Taurocholic Acid

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  • Identifiers

    CAS number
    81-24-3

    Molecular formula
    C26H45NO7S

    SMILES
    C[C@H](CCC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)O)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 74.22%
    Cooling 43.51%
    Savory 28.59%
    Mint 27.37%
    Meaty 16.34%
    Milky 15.16%
    Animal 14.77%
    Spicy 13.87%
    Roasted 13.74%
    Fresh 13.4%

     

    Flavor
    Bitter 77.5%
    Odorless 31.6%
    Bland 27.21%
    Cedarleaf 22.79%
    Sweet-like 21.92%
    Nitrile 19.8%
    Lovage 19.42%
    Heather 19.37%
    Broom 19.11%
    Leaves 19.08%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    6.42 (neutral)

    Molecular weight
    515.7 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    410°C

    Melting point expt.

    • 125 dec °C
    • Decomposes about 125 °C
    • 125 °C

    Flash point

    • 312.68 ˚C est.

    Solubility expt.

    • Very soluble in water and ethanol; slightly soluble in ether and ethyl acetate
    • Freely soluble in water; soluble in alcohol; almost insoluble in ether and ethyl acetate

  • Synonyms

    • TAUROCHOLIC ACID
    • 81-24-3
    • Cholaic acid
    • Cholyltaurine
    • N-Choloyltaurine
    • Cholic acid taurine conjugate
    • Taurine, N-choloyl-
    • Acidum cholatauricum
    • 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanic acid 24-taurine
    • 5E090O0G3Z
    • 2-(((3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxy-24-oxocholan-24-yl)amino)ethanesulfonic acid
    • NSC-25505
    • Ethanesulfonic acid, 2-(((3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl)amino)-
    • CHEBI:28865
    • DTXSID00883259
    • 2-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]ethanesulfonic acid
    • N-(3Alpha,7Alpha,12Alpha-trihydroxy-5Beta-cholan-24-oyl)-taurine
    • ethanesulfonic acid, 2-[[(3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino]-
    • 2-(((4R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta(a)phenanthren-17-yl)pentanoyl)amino)ethanesulfonic acid
    • 2-((4R)-4-((1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo(8.7.0.0^(2,7).0^(11,15))heptadecan-14-yl)pentanamido)ethane-1-sulfonic acid
    • 2-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethane-1-sulfonic acid
    • 2-{[(3Alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino}ethanesulfonic acid
    • Taurocholate, Sodium
    • RefChem:891197
    • DTXCID601022803
    • 2-((3-alpha,7-alpha,12-alpha-trihydroxy-24-oxo-5-beta-cholan-24-yl)amino)ethanesulfonic acid
    • 2-(4-((5R,7S,9R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo(8.7.0.02,7.011,15)heptadecan-14-yl)pentanamido)ethane-1-sulfonic acid
    • 201-336-2
    • NSC25505
    • NSC 25505
    • 2-((3-alpha,7-alpha,12-alpha-Trihydroxy-24-oxo-5-be ta-cholan-24-yl)amino)ethanesulfonic acid
    • N-choloyl-taurine
    • 2-[(3alpha,7alpha,12alpha-trihydroxy-24-oxo-5beta-cholan-24-yl)amino]ethanesulfonic acid
    • 2-(((3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxy-24-oxocholan-24-yl)amino)ethanesulphonic acid
    • C26H45NO7S
    • [3H]-taurocholate
    • HSDB 832
    • Taurocholic acid sodium salt hydrate
    • [3H]taurocholic acid
    • [3H]-taurocholic acid
    • EINECS 201-336-2
    • Choloyl-taurine
    • UNII-5E090O0G3Z
    • taurocholate acid
    • tauro-cholic acid
    • Spectrum5_002015
    • bmse000927
    • SCHEMBL3705
    • Taurocholic acid (Standard)
    • BIDD:PXR0195
    • TAUROCHOLIC ACID [MI]
    • CHEMBL224867
    • GTPL4546
    • GTPL4547
    • orb1818983
    • TAUROCHOLIC ACID [HSDB]
    • HY-B1788R
    • MSK2582
    • WBWWGRHZICKQGZ-HZAMXZRMSA-N
    • HMS2090N18
    • HY-B1788
    • BDBM50375594
    • EBC-27260
    • LMST05040001
    • MFCD00053458
    • AKOS030242840
    • DB04348
    • 2-[(4R)-4-[(1R,3aS,3bR,4R,5aS,7R,9aS,9bS,11S,11aR)-4,7,11-trihydroxy-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanamido]ethane-1-sulfonic acid
    • Ethanesulfonic acid, 2-[[(3.alpha.,5.beta.,7.alpha.,12.alpha.)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino]-
    • MS-29575
    • CS-0013819
    • NS00002884
    • 3.BETA.-HYDROXYDINOR-5-CHOLENIC ACID
    • G12125
    • AB01275537-01
    • EN300-19734139
    • SR-05000001533
    • 3a,7a,12a-Trihydroxy-5b-cholanic acid-24-taurine
    • Q2659931
    • SR-05000001533-1
    • BRD-K81062487-001-05-8
    • WLN: L E5 B666TJ A1 DQ E1 FY1&2VM2SWQ KQ OQ
    • 3.alpha.,12.alpha.-Trihydroxy-5.beta.-cholanic acid 24-taurine
    • 2-[(3.alpha.,12.alpha.-Trihydroxy-24-oxo-5.beta.-cholan-24-yl)amino]ethanesulfonic acid
    • 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholan-24-oic acid N-(2-sulfoethyl)amide
    • 2-(((3.ALPHA.,5.BETA.,7.ALPHA.,12.ALPHA.)-3,7,12-TRIHYDROXY-24-OXOCHOLAN-24-YL)AMINO)ETHANESULFONIC ACID
    • 2-((R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamido)ethane-1-sulfonic acid
    • 2-[(3alpha,7alpha,12alpha-Trihydroxy-24-oxo-5beta-cholan-24-yl)amino]ethane-1-sulfonic acid
    • 2-[[(3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino]-ethanesulfonic acid
    • 2-{[(3beta,5beta,7alpha,12alpha,14beta,17alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino}ethanesulfonic acid
    • Ethanesulfonic acid,5.beta.,7.alpha.,12.alpha.)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino]-
    • 81-24-3

