Germacrene B

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  • Identifiers

    CAS number
    15423-57-1

    Molecular formula
    C15H24

    SMILES
    C/C/1=C\CC/C(=C/CC(=C(C)C)CC1)/C

    Retention indicies (RI)

    • DB5: 1557.71
    • Carbowax: 1830.86

  • Odor profile

    Woody 79.7%
    Citrus 69.16%
    Terpenic 61.11%
    Spicy 59.04%
    Herbal 58.86%
    Lemon 58.58%
    Sweet 53.47%
    Fresh 47.31%
    Pine 46.77%
    Camphoreous 39.61%

    Scent© AI

  • Properties

    XLogP3-AA
    4.1

    Molecular weight
    204.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    276°C

    Flash point est.
    100.26 ˚C

  • Synonyms

    • Germacrene B
    • (1E,4E)-germacrene B
    • (E,E)-germacrene B
    • 15423-57-1
    • Germacra-1(10),4,7(11)-triene
    • CHEBI:5337
    • trans,trans-germacrene B
    • ML9S6L9M3X
    • (1E,5E)-1,5-dimethyl-8-propan-2-ylidenecyclodeca-1,5-diene
    • Germacra-1(10),4,7(11)-triene, (E,E)-
    • 1,5-Cyclodecadiene, 1,5-dimethyl-8-(1-methylethylidene)-, (1E,5E)-
    • (E,E)-germacra-1(10),4,7(11)-triene
    • Germacratriene
    • 1,5-Dimethyl-8-(1-methylethylidene)-1,5-cyclodecadiene
    • (1E,5E)-8-isopropylidene-1,5-dimethylcyclodeca-1,5-diene
    • (1E,5E)-1,5-dimethyl-8-(propan-2-ylidene)cyclodeca-1,5-diene
    • (E,E)-1,5-Dimethyl-8-(1-methylethylidene)-1,5-cyclodecadiene
    • (1E,5E)-1,5-DIMETHYL-8-(1-METHYLETHYLIDENE)-1,5-CYCLODECADIENE
    • 1,5-Cyclodecadiene, 1,5-dimethyl-8-(1-methylethylidene)-, (E,E)-
    • Germacren B
    • (1E,4E)-germacra-1(10),4,7(11)-triene
    • CHEMBL448125
    • CHEBI:49314
    • GXEGJTGWYVZSNR-SJRHNVSNSA-N
    • DTXSID701037033
    • LMPR0103090007
    • C09672
    • 8-isopropylidene-1,5-dimethylcyclodeca-1,5-diene
    • 1,5-dimethylcyclodeca-8-(propan-2-ylidene)1,5-diene
    • Q27106722
    • 1,5-Dimethyl-8-(1-methylethylidene)-1,5-cyclodecadiene #

