1,2-Dioleoyl-Sn-Glycerol

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  • Identifiers

    CAS number
    24529-88-2

    Molecular formula
    C39H72O5

    SMILES
    CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](CO)OC(=O)CCCCCCC/C=C\CCCCCCCC

    Safety labels

  • Odor profile

    Fragrance
    Fatty 70.43%
    Waxy 62.58%
    Oily 55.37%
    Odorless 30.77%
    Sweet 26.55%
    Creamy 23.31%
    Buttery 21.5%
    Dairy 19.8%
    Milky 18.71%
    Fishy 16.63%

     

    Flavor
    Waxy 43.6%
    Fatty 39.16%
    Mild 34.5%
    Faint 34.48%
    Oily 32.79%
    Bland 31.13%
    Slightly waxy 23.24%
    Odorless 22.0%
    Fat 21.7%
    Bay oil 21.59%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    14.3

    pKa est.
    9.0 (weak base)

    Molecular weight
    621.0 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    729°C

    Flash point

    • 260.23 ˚C est.

  • Synonyms

    • 1,2-Dioleoyl-sn-glycerol
    • 24529-88-2
    • DG(18:1(9Z)/18:1(9Z)/0:0)
    • DG(18:1/18:1/0:0)
    • CHEBI:52333
    • DTXSID001312870
    • [(2S)-3-hydroxy-2-[(Z)-octadec-9-enoyl]oxypropyl] (Z)-octadec-9-enoate
    • ((2S)-3-hydroxy-2-((Z)-octadec-9-enoyl)oxypropyl) (Z)-octadec-9-enoate
    • RefChem:72002
    • GlyTouCan:G93354MA
    • DTXCID601742710
    • G93354MA
    • (2S)-1-hydroxy-3-((9Z)-octadec-9-enoyloxy)propan-2-yl (9Z)-octadec-9-enoate
    • Sn-1,2-Diolein
    • sn-1,2-Dioleoylglycerol
    • Glyceryl 1,2-dioleate, (S)-
    • 1,2-dioleoyl-glycerol
    • 0B6KAM5VNK
    • 1,2-di-(9Z-octadecenoyl)-sn-glycerol
    • CHEMBL590047
    • (Z)-(S)-3-Hydroxypropane-1,2-diyl dioleate
    • MFCD00148866
    • Olein, 1,2-di-, (S)-(-)-
    • 9-Octadecenoic acid (Z)-, 1-(hydroxymethyl)-1,2-ethanediyl ester, (S)-
    • DG 36:2
    • UNII-0B6KAM5VNK
    • 9-Octadecenoic acid (9Z)-, 1,1'-[(1S)-1-(hydroxymethyl)-1,2-ethanediyl] ester
    • 1,2-DIOLEOYL-GLYCEROL (18:1)
    • BRN 1730457
    • 1,2-dioleoyl-sn-glyc-erol
    • (S)-glyceryl 1,2-dioleate
    • 4-02-00-01662 (Beilstein Handbook Reference)
    • SCHEMBL160985
    • "1,2-Dioleoyl-rac-glycerol"
    • 9-octadecenoic acid, 1-(hydroxymethyl)-1,2-ethanediyl ester, (9Z,9'Z)-
    • 9-OCTADECENOIC ACID (9Z)-, 1,1'-((1S)-1-(HYDROXYMETHYL)-1,2-ETHANEDIYL) ESTER
    • HMS3649C17
    • Diacylglycerol(18:1n9/18:1n9)
    • Diacylglycerol(18:1w9/18:1w9)
    • BDBM50307105
    • EX-A10865
    • LMGL02010049
    • 1,2-Dioleoyl-sn-glycerol, >=97%
    • 1,2-DI-O-OLEOYL-SN-GLYCEROL
    • DAG(18:1n9/18:1n9)
    • DAG(18:1w9/18:1w9)
    • DG(18:1n9/18:1n9)
    • DG(18:1w9/18:1w9)
    • ALN29882 (solution in methyl acetate)
    • 1,2-Bis(O-9Z-octadecenoyl)-sn-glycerol
    • BP-42520
    • FD166327
    • PD020891
    • SY300562
    • HY-141572
    • CS-0181664
    • (Z)-(S)-3-Hydroxypropane-1,2-diyldioleate
    • G77989
    • DG(18:1_18:1)
    • SR-01000947053
    • SR-01000947053-1
    • Q27123383
    • (2S)-3-hydroxypropane-1,2-diyl (9Z)bis-octadec-9-enoate
    • (2S)-3-Hydroxypropane-1,2-diyl (9Z,9'Z)di-octadec-9-enoate
    • [(2S)-3-hydroxy-2-[(Z)-octadec-9-enoyl]oxy-propyl] (Z)-octadec-9-enoate
    • 9-OCTADECENOIC ACID (9Z)-, (1S)-1-(HYDROXYMETHYL)-1,2-ETHANEDIYL ESTER
    • 24529-88-2

