CHEBI:71580 - c-GMP-AMP

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name c-GMP-AMP
ChEBI ID CHEBI:71580
Definition A cyclic purine dinucleotide that consists of AMP and GMP units cyclised via 3',5'-linkages.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB6423883, eMolecules:493823, ZINC000001532614
Download Molfile XML SDF
Formula C20H24N10O13P2
Net Charge 0
Average Mass 674.41130
Monoisotopic Mass 674.09995
InChI InChI=1S/C20H24N10O13P2/c21-14-8-15(24-3-23-14)29(4-25-8)18-10(31)12-6(40-18)1-38-45(36,37)43-13-7(2-39-44(34,35)42-12)41-19(11(13)32)30-5-26-9-16(30)27-20(22)28-17(9)33/h3-7,10-13,18-19,31-32H,1-2H2,(H,34,35)(H,36,37)(H2,21,23,24)(H3,22,27,28,33)/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1
InChIKey RFCBNSCSPXMEBK-INFSMZHSSA-N
SMILES Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@@H]2COP(O)(=O)O[C@@H]3[C@@H](COP(O)(=O)O[C@H]2[C@H]1O)O[C@H]([C@@H]3O)n1cnc2c(N)ncnc12
ChEBI Ontology
Outgoing c-GMP-AMP (CHEBI:71580) is a adenyl ribonucleotide (CHEBI:61296)
c-GMP-AMP (CHEBI:71580) is a cyclic purine dinucleotide (CHEBI:47037)
c-GMP-AMP (CHEBI:71580) is a guanyl ribonucleotide (CHEBI:61295)
c-GMP-AMP (CHEBI:71580) is conjugate acid of c-GMP-AMP(2−) (CHEBI:71501)
Incoming c-GMP-AMP(2−) (CHEBI:71501) is conjugate base of c-GMP-AMP (CHEBI:71580)
IUPAC Name
2-amino-9-[(2R,3R,3aS,7aR,9R,10R,10aS,14aR)-9-(6-amino-9H-purin-9-yl)-3,5,10,12-tetrahydroxy-5,12-dioxidooctahydro-2H,7H-difuro[3,2-d:3',2'-j][1,3,7,9,2,8]tetraoxadiphosphacyclododecin-2-yl]-1,9-dihydro-6H-purin-6-one
Synonyms Sources
3',5'-cyclic GMP-AMP ChEBI
c[G(3',5')pA(3',5')p] ChEBI
cyclic GMP-AMP ChEBI
Registry Number Type Source
10410345 Reaxys Registry Number Reaxys
Citations Types Sources
23258412 PubMed citation Europe PMC
23910378 PubMed citation Europe PMC
Last Modified
27 June 2014