(S)-gamma-Calacorene

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  • Identifiers

    CAS number
    38599-17-6

    Molecular formula
    C15H20

    SMILES
    CC1CC=C(C2=C1C=CC(=C2)C)C(C)C

    Retention indicies (RI)

    • DB5: 1544.0
    • Carbowax: 1918.67

  • Odor profile

    Spicy 60.69%
    Woody 57.72%
    Herbal 56.87%
    Earthy 33.2%
    Citrus 32.38%
    Leathery 30.92%
    Dry 30.66%
    Phenolic 30.1%
    Fresh 29.87%
    Animal 26.96%

    Scent© AI

  • Properties

    XLogP3-AA
    4.4

    Molecular weight
    200.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    292°C

    Flash point est.
    112.99 ˚C

  • Synonyms

    • (S)-gamma-Calacorene
    • 38599-17-6
    • Naphthalene, dihydro-1,6-dimethyl-4-(1-methylethyl)-
    • 1,6-dimethyl-4-(propan-2-yl)-1,2-dihydronaphthalene
    • dihydrocadalene
    • 1,6-dimethyl-4-propan-2-yl-1,2-dihydronaphthalene
    • DTXSID20959460
    • CHEBI:187263
    • YLIAZCIBLKJTKN-UHFFFAOYSA-N
    • dihydro-1,6-dimethyl-4-(1-methylethyl)-naphthalene

