| Record Information |
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| Version | 1.0 |
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| Creation date | 2015-10-09 22:33:39 UTC |
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| Update date | 2017-01-19 02:36:43 UTC |
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| FoodComEx ID | PC000974 |
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| FoodDB Record | FDB022286 |
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| Chemical Information |
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| Name | Phenylpropionylglycine |
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| Description | Phenylpropionylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:
acyl-CoA + glycine < -- > CoA + N-acylglycine
The detection of phenylpropionylglycine in urine after an oral load of phenylpropionic acid can be used to diagnose deficiency of medium-chain acyl-CoA dehydrogenase, a frequent and treatable metabolic defect. (PMID 9234867) [HMDB] |
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| CAS Number | 56613-60-6 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| (3-phenyl-propionylamino)-acetate | hmdb | | (3-phenyl-propionylamino)-acetic acid | hmdb | | (3-Phenylpropionyl)glycine | hmdb | | N-(3-phenyl-propionyl)-glycine | hmdb | | N-(3-Phenylpropanoyl)glycine | hmdb | | Phenylpropionylglycine | hmdb |
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| Chemical Formula | C11H13NO3 |
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| IUPAC name | 2-(3-phenylpropanamido)acetic acid |
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| InChI Identifier | InChI=1S/C11H13NO3/c13-10(12-8-11(14)15)7-6-9-4-2-1-3-5-9/h1-5H,6-8H2,(H,12,13)(H,14,15) |
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| InChI Key | YEIQSAXUPKPPBN-UHFFFAOYSA-N |
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| Isomeric SMILES | OC(=O)CNC(=O)CCC1=CC=CC=C1 |
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| Average Molecular Weight | 207.2258 |
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| Monoisotopic Molecular Weight | 207.089543287 |
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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
- Monocyclic benzene moiety
- Fatty amide
- Fatty acyl
- Benzenoid
- Carboxamide group
- Secondary carboxylic acid amide
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Organic nitrogen compound
- Organonitrogen compound
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Carbonyl group
- Aromatic homomonocyclic compound
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| Molecular Framework | Aromatic homomonocyclic compounds |
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| External Descriptors | Not Available |
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| Physico-Chemical Properties - Experimental |
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| Property | Value | Reference |
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| Experimental logP | Not Available | |
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| Experimental Water Solubility | Not Available | |
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| Melting Point | Not Available | |
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| Foods of Origin |
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| Food | Content Range | Average | Reference |
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| Food | | | Reference |
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| Production Data |
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| Production Method | commercial |
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| Production Method Reference | Not Available |
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| Production Method Reference File | Not Available |
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| Quantity Available | Production upon request, up to 40 mg |
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| Delivery Time | Not Available |
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| Storage Form | solid |
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| Storage Conditions | -80°C |
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| Stability | Not Available |
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| Purity | Not Available |
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| Spectra |
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| Spectral Data Upon Request | Not Available |
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| Provider Information |
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| Commercial Vendors |
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| AKSci | 8283AB |
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| MetaSci | HMDB0000860 |
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| Toronto Research Chemicals | P336210 |
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| Toronto Research Chemicals | HMDB0000860 |
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