Acetosyringone

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  • Identifiers

    CAS number
    2478-38-8

    Molecular formula
    C10H12O4

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 80.89%
    Vanilla 80.43%
    Floral 65.82%
    Balsamic 65.32%
    Spicy 59.01%
    Powdery 57.96%
    Phenolic 52.38%
    Woody 50.58%
    Creamy 49.61%
    Clove 42.09%

     

    Flavor
    Sweet 80.65%
    Woody 65.43%
    Vanilla 50.65%
    Smoky 44.5%
    Powdery 43.05%
    Caramel 41.64%
    Phenolic 41.05%
    Spice 39.79%
    Creamy 37.36%
    Clove 35.34%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.2

    pKa est.
    8.89 (weak base)

    Molecular weight
    196.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    340°C

    Flash point

    • 136.09 ˚C est.

  • Synonyms

    • Acetosyringone
    • 2478-38-8
    • 3',5'-Dimethoxy-4'-hydroxyacetophenone
    • 1-(4-Hydroxy-3,5-dimethoxyphenyl)ethanone
    • 4'-HYDROXY-3',5'-DIMETHOXYACETOPHENONE
    • Ethanone, 1-(4-hydroxy-3,5-dimethoxyphenyl)-
    • Acetosyringenin
    • 3,5-Dimethoxy-4-hydroxyacetophenone
    • Acetosyringon
    • 1-(4-hydroxy-3,5-dimethoxyphenyl)ethan-1-one
    • Acetophenone, 4'-hydroxy-3',5'-dimethoxy-
    • MFCD00008748
    • CCRIS 7286
    • 4-hydroxy-3,5-dimethoxyacetophenone
    • EINECS 219-610-5
    • 4-Hydroksy-3',5'-dwumetoksyacetofenon
    • BRN 1966119
    • CHEBI:2404
    • Acetophenone, 3,5-dimethoxy-4-hydroxy-
    • 4-Hydroksy-3',5'-dwumetoksyacetofenon [Polish]
    • 866P45Y84S
    • DTXSID2062454
    • 4-Hydroxy-3,5-dimethoxyacetophennone
    • 4-acetylsyringol
    • UNII-866P45Y84S
    • Spectrum_001915
    • SpecPlus_000955
    • Spectrum2_000429
    • Spectrum3_001115
    • Spectrum4_001953
    • Spectrum5_000695
    • bmse000576
    • bmse010032
    • 1-(4-Hydroxy-3,5-dimethoxy-phenyl)-ethanone
    • SCHEMBL15511
    • BSPBio_002850
    • KBioGR_002389
    • KBioSS_002457
    • SPECTRUM300610
    • MLS002207209
    • DivK1c_007051
    • 4-acetyl-2,6-dimethoxyphenol
    • SPBio_000418
    • CHEMBL224146
    • DTXCID1037147
    • KBio1_001995
    • KBio2_002450
    • KBio2_005018
    • KBio2_007586
    • KBio3_002070
    • Phenol, 4-acetyl-2,6-dimethoxy
    • 4Hydroksy3',5'dwumetoksyacetofenon
    • 3',5'Dimethoxy4'hydroxyacetophenone
    • 4'Hydroxy3',5'dimethoxyacetophenone
    • BBL101364
    • CCG-39967
    • s4955
    • STL555160
    • 1(4Hydroxy3,5dimethoxyphenyl)ethanone
    • AKOS005258861
    • 3',5-Dimethoxy-4'-hydroxyacetophenone
    • Acetophenone, 4'hydroxy3',5'dimethoxy
    • CS-W010600
    • FD16078
    • HY-W009884
    • SDCCGMLS-0066948.P001
    • Ethanone, 1(4hydroxy3,5dimethoxyphenyl)
    • NCGC00095819-01
    • NCGC00095819-02
    • 3', 5'-dimethoxy-4'-hydroxyacetophenone
    • MS-20205
    • SMR000112388
    • SY049152
    • DB-022069
    • D2666
    • NS00010763
    • 1-(3,5-dimethoxy-4-oxidanyl-phenyl)ethanone
    • 3',5'-Dimethoxy-4'-hydroxyacetophenone, 97%
    • 4'-Hydroxy-3',5'-dimethoxyacetophenone, 97%
    • Acetophenone, 4'hydroxy3',5'dimethoxy (8CI)
    • EN300-112111
    • F20446
    • 3',5'-DIMETHOXY-4'-HYDROXY-ACETOPHENONE
    • A817490
    • Acetophenone, 4'-hydroxy-3',5'-dimethoxy-(8CI)
    • Q906309
    • SR-05000002436
    • A1-00327
    • SR-05000002436-1
    • Acetosyringone;4'-Hydroxy-3',5'-dimethoxyacetophenone
    • BRD-K66643401-001-02-4
    • BRD-K66643401-001-04-0
    • Ethanone, 1-(4-hydroxy-3,5-dimethoxyphenyl)-(9CI)
    • Z1255450019
    • 219-610-5
    • 3 inverted exclamation marka,5 inverted exclamation marka-Dimethoxy-4 inverted exclamation marka-hydroxyacetophenone
    • 4 inverted exclamation mark -Hydroxy-3 inverted exclamation mark ,5 inverted exclamation mark -dimethoxyacetophenone
    • InChI=1/C10H12O4/c1-6(11)7-4-8(13-2)10(12)9(5-7)14-3/h4-5,12H,1-3H

