MiMeDB: Showing metabocard for 9-O-adenylylspectinomycin (MMDBc0055664)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:01:35 UTC

Update Date

2022-08-12 20:09:27 UTC

Metabolite ID

MMDBc0055664

Metabolite Identification

Common Name

9-O-adenylylspectinomycin

Description

3''-Adenylylspectinomycin 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 3''-Adenylylspectinomycin.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222012D          

 57 62  0  0  1  0            999 V2000
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7638    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5835    8.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8911    5.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3513    5.1414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6136    7.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6869    5.8951    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0738    6.4471    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2780    8.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4341    7.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3593    6.0346    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5424    8.1033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7630    8.6845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9190    7.8446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2780    6.5097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6056    6.3702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4938    6.0666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1600    7.2676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138    2.9980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888    4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5308    5.2277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1752    5.1846    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9004    6.6920    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3819    6.8965    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7181    5.5155    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  1  0  0  0
  8  4  1  0  0  0  0
  9  5  1  1  0  0  0
 10  4  1  0  0  0  0
 14  9  1  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 14  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 13  2  0  0  0  0
 21 13  1  0  0  0  0
 22 16  1  0  0  0  0
 24 10  1  0  0  0  0
 24 23  1  0  0  0  0
 25 20  1  0  0  0  0
 26  2  1  0  0  0  0
 11 26  1  6  0  0  0
 27  3  1  0  0  0  0
 12 27  1  6  0  0  0
 28  6  2  0  0  0  0
 28 20  1  0  0  0  0
 29  6  1  0  0  0  0
 29 21  2  0  0  0  0
 30  7  2  0  0  0  0
 30 13  1  0  0  0  0
 31  7  1  0  0  0  0
 31 21  1  0  0  0  0
 22 31  1  1  0  0  0
 32 10  2  0  0  0  0
 14 33  1  6  0  0  0
 15 34  1  1  0  0  0
 16 35  1  6  0  0  0
 24 36  1  6  0  0  0
 39  5  1  0  0  0  0
 40  8  1  0  0  0  0
 40 23  1  0  0  0  0
 41  9  1  0  0  0  0
 41 22  1  0  0  0  0
 42 19  1  0  0  0  0
 42 23  1  0  0  0  0
 43 17  1  0  0  0  0
 43 24  1  0  0  0  0
 18 44  1  1  0  0  0
 45 37  1  0  0  0  0
 45 38  2  0  0  0  0
 45 39  1  0  0  0  0
 45 44  1  0  0  0  0
  8 46  1  6  0  0  0
  9 47  1  6  0  0  0
 11 48  1  1  0  0  0
 12 49  1  1  0  0  0
 14 50  1  1  0  0  0
 15 51  1  1  0  0  0
 16 52  1  1  0  0  0
 17 53  1  6  0  0  0
 18 54  1  6  0  0  0
 19 55  1  1  0  0  0
 22 56  1  6  0  0  0
 23 57  1  6  0  0  0
M  END


  Mrv1652306172222012D          

 57 62  0  0  1  0            999 V2000
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7638    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5835    8.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8911    5.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3513    5.1414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6136    7.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6869    5.8951    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0738    6.4471    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2780    8.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4341    7.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3593    6.0346    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5424    8.1033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7630    8.6845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9190    7.8446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2780    6.5097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6056    6.3702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4938    6.0666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1600    7.2676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138    2.9980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888    4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5308    5.2277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1752    5.1846    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9004    6.6920    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3819    6.8965    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7181    5.5155    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  1  0  0  0
  8  4  1  0  0  0  0
  9  5  1  1  0  0  0
 10  4  1  0  0  0  0
 14  9  1  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 14  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 13  2  0  0  0  0
 21 13  1  0  0  0  0
 22 16  1  0  0  0  0
 24 10  1  0  0  0  0
 24 23  1  0  0  0  0
 25 20  1  0  0  0  0
 26  2  1  0  0  0  0
 11 26  1  6  0  0  0
 27  3  1  0  0  0  0
 12 27  1  6  0  0  0
 28  6  2  0  0  0  0
 28 20  1  0  0  0  0
 29  6  1  0  0  0  0
 29 21  2  0  0  0  0
 30  7  2  0  0  0  0
 30 13  1  0  0  0  0
 31  7  1  0  0  0  0
 31 21  1  0  0  0  0
 22 31  1  1  0  0  0
 32 10  2  0  0  0  0
 14 33  1  6  0  0  0
 15 34  1  1  0  0  0
 16 35  1  6  0  0  0
 24 36  1  6  0  0  0
 39  5  1  0  0  0  0
 40  8  1  0  0  0  0
 40 23  1  0  0  0  0
 41  9  1  0  0  0  0
 41 22  1  0  0  0  0
 42 19  1  0  0  0  0
 42 23  1  0  0  0  0
 43 17  1  0  0  0  0
 43 24  1  0  0  0  0
 18 44  1  1  0  0  0
 45 37  1  0  0  0  0
 45 38  2  0  0  0  0
 45 39  1  0  0  0  0
 45 44  1  0  0  0  0
  8 46  1  6  0  0  0
  9 47  1  6  0  0  0
 11 48  1  1  0  0  0
 12 49  1  1  0  0  0
 14 50  1  1  0  0  0
 15 51  1  1  0  0  0
 16 52  1  1  0  0  0
 17 53  1  6  0  0  0
 18 54  1  6  0  0  0
 19 55  1  1  0  0  0
 22 56  1  6  0  0  0
 23 57  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0055664

