Showing metabocard for 3',3'-c-di-AMP (MMDBc0055440)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 19:52:05 UTC
Update Date2022-08-12 20:09:22 UTC
Metabolite IDMMDBc0055440
Metabolite Identification
Common Name3',3'-c-di-AMP
Descriptioncyclic di-AMP(2-), also known as 3',3'-c-di-AMP, belongs to the class of organic compounds known as (3'->5')-cyclic dinucleotides and analogues. These are cyclic compounds consisting of two ribose moieties connected by two 5',3'-phosphodiester bonds to form a cycle. Each ribose unit is N-linked to a nucleic base or an analogue thereof. Some natural (3'->5')-cyclic dinucleotides include c-di-AMP. Synthetic derivatives are generally more elaborated molecules in which one or the two nucleobase moieties, and/or sugar residues, and/or phosphodiester linkers have been modified. Based on a literature review very few articles have been published on cyclic di-AMP(2-).
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f5abc152a70>


  Mrv1652306172221522D          

 52 58  0  0  1  0            999 V2000
    0.9475   -0.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7876    0.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9690   -3.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7041    3.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7295   -4.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0056    4.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4995   -1.2928    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2356    1.3805    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4599   -4.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2751    4.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2841   -2.3728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4509    2.4604    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2841   -1.5478    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4509    1.6354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2545   -4.9048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9896    4.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4599   -3.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2751    3.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4995   -2.6277    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2356    2.7154    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2545   -5.7298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9896    5.8174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9690   -4.4923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7041    4.5799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2545   -3.2548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9896    3.3424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2446   -4.7472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4905    4.8349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2446   -3.4123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4905    3.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9516   -2.8577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7835    2.9453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2064    0.8831    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7218    1.6768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5287   -0.7954    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
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    0.7759    0.1272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9591   -0.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146   -1.9603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7205    2.0479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0911   -1.3762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6440    1.4639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0309    0.9119    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.7042   -0.8242    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0192   -1.9982    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159    2.0859    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273   -0.7239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4078    0.8115    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0829   -3.2111    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6522    3.2987    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
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 13  7  1  0  0  0  0
 13 11  1  0  0  0  0
 14  8  1  0  0  0  0
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 16 10  2  0  0  0  0
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 19 11  1  0  0  0  0
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 29 17  1  0  0  0  0
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 11 31  1  1  0  0  0
 12 32  1  1  0  0  0
 37  1  1  0  0  0  0
 38  2  1  0  0  0  0
 39  7  1  0  0  0  0
 39 19  1  0  0  0  0
 40  8  1  0  0  0  0
 40 20  1  0  0  0  0
 41 13  1  0  0  0  0
 42 14  1  0  0  0  0
 43 33  1  0  0  0  0
 43 34  2  0  0  0  0
 43 37  1  0  0  0  0
 43 42  1  0  0  0  0
 44 35  1  0  0  0  0
 44 36  2  0  0  0  0
 44 38  1  0  0  0  0
 44 41  1  0  0  0  0
  7 45  1  1  0  0  0
  8 46  1  1  0  0  0
 11 47  1  6  0  0  0
 12 48  1  6  0  0  0
 13 49  1  6  0  0  0
 14 50  1  6  0  0  0
 19 51  1  1  0  0  0
 20 52  1  1  0  0  0
M  CHG  2  33  -1  35  -1
M  END
Download

