Aciculatin

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  • Identifiers

    CAS number
    134044-97-6

    Molecular formula
    C22H22O8

    SMILES
    C[C@@H]1[C@H]([C@H](C[C@H](O1)C2=C(C=C(C3=C2OC(=CC3=O)C4=CC=C(C=C4)O)O)OC)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 52.44%
    Vanilla 44.9%
    Phenolic 43.14%
    Sweet 42.94%
    Creamy 28.8%
    Milky 24.79%
    Burnt 24.42%
    Smoky 23.85%
    Bitter 22.71%
    Spicy 22.18%

     

    Flavor
    Bitter 90.51%
    Bland 25.21%
    Odorless 23.74%
    Sweet-like 22.42%
    Cedarleaf 20.7%
    Lovage 19.93%
    Parsley 19.87%
    Eugenol 18.95%
    Ethyl benzoate 18.9%
    Ripe apricot 18.64%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    8.47 (weak base)

    Molecular weight
    414.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2064°C

    Flash point

    • 255.43 ˚C est.

  • Synonyms

    • Aciculatin
    • 134044-97-6
    • DTXSID30158467
    • 8-(2,6-Dideoxy-ribo-hexopyranosyl)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one sesquihydrate
    • RefChem:915021
    • DTXCID5080958
    • 8-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
    • CHEBI:179276
    • (1S)-1,5-Anhydro-2,6-dideoxy-1-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxo-4H-1-benzopyran-8-yl]-D-ribo-hexitol
    • 4H-1-Benzopyran-4-one, 8-(2,6-dideoxy-beta-D-ribo-hexopyranosyl)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-
    • 134044-97-6

