beta-Thujaplicin

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    499-44-5

    Molecular formula
    C10H12O2

    SMILES
    CC(C)C1=CC(=O)C(=CC=C1)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Phenolic 70.48%
    Spicy 60.85%
    Woody 59.53%
    Medicinal 44.16%
    Smoky 39.81%
    Herbal 37.42%
    Burnt 34.31%
    Leathery 33.11%
    Dry 32.51%
    Animal 26.93%

    Scent© AI

  • Properties

    XLogP3-AA
    2.1

    Molecular weight
    164.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 52 - 52.5 °C

    Boiling point

    • 140.00 °C. @ 10.00 mm Hg

    Flash point est.
    115.39 ˚C

    Solubility expt.

    • 1.2 mg/mL at 25 °C

  • Synonyms

    • hinokitiol
    • 499-44-5
    • beta-Thujaplicin
    • 4-Isopropyltropolone
    • Hinokitol
    • beta-Thujaplicine
    • Isopropyltropolone
    • .beta.-Thujaplicin
    • THUJAPLICIN, BETA
    • Tropolone, 4-isopropyl-
    • beta-Isopropyltropolon
    • 2-Hydroxy-4-isopropyl-2,4,6-cycloheptatrien-1-one
    • 2,4,6-Cycloheptatrien-1-one, 2-hydroxy-4-(1-methylethyl)-
    • 2-Hydroxy-4-isopropylcyclohepta-2,4,6-trien-1-one
    • beta-Isopropyltropolone
    • NSC 18804
    • .beta.-Isopropyltropolon
    • 2-Hydroxy-4-(1-methylethyl)-2,4,6-cycloheptatrien-1-one
    • EINECS 207-880-7
    • 2-hydroxy-6-propan-2-ylcyclohepta-2,4,6-trien-1-one
    • .beta.-Thujaplicine
    • BRN 2045206
    • U5335D6EBI
    • CHEBI:10447
    • AI3-28398
    • 2-hydroxy-4-(propan-2-yl)cyclohepta-2,4,6-trien-1-one
    • NSC18804
    • 2,4,6-CYCLOHEPTATRIEN-1-ONE, 2-HYDROXY-4-ISOPROPYL-
    • 2-Hydroxy-4-isopropyl-2,4,6-cyclohepta-2,4,6-trien-1-one
    • MFCD00040180
    • NSC-18804
    • HINOKITIOL [WHO-DD]
    • CHEMBL48310
    • MLS001048906
    • Hinokitiol 4-Isopropyltropolone
    • DTXSID6043911
    • .BETA.-THUJAPLICIN [MI]
    • 4-08-00-00488 (Beilstein Handbook Reference)
    • SMR000387099
    • |A-Thujaplicin
    • 2-hydroxy-4-isopropyl-cyclohepta2,4,6-trien-1-one
    • 2-Hydroxy-4-isopropyl-cyclohepta-2,4,6-trien-1-one
    • ?-Thujaplicin
    • UNII-U5335D6EBI
    • b-Thujaplicin
    • |A-thujaplici
    • beta -thujaplicin
    • beta -thujaplicine
    • 6-Isopropyl-tropolon
    • Thujaplicin, .beta.
    • 2-hydroxy-4-isopropyl- 2,4,6-cycloheptatriene-1-one
    • 4-isopropyl-tropolone
    • beta -isopropyltropolon
    • beta-Thujaplicin, 99%
    • 4(6)-Isopropyltropolone
    • HINOKITIOL [INCI]
    • NCIMech_000141
    • cid_3611
    • BSPBio_001025
    • KBioGR_000365
    • KBioSS_000365
    • BIDD:ER0491
    • SCHEMBL158795
    • SPECTRUM1505160
    • 2-hydroxy-6-isopropyl-cyclohepta-2,4,6-trien-1-one
    • DTXCID4023911
    • BDBM79632
    • FUWUEFKEXZQKKA-UHFFFAOYSA-
    • KBio2_000365
    • KBio2_002933
    • KBio2_005501
    • KBio3_000709
    • KBio3_000710
    • WLN: L7VJ BQ DY1&1
    • Bio2_000343
    • Bio2_000823
    • GLXC-10286
    • HMS1362C07
    • HMS1792C07
    • HMS1990C07
    • HMS2269D23
    • HMS3403C07
    • HY-B2230
    • BBL036671
    • BDBM50330794
    • CCG-35378
    • s4771
    • STL559050
    • AKOS015895184
    • AKOS037515521
    • CS-7724
    • FH75360
    • KS-5297
    • IDI1_002098
    • QTL1_000044
    • NCGC00094565-01
    • NCGC00094565-02
    • NCGC00094565-03
    • NCGC00094565-04
    • NCGC00094565-05
    • NCGC00179338-01
    • NCI60_001565
    • SY052139
    • DB-051705
    • H0142
    • NS00003151
    • C09904
    • C75327
    • D04876
    • EN300-222362
    • beta-Thujaplicin, SAJ special grade, >=99.0%
    • 2-Hydroxy-4-isopropyl-2,6-cycloheptatrien-1-one
    • 2-Hydroxy-4-isopropyl-cyclohepta-2,4,6-trienone
    • SR-01000737397
    • 2,6-Cycloheptatrien-1-one, 2-hydroxy-4-isopropyl-
    • Q2705171
    • SR-01000737397-2
    • 2-Hydroxy-4-isopropyl-2,4, 6-cycloheptatrien-1-one
    • 2-hydroxy-4-isopropyl-2,4,6-cycloheptatriene-1-one
    • BRD-K37691127-001-02-2
    • 2-hydroxy-6-propan-2-yl-1-cyclohepta-2,4,6-trienone
    • 2-oxidanyl-6-propan-2-yl-cyclohepta-2,4,6-trien-1-one
    • Z1255485978
    • 2,6-Cycloheptatrien-1-one, 2-hydroxy-4-(1-methylethyl)-
    • hydron;7-oxo-5-propan-2-ylcyclohepta-1,3,5-trien-1-olate
    • 2-Hydroxy-4(6)-(1-methylethyl)-2,4,6-cycloheptatrien-1-one, 9CI
    • InChI=1/C10H12O2/c1-7(2)8-4-3-5-9(11)10(12)6-8/h3-7H,1-2H3,(H,11,12)