  • Applications

    Taurocholic Acid (CAS 81-24-3) is a bile acid conjugate that acts as an anionic surfactant and emulsifier. In industry and formulation development, it may function as a solubilizer and surfactant to improve the dispersion of hydrophobic actives in pharmaceutical and cosmetic products. In research and analytical contexts, it is widely used as a laboratory reagent and as an LC-MS internal standard for bile acid analysis and profiling. It also supports biochemical studies of bile acid metabolism and transport. Additionally, it is sometimes employed as a model compound to evaluate surfactant behavior and formulation performance under controlled conditions. All uses are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.39
    methanol 11.96
    isopropanol 0.19
    water 0.23
    ethyl acetate 0.27
    n-propanol 0.47
    acetone 1.13
    n-butanol 0.22
    acetonitrile 0.27
    DMF 12.15
    toluene 0.07
    isobutanol 0.13
    1,4-dioxane 2.28
    methyl acetate 0.31
    THF 5.9
    2-butanone 0.58
    n-pentanol 0.17
    sec-butanol 0.1
    n-hexane 0.01
    ethylene glycol 1.86
    NMP 14.36
    cyclohexane 0.01
    DMSO 12.39
    n-butyl acetate 0.26
    n-octanol 0.21
    chloroform 0.39
    n-propyl acetate 0.25
    acetic acid 5.81
    dichloromethane 0.4
    cyclohexanone 1.36
    propylene glycol 1.52
    isopropyl acetate 0.22
    DMAc 10.69
    2-ethoxyethanol 3.7
    isopentanol 0.12
    n-heptane 0.01
    ethyl formate 0.55
    1,2-dichloroethane 0.2
    n-hexanol 0.21
    2-methoxyethanol 9.89
    isobutyl acetate 0.15
    tetrachloromethane 0.07
    n-pentyl acetate 0.46
    transcutol 6.1
    n-heptanol 0.31
    ethylbenzene 0.04
    MIBK 0.29
    2-propoxyethanol 5.39
    tert-butanol 0.1
    MTBE 0.06
    2-butoxyethanol 3.11
    propionic acid 0.72
    o-xylene 0.06
    formic acid 14.91
    diethyl ether 0.16
    m-xylene 0.06
    p-xylene 0.06
    chlorobenzene 0.09
    dimethyl carbonate 0.81
    n-octane 0.01
    formamide 11.77
    cyclopentanone 3.52
    2-pentanone 0.42
    anisole 0.22
    cyclopentyl methyl ether 0.48
    gamma-butyrolactone 4.13
    1-methoxy-2-propanol 4.06
    pyridine 1.11
    3-pentanone 0.34
    furfural 4.82
    n-dodecane 0.0
    diethylene glycol 8.09
    diisopropyl ether 0.03
    tert-amyl alcohol 0.08
    acetylacetone 1.49
    n-hexadecane 0.0
    acetophenone 0.54
    methyl propionate 0.5
    isopentyl acetate 0.25
    trichloroethylene 0.65
    n-nonanol 0.22
    cyclohexanol 0.14
    benzyl alcohol 0.46
    2-ethylhexanol 0.1
    isooctanol 0.18
    dipropyl ether 0.19
    1,2-dichlorobenzene 0.11
    ethyl lactate 0.71
    propylene carbonate 1.2
    n-methylformamide 5.72
    2-pentanol 0.08
    n-pentane 0.01
    1-propoxy-2-propanol 2.01
    1-methoxy-2-propyl acetate 1.22