  • Applications

    Acetosyringone (CAS 2478-38-8) is widely used as a vir gene inducer in Agrobacterium tumefaciens-mediated plant transformation, improving T-DNA transfer efficiency in laboratory protocols; it is commonly employed as a reagent in plant tissue culture and transformation assays to support genetic engineering of model plants and crops; within plant biology research it serves as a signaling molecule to study plant-microbe interactions and defense responses; in biotechnology and agriculture R&D it is used to facilitate the development of transgenic crops by enabling more reliable gene transfer during in vitro transformations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 71.17
    methanol 108.19
    isopropanol 35.13
    water 3.21
    ethyl acetate 35.7
    n-propanol 42.0
    acetone 110.01
    n-butanol 26.98
    acetonitrile 67.42
    DMF 219.9
    toluene 15.66
    isobutanol 23.68
    1,4-dioxane 173.95
    methyl acetate 83.54
    THF 203.18
    2-butanone 60.12
    n-pentanol 27.35
    sec-butanol 23.97
    n-hexane 1.07
    ethylene glycol 66.92
    NMP 153.57
    cyclohexane 4.65
    DMSO 360.05
    n-butyl acetate 23.79
    n-octanol 20.18
    chloroform 78.27
    n-propyl acetate 32.85
    acetic acid 100.67
    dichloromethane 146.99
    cyclohexanone 88.51
    propylene glycol 31.53
    isopropyl acetate 15.38
    DMAc 179.0
    2-ethoxyethanol 109.55
    isopentanol 20.86
    n-heptane 2.58
    ethyl formate 84.25
    1,2-dichloroethane 83.9
    n-hexanol 23.89
    2-methoxyethanol 189.01
    isobutyl acetate 18.41
    tetrachloromethane 14.65
    n-pentyl acetate 20.24
    transcutol 79.02
    n-heptanol 19.62
    ethylbenzene 16.71
    MIBK 16.78
    2-propoxyethanol 66.77
    tert-butanol 55.92
    MTBE 23.97
    2-butoxyethanol 47.25
    propionic acid 48.59
    o-xylene 18.65
    formic acid 106.68
    diethyl ether 21.88
    m-xylene 11.73
    p-xylene 25.5
    chlorobenzene 31.91
    dimethyl carbonate 33.9
    n-octane 1.79
    formamide 222.89
    cyclopentanone 124.89
    2-pentanone 27.81
    anisole 49.01
    cyclopentyl methyl ether 35.55
    gamma-butyrolactone 169.63
    1-methoxy-2-propanol 64.58
    pyridine 115.03
    3-pentanone 24.07
    furfural 187.93
    n-dodecane 2.12
    diethylene glycol 96.65
    diisopropyl ether 5.03
    tert-amyl alcohol 34.89
    acetylacetone 51.28
    n-hexadecane 2.41
    acetophenone 53.45
    methyl propionate 39.79
    isopentyl acetate 22.13
    trichloroethylene 126.56
    n-nonanol 19.62
    cyclohexanol 33.34
    benzyl alcohol 54.04
    2-ethylhexanol 17.44
    isooctanol 16.31
    dipropyl ether 15.01
    1,2-dichlorobenzene 36.3
    ethyl lactate 26.44
    propylene carbonate 75.25
    n-methylformamide 145.02
    2-pentanol 11.72
    n-pentane 1.19
    1-propoxy-2-propanol 33.29
    1-methoxy-2-propyl acetate 30.28
    2-(2-methoxypropoxy) propanol 41.29