  • Applications

    Germacrene B (CAS 15423-57-1) is a natural sesquiterpene hydrocarbon found in many plant essential oils; typical applications include fragrance research and essential-oil standardization, where it contributes herbal, warm, woody notes yet is seldom used as a standalone ingredient due to limited stability and propensity to rearrange; analytical chemistry as a GC-MS reference/marker and chemotaxonomic indicator for identification, quality control, and botanical profiling; agricultural and chemical-ecology studies as a plant volatile (semiochemical) tested for insect repellency/attraction or feeding deterrence and as a probe of plant defense; preclinical pharmacology screening as a sesquiterpene scaffold with reported in vitro activities (antibacterial, anti-inflammatory, antioxidant) but no approved therapeutic uses; synthetic biology and enzymology to characterize germacrene‑B synthases and engineer microbial sesquiterpene production; atmospheric/environmental studies of biogenic VOC emissions and oxidation kinetics; with the practical note that it readily isomerizes/rearranges to elemene-type compounds under heat/acid (e.g., during GC), so gentle analytical conditions and cool, oxygen/light-limited storage are recommended.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 37.47
    methanol 13.53
    isopropanol 35.8
    water 0.01
    ethyl acetate 162.2
    n-propanol 44.15
    acetone 66.68
    n-butanol 65.02
    acetonitrile 32.61
    DMF 43.12
    toluene 325.38
    isobutanol 37.6
    1,4-dioxane 341.64
    methyl acetate 83.82
    THF 545.19
    2-butanone 126.88
    n-pentanol 58.93
    sec-butanol 58.29
    n-hexane 191.86
    ethylene glycol 2.02
    NMP 85.1
    cyclohexane 281.68
    DMSO 41.51
    n-butyl acetate 362.51
    n-octanol 91.72
    chloroform 317.21
    n-propyl acetate 121.07
    acetic acid 18.78
    dichloromethane 262.45
    cyclohexanone 230.22
    propylene glycol 7.57
    isopropyl acetate 146.8
    DMAc 84.36
    2-ethoxyethanol 48.08
    isopentanol 71.86
    n-heptane 361.39
    ethyl formate 39.06
    1,2-dichloroethane 160.59
    n-hexanol 167.51
    2-methoxyethanol 48.01
    isobutyl acetate 115.9
    tetrachloromethane 79.02
    n-pentyl acetate 156.58
    transcutol 401.51
    n-heptanol 88.55
    ethylbenzene 221.39
    MIBK 120.14
    2-propoxyethanol 131.25
    tert-butanol 75.54
    MTBE 216.46
    2-butoxyethanol 88.11
    propionic acid 24.02
    o-xylene 194.34
    formic acid 1.94
    diethyl ether 273.22
    m-xylene 210.75
    p-xylene 232.43
    chlorobenzene 156.41
    dimethyl carbonate 25.38
    n-octane 90.21
    formamide 3.98
    cyclopentanone 191.76
    2-pentanone 143.72
    anisole 220.44
    cyclopentyl methyl ether 303.26
    gamma-butyrolactone 117.76
    1-methoxy-2-propanol 60.51
    pyridine 260.74
    3-pentanone 129.01
    furfural 95.81
    n-dodecane 46.14
    diethylene glycol 33.78
    diisopropyl ether 149.08
    tert-amyl alcohol 88.05
    acetylacetone 123.38
    n-hexadecane 55.1
    acetophenone 151.83
    methyl propionate 79.95
    isopentyl acetate 325.79
    trichloroethylene 260.76
    n-nonanol 104.13
    cyclohexanol 101.84
    benzyl alcohol 70.36
