NP-MRD: Showing NP-Card for n-sulfo{[(3as,4r,10as)-10,10-dihydroxy-2,6-diimino-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid (NP0191844)

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Record Information

Version

2.0

Created at

2022-09-04 08:55:46 UTC

Updated at

2022-09-04 08:55:47 UTC

NP-MRD ID

NP0191844

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-sulfo{[(3as,4r,10as)-10,10-dihydroxy-2,6-diimino-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid

Description

N-sulfo{[(4R,10aS,10bS)-10,10-dihydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid, also known as gonyautoxin V or GTX5, 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. N-sulfo{[(4R,10aS,10bS)-10,10-dihydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid is a very strong basic compound (based on its pKa). n-sulfo{[(3as,4r,10as)-10,10-dihydroxy-2,6-diimino-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid is found in Pyrodinium bahamense. N-sulfo{[(4R,10aS,10bS)-10,10-dihydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid is a potentially toxic compound.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 08291401402D          

 27 29  0  0  1  0            999 V2000
    1.6458   -2.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4663   -2.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    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
    3.3523    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102   -1.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.6021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.9092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6914   -1.1169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    4.2521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8918    3.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2418    3.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.4271    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    0.5396    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.6979    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  6  0  0  0
  5  4  1  0  0  0  0
  9  1  1  0  0  0  0
 10  5  1  0  0  0  0
 10  9  1  0  0  0  0
 11  6  2  0  0  0  0
 12  7  2  0  0  0  0
 13  4  1  0  0  0  0
 13  7  1  0  0  0  0
 14  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15  6  1  0  0  0  0
 10 15  1  1  0  0  0
 16  8  2  0  0  0  0
 17  2  1  0  0  0  0
 17  7  1  0  0  0  0
 17 10  1  0  0  0  0
 18  8  1  0  0  0  0
 19  9  1  0  0  0  0
 20  9  1  0  0  0  0
 24  3  1  0  0  0  0
 24  8  1  0  0  0  0
 16 25  1  4  0  0  0
 25 21  1  0  0  0  0
 25 22  2  0  0  0  0
 25 23  2  0  0  0  0
  4 26  1  1  0  0  0
  5 27  1  6  0  0  0
M  END

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
   -1.8946   -3.3925   -2.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2780   -2.4225   -2.3838 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9322   -1.5943   -1.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0340   -1.8797   -0.3590 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6329   -0.5319    0.0802 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2618    0.0068   -1.0124 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6849   -0.4315   -0.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3095    0.1344    0.2619 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6216   -0.1331    0.5844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1572    0.4168    1.7195 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3398   -0.8879   -0.1655 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9836   -1.2205    0.2423 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.1421   -1.3248    1.7512 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4488   -2.4748   -0.4186 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9533    0.0419   -0.2820 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282    1.4319   -1.1413 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8448    2.2536   -0.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9317    3.5075   -0.8707 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1920    3.9703   -1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8561    1.5964    0.1159 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8592    2.0323    1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8974    0.9315    0.9955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9868   -0.3052    0.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4984   -0.4985    2.2336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7182   -1.3750    0.4883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9483    0.1709   -0.0116 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3792   -0.2458   -1.3477 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7548   -2.7984    0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1780   -0.5423    1.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1047   -0.4098   -1.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2382   -0.0552   -1.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7968   -1.5318   -0.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0795   -0.0656    2.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5575    0.8871    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0338    1.8983   -1.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3057    3.0096    0.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4714    2.0474    2.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5393    0.9183    1.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4917    1.0133    0.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2997   -0.4485    2.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9204   -2.0475    1.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8871    0.3490   -2.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  3 27  1  0
 26 27  1  6
 26 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 20 17  1  0
 17 18  2  0
 17 16  1  0
 16  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 15  1  0
 12 13  2  0
 12 14  2  0
 26  5  1  0
 23 26  1  0
  6  5  1  0
  5 29  1  1
  4 28  1  0
  2  1  1  0
 27 42  1  0
 21 36  1  0
 21 37  1  0
 22 38  1  0
 22 39  1  0
 24 40  1  0
 25 41  1  0
 18 19  1  0
 16 35  1  0
  6 30  1  6
  7 31  1  0
  7 32  1  0
 10 33  1  0
 15 34  1  0
M  END


