MiMeDB: Showing metabocard for 6-O-adenylylstreptidine (MMDBc0055606)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:00:08 UTC

Update Date

2022-08-12 20:09:25 UTC

Metabolite ID

MMDBc0055606

Metabolite Identification

Common Name

6-O-adenylylstreptidine

Description

9-[(2R,3R,4S,5R)-5-{[({[(1S,2R,3S,4S,5R,6S)-2,4-dicarbamimidamido-3,5,6-trihydroxycyclohexyl]oxy}(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-9H-purin-6-aminium belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. Based on a literature review very few articles have been published on 9-[(2R,3R,4S,5R)-5-{[({[(1S,2R,3S,4S,5R,6S)-2,4-dicarbamimidamido-3,5,6-trihydroxycyclohexyl]oxy}(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-9H-purin-6-aminium.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222002D          

 50 53  0  0  1  0            999 V2000
   -0.5683   -1.4940    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
    0.6538    1.5229    0.0000 C   0  0  0  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
   -4.9179   -1.1216    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0779   -2.2776    0.0000 C   0  0  2  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
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8316   -1.9421    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2504   -0.6367    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4967   -0.9722    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4105   -1.7927    0.0000 C   0  0  1  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
    1.9233    1.1104    0.0000 C   0  0  0  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
   -5.7578    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2380   -3.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -6.5114    0.3700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0903    0.5194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1518   -4.2542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706   -2.9487    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
    2.6378    0.6979    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
   -5.6715   -0.7860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9917   -3.0981    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
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4991   -2.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3367    0.1838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8293   -0.4873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4743   -0.9759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5045   -2.3108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3220   -1.1584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568   -2.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9894   -1.6433    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5853   -1.6065    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7454   -2.7626    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -1.3931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1642   -1.4572    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5830   -0.1517    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7431   -1.3078    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432    0.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3243   -2.6132    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    0.6542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  1  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  5  1  0  0  0  0
 11 10  1  0  0  0  0
 12  8  1  0  0  0  0
 13  6  1  0  0  0  0
 13 11  1  0  0  0  0
 14  7  2  0  0  0  0
 15  7  1  0  0  0  0
 16 12  1  0  0  0  0
 19 14  1  0  0  0  0
 20 17  2  0  0  0  0
 21 17  1  0  0  0  0
 22 18  2  0  0  0  0
 23 18  1  0  0  0  0
 24  2  2  0  0  0  0
 24 14  1  0  0  0  0
 25  2  1  0  0  0  0
 25 15  2  0  0  0  0
 26  3  2  0  0  0  0
 26  7  1  0  0  0  0
  5 27  1  6  0  0  0
 27 17  1  0  0  0  0
  6 28  1  6  0  0  0
 28 18  1  0  0  0  0
 29  3  1  0  0  0  0
 29 15  1  0  0  0  0
 16 29  1  1  0  0  0
  8 30  1  6  0  0  0
  9 31  1  6  0  0  0
 10 32  1  1  0  0  0
 11 33  1  6  0  0  0
 12 34  1  6  0  0  0
 37  1  1  0  0  0  0
 38  4  1  0  0  0  0
 38 16  1  0  0  0  0
 13 39  1  1  0  0  0
 40 35  1  0  0  0  0
 40 36  2  0  0  0  0
 40 37  1  0  0  0  0
 40 39  1  0  0  0  0
  4 41  1  6  0  0  0
  5 42  1  1  0  0  0
  6 43  1  1  0  0  0
  8 44  1  1  0  0  0
  9 45  1  6  0  0  0
 10 46  1  6  0  0  0
 11 47  1  1  0  0  0
 12 48  1  1  0  0  0
 13 49  1  6  0  0  0
 16 50  1  6  0  0  0
M  CHG  1  19   1
M  END


