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CGAMP

CAT: 0013-GTR19204404-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19204404-01Size:25 mg
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Description
CGAMP is a natural second messenger in metazoans that activates the STING pathway upon cytosolic DNA detection, inducing interferon production. It is widely used in vitro and in vivo to study innate immunity, antiviral responses, and STING-dependent signaling in cancer and autoimmune disease research.
CAS Number
849214-04-6
Field of Research
Immunology & Inflammation
Smiles
O[C@H]1[C@] (N2C3=C (N=C2) C (=O) N=C (N) N3) (O[C@]4 ([C@]1 (OP (=O) (O) OC[C@@]5 ([C@@] (OP (=O) (O) OC4) ([C@@H] (O) [C@@] (O5) (N6C=7C (N=C6) =C (N) N=CN7) [H]) [H]) [H]) [H]) [H]) [H]
Molecular Formula
C20H24N10O13P2
Molecular Weight
674.41
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

c-GMP-AMP

C-GMP-AMP is a cyclic purine dinucleotide that consists of AMP and GMP units cyclised via 3',5'-linkages. It is a cyclic purine dinucleotide, a guanyl ribonucleotide and an adenyl ribonucleotide. It is a conjugate acid of a c-GMP-AMP(2-).

CAS Number849214-04-6
PubChem CID135471108
IUPAC Name2-amino-9-[(1S,6R,8R,9R,10S,15R,17R,18R)-17-(6-aminopurin-9-yl)-3,9,12,18-tetrahydroxy-3,12-dioxo-2,4,7,11,13,16-hexaoxa-3lambda5,12lambda5-diphosphatricyclo[13.3.0.06,10]octadecan-8-yl]-1H-purin-6-one
Molecular FormulaC20H24N10O13P2
Molecular Weight674.4
XLogP-5.9
Topological Polar Surface Area325
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count19
Rotatable Bond Count2
Heavy Atom Count45
Formal Charge0
Complexity1300
SMILES
C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C3N=C(NC4=O)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
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
Chemical Structure
2D Structure
2D structure of c-GMP-AMP
CAS: 849214-04-6
CID: 135471108
Formula: C20H24N10O13P2
MW: 674.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight674.4
XLogP3-5.9
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count19
Rotatable Bond Count2
Exact Mass674.09995485
Monoisotopic Mass674.09995485
Topological Polar Surface Area325 Ų
Heavy Atom Count45
Formal Charge0
Complexity1300
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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