Isoalantolactone

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  • Identifiers

    CAS number
    470-17-7

    Molecular formula
    C15H20O2

    SMILES
    C[C@]12CCCC(=C)[C@@H]1C[C@H]3[C@@H](C2)OC(=O)C3=C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Woody 51.04%
    Spicy 42.81%
    Green 39.25%
    Tobacco 31.68%
    Mint 30.45%
    Sweet 29.53%
    Herbal 27.44%
    Nutty 25.88%
    Coconut 25.06%
    Cedar 24.82%

     

    Flavor
    Bitter 68.05%
    Minty 24.35%
    Herbal 22.65%
    Lovage 21.43%
    Cedarleaf 21.31%
    Basil 20.7%
    Ripe apricot 20.02%
    Red fruit 19.88%
    Outdoor 19.23%
    Terpentine 19.17%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.4

    pKa est.
    8.64 (weak base)

    Molecular weight
    232.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    412°C

    Flash point

    • 160.62 ˚C est.

  • Synonyms

    • Isoalantolactone
    • 470-17-7
    • iso-alantolacton
    • Isohelenin
    • CHEBI:5981
    • NSC 241036
    • NSC 601353
    • BRN 0013402
    • BYH07P620U
    • (+)-Isoalantolactone
    • AI3-31148
    • ISOALLANTOLACTONE
    • (+/-)-Isoalantolactone
    • QTF89ZHT7V
    • NSC-241036
    • Isoalantolactone, (+/-)-
    • (3aR,4aS,8aR,9aR)-8a-methyl-3,5-dimethylenedecahydronaphtho[2,3-b]furan-2(3H)-one
    • ISOALANTOLACTONE, (+)-
    • 4-17-00-05031 (Beilstein Handbook Reference)
    • eudesma-4(14),11(13)-dieno-12,8beta-olactone
    • NSC241036
    • (3aR,4aS,8aR,9aR)-Decahydro-8a-methyl-3,5-bis(methylene)naphtho[2,3-b]furan-2(3H)-one
    • (3aR,4aS,8aR,9aR)-8a-methyl-3,5-dimethylidene-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-2-one
    • 8beta-hydroxyeudesma-4(14),11(13)-dien-12-oic acid gamma-lactone
    • Eudesma-4(14),11(13)-dien-12-oic acid, 8-beta-hydroxy-, gamma-lactone
    • (3aR,4aS,8aR,9aR)-8a-methyl-3,5-bis(methylidene)decahydronaphtho[2,3-b]furan-2(3H)-one
    • Naphtho(2,3-b)furan-2(3H)-one, decahydro-8a-methyl-3,5-bis(methylene)-, (3aR,4aS,8aR,9aR)-
    • Naphtho(2,3-b)furan-2(3H)-one, decahydro-8a-methyl-3,5-bis(methylene)-, (3aR-(3a alpha,4a alpha,8a beta,9a alpha))-
    • 5.ALPHA.H-EUDESMA-4(15),11(13)-DIEN-12,8.BETA.-OLIDE
    • EUDESMA-4(14),11(13)-DIEN-12-OIC ACID, 8.BETA.-HYDROXY-, .GAMMA.-LACTONE
    • Rel-(3aR,4aS,8aR,9aR)-decahydro-8a-methyl-3,5-bis(methylene)naphtho(2,3-b)furan-2(3H)-one
    • (3AR,4AS,8AR,9AR)-DECAHYDRO-8A-METHYL-3,5-BIS(METHYLENE)NAPHTHO(2,3-B)FURAN-2(3H)-ONE
    • Naphtho(2,3-b)furan-2(3H)-one, decahydro-8a-methyl-3,5-bis(methylene)-, (3aR,4aS,8aR,9aR)-rel-
    • 4677-48-9
    • (+)-Isoalantolactone;Isohelenin
    • (3aR,4aS,8aR,9aR)-8a-methyl-3,5-bis(methylidene)decahydronaphtho(2,3-b)furan-2(3H)-one
    • (3aR,4aS,8aR,9aR)-8a-Methyl-3,5-dimethylene-decahydro-naphtho[2,3-b]furan-2-one
    • (3aR,4aS,8aR,9aR)-8a-methyl-3,5-bis(methylidene)decahydronaphtho(2,3-b)furan-2(3H)-one;eudesma-4(14),11(13)-dieno-12,8beta-olactone
    • (3aR,4aS,8aR,9aR)-8a-methyl-3,5-bis(methylidene)decahydronaphtho[2,3-b]furan-2(3H)-one;eudesma-4(14),11(13)-dieno-12,8beta-olactone
    • (3aR,4aS,8aR,9aR)-8a-methyl-3,5-dimethylidene-3a,4,4a,6,7,8,9,9a-octahydrobenzo(f)(1)benzofuran-2-one
    • MFCD08689940
    • UNII-QTF89ZHT7V
    • Epitope ID:119705
    • Isoalantolactone (Standard)
    • UNII-BYH07P620U
    • Isoalantolactone (Isohelenin)
    • SCHEMBL510111
    • CHEMBL137803
    • HY-N0780R
    • HY-N0780
    • BDBM50433448
    • s3829
    • AKOS015892694
    • CCG-266809
    • CS-3635
    • FI32778
    • (3aR,4aS,8aR,9aR)-8a-methyl-3,5-dimethylene-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f]benzofuran-2-one
    • AS-74081
    • C09484
    • Q27089356
    • 5ALPHAH-EUDESMA-4(15),11(13)-DIEN-12,8BETA-OLIDE
    • EUDESMA-4(14),11(13)-DIEN-12-OIC ACID, 8BETA-HYDROXY-, GAMMA-LACTONE
    • Eudesma-4(14),11(13)-dien-12-oic acid, 8beta-hydroxy-, gamma-lactone, (+/-)-
    • (3AR,4AS,8AR,9AR)-8A-METHYL-3,5-DIMETHYLIDENE-DODECAHYDRONAPHTHO[2,3-B]FURAN-2-ONE
    • 107439-69-0
    • EUDESMA-4(14),11(13)-DIEN-12-OIC ACID, 8.BETA.-HYDROXY-, .GAMMA.-LACTONE, (+/-)-
    • Naphtho[2, decahydro-8a-methyl-3,5-bis(methylene)-, [3aR-(3a.alpha.,4a.alpha.,8a.beta.,9a.alpha.)]-

