Record Information |
---|
Version | 5.0 |
---|
Status | Detected and Quantified |
---|
Creation Date | 2005-11-16 15:48:42 UTC |
---|
Update Date | 2023-02-21 17:15:10 UTC |
---|
HMDB ID | HMDB0000783 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Propionylglycine |
---|
Description | Propionylglycine 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-acylglycineThe level of propionylglycine is elevated in patients with propionic acidemia, which is an inherited deficiency of propionyl-CoA carboxylase. (Disorders of propionate and methylmalonate metabolism. In The Metabolic and Molecular Bases of Inherited Disease). |
---|
Structure | InChI=1S/C5H9NO3/c1-2-4(7)6-3-5(8)9/h2-3H2,1H3,(H,6,7)(H,8,9) |
---|
Synonyms | Value | Source |
---|
2-Propanamidoacetic acid | ChEBI | N-Propionyl-glycine | ChEBI | N-Propionylglycine | ChEBI | Propanamidoacetic acid | ChEBI | Propanoylglycine | ChEBI | Propionylaminoacetic acid | ChEBI | 2-Propanamidoacetate | Generator | Propanamidoacetate | Generator | Propionylaminoacetate | Generator |
|
---|
Chemical Formula | C5H9NO3 |
---|
Average Molecular Weight | 131.1299 |
---|
Monoisotopic Molecular Weight | 131.058243159 |
---|
IUPAC Name | 2-propanamidoacetic acid |
---|
Traditional Name | propionylglycine |
---|
CAS Registry Number | 21709-90-0 |
---|
SMILES | CCC(=O)NCC(O)=O |
---|
InChI Identifier | InChI=1S/C5H9NO3/c1-2-4(7)6-3-5(8)9/h2-3H2,1H3,(H,6,7)(H,8,9) |
---|
InChI Key | WOMAZEJKVZLLFE-UHFFFAOYSA-N |
---|
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
- Carboximidic acid
- Carboximidic acid derivative
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Organic 1,3-dipolar compound
- Propargyl-type 1,3-dipolar organic compound
- Carbonyl group
- Organooxygen compound
- Organonitrogen compound
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Aliphatic acyclic compound
|
---|
Molecular Framework | Aliphatic acyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | |
---|
Role | Not Available |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Experimental Chromatographic Properties | Experimental Collision Cross Sections |
---|
Predicted Molecular Properties | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
Propionylglycine,1TMS,isomer #1 | CCC(=O)NCC(=O)O[Si](C)(C)C | 1382.0 | Semi standard non polar | 33892256 | Propionylglycine,1TMS,isomer #2 | CCC(=O)N(CC(=O)O)[Si](C)(C)C | 1385.1 | Semi standard non polar | 33892256 | Propionylglycine,2TMS,isomer #1 | CCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C | 1418.5 | Semi standard non polar | 33892256 | Propionylglycine,2TMS,isomer #1 | CCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C | 1427.5 | Standard non polar | 33892256 | Propionylglycine,2TMS,isomer #1 | CCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C | 1560.6 | Standard polar | 33892256 | Propionylglycine,1TBDMS,isomer #1 | CCC(=O)NCC(=O)O[Si](C)(C)C(C)(C)C | 1622.9 | Semi standard non polar | 33892256 | Propionylglycine,1TBDMS,isomer #2 | CCC(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C | 1600.2 | Semi standard non polar | 33892256 | Propionylglycine,2TBDMS,isomer #1 | CCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 1849.2 | Semi standard non polar | 33892256 | Propionylglycine,2TBDMS,isomer #1 | CCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 1843.6 | Standard non polar | 33892256 | Propionylglycine,2TBDMS,isomer #1 | CCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 1833.7 | Standard polar | 33892256 |
|
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - Propionylglycine GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a4i-9000000000-acef9a740ced48fb00e5 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Propionylglycine GC-MS (1 TMS) - 70eV, Positive | splash10-00di-9200000000-3c7887407ce148e2cf1f | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Propionylglycine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Propionylglycine GC-MS (TMS_1_2) - 70eV, Positive | Not Available | 2021-11-05 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Propionylglycine GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | 2021-11-05 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Propionylglycine GC-MS (TBDMS_1_2) - 70eV, Positive | Not Available | 2021-11-05 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Experimental LC-MS/MS | LC-MS/MS Spectrum - Propionylglycine Quattro_QQQ 10V, Positive-QTOF (Annotated) | splash10-004i-9000000000-b5e80be4de97e1de4998 | 2012-07-24 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Propionylglycine Quattro_QQQ 25V, Positive-QTOF (Annotated) | splash10-0a4i-9000000000-be56348c0dca03c02203 | 2012-07-24 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Propionylglycine Quattro_QQQ 40V, Positive-QTOF (Annotated) | splash10-0a4i-9000000000-39baca715a0a4ac09f6d | 2012-07-24 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Propionylglycine 40V, Positive-QTOF | splash10-0a4i-9000000000-a542f238b72f94710754 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Propionylglycine 35V, Positive-QTOF | splash10-0a4i-9000000000-f003324aa699706d4194 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Propionylglycine 20V, Positive-QTOF | splash10-0a4i-9000000000-41c8ac7e6950711c9df3 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Propionylglycine 10V, Positive-QTOF | splash10-0a6r-9000000000-b0a4f15698d2fadefea4 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - Propionylglycine 35V, Negative-QTOF | splash10-00di-9000000000-c7b66f7421e9853fc994 | 2021-09-20 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Propionylglycine 10V, Positive-QTOF | splash10-053r-8900000000-60899826a66d302aa237 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Propionylglycine 20V, Positive-QTOF | splash10-0a6r-9000000000-a71e372fed182c0edcd0 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Propionylglycine 40V, Positive-QTOF | splash10-0a6r-9000000000-680ef8911029bf2b3421 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Propionylglycine 10V, Negative-QTOF | splash10-001i-2900000000-15bf873be2a495ed8e12 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Propionylglycine 20V, Negative-QTOF | splash10-0089-9800000000-e11bb20c11f7905d489f | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Propionylglycine 40V, Negative-QTOF | splash10-0ab9-9000000000-5714cacb51d7e4829db2 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Propionylglycine 10V, Positive-QTOF | splash10-004i-9000000000-f90d0d3f7ca3b7f6fcac | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Propionylglycine 20V, Positive-QTOF | splash10-0a70-9000000000-b2276b1a1287ab61619d | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Propionylglycine 40V, Positive-QTOF | splash10-0a4i-9000000000-25bcb7a92417ed5e9938 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Propionylglycine 10V, Negative-QTOF | splash10-00di-9100000000-0976ec7bea067ea09d0e | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Propionylglycine 20V, Negative-QTOF | splash10-05fr-9000000000-da3ce82cba870fdddfb2 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Propionylglycine 40V, Negative-QTOF | splash10-00dl-9000000000-fa643a49d9a9e8d5e94a | 2021-09-25 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
---|
Experimental 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | 2012-12-04 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-29 | Wishart Lab | View Spectrum | Experimental 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | 2012-12-05 | Wishart Lab | View Spectrum |
IR SpectraSpectrum Type | Description | Deposition Date | Source | View |
---|
Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-) | 2023-02-03 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+) | 2023-02-03 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+) | 2023-02-03 | FELIX lab | View Spectrum |
|
---|