Record Information |
---|
Version | 1.0 |
---|
Creation date | 2015-05-07 19:29:23 UTC |
---|
Update date | 2019-11-26 03:21:49 UTC |
---|
Primary ID | FDB030552 |
---|
Secondary Accession Numbers | |
---|
Chemical Information |
---|
FooDB Name | 5'-phosphoribosyl-N-formylglycineamide |
---|
Description | 5'-phosphoribosyl-n-formylglycinamide, also known as N-formyl-gar or N-formylglycinamide ribonucleotide, is a member of the class of compounds known as glycinamide ribonucleotides. Glycinamide ribonucleotides are compounds in which the amide N atom of glycineamide is linked to the C-1 of a ribosyl (or deoxyribosyl) moiety. Nucleotides have a phosphate group linked to the C5 carbon of the ribose (or deoxyribose) moiety. 5'-phosphoribosyl-n-formylglycinamide is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 5'-phosphoribosyl-n-formylglycinamide can be found in a number of food items such as rosemary, mexican groundcherry, common wheat, and bitter gourd, which makes 5'-phosphoribosyl-n-formylglycinamide a potential biomarker for the consumption of these food products. 5'-phosphoribosyl-n-formylglycinamide exists in all living species, ranging from bacteria to humans. In humans, 5'-phosphoribosyl-n-formylglycinamide is involved in few metabolic pathways, which include azathioprine action pathway, mercaptopurine action pathway, purine metabolism, and thioguanine action pathway. 5'-phosphoribosyl-n-formylglycinamide is also involved in several metabolic disorders, some of which include mitochondrial DNA depletion syndrome, aICA-Ribosiduria, molybdenum cofactor deficiency, and xanthinuria type I. |
---|
CAS Number | 349-34-8 |
---|
Structure | |
---|
Synonyms | Synonym | Source |
---|
N-Formyl-gar | Kegg | N-Formylglycinamide ribonucleotide | Kegg | N2-Formyl-N1-(5-phospho-D-ribosyl)glycinamide | Kegg | 5'-p-Ribosyl-N-formylglycineamide | HMDB | 5'-Phosphoribosyl-formylglycinamide | HMDB | 5'-Phosphoribosyl-N-formylglycineamide | HMDB | 5-Phosphoribosyl-N-formalglycineamide | HMDB | FGAR | HMDB | N(2)-Formyl-N(1)-(5-phospho-D-ribosyl)glycinamide | HMDB | Formylglycinamide ribonucleotide | HMDB | Formylglycineamideribotide | HMDB | Phosphoribosyl-N-formylglycineamide | HMDB | 2-(Formylamino)-N-(5-O-phosphono-beta-D-ribofuranosyl)acetamide | HMDB | 2-(Formylamino)-N-(5-O-phosphono-β-D-ribofuranosyl)acetamide | HMDB | 5'-Phosphoribosyl-N-formylglycinamide | HMDB | 5’-Phosphoribosyl-N-formylglycinamide | HMDB | Formylglycinamide ribotide | HMDB | Phosphoribosylformylglycinamide | HMDB | alpha-N-Formylglycinamide ribonucleotide | HMDB | α-N-Formylglycinamide ribonucleotide | HMDB |
|
---|
Predicted Properties | |
---|
Chemical Formula | C8H15N2O9P |
---|
IUPAC name | {[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-formamidoacetamido)oxolan-2-yl]methoxy}phosphonic acid |
---|
InChI Identifier | InChI=1S/C8H15N2O9P/c11-3-9-1-5(12)10-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H,9,11)(H,10,12)(H2,15,16,17)/t4-,6-,7-,8-/m1/s1 |
---|
InChI Key | VDXLUNDMVKSKHO-XVFCMESISA-N |
---|
Isomeric SMILES | O[C@H]1[C@@H](O)[C@H](NC(=O)CNC=O)O[C@@H]1COP(O)(O)=O |
---|
Average Molecular Weight | 314.1865 |
---|
Monoisotopic Molecular Weight | 314.0515166 |
---|
Classification |
---|
Description | Belongs to the class of organic compounds known as glycinamide ribonucleotides. Glycinamide ribonucleotides are compounds in which the amide N atom of glycineamide is linked to the C-1 of a ribosyl (or deoxyribosyl) moiety. Nucleotides have a phosphate group linked to the C5 carbon of the ribose (or deoxyribose) moiety. |
---|
Kingdom | Organic compounds |
---|
Super Class | Nucleosides, nucleotides, and analogues |
---|
Class | Glycinamide ribonucleotides |
---|
Sub Class | Not Available |
---|
Direct Parent | Glycinamide ribonucleotides |
---|
Alternative Parents | |
---|
Substituents | - Glycinamide-ribonucleotide
- Pentose phosphate
- Pentose-5-phosphate
- N-formyl-alpha amino acid or derivatives
- Alpha-amino acid amide
- N-formyl-alpha-amino acid
- N-substituted-alpha-amino acid
- Alpha-amino acid or derivatives
- Monosaccharide phosphate
- Pentose monosaccharide
- Monoalkyl phosphate
- Organic phosphoric acid derivative
- Alkyl phosphate
- Monosaccharide
- Phosphoric acid ester
- Tetrahydrofuran
- Secondary carboxylic acid amide
- 1,2-diol
- Carboxamide group
- Secondary alcohol