  • Applications

    1,2-Dioleoyl-Sn-Glycerol (CAS 24529-88-2) is primarily used as a lipid chemistry intermediate and building block for the synthesis of di- and triacylglycerols and structured lipids, enabling enzymatic interesterification and formulation design in food, dietary supplement, cosmetics and pharmaceutical applications. It also functions as an emulsifier and lipid-based surfactant in cosmetic and household cleaning formulations, improving emulsion stability and ingredient compatibility. In pharmaceutical contexts, it can serve as a lipid-based excipient or carrier in formulations and drug-delivery systems. In polymer and coatings applications, it can act as a processing aid, plasticizer or compatibilizer to modify rheology and film formation. In food processing or specialty foods, it may be used as an emulsifying or structuring lipid ingredient.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.25
    methanol 5.34
    isopropanol 4.5
    water 0.08
    ethyl acetate 61.99
    n-propanol 7.64
    acetone 39.43
    n-butanol 8.34
    acetonitrile 13.1
    DMF 73.85
    toluene 33.02
    isobutanol 7.32
    1,4-dioxane 56.15
    methyl acetate 44.54
    THF 156.08
    2-butanone 57.79
    n-pentanol 10.05
    sec-butanol 10.8
    n-hexane 7.35
    ethylene glycol 0.82
    NMP 338.33
    cyclohexane 22.52
    DMSO 102.21
    n-butyl acetate 50.39
    n-octanol 18.18
    chloroform 200.01
    n-propyl acetate 61.16
    acetic acid 30.61
    dichloromethane 212.41
    cyclohexanone 176.48
    propylene glycol 2.33
    isopropyl acetate 54.57
    DMAc 265.48
    2-ethoxyethanol 26.35
    isopentanol 10.3
    n-heptane 6.45
    ethyl formate 27.39
    1,2-dichloroethane 119.3
    n-hexanol 8.88
    2-methoxyethanol 21.51
    isobutyl acetate 37.92
    tetrachloromethane 51.24
    n-pentyl acetate 100.51
    transcutol 163.84
    n-heptanol 14.22
    ethylbenzene 26.39
    MIBK 44.46
    2-propoxyethanol 27.64
    tert-butanol 9.92
    MTBE 33.56
    2-butoxyethanol 45.35
    propionic acid 24.01
    o-xylene 36.74
    formic acid 7.37
    diethyl ether 25.37
    m-xylene 25.95
    p-xylene 35.73
    chlorobenzene 60.47
    dimethyl carbonate 36.63
    n-octane 4.2
    formamide 14.02
    cyclopentanone 192.17
    2-pentanone 57.61
    anisole 47.91
    cyclopentyl methyl ether 96.28
    gamma-butyrolactone 201.7
    1-methoxy-2-propanol 26.04
    pyridine 78.45
    3-pentanone 67.89
    furfural 134.02
    n-dodecane 2.51
    diethylene glycol 9.84
    diisopropyl ether 15.97
    tert-amyl alcohol 20.76
    acetylacetone 97.53
    n-hexadecane 3.03
    acetophenone 77.96
    methyl propionate 61.25
    isopentyl acetate 53.02
    trichloroethylene 258.01
    n-nonanol 20.76
    cyclohexanol 27.56
    benzyl alcohol 22.72
    2-ethylhexanol 13.91
    isooctanol 16.99
    dipropyl ether 35.04
    1,2-dichlorobenzene 88.54
    ethyl lactate 31.0
    propylene carbonate 120.35
    n-methylformamide 24.75
    2-pentanol 9.58
    n-pentane 4.18
