| Record Information |
|---|
| Version | 1.0 |
|---|
| Creation date | 2015-10-09 22:33:39 UTC |
|---|
| Update date | 2017-01-19 02:36:43 UTC |
|---|
| FoodComEx ID | PC000973 |
|---|
| FoodDB Record | FDB022057 |
|---|
| Chemical Information |
|---|
| Name | 3-Methylcrotonylglycine |
|---|
| Description | 3-Methylcrotonylglycine 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. 3-Methylcrotonylglycine is a normal amino acid metabolite found in urine. Increased levels of this metabolite are found in patients suffering from leucine catabolic disorders, such as 3-methylcrotonyl-CoA carboxylase deficiency. 3-Methylcrotonylglycine is often considered to be a diagnostic marker of organic acidemias. (PMID 11170888) [HMDB] |
|---|
| CAS Number | 33008-07-0 |
|---|
| Structure | |
|---|
| Synonyms | | Synonym | Source |
|---|
| 3-Methylcrotonyl glycine | hmdb | | 3-Methylcrotonyl-glycine | hmdb | | 3-Methylcrotonylglycin | hmdb | | 3-Methylcrotonylglycine | hmdb | | b-Methylcrotonylglycine | Generator | | beta-Methylcrotonylglycine | hmdb | | N-(3-methyl-1-oxo-2-butenyl)-Glycine | hmdb | | β-methylcrotonylglycine | Generator |
|
|---|
| Chemical Formula | C7H11NO3 |
|---|
| IUPAC name | 2-(3-methylbut-2-enamido)acetic acid |
|---|
| InChI Identifier | InChI=1S/C7H11NO3/c1-5(2)3-6(9)8-4-7(10)11/h3H,4H2,1-2H3,(H,8,9)(H,10,11) |
|---|
| InChI Key | PFWQSHXPNKRLIV-UHFFFAOYSA-N |
|---|
| Isomeric SMILES | CC(C)=CC(=O)NCC(O)=O |
|---|
| Average Molecular Weight | 157.1671 |
|---|
| Monoisotopic Molecular Weight | 157.073893223 |
|---|
| Chemical Taxonomy |
|---|
| 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. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Organic acids and derivatives |
|---|
| Class | Carboxylic acids and derivatives |
|---|
| Sub Class | Amino acids, peptides, and analogues |
|---|
| Direct Parent | N-acyl-alpha amino acids |
|---|
| Alternative Parents | |
|---|
| Substituents | - N-acyl-alpha-amino acid
- N-acyl-amine
- Secondary carboxylic acid amide
- Carboxamide group
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Organic nitrogen compound
- Organic oxygen compound
- Organopnictogen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Organonitrogen compound
- Carbonyl group
- Aliphatic acyclic compound
|
|---|
| Molecular Framework | Aliphatic acyclic compounds |
|---|
| External Descriptors | |
|---|
| Physico-Chemical Properties - Experimental |
|---|
| Property | Value | Reference |
|---|
| Experimental logP | Not Available | |
|---|
| Experimental Water Solubility | Not Available | |
|---|
| Melting Point | Not Available | |
|---|
|
| Foods of Origin |
|---|
| Food | Content Range | Average | Reference |
|---|
| Food | | | Reference |
|---|
|
| Production Data |
|---|
| Production Method | commercial |
|---|
| Production Method Reference | Not Available |
|---|
| Production Method Reference File | Not Available |
|---|
| Quantity Available | Production upon request, up to 20 mg |
|---|
| Delivery Time | Not Available |
|---|
| Storage Form | solid |
|---|
| Storage Conditions | -80°C |
|---|
| Stability | Not Available |
|---|
| Purity | Not Available |
|---|
| Spectra |
|---|
| Spectral Data Upon Request | Not Available |
|---|
| Provider Information |
|---|
|
| Commercial Vendors |
|---|
| Cayman Chemical | 22888 |
|---|
| Toronto Research Chemicals | M294540 |
|---|