  Mrv1652306172222002D          

 50 53  0  0  1  0            999 V2000
   -0.5683   -1.4940    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
    0.6538    1.5229    0.0000 C   0  0  0  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
   -4.9179   -1.1216    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0779   -2.2776    0.0000 C   0  0  2  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
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8316   -1.9421    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2504   -0.6367    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4967   -0.9722    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4105   -1.7927    0.0000 C   0  0  1  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
    1.9233    1.1104    0.0000 C   0  0  0  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
   -5.7578    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2380   -3.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -6.5114    0.3700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0903    0.5194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1518   -4.2542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706   -2.9487    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
    2.6378    0.6979    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
   -5.6715   -0.7860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9917   -3.0981    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
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4991   -2.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3367    0.1838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8293   -0.4873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4743   -0.9759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5045   -2.3108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3220   -1.1584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568   -2.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9894   -1.6433    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5853   -1.6065    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7454   -2.7626    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -1.3931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1642   -1.4572    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5830   -0.1517    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7431   -1.3078    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432    0.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3243   -2.6132    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    0.6542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  1  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  5  1  0  0  0  0
 11 10  1  0  0  0  0
 12  8  1  0  0  0  0
 13  6  1  0  0  0  0
 13 11  1  0  0  0  0
 14  7  2  0  0  0  0
 15  7  1  0  0  0  0
 16 12  1  0  0  0  0
 19 14  1  0  0  0  0
 20 17  2  0  0  0  0
 21 17  1  0  0  0  0
 22 18  2  0  0  0  0
 23 18  1  0  0  0  0
 24  2  2  0  0  0  0
 24 14  1  0  0  0  0
 25  2  1  0  0  0  0
 25 15  2  0  0  0  0
 26  3  2  0  0  0  0
 26  7  1  0  0  0  0
  5 27  1  6  0  0  0
 27 17  1  0  0  0  0
  6 28  1  6  0  0  0
 28 18  1  0  0  0  0
 29  3  1  0  0  0  0
 29 15  1  0  0  0  0
 16 29  1  1  0  0  0
  8 30  1  6  0  0  0
  9 31  1  6  0  0  0
 10 32  1  1  0  0  0
 11 33  1  6  0  0  0
 12 34  1  6  0  0  0
 37  1  1  0  0  0  0
 38  4  1  0  0  0  0
 38 16  1  0  0  0  0
 13 39  1  1  0  0  0
 40 35  1  0  0  0  0
 40 36  2  0  0  0  0
 40 37  1  0  0  0  0
 40 39  1  0  0  0  0
  4 41  1  6  0  0  0
  5 42  1  1  0  0  0
  6 43  1  1  0  0  0
  8 44  1  1  0  0  0
  9 45  1  6  0  0  0
 10 46  1  6  0  0  0
 11 47  1  1  0  0  0
 12 48  1  1  0  0  0
 13 49  1  6  0  0  0
 16 50  1  6  0  0  0
M  CHG  1  19   1
M  END
> <DATABASE_ID>
MMDBc0055606

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(COP(O)(=O)O[C@]2([H])[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(NC(N)=N)[C@]([H])(O)[C@@]2([H])NC(N)=N)O[C@@]([H])(N2C=NC3=C([NH3+])N=CN=C23)[C@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C18H30N11O10P/c19-14-7-15(25-2-24-14)29(3-26-7)16-12(34)8(30)4(38-16)1-37-40(35,36)39-13-6(28-18(22)23)9(31)5(27-17(20)21)10(32)11(13)33/h2-6,8-13,16,30-34H,1H2,(H,35,36)(H2,19,24,25)(H4,20,21,27)(H4,22,23,28)/p+1/t4-,5+,6-,8-,9+,10-,11+,12-,13+,16-/m1/s1

> <INCHI_KEY>
HNYZZTVCUNXAIP-BKCFTUSJSA-O

> <FORMULA>
C18H31N11O10P

> <MOLECULAR_WEIGHT>
592.486

> <EXACT_MASS>
592.19874966

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
54.32351156736644

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9-[(2R,3R,4S,5R)-5-{[({[(1S,2R,3S,4S,5R,6S)-2,4-dicarbamimidamido-3,5,6-trihydroxycyclohexyl]oxy}(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-9H-purin-6-aminium

> <JCHEM_LOGP>
-6.670976270427285

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7868206090625502

> <JCHEM_PKA_STRONGEST_BASIC>
11.498961142133878

> <JCHEM_POLAR_SURFACE_AREA>
361.18000000000006

> <JCHEM_REFRACTIVITY>
161.0395000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
9-[(2R,3R,4S,5R)-5-[({[(1S,2R,3S,4S,5R,6S)-2,4-dicarbamimidamido-3,5,6-trihydroxycyclohexyl]oxy(hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]purin-6-aminium