  • Applications

    (S)-gamma-Calacorene (CAS 38599-17-6) is a chiral aromatic sesquiterpene used primarily as an enantiopure reference standard for chiral GC/GC–MS/HPLC, optical-rotation calibration and chiroptical methods (ECD, VCD) to identify and quantify calacorene traces in essential oils and fragrance mixtures; in asymmetric synthesis and catalysis research to benchmark enantioselectivity and probe terpene cyclization mechanisms; as a probe in studies of plant/microbial sesquiterpene biosynthesis and in chemotaxonomy, origin-tracing and authenticity testing of essential oils (e.g., cedarwood, juniper, patchouli) via GC fingerprinting; in fragrance technology the (S) enantiomer is evaluated as a woody–resinous note to build woody/amber backgrounds and fine-tune nuances in fine fragrance, personal care and home-care, and in research on microencapsulation/controlled-release of odorants; it is also used as a hydrophobic model compound to assess matrix–odorant interactions, oxidative stability and volatility, and as a target in exploratory bioactivity screening during early lead finding.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 62.12
    methanol 23.57
    isopropanol 63.18
    water 0.01
    ethyl acetate 274.59
    n-propanol 80.58
    acetone 299.2
    n-butanol 103.7
    acetonitrile 97.62
    DMF 293.37
    toluene 611.02
    isobutanol 70.3
    1,4-dioxane 702.39
    methyl acetate 219.99
    THF 1287.21
    2-butanone 353.11
    n-pentanol 90.46
    sec-butanol 79.82
    n-hexane 179.53
    ethylene glycol 4.29
    NMP 392.34
    cyclohexane 279.67
    DMSO 132.07
    n-butyl acetate 629.64
    n-octanol 152.53
    chloroform 776.65
    n-propyl acetate 223.18
    acetic acid 42.06
    dichloromethane 875.92
    cyclohexanone 691.33
    propylene glycol 11.09
    isopropyl acetate 209.31
    DMAc 291.14
    2-ethoxyethanol 72.66
    isopentanol 104.44
    n-heptane 285.35
    ethyl formate 128.62
    1,2-dichloroethane 546.25
    n-hexanol 266.52
    2-methoxyethanol 81.03
    isobutyl acetate 220.31
    tetrachloromethane 164.21
    n-pentyl acetate 305.88
    transcutol 343.3
    n-heptanol 137.65
    ethylbenzene 304.65
    MIBK 223.51
    2-propoxyethanol 204.07
    tert-butanol 102.62
    MTBE 277.6
    2-butoxyethanol 126.17
    propionic acid 52.85
    o-xylene 291.05
    formic acid 3.22
    diethyl ether 406.15
    m-xylene 358.29
    p-xylene 377.32
    chlorobenzene 445.27
    dimethyl carbonate 92.14
    n-octane 96.04
    formamide 10.01
    cyclopentanone 743.37
    2-pentanone 343.43
    anisole 338.13
    cyclopentyl methyl ether 589.03
    gamma-butyrolactone 492.8
    1-methoxy-2-propanol 87.69
    pyridine 678.05
    3-pentanone 301.8
    furfural 306.7
    n-dodecane 64.37
    diethylene glycol 56.14
    diisopropyl ether 156.74
    tert-amyl alcohol 104.83
    acetylacetone 309.23
    n-hexadecane 77.72
    acetophenone 281.29
    methyl propionate 199.46
    isopentyl acetate 494.97
    trichloroethylene 915.64
    n-nonanol 147.21
    cyclohexanol 180.84
    benzyl alcohol 156.8
    2-ethylhexanol 267.05
    isooctanol 118.19
    dipropyl ether 567.13
    1,2-dichlorobenzene 352.29
    ethyl lactate 61.29
    propylene carbonate 276.88
    n-methylformamide 61.65
    2-pentanol 89.68
    n-pentane 117.62
    1-propoxy-2-propanol 203.05
    1-methoxy-2-propyl acetate 345.33
    2-(2-methoxypropoxy) propanol 168.77
    mesitylene 225.9
    ε-caprolactone 446.62
    p-cymene 284.08
    epichlorohydrin 641.35
    1,1,1-trichloroethane 514.28
    2-aminoethanol 13.21
    morpholine-4-carbaldehyde 355.89
    sulfolane 398.76
    2,2,4-trimethylpentane 53.36
    2-methyltetrahydrofuran 853.67
    n-hexyl acetate 400.48
    isooctane 49.55
    2-(2-butoxyethoxy)ethanol 193.44
    sec-butyl acetate 185.09
    tert-butyl acetate 245.67
    decalin 135.33
    glycerin 12.11
    diglyme 386.53
    acrylic acid 37.84
    isopropyl myristate 203.14
    n-butyric acid 117.15
    acetyl acetate 167.5
    di(2-ethylhexyl) phthalate 146.97
    ethyl propionate 195.33
    nitromethane 95.91
    1,2-diethoxyethane 441.92
    benzonitrile 252.82
    trioctyl phosphate 113.13
    1-bromopropane 496.78
    gamma-valerolactone 547.23
    n-decanol 120.81
    triethyl phosphate 140.63
    4-methyl-2-pentanol 70.73
    propionitrile 131.24
    vinylene carbonate 209.12
    1,1,2-trichlorotrifluoroethane 148.5
    DMS 241.71
    cumene 204.72
    2-octanol 113.89
    2-hexanone 285.63
    octyl acetate 236.23
    limonene 387.08
    1,2-dimethoxyethane 323.11
    ethyl orthosilicate 148.42
    tributyl phosphate 129.74
    diacetone alcohol 158.01
    N,N-dimethylaniline 252.05
    acrylonitrile 117.81
    aniline 230.51
    1,3-propanediol 31.18
    bromobenzene 610.65
    dibromomethane 674.41
    1,1,2,2-tetrachloroethane 604.7
    2-methyl-cyclohexyl acetate 305.74
    tetrabutyl urea 193.08
    diisobutyl methanol 154.51
    2-phenylethanol 270.93
    styrene 345.29
    dioctyl adipate 237.29
    dimethyl sulfate 108.28
    ethyl butyrate 380.8
    methyl lactate 44.87
    butyl lactate 128.26
    diethyl carbonate 199.1
    propanediol butyl ether 87.04
    triethyl orthoformate 234.21
    p-tert-butyltoluene 266.75
    methyl 4-tert-butylbenzoate 242.31
    morpholine 603.81
    tert-butylamine 93.0
    n-dodecanol 105.2
    dimethoxymethane 275.89
    ethylene carbonate 187.45
    cyrene 162.65
    2-ethoxyethyl acetate 327.8
    2-ethylhexyl acetate 478.69
    1,2,4-trichlorobenzene 376.44
    4-methylpyridine 657.55
    dibutyl ether 386.71
    2,6-dimethyl-4-heptanol 154.51
    DEF 315.98
    dimethyl isosorbide 395.58
    tetrachloroethylene 358.14
    eugenol 175.15
    triacetin 228.7
    span 80 176.18
    1,4-butanediol 17.3
    1,1-dichloroethane 458.03
    2-methyl-1-pentanol 112.65
    methyl formate 65.87
    2-methyl-1-butanol 101.82
    n-decane 107.09
    butyronitrile 190.35
    3,7-dimethyl-1-octanol 157.92
    1-chlorooctane 259.62
    1-chlorotetradecane 117.42
    n-nonane 114.3
    undecane 80.98
    tert-butylcyclohexane 118.44
    cyclooctane 133.21
    cyclopentanol 167.04
    tetrahydropyran 965.77
    tert-amyl methyl ether 228.0
    2,5,8-trioxanonane 274.55
    1-hexene 350.8
    2-isopropoxyethanol 86.39
    2,2,2-trifluoroethanol 12.42
    methyl butyrate 251.24

