NP-MRD: Showing NP-Card for [(4r,9s,10s,10as)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-octahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid (NP0216112)

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Record Information

Version

2.0

Created at

2022-09-05 15:57:06 UTC

Updated at

2022-09-05 15:57:06 UTC

NP-MRD ID

NP0216112

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(4r,9s,10s,10as)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-octahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid

Description

[(4R,9S,10S,10aS)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid belongs to the class of organic compounds known as saxitoxins, gonyautoxins, and derivatives. Saxitoxins, gonyautoxins, and derivatives are compounds with a structure based on a 2,6-diamino-4-methyl-pyrrolo[1,2-c]purin-10-ol skeleton. Based on a literature review very few articles have been published on [(4R,9S,10S,10aS)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052217572D          

 25 27  0  0  1  0            999 V2000
    6.2102    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9962    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2982    1.2210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1308    0.3960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3102    2.4875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6458    3.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2333    3.9556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4663    3.1549    0.0000 N   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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 10  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
  6 25  1  0  0  0  0
 20 25  1  0  0  0  0
M  END

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
    0.9600    3.5372   -2.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1685    3.3438   -1.4749 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0266    2.1602   -0.9274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9904    1.7467   -0.0302 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9577    0.2887    0.1094 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6940   -0.2980   -1.0351 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0453    0.1638   -1.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1273   -0.1824   -0.6135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4368    0.1130    0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6759   -0.3547    1.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6594    0.8279    1.3349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5388   -1.7415   -1.0024 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2025   -2.2195   -0.9234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0548   -3.4734   -1.1735 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0488   -3.7713   -1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8088   -1.3027   -0.5690 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2474   -1.4270   -0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7129   -0.2916    0.4183 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6098   -0.7055    1.3593 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9697    0.2733    1.2479 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.4936    1.7044    1.3435 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5421    0.0968   -0.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0800   -0.0664    2.4521 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3877    0.1740    1.0400 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4820    1.4661    1.5077 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5156    0.0494   -0.1829 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8877    1.0499   -1.1392 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6346    2.4189    0.4323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2069   -0.0696    1.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0568   -0.0100   -1.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9829    1.2783   -1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2547   -0.2017   -2.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0663   -1.2893    0.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5301   -0.4150    2.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4378    0.4339    1.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3318   -2.4030   -1.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5702   -2.3984   -0.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7391   -1.2628   -1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0921    0.5547   -0.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9431   -0.2839    2.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348   -0.5333    1.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8048    2.0634    0.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498    0.9568   -1.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9 11  2  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6 12  1  0
 12 13  1  0
 13 14  2  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 23  1  0
 20 21  2  0
 20 22  2  0
 18 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  6
 27  3  1  0
  3  2  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
 26 16  1  0
  5 26  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
  7 31  1  0
  7 32  1  0
  6 30  1  6
 12 36  1  0
 14 15  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  6
 23 40  1  0
 24 41  1  1
 25 42  1  0
 27 43  1  0
  2  1  1  0
  4 28  1  0
  5 29  1  1
M  END


  Mrv1652309052217572D          

 25 27  0  0  1  0            999 V2000
    6.2102    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9962    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2982    1.2210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1308    0.3960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3102    2.4875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6458    3.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2333    3.9556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4663    3.1549    0.0000 N   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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 10  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
  6 25  1  0  0  0  0
 20 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0216112

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC[C@@H]1NC(=N)N2C[C@H](OS(O)(=O)=O)[C@@H](O)[C@@]22NC(=N)NC12

> <INCHI_IDENTIFIER>
InChI=1S/C11H18N6O7S/c1-4(18)23-3-5-7-11(16-9(12)15-7)8(19)6(24-25(20,21)22)2-17(11)10(13)14-5/h5-8,19H,2-3H2,1H3,(H2,13,14)(H3,12,15,16)(H,20,21,22)/t5-,6-,7?,8+,11-/m0/s1

> <INCHI_KEY>
DYKMREANXMYZCE-SJPJYECCSA-N

> <FORMULA>
C11H18N6O7S

> <MOLECULAR_WEIGHT>
378.36

> <EXACT_MASS>
378.095768118

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
33.72834676535462

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(4R,9S,10S,10aS)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid

> <JCHEM_LOGP>
-3.296275497820156

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.918601316801073

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.809200640411066

> <JCHEM_PKA_STRONGEST_BASIC>
9.607515721051659

> <JCHEM_POLAR_SURFACE_AREA>
197.15999999999997

> <JCHEM_REFRACTIVITY>
99.78089999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(4R,9S,10S,10aS)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-octahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      11.592   3.613   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.259   4.383   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.259   5.923   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       8.925   3.613   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       6.258   2.073   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       4.924  -0.237   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       3.590   2.073   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.320   2.843   0.000  0.00  0.00           O+0
HETATM   14  S   UNK     0      -1.090   1.509   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0      -1.860   0.175   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -2.423   2.279   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.244   0.739   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.650   5.553   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       2.446   4.643   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       3.072   6.050   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       2.302   7.384   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       4.604   5.889   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   25                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   20                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18   12   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   10   21   25                                             
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24    6   20                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
[(4R,9S,10S,10AS)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonate	Generator
[(4R,9S,10S,10AS)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-9-yl]oxidanesulphonate	Generator
[(4R,9S,10S,10AS)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-9-yl]oxidanesulphonic acid	Generator

Chemical Formula

C₁₁H₁₈N₆O₇S

Average Mass

378.3600 Da

Monoisotopic Mass

378.09577 Da

IUPAC Name

[(4R,9S,10S,10aS)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid

Traditional Name

[(4R,9S,10S,10aS)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-octahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

CC(=O)OC[C@@H]1NC(=N)N2C[C@H](OS(O)(=O)=O)[C@@H](O)[C@@]22NC(=N)NC12

InChI Identifier

InChI=1S/C11H18N6O7S/c1-4(18)23-3-5-7-11(16-9(12)15-7)8(19)6(24-25(20,21)22)2-17(11)10(13)14-5/h5-8,19H,2-3H2,1H3,(H2,13,14)(H3,12,15,16)(H,20,21,22)/t5-,6-,7?,8+,11-/m0/s1

InChI Key

DYKMREANXMYZCE-SJPJYECCSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as saxitoxins, gonyautoxins, and derivatives. Saxitoxins, gonyautoxins, and derivatives are compounds with a structure based on a 2,6-diamino-4-methyl-pyrrolo[1,2-c]purin-10-ol skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Saxitoxins, gonyautoxins, and derivatives

Sub Class

Not Available

Direct Parent

Saxitoxins, gonyautoxins, and derivatives

Alternative Parents

Substituents

Saxitoxin-gonyautoxin skeleton
Alkaloid or derivatives
Imidazopyrimidine
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
1,3-diazinane
Pyrrolidine
Organic sulfuric acid or derivatives
Imidazolidine
Secondary alcohol
Guanidine
Carboxylic acid ester
Azacycle
Organoheterocyclic compound
Carboximidamide
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-3.3	ChemAxon
pKa (Strongest Acidic)	-1.8	ChemAxon
pKa (Strongest Basic)	9.61	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	197.16 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	99.78 m³·mol⁻¹	ChemAxon
Polarizability	33.73 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

146683620

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(4r,9s,10s,10as)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-octahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid (NP0216112)

MOL for NP0216112 ([(4r,9s,10s,10as)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-octahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)

3D MOL for NP0216112 ([(4r,9s,10s,10as)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-octahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)

3D SDF for NP0216112 ([(4r,9s,10s,10as)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-octahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)

3D-SDF for NP0216112 ([(4r,9s,10s,10as)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-octahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)

PDB for NP0216112 ([(4r,9s,10s,10as)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-octahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)

3D PDB for NP0216112 ([(4r,9s,10s,10as)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-octahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)

SMILES for NP0216112 ([(4r,9s,10s,10as)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-octahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)

INCHI for NP0216112 ([(4r,9s,10s,10as)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-octahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)

Structure for NP0216112 ([(4r,9s,10s,10as)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-octahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)

3D Structure for NP0216112 ([(4r,9s,10s,10as)-4-[(acetyloxy)methyl]-10-hydroxy-2,6-diimino-octahydropyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid)