Zingiberene

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  • Identifiers

    CAS number
    495-60-3

    Molecular formula
    C15H24

    SMILES
    CC1=CC[C@@H](C=C1)[C@@H](C)CCC=C(C)C

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

    Retention indicies (RI)

    • DB5: 1491.75
    • Carbowax: 1698.5

  • Odor profile

    Woody 64.45%
    Herbal 56.7%
    Citrus 54.58%
    Spicy 50.89%
    Fresh 49.29%
    Terpenic 41.89%
    Sweet 41.31%
    Balsamic 39.66%
    Lemon 39.05%
    Tropical 37.93%

    Scent© AI

  • Properties

    XLogP3-AA
    5.2

    Molecular weight
    204.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    254°C

    Flash point est.
    107.54 ˚C

  • Synonyms

    • Zingiberene
    • 495-60-3
    • a-zingiberene
    • Zingiberene from ginger
    • alpha-Zingiberene
    • .alpha.-Sesquiphellandrene
    • UNII-8XOC63EI5F
    • (5R)-2-methyl-5-[(2S)-6-methylhept-5-en-2-yl]cyclohexa-1,3-diene
    • 8XOC63EI5F
    • (-)-alpha-zingiberene
    • (-)-Zingiberene
    • EINECS 207-804-2
    • CHEBI:10115
    • DTXSID00197808
    • l-Zingiberene
    • (5R)-5-[(1S)-1,5-dimethyl-4-hexenyl]-2-methyl-1,3-cyclohexadiene
    • (R)-2-Methyl-5-((S)-6-methylhept-5-en-2-yl)cyclohexa-1,3-diene
    • 1,3-CYCLOHEXADIENE, 5-((1S)-1,5-DIMETHYL-4-HEXEN-1-YL)-2-METHYL-, (5R)-
    • [S-(R*,S*)]-5-(1,5-dimethylhexen-4-yl)-2-methyl-1,3-cyclohexa-1,3-diene
    • 1,3-Cyclohexadiene, 5-(1,5-dimethyl-4-hexenyl)-2-methyl-, (S-(R*,S*))-
    • (5R)-2-methyl-5-((2S)-6-methylhept-5-en-2-yl)cyclohexa-1,3-diene
    • (5R)-5-((1S)-1,5-Dimethyl-4-hexenyl)-2-methyl-1,3-cyclohexadiene
    • (S-(R*,S*))-5-(1,5-Dimethylhexen-4-yl)-2-methyl-1,3-cyclohexa-1,3-diene
    • (-)-a-Zingiberene
    • (-)-Zingiberene; l-Zingiberene; -Zingiberene
    • ALPHA-SESQUIPHELLANDRENE
    • DTXCID20120299
    • 1,3-Cyclohexadiene, 5-(1,5-dimethyl-4-hexenyl)-2-methyl-, [S-(R*,S*)]-
    • 1,3-Cyclohexadiene, 5-[(1S)-1,5-dimethyl-4-hexenyl]-2-methyl-, (5R)-
    • AKOS028112427
    • LMPR0103060002
    • DA-79112
    • FZ164764
    • HY-14618
    • MS-23112
    • CS-0003477
    • NS00022237
    • C09750
    • G13993
    • Q4117486
    • (5r)-2-methyl-5-[(2s)-6-methylhept-5-en-2yl] cyclohexa-1,3-diene
    • 207-804-2

