GMP

GUANOSINE

Created:	1999-07-08
Last modified:	2012-01-05

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43 entries where GMP is found as a standalone ligand7 entries where GMP is found in a polymer sequence

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Chemical Details
Formal Charge	0
Atom Count	33
Chiral Atom Count	4
Bond Count	35
Aromatic Bond Count	5

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Chemical Component Summary
Name	GUANOSINE
Systematic Name (OpenEye OEToolkits)	2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
Formula	C₁₀ H₁₃ N₅ O₅
Molecular Weight	283.241
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C1c2ncn(c2N=C(N)N1)C3OC(C(O)C3O)CO
SMILES	CACTVS	3.385	NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO)[CH](O)[CH]3O
SMILES	OpenEye OEToolkits	1.7.5	c1nc2c(n1C3C(C(C(O3)CO)O)O)N=C(NC2=O)N
Canonical SMILES	CACTVS	3.385	NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
Canonical SMILES	OpenEye OEToolkits	1.7.5	c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N=C(NC2=O)N
InChI	InChI	1.03	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	InChI	1.03	NYHBQMYGNKIUIF-UUOKFMHZSA-N

Drug Info: DrugBank

DrugBank ID	DB02857
Name	Guanosine
Groups	investigational experimental
Description	Guanosine is a nucleoside comprising guanine attached to a ribose (ribofuranose) ring via a β-N9-glycosidic bond. Guanosine can be phosphorylated to become GMP (guanosine monophosphate), cGMP (cyclic guanosine monophosphate), GDP (guanosine diphosphate) and GTP (guanosine triphosphate) which are factors in signal transduction pathways.
Synonyms	9-β-D-ribofuranosyl-guanine Guanosina Guanosine Guanine-9-β-D-ribofuranoside Guanine riboside Guo 2(3H)-imino-9-β-D-ribofuranosyl-9H-purin-6(1H)-one Guanosin 2-amino-1,9-dihydro-9-β-D-ribofuranosyl-6H-purin-6-one
Categories	Heterocyclic Compounds, Fused-Ring Nucleic Acids, Nucleotides, and Nucleosides Nucleosides Purine Nucleosides Purines Ribonucleosides
CAS number	118-00-3

Drug Targets

Name	Target Sequence	Pharmacological Action
DNA polymerase	MKEFYLTVEQIGDSIFERYIDSNGRERTREVEYKPSLFAHCPESQATKYF...	unknown
Purine nucleoside phosphorylase	MENGYTYEDYKNTAEWLLSHTKHRPQVAIICGSGLGGLTDKLTQAQIFDY...	unknown
Purine nucleoside phosphorylase	MSPIHVRAHPGDVAERVLLPGDPGRAEWIAKTFLQNPRRYNDHRGLWGYT...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682