  • Applications

    beta-Thujaplicin (hinokitiol, CAS 499-44-5) is a natural tropolone with broad antibacterial, antifungal, antiviral, anti-inflammatory, and antioxidant activities, enabling use in cosmetics and personal care (mouthwashes, toothpastes, gum-care gels, anti-acne and sebum-control formulas, deodorants, anti-dandruff shampoos, hair-growth support), in pharmaceuticals and medical devices as a preservative or antimicrobial coating (including polymer or copper–hinokitiol systems), in food preservation and food-contact materials as a spoilage-microbe inhibitor where permitted, in agriculture and postharvest protection against molds, and in biological research as a metal chelator/ionophore that modulates Fe/Cu/Zn handling and cell signaling; commercial applications leverage its wide antimicrobial spectrum, metal-complexing ability, and lipophilicity for membrane penetration, while requiring careful formulation, dosing, stability management, and regulatory compliance.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 660.95
    methanol 345.58
    isopropanol 525.83
    water 0.69
    ethyl acetate 661.95
    n-propanol 590.87
    acetone 1299.89
    n-butanol 413.24
    acetonitrile 854.78
    DMF 2228.59
    toluene 142.95
    isobutanol 369.86
    1,4-dioxane 665.59
    methyl acetate 842.2
    THF 1196.38
    2-butanone 1112.59
    n-pentanol 194.64
    sec-butanol 406.46
    n-hexane 6.58
    ethylene glycol 133.37
    NMP 968.39
    cyclohexane 15.35
    DMSO 1424.08
    n-butyl acetate 316.55
    n-octanol 106.23
    chloroform 821.66
    n-propyl acetate 229.73
    acetic acid 339.44
    dichloromethane 1340.65
    cyclohexanone 803.33
    propylene glycol 191.85
    isopropyl acetate 237.09
    DMAc 952.59
    2-ethoxyethanol 278.39
    isopentanol 257.92
    n-heptane 12.89
    ethyl formate 513.29
    1,2-dichloroethane 907.52
    n-hexanol 275.68
    2-methoxyethanol 657.55
    isobutyl acetate 112.32
    tetrachloromethane 78.72
    n-pentyl acetate 144.72
    transcutol 462.57
    n-heptanol 115.48
    ethylbenzene 73.55
    MIBK 221.93
    2-propoxyethanol 411.12
    tert-butanol 515.43
    MTBE 338.91
    2-butoxyethanol 195.36
    propionic acid 444.81
    o-xylene 95.88
    formic acid 100.1
    diethyl ether 297.91
    m-xylene 103.29
    p-xylene 92.87
    chlorobenzene 265.85
    dimethyl carbonate 203.3
    n-octane 7.59
    formamide 378.32
    cyclopentanone 1338.64
    2-pentanone 610.13
    anisole 201.4
    cyclopentyl methyl ether 292.74
    gamma-butyrolactone 1383.86
    1-methoxy-2-propanol 477.87
    pyridine 641.26
    3-pentanone 405.82
    furfural 754.12
    n-dodecane 8.49
    diethylene glycol 276.75
    diisopropyl ether 58.3
    tert-amyl alcohol 370.24
    acetylacetone 501.89
    n-hexadecane 9.84
    acetophenone 194.45
    methyl propionate 585.41
    isopentyl acetate 251.58
    trichloroethylene 1465.39
    n-nonanol 91.15
    cyclohexanol 221.3
    benzyl alcohol 172.73
    2-ethylhexanol 132.68
    isooctanol 90.08
    dipropyl ether 123.53
    1,2-dichlorobenzene 217.45
    ethyl lactate 114.99
    propylene carbonate 556.6
    n-methylformamide 984.01
    2-pentanol 207.04
