| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:18:46 UTC |
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| Update Date | 2020-05-11 20:35:12 UTC |
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| BMDB ID | BMDB0000036 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Taurocholic acid |
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| Description | Taurocholic acid, also known as taurocholate or choloyl-taurine, belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. Taurocholic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanic acid 24-taurine | ChEBI | | Cholic acid taurine conjugate | ChEBI | | Choloyl-taurine | ChEBI | | Cholyltaurine | ChEBI | | N-Choloyltaurine | ChEBI | | Taurocholate | ChEBI | | 3a,7a,12a-Trihydroxy-5b-cholanate 24-taurine | Generator | | 3a,7a,12a-Trihydroxy-5b-cholanic acid 24-taurine | Generator | | 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanate 24-taurine | Generator | | 3Α,7α,12α-trihydroxy-5β-cholanate 24-taurine | Generator | | 3Α,7α,12α-trihydroxy-5β-cholanic acid 24-taurine | Generator | | Cholate taurine conjugate | Generator | | Cholic acid taurine conjugic acid | Generator | | Cholaic acid | HMDB | | Cholaate | HMDB | | Taurine cholate | HMDB | | Taurocholic acid, (7 beta)-isomer | HMDB | | Taurocholic acid, (5 alpha)-isomer | HMDB |
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| Chemical Formula | C26H45NO7S |
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| Average Molecular Weight | 515.703 |
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| Monoisotopic Molecular Weight | 515.291673489 |
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| IUPAC Name | 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 |
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| Traditional Name | 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]ethanesulfonic acid |
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| CAS Registry Number | 81-24-3 |
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| SMILES | [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(=O)NCCS(O)(=O)=O |
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| InChI Identifier | InChI=1S/C26H45NO7S/c1-15(4-7-23(31)27-10-11-35(32,33)34)18-5-6-19-24-20(14-22(30)26(18,19)3)25(2)9-8-17(28)12-16(25)13-21(24)29/h15-22,24,28-30H,4-14H2,1-3H3,(H,27,31)(H,32,33,34)/t15-,16+,17-,18-,19+,20+,21-,22+,24+,25+,26-/m1/s1 |
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| InChI Key | WBWWGRHZICKQGZ-HZAMXZRMSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Steroids and steroid derivatives |
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| Sub Class | Bile acids, alcohols and derivatives |
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| Direct Parent | Trihydroxy bile acids, alcohols and derivatives |
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| Alternative Parents | |
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| Substituents | - Trihydroxy bile acid, alcohol, or derivatives
- 3-hydroxysteroid
- 12-hydroxysteroid
- Hydroxysteroid
- 3-alpha-hydroxysteroid
- 7-hydroxysteroid
- Cyclic alcohol
- Organic sulfonic acid or derivatives
- Organosulfonic acid or derivatives
- Organosulfonic acid
- Sulfonyl
- Alkanesulfonic acid
- Secondary alcohol
- Carboximidic acid
- Polyol
- Carboximidic acid derivative
- Organic 1,3-dipolar compound
- Propargyl-type 1,3-dipolar organic compound
- Alcohol
- Organosulfur compound
- Organooxygen compound
- Organonitrogen compound
- Organopnictogen compound
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organic nitrogen compound
- Aliphatic homopolycyclic compound
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| Molecular Framework | Aliphatic homopolycyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Status | Detected but not Quantified |
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| Origin | |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | - Cell membrane
- Cytoplasm
- Myelin sheath
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| Physical Properties |
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| State | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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| Spectra |
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| Spectra | | Spectrum Type | Description | Splash Key | |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-03di-0000090000-911b2f8adf5d8a253a26 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-03di-0000090000-229891181661857b574b | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-03di-0000090000-e3b432e2a36b91fb1106 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-03di-0000090000-afa59839c0e5c1b1f875 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-03di-0000090000-b29692cfc9f66c4205c5 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-IT , negative | splash10-0gvk-0019610000-6cd348047dc06e3abb7e | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-014i-0010390000-b424218e255bf3091fda | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-0a4i-0191200000-4fddfc0190213d6555ee | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-08i9-0590000000-c210cb519c7e4192622e | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , positive | splash10-0w29-0900000000-42467048740170d1f693 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-IT , positive | splash10-0002-0000940000-6c3a6cb6cef0d74f2139 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-00ea-0601910000-36005a0ab81d9a5c22c7 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00di-2901200000-0277ee57e5a77bb559ed | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-006x-8903200000-6e18275cb262330c1d11 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-03dj-3102890000-14b58b657187799f4abd | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-01qa-6404930000-b60c0ef5b779fc055945 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-000x-9101100000-30f5c6ad01e5a5d282da | View in MoNA |
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| 1D NMR | 1H NMR Spectrum | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum | Not Available | View in JSpectraViewer |
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| 2D NMR | [1H,13C] 2D NMR Spectrum | Not Available | View in JSpectraViewer |
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