Lappaol A

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  • Identifiers

    CAS number
    62333-08-8

    Molecular formula
    C30H32O9

    SMILES
    COC1=CC(=CC2=C1O[C@@H]([C@H]2CO)C3=CC(=C(C=C3)O)OC)C[C@H]4COC(=O)[C@@H]4CC5=CC(=C(C=C5)O)OC

    Safety labels

  • Odor profile

    Fragrance
    Vanilla 63.18%
    Sweet 49.14%
    Spicy 47.13%
    Odorless 38.37%
    Balsamic 38.32%
    Creamy 33.08%
    Phenolic 32.26%
    Powdery 32.11%
    Smoky 27.13%
    Floral 26.57%

     

    Flavor
    Bitter 88.71%
    Bland 31.23%
    Sweet-like 22.48%
    Odorless 22.47%
    Parsley 21.3%
    Cedarleaf 20.83%
    Lovage 20.03%
    Eugenol 19.71%
    Ethyl benzoate 18.95%
    Ripe apricot 18.72%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.9

    pKa est.
    8.19 (weak base)

    Molecular weight
    536.6 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1621°C

    Flash point

    • 219.8 ˚C est.

  • Synonyms

    • LAPPAOL A
    • 62333-08-8
    • YU544603T7
    • NSC-287066
    • 2(3H)-FURANONE, 4-(((2S,3R)-2,3-DIHYDRO-2-(4-HYDROXY-3-METHOXYPHENYL)-3-(HYDROXYMETHYL)-7-METHOXY-5-BENZOFURANYL)METHYL)DIHYDRO-3-((4-HYDROXY-3-METHOXYPHENYL)METHYL)-, (3R,4R)-
    • RefChem:41574
    • GlyTouCan:G62168PT
    • G62168PT
    • (3R,4R)-4-(((2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl)methyl)-3-((4-hydroxy-3-methoxyphenyl)methyl)oxolan-2-one
    • UNII-YU544603T7
    • NSC 287066
    • (3R,4R)-3-(4-hydroxy-3-methoxybenzyl)-4-(((2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydrobenzofuran-5-yl)methyl)dihydrofuran-2(3H)-one
    • orb1684968
    • SCHEMBL30804226
    • CHEBI:81273
    • HY-N2475
    • AKOS040760136
    • CS-0022746
    • C17684
    • Q27155214
    • 2(3H)-FURANONE, 4-((2,3-DIHYDRO-2-(4-HYDROXY-3-METHOXYPHENYL)-3-(HYDROXYMETHYL)-7-METHOXY-5-BENZOFURANYL)METHYL)DIHYDRO-3-((4-HYDROXY-3-METHOXYPHENYL)METHYL)-, (2S-(2.ALPHA.,3.BETA.,5(3S*,4S*)))-
    • 62333-08-8