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(COP(O)(=O)O[C@@]2([H])[C@]([H])(NC)[C@]([H])(O)[C@]([H])(NC)[C@@]3([H])O[C@@]4(O)C(=O)C[C@@]([H])(C)O[C@@]4([H])O[C@]23[H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C24H36N7O13P/c1-8-4-10(32)24(36)23(40-8)42-19-17(43-24)11(26-2)15(34)12(27-3)18(19)44-45(37,38)39-5-9-14(33)16(35)22(41-9)31-7-30-13-20(25)28-6-29-21(13)31/h6-9,11-12,14-19,22-23,26-27,33-36H,4-5H2,1-3H3,(H,37,38)(H2,25,28,29)/t8-,9-,11+,12-,14-,15-,16-,17-,18+,19+,22-,23+,24+/m1/s1

> <INCHI_KEY>
YWELMMKQVLJFMW-QEYXCPIGSA-N

> <FORMULA>
C24H36N7O13P

> <MOLECULAR_WEIGHT>
661.562

> <EXACT_MASS>
661.210871245

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
62.17166178526149

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[(1S,3S,5R,8R,10R,11S,12R,13R,14S)-8,12-dihydroxy-5-methyl-11,13-bis(methylamino)-7-oxo-2,4,9-trioxatricyclo[8.4.0.0^{3,8}]tetradecan-14-yl]oxy})phosphinic acid

> <JCHEM_LOGP>
-4.075367437097651

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
8.590720955199545

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7914859619128847

> <JCHEM_PKA_STRONGEST_BASIC>
9.461628182924397

> <JCHEM_POLAR_SURFACE_AREA>
284.34999999999997

> <JCHEM_REFRACTIVITY>
145.7257

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy([(1S,3S,5R,8R,10R,11S,12R,13R,14S)-8,12-dihydroxy-5-methyl-11,13-bis(methylamino)-7-oxo-2,4,9-trioxatricyclo[8.4.0.0^{3,8}]tetradecan-14-yl]oxy)phosphinic acid

> <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      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.026   8.264   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.956  16.050   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.663  11.121   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.256   9.597   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.145  13.558   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.882  11.004   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.738  12.035   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.519  14.965   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.677  13.397   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.404  11.265   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      -1.013  15.126   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       8.002   0.000   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      10.669   4.620   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0       1.424  16.211   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0       3.582  14.643   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0       0.519  12.152   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0       2.997  11.891   0.000  0.00  0.00           N+0
HETATM   32  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       8.388  11.324   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       5.899  13.566   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       4.001   0.770   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      10.669   7.700   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      10.106   5.596   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       8.566   8.264   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       4.724   9.758   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   45  P   UNK     0       9.336   6.930   0.000  0.00  0.00           P+0
HETATM   46  H   UNK     0       1.334   5.390   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       7.794   9.678   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       9.336   0.770   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      10.669   3.080   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       7.281  12.492   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0       8.002   3.080   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       4.446  12.873   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0       5.335   3.080   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0       9.336   5.390   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0       6.668   5.390   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.207  10.296   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0       4.001   5.390   0.000  0.00  0.00           H+0
CONECT    1    8                                                            
CONECT    2   26                                                            
CONECT    3   27                                                            
CONECT    4    8   10                                                       
CONECT    5    9   39                                                       
CONECT    6   28   29                                                       
CONECT    7   30   31                                                       
CONECT    8    1    4   40   46                                             
CONECT    9    5   14   41   47                                             
CONECT   10    4   24   32                                                  
CONECT   11   15   17   26   48                                             
CONECT   12   15   18   27   49                                             
CONECT   13   20   21   30                                                  
CONECT   14    9   16   33   50                                             
CONECT   15   11   12   34   51                                             
CONECT   16   14   22   35   52                                             
CONECT   17   11   19   43   53                                             
CONECT   18   12   19   44   54                                             
CONECT   19   17   18   42   55                                             
CONECT   20   13   25   28                                                  
CONECT   21   13   29   31                                                  
CONECT   22   16   31   41   56                                             
CONECT   23   24   40   42   57                                             
CONECT   24   10   23   36   43                                             
CONECT   25   20                                                            
CONECT   26    2   11                                                       
CONECT   27    3   12                                                       
CONECT   28    6   20                                                       
CONECT   29    6   21                                                       
CONECT   30    7   13                                                       
CONECT   31    7   21   22                                                  
CONECT   32   10                                                            
CONECT   33   14                                                            
CONECT   34   15                                                            
CONECT   35   16                                                            
CONECT   36   24                                                            
CONECT   37   45                                                            
CONECT   38   45                                                            
CONECT   39    5   45                                                       
CONECT   40    8   23                                                       
CONECT   41    9   22                                                       
CONECT   42   19   23                                                       
CONECT   43   17   24                                                       
CONECT   44   18   45                                                       
CONECT   45   37   38   39   44                                             
CONECT   46    8                                                            
CONECT   47    9                                                            
CONECT   48   11                                                            
CONECT   49   12                                                            
CONECT   50   14                                                            
CONECT   51   15                                                            
CONECT   52   16                                                            
CONECT   53   17                                                            
CONECT   54   18                                                            
CONECT   55   19                                                            
CONECT   56   22                                                            
CONECT   57   23                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  124    0
END

