Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2009-11-30 15:51:11 UTC |
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Update Date | 2020-02-26 21:38:21 UTC |
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HMDB ID | HMDB0013219 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Behenoylglycine |
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Description | Behenoylglycine is an acylglycine with C-20 fatty acid group as the acyl moiety. Acylglycines 1 possess a common amidoacetic acid moiety and are normally minor metabolites of fatty acids. Elevated levels of certain acylglycines appear in the urine and blood of patients with various fatty acid oxidation disorders. They are normally produced through the action of glycine N-acyltransferase which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine ↔ CoA + N-acylglycine. |
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Structure | CCCCCCCCCCCCCCCCCCCCCC(=O)NCC(O)=O InChI=1S/C24H47NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23(26)25-22-24(27)28/h2-22H2,1H3,(H,25,26)(H,27,28) |
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Synonyms | Value | Source |
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2-Docosanamidoacetic acid | ChEBI | Docosanamidoacetic acid | ChEBI | 2-Docosanamidoacetate | Generator | Docosanamidoacetate | Generator |
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Chemical Formula | C24H47NO3 |
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Average Molecular Weight | 397.6349 |
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Monoisotopic Molecular Weight | 397.355594375 |
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IUPAC Name | 2-docosanamidoacetic acid |
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Traditional Name | docosanamidoacetic acid |
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CAS Registry Number | Not Available |
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SMILES | CCCCCCCCCCCCCCCCCCCCCC(=O)NCC(O)=O |
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InChI Identifier | InChI=1S/C24H47NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23(26)25-22-24(27)28/h2-22H2,1H3,(H,25,26)(H,27,28) |
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InChI Key | YQPHTLSGFSVOOM-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Carboxylic acids and derivatives |
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Sub Class | Amino acids, peptides, and analogues |
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Direct Parent | N-acyl-alpha amino acids |
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Alternative Parents | |
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Substituents | - N-acyl-alpha-amino acid
- Fatty amide
- N-acyl-amine
- Fatty acyl
- Carboxamide group
- Secondary carboxylic acid amide
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Carbonyl group
- Organonitrogen compound
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Solid |
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Experimental Molecular 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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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | | Show more...
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Behenoylglycine,1TMS,isomer #1 | CCCCCCCCCCCCCCCCCCCCCC(=O)NCC(=O)O[Si](C)(C)C | 3196.9 | Semi standard non polar | 33892256 | Behenoylglycine,1TMS,isomer #2 | CCCCCCCCCCCCCCCCCCCCCC(=O)N(CC(=O)O)[Si](C)(C)C | 3224.9 | Semi standard non polar | 33892256 | Behenoylglycine,2TMS,isomer #1 | CCCCCCCCCCCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C | 3251.4 | Semi standard non polar | 33892256 | Behenoylglycine,2TMS,isomer #1 | CCCCCCCCCCCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C | 3191.9 | Standard non polar | 33892256 | Behenoylglycine,2TMS,isomer #1 | CCCCCCCCCCCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C | 3237.6 | Standard polar | 33892256 | Behenoylglycine,1TBDMS,isomer #1 | CCCCCCCCCCCCCCCCCCCCCC(=O)NCC(=O)O[Si](C)(C)C(C)(C)C | 3427.5 | Semi standard non polar | 33892256 | Behenoylglycine,1TBDMS,isomer #2 | CCCCCCCCCCCCCCCCCCCCCC(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C | 3472.0 | Semi standard non polar | 33892256 | Behenoylglycine,2TBDMS,isomer #1 | CCCCCCCCCCCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3734.8 | Semi standard non polar | 33892256 | Behenoylglycine,2TBDMS,isomer #1 | CCCCCCCCCCCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3491.5 | Standard non polar | 33892256 | Behenoylglycine,2TBDMS,isomer #1 | CCCCCCCCCCCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 3432.6 | Standard polar | 33892256 |
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Spectra |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - Behenoylglycine GC-MS (Non-derivatized) - 70eV, Positive | splash10-00dl-8984000000-ccab26a457e07048a4a0 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Behenoylglycine GC-MS (1 TMS) - 70eV, Positive | splash10-00di-9231100000-08fa79d2c360bcf01fbf | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Behenoylglycine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Behenoylglycine 10V, Positive-QTOF | splash10-0002-3009000000-d7e3216077b40a33896a | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Behenoylglycine 20V, Positive-QTOF | splash10-056r-9114000000-cb77ff1c6d9d1c36dcab | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Behenoylglycine 40V, Positive-QTOF | splash10-056r-9421000000-fba7b5dc041a2aabec60 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Behenoylglycine 10V, Negative-QTOF | splash10-0002-0009000000-f4bc9c232bf6bf4439fa | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Behenoylglycine 20V, Negative-QTOF | splash10-006t-4109000000-aa60654c0692cecb94fe | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Behenoylglycine 40V, Negative-QTOF | splash10-05fu-9010000000-2613346d432e9849b9cf | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Behenoylglycine 10V, Negative-QTOF | splash10-0002-1009000000-d005a49af058b18e38d2 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Behenoylglycine 20V, Negative-QTOF | splash10-00di-9002000000-d4c59bb9ba5476826339 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Behenoylglycine 40V, Negative-QTOF | splash10-00di-9000000000-006ebcc0e5a29ed26e1c | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Behenoylglycine 10V, Positive-QTOF | splash10-002b-6009000000-d9d3bd797b54edf3561f | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Behenoylglycine 20V, Positive-QTOF | splash10-004i-9013000000-1226923cdf07d700c67b | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Behenoylglycine 40V, Positive-QTOF | splash10-0a6r-9000000000-8aee652728b94479c036 | 2021-09-23 | Wishart Lab | View Spectrum |
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Biological Properties |
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Cellular Locations | - Membrane (predicted from logP)
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Biospecimen Locations | Not Available |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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| Not Available |
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Abnormal Concentrations |
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| Not Available |
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Associated Disorders and Diseases |
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Disease References | None |
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | FDB029338 |
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KNApSAcK ID | Not Available |
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Chemspider ID | 15487852 |
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KEGG Compound ID | Not Available |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Not Available |
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METLIN ID | Not Available |
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PubChem Compound | 21445006 |
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PDB ID | Not Available |
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ChEBI ID | 87764 |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | Not Available |
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Good Scents ID | Not Available |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - O'Byrne J, Hunt MC, Rai DK, Saeki M, Alexson SE: The human bile acid-CoA:amino acid N-acyltransferase functions in the conjugation of fatty acids to glycine. J Biol Chem. 2003 Sep 5;278(36):34237-44. Epub 2003 Jun 16. [PubMed:12810727 ]
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