NP-MRD: Showing NP-Card for [5,10,10-trihydroxy-2,6-diimino-9-(sulfooxy)-hexahydropyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid (NP0153380)

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Record Information

Version

2.0

Created at

2022-09-02 10:01:49 UTC

Updated at

2022-09-02 10:01:49 UTC

NP-MRD ID

NP0153380

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[5,10,10-trihydroxy-2,6-diimino-9-(sulfooxy)-hexahydropyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid

Description

Gonyautoxin I, also known as GTX1 or GTX I, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Gonyautoxin I is a very strong basic compound (based on its pKa). The gonyautoxin toxicity is caused by the reversibly binding to its receptor site on the voltage-gated sodium channel on excitable cells, thus blocking the influx of Na+ ions and preventing nerve and muscle cells from producing action potentials, therefore, blocking neuronal transmission, which results in a temporary paralysis of muscles. Its effect is dose-dependent and the binding to its receptor site is only regulated by affinity. Outside of the human body, Gonyautoxin I has been detected, but not quantified in, mollusks. This could make gonyautoxin I a potential biomarker for the consumption of these foods. Gonyautoxin I is a potentially toxic compound. Gonyautoxin paralyzes the injected sphincter reducing anal tone, leaving the other muscles unaffected. The paretic effect lasts for more than one week.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241215382D          

 27 29  0  0  0  0            999 V2000
   -2.0960    3.5987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044    3.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6689    3.5231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044    2.3242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6897    1.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6897    1.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0240    0.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0240   -0.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8091   -0.4048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8091    0.9287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2944    0.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1194    0.2620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044    0.6745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1194    1.0869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142   -2.1702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3017   -1.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5191   -1.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6897   -0.5628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044   -0.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1194   -0.5628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1107   -3.5987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3017   -2.8852    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0167   -3.2976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4118   -2.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3521   -1.1143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6372   -0.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4736   -0.6067    0.0000 O   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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  8 18  1  0  0  0  0
  8 26  1  0  0  0  0
  9 11  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 14  1  0  0  0  0
 13 19  1  0  0  0  0
 15 16  1  0  0  0  0
 15 22  1  0  0  0  0
 16 17  1  0  0  0  0
 16 26  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 21 22  2  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
   -0.7371   -4.5393    0.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3069   -3.9588   -0.1892 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3602   -2.6740   -0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2232   -1.8709   -1.2231 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0907   -0.4910   -0.8252 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4392    0.0358   -0.4661 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5471   -0.6493   -1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7818   -0.0171   -1.0346 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9322   -0.4518   -1.6453 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2047    0.1060   -1.4785 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8262   -1.4459   -2.4277 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7485   -0.0418    0.9486 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9306   -0.5326    1.4081 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7392    0.4289    1.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0465    0.7936    3.0389 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0451    0.7335    3.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5815    0.4621    1.3323 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7230    1.2842    1.7275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6576    1.2224    0.5482 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6730    2.3852   -0.1976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1388    3.1469   -0.2478 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.0197    4.6350   -0.4218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8999    2.6318   -1.4405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0873    2.8010    1.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2856    0.0097   -0.2283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2350    0.2382   -1.6102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2111   -1.0298   -0.0087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9305   -0.4243    0.2549 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9702   -1.8185    0.7244 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6715   -2.1948   -2.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3215    0.0659   -1.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433    1.1276   -0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2956   -0.4662   -2.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5564   -1.7346   -1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5302    0.3739   -0.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8390    0.2608   -2.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2043   -1.3058    0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1521    0.7824    2.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4342    2.2933    2.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6834    1.0789    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6081    3.0520    1.9552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8828   -0.3201   -2.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7908   -1.9196   -0.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4049   -2.0628    1.6273 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  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  3 29  1  0
 28 29  1  1
 28 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 24  1  0
 21 22  2  0
 21 23  2  0
 19 25  1  0
 25 26  1  0
 25 27  1  0
 17 14  1  0
 14 15  2  0
 14 12  1  0
 12 13  1  0
 12  6  1  0
 28  5  1  0
 25 28  1  0
 10 35  1  0
 10 36  1  0
  7 33  1  0
  7 34  1  0
  6 32  1  6
  5 31  1  6
  4 30  1  0
  2  1  1  0
 29 44  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  1
 24 41  1  0
 26 42  1  0
 27 43  1  0
 15 16  1  0
 13 37  1  0
M  END