- Carboxylic acid derivative
- Oxacycle
- Organoheterocyclic compound
- Alcohol
- Organic nitrogen compound
- Hydrocarbon derivative
- Carbonyl group
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Organooxygen compound
- Organonitrogen compound
- Aliphatic heteromonocyclic compound
|
---|
Molecular Framework | Aliphatic heteromonocyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
|
Disposition | Source: |
---|
Physico-Chemical Properties |
---|
Physico-Chemical Properties - Experimental | Property | Value | Reference |
---|
Physical state | Not Available | |
---|
Physical Description | Not Available | |
---|
Mass Composition | Not Available | |
---|
Melting Point | Not Available | |
---|
Boiling Point | Not Available | |
---|
Experimental Water Solubility | Not Available | |
---|
Experimental logP | Not Available | |
---|
Experimental pKa | Not Available | |
---|
Isoelectric point | Not Available | |
---|
Charge | Not Available | |
---|
Optical Rotation | Not Available | |
---|
Spectroscopic UV Data | Not Available | |
---|
Density | Not Available | |
---|
Refractive Index | Not Available | |
---|
|
---|
Spectra |
---|
Spectra | |
---|
EI-MS/GC-MS | Type | Description | Splash Key | View |
---|
Predicted GC-MS | 5'-Phosphoribosyl-N-formylglycinamide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0002-9330000000-47bd3a51454a22349c16 | Spectrum | Predicted GC-MS | 5'-Phosphoribosyl-N-formylglycinamide, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0089-5972200000-28cbe677e79c994d5692 | Spectrum | Predicted GC-MS | 5'-Phosphoribosyl-N-formylglycinamide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Phosphoribosyl-N-formylglycinamide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
|
---|
MS/MS | Type | Description | Splash Key | View |
---|
Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-9121000000-70e7f7e392d67c9062d7 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-9110000000-24b14d3360fd37fa0b5a | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4i-9100000000-6c2f243f9e36f7267013 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-01r6-8914000000-411b5cf47e3e7e5511fd | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004i-9200000000-fc9464d8ad7b3b1ac820 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-ccc93e5e04249a7f1425 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-014i-0079000000-0c457b0a6a5c25c65962 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-001i-2920000000-569fd550eacc61a8bd6c | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0udi-2900000000-32e3418d15835aba1b7b | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-01t9-9036000000-b8480e9ce9f70df638e9 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004i-9100000000-14698f4417bb19153972 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-e93ac01407977ed80740 | 2021-09-24 | View Spectrum |
|
---|
NMR | Not Available |
---|
External Links |
---|
ChemSpider ID | Not Available |
---|
ChEMBL ID | Not Available |
---|
KEGG Compound ID | Not Available |
---|
Pubchem Compound ID | Not Available |
---|
Pubchem Substance ID | Not Available |
---|
ChEBI ID | Not Available |
---|
Phenol-Explorer ID | Not Available |
---|
DrugBank ID | Not Available |
---|
HMDB ID | Not Available |
---|
CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
---|
EAFUS ID | Not Available |
---|
Dr. Duke ID | Not Available |
---|
BIGG ID | Not Available |
---|
KNApSAcK ID | Not Available |
---|
HET ID | Not Available |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
Flavornet ID | Not Available |
---|
GoodScent ID | Not Available |
---|
SuperScent ID | Not Available |
---|
Wikipedia ID | Not Available |
---|
Phenol-Explorer Metabolite ID | Not Available |
---|
Duplicate IDS | Not Available |
---|
Old DFC IDS | Not Available |
---|
Associated Foods |
---|
Food | Content Range | Average | Reference |
---|
Food | | | Reference |
---|
|
Biological Effects and Interactions |
---|
Health Effects / Bioactivities | Not Available |
---|
Enzymes | Not Available |
---|
Pathways | Not Available |
---|
Metabolism | Not Available |
---|
Biosynthesis | Not Available |
---|
Organoleptic Properties |
---|
Flavours | Not Available |
---|
Files |
---|
MSDS | Not Available |
---|
References |
---|
Synthesis Reference | Not Available |
---|
General Reference | Not Available |
---|
Content Reference | |
---|