3D MOL for #<Metabolite:0x00007f5abc152a70>

Download
3D SDF for #<Metabolite:0x00007f5abc152a70>

  Mrv1652306172221522D          

 52 58  0  0  1  0            999 V2000
    0.9475   -0.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7876    0.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9690   -3.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7041    3.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7295   -4.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0056    4.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4995   -1.2928    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2356    1.3805    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4599   -4.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2751    4.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2841   -2.3728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4509    2.4604    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2841   -1.5478    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4509    1.6354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2545   -4.9048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9896    4.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4599   -3.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2751    3.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4995   -2.6277    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2356    2.7154    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2545   -5.7298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9690   -4.4923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7041    4.5799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2545   -3.2548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9896    3.3424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2446   -4.7472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4905    4.8349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2446   -3.4123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9516   -2.8577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7835    2.9453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2064    0.8831    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7218    1.6768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5287   -0.7954    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.0132   -1.5891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7759    0.1272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0146   -1.9603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7205    2.0479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0911   -1.3762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6440    1.4639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0309    0.9119    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.7042   -0.8242    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9488   -0.6009    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7862    0.6886    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0192   -1.9982    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159    2.0859    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273   -0.7239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4078    0.8115    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0829   -3.2111    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6522    3.2987    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
 13  7  1  0  0  0  0
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 14  8  1  0  0  0  0
 14 12  1  0  0  0  0
 15  9  2  0  0  0  0
 16 10  2  0  0  0  0
 17  9  1  0  0  0  0
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 24  4  2  0  0  0  0
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 25  3  1  0  0  0  0
 25 17  2  0  0  0  0
 26  4  1  0  0  0  0
 26 18  2  0  0  0  0
 27  5  2  0  0  0  0
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 29  5  1  0  0  0  0
 29 17  1  0  0  0  0
 19 29  1  6  0  0  0
 30  6  1  0  0  0  0
 30 18  1  0  0  0  0
 20 30  1  6  0  0  0
 11 31  1  1  0  0  0
 12 32  1  1  0  0  0
 37  1  1  0  0  0  0
 38  2  1  0  0  0  0
 39  7  1  0  0  0  0
 39 19  1  0  0  0  0
 40  8  1  0  0  0  0
 40 20  1  0  0  0  0
 41 13  1  0  0  0  0
 42 14  1  0  0  0  0
 43 33  1  0  0  0  0
 43 34  2  0  0  0  0
 43 37  1  0  0  0  0
 43 42  1  0  0  0  0
 44 35  1  0  0  0  0
 44 36  2  0  0  0  0
 44 38  1  0  0  0  0
 44 41  1  0  0  0  0
  7 45  1  1  0  0  0
  8 46  1  1  0  0  0
 11 47  1  6  0  0  0
 12 48  1  6  0  0  0
 13 49  1  6  0  0  0
 14 50  1  6  0  0  0
 19 51  1  1  0  0  0
 20 52  1  1  0  0  0
M  CHG  2  33  -1  35  -1
M  END
> <DATABASE_ID>
MMDBc0055440

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12COP([O-])(=O)O[C@]3([H])[C@@]([H])(COP([O-])(=O)O[C@@]1([H])[C@@]([H])(O)[C@@]([H])(O2)N1C=NC2=C(N)N=CN=C12)O[C@@]([H])(N1C=NC2=C(N)N=CN=C12)[C@]3([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C20H24N10O12P2/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)/p-2/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1

> <INCHI_KEY>
PDXMFTWFFKBFIN-XPWFQUROSA-L

> <FORMULA>
C20H22N10O12P2

> <MOLECULAR_WEIGHT>
656.403

> <EXACT_MASS>
656.090487344

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
56.622178702688736

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,6R,8R,9R,10S,15R,17R,18R)-8,17-bis(6-amino-9H-purin-9-yl)-9,18-dihydroxy-3,12-dioxo-2,4,7,11,13,16-hexaoxa-3lambda5,12lambda5-diphosphatricyclo[13.3.0.0^{6,10}]octadecane-3,12-bis(olate)

> <JCHEM_LOGP>
-6.741391304500086

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.12336552629309

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5283246287947159

> <JCHEM_PKA_STRONGEST_BASIC>
4.22583501928646

> <JCHEM_POLAR_SURFACE_AREA>
315.34

> <JCHEM_REFRACTIVITY>
138.33559999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,6R,8R,9R,10S,15R,17R,18R)-8,17-bis(6-aminopurin-9-yl)-9,18-dihydroxy-3,12-dioxo-2,4,7,11,13,16-hexaoxa-3lambda5,12lambda5-diphosphatricyclo[13.3.0.0^{6,10}]octadecane-3,12-bis(olate)

