| Record Information |
|---|
| Version | 1.0 |
|---|
| Creation date | 2010-04-08 22:05:11 UTC |
|---|
| Update date | 2019-11-26 02:56:50 UTC |
|---|
| Primary ID | FDB001977 |
|---|
| Secondary Accession Numbers | Not Available |
|---|
| Chemical Information |
|---|
| FooDB Name | Xanthine |
|---|
| Description | Xanthine belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. Xanthine is an extremely weak basic (essentially neutral) compound (based on its pKa). Xanthine is found, on average, in the highest concentration within milk (cow). Xanthine has also been detected, but not quantified in, several different foods, such as fenugreeks, ucuhuba, roselles, allspices, and garland chrysanthemums. This could make xanthine a potential biomarker for the consumption of these foods. |
|---|
| CAS Number | 69-89-6 |
|---|
| Structure | |
|---|
| Synonyms | | Synonym | Source |
|---|
| Not Available | Not Available |
|
|---|
| Predicted Properties | |
|---|
| Chemical Formula | C15H12N12O6 |
|---|
| IUPAC name | tris(9H-purine-2,6-diol) |
|---|
| InChI Identifier | InChI=1S/3C5H4N4O2/c3*10-4-2-3(7-1-6-2)8-5(11)9-4/h3*1H,(H3,6,7,8,9,10,11) |
|---|
| InChI Key | KPILEYHQAXBFOG-UHFFFAOYSA-N |
|---|
| Isomeric SMILES | OC1=NC(=O)NC2=C1N=CN2.O=C1NC2=C(N=CN2)C(=O)N1.O=C1NC2=C(NC=N2)C(=O)N1 |
|---|
| Average Molecular Weight | 456.3326 |
|---|
| Monoisotopic Molecular Weight | 456.100276176 |
|---|
| Classification |
|---|
| Description | Belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Organoheterocyclic compounds |
|---|
| Class | Imidazopyrimidines |
|---|
| Sub Class | Purines and purine derivatives |
|---|
| Direct Parent | Xanthines |
|---|
| Alternative Parents | |
|---|
| Substituents | - Xanthine
- 6-oxopurine
- Purinone
- Alkaloid or derivatives
- Pyrimidone
- Pyrimidine
- Azole
- Imidazole
- Heteroaromatic compound
- Vinylogous amide
- Lactam
- Urea
- Azacycle
- Hydrocarbon derivative
- Organic oxide
- Organooxygen compound
- Organonitrogen compound
- Organic nitrogen compound
- Organopnictogen compound
- Organic oxygen compound
- Aromatic heteropolycyclic compound
|
|---|
| Molecular Framework | Not Available |
|---|
| External Descriptors | Not Available |
|---|
| Ontology |
|---|
| Ontology | No ontology term |
|---|
| Physico-Chemical Properties |
|---|
| Physico-Chemical Properties - Experimental | | Property | Value | Reference |
|---|
| Physical state | Solid | |
|---|
| Physical Description | Not Available | |
|---|
| Mass Composition | C 39.48%; H 2.65%; N 36.83%; O 21.04% | DFC |
|---|
| Melting Point | Mp 350° | DFC |
|---|
| Boiling Point | Not Available | |
|---|
| Experimental Water Solubility | 0.069 mg/mL at 16 oC | MERCK INDEX (1996) |
|---|
| Experimental logP | -0.73 | HANSCH,C ET AL. (1995) |
|---|
| 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 | Not Available |
|---|
| External Links |
|---|
| ChemSpider ID | 1151 |
|---|
| ChEMBL ID | CHEMBL1424 |
|---|
| KEGG Compound ID | C00385 |
|---|
| Pubchem Compound ID | 1188 |
|---|
| Pubchem Substance ID | Not Available |
|---|
| ChEBI ID | 17712 |
|---|
| Phenol-Explorer ID | Not Available |
|---|
| DrugBank ID | DB02134 |
|---|
| HMDB ID | HMDB00292 |
|---|
| CRC / DFC (Dictionary of Food Compounds) ID | CBV75-B:CBV75-B |
|---|
| EAFUS ID | Not Available |
|---|
| Dr. Duke ID | XANTHINE |
|---|
| BIGG ID | 34825 |
|---|
| KNApSAcK ID | C00019660 |
|---|
| HET ID | XAN |
|---|
| Food Biomarker Ontology | Not Available |
|---|
| VMH ID | Not Available |
|---|
| Flavornet ID | Not Available |
|---|
| GoodScent ID | Not Available |
|---|
| SuperScent ID | Not Available |
|---|
| Wikipedia ID | Xanthine |
|---|
| 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 | | Descriptor | ID | Definition | Reference |
|---|
| carcinogenic | 50903 | A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities. | DUKE |
|
|---|
| Enzymes | | Name | Gene Name | UniProt ID |
|---|
| Purine nucleoside phosphorylase | PNP | P00491 |
|
|---|
| Pathways | |
|---|
| Metabolism | Not Available |
|---|
| Biosynthesis | Not Available |
|---|
| Organoleptic Properties |
|---|
| Flavours | Not Available |
|---|
| Files |
|---|
| MSDS | show |
|---|
| References |
|---|
| Synthesis Reference | Not Available |
|---|
| General Reference | Not Available |
|---|
| Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
|
|---|
