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2',3'-cGAMP (sodium)

CAT: 0804-HY-100564A-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-100564A-01Size:1 mg
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Description
2',3'-cGAMP sodium (2'-3'-cyclic GMP-AMP sodium) is a endogenous cGAMP in mammalian cells. 2',3'-cGAMP sodium binds to STING with a high affinity and is a potent inducer of interferon-β (IFNβ) . 2',3'-cGAMP sodium is produced in mammalian cells in response to DNA in the cytoplasm[1].
CAS Number
2734858-36-5
Product Name Alternative
2'-3'-cyclic GMP-AMP (sodium)
UNSPSC
12352005
Target
Endogenous Metabolite; IFNAR; STING
Type
Reference compound
Related Pathways
Immunology/Inflammation; Metabolic Enzyme/Protease
Applications
Neuroscience-Neuromodulation
Field of Research
Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/2-3-cgamp-sodium.html
Purity
99.89
Solubility
DMSO : < 1 mg/mL|H2O : 50 mg/mL (ultrasonic)
Smiles
OC1([H])[C@](OP(OC[C@](O[C@@H](N2C3=NC=NC(N)=C3N=C2)[C@@H]4O)([H])[C@@]4([H])O5)(O[Na])=O)([H])[C@H](N6C(NC(N)=NC7=O)=C7N=C6)O[C@]1([H])COP5(O[Na])=O
Molecular Formula
C20H22N10Na2O13P2
Molecular Weight
718.37
References & Citations
[1]Zhang X, et al. Cyclic GMP-AMP containing mixed phosphodiester linkages is an endogenous high-affinity ligand for STING. Mol Cell. 2013 Jul 25;51 (2) :226-35.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Citation 01
ACS Nano. 2025 Feb 25;19 (7) :6758-6770.|Adv Mater. 2024 Mar 24:e2401384.|Adv Sci (Weinh) . 2024 Nov 19:e2407222.|bioRxiv. 2024 Apr 12.|bioRxiv. 2025 Nov 17.|Cancers (Basel) . 2024 Oct 30;16 (21) :3657.|Cell Rep. 2023 Feb 28;42 (3) :112145.|Fundam Res. 2023 May 11;5 (1) :183-191.|Hum Vaccin Immunother. 2025 Dec;21 (1) :2567703.|J Med Chem. 2025 Mar 13;68 (5) :5471-5487.|Neuron. 2023 Jan 18;111 (2) :236-255.e7.|Neuropharmacology. 2025 Mar 19:110426.|Protein Cell. 2022 Apr;13 (4) :281-301.|ACS Appl Bio Mater. 2024 Oct 21;7 (10) :6768-6779.|Acta Materia Medica . 2023 Jun 17.|Adv Sci (Weinh) . 2024 Dec 11:e2408323.|Bioact Mater. 2024 Sep 6:42:345-365.|Brain Behav Immun. 2026 Jan:131:106176.|Cell Commun Signal. 2023 Sep 28;21 (1) :264.|Genes Dis. 2025 Aug 14.|J Immunol. 2021 Apr 15;206 (8) :1844-1857.|J Virol. 2023 Nov 30;97 (11) :e0127923.|Mol Pain. 2025 May 7:17448069251342240.|Nat Commun. 2025 Jun 3;16 (1) :5140.|Res Sq. 2024 May 30.|SSRN. 2025 Jan 24.|World J Tradit Chin Med. 2025 Oct 28.

Chemical Information

2',3'-cGAMP sodium salt
CAS Number2734858-36-5
PubChem CID137120248
IUPAC Namedisodium;2-amino-9-[(1R,6R,8R,9R,10S,15R,17R,18R)-8-(6-aminopurin-9-yl)-9,18-dihydroxy-3,12-dioxido-3,12-dioxo-2,4,7,11,13,16-hexaoxa-3lambda5,12lambda5-diphosphatricyclo[13.2.1.06,10]octadecan-17-yl]-1H-purin-6-one
Molecular FormulaC20H22N10Na2O13P2
Molecular Weight718.4
Topological Polar Surface Area331
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count19
Rotatable Bond Count2
Heavy Atom Count47
Formal Charge0
Complexity1290
SMILES
C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C3N=C(NC4=O)N)OP(=O)(OC[C@@H]5[C@H]([C@H]([C@@H](O5)N6C=NC7=C(N=CN=C76)N)O)OP(=O)(O1)[O-])[O-])O.[Na+].[Na+]
InChI
InChI=1S/C20H24N10O13P2.2Na/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);;/q;2*+1/p-2/t6-,7-,10-,11-,12-,13-,18-,19-;;/m1../s1
InChIKey
CNVCOPPPOWRJAV-DQNSRKNCSA-L
Chemical Structure
2D Structure
2D structure of 2',3'-cGAMP sodium salt
CAS: 2734858-36-5
CID: 137120248
Formula: C20H22N10Na2O13P2
MW: 718.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight718.4
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count19
Rotatable Bond Count2
Exact Mass718.06384335
Monoisotopic Mass718.06384335
Topological Polar Surface Area331 Ų
Heavy Atom Count47
Formal Charge0
Complexity1290
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count3
Compound Is CanonicalizedYes

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