Phloionolic acid

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  • Identifiers

    CAS number
    583-86-8

    Molecular formula
    C18H36O5

    SMILES
    C(CCCCO)CCC[C@H]([C@@H](CCCCCCCC(=O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 42.73%
    Oily 33.44%
    Sweet 29.84%
    Fresh 29.44%
    Waxy 28.01%
    Fatty 26.72%
    Lactonic 22.99%
    Fishy 22.07%
    Alcoholic 21.8%
    Peach 21.71%

     

    Flavor
    Odorless 41.54%
    Fatty 40.93%
    Waxy 37.97%
    Mild 35.98%
    Oily 31.25%
    Sweet 28.39%
    Green 24.89%
    Bland 24.62%
    Sweet-like 23.42%
    Bay oil 23.14%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.6

    pKa est.
    5.95 (weak acid)

    Molecular weight
    332.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    527°C

    Flash point

    • 237.83 ˚C est.

  • Synonyms

    • Floionolic acid
    • (9R,10R)-9,10,18-Trihydroxyoctadecanoic acid
    • 5GA1534ULN
    • Threo-9,10,18-trihydroxyoctadecanoic acid
    • (9R,10R)-Rel-9,10,18-trihydroxyoctadecanoic acid
    • 583-86-8
    • Octadecanoic acid, 9,10,18-trihydroxy-, (9R,10R)-rel-
    • DTXSID60415257
    • RefChem:1095065
    • DTXCID50366108
    • Phloionolic acid
    • Phloionolic acid, (+)-
    • Phloionolic acid, (-)-
    • R5RFM36A18
    • VEK56M2855
    • 17705-68-9
    • Octadecanoic acid, 9,10,18-trihydroxy-, (R*,R*)-(+)-
    • (+)-Threo-9,10,18-trihydroxyoctadecanoic acid
    • (-)-Threo-9,10,18-trihydroxyoctadecanoic acid
    • 9,10,18-Trihydroxyoctadecanoic acid, threo-(+)-
    • 9,10,18-Trihydroxyoctadecanoic acid, threo-(-)-
    • Octadecanoic acid, 9,10,18-trihydroxy-, (R*,R*)-(-)
    • 36700-37-5
    • UNII-5GA1534ULN
    • UNII-R5RFM36A18
    • PHLOIONOLIC ACID [MI]
    • UNII-VEK56M2855
    • CHEBI:197233
    • DTXSID001219810
    • 17705-68-9

