Compound

2',3'-cGAMP

An organophosphate oxoanion obtained by deprotonation of the phosphate OH groups of 2'-3'-cGAMP; major species at pH 7.3.

Definition from ChEBI (CHEBI:143093), read 2026-09-23. CC BY 4.0.

CHEBI:143093ChEBI

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Structure

No depiction stored

No three-dimensional record for this entry.

Class: Organic compound, anion
Formula: C20H22N10O13P2
Mass: 672.401 g/mol
Charge: -2
InChIKey: XRILCFTWUCUKJR-INFSMZHSSA-L
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
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

8 entities

8 entities reached.

0 reported hops8 assembled from the scaffold

What the reference databases state

Statements

14 statements

14 statements · 1 reference database · Subject: 2',3'-cGAMP · Sources: Rhea

Order

2',3'-cGAMP is converted to 5'-pGpA(2'-5')CompoundRhea RHEA:78339Inferred only
pppGp(2'-5')A is converted to 2',3'-cGAMPCompoundRhea RHEA:23924Inferred only
2',3'-cGAMP is a substrate of ENPP1ProteinRhea RHEA:58808Inferred only
2',3'-cGAMP is a substrate of ENPP3ProteinRhea RHEA:58808Inferred only
2',3'-cGAMP is a substrate of SMPDL3AProteinRhea RHEA:78339Inferred only
2',3'-cGAMP is transported by ABCC1ProteinRhea RHEA:74887Inferred only
2',3'-cGAMP is transported by GJA1ProteinRhea RHEA:66320Inferred only
2',3'-cGAMP is transported by GJC1ProteinRhea RHEA:66320Inferred only
2',3'-cGAMP is transported by LRRC8AProteinRhea RHEA:66320Inferred only
2',3'-cGAMP is transported by LRRC8CProteinRhea RHEA:66320Inferred only
2',3'-cGAMP is transported by LRRC8EProteinRhea RHEA:66320Inferred only
2',3'-cGAMP is transported by SLC19A1ProteinRhea RHEA:60464Inferred only

Show the remaining 2

2',3'-cGAMP is transported by SLC46A2ProteinRhea RHEA:76411Inferred only
2',3'-cGAMP is transported by SLC46A3ProteinRhea RHEA:76411Inferred only

Reactions

10 reactions

pppGp(2'-5')A2',3'-cGAMP+diphosphate(3-)
Catalysed by CGAS
Reaction pageLeft to rightBalanced
Rhea RHEA:23924CC BY 4.0Reference data
GTP+ATP(4-)2',3'-cGAMP+2diphosphate(3-)
Catalysed by CGAS
Reaction pageLeft to rightBalanced
Rhea RHEA:42064CC BY 4.0Reference data
2',3'-cGAMP+2waterGMP+AMP+2hydron
Catalysed by ENPP3 or ENPP1
Reaction pageLeft to rightBalanced
Rhea RHEA:58808CC BY 4.0Reference data
2',3'-cGAMP+waterCHEBI:143098+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:59472CC BY 4.0Reference data
2',3'-cGAMP+5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide2',3'-cGAMP+5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide
Transported by SLC19A1
Reaction pageLeft to rightBalanced
Rhea RHEA:60464CC BY 4.0Reference data
2',3'-cGAMP2',3'-cGAMP
Transported by GJA1 or GJC1 or LRRC8E or LRRC8A or LRRC8C
Reaction pageReversibleBalanced
Rhea RHEA:66320CC BY 4.0Reference data
2',3'-cGAMP+ATP(4-)+water2',3'-cGAMP+ADP(3-)+hydrogenphosphate+hydron
Transported by ABCC1
Reaction pageDirection not assertedBalanced
Rhea RHEA:74887CC BY 4.0Reference data
2',3'-cGAMP+nhydron2',3'-cGAMP+nhydron
Transported by SLC46A3 or SLC46A2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:76411CC BY 4.0Reference data
2',3'-cGAMP+water5'-pGpA(2'-5')+hydron
Catalysed by SMPDL3A
Reaction pageLeft to rightBalanced
Rhea RHEA:78339CC BY 4.0Reference data
2',3'-cGAMP+waterCHEBI:233079+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:83415CC BY 4.0Reference data

Where it reaches

10 systems, 26 regions, 165 tissues, 211 transporter routes — routes, not measurements: transporters known to carry 2',3'-cGAMP are expressed there, and no source reports it arriving.

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Nervous

Endocrine

Respiratory

Cardiovascular

Digestive

Urinary

Reproductive

Blood and immune

Musculoskeletal

Skin and adipose

Other names

4 names

Resolves to: 2',3'-cGAMP

Also called: 2'-3'-cyclic GMP-AMP(2-)2'-3'-cyclic GMP-AMP(2−)cyclic G(2'-5')pA(3'-5')p(2-)cyclic G(2'-5')pA(3'-5')p(2−)