8-Oxo-dGMP
PubChem CID
135488904
Structure
Molecular Formula
Synonyms
- 8-oxo-dGMP
- 8-Hydroxydeoxyguanosine 5'-monophosphate
- 127027-50-3
- 8-OH-Dgmp
- 8-oxo-2'-deoxyguanosine-5'-monophosphate
Molecular Weight
363.22 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
- Create:2019-01-15
- Modify:2025-01-18
Description
8-oxo-dGMP is a purine 2'-deoxyribonucleoside 5'-monophosphate having 8-oxo-7,8-dihydroguanine as the nucleobase. It is a conjugate acid of an 8-oxo-dGMP(2-).
8-oxo-dGMP is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
Chemical Structure Depiction
[(2R,3S,5R)-5-(2-amino-6,8-dioxo-1,7-dihydropurin-9-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
InChI=1S/C10H14N5O8P/c11-9-13-7-6(8(17)14-9)12-10(18)15(7)5-1-3(16)4(23-5)2-22-24(19,20)21/h3-5,16H,1-2H2,(H,12,18)(H2,19,20,21)(H3,11,13,14,17)/t3-,4+,5+/m0/s1
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
AQIVLFLYHYFRKU-VPENINKCSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
C1[C@@H]([C@H](O[C@H]1N2C3=C(C(=O)NC(=N3)N)NC2=O)COP(=O)(O)O)O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C10H14N5O8P
Computed by PubChem 2.2 (PubChem release 2021.10.14)
- 8-hydroxydeoxyguanosine 5'-monophosphate
- 8-OH-dGmp
- 8-oxo-dGMP
- 8-Hydroxydeoxyguanosine 5'-monophosphate
- 127027-50-3
- 8-OH-Dgmp
- 8-oxo-2'-deoxyguanosine-5'-monophosphate
- 2'-deoxy-7,8-dihydro-8-oxo-5'-guanylic acid
- 8-OXO-2'-DEOXY-GUANOSINE-5'-MONOPHOSPHATE
- 2'-deoxy-7,8-dihydro-8-oxoguanosine 5'-monophosphate
- CHEBI:63223
- 2'-deoxy-8-oxo-7,8-dihydroguanosine 5'-(dihydrogen phosphate)
- 2'-Deoxy-7,8-dihydro-8-oxo-5'-guanylate
- ((2R,3S,5R)-5-(2-Amino-6,8-dioxo-7,8-dihydro-3H-purin-9(6H)-yl)-3-hydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate
- [(2R,3S,5R)-5-(2-amino-6,8-dioxo-1,7-dihydropurin-9-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
- 5'-Guanylic acid, 2'-deoxy-7,8-dihydro-8-oxo-
- 7,8-dihydro-8-oxo-2'-dGMP
- 8-oxo-deoxyguanosine-monophosphate
- 2'-deoxy-7,8-dihydro-8-oxo-guanosine 5'-phosphate
- 1ppx
- 1pun
- 1puq
- 1pus
- (((2R,3S,5R)-5-(6,8-dihydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)-3-hydroxyoxolan-2-yl)methoxy)phosphonic acid
- (((3S)-5-(6,8-dihydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)-3-hydroxyoxolan-2-yl)methoxy)phosphonate
- {[(2R,3S,5R)-5-(6,8-dihydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
- {[(3S)-5-(6,8-dihydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonate
- 8OG
- SCHEMBL2388172
- DTXSID40925768
- {[(2R,3S,5R)-5-(2-amino-6,8-dioxo-6,7,8,9-tetrahydro-3H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
- 8-OXO-7,8-DIHYDRO-2'-DEOXY-GUANOSINE-5'-MONOPHOSPHATE
- DB02023
- [(2R,3S,5R)-5-(2-amino-6,8-dioxo-3,7-dihydropurin-9-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
- 8-hydroxydeoxy-guanosine 5'-monophosphate
- PD060155
- NS00070592
- C19968
- 2'-deoxy-8-oxoguanosine 5'-(dihydrogen phosphate)
- Q27132489
- 8-oxo-7,8-di-hydro-2' -deoxyguanosine-5' -monophosphate
- 9-(2-Deoxy-5-O-phosphonopentofuranosyl)-2-imino-3,9-dihydro-2H-purine-6,8-diol
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
363.22 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3-AA
Property Value
-4.2
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
6
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
9
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
363.05799942 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
363.05799942 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
196 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
24
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
701
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
3
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Pharmaceuticals -> Listed in ZINC15
S55 | ZINC15PHARMA | Pharmaceuticals from ZINC15 | DOI:10.5281/zenodo.3247749
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Parent, Connectivity Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=AQIVLFLYHYFRKU-VPENINKCSA-N
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/2′-Deoxy-7,8-dihydro-8-oxo-5′-guanylic acidhttps://commonchemistry.cas.org/detail?cas_rn=127027-50-3
- ChemIDplus8-Hydroxydeoxyguanosine 5'-monophosphatehttps://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0127027503ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- DrugBankLICENSECreative Common's Attribution-NonCommercial 4.0 International License (http://creativecommons.org/licenses/by-nc/4.0/legalcode)https://www.drugbank.ca/legal/terms_of_use8-oxo-dGMPhttps://www.drugbank.ca/drugs/DB02023
- EPA DSSTox9-(2-Deoxy-5-O-phosphonopentofuranosyl)-2-imino-3,9-dihydro-2H-purine-6,8-diolhttps://comptox.epa.gov/dashboard/DTXSID40925768CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- ChEBI
- E. coli Metabolome Database (ECMDB)
- Japan Chemical Substance Dictionary (Nikkaji)
- KEGGLICENSEAcademic users may freely use the KEGG website. Non-academic use of KEGG generally requires a commercial licensehttps://www.kegg.jp/kegg/legal.html
- Metabolomics Workbench
- NORMAN Suspect List ExchangeLICENSEData: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0https://creativecommons.org/licenses/by/4.0/9-(2-Deoxy-5-O-phosphonopentofuranosyl)-2-imino-3,9-dihydro-2H-purine-6,8-diolNORMAN Suspect List Exchange Classificationhttps://www.norman-network.com/nds/SLE/
- Protein Data Bank in Europe (PDBe)
- RCSB Protein Data Bank (RCSB PDB)LICENSEData files contained in the PDB archive (ftp://ftp.wwpdb.org) are free of all copyright restrictions and made fully and freely available for both non-commercial and commercial use. Users of the data should attribute the original authors of that structural data.https://www.rcsb.org/pages/policies
- Wikidata8-oxo-dGMPhttps://www.wikidata.org/wiki/Q27132489
- PubChem
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.html8-hydroxydeoxyguanosine 5'-monophosphatehttps://www.ncbi.nlm.nih.gov/mesh/67063477
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 403816324https://pubchem.ncbi.nlm.nih.gov/substance/403816324
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