    2-ethylhexanol 220.14
    isooctanol 81.44
    dipropyl ether 601.07
    1,2-dichlorobenzene 150.34
    ethyl lactate 32.82
    propylene carbonate 96.27
    n-methylformamide 11.09
    2-pentanol 68.89
    n-pentane 111.59
    1-propoxy-2-propanol 173.88
    1-methoxy-2-propyl acetate 234.76
    2-(2-methoxypropoxy) propanol 170.95
    mesitylene 156.58
    ε-caprolactone 192.54
    p-cymene 222.35
    epichlorohydrin 185.48
    1,1,1-trichloroethane 240.81
    2-aminoethanol 7.22
    morpholine-4-carbaldehyde 112.98
    sulfolane 121.82
    2,2,4-trimethylpentane 59.55
    2-methyltetrahydrofuran 440.83
    n-hexyl acetate 217.52
    isooctane 51.21
    2-(2-butoxyethoxy)ethanol 176.82
    sec-butyl acetate 139.39
    tert-butyl acetate 202.09
    decalin 137.22
    glycerin 9.25
    diglyme 338.46
    acrylic acid 13.94
    isopropyl myristate 161.7
    n-butyric acid 61.6
    acetyl acetate 95.01
    di(2-ethylhexyl) phthalate 104.48
    ethyl propionate 121.63
    nitromethane 28.74
    1,2-diethoxyethane 451.6
    benzonitrile 98.73
    trioctyl phosphate 66.77
    1-bromopropane 246.8
    gamma-valerolactone 175.8
    n-decanol 82.28
    triethyl phosphate 119.64
    4-methyl-2-pentanol 61.71
    propionitrile 58.04
    vinylene carbonate 68.39
    1,1,2-trichlorotrifluoroethane 65.96
    DMS 107.38
    cumene 160.25
    2-octanol 72.07
    2-hexanone 151.43
    octyl acetate 158.03
    limonene 337.84
    1,2-dimethoxyethane 195.52
    ethyl orthosilicate 141.79
    tributyl phosphate 85.5
    diacetone alcohol 105.45
    N,N-dimethylaniline 181.9
    acrylonitrile 37.78
    aniline 111.82
    1,3-propanediol 17.8
    bromobenzene 235.32
    dibromomethane 230.92
    1,1,2,2-tetrachloroethane 244.6
    2-methyl-cyclohexyl acetate 257.79
    tetrabutyl urea 112.39
    diisobutyl methanol 147.66
    2-phenylethanol 131.37
    styrene 218.1
    dioctyl adipate 185.17
    dimethyl sulfate 30.41
    ethyl butyrate 293.84
    methyl lactate 22.63
    butyl lactate 68.95
    diethyl carbonate 159.92
    propanediol butyl ether 53.74
    triethyl orthoformate 239.23
    p-tert-butyltoluene 223.24
    methyl 4-tert-butylbenzoate 175.6
    morpholine 312.35
    tert-butylamine 83.56
    n-dodecanol 70.56
    dimethoxymethane 81.03
    ethylene carbonate 66.27
    cyrene 88.96
    2-ethoxyethyl acetate 175.9
    2-ethylhexyl acetate 344.14
    1,2,4-trichlorobenzene 176.2
    4-methylpyridine 232.63
    dibutyl ether 366.28
    2,6-dimethyl-4-heptanol 147.66
    DEF 119.99
    dimethyl isosorbide 340.11
    tetrachloroethylene 142.25
    eugenol 111.28
    triacetin 153.44
    span 80 154.04
    1,4-butanediol 7.98
    1,1-dichloroethane 153.75
    2-methyl-1-pentanol 81.93
    methyl formate 9.99
    2-methyl-1-butanol 67.2
    n-decane 88.59
    butyronitrile 91.19
    3,7-dimethyl-1-octanol 127.82
    1-chlorooctane 174.32
    1-chlorotetradecane 82.94
    n-nonane 94.74
    undecane 60.44
    tert-butylcyclohexane 121.4
    cyclooctane 156.72
    cyclopentanol 68.13
    tetrahydropyran 523.61
    tert-amyl methyl ether 208.3
    2,5,8-trioxanonane 263.48
    1-hexene 290.16
    2-isopropoxyethanol 55.6
    2,2,2-trifluoroethanol 5.19
    methyl butyrate 130.41