  • Applications

    Isoalantolactone is a natural sesquiterpene lactone that is primarily studied in pharmaceutical and chemical research contexts. In practice, it is used as a bioactive lead compound in pharmacology studies and as a reagent or precursor for the synthesis of related sesquiterpene lactones. It is commonly evaluated for antimicrobial and antifungal activity in laboratory assays and may serve as a scaffold for developing new agrochemical candidates or other research leads. It also appears in natural product isolation workflows and as a reference compound in analytical characterization. Its application in consumer products is limited and subject to local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 470.4
    methanol 634.0
    isopropanol 497.29
    water 0.56
    ethyl acetate 926.32
    n-propanol 513.27
    acetone 971.63
    n-butanol 533.26
    acetonitrile 475.97
    DMF 1281.43
    toluene 942.43
    isobutanol 358.97
    1,4-dioxane 1724.51
    methyl acetate 714.58
    THF 2283.94
    2-butanone 908.44
    n-pentanol 158.14
    sec-butanol 259.84
    n-hexane 4.03
    ethylene glycol 58.31
    NMP 739.82
    cyclohexane 33.11
    DMSO 546.72
    n-butyl acetate 536.51
    n-octanol 57.86
    chloroform 2417.52
    n-propyl acetate 372.96
    acetic acid 369.82
    dichloromethane 1940.72
    cyclohexanone 1222.92
    propylene glycol 90.57
    isopropyl acetate 644.72
    DMAc 718.14
    2-ethoxyethanol 367.74
    isopentanol 473.6
    n-heptane 4.86
    ethyl formate 512.13
    1,2-dichloroethane 1148.22
    n-hexanol 247.02
    2-methoxyethanol 969.76
    isobutyl acetate 275.68
    tetrachloromethane 184.63
    n-pentyl acetate 268.9
    transcutol 2538.7
    n-heptanol 87.92
    ethylbenzene 187.87
    MIBK 493.41
    2-propoxyethanol 676.82
    tert-butanol 432.86
    MTBE 412.6
    2-butoxyethanol 289.37
    propionic acid 327.26
    o-xylene 307.41
    formic acid 178.89
    diethyl ether 538.01
    m-xylene 488.88
    p-xylene 248.69
    chlorobenzene 931.83
    dimethyl carbonate 367.85
    n-octane 1.99
    formamide 405.07
    cyclopentanone 1470.87
    2-pentanone 802.75
    anisole 505.1
    cyclopentyl methyl ether 802.4
    gamma-butyrolactone 1412.73
    1-methoxy-2-propanol 740.1
    pyridine 1572.33
    3-pentanone 499.56
    furfural 1242.08
    n-dodecane 2.41
    diethylene glycol 482.48
    diisopropyl ether 150.44
    tert-amyl alcohol 213.21
    acetylacetone 912.22
    n-hexadecane 3.09
    acetophenone 441.36
    methyl propionate 660.81
    isopentyl acetate 526.2
    trichloroethylene 2570.82
    n-nonanol 60.57
    cyclohexanol 415.93
    benzyl alcohol 388.56
    2-ethylhexanol 119.76
    isooctanol 86.05
    dipropyl ether 143.48
    1,2-dichlorobenzene 696.13
    ethyl lactate 169.2
    propylene carbonate 781.51
    n-methylformamide 718.79
    2-pentanol 275.43
    n-pentane 10.86
    1-propoxy-2-propanol 395.78
    1-methoxy-2-propyl acetate 725.39
    2-(2-methoxypropoxy) propanol 324.22
