Manool

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  • Identifiers

    CAS number
    596-85-0

    Molecular formula
    C20H34O

    SMILES
    C[C@]12CCCC([C@@H]1CCC(=C)[C@@H]2CC[C@](C)(C=C)O)(C)C

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

    Retention indicies (RI)

    • DB5: 2056.83
    • Carbowax: 2663.0

  • Odor profile

    Woody 89.25%
    Amber 55.29%
    Sandalwood 45.49%
    Dry 43.92%
    Cedar 42.84%
    Sweet 42.61%
    Balsamic 41.38%
    Vetiver 36.64%
    Musk 34.82%
    Powdery 34.01%

    Scent© AI

  • Properties

    XLogP3-AA
    5.7

    pKa est.
    9.18 (weak base)

    Molecular weight
    290.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    377°C

    Flash point est.
    144.2 ˚C

  • Synonyms

    • Manool
    • 596-85-0
    • (+)-manool
    • (13R)-manool
    • (3R)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-1-en-3-ol
    • AT5PJ0PV00
    • CHEBI:76945
    • NSC-165961
    • 1-Naphthalenepropanol, .alpha.-ethenyldecahydro-.alpha.,5,5,8a-tetramethyl-2-methylene-, (.alpha.R,1S,4aS,8aS)-
    • labda-8(17),14-dien-13(R)-ol
    • (13R)-Labda-8(20),14-dien-13-ol
    • (13R)-labda-8(27),14-dien-13-ol
    • (5S,9S,10S,13R)-labda-8(17),14-dien-13-ol
    • NSC 165961
    • NSC 666751
    • (.ALPHA.R,1S,4AS,8AS)-.ALPHA.-ETHENYLDECAHYDRO-.ALPHA.,5,5,8A-TETRAMETHYL-2-METHYLENE-1-NAPHTHALENEPROPANOL
    • (3R)-3-methyl-5-[(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidenedecahydronaphthalen-1-yl]pent-1-en-3-ol
    • (3R)-3-methyl-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylenedecahydronaphthalen-1-yl]pent-1-en-3-ol
    • UNII-AT5PJ0PV00
    • Labda-8(20),14-dien-13-ol, (13R)-
    • DTXSID4022072
    • Mannool
    • NSC165961
    • (3R)-3-methyl-5-((1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidenedecahydronaphthalen-1-yl)pent-1-en-3-ol
    • (3R)-3-methyl-5-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylenedecahydronaphthalen-1-yl)pent-1-en-3-ol
    • (3R)-5-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpent-1-en-3-ol
    • 1-Naphthalenepropanol, .alpha.-ethenyldecahydro-.alpha.,5,5,8a-tetramethyl-2-methylene-, [1S-[1.alpha.(S*),4a.beta.,8a.alpha.]]-
    • (4aR)-trans-5-(1,5,5,8aS-Tetramethyl-2-methylenedecahydro-1-naphthalenyl)-(3R)-methyl-1-penten-3-ol
    • DTXCID102072
    • CHEMBL4162501
    • SCHEMBL12658773
    • HY-N1039A
    • CECREIRZLPLYDM-QGZVKYPTSA-N
    • 1-Naphthalenepropanol, alpha-ethenyldecahydro-alpha,5,5,8a-tetramethyl-2-methylene-, (1S-(1alpha(S*),4abeta,8aalpha))-
    • Labd-8(17),14-dien-13-ol
    • CCG-208417
    • FM65852
    • MS-24149
    • CS-0132370
    • Labda-8 (20),14-dien-13-ol, (13R)-
    • SR-05000002258
    • SR-05000002258-2
    • Q15726184
    • (3R)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decalin-1-yl]-3-methyl-pent-1-en-3-ol
    • (3R)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]-3-methylpent-1-en-3-ol
    • (ALPHAR,1S,4AS,8AS)-ALPHA-ETHENYLDECAHYDRO-ALPHA,5,5,8A-TETRAMETHYL-2-METHYLENE-1-NAPHTHALENEPROPANOL
    • 1-Naphthalenepropanol, .alpha.-ethenyldecahydro-.alpha.,5,5,8a-tetramethyl-2-methylene-, (4aS)-
    • 1-Naphthalenepropanol, alpha-ethenyldecahydro-alpha,5,5,8a-tetramethyl-2-methylene-, (1S-(1alpha(S*),4abeta,8aalpha))-(9CI)
    • 1-NAPHTHALENEPROPANOL, ALPHA-ETHENYLDECAHYDRO-ALPHA,5,5,8A-TETRAMETHYL-2-METHYLENE-, (ALPHAR,1S,4AS,8AS)-

