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Cyclic tri-AMP

CAT: 0931-T88085-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-T88085-01Size:10 mg
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CAS Number
54447-85-7
Target
Endonuclease
Related Pathways
Cell Cycle/Checkpoint
Bioactivity
Cyclic tri-AMP is a key element of the cyclic oligonucleotide-based anti-phage signaling system (CBASS), functioning as a second messenger in the immune defense against viral infections. It activates DNA endonuclease NucC through binding, leading to cell death and demonstrating antiviral properties.
Smiles
O[C@H]1[C@H](N2C=3C(N=C2)=C(N)N=CN3)O[C@]4([C@]1(OP(=O)(O)OC[C@@]5([C@]([C@@H](O)[C@@H](O5)N6C=7C(N=C6)=C(N)N=CN7)(OP(=O)(O)OC[C@@]8([C@@](OP(=O)(O)OC4)([C@@H](O)[C@@H](O8)N9C=%10C(N=C9)=C(N)N=CN%10)[H])[H])[H])[H])[H])[H]
Molecular Formula
C30H36N15O18P3
Molecular Weight
987.62
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Cyclic tri-AMP
CAS Number54447-85-7
PubChem CID138756261
IUPAC Name(1S,6R,8R,9R,10S,15R,17R,18R,19S,24R,26R,27R)-8,17,26-tris(6-aminopurin-9-yl)-3,12,21-trihydroxy-3,12,21-trioxo-2,4,7,11,13,16,20,22,25-nonaoxa-3lambda5,12lambda5,21lambda5-triphosphatetracyclo[22.3.0.06,10.015,19]heptacosane-9,18,27-triol
Molecular FormulaC30H36N15O18P3
Molecular Weight987.6
XLogP-7.7
Topological Polar Surface Area465
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count30
Rotatable Bond Count3
Heavy Atom Count66
Formal Charge0
Complexity1700
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)(OC[C@@H]8[C@H]([C@H]([C@@H](O8)N9C=NC2=C(N=CN=C29)N)O)OP(=O)(O1)O)O)O
InChI
InChI=1S/C30H36N15O18P3/c31-22-13-25(37-4-34-22)43(7-40-13)28-16(46)19-10(58-28)1-55-64(49,50)62-20-11(59-29(17(20)47)44-8-41-14-23(32)35-5-38-26(14)44)2-57-66(53,54)63-21-12(3-56-65(51,52)61-19)60-30(18(21)48)45-9-42-15-24(33)36-6-39-27(15)45/h4-12,16-21,28-30,46-48H,1-3H2,(H,49,50)(H,51,52)(H,53,54)(H2,31,34,37)(H2,32,35,38)(H2,33,36,39)/t10-,11-,12-,16-,17-,18-,19-,20-,21-,28-,29-,30-/m1/s1
InChIKey
OEJXFVYXZQYNND-UQTMIEBXSA-N
Chemical Structure
2D Structure
2D structure of Cyclic tri-AMP
CAS: 54447-85-7
CID: 138756261
Formula: C30H36N15O18P3
MW: 987.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight987.6
XLogP3-7.7
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count30
Rotatable Bond Count3
Exact Mass987.15756035
Monoisotopic Mass987.15756035
Topological Polar Surface Area465 Ų
Heavy Atom Count66
Formal Charge0
Complexity1700
Isotope Atom Count0
Defined Atom Stereocenter Count12
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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