  • Applications

    Zingiberene (CAS 495-60-3) is a major sesquiterpene of ginger essential oil used broadly as a natural flavor and fragrance ingredient for its warm, spicy, woody, slightly citrus profile: in foods and beverages to boost ginger-like character in confectionery, baked goods, beers/mixed drinks, and nonalcoholic products; in perfumery and cosmetic/home fragrances to add bright, warm spice in top/heart notes of oriental, gourmand, fougère, and spice accords, blending well with citrus, pepper, cardamom, vetiver, and patchouli; in personal care, candles, and diffusers to impart a cozy, clean warmth; in analytics and quality control as a GC–MS reference/marker to assess authenticity, purity, and aging of ginger oils and related materials; in flavor technology via microencapsulation to enhance oxidative stability and enable controlled release; in agriculture and chemical ecology researched as a plant-defense volatile with potential repellent/antifeedant effects supporting integrated pest management strategies; and in biotechnology/green chemistry as a renewable terpene building block for engineered microbial production and as a scaffold for derivatization to probe biological activities, with specific use governed by sensory, safety, and regulatory requirements.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 355.66
    methanol 129.55
    isopropanol 332.45
    water 0.01
    ethyl acetate 1135.05
    n-propanol 345.11
    acetone 444.04
    n-butanol 528.82
    acetonitrile 223.04
    DMF 135.07
    toluene 1179.3
    isobutanol 256.25
    1,4-dioxane 1608.26
    methyl acetate 462.18
    THF 2125.39
    2-butanone 671.52
    n-pentanol 339.43
    sec-butanol 401.75
    n-hexane 793.53
    ethylene glycol 8.63
    NMP 159.8
    cyclohexane 1026.28
    DMSO 179.63
    n-butyl acetate 1872.15
    n-octanol 268.23
    chloroform 1192.98
    n-propyl acetate 567.54
    acetic acid 87.76
    dichloromethane 996.22
    cyclohexanone 802.53
    propylene glycol 34.75
    isopropyl acetate 859.17
    DMAc 240.2
    2-ethoxyethanol 275.04
    isopentanol 509.87
    n-heptane 883.86
    ethyl formate 193.24
    1,2-dichloroethane 758.53
    n-hexanol 929.64
    2-methoxyethanol 321.24
    isobutyl acetate 435.65
    tetrachloromethane 266.74
    n-pentyl acetate 493.63
    transcutol 2199.3
    n-heptanol 285.2
    ethylbenzene 514.28
    MIBK 588.2
    2-propoxyethanol 765.34
    tert-butanol 540.29
    MTBE 1746.09
    2-butoxyethanol 323.13
    propionic acid 106.07
    o-xylene 489.08
    formic acid 9.61
    diethyl ether 2428.02
    m-xylene 674.98
    p-xylene 489.27
    chlorobenzene 486.23
    dimethyl carbonate 85.86
    n-octane 196.75
    formamide 17.98
    cyclopentanone 546.81
    2-pentanone 826.64
    anisole 631.17
    cyclopentyl methyl ether 1187.46
    gamma-butyrolactone 336.18
    1-methoxy-2-propanol 358.8
    pyridine 897.25
    3-pentanone 617.12
    furfural 262.77
    n-dodecane 92.27
    diethylene glycol 176.12
    diisopropyl ether 955.78
    tert-amyl alcohol 511.34
    acetylacetone 554.72
    n-hexadecane 110.51
    acetophenone 333.8
    methyl propionate 416.56
    isopentyl acetate 1503.51
    trichloroethylene 925.36
    n-nonanol 278.94
    cyclohexanol 489.86
    benzyl alcohol 202.04
