CHEBI:17172 - 2'-deoxyguanosine

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ChEBI Name 2'-deoxyguanosine
ChEBI ID CHEBI:17172
Definition A purine 2'-deoxyribonucleoside having guanine as the nucleobase.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42667, CHEBI:42987, CHEBI:42867, CHEBI:42874, CHEBI:4412, CHEBI:19244, CHEBI:14116, CHEBI:23624
Supplier Information ChemicalBook:CB0406220, ChemicalBook:CB1323708, eMolecules:533977, eMolecules:27677487, eMolecules:474936, Selleckchem:adenine, ZINC000000000882
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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.
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Formula C10H13N5O4
Net Charge 0
Average Mass 267.24130
Monoisotopic Mass 267.09675
InChI InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1
InChIKey YKBGVTZYEHREMT-KVQBGUIXSA-N
SMILES Nc1nc2n(cnc2c(=O)[nH]1)[C@H]1C[C@H](O)[C@@H](CO)O1
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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ChEBI Ontology
Outgoing 2'-deoxyguanosine (CHEBI:17172) has functional parent guanosine (CHEBI:16750)
2'-deoxyguanosine (CHEBI:17172) has role Escherichia coli metabolite (CHEBI:76971)
2'-deoxyguanosine (CHEBI:17172) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
2'-deoxyguanosine (CHEBI:17172) has role human metabolite (CHEBI:77746)
2'-deoxyguanosine (CHEBI:17172) has role mouse metabolite (CHEBI:75771)
2'-deoxyguanosine (CHEBI:17172) is a purine 2'-deoxyribonucleoside (CHEBI:19254)
2'-deoxyguanosine (CHEBI:17172) is a purines 2'-deoxy-D-ribonucleoside (CHEBI:142361)
Incoming 6-O-benzyl-2'-deoxyguanosine 5'-monophosphate (CHEBI:41304) has functional parent 2'-deoxyguanosine (CHEBI:17172)
8,5'-cyclo-2'-deoxyguanosine (CHEBI:131828) has functional parent 2'-deoxyguanosine (CHEBI:17172)
N2-carboxyethyl-2'-deoxyguanosine (CHEBI:62029) has functional parent 2'-deoxyguanosine (CHEBI:17172)
N2-(ADP-D-ribosyl)-2'-deoxyguanosine(2−) (CHEBI:142715) has functional parent 2'-deoxyguanosine (CHEBI:17172)
IUPAC Name
2'-deoxyguanosine
Synonyms Sources
2'-deoxyguanosine ChEBI
2'-Deoxyguanosine KEGG COMPOUND
2'-deoxyguanosine UniProt
2-amino-9-(2-deoxy-9-β-D-ribofuranosyl)-9H-purin-6-ol ChEBI
9-(2-deoxy-β-D-erythro-pentofuranosyl)-guanine ChemIDplus
Deoxyguanosine KEGG COMPOUND
dG ChEBI
guanine deoxy nucleoside ChemIDplus
Manual Xrefs Databases
C00330 KEGG COMPOUND
Deoxyguanosine Wikipedia
DEOXYGUANOSINE MetaCyc
GNG PDBeChem
HMDB0000085 HMDB
View more database links
Registry Numbers Types Sources
39814 Reaxys Registry Number Reaxys
961-07-9 CAS Registry Number KEGG COMPOUND
961-07-9 CAS Registry Number ChemIDplus
Last Modified
21 April 2016