  • Applications

    Phloionolic acid (CAS 583-86-8) is used primarily as an organic synthesis intermediate and can serve as a building block for specialty compounds in multiple sectors. It may be evaluated for fragrance-related applications, acting as a precursor to aroma materials or as a component in fragrance formulations. In cosmetics and personal care, it can function as an acidulant or pH-adjusting component within formulations. In cleaning and household products, it may act as a chelating agent or builder to improve formulation stability and control metal ions. Additionally, it has potential as a reactive acid component in certain polymer or coating systems under appropriate processing conditions and regulatory compliance.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 12.7
    methanol 34.25
    isopropanol 5.62
    water 0.39
    ethyl acetate 3.44
    n-propanol 7.87
    acetone 6.24
    n-butanol 6.91
    acetonitrile 0.97
    DMF 43.69
    toluene 1.75
    isobutanol 5.17
    1,4-dioxane 14.22
    methyl acetate 2.78
    THF 64.21
    2-butanone 4.86
    n-pentanol 7.51
    sec-butanol 5.03
    n-hexane 0.61
    ethylene glycol 6.19
    NMP 94.56
    cyclohexane 1.55
    DMSO 227.73
    n-butyl acetate 7.07
    n-octanol 9.73
    chloroform 5.16
    n-propyl acetate 7.06
    acetic acid 20.09
    dichloromethane 4.95
    cyclohexanone 29.78
    propylene glycol 11.67
    isopropyl acetate 6.0
    DMAc 76.27
    2-ethoxyethanol 35.57
    isopentanol 8.89
    n-heptane 0.83
    ethyl formate 4.55
    1,2-dichloroethane 6.0
    n-hexanol 7.38
    2-methoxyethanol 48.68
    isobutyl acetate 5.63
    tetrachloromethane 1.97
    n-pentyl acetate 11.89
    transcutol 152.81
    n-heptanol 10.59
    ethylbenzene 2.63
    MIBK 9.69
    2-propoxyethanol 32.75
    tert-butanol 12.01
    MTBE 5.11
    2-butoxyethanol 35.07
    propionic acid 10.44
    o-xylene 3.55
    formic acid 21.81
    diethyl ether 2.42
    m-xylene 2.93
    p-xylene 2.95
    chlorobenzene 2.16
    dimethyl carbonate 4.93
    n-octane 0.62
    formamide 27.75
    cyclopentanone 36.7
    2-pentanone 6.4
    anisole 6.19
    cyclopentyl methyl ether 19.51
    gamma-butyrolactone 40.09
    1-methoxy-2-propanol 40.37
    pyridine 7.64
    3-pentanone 4.63
    furfural 32.99
    n-dodecane 0.42
    diethylene glycol 32.47
    diisopropyl ether 2.17
    tert-amyl alcohol 10.67
    acetylacetone 16.81
    n-hexadecane 0.47
    acetophenone 12.54
    methyl propionate 5.29
    isopentyl acetate 9.99
    trichloroethylene 10.74
    n-nonanol 9.94
    cyclohexanol 13.29
    benzyl alcohol 8.89
    2-ethylhexanol 6.31
    isooctanol 9.69
    dipropyl ether 5.61
    1,2-dichlorobenzene 4.13
    ethyl lactate 12.08
    propylene carbonate 20.22
    n-methylformamide 15.53
    2-pentanol 4.51
    n-pentane 0.35
    1-propoxy-2-propanol 26.8
    1-methoxy-2-propyl acetate 17.89
    2-(2-methoxypropoxy) propanol 35.28
    mesitylene 2.84
    ε-caprolactone 32.29
    p-cymene 3.24
    epichlorohydrin 24.61
    1,1,1-trichloroethane 3.76
    2-aminoethanol 15.6
    morpholine-4-carbaldehyde 67.52
    sulfolane 137.2
    2,2,4-trimethylpentane 0.76
    2-methyltetrahydrofuran 19.81
    n-hexyl acetate 15.18
    isooctane 0.49
    2-(2-butoxyethoxy)ethanol 56.27
    sec-butyl acetate 6.4
    tert-butyl acetate 14.94
    decalin 1.42
    glycerin 33.17
    diglyme 84.79
    acrylic acid 10.49
    isopropyl myristate 6.01
    n-butyric acid 15.22
    acetyl acetate 4.7
    di(2-ethylhexyl) phthalate 9.87
    ethyl propionate 5.96
    nitromethane 20.2
    1,2-diethoxyethane 16.08
    benzonitrile 4.82
    trioctyl phosphate 8.01
    1-bromopropane 1.98
    gamma-valerolactone 73.18
    n-decanol 6.39
    triethyl phosphate 8.77
    4-methyl-2-pentanol 5.6
    propionitrile 1.4
    vinylene carbonate 13.19
    1,1,2-trichlorotrifluoroethane 48.87
    DMS 10.44
    cumene 2.95
    2-octanol 6.49
    2-hexanone 7.95
    octyl acetate 8.09
    limonene 5.05
    1,2-dimethoxyethane 39.41
    ethyl orthosilicate 9.16
    tributyl phosphate 8.62
    diacetone alcohol 35.07
    N,N-dimethylaniline 8.72
    acrylonitrile 2.36
    aniline 4.36
    1,3-propanediol 22.76
    bromobenzene 2.06
    dibromomethane 3.08
    1,1,2,2-tetrachloroethane 14.01
    2-methyl-cyclohexyl acetate 13.57
    tetrabutyl urea 14.48
    diisobutyl methanol 5.6
    2-phenylethanol 9.28
    styrene 2.18
    dioctyl adipate 13.58
    dimethyl sulfate 19.57
    ethyl butyrate 7.95
    methyl lactate 16.07
    butyl lactate 21.86
    diethyl carbonate 4.97
    propanediol butyl ether 40.99
    triethyl orthoformate 10.5
    p-tert-butyltoluene 3.64
    methyl 4-tert-butylbenzoate 26.38
    morpholine 27.81
    tert-butylamine 5.06
    n-dodecanol 4.21
    dimethoxymethane 21.27
    ethylene carbonate 11.14
    cyrene 42.92
    2-ethoxyethyl acetate 18.47
    2-ethylhexyl acetate 7.38
    1,2,4-trichlorobenzene 5.82
    4-methylpyridine 6.27
    dibutyl ether 6.86
    2,6-dimethyl-4-heptanol 5.6
    DEF 17.35
    dimethyl isosorbide 60.41
    tetrachloroethylene 11.77
    eugenol 27.31
    triacetin 25.76
    span 80 33.24
    1,4-butanediol 9.33
    1,1-dichloroethane 2.17
    2-methyl-1-pentanol 9.15
    methyl formate 9.04
    2-methyl-1-butanol 7.4
    n-decane 0.87
    butyronitrile 2.08
    3,7-dimethyl-1-octanol 8.95
    1-chlorooctane 3.44
    1-chlorotetradecane 1.24
    n-nonane 0.78
    undecane 0.57
    tert-butylcyclohexane 1.11
    cyclooctane 0.83
    cyclopentanol 15.64
    tetrahydropyran 11.76
    tert-amyl methyl ether 7.21
    2,5,8-trioxanonane 63.75
    1-hexene 1.51
    2-isopropoxyethanol 23.7
    2,2,2-trifluoroethanol 11.63
    methyl butyrate 9.66

    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