    mesitylene 224.01
    ε-caprolactone 934.67
    p-cymene 98.28
    epichlorohydrin 1949.06
    1,1,1-trichloroethane 825.32
    2-aminoethanol 177.52
    morpholine-4-carbaldehyde 1174.76
    sulfolane 886.23
    2,2,4-trimethylpentane 7.88
    2-methyltetrahydrofuran 1136.77
    n-hexyl acetate 315.22
    isooctane 10.75
    2-(2-butoxyethoxy)ethanol 515.46
    sec-butyl acetate 308.32
    tert-butyl acetate 555.86
    decalin 14.74
    glycerin 167.17
    diglyme 1044.02
    acrylic acid 295.22
    isopropyl myristate 108.63
    n-butyric acid 647.39
    acetyl acetate 534.5
    di(2-ethylhexyl) phthalate 135.67
    ethyl propionate 320.69
    nitromethane 865.23
    1,2-diethoxyethane 646.43
    benzonitrile 714.51
    trioctyl phosphate 80.55
    1-bromopropane 413.05
    gamma-valerolactone 1747.33
    n-decanol 43.56
    triethyl phosphate 130.39
    4-methyl-2-pentanol 185.72
    propionitrile 521.27
    vinylene carbonate 797.06
    1,1,2-trichlorotrifluoroethane 716.63
    DMS 419.12
    cumene 110.84
    2-octanol 50.06
    2-hexanone 311.88
    octyl acetate 132.48
    limonene 111.23
    1,2-dimethoxyethane 738.64
    ethyl orthosilicate 125.46
    tributyl phosphate 120.19
    diacetone alcohol 477.07
    N,N-dimethylaniline 250.38
    acrylonitrile 667.24
    aniline 901.17
    1,3-propanediol 437.63
    bromobenzene 971.39
    dibromomethane 988.95
    1,1,2,2-tetrachloroethane 1663.28
    2-methyl-cyclohexyl acetate 225.81
    tetrabutyl urea 130.82
    diisobutyl methanol 85.79
    2-phenylethanol 411.04
    styrene 270.78
    dioctyl adipate 176.05
    dimethyl sulfate 374.1
    ethyl butyrate 290.6
    methyl lactate 273.99
    butyl lactate 225.87
    diethyl carbonate 215.94
    propanediol butyl ether 266.23
    triethyl orthoformate 205.11
    p-tert-butyltoluene 94.93
    methyl 4-tert-butylbenzoate 276.52
    morpholine 1788.14
    tert-butylamine 203.79
    n-dodecanol 31.69
    dimethoxymethane 1129.85
    ethylene carbonate 693.65
    cyrene 279.24
    2-ethoxyethyl acetate 568.42
    2-ethylhexyl acetate 360.25
    1,2,4-trichlorobenzene 795.24
    4-methylpyridine 1642.38
    dibutyl ether 105.92
    2,6-dimethyl-4-heptanol 85.79
    DEF 671.42
    dimethyl isosorbide 614.57
    tetrachloroethylene 946.24
    eugenol 287.81
    triacetin 344.81
    span 80 227.39
    1,4-butanediol 89.36
    1,1-dichloroethane 1113.17
    2-methyl-1-pentanol 171.84
    methyl formate 560.92
    2-methyl-1-butanol 305.48
    n-decane 3.95
    butyronitrile 562.08
    3,7-dimethyl-1-octanol 104.68
    1-chlorooctane 38.59
    1-chlorotetradecane 14.31
    n-nonane 2.96
    undecane 2.97
    tert-butylcyclohexane 11.82
    cyclooctane 9.54
    cyclopentanol 432.94
    tetrahydropyran 1378.19
    tert-amyl methyl ether 209.41
    2,5,8-trioxanonane 612.13
    1-hexene 38.37
    2-isopropoxyethanol 257.84
    2,2,2-trifluoroethanol 174.15
    methyl butyrate 413.47

    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