CHEBI:16192 - 2'-deoxyguanosine 5'-monophosphate

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ChEBI Name 2'-deoxyguanosine 5'-monophosphate
ChEBI ID CHEBI:16192
Definition A purine 2'-deoxyribonucleoside 5'-monophosphate having guanine as the nucleobase.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42676, CHEBI:42733, CHEBI:42726, CHEBI:41902, CHEBI:41939, CHEBI:41944, CHEBI:47449, CHEBI:19246, CHEBI:10496, CHEBI:14074
Supplier Information No supplier information found for this compound.
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Methane (US: METH-ayn, UK: MEE-thayn) is a chemical compound with the chemical formula CH4 (one carbon atom bonded to four hydrogen atoms). It is a group-14 hydride, the simplest alkane, and the main constituent of natural gas. The abundance of methane on Earth makes it an economically attractive fuel, although capturing and storing it is difficult because it is a gas at standard temperature and pressure. In the Earth's atmosphere methane is transparent to visible light but absorbs infrared radiation, acting as a greenhouse gas. Methane is an organic compound, and among the simplest of organic compounds. Methane is also a hydrocarbon. Naturally occurring methane is found both below ground and under the seafloor and is formed by both geological and biological processes. The largest reservoir of methane is under the seafloor in the form of methane clathrates. When methane reaches the surface and the atmosphere, it is known as atmospheric methane. The Earth's atmospheric methane concentration has increased by about 160% since 1750, with the overwhelming percentage caused by human activity. It accounted for 20% of the total radiative forcing from all of the long-lived and globally mixed greenhouse gases, according to the 2021 Intergovernmental Panel on Climate Change report. Strong, rapid and sustained reductions in methane emissions could limit near-term warming and improve air quality by reducing global surface ozone. Methane has also been detected on other planets, including Mars, which has implications for astrobiology research.
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Formula C10H14N5O7P
Net Charge 0
Average Mass 347.22142
Monoisotopic Mass 347.06308
InChI InChI=1S/C10H14N5O7P/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1
InChIKey LTFMZDNNPPEQNG-KVQBGUIXSA-N
SMILES Nc1nc2n(cnc2c(=O)[nH]1)[C@H]1C[C@H](O)[C@@H](COP(O)(O)=O)O1
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
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).
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ChEBI Ontology
Outgoing 2'-deoxyguanosine 5'-monophosphate (CHEBI:16192) has role Escherichia coli metabolite (CHEBI:76971)
2'-deoxyguanosine 5'-monophosphate (CHEBI:16192) has role mouse metabolite (CHEBI:75771)
2'-deoxyguanosine 5'-monophosphate (CHEBI:16192) is a deoxyguanosine phosphate (CHEBI:23625)
2'-deoxyguanosine 5'-monophosphate (CHEBI:16192) is a guanyl deoxyribonucleotide (CHEBI:63573)
2'-deoxyguanosine 5'-monophosphate (CHEBI:16192) is a purine 2'-deoxyribonucleoside 5'-monophosphate (CHEBI:36993)
2'-deoxyguanosine 5'-monophosphate (CHEBI:16192) is conjugate acid of 2'-deoxyguanosine 5'-monophosphate(2−) (CHEBI:57673)
2'-deoxyguanosine 5'-monophosphate (CHEBI:16192) is enantiomer of 9-(2-deoxy-5-O-phosphono-β-L-ribofuranosyl)guanine (CHEBI:41945)
2'-deoxyguanosine 5'-monophosphate (CHEBI:16192) is tautomer of 2-amino-9-(2-deoxy-5-O-phosphono-β-D-erythro-pentofuranosyl)-9H-purin-6-ol (CHEBI:45049)
Incoming 8,5'-cyclo-2'-deoxyguanosine monophosphate (CHEBI:131829) has functional parent 2'-deoxyguanosine 5'-monophosphate (CHEBI:16192)
cis-diammine[bis(dGMP)]platinum (CHEBI:76396) has functional parent 2'-deoxyguanosine 5'-monophosphate (CHEBI:16192)
2'-deoxyguanosine 5'-monophosphate(2−) (CHEBI:57673) is conjugate base of 2'-deoxyguanosine 5'-monophosphate (CHEBI:16192)
9-(2-deoxy-5-O-phosphono-β-L-ribofuranosyl)guanine (CHEBI:41945) is enantiomer of 2'-deoxyguanosine 5'-monophosphate (CHEBI:16192)
2'-deoxyguanosine 5'-monophosphate residue (CHEBI:50322) is substituent group from 2'-deoxyguanosine 5'-monophosphate (CHEBI:16192)
dGMP 3'-end residue (CHEBI:53117) is substituent group from 2'-deoxyguanosine 5'-monophosphate (CHEBI:16192)
dGMP 5'-end residue (CHEBI:53101) is substituent group from 2'-deoxyguanosine 5'-monophosphate (CHEBI:16192)
2-amino-9-(2-deoxy-5-O-phosphono-β-D-erythro-pentofuranosyl)-9H-purin-6-ol (CHEBI:45049) is tautomer of 2'-deoxyguanosine 5'-monophosphate (CHEBI:16192)
IUPAC Name
2'-deoxy-5'-guanylic acid
Synonyms Sources
2'-Deoxy-GMP HMDB
2'-Deoxyguanosine 5'-(dihydrogen phosphate) HMDB
2'-Deoxyguanosine 5'-monophosphate KEGG COMPOUND
2'-deoxyguanosine 5'-monophosphate ChEBI
2'-Deoxyguanosine 5'-phosphate KEGG COMPOUND
2'-Deoxyguanylic acid HMDB
2'-dGMP HMDB
Deoxy-GMP HMDB
Deoxyguanosine 5'-monophosphate HMDB
Deoxyguanosine 5'-phosphate HMDB
Deoxyguanosine monophosphate KEGG COMPOUND
Deoxyguanylic acid KEGG COMPOUND
dGMP KEGG COMPOUND
Manual Xrefs Databases
C00019356 KNApSAcK
C00362 KEGG COMPOUND
DB04457 DrugBank
Deoxyguanosine_monophosphate Wikipedia
DGMP MetaCyc
DGP PDBeChem
ECMDB01044 ECMDB
HMDB0001044 HMDB
YMDB00506 YMDB
View more database links
Registry Numbers Types Sources
58430 Reaxys Registry Number Reaxys
902-04-5 CAS Registry Number KEGG COMPOUND
902-04-5 CAS Registry Number ChemIDplus
Citations Types Sources
13610867 PubMed citation Europe PMC
20085298 PubMed citation Europe PMC
21720611 PubMed citation Europe PMC
23365666 PubMed citation Europe PMC
2559771 PubMed citation Europe PMC
9858930 PubMed citation Europe PMC
Last Modified
05 December 2017