  • Applications

    Manool (CAS 596-85-0) is a labdane-type diterpene alcohol with a warm woody-amber odor, widely used in perfumery as both a character material and a substantive fixative for fine fragrances, cosmetics, soaps, and detergents due to its olfactory impact and formulation stability; beyond direct use, it serves as a key feedstock for semisynthetic odorants—most notably ambergris substitutes such as ambroxide/Ambroxan—and other labdane derivatives, making it valuable in aroma-chemical manufacturing; in research it is employed as a natural-product reference standard, a chemotaxonomic/geochemical marker of conifer resins and essential oils, and a versatile scaffold for probing bioactivities (e.g., antimicrobial, anti-inflammatory, cytotoxic effects in vitro) and for developing enantioselective methodologies; from a formulation standpoint it is hydrophobic and readily soluble in organic media, and in practical perfumery it is typically dosed at low levels with IFRA-compliant safety management and oxidation control to preserve odor quality.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 330.95
    methanol 191.97
    isopropanol 272.41
    water 0.12
    ethyl acetate 424.08
    n-propanol 328.79
    acetone 347.3
    n-butanol 331.44
    acetonitrile 149.79
    DMF 531.49
    toluene 528.06
    isobutanol 233.32
    1,4-dioxane 891.31
    methyl acetate 242.08
    THF 1825.62
    2-butanone 371.21
    n-pentanol 158.48
    sec-butanol 205.06
    n-hexane 28.04
    ethylene glycol 9.26
    NMP 414.41
    cyclohexane 75.71
    DMSO 165.51
    n-butyl acetate 432.23
    n-octanol 121.51
    chloroform 618.22
    n-propyl acetate 227.35
    acetic acid 120.62
    dichloromethane 469.56
    cyclohexanone 584.73
    propylene glycol 32.6
    isopropyl acetate 381.34
    DMAc 419.8
    2-ethoxyethanol 192.44
    isopentanol 279.74
    n-heptane 39.0
    ethyl formate 141.51
    1,2-dichloroethane 293.15
    n-hexanol 344.5
    2-methoxyethanol 347.24
    isobutyl acetate 206.67
    tetrachloromethane 93.91
    n-pentyl acetate 263.99
    transcutol 1523.39
    n-heptanol 152.45
    ethylbenzene 151.63
    MIBK 310.1
    2-propoxyethanol 580.53
    tert-butanol 292.1
    MTBE 492.34
    2-butoxyethanol 297.94
    propionic acid 114.61
    o-xylene 193.71
    formic acid 28.13
    diethyl ether 607.21
    m-xylene 315.64
    p-xylene 176.23
    chlorobenzene 304.15
    dimethyl carbonate 138.1
    n-octane 10.71
    formamide 53.55
    cyclopentanone 642.77
    2-pentanone 412.67
    anisole 301.81
    cyclopentyl methyl ether 657.63
    gamma-butyrolactone 585.89
    1-methoxy-2-propanol 412.52
    pyridine 579.33
    3-pentanone 281.63
    furfural 426.06
    n-dodecane 5.95
    diethylene glycol 200.95
    diisopropyl ether 185.82
    tert-amyl alcohol 210.53
    acetylacetone 399.15
    n-hexadecane 7.42
    acetophenone 214.01
    methyl propionate 308.54
    isopentyl acetate 431.17
    trichloroethylene 554.5
    n-nonanol 114.01
    cyclohexanol 261.45
    benzyl alcohol 169.22
    2-ethylhexanol 195.56
    isooctanol 130.44
    dipropyl ether 381.66
    1,2-dichlorobenzene 236.26
    ethyl lactate 91.02
    propylene carbonate 295.72
    n-methylformamide 147.83
    2-pentanol 208.68
    n-pentane 41.8
    1-propoxy-2-propanol 508.44
    1-methoxy-2-propyl acetate 570.48
    2-(2-methoxypropoxy) propanol 296.58
    mesitylene 178.23
    ε-caprolactone 480.98
    p-cymene 123.37
    epichlorohydrin 701.27
    1,1,1-trichloroethane 307.63
    2-aminoethanol 60.58
    morpholine-4-carbaldehyde 604.4
    sulfolane 400.6
    2,2,4-trimethylpentane 24.41
    2-methyltetrahydrofuran 859.65
    n-hexyl acetate 330.93
    isooctane 24.6
    2-(2-butoxyethoxy)ethanol 441.54
    sec-butyl acetate 204.41
    tert-butyl acetate 435.44
    decalin 31.09
    glycerin 50.66
    diglyme 793.79
    acrylic acid 73.44
    isopropyl myristate 119.85
    n-butyric acid 284.71
    acetyl acetate 236.02
    di(2-ethylhexyl) phthalate 120.84
    ethyl propionate 207.85
    nitromethane 215.37
    1,2-diethoxyethane 563.7
    benzonitrile 231.17
    trioctyl phosphate 82.98
    1-bromopropane 259.29
    gamma-valerolactone 845.72
    n-decanol 76.49
    triethyl phosphate 122.53
    4-methyl-2-pentanol 149.02
    propionitrile 202.14
    vinylene carbonate 264.79
    1,1,2-trichlorotrifluoroethane 261.76
    DMS 225.54
    cumene 99.76
    2-octanol 89.86
    2-hexanone 216.77
    octyl acetate 144.23
    limonene 165.6
    1,2-dimethoxyethane 472.94
    ethyl orthosilicate 134.36
    tributyl phosphate 98.57
    diacetone alcohol 323.55
    N,N-dimethylaniline 207.29
    acrylonitrile 172.94
    aniline 338.02
    1,3-propanediol 143.37
    bromobenzene 340.52
    dibromomethane 309.0
    1,1,2,2-tetrachloroethane 445.38
    2-methyl-cyclohexyl acetate 246.23
    tetrabutyl urea 129.81
    diisobutyl methanol 125.96
    2-phenylethanol 275.13
    styrene 177.83
    dioctyl adipate 168.88
    dimethyl sulfate 152.88
    ethyl butyrate 284.64
    methyl lactate 120.5
    butyl lactate 195.9
    diethyl carbonate 166.71
    propanediol butyl ether 235.05
    triethyl orthoformate 247.28
    p-tert-butyltoluene 135.05
    methyl 4-tert-butylbenzoate 270.34
    morpholine 1011.77
    tert-butylamine 221.07
    n-dodecanol 52.89
    dimethoxymethane 649.26
    ethylene carbonate 247.39
    cyrene 207.69
    2-ethoxyethyl acetate 404.55
    2-ethylhexyl acetate 341.04
    1,2,4-trichlorobenzene 289.53
    4-methylpyridine 599.63
    dibutyl ether 202.95
    2,6-dimethyl-4-heptanol 125.96
    DEF 362.85
    dimethyl isosorbide 572.74
    tetrachloroethylene 259.83
    eugenol 226.21
    triacetin 288.67
    span 80 251.18
    1,4-butanediol 34.1
    1,1-dichloroethane 318.74
    2-methyl-1-pentanol 154.65
    methyl formate 102.11
    2-methyl-1-butanol 238.14
    n-decane 14.75
    butyronitrile 266.15
    3,7-dimethyl-1-octanol 147.5
    1-chlorooctane 86.7
    1-chlorotetradecane 24.71
    n-nonane 13.48
    undecane 8.93
    tert-butylcyclohexane 30.59
    cyclooctane 26.99
    cyclopentanol 221.03
    tetrahydropyran 1029.14
    tert-amyl methyl ether 298.83
    2,5,8-trioxanonane 468.07
    1-hexene 110.24
    2-isopropoxyethanol 177.43
    2,2,2-trifluoroethanol 42.33
    methyl butyrate 242.63