    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
Clove bud (Malagasy) 8000-34-8 Eugenia caryophyllus (Spreng.) Bullock & Harrison (E.caryophyllata Thunb.) 0.07%
Vitex limonifolia leaf Vitex limonifolia Wall., fam. Verbenaceae 0.36%
Baccharis genistelloides Baccharis genistelloides Pers. (Carqueja), fam. Asteraceae (Compositae) 5.74%
Marigold pot 1 70892-20-5 Calendula officinalis L. (Pot Marigold), fam. Asteraceae (Compositae) 0.24%
Pistacia lentiscus fruit 90082-83-0 Pistacia lentiscus L., fam. Anacardiaceae 0.01%
Clary sage leaf 8016-63-5 Salvia sclarea L., fam. Lamiaceae (Labiatae) 0.01%
Clary sage flower 8016-63-5 Salvia sclarea L., fam. Lamiaceae (Labiatae) 0.01%
Cistus (Spain) 2 8016-26-0 Cistus ladaniferus L. var. maculatus Dun, fam. Cistaceae 0.3%
Cedrus atlantica (Morocco) Cedrus atlantica Man., fam. Cupressaceae 0.7%
Juniper leaf 2 8012-91-7 Juniperus communis L., fam. Cupressaceae 0.06%
Juniper leaf (France) 8012-91-7 Juniperus communis L., fam. Cupressaceae 0.01%
Juniperus oxycedrus leaf Juniperus oxycedrus L., ssp. macrocarpa (Sm.) Ball., fam. Cupressaceae 0.45%
Sideritis condensata Sideritis condensata Boiss. et Heldr., fam. Lamiaceae (Labiatae) 0.1%
Valeriana javanica root (Indonesia) Valeriana javanica Blume, fam. Valerianaceae 0.1%
Teucrium flavum (Greece) 1b leaf Teucrium flavum L. ssp. hellenicum Rech. fil., fam. Lamiaceae (Labiatae) 0.5%
Teucrium flavum (Greece) 1a flower Teucrium flavum L. ssp. hellenicum Rech. fil., fam. Lamiaceae (Labiatae) 0.3%
Rosmarinus eriocalyx (Algeria) 2 Rosmarinus eriocalyx Jordan & Fourr., fam. Lamiaceae (Labiatae) 0.3%
Rosemary (Algeria) 2 8000-25-7 Rosmarinus officinalis L., fam. Lamiaceae (Labiatae) 0.9%
Tejpat leaf Cinnamomum tamala (Ham.) Nees et Eberm., fam. Lauraceae 0.1%
Lantana camara (India) 1a leaf 90046-17-6 Lantana camara L., fam. Verbenaceae 0.4%
Lantana camara (India) 1b flower 90046-17-6 Lantana camara L., fam. Verbenaceae 0.5%
Artemisia campestris, ssp. glutinosa (Italy) Artemisia campestris L. ssp. glutinosa (Ten.) Briq. et Cavill., Asteraceae 3.0%