> <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      -1.061  -2.789   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.185  -1.884   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.180  -2.094   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.612  -4.252   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.590   3.613   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      -9.019  -3.625   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.934  -1.188   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.527  -1.815   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.555  -1.114   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.366  -3.346   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.748   0.064   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.044  -6.410   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.924   5.923   0.000  0.00  0.00           N+1
HETATM   20  N   UNK     0     -12.155   0.691   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0      -9.502   0.969   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0      -5.883  -7.941   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      -4.798  -5.504   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       4.924   1.303   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0     -10.587  -1.467   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      -7.451  -5.783   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM   30  O   UNK     0       2.126  -3.824   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0     -10.265  -4.530   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -8.095   0.343   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -5.281  -0.910   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       4.095  -1.114   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -4.619  -1.822   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -2.808  -4.313   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -2.468  -2.162   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       0.185  -0.344   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -4.959  -3.973   0.000  0.00  0.00           O+0
HETATM   40  P   UNK     0      -3.714  -3.068   0.000  0.00  0.00           P+0
HETATM   41  H   UNK     0       0.426  -3.405   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0     -10.426  -2.999   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      -8.858  -5.157   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.171  -2.600   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      -7.773  -2.720   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      -6.688  -0.283   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      -5.120  -2.441   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       3.254   0.259   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      -6.205  -4.878   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.561   1.221   0.000  0.00  0.00           H+0
CONECT    1    4   37                                                       
CONECT    2   24   25                                                       
CONECT    3   26   29                                                       
CONECT    4    1    8   38   41                                             
CONECT    5    9   10   27   42                                             
CONECT    6    9   13   28   43                                             
CONECT    7   14   15   26                                                  
CONECT    8    4   12   30   44                                             
CONECT    9    5    6   31   45                                             
CONECT   10    5   11   32   46                                             
CONECT   11   10   13   33   47                                             
CONECT   12    8   16   34   48                                             
CONECT   13    6   11   39   49                                             
CONECT   14    7   19   24                                                  
CONECT   15    7   25   29                                                  
CONECT   16   12   29   38   50                                             
CONECT   17   20   21   27                                                  
CONECT   18   22   23   28                                                  
CONECT   19   14                                                            
CONECT   20   17                                                            
CONECT   21   17                                                            
CONECT   22   18                                                            
CONECT   23   18                                                            
CONECT   24    2   14                                                       
CONECT   25    2   15                                                       
CONECT   26    3    7                                                       
CONECT   27    5   17                                                       
CONECT   28    6   18                                                       
CONECT   29    3   15   16                                                  
CONECT   30    8                                                            
CONECT   31    9                                                            
CONECT   32   10                                                            
CONECT   33   11                                                            
CONECT   34   12                                                            
CONECT   35   40                                                            
CONECT   36   40                                                            
CONECT   37    1   40                                                       
CONECT   38    4   16                                                       
CONECT   39   13   40                                                       
CONECT   40   35   36   37   39                                             
CONECT   41    4                                                            
CONECT   42    5                                                            
CONECT   43    6                                                            
CONECT   44    8                                                            
CONECT   45    9                                                            
CONECT   46   10                                                            
CONECT   47   11                                                            
CONECT   48   12                                                            
CONECT   49   13                                                            
CONECT   50   16                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  106    0
END

Synonyms

Not Available

Molecular Formula

C₁₈H₃₁N₁₁O₁₀P

Average Mass

592.486

Monoisotopic Mass

592.19874966

IUPAC Name

9-[(2R,3R,4S,5R)-5-{[({[(1S,2R,3S,4S,5R,6S)-2,4-dicarbamimidamido-3,5,6-trihydroxycyclohexyl]oxy}(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-9H-purin-6-aminium

Traditional Name

9-[(2R,3R,4S,5R)-5-[({[(1S,2R,3S,4S,5R,6S)-2,4-dicarbamimidamido-3,5,6-trihydroxycyclohexyl]oxy(hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]purin-6-aminium

CAS Registry Number

Not Available

SMILES

[H][C@]1(COP(O)(=O)O[C@]2([H])[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(NC(N)=N)[C@]([H])(O)[C@@]2([H])NC(N)=N)O[C@@]([H])(N2C=NC3=C([NH3+])N=CN=C23)[C@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C18H30N11O10P/c19-14-7-15(25-2-24-14)29(3-26-7)16-12(34)8(30)4(38-16)1-37-40(35,36)39-13-6(28-18(22)23)9(31)5(27-17(20)21)10(32)11(13)33/h2-6,8-13,16,30-34H,1H2,(H,35,36)(H2,19,24,25)(H4,20,21,27)(H4,22,23,28)/p+1/t4-,5+,6-,8-,9+,10-,11+,12-,13+,16-/m1/s1

InChI Key

HNYZZTVCUNXAIP-BKCFTUSJSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside monophosphates

Alternative Parents

Substituents

Purine ribonucleoside monophosphate
Pentose-5-phosphate
Pentose phosphate
N-glycosyl compound
Glycosyl compound
Pentose monosaccharide
Monosaccharide phosphate
6-aminopurine
Purine
Imidazopyrimidine
Dialkyl phosphate
Cyclohexanol
Aminopyrimidine
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
N-substituted imidazole
Monosaccharide
Cyclitol or derivatives
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Cyclic alcohol
Azole
Secondary alcohol
Guanidine
Oxacycle
Azacycle
Organoheterocyclic compound
Carboximidamide
Polyol
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Imine
Amine
Alcohol
Organic cation
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	-6.7	ChemAxon
pKa (Strongest Acidic)	1.79	ChemAxon
pKa (Strongest Basic)	11.5	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	361.18 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	161.04 m³·mol⁻¹	ChemAxon
Polarizability	54.32 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

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

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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
Bacteria	Firmicutes	1	Human feces

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

157049284

PDB ID

Not Available

ChEBI ID

184375

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 6-O-adenylylstreptidine (MMDBc0055606)

MOL for #<Metabolite:0x00007fed15b51a30>

3D MOL for #<Metabolite:0x00007fed15b51a30>

3D SDF for #<Metabolite:0x00007fed15b51a30>

3D-SDF for #<Metabolite:0x00007fed15b51a30>

PDB for #<Metabolite:0x00007fed15b51a30>

3D PDB for #<Metabolite:0x00007fed15b51a30>

SMILES for #<Metabolite:0x00007fed15b51a30>

INCHI for #<Metabolite:0x00007fed15b51a30>

Structure for #<Metabolite:0x00007fed15b51a30>

3D Structure for #<Metabolite:0x00007fed15b51a30>