MiMeDB: Showing metabocard for 5'-hydroxy-diadenylate 2',3'-cylic phosphate (MMDBc0055589)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:59:41 UTC

Update Date

2022-08-12 20:09:25 UTC

Metabolite ID

MMDBc0055589

Metabolite Identification

Common Name

5'-hydroxy-diadenylate 2',3'-cylic phosphate

Description

CHEBI:142458 belongs to the class of organic compounds known as (3'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (3'->5')-phosphodiester linkage. Based on a literature review very few articles have been published on CHEBI:142458.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221592D          

 52 58  0  0  1  0            999 V2000
    1.4697   -5.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7460   -3.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7540   -6.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7161   -5.6510    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7460   -5.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2759   -4.7578    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5445   -4.8441    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4605   -5.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0316   -5.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6115   -5.5115    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1750   -5.5435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4605   -4.3060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0316   -4.3060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5745   -6.3505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4185   -5.6830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5560   -6.8071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6884   -4.0433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6262   -3.1914    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0570   -3.7013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7835   -1.1486    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.7835   -0.0445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5867   -2.6617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0016   -6.0635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0966   -4.2310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6855   -1.2640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6855    0.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8416   -3.4463    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1704   -0.5966    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.3572   -5.1318    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004   -1.8474    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1734   -4.0659    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0075   -5.4571    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -0.5241    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    0.6409    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1307   -4.8703    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986    0.1999    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  1  0  0  0
  8  2  1  6  0  0  0
 12  7  1  0  0  0  0
 12 11  1  0  0  0  0
 13  8  1  0  0  0  0
 14 13  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
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22 16  1  0  0  0  0
 23  3  2  0  0  0  0
 23 15  1  0  0  0  0
 24  4  2  0  0  0  0
 24 16  1  0  0  0  0
 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
 27  9  1  0  0  0  0
 28  6  2  0  0  0  0
 28 10  1  0  0  0  0
 29  5  1  0  0  0  0
 29 17  1  0  0  0  0
 19 29  1  1  0  0  0
 30  6  1  0  0  0  0
 30 18  1  0  0  0  0
 20 30  1  6  0  0  0
 31  1  1  0  0  0  0
 11 32  1  6  0  0  0
 37  2  1  0  0  0  0
 38  7  1  0  0  0  0
 38 19  1  0  0  0  0
 39  8  1  0  0  0  0
 39 20  1  0  0  0  0
 12 40  1  1  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 40  1  0  0  0  0
 44 35  1  0  0  0  0
 44 36  2  0  0  0  0
 44 41  1  0  0  0  0
 44 42  1  0  0  0  0
  7 45  1  6  0  0  0
  8 46  1  1  0  0  0
 11 47  1  1  0  0  0
 12 48  1  1  0  0  0
 13 49  1  6  0  0  0
 14 50  1  6  0  0  0
 19 51  1  6  0  0  0
 20 52  1  1  0  0  0
M  CHG  2  33  -1  35  -1
M  END


  Mrv1652306172221592D          

 52 58  0  0  1  0            999 V2000
    1.4697   -5.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7460   -3.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7540   -6.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7161   -5.6510    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7460   -5.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2759   -4.7578    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5445   -4.8441    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4605   -5.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0316   -5.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6115   -5.5115    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1750   -5.5435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4605   -4.3060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0316   -4.3060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5745   -6.3505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4185   -5.6830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5560   -6.8071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6884   -4.0433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6262   -3.1914    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0570   -3.7013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7835   -1.1486    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.7835   -0.0445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5867   -2.6617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0016   -6.0635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0966   -4.2310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6855   -1.2640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6855    0.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8416   -3.4463    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1704   -0.5966    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.3572   -5.1318    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004   -1.8474    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1734   -4.0659    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0075   -5.4571    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -0.5241    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    0.6409    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1307   -4.8703    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986    0.1999    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  1  0  0  0
  8  2  1  6  0  0  0
 12  7  1  0  0  0  0
 12 11  1  0  0  0  0
 13  8  1  0  0  0  0
 14 13  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
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22 16  1  0  0  0  0
 23  3  2  0  0  0  0
 23 15  1  0  0  0  0
 24  4  2  0  0  0  0
 24 16  1  0  0  0  0
 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
 27  9  1  0  0  0  0
 28  6  2  0  0  0  0
 28 10  1  0  0  0  0
 29  5  1  0  0  0  0
 29 17  1  0  0  0  0
 19 29  1  1  0  0  0
 30  6  1  0  0  0  0
 30 18  1  0  0  0  0
 20 30  1  6  0  0  0
 31  1  1  0  0  0  0
 11 32  1  6  0  0  0
 37  2  1  0  0  0  0
 38  7  1  0  0  0  0
 38 19  1  0  0  0  0
 39  8  1  0  0  0  0
 39 20  1  0  0  0  0
 12 40  1  1  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 40  1  0  0  0  0
 44 35  1  0  0  0  0
 44 36  2  0  0  0  0
 44 41  1  0  0  0  0
 44 42  1  0  0  0  0
  7 45  1  6  0  0  0
  8 46  1  1  0  0  0
 11 47  1  1  0  0  0
 12 48  1  1  0  0  0
 13 49  1  6  0  0  0
 14 50  1  6  0  0  0
 19 51  1  6  0  0  0
 20 52  1  1  0  0  0
M  CHG  2  33  -1  35  -1
M  END
> <DATABASE_ID>
MMDBc0055589

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(CO)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]2([H])OP([O-])(=O)O[C@]12[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H24N10O12P2/c21-15-9-17(25-3-23-15)29(5-27-9)19-11(32)12(7(1-31)38-19)40-43(33,34)37-2-8-13-14(42-44(35,36)41-13)20(39-8)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>
ZKDCIJKZCQKMKS-XPWFQUROSA-L

> <FORMULA>
C20H22N10O12P2

> <MOLECULAR_WEIGHT>
656.403

> <EXACT_MASS>
656.090487344

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
56.26000753892757

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3aR,4R,6R,6aR)-4-(6-amino-9H-purin-9-yl)-6-({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl phosphono]oxy}methyl)-2-oxo-tetrahydro-2H-2lambda5-furo[3,4-d][1,3,2]dioxaphosphol-2-olate

> <JCHEM_LOGP>
-6.798307605357422

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.0887647826779845

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4901187137883194

> <JCHEM_PKA_STRONGEST_BASIC>
4.225564534079741

> <JCHEM_POLAR_SURFACE_AREA>
315.3399999999999

> <JCHEM_REFRACTIVITY>
138.33559999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,4R,6R,6aR)-4-(6-aminopurin-9-yl)-6-({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl phosphono]oxy}methyl)-2-oxo-tetrahydro-2lambda5-furo[3,4-d][1,3,2]dioxaphosphol-2-olate

> <JCHEM_VEBER_RULE>
0

$$$$

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       2.744 -11.175   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.126  -3.824   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.126  -7.268   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.274 -12.015   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.337 -10.549   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.650  -2.359   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.126 -10.348   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.515  -8.881   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.016  -9.042   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.185  -1.884   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.185  -0.344   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.460  -9.578   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.792  -9.578   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.141 -10.288   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      -7.793 -10.348   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       4.924   5.923   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      -6.460  -8.038   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       6.258   3.613   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      -3.792  -8.038   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       4.924   1.303   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      -4.806 -11.854   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      -2.648 -10.608   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM   31  O   UNK     0       2.904 -12.707   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -1.285  -7.548   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       3.036  -5.957   0.000  0.00  0.00           O-1
HETATM   34  O   UNK     0       0.106  -6.909   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -3.329  -2.144   0.000  0.00  0.00           O-1
HETATM   36  O   UNK     0      -3.329  -0.083   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       1.095  -4.969   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       0.003 -11.319   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       2.555  -1.114   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       2.047  -7.898   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -1.280  -2.359   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -1.280   0.132   0.000  0.00  0.00           O+0
HETATM   43  P   UNK     0       1.571  -6.433   0.000  0.00  0.00           P+0
HETATM   44  P   UNK     0      -2.185  -1.114   0.000  0.00  0.00           P+0
HETATM   45  H   UNK     0       2.533  -9.579   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.561  -3.448   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.324  -7.590   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.014 -10.187   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.061  -0.978   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.185   1.196   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.111  -9.091   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.171   0.373   0.000  0.00  0.00           H+0
CONECT    1    7   31                                                       
CONECT    2    8   37                                                       
CONECT    3   23   25                                                       
CONECT    4   24   26                                                       
CONECT    5   27   29                                                       
CONECT    6   28   30                                                       
CONECT    7    1   12   38   45                                             
CONECT    8    2   13   39   46                                             
CONECT    9   15   17   27                                                  
CONECT   10   16   18   28                                                  
CONECT   11   12   19   32   47                                             
CONECT   12    7   11   40   48                                             
CONECT   13    8   14   41   49                                             
CONECT   14   13   20   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   38   51                                             
CONECT   20   14   30   39   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    1                                                            
CONECT   32   11                                                            
CONECT   33   43                                                            
CONECT   34   43                                                            
CONECT   35   44                                                            
CONECT   36   44                                                            
CONECT   37    2   43                                                       
CONECT   38    7   19                                                       
CONECT   39    8   20                                                       
CONECT   40   12   43                                                       
CONECT   41   13   44                                                       
CONECT   42   14   44                                                       
CONECT   43   33   34   37   40                                             
CONECT   44   35   36   41   42                                             
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