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007f5abc152a70>
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PDB for #<Metabolite:0x00007f5abc152a70>
HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       1.769  -1.269   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.070   1.432   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.809  -6.846   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.648   7.009   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.228  -7.616   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.610   7.779   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.799  -2.413   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.040   2.577   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.859  -8.386   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.980   8.549   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.264  -4.429   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.575   4.593   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.264  -2.889   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.575   3.053   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.475  -9.156   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.314   9.319   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.859  -6.846   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.980   7.009   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.799  -4.905   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.040   5.069   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      -0.475 -10.696   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       9.314  10.859   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      -1.809  -8.386   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      10.648   8.549   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      -0.475  -6.076   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       9.314   6.239   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0       2.323  -8.861   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0       6.516   9.025   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0       2.323  -6.370   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0       6.516   6.533   0.000  0.00  0.00           N+0
HETATM   31  O   UNK     0       5.510  -5.334   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       3.329   5.498   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.385   1.648   0.000  0.00  0.00           O-1
HETATM   34  O   UNK     0       1.347   3.130   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       8.454  -1.485   0.000  0.00  0.00           O-1
HETATM   36  O   UNK     0       7.491  -2.966   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       1.448   0.238   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       7.390  -0.074   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       1.894  -3.659   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       6.945   3.823   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       5.770  -2.569   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       3.069   2.733   0.000  0.00  0.00           O+0
HETATM   43  P   UNK     0       1.924   1.702   0.000  0.00  0.00           P+0
HETATM   44  P   UNK     0       6.914  -1.539   0.000  0.00  0.00           P+0
HETATM   45  H   UNK     0       3.638  -1.122   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       5.201   1.285   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       5.636  -3.730   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       3.203   3.894   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       4.344  -1.351   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       4.495   1.515   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.888  -5.994   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       4.951   6.158   0.000  0.00  0.00           H+0
CONECT    1    7   37                                                       
CONECT    2    8   38                                                       
CONECT    3   23   25                                                       
CONECT    4   24   26                                                       
CONECT    5   27   29                                                       
CONECT    6   28   30                                                       
CONECT    7    1   13   39   45                                             
CONECT    8    2   14   40   46                                             
CONECT    9   15   17   27                                                  
CONECT   10   16   18   28                                                  
CONECT   11   13   19   31   47                                             
CONECT   12   14   20   32   48                                             
CONECT   13    7   11   41   49                                             
CONECT   14    8   12   42   50                                             
CONECT   15    9   21   23                                                  
CONECT   16   10   22   24                                                  
CONECT   17    9   25   29                                                  
CONECT   18   10   26   30                                                  
CONECT   19   11   29   39   51                                             
CONECT   20   12   30   40   52                                             
CONECT   21   15                                                            
CONECT   22   16                                                            
CONECT   23    3   15                                                       
CONECT   24    4   16                                                       
CONECT   25    3   17                                                       
CONECT   26    4   18                                                       
CONECT   27    5    9                                                       
CONECT   28    6   10                                                       
CONECT   29    5   17   19                                                  
CONECT   30    6   18   20                                                  
CONECT   31   11                                                            
CONECT   32   12                                                            
CONECT   33   43                                                            
CONECT   34   43                                                            
CONECT   35   44                                                            
CONECT   36   44                                                            
CONECT   37    1   43                                                       
CONECT   38    2   44                                                       
CONECT   39    7   19                                                       
CONECT   40    8   20                                                       
CONECT   41   13   44                                                       
CONECT   42   14   43                                                       
CONECT   43   33   34   37   42                                             
CONECT   44   35   36   38   41                                             
CONECT   45    7                                                            
CONECT   46    8                                                            
CONECT   47   11                                                            
CONECT   48   12                                                            
CONECT   49   13                                                            
CONECT   50   14                                                            
CONECT   51   19                                                            
CONECT   52   20                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  116    0
END

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3D PDB for #<Metabolite:0x00007f5abc152a70>
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SMILES for #<Metabolite:0x00007f5abc152a70>
[H][C@@]12COP([O-])(=O)O[C@]3([H])[C@@]([H])(COP([O-])(=O)O[C@@]1([H])[C@@]([H])(O)[C@@]([H])(O2)N1C=NC2=C(N)N=CN=C12)O[C@@]([H])(N1C=NC2=C(N)N=CN=C12)[C@]3([H])O
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INCHI for #<Metabolite:0x00007f5abc152a70>
InChI=1S/C20H24N10O12P2/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)/p-2/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1
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Synonyms
ValueSource
3',3'-c-Di-AMPChEBI
3',5'-Cyclic di-AMP(2-)ChEBI
Cyclic di-3',5'-guanylate(2-)ChEBI
Cyclic di-3',5'-guanylic acid(2-)Generator
Molecular FormulaC20H22N10O12P2
Average Mass656.403
Monoisotopic Mass656.090487344
IUPAC Name(1S,6R,8R,9R,10S,15R,17R,18R)-8,17-bis(6-amino-9H-purin-9-yl)-9,18-dihydroxy-3,12-dioxo-2,4,7,11,13,16-hexaoxa-3lambda5,12lambda5-diphosphatricyclo[13.3.0.0^{6,10}]octadecane-3,12-bis(olate)
Traditional Name(1S,6R,8R,9R,10S,15R,17R,18R)-8,17-bis(6-aminopurin-9-yl)-9,18-dihydroxy-3,12-dioxo-2,4,7,11,13,16-hexaoxa-3lambda5,12lambda5-diphosphatricyclo[13.3.0.0^{6,10}]octadecane-3,12-bis(olate)
CAS Registry NumberNot Available
SMILES
[H][C@@]12COP([O-])(=O)O[C@]3([H])[C@@]([H])(COP([O-])(=O)O[C@@]1([H])[C@@]([H])(O)[C@@]([H])(O2)N1C=NC2=C(N)N=CN=C12)O[C@@]([H])(N1C=NC2=C(N)N=CN=C12)[C@]3([H])O
InChI Identifier
InChI=1S/C20H24N10O12P2/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)/p-2/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1
InChI KeyPDXMFTWFFKBFIN-XPWFQUROSA-L