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3'2'-cGAMP

CAT: 0013-GTR19279686-02Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19279686-02Size:50 mg
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Description
3'2'-cGAMP (c[A (2',5') pG (3',5') p]) is an isomer of cyclic guanosine monophosphate-adenosine monophosphate (cGAMP) . It selectively activates fruit fly STING (dSTING), initiating the dSTING-NF-κB signaling pathway, driving the expression of Sting-regulated genes, and conferring a potent antiviral state in vivo. Additionally, 3'2'-cGAMP resists cleavage by viral poxin and is useful in viral infection research.
CAS Number
1615704-64-7
Smiles
O[C@H]1[C@@]2 ([C@@H] (OC1 (COP (=O) (O) O[C@@]3 ([C@@] (COP (=O) (O) O2) (O[C@H] ([C@@H]3O) N4C5=C (N=C4) C (=O) N=C (N) N5) [H]) [H]) [H]) N6C=7C (N=C6) =C (N) N=CN7) [H]
Molecular Formula
C20H24N10O13P2
Molecular Weight
674.42
Notes
For research use only.

Chemical Information

2-amino-9-[(1R,6R,8R,9R,10S,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[13.2.1.06,10]octadecan-8-yl]-1H-purin-6-one
CAS Number1615704-64-7
PubChem CID178421397
IUPAC Name2-amino-9-[(1R,6R,8R,9R,10S,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[13.2.1.06,10]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)(OCC5[C@H]([C@H]([C@@H](O5)N6C=NC7=C(N=CN=C76)N)OP(=O)(O1)O)O)O
InChI
InChI=1S/C20H24N10O13P2/c21-14-8-15(24-3-23-14)29(4-25-8)19-13-10(31)6(40-19)1-38-44(34,35)42-12-7(2-39-45(36,37)43-13)41-18(11(12)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
FAFONCPHZLORMH-RVJIVEKKSA-N
Chemical Structure
2D Structure
2D structure of 2-amino-9-[(1R,6R,8R,9R,10S,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[13.2.1.06,10]octadecan-8-yl]-1H-purin-6-one
CAS: 1615704-64-7
CID: 178421397
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 Count7
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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