Synonyms

Not Available

Molecular Formula

C₂₀H₂₂N₁₀O₁₂P₂

Average Mass

656.403

Monoisotopic Mass

656.090487344

IUPAC Name

(3aR,4R,6R,6aR)-4-(6-amino-9H-purin-9-yl)-6-({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl phosphono]oxy}methyl)-2-oxo-tetrahydro-2H-2lambda5-furo[3,4-d][1,3,2]dioxaphosphol-2-olate

Traditional Name

(3aR,4R,6R,6aR)-4-(6-aminopurin-9-yl)-6-({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl phosphono]oxy}methyl)-2-oxo-tetrahydro-2lambda5-furo[3,4-d][1,3,2]dioxaphosphol-2-olate

CAS Registry Number

Not Available

SMILES

[H][C@]1(CO)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]2([H])OP([O-])(=O)O[C@]12[H]

InChI Identifier

InChI=1S/C20H24N10O12P2/c21-15-9-17(25-3-23-15)29(5-27-9)19-11(32)12(7(1-31)38-19)40-43(33,34)37-2-8-13-14(42-44(35,36)41-13)20(39-8)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

ZKDCIJKZCQKMKS-XPWFQUROSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as (3'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (3'->5')-phosphodiester linkage.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

(3'->5')-dinucleotides and analogues

Sub Class

(3'->5')-dinucleotides

Direct Parent

(3'->5')-dinucleotides

Alternative Parents

Substituents

(3'->5')-dinucleotide
2',3'-cyclic purine ribonucleotide
Ribonucleoside 3'-phosphate
Pentose-5-phosphate
Pentose phosphate
N-glycosyl compound
Glycosyl compound
Pentose monosaccharide
Monosaccharide phosphate
6-aminopurine
Purine
Imidazopyrimidine
Dialkyl phosphate
Aminopyrimidine
Imidolactam
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
N-substituted imidazole
Monosaccharide
Heteroaromatic compound
Tetrahydrofuran
Imidazole
1,3_dioxaphospholane
Azole
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Amine
Alcohol
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-6.8	ChemAxon
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	4.23	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	315.34 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	138.34 m³·mol⁻¹	ChemAxon
Polarizability	56.26 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0016923	cyclic tetraadenylate	5'-hydroxy-diadenylate 2',3'-cylic phosphate	CRISPR system ring nuclease SSO2081	Nuclease	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Archaea	Crenarchaeota	1

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

135563795

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 5'-hydroxy-diadenylate 2',3'-cylic phosphate (MMDBc0055589)

MOL for #<Metabolite:0x00007fa4e8ecf5d8>

3D MOL for #<Metabolite:0x00007fa4e8ecf5d8>

3D SDF for #<Metabolite:0x00007fa4e8ecf5d8>

3D-SDF for #<Metabolite:0x00007fa4e8ecf5d8>

PDB for #<Metabolite:0x00007fa4e8ecf5d8>

3D PDB for #<Metabolite:0x00007fa4e8ecf5d8>

SMILES for #<Metabolite:0x00007fa4e8ecf5d8>

INCHI for #<Metabolite:0x00007fa4e8ecf5d8>

Structure for #<Metabolite:0x00007fa4e8ecf5d8>

3D Structure for #<Metabolite:0x00007fa4e8ecf5d8>