  Mrv0541 08291401402D          

 27 29  0  0  1  0            999 V2000
    1.6458   -2.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4663   -2.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    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
    3.3523    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102   -1.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.6021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.9092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6914   -1.1169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    4.2521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8918    3.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2418    3.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.4271    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    0.5396    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -0.6979    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  6  0  0  0
  5  4  1  0  0  0  0
  9  1  1  0  0  0  0
 10  5  1  0  0  0  0
 10  9  1  0  0  0  0
 11  6  2  0  0  0  0
 12  7  2  0  0  0  0
 13  4  1  0  0  0  0
 13  7  1  0  0  0  0
 14  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15  6  1  0  0  0  0
 10 15  1  1  0  0  0
 16  8  2  0  0  0  0
 17  2  1  0  0  0  0
 17  7  1  0  0  0  0
 17 10  1  0  0  0  0
 18  8  1  0  0  0  0
 19  9  1  0  0  0  0
 20  9  1  0  0  0  0
 24  3  1  0  0  0  0
 24  8  1  0  0  0  0
 16 25  1  4  0  0  0
 25 21  1  0  0  0  0
 25 22  2  0  0  0  0
 25 23  2  0  0  0  0
  4 26  1  1  0  0  0
  5 27  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0191844

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12NC(=N)N[C@]11N(CCC1(O)O)C(=N)N[C@@]2([H])COC(O)=NS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H17N7O7S/c11-6-14-5-4(3-24-8(18)16-25(21,22)23)13-7(12)17-2-1-9(19,20)10(5,17)15-6/h4-5,19-20H,1-3H2,(H2,12,13)(H,16,18)(H3,11,14,15)(H,21,22,23)/t4-,5-,10-/m0/s1

> <INCHI_KEY>
JKKCSFJSULZNDN-HGRQIUPRSA-N

> <FORMULA>
C10H17N7O7S

> <MOLECULAR_WEIGHT>
379.35

> <EXACT_MASS>
379.091016623

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
33.18463964371813

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-sulfo{[(4R,10aS,10bS)-10,10-dihydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid

> <ALOGPS_LOGP>
-2.04

> <JCHEM_LOGP>
-7.920015421513564

> <ALOGPS_LOGS>
-2.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.083924623920567

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.9885843707737934

> <JCHEM_PKA_STRONGEST_BASIC>
10.152577483874074

> <JCHEM_POLAR_SURFACE_AREA>
223.67999999999995

> <JCHEM_REFRACTIVITY>
99.41919999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.73e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-sulfo{[(4R,10aS,10bS)-10,10-dihydroxy-2,6-diimino-hexahydro-1H-pyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-AUG-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-AUG-14         0                                  
HETATM    1  C   UNK     0       3.072  -4.510   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.604  -4.349   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   1.777   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.258   4.087   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.446  -3.103   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -0.320  -1.303   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       7.591  -2.843   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       6.258  -0.533   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       7.591   4.857   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       4.924  -2.843   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       4.924   4.857   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.976  -3.564   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.291  -2.085   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       7.591   7.937   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.131   6.397   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.051   6.397   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.258   2.547   0.000  0.00  0.00           O+0
HETATM   25  S   UNK     0       7.591   6.397   0.000  0.00  0.00           S+0
HETATM   26  H   UNK     0       3.590   1.007   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.924  -1.303   0.000  0.00  0.00           H+0
CONECT    1    2    9                                                       
CONECT    2    1   17                                                       
CONECT    3    4   24                                                       
CONECT    4    3    5   13   26                                             
CONECT    5    4   10   14   27                                             
CONECT    6   11   14   15                                                  
CONECT    7   12   13   17                                                  
CONECT    8   16   18   24                                                  
CONECT    9    1   10   19   20                                             
CONECT   10    5    9   15   17                                             
CONECT   11    6                                                            
CONECT   12    7                                                            
CONECT   13    4    7                                                       
CONECT   14    5    6                                                       
CONECT   15    6   10                                                       
CONECT   16    8   25                                                       
CONECT   17    2    7   10                                                  
CONECT   18    8                                                            
CONECT   19    9                                                            
CONECT   20    9                                                            
CONECT   21   25                                                            
CONECT   22   25                                                            
CONECT   23   25                                                            
CONECT   24    3    8                                                       
CONECT   25   16   21   22   23                                             
CONECT   26    4                                                            
CONECT   27    5                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
Gonyautoxin V	Kegg
GTX5	Kegg
Toxin b1	Kegg
N-Sulfo{[(4R,10as,10BS)-10,10-dihydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidate	Generator
N-Sulpho{[(4R,10as,10BS)-10,10-dihydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidate	Generator
N-Sulpho{[(4R,10as,10BS)-10,10-dihydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid	Generator

