PRD_002431
Summary
| Name: | Cyclic tetraadenosine monophosphate (cA4) |
| Formula: | C40 H48 N20 O24 P4 |
| Fomular weight: | 1316.824 |
| Component type: | peptide-like |
| Polymer sequences: | A, A, A, A |
| Non-polymer components: | |
| BIRD class: | Antiviral |
| Represented as: | polymer |
| Compound Details: | CRISPR-Cas systems provide bacteria with adaptive immunity against bacteriophages. Cyclic oligoadenylate signaling was found to be essential for the type III system against the jumbo phage. |
| Description: | Cyclic oligoadenylates such as c-tetraAMP were found to be novel bacterial second messengers. Antiviral in context of signalling for Type III CRISPR-Cas systems. |
Chemical Descriptors
| Type | Program | Version | Descriptor |
| InChI | InChI | 1.06 | InChI=1S/C40H48N20O24P4/c41-29-17-33(49-5-45-29)57(9-53-17)37-21(61)25-13(77-37)1-73-85(65,66)82-26-14(78-38(22(26)62)58-10-54-18-30(42)46-6-50-34(18)58)2-75-87(69,70)84-28-16(80-40(24(28)64)60-12-56-20-32(44)48-8-52-36(20)60)4-76-88(71,72)83-27-15(3-74-86(67,68)81-25)79-39(23(27)63)59-11-55-19-31(43)47-7-51-35(19)59/h5-16,21-28,37-40,61-64H,1-4H2,(H,65,66)(H,67,68)(H,69,70)(H,71,72)(H2,41,45,49)(H2,42,46,50)(H2,43,47,51)(H2,44,48,52)/t13-,14-,15-,16-,21-,22-,23-,24-,25-,26-,27-,28-,37-,38-,39-,40-/m1/s1 |
| InChIKey | InChI | 1.06 | MIALYWQLJTUJBG-HKIDEBSPSA-N |
| SMILES_CANONICAL | CACTVS | 3.385 | Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4CO[P](O)(=O)O[C@H]5[C@@H](O)[C@@H](O[C@@H]5CO[P](O)(=O)O[C@H]6[C@@H](O)[C@@H](O[C@@H]6CO[P](O)(=O)O[C@H]7[C@@H](O)[C@@H](O[C@@H]7CO[P](O)(=O)O[C@H]4[C@H]3O)n8cnc9c(N)ncnc89)n%10cnc%11c(N)ncnc%10%11)n%12cnc%13c(N)ncnc%12%13 |
| SMILES | CACTVS | 3.385 | Nc1ncnc2n(cnc12)[CH]3O[CH]4CO[P](O)(=O)O[CH]5[CH](O)[CH](O[CH]5CO[P](O)(=O)O[CH]6[CH](O)[CH](O[CH]6CO[P](O)(=O)O[CH]7[CH](O)[CH](O[CH]7CO[P](O)(=O)O[CH]4[CH]3O)n8cnc9c(N)ncnc89)n%10cnc%11c(N)ncnc%10%11)n%12cnc%13c(N)ncnc%12%13 |
| SMILES_CANONICAL | OpenEye OEToolkits | 2.0.7 | c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@H]4[C@H](O3)COP(=O)(O[C@@H]5[C@@H](COP(=O)(O[C@@H]6[C@@H](COP(=O)(O[C@@H]7[C@@H](COP(=O)(O4)O)O[C@H]([C@@H]7O)n8cnc9c8ncnc9N)O)O[C@H]([C@@H]6O)n1cnc2c1ncnc2N)O)O[C@H]([C@@H]5O)n1cnc2c1ncnc2N)O)O)N |
| SMILES | OpenEye OEToolkits | 2.0.7 | c1nc(c2c(n1)n(cn2)C3C(C4C(O3)COP(=O)(OC5C(COP(=O)(OC6C(COP(=O)(OC7C(COP(=O)(O4)O)OC(C7O)n8cnc9c8ncnc9N)O)OC(C6O)n1cnc2c1ncnc2N)O)OC(C5O)n1cnc2c1ncnc2N)O)O)N |