    n-pentane 9.54
    1-propoxy-2-propanol 275.22
    1-methoxy-2-propyl acetate 269.09
    2-(2-methoxypropoxy) propanol 163.59
    mesitylene 59.16
    ε-caprolactone 566.2
    p-cymene 63.23
    epichlorohydrin 1387.9
    1,1,1-trichloroethane 542.92
    2-aminoethanol 275.29
    morpholine-4-carbaldehyde 670.14
    sulfolane 1149.44
    2,2,4-trimethylpentane 10.54
    2-methyltetrahydrofuran 685.46
    n-hexyl acetate 199.75
    isooctane 8.72
    2-(2-butoxyethoxy)ethanol 218.91
    sec-butyl acetate 126.56
    tert-butyl acetate 221.3
    decalin 12.63
    glycerin 201.08
    diglyme 412.28
    acrylic acid 332.88
    isopropyl myristate 72.93
    n-butyric acid 459.85
    acetyl acetate 239.82
    di(2-ethylhexyl) phthalate 77.05
    ethyl propionate 211.72
    nitromethane 1114.67
    1,2-diethoxyethane 195.48
    benzonitrile 267.85
    trioctyl phosphate 62.66
    1-bromopropane 351.59
    gamma-valerolactone 1047.27
    n-decanol 72.38
    triethyl phosphate 79.66
    4-methyl-2-pentanol 101.31
    propionitrile 558.91
    vinylene carbonate 461.14
    1,1,2-trichlorotrifluoroethane 445.04
    DMS 178.92
    cumene 53.39
    2-octanol 81.14
    2-hexanone 245.98
    octyl acetate 102.72
    limonene 92.69
    1,2-dimethoxyethane 464.44
    ethyl orthosilicate 70.21
    tributyl phosphate 69.92
    diacetone alcohol 313.98
    N,N-dimethylaniline 112.79
    acrylonitrile 772.78
    aniline 212.38
    1,3-propanediol 381.07
    bromobenzene 251.18
    dibromomethane 669.83
    1,1,2,2-tetrachloroethane 805.4
    2-methyl-cyclohexyl acetate 128.41
    tetrabutyl urea 95.04
    diisobutyl methanol 73.59
    2-phenylethanol 189.21
    styrene 94.03
    dioctyl adipate 108.97
    dimethyl sulfate 322.14
    ethyl butyrate 184.49
    methyl lactate 202.97
    butyl lactate 115.87
    diethyl carbonate 126.82
    propanediol butyl ether 168.65
    triethyl orthoformate 100.93
    p-tert-butyltoluene 63.81
    methyl 4-tert-butylbenzoate 172.32
    morpholine 845.73
    tert-butylamine 227.96
    n-dodecanol 55.61
    dimethoxymethane 591.69
    ethylene carbonate 359.52
    cyrene 189.68
    2-ethoxyethyl acetate 209.26
    2-ethylhexyl acetate 172.04
    1,2,4-trichlorobenzene 260.39
    4-methylpyridine 512.47
    dibutyl ether 87.69
    2,6-dimethyl-4-heptanol 73.59
    DEF 558.32
    dimethyl isosorbide 287.61
    tetrachloroethylene 399.27
    eugenol 158.45
    triacetin 158.27
    span 80 142.23
    1,4-butanediol 128.71
    1,1-dichloroethane 825.68
    2-methyl-1-pentanol 164.9
    methyl formate 709.14
    2-methyl-1-butanol 266.21
    n-decane 12.02
    butyronitrile 457.34
    3,7-dimethyl-1-octanol 99.42
    1-chlorooctane 64.7
    1-chlorotetradecane 28.61
    n-nonane 10.5
    undecane 10.29
    tert-butylcyclohexane 12.85
    cyclooctane 5.38
    cyclopentanol 362.42
    tetrahydropyran 567.92
    tert-amyl methyl ether 200.26
    2,5,8-trioxanonane 276.13
    1-hexene 51.84
    2-isopropoxyethanol 185.37
    2,2,2-trifluoroethanol 140.64
    methyl butyrate 315.86

    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
Star anise (China, Shangyou) 4 8007-70-3 Illicium verum Hooker fil., fam. Magnoliaceae (Illiciaceae) 0.19%