Tributyrin

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  • Identifiers

    CAS number
    60-01-5

    Molecular formula
    C15H26O6

    SMILES
    CCCC(=O)OCC(COC(=O)CCC)OC(=O)CCC

  • Odor profile

    Fruity 86.84%
    Fatty 61.29%
    Winey 50.93%
    Sweet 50.46%
    Buttery 46.87%
    Oily 45.29%
    Creamy 41.04%
    Waxy 37.9%
    Pineapple 35.72%
    Caramellic 31.81%

    Scent© AI

  • Properties

    XLogP3-AA
    2.4

    Molecular weight
    302.36 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • -75 °C

    Boiling point

    • 307 °C

    Flash point est.
    173.33 ˚C

    Flash point expt.

    • 356 °F; 180 °C (Open cup)

    Solubility expt.

    • SOL IN ACETONE, BENZENE
    • Very soluble in alcohol and ether
    • In water, 133 mg/L at 37 °C
    • 0.133 mg/mL at 37 °C
    • insoluble in water; soluble in organic solvents, oils
    • miscible (in ethanol)

  • Synonyms

    • TRIBUTYRIN
    • 60-01-5
    • Glycerol tributyrate
    • Glyceryl tributyrate
    • Propane-1,2,3-triyl tributyrate
    • Butyrin
    • Tributin
    • Butyryl triglyceride
    • Glycerin tributyrate
    • Tributyryl glyceride
    • Tri-n-butyrin
    • Glyceroltributyrin
    • Tributyrinine
    • Tributyroin
    • Glycerol tributanoate
    • Butanoic acid, 1,2,3-propanetriyl ester
    • 1,2,3-Tributyrylglycerol
    • Butyrin, tri-
    • Tributyrl glyceride
    • 2,3-di(butanoyloxy)propyl butanoate
    • Butyric acid triester with glycerin
    • FEMA No. 2223
    • Kodaflex tripropionin
    • 1,2,3-Propanetriyl tributanoate
    • NSC 661583
    • HSDB 878
    • NSC-661583
    • CHEBI:35020
    • 1,2,3-Propanetriol, tributyrate
    • 2,3-Bis(butyryloxy)propyl butyrate
    • EINECS 200-451-5
    • UNII-S05LZ624MF
    • BRN 1714746
    • S05LZ624MF
    • DTXSID4052267
    • AI3-01776
    • TRIBUTYRIN [MI]
    • TRIBUTYRIN [FCC]
    • TRIBUTYRIN [HSDB]
    • GLYCERYL TRI-BUTYRATE
    • DTXCID90818116
    • propane-1,2,3-triyl tributanoate
    • GLYCEROL TRIBUTYRATE [FHFI]
    • 4-02-00-00799 (Beilstein Handbook Reference)
    • NSC661583
    • Kodaflex
    • tri-butyrin
    • MFCD00009392
    • Tributyrin [WHO-DD]
    • 1,3-Tributyrylglycerol
    • Tributyrin, 97%, FG
    • 1,2,3-tributanoylglycerol
    • SCHEMBL23825
    • 1,2,3-propanetriyl butanoate
    • Glyceryl tributyrate, >=99%
    • CHEMBL118722
    • FEMA 2223
    • GTPL12450
    • Tox21_303991
    • BDBM50212744
    • Tributyrin;1,2,3-Tributyrylglycerol
    • 2,3-Bis(butyryloxy)propyl butyrate #
    • AKOS015903304
    • CS-W012120
    • DB12709
    • FG12044
    • HY-W011404
    • CAS-60-01-5
    • Glyceryl tributyrate, analytical standard
    • NCGC00357211-01
    • LS-14448
    • NCI60_021427
    • 1,3-bis(butanoyloxy)propan-2-yl butanoate
    • DB-234101
    • NS00022474
    • S6263
    • T0364
    • F71241
    • Glyceryl tributyrate, puriss., >=98.5% (GC)
    • Glyceryl tributyrate, technical, >=94.0% (GC)
    • Q4116129
    • BRD-K38969488-001-01-6

