2'-3'-cGAMP (CHEBI:75947)

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CHEBI:75947 - 2'-3'-cGAMP

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ChEBI ID	CHEBI:75947
ChEBI Name	2'-3'-cGAMP
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Definition	A cyclic purine dinucleotide that consists of AMP and GMP units cyclised via 3',5'- and 2',5'-linkages respectively.
Secondary ChEBI ID	CHEBI:143091
Last Modified	18 February 2019
Submitter	Anne Morgat, Steve
Downloads	Molfile

Formula	C20H24N10O13P2
Net Charge	0
Average Mass	674.417
Monoisotopic Mass	674.09995
SMILES	Nc1nc(=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]3[C@@H]4O)c2n1
InChI	InChI=1S/C20H24N10O13P2/c21-14-8-15(24-3-23-14)29(4-25-8)18-11(32)12-7(41-18)2-39-45(36,37)43-13-10(31)6(1-38-44(34,35)42-12)40-19(13)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	XRILCFTWUCUKJR-INFSMZHSSA-N

Wikipedia

ChEBI Ontology

Outgoing Relation(s)
	2'-3'-cGAMP (CHEBI:75947) has functional parent Gp[2'-5']Ap[3'] (CHEBI:143097)
	2'-3'-cGAMP (CHEBI:75947) is a adenyl ribonucleotide (CHEBI:61296)
	2'-3'-cGAMP (CHEBI:75947) is a cyclic purine dinucleotide (CHEBI:47037)
	2'-3'-cGAMP (CHEBI:75947) is a guanyl ribonucleotide (CHEBI:61295)
	2'-3'-cGAMP (CHEBI:75947) is conjugate acid of 2'-3'-cGAMP(2−) (CHEBI:143093)
Incoming Relation(s)
Incoming Relation(s)	2'-3'-cGAMP(2−) (CHEBI:143093) is conjugate base of 2'-3'-cGAMP (CHEBI:75947)

IUPAC Name
2-amino-9-[(5R,7R,8R,12aR,14R,15R,15aS,16R)-14-(6-amino-9H-purin-9-yl)-2,10,15,16-tetrahydroxy-2,10-dioxidooctahydro-12H-5,8-methanofuro[3,2-l][1,3,6,9,11,2,10]pentaoxadiphosphacyclotetradecin-7-yl]-1,9-dihydro-6H-purin-6-one

Synonyms	Source
2'-3'-cyclic GMP-AMP	SUBMITTER
c[G(2',5')pA(3',5')p]	ChEBI
cyclic (guanosine-(2'→5')-monophosphate-adenosine-(3'→5')-monophosphate)	ChEBI
2',5'-3',5'-cGAMP	ChEBI
cyclic guanosine monophosphate-adenosine monophosphate	ChEBI
2'-O,5'-O-[(adenosine-3'-O,5'-O-diyl)bisphosphinico]guanosine	ChEBI

Manual Xrefs	Databases
CPD-15224	MetaCyc
Cyclic_guanosine_monophosphate-adenosine_monophosphate	Wikipedia
1SY	PDBeChem

Registry Numbers	Sources
CAS:1441190-66-4	ChemIDplus

Citations