guanosine 5'-monophosphate (CHEBI:17345)

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CHEBI:17345 - guanosine 5'-monophosphate

ChEBI ID	CHEBI:17345
ChEBI Name	guanosine 5'-monophosphate
Stars
Definition	A purine ribonucleoside 5'-monophosphate having guanine as the nucleobase.
Secondary ChEBI IDs	CHEBI:5228, CHEBI:13341, CHEBI:14381, CHEBI:24449, CHEBI:24450, CHEBI:29058, CHEBI:40119, CHEBI:42615, CHEBI:42647, CHEBI:42831, CHEBI:42887, CHEBI:42892, CHEBI:42979, CHEBI:47450
Last Modified	5 December 2017
Downloads	Molfile

Formula	C10H14N5O8P
Net Charge	0
Average Mass	363.223
Monoisotopic Mass	363.05800
SMILES	Nc1nc(=O)c2ncn([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O)c2n1
InChI	InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1
InChIKey	RQFCJASXJCIDSX-UUOKFMHZSA-N

Wikipedia

Species of Metabolite	Component	Source	Comments
Escherichia coli (ncbitaxon:562)	-	PubMed (21988831)
Mus musculus (ncbitaxon:10090)	-	PubMed (19425150)	Source: BioModels - MODEL1507180067

Roles Classification

Biological Roles:	mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
Application:	biomarker A substance used as an indicator of a biological state.

ChEBI Ontology

Outgoing Relation(s)
	guanosine 5'-monophosphate (CHEBI:17345) has role Escherichia coli metabolite (CHEBI:76971)
	guanosine 5'-monophosphate (CHEBI:17345) has role biomarker (CHEBI:59163)
	guanosine 5'-monophosphate (CHEBI:17345) has role metabolite (CHEBI:25212)
	guanosine 5'-monophosphate (CHEBI:17345) has role mouse metabolite (CHEBI:75771)
	guanosine 5'-monophosphate (CHEBI:17345) is a guanosine 5'-phosphate (CHEBI:37121)
	guanosine 5'-monophosphate (CHEBI:17345) is a purine ribonucleoside 5'-monophosphate (CHEBI:37021)
	guanosine 5'-monophosphate (CHEBI:17345) is conjugate acid of guanosine 5'-monophosphate(2−) (CHEBI:58115)
Incoming Relation(s)
	(R)-lipoyl-GMP (CHEBI:86459) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
	N¹-methylguanosine 5'-monophosphate (CHEBI:74268) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
	N²-methylguanosine 5'-monophosphate (CHEBI:74722) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
	N²,N²-dimethylguanosine 5'-monophosphate (CHEBI:43967) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
	N²,N²,N⁷-trimethylguanosine 5'-phosphate (CHEBI:74668) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
	N⁶-(5'-guanylyl)-L-lysine (CHEBI:21869) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
	N⁷-methylguanosine 5'-phosphate (CHEBI:74720) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
	N^ε-(5'-guanylyl)-N^α-acetyl-L-lysine methyl ester(1−) (CHEBI:64853) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
	N^ε-GMP-N^α-acetyl-L-lysine methyl ester (CHEBI:64856) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
	2'-O-methylguanosine 5'-monophosphate (CHEBI:44638) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
	4-demethylwyosine 5'-monophosphate (CHEBI:74273) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
	7-methylguanosine 5'-phosphate(1+) (CHEBI:17825) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
	8-oxo-GMP (CHEBI:65135) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
	coenzyme F₃₉₀-G (CHEBI:62786) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
	ddhGMP (CHEBI:156338) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
	wybutosine 5'-monophosphate (CHEBI:74300) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
	β-hydroxywybutosine 5'-monophosphate (CHEBI:73622) has functional parent guanosine 5'-monophosphate (CHEBI:17345)
	guanosine 5'-monophosphate(2−) (CHEBI:58115) is conjugate base of guanosine 5'-monophosphate (CHEBI:17345)
	GMP 3'-end residue (CHEBI:53114) is substituent group from guanosine 5'-monophosphate (CHEBI:17345)
	GMP 5'-end residue (CHEBI:53100) is substituent group from guanosine 5'-monophosphate (CHEBI:17345)
	guanosine 5'-monophosphate residue (CHEBI:50324) is substituent group from guanosine 5'-monophosphate (CHEBI:17345)

IUPAC Names
[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen phosphate
5'-guanylic acid

Synonyms	Source
5'-GMP	ChemIDplus
GMP	KEGG COMPOUND
guanosine-5'-monophosphate	PDBeChem
Guanosine 5'-monophosphate	KEGG COMPOUND
Guanosine 5'-phosphate	KEGG COMPOUND
Guanosine monophosphate	KEGG COMPOUND

Manual Xrefs	Databases
5GP	PDBeChem
C00019635	KNApSAcK
C00144	KEGG COMPOUND
DB01972	DrugBank
GMP	MetaCyc
Guanosine_monophosphate	Wikipedia
HMDB0001397	HMDB

Registry Numbers	Sources
Reaxys:59430	Reaxys
CAS:85-32-5	ChemIDplus
CAS:85-32-5	KEGG COMPOUND

Citations