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CHEBI:71580 - c-GMP-AMP

ChEBI IDCHEBI:71580
ChEBI Namec-GMP-AMP
Stars
DefinitionA cyclic purine dinucleotide that consists of AMP and GMP units cyclised via 3',5'-linkages.
Last Modified27 June 2014
SubmitterSteve
DownloadsMolfile
FormulaC20H24N10O13P2
Net Charge0
Average Mass674.417
Monoisotopic Mass674.09995
SMILESNc1nc(=O)c2ncn([C@@H]3O[C@@H]4COP(=O)(O)O[C@H]5[C@@H](O)[C@H](n6cnc7c(N)ncnc76)O[C@@H]5COP(=O)(O)O[C@H]4[C@H]3O)c2n1
InChIInChI=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
InChIKeyRFCBNSCSPXMEBK-INFSMZHSSA-N
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
cyclic GMP-AMPChEBI
3',5'-cyclic GMP-AMPChEBI
c[G(3',5')pA(3',5')p]ChEBI
Registry NumbersSources
Reaxys:10410345Reaxys
Citations