  Mrv0541 02241215382D          

 27 29  0  0  0  0            999 V2000
   -2.0960    3.5987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044    3.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6689    3.5231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044    2.3242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6897    1.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6897    1.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0240    0.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0240   -0.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8091   -0.4048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8091    0.9287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2944    0.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1194    0.2620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044    0.6745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1194    1.0869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142   -2.1702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3017   -1.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5191   -1.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6897   -0.5628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044   -0.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1194   -0.5628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1107   -3.5987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3017   -2.8852    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0167   -3.2976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4118   -2.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3521   -1.1143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6372   -0.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4736   -0.6067    0.0000 O   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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  8 18  1  0  0  0  0
  8 26  1  0  0  0  0
  9 11  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 14  1  0  0  0  0
 13 19  1  0  0  0  0
 15 16  1  0  0  0  0
 15 22  1  0  0  0  0
 16 17  1  0  0  0  0
 16 26  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 21 22  2  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0153380

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(=O)OCC1C2NC(=N)NC22N(CC(OS(O)(=O)=O)C2(O)O)C(=N)N1O

> <INCHI_IDENTIFIER>
InChI=1S/C10H17N7O9S/c11-6-14-5-3(2-25-8(13)18)17(21)7(12)16-1-4(26-27(22,23)24)10(19,20)9(5,16)15-6/h3-5,12,19-21H,1-2H2,(H2,13,18)(H3,11,14,15)(H,22,23,24)

> <INCHI_KEY>
CETRDCWBMBILAL-UHFFFAOYSA-N

> <FORMULA>
C10H17N7O9S

> <MOLECULAR_WEIGHT>
411.348

> <EXACT_MASS>
411.080845867

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
35.00632718983904

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{4-[(carbamoyloxy)methyl]-5,10,10-trihydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-9-yl}oxidanesulfonic acid

> <ALOGPS_LOGP>
-2.30

> <JCHEM_LOGP>
-3.7270216502611357

> <ALOGPS_LOGS>
-2.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
9.52723399697513

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.905227701801647

> <JCHEM_PKA_STRONGEST_BASIC>
10.127373141911926

> <JCHEM_POLAR_SURFACE_AREA>
254.84999999999997

> <JCHEM_REFRACTIVITY>
101.6895

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.05e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{4-[(carbamoyloxy)methyl]-5,10,10-trihydroxy-2,6-diimino-hexahydropyrrolo[1,2-c]purin-9-yl}oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  N   UNK     0      -3.913   6.718   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -2.622   5.879   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.249   6.576   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -2.622   4.339   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.287   3.569   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.287   2.029   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.045   1.259   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.045  -0.281   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       1.510  -0.756   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       1.510   1.734   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.416   0.489   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       3.956   0.489   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      -2.622   1.259   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0      -3.956   2.029   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.333  -4.051   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.563  -2.719   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.969  -2.557   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      -1.287  -1.051   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -2.622  -0.281   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      -3.956  -1.051   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0      -0.207  -6.718   0.000  0.00  0.00           O+0
HETATM   22  S   UNK     0       0.563  -5.386   0.000  0.00  0.00           S+0
HETATM   23  O   UNK     0       1.898  -6.156   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.769  -4.616   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.524  -2.080   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.189  -1.310   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.751  -1.133   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    9   18   26                                             
CONECT    9    8   11                                                       
CONECT   10    7   11                                                       
CONECT   11    9   10   12                                                  
CONECT   12   11                                                            
CONECT   13    6   14   19                                                  
CONECT   14   13                                                            
CONECT   15   16   22                                                       
CONECT   16   15   17   26                                                  
CONECT   17   16   18                                                       
CONECT   18    8   17   19                                                  
CONECT   19   13   18   20                                                  
CONECT   20   19                                                            
CONECT   21   22                                                            
CONECT   22   15   21   23   24                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   26                                                            
CONECT   26    8   16   25   27                                             
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
Gonyautoxin 1	HMDB
Gonyautoxin-I	HMDB
GTX I	HMDB
GTX1	HMDB
Toxin GTX1	HMDB
{[5,10,10-trihydroxy-2,6-diimino-9-(sulfooxy)-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidate	Generator
{[5,10,10-trihydroxy-2,6-diimino-9-(sulphooxy)-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidate	Generator
{[5,10,10-trihydroxy-2,6-diimino-9-(sulphooxy)-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid	Generator
Gonyautoxin I	MeSH
Gonyautoxin IV	MeSH
Gonyautoxin-IV	MeSH

Chemical Formula

C₁₀H₁₇N₇O₉S

Average Mass

411.3480 Da

Monoisotopic Mass

411.08085 Da

IUPAC Name

{4-[(carbamoyloxy)methyl]-5,10,10-trihydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-9-yl}oxidanesulfonic acid

Traditional Name

{4-[(carbamoyloxy)methyl]-5,10,10-trihydroxy-2,6-diimino-hexahydropyrrolo[1,2-c]purin-9-yl}oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

NC(=O)OCC1C2NC(=N)NC22N(CC(OS(O)(=O)=O)C2(O)O)C(=N)N1O

InChI Identifier

InChI=1S/C10H17N7O9S/c11-6-14-5-3(2-25-8(13)18)17(21)7(12)16-1-4(26-27(22,23)24)10(19,20)9(5,16)15-6/h3-5,12,19-21H,1-2H2,(H2,13,18)(H3,11,14,15)(H,22,23,24)

InChI Key

CETRDCWBMBILAL-UHFFFAOYSA-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 long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Epoxy fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Unsaturated fatty acid
Secondary alcohol
Monocarboxylic acid or derivatives
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	-2.3	ALOGPS
logP	-3.7	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	-1.9	ChemAxon
pKa (Strongest Basic)	10.13	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	254.85 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	101.69 m³·mol⁻¹	ChemAxon
Polarizability	35.01 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

HMDB0033506

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB011561

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C16855

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

104848

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [5,10,10-trihydroxy-2,6-diimino-9-(sulfooxy)-hexahydropyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid (NP0153380)

MOL for NP0153380 ([5,10,10-trihydroxy-2,6-diimino-9-(sulfooxy)-hexahydropyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)

3D MOL for NP0153380 ([5,10,10-trihydroxy-2,6-diimino-9-(sulfooxy)-hexahydropyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)

3D SDF for NP0153380 ([5,10,10-trihydroxy-2,6-diimino-9-(sulfooxy)-hexahydropyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)

3D-SDF for NP0153380 ([5,10,10-trihydroxy-2,6-diimino-9-(sulfooxy)-hexahydropyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)

PDB for NP0153380 ([5,10,10-trihydroxy-2,6-diimino-9-(sulfooxy)-hexahydropyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)

3D PDB for NP0153380 ([5,10,10-trihydroxy-2,6-diimino-9-(sulfooxy)-hexahydropyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)

SMILES for NP0153380 ([5,10,10-trihydroxy-2,6-diimino-9-(sulfooxy)-hexahydropyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)

INCHI for NP0153380 ([5,10,10-trihydroxy-2,6-diimino-9-(sulfooxy)-hexahydropyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)

Structure for NP0153380 ([5,10,10-trihydroxy-2,6-diimino-9-(sulfooxy)-hexahydropyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)

3D Structure for NP0153380 ([5,10,10-trihydroxy-2,6-diimino-9-(sulfooxy)-hexahydropyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)