  • Applications

    Aciculatin (CAS 134044-97-6) is a natural product primarily of interest in natural products chemistry and pharmacognosy. In practical use, it is typically treated as a research chemical and a reference standard for chemical and bioanalytical characterization. Representative applications include the evaluation of biological activity in drug discovery programs; support for natural products and phytochemistry research; development of analytical methods and authentication workflows (e.g., LC-MS, NMR) and use as a reference compound in sample identification from plant sources. It may also serve as a tool compound in synthetic chemistry and medicinal chemistry investigations to explore structure–activity relationships.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.73
    methanol 5.8
    isopropanol 1.44
    water 0.05
    ethyl acetate 0.63
    n-propanol 2.68
    acetone 3.09
    n-butanol 1.12
    acetonitrile 0.9
    DMF 68.3
    toluene 0.09
    isobutanol 1.11
    1,4-dioxane 4.52
    methyl acetate 1.7
    THF 12.82
    2-butanone 2.9
    n-pentanol 0.75
    sec-butanol 1.17
    n-hexane 0.01
    ethylene glycol 20.04
    NMP 69.38
    cyclohexane 0.01
    DMSO 227.12
    n-butyl acetate 0.5
    n-octanol 0.31
    chloroform 0.25
    n-propyl acetate 0.65
    acetic acid 27.59
    dichloromethane 0.34
    cyclohexanone 5.02
    propylene glycol 23.89
    isopropyl acetate 0.44
    DMAc 82.67
    2-ethoxyethanol 16.47
    isopentanol 0.79
    n-heptane 0.01
    ethyl formate 1.17
    1,2-dichloroethane 0.49
    n-hexanol 0.31
    2-methoxyethanol 52.53
    isobutyl acetate 0.36
    tetrachloromethane 0.05
    n-pentyl acetate 0.58
    transcutol 55.83
    n-heptanol 0.45
    ethylbenzene 0.05
    MIBK 0.69
    2-propoxyethanol 11.11
    tert-butanol 1.3
    MTBE 0.29
    2-butoxyethanol 5.85
    propionic acid 6.86
    o-xylene 0.09
    formic acid 39.1
    diethyl ether 0.29
    m-xylene 0.08
    p-xylene 0.08
    chlorobenzene 0.1
    dimethyl carbonate 3.42
    n-octane 0.01
    formamide 42.71
    cyclopentanone 11.6
    2-pentanone 1.14
    anisole 0.38
    cyclopentyl methyl ether 1.05
    gamma-butyrolactone 18.26
    1-methoxy-2-propanol 29.44
    pyridine 2.39
    3-pentanone 0.92
    furfural 13.78
    n-dodecane 0.01
    diethylene glycol 28.67
    diisopropyl ether 0.07
    tert-amyl alcohol 1.02
    acetylacetone 3.41
    n-hexadecane 0.01
    acetophenone 1.01
    methyl propionate 2.1
    isopentyl acetate 0.62
    trichloroethylene 1.26
    n-nonanol 0.38
    cyclohexanol 0.88
    benzyl alcohol 1.21
    2-ethylhexanol 0.22
    isooctanol 0.39
    dipropyl ether 0.4
    1,2-dichlorobenzene 0.14
    ethyl lactate 3.17
    propylene carbonate 3.79
    n-methylformamide 24.84
    2-pentanol 0.42
    n-pentane 0.01
    1-propoxy-2-propanol 5.86
    1-methoxy-2-propyl acetate 3.17
    2-(2-methoxypropoxy) propanol 9.49
    mesitylene 0.05
    ε-caprolactone 5.04
    p-cymene 0.08
    epichlorohydrin 11.96
    1,1,1-trichloroethane 0.14
    2-aminoethanol 19.01
    morpholine-4-carbaldehyde 49.9
    sulfolane 65.49
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 1.95
    n-hexyl acetate 0.73
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 12.66
    sec-butyl acetate 0.34
    tert-butyl acetate 0.69
    decalin 0.01
    glycerin 76.63
    diglyme 24.02
    acrylic acid 12.77
    isopropyl myristate 0.31
    n-butyric acid 3.17
    acetyl acetate 0.72
    di(2-ethylhexyl) phthalate 1.03
    ethyl propionate 0.61
    nitromethane 38.7
    1,2-diethoxyethane 1.94
    benzonitrile 0.55
    trioctyl phosphate 0.65
    1-bromopropane 0.1
    gamma-valerolactone 41.33
    n-decanol 0.28
    triethyl phosphate 0.84
    4-methyl-2-pentanol 0.28
    propionitrile 0.78
    vinylene carbonate 3.51
    1,1,2-trichlorotrifluoroethane 34.05
    DMS 1.88
    cumene 0.05
    2-octanol 0.21
    2-hexanone 0.89
    octyl acetate 0.54
    limonene 0.11
    1,2-dimethoxyethane 11.55
    ethyl orthosilicate 0.66
    tributyl phosphate 0.76
    diacetone alcohol 5.45
    N,N-dimethylaniline 0.42
    acrylonitrile 2.23
    aniline 0.63
    1,3-propanediol 15.92
    bromobenzene 0.06
    dibromomethane 0.14
    1,1,2,2-tetrachloroethane 1.23
    2-methyl-cyclohexyl acetate 0.8
    tetrabutyl urea 1.57
    diisobutyl methanol 0.2
    2-phenylethanol 0.82
    styrene 0.06
    dioctyl adipate 1.16
    dimethyl sulfate 13.31
    ethyl butyrate 0.6
    methyl lactate 12.69
    butyl lactate 2.53
    diethyl carbonate 0.55
    propanediol butyl ether 8.38
    triethyl orthoformate 0.97
    p-tert-butyltoluene 0.07
    methyl 4-tert-butylbenzoate 2.88
    morpholine 10.64
    tert-butylamine 0.21
    n-dodecanol 0.19
    dimethoxymethane 14.39
    ethylene carbonate 2.27
    cyrene 14.2
    2-ethoxyethyl acetate 2.1
    2-ethylhexyl acetate 0.41
    1,2,4-trichlorobenzene 0.34
    4-methylpyridine 1.08
    dibutyl ether 0.28
    2,6-dimethyl-4-heptanol 0.2
    DEF 3.95
    dimethyl isosorbide 14.17
    tetrachloroethylene 0.69
    eugenol 3.98
    triacetin 3.61
    span 80 5.84
    1,4-butanediol 5.4
    1,1-dichloroethane 0.14
    2-methyl-1-pentanol 0.58
    methyl formate 13.28
    2-methyl-1-butanol 0.85
    n-decane 0.01
    butyronitrile 0.43
    3,7-dimethyl-1-octanol 0.33
    1-chlorooctane 0.06
    1-chlorotetradecane 0.03
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.01
    cyclooctane 0.01
    cyclopentanol 2.19
    tetrahydropyran 1.15
    tert-amyl methyl ether 0.35
    2,5,8-trioxanonane 17.94
    1-hexene 0.03
    2-isopropoxyethanol 5.7
    2,2,2-trifluoroethanol 9.92
    methyl butyrate 1.03

    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