You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Bovine Metabolome Database.
Record Information |
---|
Version | 1.0 |
---|
Creation Date | 2016-09-30 22:20:00 UTC |
---|
Update Date | 2020-06-04 20:45:00 UTC |
---|
BMDB ID | BMDB0000133 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Guanosine |
---|
Description | Guanosine, also known as G or 2-amino-inosine, belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Guanosine exists as a solid, possibly soluble (in water), and a moderately basic compound (based on its pKa) molecule. Guanosine exists in all living species, ranging from bacteria to humans. In cattle, guanosine is involved in a couple of metabolic pathways, which include the intracellular signalling through adenosine receptor A2A and adenosine pathway and the intracellular signalling through adenosine receptor A2B and adenosine pathway. Guanosine is a potentially toxic compound. |
---|
Structure | |
---|
Synonyms | Value | Source |
---|
2(3H)-Imino-9-beta-D-ribofuranosyl-9H-purin-6(1H)-one | ChEBI | 2-Amino-1,9-dihydro-9-beta-D-ribofuranosyl-6H-purin-6-one | ChEBI | 2-Amino-9-beta-D-ribofuranosyl-1,9-dihydro-6H-purin-6-one | ChEBI | 9-beta-D-Ribofuranosyl-guanine | ChEBI | G | ChEBI | Guanine riboside | ChEBI | Guanine-9-beta-D-ribofuranoside | ChEBI | Guanosin | ChEBI | Guo | ChEBI | 2(3H)-Imino-9-b-D-ribofuranosyl-9H-purin-6(1H)-one | Generator | 2(3H)-Imino-9-β-D-ribofuranosyl-9H-purin-6(1H)-one | Generator | 2-Amino-1,9-dihydro-9-b-D-ribofuranosyl-6H-purin-6-one | Generator | 2-Amino-1,9-dihydro-9-β-D-ribofuranosyl-6H-purin-6-one | Generator | 2-Amino-9-b-D-ribofuranosyl-1,9-dihydro-6H-purin-6-one | Generator | 2-Amino-9-β-D-ribofuranosyl-1,9-dihydro-6H-purin-6-one | Generator | 9-b-D-Ribofuranosyl-guanine | Generator | 9-Β-D-ribofuranosyl-guanine | Generator | Guanine-9-b-D-ribofuranoside | Generator | Guanine-9-β-D-ribofuranoside | Generator | 2-Amino-1,9-dihydro-9-beta-delta-ribofuranosyl-6H-purin-6-one | HMDB | 2-Amino-inosine | HMDB | 9-beta-delta-Ribofuranosyl-guanine | HMDB | b-D-Ribofuranoside guanine-9 | HMDB | beta-delta-Ribofuranoside guanine-9 | HMDB | Ribonucleoside | HMDB | Vernine | HMDB |
|
---|
Chemical Formula | C10H13N5O5 |
---|
Average Molecular Weight | 283.2407 |
---|
Monoisotopic Molecular Weight | 283.091668551 |
---|
IUPAC Name | Not Available |
---|
Traditional Name | Not Available |
---|
CAS Registry Number | 118-00-3 |
---|
SMILES | Not Available |
---|
InChI Identifier | InChI=1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1 |
---|
InChI Key | NYHBQMYGNKIUIF-UUOKFMHZSA-N |
---|
Chemical Taxonomy |
---|
Description | belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. |
---|
Kingdom | Organic compounds |
---|
Super Class | Nucleosides, nucleotides, and analogues |
---|
Class | Purine nucleosides |
---|
Sub Class | Not Available |
---|
Direct Parent | Purine nucleosides |
---|
Alternative Parents | |
---|
Substituents | - Purine nucleoside
- Glycosyl compound
- N-glycosyl compound
- Pentose monosaccharide
- Imidazopyrimidine
- Purine
- Hydroxypyrimidine
- Monosaccharide
- N-substituted imidazole
- Pyrimidine
- Heteroaromatic compound
- Azole
- Imidazole
- Tetrahydrofuran
- Secondary alcohol
- Azacycle
- Oxacycle
- Organoheterocyclic compound
- Primary alcohol
- Organopnictogen compound
- Organooxygen compound
- Organonitrogen compound
- Alcohol
- Hydrocarbon derivative
- Organic oxygen compound
- Organic nitrogen compound
- Aromatic heteropolycyclic compound
|
---|
Molecular Framework | Aromatic heteropolycyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
Status | Detected and Quantified |
---|
Origin | |
---|
Biofunction | Not Available |
---|
Application | Not Available |
---|
Cellular locations | - Cytoplasm
- Lysosome
- Mitochondria
|
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Properties | Property | Value | Reference |
---|
Melting Point | 239 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.7 mg/mL at 18 °C | Not Available | LogP | -1.9 | SANGSTER (1993) |
|
---|
Predicted Properties | Not Available |
---|
Spectra |
---|
Spectra | |
---|
Biological Properties |
---|
Cellular Locations | - Cytoplasm
- Lysosome
- Mitochondria
|
---|
Biospecimen Locations | - Liver
- Milk
- Placenta
- Prostate Tissue
|
---|
Pathways | |
---|
Normal Concentrations |
---|
| |
Liver | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Liver | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Liver | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.830 +/- 0.320 uM | Not Specified | Not Specified | Normal | | details | Milk | Detected and Quantified | 0.8 uM | Not Specified | Not Specified | Normal | | details | Placenta | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | Prostate Tissue | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details |
|
---|
Abnormal Concentrations |
---|
| Not Available |
---|
External Links |
---|
HMDB ID | HMDB0000133 |
---|
DrugBank ID | DB02857 |
---|
Phenol Explorer Compound ID | Not Available |
---|
FooDB ID | FDB003632 |
---|
KNApSAcK ID | C00019679 |
---|
Chemspider ID | 6544 |
---|
KEGG Compound ID | C00387 |
---|
BioCyc ID | GUANOSINE |
---|
BiGG ID | 51567 |
---|
Wikipedia Link | Guanosine |
---|
METLIN ID | 87 |
---|
PubChem Compound | 6802 |
---|
PDB ID | Not Available |
---|
ChEBI ID | 16750 |
---|
References |
---|
Synthesis Reference | Tang, Shengrong; Huang, Weihong; Hou, Zuorong. Process of guanosine production by fermentation. Gongye Weishengwu (1998), 28(4), 11-16. |
---|
Material Safety Data Sheet (MSDS) | Not Available |
---|
General References | - Schlimme E, Raezke KP, Ott FG: Ribonucleosides as minor milk constituents. Z Ernahrungswiss. 1991 Jun;30(2):138-52. [PubMed:1897275 ]
- Schlimme E, Martin D, Meisel H: Nucleosides and nucleotides: natural bioactive substances in milk and colostrum. Br J Nutr. 2000 Nov;84 Suppl 1:S59-68. [PubMed:11242448 ]
- Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. [PubMed:28306241 ]
|
---|