CHEBI:71580 - c-GMP-AMP

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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
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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 Waiting for Citations Types Sources
23258412 PubMed citation Europe PMC
23910378 PubMed citation Europe PMC
Last Modified
27 June 2014