    2-ethylhexanol 873.68
    isooctanol 253.29
    dipropyl ether 2658.4
    1,2-dichlorobenzene 376.99
    ethyl lactate 102.35
    propylene carbonate 258.93
    n-methylformamide 51.11
    2-pentanol 495.89
    n-pentane 598.07
    1-propoxy-2-propanol 853.1
    1-methoxy-2-propyl acetate 1060.57
    2-(2-methoxypropoxy) propanol 433.01
    mesitylene 433.25
    ε-caprolactone 624.93
    p-cymene 442.36
    epichlorohydrin 728.46
    1,1,1-trichloroethane 837.26
    2-aminoethanol 38.65
    morpholine-4-carbaldehyde 344.38
    sulfolane 276.16
    2,2,4-trimethylpentane 206.32
    2-methyltetrahydrofuran 1819.51
    n-hexyl acetate 692.49
    isooctane 202.98
    2-(2-butoxyethoxy)ethanol 595.46
    sec-butyl acetate 555.11
    tert-butyl acetate 947.73
    decalin 322.0
    glycerin 36.23
    diglyme 1145.05
    acrylic acid 47.91
    isopropyl myristate 353.05
    n-butyric acid 373.47
    acetyl acetate 429.86
    di(2-ethylhexyl) phthalate 206.62
    ethyl propionate 495.37
    nitromethane 129.69
    1,2-diethoxyethane 2468.78
    benzonitrile 290.8
    trioctyl phosphate 136.68
    1-bromopropane 1191.52
    gamma-valerolactone 558.15
    n-decanol 209.41
    triethyl phosphate 275.46
    4-methyl-2-pentanol 328.3
    propionitrile 318.5
    vinylene carbonate 182.59
    1,1,2-trichlorotrifluoroethane 207.74
    DMS 289.89
    cumene 323.46
    2-octanol 204.56
    2-hexanone 627.96
    octyl acetate 368.56
    limonene 816.24
    1,2-dimethoxyethane 938.64
    ethyl orthosilicate 351.18
    tributyl phosphate 191.0
    diacetone alcohol 456.0
    N,N-dimethylaniline 366.84
    acrylonitrile 173.18
    aniline 431.39
    1,3-propanediol 123.4
    bromobenzene 678.04
    dibromomethane 914.9
    1,1,2,2-tetrachloroethane 824.74
    2-methyl-cyclohexyl acetate 635.98
    tetrabutyl urea 229.58
    diisobutyl methanol 477.52
    2-phenylethanol 426.91
    styrene 551.97
    dioctyl adipate 381.92
    dimethyl sulfate 79.32
    ethyl butyrate 1212.29
    methyl lactate 77.86
    butyl lactate 194.47
    diethyl carbonate 528.48
    propanediol butyl ether 187.43
    triethyl orthoformate 761.58
    p-tert-butyltoluene 457.31
    methyl 4-tert-butylbenzoate 335.85
    morpholine 1509.83
    tert-butylamine 573.3
    n-dodecanol 171.87
    dimethoxymethane 448.89
    ethylene carbonate 206.18
    cyrene 169.99
    2-ethoxyethyl acetate 662.56
    2-ethylhexyl acetate 1337.12
    1,2,4-trichlorobenzene 399.24
    4-methylpyridine 860.82
    dibutyl ether 1291.06
    2,6-dimethyl-4-heptanol 477.52
    DEF 521.92
    dimethyl isosorbide 723.32
    tetrachloroethylene 465.85
    eugenol 228.51
    triacetin 391.11
    span 80 345.61
    1,4-butanediol 35.14
    1,1-dichloroethane 762.39
    2-methyl-1-pentanol 394.48
    methyl formate 39.14
    2-methyl-1-butanol 424.32
    n-decane 185.65
    butyronitrile 562.56
    3,7-dimethyl-1-octanol 384.21
    1-chlorooctane 436.34
    1-chlorotetradecane 176.4
    n-nonane 208.83
    undecane 122.44
    tert-butylcyclohexane 287.44
    cyclooctane 464.83
    cyclopentanol 263.03
    tetrahydropyran 2598.77
    tert-amyl methyl ether 1158.36
    2,5,8-trioxanonane 741.68
    1-hexene 1316.83
    2-isopropoxyethanol 268.03
    2,2,2-trifluoroethanol 16.9
    methyl butyrate 537.77

