CHEBI:72329 - guanosine-5'-phosphate-2',3'-cyclic phosphate

ChEBI IDCHEBI:72329
ChEBI Nameguanosine-5'-phosphate-2',3'-cyclic phosphate
Stars
DefinitionA 2',3'-cyclic purine nucleotide that is GMP in which the hydroxy groups at the 2' and 3' positions have been converted into the corresponding cyclic phosphate.
Last Modified28 April 2020
SubmitterGareth Owen
DownloadsMolfile
FormulaC10H13N5O10P2
Net Charge0
Average Mass425.187
Monoisotopic Mass425.01376
SMILES[H][C@@]12OP(=O)(O)O[C@]1([H])[C@@H](COP(=O)(O)O)O[C@H]2n1cnc2c(=O)nc(N)nc21
InChIInChI=1S/C10H13N5O10P2/c11-10-13-7-4(8(16)14-10)12-2-15(7)9-6-5(24-27(20,21)25-6)3(23-9)1-22-26(17,18)19/h2-3,5-6,9H,1H2,(H,20,21)(H2,17,18,19)(H3,11,13,14,16)/t3-,5-,6-,9-/m1/s1
InChIKeyZBMMALUAVDLKSL-UUOKFMHZSA-N
ChEBI Ontology
Outgoing Relation(s)
guanosine-5'-phosphate-2',3'-cyclic phosphate (CHEBI:72329) has functional parent 2',3'-cyclic GMP (CHEBI:28181)
guanosine-5'-phosphate-2',3'-cyclic phosphate (CHEBI:72329) is a 2',3'-cyclic purine nucleotide (CHEBI:19217)
guanosine-5'-phosphate-2',3'-cyclic phosphate (CHEBI:72329) is a guanosine bisphosphate (CHEBI:37124)
guanosine-5'-phosphate-2',3'-cyclic phosphate (CHEBI:72329) is a guanyl ribonucleotide (CHEBI:61295)
IUPAC Name 
[(3aR,4R,6R,6aR)-6-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-2-hydroxy-2-oxidotetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-4-yl]methyl dihydrogen phosphate
Synonyms  Source
2',3'-cyclic GMP 5'-phosphateChEBI
[(2S,3aR,4R,6R,6aR)-6-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-2-hydroxy-2-oxidotetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-4-yl]methyl dihydrogen phosphatePDBeChem
GMP 2',3'-cyclic phosphateChEBI
pG>pChEBI
Manual XrefsDatabases
23GPDBeChem
Registry NumbersSources
Reaxys:4054731Reaxys