Synonyms

Not Available

Molecular Formula

C₂₄H₃₆N₇O₁₃P

Average Mass

661.562

Monoisotopic Mass

661.210871245

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[(1S,3S,5R,8R,10R,11S,12R,13R,14S)-8,12-dihydroxy-5-methyl-11,13-bis(methylamino)-7-oxo-2,4,9-trioxatricyclo[8.4.0.0^{3,8}]tetradecan-14-yl]oxy})phosphinic acid

Traditional Name

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy([(1S,3S,5R,8R,10R,11S,12R,13R,14S)-8,12-dihydroxy-5-methyl-11,13-bis(methylamino)-7-oxo-2,4,9-trioxatricyclo[8.4.0.0^{3,8}]tetradecan-14-yl]oxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

[H][C@]1(COP(O)(=O)O[C@@]2([H])[C@]([H])(NC)[C@]([H])(O)[C@]([H])(NC)[C@@]3([H])O[C@@]4(O)C(=O)C[C@@]([H])(C)O[C@@]4([H])O[C@]23[H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C24H36N7O13P/c1-8-4-10(32)24(36)23(40-8)42-19-17(43-24)11(26-2)15(34)12(27-3)18(19)44-45(37,38)39-5-9-14(33)16(35)22(41-9)31-7-30-13-20(25)28-6-29-21(13)31/h6-9,11-12,14-19,22-23,26-27,33-36H,4-5H2,1-3H3,(H,37,38)(H2,25,28,29)/t8-,9-,11+,12-,14-,15-,16-,17-,18+,19+,22-,23+,24+/m1/s1

InChI Key

YWELMMKQVLJFMW-QEYXCPIGSA-N

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 phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Dialkyl phosphate
Para-dioxane
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Imidolactam
Alkyl phosphate
Pyrimidine
Tetrahydrofuran
Azole
Heteroaromatic compound
Imidazole
Cyclic alcohol
Secondary alcohol
1,2-aminoalcohol
Ketone
Hemiacetal
Azacycle
Oxacycle
Secondary amine
Acetal
Organoheterocyclic compound
Secondary aliphatic amine
Alcohol
Organopnictogen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Amine
Primary amine
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
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	-4.1	ChemAxon
pKa (Strongest Acidic)	1.79	ChemAxon
pKa (Strongest Basic)	9.46	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	284.35 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	145.73 m³·mol⁻¹	ChemAxon
Polarizability	62.17 Å³	ChemAxon
Number of Rings	6	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	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_17) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
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
MMDBr0017348	Adenosine triphosphate	9-O-adenylylspectinomycin	Aminoglycoside (3'') (9) adenylyltransferase	Reversible transfer of an adenylyl group	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
Bacteria	Proteobacteria	6	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Human sputum; Human subgingival plaque
Bacteria	Firmicutes	4	Human ; Human feces; Human subgingival plaque; Human saliva

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

389062

KEGG Compound ID

C03580

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440052

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 9-O-adenylylspectinomycin (MMDBc0055664)

MOL for #<Metabolite:0x00007f5a9011ae30>

3D MOL for #<Metabolite:0x00007f5a9011ae30>

3D SDF for #<Metabolite:0x00007f5a9011ae30>

3D-SDF for #<Metabolite:0x00007f5a9011ae30>

PDB for #<Metabolite:0x00007f5a9011ae30>

3D PDB for #<Metabolite:0x00007f5a9011ae30>

SMILES for #<Metabolite:0x00007f5a9011ae30>

INCHI for #<Metabolite:0x00007f5a9011ae30>

Structure for #<Metabolite:0x00007f5a9011ae30>

3D Structure for #<Metabolite:0x00007f5a9011ae30>