    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
Amyris 1 8015-65-4 Amyris balsamifera L., fam. Rutaceae 3.5%
Balsamite/Costmary Chrysanthemum balsamita L., fam. Asteraceae (Compositae) 0.49%
Capillipedium foetidum Capillipedium foetidum (Lisboa) Raiz & Jain, fam. Poaceae (Gramineae) 0.15%
Ginger (Australia) 1 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 3.89%
Ginger (India) 3 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 7.38%
Ginger (China) 1 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 27.7%
Ginger (China) 2 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 28.96%
Ginger (India) 1 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 30.0%
Ginger (Vietnam) 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 9.2%
Olibanum, Indian (India) 8016-36-2 Boswellia serrata Roxb. ex Colebr., fam. Burseraceae 1.01%
Chervil (France) 8000-44-0 Anthriscus cerefolium (L.) Hoffm. (Cerefolium sativum Lam.), fam. Apiaceae 0.1%
Populus deltoides Populus deltoides Bartr. (P. deltoides Marsh.), fam. Salicaceae 0.7%
Zingiber cassumunar root (Indonesia) 1 Zingiber cassumunar Roxb., fam. Zingiberaceae 1.7%
Zingiber cassumunar root (Indonesia) 2 Zingiber cassumunar Roxb., fam. Zingiberaceae 1.0%
Ginger (Japan) 2 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 21.8%
Artemisia persica (India) Artemisia persica Boiss., fam. Asteraceae (Compositae) 1.4%
Clove leaf (Indonesia) 1 8000-34-8 Eugenia caryophyllus (Spreng.) Bullock & Harrison, fam. Myrtaceae 0.01%
Rose (Bulgaria) 2 8007-01-0 Rosa damascena Mill., fam. Rosaceae 0.01%
Amyris 2 8015-65-4 Amyris balsamifera L., fam. Rutaceae 2.5%
Ginger (India) 4 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 39.35%
Ginger (China) 5 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 44.26%
Ginger (Japan) 1 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 10.0%
Turmeric (India) 1 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 25.0%
Turmeric 2 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 11.6%
Pepper, black 3 8006-82-4 Piper nigrum L., fam. Piperaceae 0.01%
Artemisia gmelini (Himalaya) Artemisia gmelinii Web. ex Stechm., fam. Asteracae (Compositae) 4.72%
Parsley leaf (Germany), 1b (smooth leaf) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 0.07%
Artemisia occidentalis-sichaunensis (China) Artemisia occidentalis-sichuanensis Y.R. Ling et S.Y. Zhao,fam. Asteraceae 0.85%
Teucrium abutiloides (Madeira) Teucrium abutiloides L'Her., fam. Lamiaceae (Labiatae) 5.5%
Teucrium betonicum (Madeira) Teucrium betonicum L'Her., fam. Lamiaceae (Labiatae) 5.2%
Ginger (Taiwan) 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 2.84%
Ginger (Nigeria) 3 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 27.5%
Ginger (Australia) 2 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 3.9%
Ginger (India) 5 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 7.4%
Ginger (China) 6 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 38.12%
Ginger (India) 6 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 40.2%
Psidium guineense leaf Psidium guineense Sw., fam. Myrtaceae 1.54%
Scaligeria lazica fruit (Turkey) Scaligeria lazica Boiss., fam. Apiaceae (Umbelliferae) 0.73%
Ginger (Australia) 3 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 25.87%
Fitweed seed Eryngium foetidum L., fam. Apiaceae (Umbelliferae) 0.67%
Monizia edulis Monizia edulis Lowe [Melanoselinum edulis (Lowe) Drude], fam. Apiaceae 2.5%
Rue (France) 8014-29-7 Ruta graveolens L., fam. Rutaceae 0.4%
Curcuma aromatica (India) 2a leaf Curcuma aromatica Salisb., fam. Zingiberaceae 0.05%
Curcuma aromatica (India) 2b rhizome Curcuma aromatica Salisb., fam. Zingiberaceae 0.8%
Curcuma xanthorrhiza (Malaysia) Curcuma xanthorrhiza Roxb., fam. Zingiberaceae 10.2%
Curcuma aeruginosa (Malaysia) 2 Curcuma aeruginosa Roxb., fam. Zingiberaceae 0.1%
Turmeric (Malaysia) 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 2.6%
Cypress (Croatia) 1 8013-86-3 Cupressus sempervirens L. (C. fastigiata DC), fam. Cupressaceae 0.12%
Turmeric (Vietnam) 1 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 1.5%
Turmeric (China) 1a rhizome 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 8.14%