  • Applications

    Tributyrin (CAS 60-01-5) is the triglyceride of butyric acid and finds versatile applications: in the food industry it serves as a natural buttery flavour enhancer and mouthfeel improver for cheese, bakery, confectionery, instant coffee and dairy-type aromas; in animal nutrition it provides a protected source of butyrate that promotes growth, strengthens intestinal mucosa and modulates immunity in poultry, piglets and aquaculture; in medicine it is being explored as a butyrate pro-drug for treating inflammatory bowel disease, lipid metabolism disorders and colorectal cancer as well as for epithelial regeneration; additionally, tributyrin is a standard substrate for measuring lipase activity in microbiological assays and enzymology, and it acts as a safe solvent and phase-transfer agent in pharmaceutical and cosmetic formulations because of its excellent biocompatibility.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 245.83
    methanol 392.51
    isopropanol 213.28
    water 2.8
    ethyl acetate 1074.97
    n-propanol 221.31
    acetone 1787.48
    n-butanol 191.32
    acetonitrile 1381.14
    DMF 2722.82
    toluene 492.86
    isobutanol 196.07
    1,4-dioxane 738.13
    methyl acetate 1142.86
    THF 1236.7
    2-butanone 1027.11
    n-pentanol 184.51
    sec-butanol 249.01
    n-hexane 38.54
    ethylene glycol 69.59
    NMP 3476.29
    cyclohexane 73.19
    DMSO 3416.62
    n-butyl acetate 498.93
    n-octanol 80.92
    chloroform 2907.31
    n-propyl acetate 593.07
    acetic acid 2046.89
    dichloromethane 3452.51
    cyclohexanone 1656.43
    propylene glycol 91.64
    isopropyl acetate 625.51
    DMAc 3280.72
    2-ethoxyethanol 478.8
    isopentanol 193.52
    n-heptane 13.49
    ethyl formate 705.48
    1,2-dichloroethane 2273.21
    n-hexanol 110.88
    2-methoxyethanol 659.8
    isobutyl acetate 292.33
    tetrachloromethane 378.08
    n-pentyl acetate 360.71
    transcutol 1018.7
    n-heptanol 66.36
    ethylbenzene 235.16
    MIBK 399.69
    2-propoxyethanol 331.1
    tert-butanol 328.33
    MTBE 424.76
    2-butoxyethanol 210.49
    propionic acid 842.77
    o-xylene 353.83
    formic acid 645.64
    diethyl ether 407.0
    m-xylene 265.68
    p-xylene 354.22
    chlorobenzene 1057.7
    dimethyl carbonate 594.02
    n-octane 8.52
    formamide 1210.47
    cyclopentanone 2076.01
    2-pentanone 775.29
    anisole 501.26
    cyclopentyl methyl ether 651.08
    gamma-butyrolactone 2787.5
    1-methoxy-2-propanol 476.22
    pyridine 1329.38
    3-pentanone 844.48
    furfural 2340.5
    n-dodecane 6.97
    diethylene glycol 259.6
    diisopropyl ether 123.67
    tert-amyl alcohol 383.62
    acetylacetone 1535.39
    n-hexadecane 8.42
    acetophenone 771.76
    methyl propionate 1003.61
    isopentyl acetate 402.57
    trichloroethylene 4323.38
    n-nonanol 76.92
    cyclohexanol 357.32
    benzyl alcohol 429.45
    2-ethylhexanol 94.07
    isooctanol 60.11
    dipropyl ether 160.95
    1,2-dichlorobenzene 1061.62
    ethyl lactate 284.44
    propylene carbonate 1486.78
    n-methylformamide 1255.33
    2-pentanol 157.66
