C-di-AMP disodium

CAT: 0931-T73873-01Size: 500 µgDry Ice: NoHazardous: No

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CAT#:0931-T73873-01Size:500 µg

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CAS Number

2734909-87-4

Target

Others, Endogenous Metabolite, STING, Antibacterial

Related Pathways

Microbiology/Virology, Metabolism, Others, Immunology/Inflammation

Bioactivity

Cyclic diadenylate (c-di-AMP) sodium functions as a STING agonist by binding to the STING transmembrane protein, thus activating the TBK3-IRF3 signaling pathway. This activation prompts the production of type I IFN and TNF. Additionally, c-di-AMP sodium serves as a bacterial second messenger in Gram-positive bacteria, where it plays crucial roles in regulating cell growth, survival, and virulence, as well as the host immune response. It also acts as a potent mucosal adjuvant by stimulating both humoral and cellular responses [1] [2] [3] [4].

Smiles

[Na+].[Na+].[H][C@@]12COP([O-])(=O)O[C@@]3([H])[C@@H](O)[C@@H](O[C@]3([H])COP([O-])(=O)O[C@@]1([H])[C@@H](O)[C@@H](O2)n1cnc2c(N)ncnc12)n1cnc2c(N)ncnc12

Molecular Formula

C20H22N10Na2O12P2

Molecular Weight

702.38

Shipping Conditions

Ice Packs

Storage Temperature

-20°C

Chemical Information

c-di-AMP disodium

CAS Number	2734909-87-4
PubChem CID	122714672
IUPAC Name	disodium;(1S,6R,8R,9R,10S,15R,17R,18R)-8,17-bis(6-aminopurin-9-yl)-3,12-dioxido-3,12-dioxo-2,4,7,11,13,16-hexaoxa-3lambda5,12lambda5-diphosphatricyclo[13.3.0.06,10]octadecane-9,18-diol
Molecular Formula	C20H22N10Na2O12P2
Molecular Weight	702.4
Topological Polar Surface Area	315
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	20
Rotatable Bond Count	2
Heavy Atom Count	46
Formal Charge	0
Complexity	1070

SMILES

C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C(N=CN=C43)N)O)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-].[Na+].[Na+]

InChI

InChI=1S/C20H24N10O12P2.2Na/c21-15-9-17(25-3-23-15)29(5-27-9)19-11(31)13-7(39-19)1-37-43(33,34)42-14-8(2-38-44(35,36)41-13)40-20(12(14)32)30-6-28-10-16(22)24-4-26-18(10)30;;/h3-8,11-14,19-20,31-32H,1-2H2,(H,33,34)(H,35,36)(H2,21,23,25)(H2,22,24,26);;/q;2*+1/p-2/t7-,8-,11-,12-,13-,14-,19-,20-;;/m1../s1

InChIKey

IXWPEIRAKLMJQW-VEQUCWRQSA-L

Chemical Structure

2D Structure

CAS: 2734909-87-4

CID: 122714672

Formula: C20H22N10Na2O12P2

MW: 702.4

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	702.4
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	20
Rotatable Bond Count	2
Exact Mass	702.06892873
Monoisotopic Mass	702.06892873
Topological Polar Surface Area	315 Å²
Heavy Atom Count	46
Formal Charge	0
Complexity	1070
Isotope Atom Count	0
Defined Atom Stereocenter Count	8
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	3
Compound Is Canonicalized	Yes

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Alternative Products

Catalog	Name
MBS5815928	c-di-AMP disodium
HY-12326A-01	C-di-AMP (disodium)
GTR19218088-01	C-di-IMP disodium
HY-137724A-01	C-di-IMP (disodium)
HY-106723A-01	AMP-PCP (disodium)
M33199-01	AMP-PCP disodium
40190012-1	AMP Disodium Salt
MBS5797988	Cyclic-di-GMP disodium
HY-110382-01	Cyclic-di-GMP (disodium)
HY-160199A	3'-L-histidyl-AMP (disodium)

C-di-AMP disodium

Chemical Information

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