    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
Juniperus martinezii Juniperus martinezii Perez de la Rosa, fam. Cupressaceae 0.3%
Juniperus flaccida var. flaccida Juniperus flaccida Schlecht, var. flaccida, fam. Cupressaceae 0.05%
Sage, dalmatian (Spain) 8022-56-8 Salvia officinalis L., fam. Lamiaceae (Labiatae) 3.57%
Salvia officinalis x S. lavandulaefolia vellerea Salvia officinalis x S. lavandulaefolia ssp. vellerea, fam. Lamiaceae 1.94%
Vitex agnus-castus leaf (Italy) Vitex agnus-castus L., fam. Verbenaceae 1.3%
Vitex agnus-castus fruit (Italy) Vitex agnus-castus L., fam. Verbenaceae 0.9%
Vitex agnus-castus inflorescence (Italy) Vitex agnus-castus L., fam. Verbenaceae 2.1%
Sage, dalmatian (New Zealand) 1a 8022-56-8 Salvia officinalis L., fam. Lamiaceae (Labiatae) 2.5%
Sage, dalmatian (New Zealand) 1b 8022-56-8 Salvia officinalis L., fam. Lamiaceae (Labiatae) 0.55%
Clary sage (Spain) 8016-63-5 Salvia sclarea L., fam. Lamiaceae (Labiatae) 0.55%
Sage, dalmatian (Cuba) 8022-56-8 Salvia officinalis L., fam. Lamiaceae (Labiatae) 14.74%
Sage, dalmatian (Reunion Island) 2 8022-56-8 Salvia officinalis L., fam. Lamiaceae (Labiatae) 0.5%
Sage, dalmatian 10 8022-56-8 Salvia officinalis L., fam. Lamiaceae (Labiatae) 2.5%
Sage, dalmatian (Serbia-Montenegro) 1a leaf Salvia officinalis L., fam. Lamiaceae (Labiatae) 7.68%
Sage, dalmatian (Serbia-Montenegro) 1b flower 8016-20-4 Salvia officinalis L., fam. Lamiaceae (Labiatae) 13.48%
Plectranthus barbatus (Brazil) 2a leaf Plectranthus barbatus Andr. (Coleus barbatus), fam. Lamiaceae (Labiatae) 1.0%
Origanum scabrum (Greece) Origanum scabrum Boiss. et Heldr., fam. Lamiaceae (Labiatae) 2.68%
Salvia argentea (Greece) Salvia argentea L., fam. Lamiaceae (Labiatae) 14.6%
Salvia desoleana (Italy) 1a CO2-extract Salvia desoleana, fam. Lamiaceae (Labiatae) 2.8%
Salvia desoleana (Italy) 1b hydrodistilled Salvia desoleana, fam. Lamiaceae (Labiatae) 0.3%