    mesitylene 7.71
    ε-caprolactone 73.83
    p-cymene 13.16
    epichlorohydrin 167.35
    1,1,1-trichloroethane 43.43
    2-aminoethanol 65.22
    morpholine-4-carbaldehyde 176.06
    sulfolane 173.62
    2,2,4-trimethylpentane 1.22
    2-methyltetrahydrofuran 84.21
    n-hexyl acetate 27.9
    isooctane 0.76
    2-(2-butoxyethoxy)ethanol 53.06
    sec-butyl acetate 15.63
    tert-butyl acetate 21.39
    decalin 3.17
    glycerin 69.21
    diglyme 119.02
    acrylic acid 57.96
    isopropyl myristate 14.07
    n-butyric acid 41.96
    acetyl acetate 29.52
    di(2-ethylhexyl) phthalate 20.33
    ethyl propionate 24.81
    nitromethane 226.22
    1,2-diethoxyethane 32.47
    benzonitrile 52.32
    trioctyl phosphate 14.15
    1-bromopropane 23.01
    gamma-valerolactone 180.9
    n-decanol 15.88
    triethyl phosphate 24.51
    4-methyl-2-pentanol 8.08
    propionitrile 40.85
    vinylene carbonate 84.51
    1,1,2-trichlorotrifluoroethane 125.95
    DMS 30.81
    cumene 12.81
    2-octanol 12.6
    2-hexanone 30.97
    octyl acetate 19.82
    limonene 16.4
    1,2-dimethoxyethane 172.84
    ethyl orthosilicate 20.65
    tributyl phosphate 14.4
    diacetone alcohol 39.88
    N,N-dimethylaniline 37.63
    acrylonitrile 69.81
    aniline 37.5
    1,3-propanediol 81.09
    bromobenzene 28.63
    dibromomethane 70.37
    1,1,2,2-tetrachloroethane 85.99
    2-methyl-cyclohexyl acetate 29.42
    tetrabutyl urea 24.44
    diisobutyl methanol 10.83
    2-phenylethanol 40.13
    styrene 19.24
    dioctyl adipate 27.1
    dimethyl sulfate 61.04
    ethyl butyrate 25.89
    methyl lactate 34.59
    butyl lactate 19.61
    diethyl carbonate 26.75
    propanediol butyl ether 33.46
    triethyl orthoformate 22.85
    p-tert-butyltoluene 12.32
    methyl 4-tert-butylbenzoate 42.17
    morpholine 159.01
    tert-butylamine 24.43
    n-dodecanol 12.87
    dimethoxymethane 110.57
    ethylene carbonate 64.06
    cyrene 66.54
    2-ethoxyethyl acetate 32.11
    2-ethylhexyl acetate 17.68
    1,2,4-trichlorobenzene 44.18
    4-methylpyridine 77.12
    dibutyl ether 16.45
    2,6-dimethyl-4-heptanol 10.83
    DEF 54.16
    dimethyl isosorbide 74.78
    tetrachloroethylene 63.91
    eugenol 45.47
    triacetin 37.11
    span 80 31.76
    1,4-butanediol 37.93
    1,1-dichloroethane 41.46
    2-methyl-1-pentanol 22.17
    methyl formate 156.21
    2-methyl-1-butanol 19.57
    n-decane 2.97
    butyronitrile 33.65
    3,7-dimethyl-1-octanol 16.46
    1-chlorooctane 11.48
    1-chlorotetradecane 5.8
    n-nonane 2.46
    undecane 2.47
    tert-butylcyclohexane 2.41
    cyclooctane 1.56
    cyclopentanol 47.01
    tetrahydropyran 71.28
    tert-amyl methyl ether 17.99
    2,5,8-trioxanonane 87.92
    1-hexene 5.17
    2-isopropoxyethanol 51.96
    2,2,2-trifluoroethanol 58.44
    methyl butyrate 43.7

    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