    1-propoxy-2-propanol 34.0
    1-methoxy-2-propyl acetate 68.17
    2-(2-methoxypropoxy) propanol 56.44
    mesitylene 19.5
    ε-caprolactone 180.19
    p-cymene 19.99
    epichlorohydrin 177.77
    1,1,1-trichloroethane 161.79
    2-aminoethanol 2.97
    morpholine-4-carbaldehyde 146.59
    sulfolane 397.14
    2,2,4-trimethylpentane 7.39
    2-methyltetrahydrofuran 121.68
    n-hexyl acetate 95.15
    isooctane 2.69
    2-(2-butoxyethoxy)ethanol 61.88
    sec-butyl acetate 54.42
    tert-butyl acetate 79.47
    decalin 13.84
    glycerin 5.2
    diglyme 152.73
    acrylic acid 20.79
    isopropyl myristate 29.82
    n-butyric acid 46.37
    acetyl acetate 61.85
    di(2-ethylhexyl) phthalate 30.47
    ethyl propionate 67.06
    nitromethane 82.76
    1,2-diethoxyethane 72.93
    benzonitrile 32.26
    trioctyl phosphate 21.16
    1-bromopropane 57.3
    gamma-valerolactone 233.0
    n-decanol 12.79
    triethyl phosphate 52.27
    4-methyl-2-pentanol 8.54
    propionitrile 15.69
    vinylene carbonate 93.45
    1,1,2-trichlorotrifluoroethane 135.71
    DMS 66.43
    cumene 20.27
    2-octanol 15.23
    2-hexanone 57.57
    octyl acetate 39.01
    limonene 34.61
    1,2-dimethoxyethane 72.02
    ethyl orthosilicate 49.61
    tributyl phosphate 29.64
    diacetone alcohol 59.32
    N,N-dimethylaniline 47.15
    acrylonitrile 19.12
    aniline 25.79
    1,3-propanediol 5.79
    bromobenzene 76.85
    dibromomethane 116.7
    1,1,2,2-tetrachloroethane 262.51
    2-methyl-cyclohexyl acetate 64.25
    tetrabutyl urea 49.05
    diisobutyl methanol 11.97
    2-phenylethanol 20.22
    styrene 28.2
    dioctyl adipate 57.08
    dimethyl sulfate 110.78
    ethyl butyrate 66.08
    methyl lactate 29.05
    butyl lactate 64.38
    diethyl carbonate 42.36
    propanediol butyl ether 31.4
    triethyl orthoformate 64.62
    p-tert-butyltoluene 19.13
    methyl 4-tert-butylbenzoate 99.86
    morpholine 67.41
    tert-butylamine 7.66
    n-dodecanol 8.59
    dimethoxymethane 48.43
    ethylene carbonate 80.51
    cyrene 74.41
    2-ethoxyethyl acetate 117.46
    2-ethylhexyl acetate 51.32
    1,2,4-trichlorobenzene 121.18
    4-methylpyridine 72.87
    dibutyl ether 45.52
    2,6-dimethyl-4-heptanol 11.97
    DEF 98.97
    dimethyl isosorbide 140.49
    tetrachloroethylene 150.58
    eugenol 64.65
    triacetin 130.43
    span 80 50.25
    1,4-butanediol 3.84
    1,1-dichloroethane 92.25
    2-methyl-1-pentanol 15.21
    methyl formate 22.07
    2-methyl-1-butanol 12.76
    n-decane 6.03
    butyronitrile 16.34
    3,7-dimethyl-1-octanol 19.58
    1-chlorooctane 26.8
    1-chlorotetradecane 8.3
    n-nonane 5.54
    undecane 3.62
    tert-butylcyclohexane 8.89
    cyclooctane 9.31
    cyclopentanol 27.59
    tetrahydropyran 81.21
    tert-amyl methyl ether 48.72
    2,5,8-trioxanonane 91.07
    1-hexene 15.83
    2-isopropoxyethanol 24.61
    2,2,2-trifluoroethanol 23.42
    methyl butyrate 84.54

    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