CHEBI:16750 - guanosine

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ChEBI Name guanosine ChEBI ID CHEBI:16750 Definition A purine nucleoside in which guanine is attached to ribofuranose via a β-N9-glycosidic bond. Stars This entity has been manually annotated by the ChEBI Team. Secondary ChEBI IDs CHEBI:42840, CHEBI:42847, CHEBI:42853, CHEBI:471737, CHEBI:5564, CHEBI:14375, CHEBI:24444 Supplier Information ChemicalBook:CB8196640, eMolecules:504010, ZINC000000039905 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Cannabidiol (CBD) is a phytocannabinoid, one of 113 identified cannabinoids in Cannabis, along with tetrahydrocannabinol (THC), and accounts for up to 40% of the plant's extract. Medically, it is an anticonvulsant used to treat multiple forms of epilepsy. It was discovered in 1940 and, as of 2024 clinical research on CBD included studies related to the treatment of anxiety, addiction, psychosis, movement disorders, and pain, but there is insufficient high-quality evidence that CBD is effective for these conditions. CBD is sold as an herbal dietary supplement and promoted with yet unproven claims of particular therapeutic effects. Cannabidiol can be taken internally in multiple ways, including by inhaling cannabis smoke or vapor, swallowing it by mouth, and through use of an aerosol spray into the cheek. It may be supplied as CBD oil containing only CBD as the active ingredient (excluding THC or terpenes), CBD-dominant hemp extract oil, capsules, dried cannabis, or prescription liquid solution. CBD does not have the same psychoactivity as THC, and can modulate the psychoactive effects of THC on the body if both are present. Conversion of CBD to THC can occur when CBD is heated to temperatures between 250–300 °C, potentially leading to its partial transformation into THC. In the United States, the cannabidiol drug Epidiolex was approved by the Food and Drug Administration (FDA) in 2018 for the treatment of two seizure disorders. While the 2018 United States Farm Bill removed hemp and hemp extracts (including CBD) from the Controlled Substances Act, the marketing and sale of CBD formulations for medical use or as an ingredient in dietary supplements or manufactured foods remains illegal under FDA regulation, as of 2024. Read full article at Wikipedia Formula C10H13N5O5 Net Charge 0 Average Mass 283.24092 Monoisotopic Mass 283.09167 InChI 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 InChIKey NYHBQMYGNKIUIF-UUOKFMHZSA-N SMILES Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O Metabolite of Species Details Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed Escherichia coli (NCBI:txid562) See: PubMed Homo sapiens (NCBI:txid9606) See: DOI Roles Classification Biological Role(s): fundamental metabolite Any metabolite produced by all living cells. View more via ChEBI Ontology ChEBI Ontology Outgoing guanosine (CHEBI:16750) has functional parent guanine (CHEBI:16235) guanosine (CHEBI:16750) has role fundamental metabolite (CHEBI:78675) guanosine (CHEBI:16750) is a guanosines (CHEBI:24458) guanosine (CHEBI:16750) is a purines D-ribonucleoside (CHEBI:142355) Incoming 2'-deoxyguanosine (CHEBI:17172) has functional parent guanosine (CHEBI:16750) 4-demethyl-7-(3-amino-3-carboxypropyl)wyosine 5'-monophosphate (CHEBI:73557) has functional parent guanosine (CHEBI:16750) 4-demethylwyosine (CHEBI:64313) has functional parent guanosine (CHEBI:16750) 7-(2-hydroxy-3-amino-3-carboxypropyl)wyosine 5'-monophosphate (CHEBI:73625) has functional parent guanosine (CHEBI:16750) 7-(3-amino-3-carboxypropyl)wyosine 5'-monophosphate (CHEBI:73553) has functional parent guanosine (CHEBI:16750) 7-[(3S)-(3-amino-3-methoxycarbonyl)propyl]wyosine 5'-phosphate (CHEBI:74446) has functional parent guanosine (CHEBI:16750) cytidylyl-(3'→5')-guanosine (CHEBI:167896) has functional parent guanosine (CHEBI:16750) N2-(ADP-D-ribosyl)-guanosine(2−) (CHEBI:142714) has functional parent guanosine (CHEBI:16750) wybutosine (CHEBI:46574) has functional parent guanosine (CHEBI:16750) wybutoxosine (CHEBI:64330) has functional parent guanosine (CHEBI:16750) guanosine residue (CHEBI:64654) is substituent group from guanosine (CHEBI:16750) IUPAC Name guanosine Synonyms Sources 2(3H)-imino-9-β-D-ribofuranosyl-9H-purin-6(1H)-one NIST Chemistry WebBook 2-amino-1,9-dihydro-9-β-D-ribofuranosyl-6H-purin-6-one HMDB 2-amino-9-β-D-ribofuranosyl-1,9-dihydro-6H-purin-6-one IUPAC 9-β-D-ribofuranosyl-guanine HMDB G ChEBI Guanine riboside NIST Chemistry WebBook Guanine-9-β-D-ribofuranoside NIST Chemistry WebBook Guanosin ChEBI Guanosine KEGG COMPOUND guanosine UniProt Guo CBN Manual Xrefs Databases C00019679 KNApSAcK C00387 KEGG COMPOUND DB02857 DrugBank ECMDB00133 ECMDB GMP PDBeChem Guanosine Wikipedia GUANOSINE MetaCyc HMDB0000133 HMDB YMDB00509 YMDB View more database links Registry Numbers Types Sources 118-00-3 CAS Registry Number ChemIDplus 118-00-3 CAS Registry Number NIST Chemistry WebBook 55323 Gmelin Registry Number Gmelin 625911 Reaxys Registry Number Reaxys Citations Types Sources 11434576 PubMed citation Europe PMC 15471343 PubMed citation Europe PMC 15920424 PubMed citation Europe PMC 17060520 PubMed citation ChEMBL 17202332 PubMed citation Europe PMC 18191898 PubMed citation Europe PMC 18549801 PubMed citation Europe PMC 21435378 PubMed citation Europe PMC 21500353 PubMed citation Europe PMC 21515778 PubMed citation Europe PMC 21671255 PubMed citation Europe PMC 21774919 PubMed citation Europe PMC 2559771 PubMed citation Europe PMC Last Modified 06 April 2021