Record Information |
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Version | 1.0 |
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Creation date | 2011-09-21 00:09:18 UTC |
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Update date | 2015-07-21 06:57:01 UTC |
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Primary ID | FDB022157 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Chenodeoxycholic acid glycine conjugate |
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Description | Chenodeoxycholic acid glycine conjugate is an acyl glycine and a bile acid-glycine conugate. It is a secondary bile acid produced by the action of enzymes existing in the microbial flora of the colonic environment. In hepatocytes, both primary and secondary bile acids undergo amino acid conjugation at the C-24 carboxylic acid on the side chain, and almost all bile acids in the bile duct therefore exist in a glycine conjugated form (PMID:16949895). This compound usually exists as the sodium salt and acts as a detergent to solubilize fats for absorption and is itself absorbed. It is a cholagogue and choleretic. [HMDB] |
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CAS Number | 640-79-9 |
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Structure | |
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Synonyms | Synonym | Source |
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Chenodeoxycholate glycine conjugate | Generator | Chenodeoxycholic acid glycine conjugic acid | Generator | (23R)-Hydroxychenodeoxycholylglycine | HMDB | 12-Deoxycholylglycine | HMDB | 12-Desoxycholylglycine | HMDB | 3a,7a-Dihydroxy-N-(carboxymethyl)-5b-cholan-24-amide | HMDB | Chenodeoxycholylglycine | HMDB | Glycine chenodeoxycholate | HMDB | Glycochenodeoxycholate | HMDB | Glycochenodeoxycholic acid | HMDB | Glycylchenodeoxycholate | HMDB | Glycylchenodeoxycholic acid | HMDB | N-(3a,7a-Dihydroxy-5b-cholan-24-oyl)-glycine | HMDB | N-(Carboxymethyl)-3a,7a-dihydroxy-5b-cholan-24-amide | HMDB | Acid, glycochenodeoxycholic | HMDB | Chenodeoxycholate, glycine | HMDB | 3alpha,7alpha-Dihydroxy-N-(carboxymethyl)-5beta-cholan-24-amide | HMDB | 3α,7α-Dihydroxy-N-(carboxymethyl)-5β-cholan-24-amide | HMDB | Chenodeoxycholic acid glycine conjugate | HMDB | Chenodeoxyglycocholic acid | HMDB | N-[(3alpha,5beta,7alpha)-3,7-Dihydroxy-24-oxocholan-24-yl]glycine | HMDB | N-[(3α,5β,7α)-3,7-Dihydroxy-24-oxocholan-24-yl]glycine | HMDB | N-(3a,7a-dihydroxy-5b-cholan-24-oyl)-Glycine | hmdb | N-(carboxymethyl)-3a,7a-dihydroxy-5b-Cholan-24-amide | hmdb |
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Predicted Properties | |
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Chemical Formula | C26H43NO5 |
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IUPAC name | 2-[(4R)-4-[(2S,5R,7S,9R,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]acetic acid |
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InChI Identifier | InChI=1S/C26H43NO5/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16+,17-,18-,19?,20?,21-,24?,25+,26-/m1/s1 |
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InChI Key | GHCZAUBVMUEKKP-AHBZRTSYSA-N |
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Isomeric SMILES | [H][C@@]12C[C@H](O)CC[C@]1(C)C1CC[C@]3(C)[C@H](CCC3C1[C@H](O)C2)[C@H](C)CCC(=O)NCC(O)=O |
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Average Molecular Weight | 449.6233 |
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Monoisotopic Molecular Weight | 449.314123491 |
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Classification |
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Description | Belongs to the class of organic compounds known as glycinated bile acids and derivatives. Glycinated bile acids and derivatives are compounds with a structure characterized by the presence of a glycine linked to a bile acid skeleton. |
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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 | Glycinated bile acids and derivatives |
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Alternative Parents | |
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Substituents | - Glycinated bile acid
- Dihydroxy bile acid, alcohol, or derivatives
- Hydroxy bile acid, alcohol, or derivatives
- 3-hydroxysteroid
- Hydroxysteroid
- 7-hydroxysteroid
- 3-alpha-hydroxysteroid
- N-acyl-alpha-amino acid
- N-acyl-alpha amino acid or derivatives
- Alpha-amino acid or derivatives
- Fatty amide
- Fatty acyl
- N-acyl-amine
- Cyclic alcohol
- Secondary carboxylic acid amide
- Secondary alcohol
- Carboxamide group
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Carboxylic acid
- Organooxygen compound
- Organopnictogen compound
- Organic nitrogen compound
- Organic oxide
- Hydrocarbon derivative
- Alcohol
- Carbonyl group
- Organic oxygen compound
- Organonitrogen compound
- Aliphatic homopolycyclic compound
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Molecular Framework | Aliphatic homopolycyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Physiological effect | Health effect: |
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Disposition | Route of exposure: Source: Biological location: |
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Process | Naturally occurring process: |
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Role | Industrial application: Biological role: |
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Physico-Chemical Properties |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | Not Available | |
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Melting Point | Not Available | |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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Predicted GC-MS | Chenodeoxycholic acid glycine conjugate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0560-0224900000-2c3ac66a1eb5dd4be992 | Spectrum | Predicted GC-MS | Chenodeoxycholic acid glycine conjugate, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0udi-1001029000-2c90d59630fb6b214a2e | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-00e9-7001900000-5c674a4196bbe5921395 | 2016-08-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00di-9002100000-4253862988128e5343db | 2016-08-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-00di-9001000000-8c0e27e07cce4587ddaa | 2016-08-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0002-0001900000-1e432b0f0b5728b038db | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-008a-3104900000-5e705b527c1bedaf73b8 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-00dl-9101000000-bfc254147e11f3a6e4d2 | 2016-08-03 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 17215984 |
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ChEMBL ID | Not Available |
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KEGG Compound ID | C05466 |
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Pubchem Compound ID | 22833540 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB00637 |
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CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
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EAFUS ID | Not Available |
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Dr. Duke ID | Not Available |
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BIGG ID | 45866 |
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KNApSAcK ID | Not Available |
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HET ID | 1FMC |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | Not Available |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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Enzymes | Name | Gene Name | UniProt ID |
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Glycine N-acyltransferase | GLYAT | Q6IB77 | Glycine N-acyltransferase-like protein 1 | GLYATL1 | Q969I3 | Glycine N-acyltransferase-like protein 2 | GLYATL2 | Q8WU03 | Bile acid-CoA:amino acid N-acyltransferase | BAAT | Q14032 | Glycine N-acyltransferase-like protein 3 | GLYATL3 | Q5SZD4 |
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Pathways | |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | Not Available |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | |
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