  • Applications

    Lappaol A (CAS 62333-08-8) is a natural product of interest mainly as a synthetic scaffold and research compound. In industry, it is commonly evaluated as an intermediate or lead compound for natural-product synthesis and medicinal-chemistry exploration; it is considered as a potential cosmetic/personal-care ingredient or fragrance-related component in formulation development; it is studied as a bioactive scaffold for pharmaceutical discovery and agrochemical research; and it can be used as a reference standard or analytical calibrant in quality control of plant-derived materials.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.42
    methanol 2.82
    isopropanol 1.19
    water 0.07
    ethyl acetate 1.08
    n-propanol 1.42
    acetone 5.63
    n-butanol 1.19
    acetonitrile 1.6
    DMF 13.63
    toluene 0.43
    isobutanol 0.83
    1,4-dioxane 5.05
    methyl acetate 1.68
    THF 13.63
    2-butanone 3.09
    n-pentanol 1.06
    sec-butanol 0.89
    n-hexane 0.03
    ethylene glycol 2.2
    NMP 8.41
    cyclohexane 0.05
    DMSO 29.1
    n-butyl acetate 0.67
    n-octanol 1.93
    chloroform 6.26
    n-propyl acetate 0.81
    acetic acid 9.42
    dichloromethane 4.06
    cyclohexanone 4.83
    propylene glycol 1.66
    isopropyl acetate 1.04
    DMAc 15.66
    2-ethoxyethanol 5.6
    isopentanol 0.96
    n-heptane 0.06
    ethyl formate 1.65
    1,2-dichloroethane 2.0
    n-hexanol 0.73
    2-methoxyethanol 8.81
    isobutyl acetate 0.61
    tetrachloromethane 0.59
    n-pentyl acetate 2.51
    transcutol 13.26
    n-heptanol 1.63
    ethylbenzene 0.26
    MIBK 1.45
    2-propoxyethanol 5.52
    tert-butanol 1.19
    MTBE 0.73
    2-butoxyethanol 6.16
    propionic acid 2.3
    o-xylene 0.31
    formic acid 5.93
    diethyl ether 0.89
    m-xylene 0.28
    p-xylene 0.32
    chlorobenzene 0.65
    dimethyl carbonate 2.83
    n-octane 0.07
    formamide 6.78
    cyclopentanone 8.58
    2-pentanone 2.35
    anisole 0.94
    cyclopentyl methyl ether 1.54
    gamma-butyrolactone 7.71
    1-methoxy-2-propanol 6.6
    pyridine 3.32
    3-pentanone 1.62
    furfural 6.27
    n-dodecane 0.07
    diethylene glycol 5.93
    diisopropyl ether 0.24
    tert-amyl alcohol 0.96
    acetylacetone 4.74
    n-hexadecane 0.09
    acetophenone 1.44
    methyl propionate 1.71
    isopentyl acetate 0.8
    trichloroethylene 5.98
    n-nonanol 2.22
    cyclohexanol 0.96
    benzyl alcohol 1.53
    2-ethylhexanol 0.51
    isooctanol 1.34
    dipropyl ether 0.84
    1,2-dichlorobenzene 0.83
    ethyl lactate 1.51
    propylene carbonate 2.2
    n-methylformamide 5.83
    2-pentanol 0.6
    n-pentane 0.03
    1-propoxy-2-propanol 3.46
    1-methoxy-2-propyl acetate 2.12
    2-(2-methoxypropoxy) propanol 5.65
    mesitylene 0.16
    ε-caprolactone 3.48
    p-cymene 0.25
    epichlorohydrin 8.36
    1,1,1-trichloroethane 1.3
    2-aminoethanol 2.37
    morpholine-4-carbaldehyde 10.97
    sulfolane 14.23
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 2.09
    n-hexyl acetate 2.82
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 8.16
    sec-butyl acetate 0.54
    tert-butyl acetate 1.32
    decalin 0.04
    glycerin 5.3
    diglyme 12.72
    acrylic acid 3.93
    isopropyl myristate 1.25
    n-butyric acid 2.62
    acetyl acetate 1.63
    di(2-ethylhexyl) phthalate 1.83
    ethyl propionate 0.83
    nitromethane 14.77
    1,2-diethoxyethane 3.06
    benzonitrile 1.35
    trioctyl phosphate 1.55
    1-bromopropane 0.62
    gamma-valerolactone 16.52
    n-decanol 1.42
    triethyl phosphate 0.66
    4-methyl-2-pentanol 0.5
    propionitrile 1.35
    vinylene carbonate 2.87
    1,1,2-trichlorotrifluoroethane 12.6
    DMS 1.95
    cumene 0.21
    2-octanol 1.2
    2-hexanone 1.51
    octyl acetate 1.85
    limonene 0.29
    1,2-dimethoxyethane 7.01
    ethyl orthosilicate 0.71
    tributyl phosphate 1.35
    diacetone alcohol 3.54
    N,N-dimethylaniline 0.87
    acrylonitrile 2.65
    aniline 0.97
    1,3-propanediol 3.38
    bromobenzene 0.57
    dibromomethane 1.94
    1,1,2,2-tetrachloroethane 4.82
    2-methyl-cyclohexyl acetate 0.89
    tetrabutyl urea 2.53
    diisobutyl methanol 0.4
    2-phenylethanol 1.29
    styrene 0.27
    dioctyl adipate 2.12
    dimethyl sulfate 5.81
    ethyl butyrate 0.73
    methyl lactate 3.35
    butyl lactate 3.3
    diethyl carbonate 0.52
    propanediol butyl ether 6.44
    triethyl orthoformate 0.99
    p-tert-butyltoluene 0.23
    methyl 4-tert-butylbenzoate 3.47
    morpholine 5.26
    tert-butylamine 0.41
    n-dodecanol 0.92
    dimethoxymethane 9.11
    ethylene carbonate 2.19
    cyrene 5.68
    2-ethoxyethyl acetate 4.27
    2-ethylhexyl acetate 0.55
    1,2,4-trichlorobenzene 1.3
    4-methylpyridine 1.82
    dibutyl ether 1.34
    2,6-dimethyl-4-heptanol 0.4
    DEF 3.03
    dimethyl isosorbide 6.56
    tetrachloroethylene 3.44
    eugenol 4.09
    triacetin 4.41
    span 80 5.04
    1,4-butanediol 1.8
    1,1-dichloroethane 1.38
    2-methyl-1-pentanol 0.82
    methyl formate 5.09
    2-methyl-1-butanol 0.87
    n-decane 0.15
    butyronitrile 1.13
    3,7-dimethyl-1-octanol 1.12
    1-chlorooctane 0.66
    1-chlorotetradecane 0.26
    n-nonane 0.12
    undecane 0.1
    tert-butylcyclohexane 0.03
    cyclooctane 0.03
    cyclopentanol 1.4
    tetrahydropyran 2.07
    tert-amyl methyl ether 0.67
    2,5,8-trioxanonane 9.88
    1-hexene 0.14
    2-isopropoxyethanol 3.48
    2,2,2-trifluoroethanol 4.94
    methyl butyrate 1.1

    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