    2-(2-methoxypropoxy) propanol 1.86
    mesitylene 0.04
    ε-caprolactone 1.26
    p-cymene 0.05
    epichlorohydrin 2.5
    1,1,1-trichloroethane 0.09
    2-aminoethanol 2.67
    morpholine-4-carbaldehyde 14.34
    sulfolane 10.33
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.54
    n-hexyl acetate 0.48
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 3.24
    sec-butyl acetate 0.13
    tert-butyl acetate 0.26
    decalin 0.01
    glycerin 7.34
    diglyme 6.04
    acrylic acid 1.5
    isopropyl myristate 0.1
    n-butyric acid 0.73
    acetyl acetate 0.4
    di(2-ethylhexyl) phthalate 0.38
    ethyl propionate 0.23
    nitromethane 6.87
    1,2-diethoxyethane 0.62
    benzonitrile 0.29
    trioctyl phosphate 0.23
    1-bromopropane 0.05
    gamma-valerolactone 12.88
    n-decanol 0.11
    triethyl phosphate 0.21
    4-methyl-2-pentanol 0.06
    propionitrile 0.16
    vinylene carbonate 1.56
    1,1,2-trichlorotrifluoroethane 6.74
    DMS 0.5
    cumene 0.03
    2-octanol 0.12
    2-hexanone 0.35
    octyl acetate 0.2
    limonene 0.06
    1,2-dimethoxyethane 3.46
    ethyl orthosilicate 0.19
    tributyl phosphate 0.18
    diacetone alcohol 1.08
    N,N-dimethylaniline 0.22
    acrylonitrile 0.43
    aniline 0.21
    1,3-propanediol 2.15
    bromobenzene 0.07
    dibromomethane 0.15
    1,1,2,2-tetrachloroethane 0.43
    2-methyl-cyclohexyl acetate 0.31
    tetrabutyl urea 0.4
    diisobutyl methanol 0.05
    2-phenylethanol 0.6
    styrene 0.04
    dioctyl adipate 0.29
    dimethyl sulfate 2.22
    ethyl butyrate 0.25
    methyl lactate 1.88
    butyl lactate 1.07
    diethyl carbonate 0.16
    propanediol butyl ether 3.44
    triethyl orthoformate 0.29
    p-tert-butyltoluene 0.04
    methyl 4-tert-butylbenzoate 1.33
    morpholine 2.85
    tert-butylamine 0.03
    n-dodecanol 0.06
    dimethoxymethane 5.14
    ethylene carbonate 0.89
    cyrene 4.75
    2-ethoxyethyl acetate 1.37
    2-ethylhexyl acetate 0.18
    1,2,4-trichlorobenzene 0.17
    4-methylpyridine 0.47
    dibutyl ether 0.1
    2,6-dimethyl-4-heptanol 0.05
    DEF 0.94
    dimethyl isosorbide 3.73
    tetrachloroethylene 0.5
    eugenol 1.87
    triacetin 1.12
    span 80 1.69
    1,4-butanediol 0.76
    1,1-dichloroethane 0.08
    2-methyl-1-pentanol 0.1
    methyl formate 3.98
    2-methyl-1-butanol 0.11
    n-decane 0.01
    butyronitrile 0.14
    3,7-dimethyl-1-octanol 0.11
    1-chlorooctane 0.04
    1-chlorotetradecane 0.01
    n-nonane 0.01
    undecane 0.01
    tert-butylcyclohexane 0.0
    cyclooctane 0.01
    cyclopentanol 0.33
    tetrahydropyran 0.5
    tert-amyl methyl ether 0.07
    2,5,8-trioxanonane 3.48
    1-hexene 0.02
    2-isopropoxyethanol 1.21
    2,2,2-trifluoroethanol 2.43
    methyl butyrate 0.35

    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