 168.98
    isooctanol 125.89
    dipropyl ether 321.29
    1,2-dichlorobenzene 444.57
    ethyl lactate 109.78
    propylene carbonate 371.36
    n-methylformamide 201.33
    2-pentanol 120.42
    n-pentane 67.03
    1-propoxy-2-propanol 271.62
    1-methoxy-2-propyl acetate 440.46
    2-(2-methoxypropoxy) propanol 198.14
    mesitylene 292.48
    ε-caprolactone 471.53
    p-cymene 199.0
    epichlorohydrin 743.98
    1,1,1-trichloroethane 593.77
    2-aminoethanol 63.96
    morpholine-4-carbaldehyde 535.85
    sulfolane 568.53
    2,2,4-trimethylpentane 38.56
    2-methyltetrahydrofuran 592.81
    n-hexyl acetate 281.8
    isooctane 47.82
    2-(2-butoxyethoxy)ethanol 237.1
    sec-butyl acetate 193.09
    tert-butyl acetate 387.91
    decalin 74.98
    glycerin 63.89
    diglyme 524.92
    acrylic acid 108.57
    isopropyl myristate 162.38
    n-butyric acid 215.07
    acetyl acetate 306.91
    di(2-ethylhexyl) phthalate 125.17
    ethyl propionate 248.66
    nitromethane 290.15
    1,2-diethoxyethane 310.01
    benzonitrile 340.64
    trioctyl phosphate 101.94
    1-bromopropane 348.4
    gamma-valerolactone 813.17
    n-decanol 87.1
    triethyl phosphate 164.39
    4-methyl-2-pentanol 111.3
    propionitrile 304.64
    vinylene carbonate 369.03
    1,1,2-trichlorotrifluoroethane 288.79
    DMS 324.66
    cumene 172.61
    2-octanol 97.67
    2-hexanone 209.39
    octyl acetate 169.04
    limonene 231.27
    1,2-dimethoxyethane 378.91
    ethyl orthosilicate 164.32
    tributyl phosphate 118.93
    diacetone alcohol 247.23
    N,N-dimethylaniline 245.72
    acrylonitrile 340.98
    aniline 323.48
    1,3-propanediol 124.1
    bromobenzene 581.41
    dibromomethane 512.74
    1,1,2,2-tetrachloroethane 584.36
    2-methyl-cyclohexyl acetate 248.23
    tetrabutyl urea 146.53
    diisobutyl methanol 135.32
    2-phenylethanol 288.44
    styrene 268.63
    dioctyl adipate 182.01
    dimethyl sulfate 269.37
    ethyl butyrate 291.32
    methyl lactate 135.14
    butyl lactate 147.33
    diethyl carbonate 205.29
    propanediol butyl ether 125.21
    triethyl orthoformate 230.82
    p-tert-butyltoluene 210.35
    methyl 4-tert-butylbenzoate 309.45
    morpholine 589.35
    tert-butylamine 133.92
    n-dodecanol 68.86
    dimethoxymethane 525.86
    ethylene carbonate 345.88
    cyrene 179.1
    2-ethoxyethyl acetate 315.62
    2-ethylhexyl acetate 329.58
    1,2,4-trichlorobenzene 460.26
    4-methylpyridine 592.73
    dibutyl ether 197.46
    2,6-dimethyl-4-heptanol 135.32
    DEF 318.1
    dimethyl isosorbide 432.45
    tetrachloroethylene 457.26
    eugenol 246.09
    triacetin 265.28
    span 80 164.05
    1,4-butanediol 42.35
    1,1-dichloroethane 485.78
    2-methyl-1-pentanol 90.82
    methyl formate 200.98
    2-methyl-1-butanol 127.06
    n-decane 42.51
    butyronitrile 297.65
    3,7-dimethyl-1-octanol 131.73
    1-chlorooctane 128.53
    1-chlorotetradecane 61.06
    n-nonane 39.62
    undecane 31.32
    tert-butylcyclohexane 70.02
    cyclooctane 75.0
    cyclopentanol 210.38
    tetrahydropyran 664.15
    tert-amyl methyl ether 197.89
    2,5,8-trioxanonane 332.03
    1-hexene 125.12
    2-isopropoxyethanol 125.13
    2,2,2-trifluoroethanol 82.3
    methyl butyrate 258.81

    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
Cyperus scariosus Cyperus scariosus R.Br., fam. Cupressaceae 15.75%
Baccharis genistelloides Baccharis genistelloides Pers. (Carqueja), fam. Asteraceae (Compositae) 0.63%
Daphne genkwa Daphne genkwa Sieb. et Zucc., fam. Thymelaeaceae 0.3%
Tagetes erecta (Portugal) Tagetes erecta L. (T. major Gaertn), fam. Asteraceae (Compositae) 0.33%
Daniellia oliveri Daniellia oliveri (Rolfe) Hutch & Dalz., fam. Caesalpiniaceae 2.1%
Scleria striatinux rhizome (Cameroon) Scleria striatinux De Wild., fam. Cyperaceae 8.0%
Pimento (Allspice) (Cuba) 2 (leaf) 8006-77-7 Pimenta dioica (L.) Merr. (P. officinalis Lindl.), fam. Myrtaceae 0.13%
Annona squamosa root Annona squamosa L., fam. Annonaceae (sweetsop or custard apple) 1.23%
Commiphora africana (Benin) Commiphora africana (A. Rich.) Engl. (Heudelotia africana),fam. Burseracea 0.4%
Piper auritum (Cuba) Piper auritum H.B.K., fam. Piperaceae 0.1%
Eucalyptus globulus (Italy) 1a hydrodistiled 8016-26-0 Eucalyptus globulus Labill., fam. Myrtaceae 0.3%
Eucalyptus globulus (Italy) 1b CO2-extract 8016-26-0 Eucalyptus globulus Labill., fam. Myrtaceae 0.3%
Hyptis crenata (Brazil) Hyptis crenata Pohl ex Benth, fam. Lamiaceae (Labiatae) 0.07%
Porophyllum ruderale (Brazil) 1b root Porophyllum ruderale Sass, fam. Asteraceae (Compositae) 0.4%
Nepeta glomerulosa (Iran) Nepeta glomerulosa Boiss., fam. Lamiaceae (Labiatae) 0.2%
Ruilopezia atropurpurea Ruilopezia atropurperea (A.C. Sm.) Cuatr., fam. Asteraceae (Compositae) 0.2%
Croton ovalifolius (Venezuela) Croton ovalifolius Vahl, fam. Euphorbiaceae 0.5%
Cyperus maculatus rhizome Cyperus maculatus Boeck, fam. Cyperaceae 7.8%
Croton zambesicus (Cameroon) 1a leaf Croton zambesicus Muell. Arg., fam. Euphorbiaceae 0.01%
Croton zambesicus (Cameroon) 1b root bark Croton zambesicus Muell. Arg., fam. Euphorbiaceae 4.7%
Croton jimenezii (Costa Rica) Croton jimenezii Standl. et Valerio, fam. Euphorbiaceae 0.25%
Eugenia moraviana (Brazil) Eugenia moraviana O. Berg, fam. Myrtaceae 0.5%
Teucrium stocksianum (United Arab Emirates) Teucrium stocksianum Boiss., fam. Lamiaceae (Labiatae) 0.2%
Espeletia weddellii leaf Espeletia weddellii Sch. Bip. ex Wedd., fam. Asteraceae (Compositae) 0.5%