    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
Basil (Finland) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.3%
Caraway herb 8000-42-8 Carum carvi L., fam. Apiaceae (Umbelliferae) 1.25%
Caraway root 8000-42-8 Carum carvi L., fam. Apiaceae (Umbelliferae) 30.0%
Savin 2 8024-00-8 Juniperus sabina L., fam. Cupressaceae 0.37%
Eupatorium maximilianii Eupatorium maximilianii (Erva de Sao Joao), fam. Asteraceae (Compositae) 13.24%
Ginger (India) 1 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.5%
Larix conifer bark Larix decidua Mill., fam. Pinaceae 5.3%
Larix conifer needle Larix decidua Mill., fam. Pinaceae 0.37%
Larix conifer wood Larix decidua Mill., fam. Pinaceae 4.37%
Lemon balm 4 ssp. altimissia 8014-71-9 Melissa officinalis L. ssp.altissima (Sibthr. et Smith) Arcang., Lamiaceae 1.1%
Pimpinella saxifraga root Pimpinella saxifraga L., fam. Apiaceae (Umbelliferae) 5.44%
Santolina chamaecyparisus (France) 2 84961-58-0 Santolina chamaecyparisus L., fam. Asteraceae (Compositae) 0.02%
Ziziphora clinopodioides (Turkey) 2 Ziziphora clinopodioides Lam., fam. Lamiaceae (Labiatae) 0.83%
Blackcurrant bud 2 68606-81-5 Ribes nigrum L., fam. Grossulariaceae 0.57%
Basil (Taiwan), leaf 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.01%
Basil (Taiwan), flower 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.01%
Basil (Taiwan), stem 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.13%
Basil (Taiwan), whole plant 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.01%
Basil (Taiwan) leaf & flower 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.1%
Santolina chamaecyparisus (Spain) 84961-58-0 Santolina chamaecyparisus L., ssp. squarrosa DC., fam. Asteraceae 0.45%
Blackcurrant bud 3 68606-81-5 Ribes nigrum L., fam. Grossulariaceae 0.56%
Bitter orange leaf 3 (Petitgrain) 8014-17-3 Citrus aurantium L., ssp. amara Engl., fam. Rutaceae 0.05%
Orange, bitter (Italy) 72968-50-4 Citrus aurantium L., ssp. amara Engl., fam. Rutaceae 0.01%
Peppermint (Italy) 8 8006-90-4 Mentha piperita L., fam. Lamiaceae (Labiatae) 0.25%
Santolina neapolitana (Italy) Santolina neapolitana Jordan et Fourr., fam. Asteraceae (Compositae) 3.4%
Eromenthe (USA) 1 Mentha spicata L., var. eromenthe, fam. Lamiaceae (Labiatae) 0.5%
Yuzu (Japan) 3 Citrus junos Sieb. ex Tanaka, fam. Rutaceae 0.01%
Juniper leaf (France) 8012-91-7 Juniperus communis L., fam. Cupressaceae 0.01%
Parsley leaf (Germany), 1b (smooth leaf) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 0.25%
Parsley leaf (Germany), 1a (curly leaf) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 1.0%
Heteromorpha trifoliata Heteromorpha trifoliata (Wendl.) Eckl. & Zey., fam.Apiaceae (Umbelliferae) 0.2%
Hyptis suaveolens Hyptis suaveolens (L.) Poit., fam. Lamiaceae (Labiatae) 1.19%
Satureja boliviana (Peru) 1 Satureja boliviana Briq. (Micromeria boliviana Benth.), fam. Lamiaceae 0.86%
Basil (Egypt) 3a distilled 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.62%
Lemon (Uruguay) 2 84929-31-7 Citrus limon (L.) Burm. f., cultivar Vernia, fam. Rutaceae 0.02%
Lemon (Uruguay) 3 84929-31-7 Citrus limon (L.) Burm. f., cultivar Eureka, fam. Rutaceae 0.09%
Lemon (Uruguay) 4 84929-31-7 Citrus limon (L.) Burm. f., cultivar Mesaro, fam. Rutaceae 0.02%
Lemon (Uruguay) 5 84929-31-7 Citrus limon (L.) Burm. f., cultivar Lisbon, fam. Rutaceae 0.02%
Lemon (Uruguay) 6 84929-31-7 Citrus limon (L.) Burm. f., cultivar Ferres, fam. Rutaceae 0.04%
Lemon (Uruguay) 7 84929-31-7 Citrus limon (L.) Burm. f., cultivar Vila, fam. Rutaceae 0.04%
Salvia cryptantha (Turkey) Salvia cryptantha Montbret et Aucher ex Benth., fam. Lamiaceae (Labiatae) 1.1%
Juniperus rigida (Japan) 2 Juniperus rigida Mig., fam. Cupressaceae 0.1%
Juniperus rigida (China) Juniperus rigida Mig., fam. Cupressaceae 0.2%
Juniperus rigida (Korea) Juniperus rigida Mig., fam. Cupressaceae 1.0%
Peucedanum zenkeri (Cameroon) 1a Peucedanum zenkeri Engl., fam. Apiaceae (Umbelliferae) 0.4%
Peucedanum zenkeri (Cameroon) 1b Peucedanum zenkeri Engl., fam. Apiaceae (Umbelliferae) 4.5%
Geum montanum root Geum montanum L., fam. Rosaceae 1.22%
Camphor (Cote d'Ivoire), 1a leaf 8008-51-3 Cinnamomum camphora (L.) Nees et Ebermaier, fam. Lauraceae 0.25%
Illicium griffithii fruit Illicium griffithii Hook. f. et Thoms., fam. Magnoliaceae (Illiciaceae) 0.5%
Ageratum houstonianum (India) Ageratum houstonianum Mill., fam. Asteraceae (Compositae) 0.01%