    n-pentane 26.39
    1-propoxy-2-propanol 244.16
    1-methoxy-2-propyl acetate 524.85
    2-(2-methoxypropoxy) propanol 303.14
    mesitylene 144.66
    ε-caprolactone 1502.9
    p-cymene 109.86
    epichlorohydrin 2254.81
    1,1,1-trichloroethane 1984.62
    2-aminoethanol 144.89
    morpholine-4-carbaldehyde 1717.59
    sulfolane 3936.9
    2,2,4-trimethylpentane 25.95
    2-methyltetrahydrofuran 957.44
    n-hexyl acetate 400.4
    isooctane 10.15
    2-(2-butoxyethoxy)ethanol 326.22
    sec-butyl acetate 384.66
    tert-butyl acetate 600.08
    decalin 46.97
    glycerin 199.0
    diglyme 857.75
    acrylic acid 967.32
    isopropyl myristate 126.83
    n-butyric acid 921.86
    acetyl acetate 1141.83
    di(2-ethylhexyl) phthalate 177.64
    ethyl propionate 624.67
    nitromethane 4053.09
    1,2-diethoxyethane 392.34
    benzonitrile 749.01
    trioctyl phosphate 105.8
    1-bromopropane 783.27
    gamma-valerolactone 2314.29
    n-decanol 52.93
    triethyl phosphate 266.56
    4-methyl-2-pentanol 88.6
    propionitrile 613.43
    vinylene carbonate 1463.62
    1,1,2-trichlorotrifluoroethane 1761.1
    DMS 652.58
    cumene 140.74
    2-octanol 58.42
    2-hexanone 473.39
    octyl acetate 181.55
    limonene 167.68
    1,2-dimethoxyethane 922.62
    ethyl orthosilicate 215.86
    tributyl phosphate 177.24
    diacetone alcohol 521.35
    N,N-dimethylaniline 359.06
    acrylonitrile 1002.93
    aniline 562.92
    1,3-propanediol 229.62
    bromobenzene 1151.98
    dibromomethane 1992.61
    1,1,2,2-tetrachloroethane 3162.93
    2-methyl-cyclohexyl acetate 310.34
    tetrabutyl urea 232.48
    diisobutyl methanol 63.03
    2-phenylethanol 250.72
    styrene 365.89
    dioctyl adipate 265.84
    dimethyl sulfate 1453.58
    ethyl butyrate 436.99
    methyl lactate 452.44
    butyl lactate 290.08
    diethyl carbonate 360.32
    propanediol butyl ether 221.71
    triethyl orthoformate 267.71
    p-tert-butyltoluene 96.86
    methyl 4-tert-butylbenzoate 453.75
    morpholine 929.03
    tert-butylamine 185.23
    n-dodecanol 40.18
    dimethoxymethane 865.86
    ethylene carbonate 1070.13
    cyrene 461.72
    2-ethoxyethyl acetate 567.34
    2-ethylhexyl acetate 327.49
    1,2,4-trichlorobenzene 1281.45
    4-methylpyridine 1593.47
    dibutyl ether 156.17
    2,6-dimethyl-4-heptanol 63.03
    DEF 1320.84
    dimethyl isosorbide 614.92
    tetrachloroethylene 1893.0
    eugenol 350.3
    triacetin 641.66
    span 80 247.22
    1,4-butanediol 122.12
    1,1-dichloroethane 1886.81
    2-methyl-1-pentanol 207.27
    methyl formate 1021.29
    2-methyl-1-butanol 218.29
    n-decane 12.98
    butyronitrile 517.54
    3,7-dimethyl-1-octanol 99.73
    1-chlorooctane 87.73
    1-chlorotetradecane 33.69
    n-nonane 12.16
    undecane 8.96
    tert-butylcyclohexane 30.85
    cyclooctane 20.42
    cyclopentanol 434.56
    tetrahydropyran 695.4
    tert-amyl methyl ether 403.25
    2,5,8-trioxanonane 515.24
    1-hexene 149.91
    2-isopropoxyethanol 310.31
    2,2,2-trifluoroethanol 988.88
    methyl butyrate 818.91

    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