Chemical Formula

C₁₀H₁₇N₇O₇S

Average Mass

379.3500 Da

Monoisotopic Mass

379.09102 Da

IUPAC Name

N-sulfo{[(4R,10aS,10bS)-10,10-dihydroxy-2,6-diimino-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid

Traditional Name

N-sulfo{[(4R,10aS,10bS)-10,10-dihydroxy-2,6-diimino-hexahydro-1H-pyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]12NC(=N)N[C@]11N(CCC1(O)O)C(=N)N[C@@]2([H])COC(O)=NS(O)(=O)=O

InChI Identifier

InChI=1S/C10H17N7O7S/c11-6-14-5-4(3-24-8(18)16-25(21,22)23)13-7(12)17-2-1-9(19,20)10(5,17)15-6/h4-5,19-20H,1-3H2,(H2,12,13)(H,16,18)(H3,11,14,15)(H,21,22,23)/t4-,5-,10-/m0/s1

InChI Key

JKKCSFJSULZNDN-HGRQIUPRSA-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

Species Name	Source	Reference
Pyrodinium bahamense	LOTUS Database	35616633

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
Imidazopyrimidine
Alkaloid or derivatives
Hydropyrimidine
1,4,5,6-tetrahydropyrimidine
2-imidazoline
Organic sulfuric acid or derivatives
Pyrrolidine
Guanidine
Carbonic acid derivative
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carbonyl hydrate
Carboximidamide
Hydrocarbon derivative
Organopnictogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Organic oxide
Organic oxygen compound
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	-2	ALOGPS
logP	-7.9	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	-2	ChemAxon
pKa (Strongest Basic)	10.15	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	223.68 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	99.42 m³·mol⁻¹	ChemAxon
Polarizability	33.18 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

C20018

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

104996

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-sulfo{[(3as,4r,10as)-10,10-dihydroxy-2,6-diimino-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid (NP0191844)

MOL for NP0191844 (n-sulfo{[(3as,4r,10as)-10,10-dihydroxy-2,6-diimino-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid)

3D MOL for NP0191844 (n-sulfo{[(3as,4r,10as)-10,10-dihydroxy-2,6-diimino-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid)

3D SDF for NP0191844 (n-sulfo{[(3as,4r,10as)-10,10-dihydroxy-2,6-diimino-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid)

3D-SDF for NP0191844 (n-sulfo{[(3as,4r,10as)-10,10-dihydroxy-2,6-diimino-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid)

PDB for NP0191844 (n-sulfo{[(3as,4r,10as)-10,10-dihydroxy-2,6-diimino-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid)

3D PDB for NP0191844 (n-sulfo{[(3as,4r,10as)-10,10-dihydroxy-2,6-diimino-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid)

SMILES for NP0191844 (n-sulfo{[(3as,4r,10as)-10,10-dihydroxy-2,6-diimino-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid)

INCHI for NP0191844 (n-sulfo{[(3as,4r,10as)-10,10-dihydroxy-2,6-diimino-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid)

Structure for NP0191844 (n-sulfo{[(3as,4r,10as)-10,10-dihydroxy-2,6-diimino-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid)

3D Structure for NP0191844 (n-sulfo{[(3as,4r,10as)-10,10-dihydroxy-2,6-diimino-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid)