NP-MRD: Showing NP-Card for [(3as,4r,9r,10as)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid (NP0188928)

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Record Information

Version

2.0

Created at

2022-09-04 05:20:22 UTC

Updated at

2022-09-04 05:20:22 UTC

NP-MRD ID

NP0188928

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(3as,4r,9r,10as)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid

Description

{[(4R,9R,10aS,10bS)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic 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. [(3as,4r,9r,10as)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid is found in Apis cerana, Mizuhopecten yessoensis and Saxidomus nuttalli. Based on a literature review very few articles have been published on {[(4R,9R,10aS,10bS)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042207202D          

 26 28  0  0  1  0            999 V2000
   -0.1712   -0.6979    0.0000 N   0  0  0  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
    1.1387   -0.0305    0.0000 N   0  0  0  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
    2.6378    0.1271    0.0000 C   0  0  2  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
    3.3523    1.3646    0.0000 O   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
    4.0668    2.6021    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
    3.3523   -0.2854    0.0000 N   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
    4.0668   -1.5229    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
    2.4663   -2.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6458   -2.4162    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2333   -3.1306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6458   -3.8451    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0583   -4.5596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9313   -4.2576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3603   -3.4326    0.0000 O   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
    0.5958   -2.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8253   -0.9950    0.0000 O   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
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  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
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
  4 25  1  0  0  0  0
 25 14  1  1  0  0  0
 25 26  1  0  0  0  0
  2 26  1  0  0  0  0
M  END

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
   -2.7607    3.1669    0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5664    2.9010    0.6569 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3109    1.8640    0.3395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3920    1.5368    1.1448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0249    1.1172   -0.7712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7146    0.7667   -1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0648   -0.1045   -0.0304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0292    0.5798    1.2392 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8088    1.2773    1.5673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8477    2.3561    2.2326 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0414    2.9250    2.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4273    0.7157    1.1283 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8070    1.0965    1.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4543    0.2645    0.0222 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7890    0.0698    0.3070 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7045    0.6504   -0.9620 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.3843    1.9550   -0.6127 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8370    0.8838   -2.1709 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9173   -0.4419   -1.4032 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6518   -1.0051    0.0610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5921   -1.6124   -1.2011 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2124   -1.9267    0.9335 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2960   -0.5947    0.5184 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1621   -1.5965    1.4784 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6927   -2.6469    0.6403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9276   -3.8674    0.9819 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3062   -4.5455    0.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9225   -2.1155   -0.6533 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7697   -0.6653   -0.5154 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1843    1.0597    0.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1005    1.7072   -1.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6303    0.2220   -2.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7651   -0.9852    0.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8350    0.5743    1.9076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9758    2.1699    0.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2534    0.8525    2.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3436    0.7468   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6018    0.1054   -1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3914   -2.5937   -1.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9678   -2.4147    0.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1469   -1.6227    2.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1483   -2.6053   -1.5186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4541   -0.2208   -1.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0
  3  2  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 19  1  0
 16 17  2  0
 16 18  2  0
 14 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  1
 24 25  1  0
 25 26  2  0
 25 28  1  0
 28 29  1  0
 29  7  1  0
 23 12  1  0
 29 23  1  0
  4 30  1  0
  2  1  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  1
  8 34  1  0
 10 11  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  6
 19 38  1  0
 21 39  1  0
 22 40  1  0
 24 41  1  0
 26 27  1  0
 28 42  1  0
 29 43  1  6
M  END


  Mrv1652309042207202D          

 26 28  0  0  1  0            999 V2000
   -0.1712   -0.6979    0.0000 N   0  0  0  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
    1.1387   -0.0305    0.0000 N   0  0  0  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
    2.6378    0.1271    0.0000 C   0  0  2  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
    3.3523    1.3646    0.0000 O   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
    4.0668    2.6021    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
    3.3523   -0.2854    0.0000 N   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
    4.0668   -1.5229    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
    2.4663   -2.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6458   -2.4162    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2333   -3.1306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6458   -3.8451    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0583   -4.5596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9313   -4.2576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3603   -3.4326    0.0000 O   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
    0.5958   -2.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8253   -0.9950    0.0000 O   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
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  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
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
  4 25  1  0  0  0  0
 25 14  1  1  0  0  0
 25 26  1  0  0  0  0
  2 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0188928

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=N)OC[C@@H]1NC(=N)N2C[C@@H](OS(O)(=O)=O)C(O)(O)[C@@]22NC(=N)N[C@@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C10H17N7O8S/c11-6-15-5-3(2-24-8(13)18)14-7(12)17-1-4(25-26(21,22)23)10(19,20)9(5,17)16-6/h3-5,19-20H,1-2H2,(H2,12,14)(H2,13,18)(H3,11,15,16)(H,21,22,23)/t3-,4+,5-,9-/m0/s1

> <INCHI_KEY>
ARSXTTJGWGCRRR-XXKOCQOQSA-N

> <FORMULA>
C10H17N7O8S

> <MOLECULAR_WEIGHT>
395.35

> <EXACT_MASS>
395.085931709

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.69842378521615

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(4R,9R,10aS,10bS)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid

> <JCHEM_LOGP>
-7.598669216994285

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
-1.8613222624976284

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.5951448626893425

> <JCHEM_PKA_STRONGEST_BASIC>
10.436185762066712

> <JCHEM_POLAR_SURFACE_AREA>
244.39999999999998

> <JCHEM_REFRACTIVITY>
111.13039999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(4R,9R,10aS,10bS)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-hexahydro-1H-pyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  N   UNK     0      -0.320  -1.303   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   1.777   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.258   2.547   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.258   4.087   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       7.591   4.857   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       4.924   4.857   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       6.258  -0.533   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       7.591  -2.843   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       4.924  -2.843   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       4.604  -4.349   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.072  -4.510   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.302  -5.844   0.000  0.00  0.00           O+0
HETATM   18  S   UNK     0       3.072  -7.178   0.000  0.00  0.00           S+0
HETATM   19  O   UNK     0       3.842  -8.511   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.738  -7.948   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.406  -6.408   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.446  -3.103   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.112  -3.873   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.541  -1.857   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   26                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   25                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   25                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   22                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
CONECT   22   16   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22    4   14   26                                             
CONECT   26   25    2                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Value	Source
{[(4R,9R,10as,10BS)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidate	Generator
{[(4R,9R,10as,10BS)-10,10-dihydroxy-2,6-diimino-9-(sulphooxy)-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidate	Generator
{[(4R,9R,10as,10BS)-10,10-dihydroxy-2,6-diimino-9-(sulphooxy)-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid	Generator

Chemical Formula

C₁₀H₁₇N₇O₈S

Average Mass

395.3500 Da

Monoisotopic Mass

395.08593 Da

IUPAC Name

{[(4R,9R,10aS,10bS)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid

Traditional Name

[(4R,9R,10aS,10bS)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-hexahydro-1H-pyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid

CAS Registry Number

Not Available

SMILES

OC(=N)OC[C@@H]1NC(=N)N2C[C@@H](OS(O)(=O)=O)C(O)(O)[C@@]22NC(=N)N[C@@H]12

InChI Identifier

InChI=1S/C10H17N7O8S/c11-6-15-5-3(2-24-8(13)18)14-7(12)17-1-4(25-26(21,22)23)10(19,20)9(5,17)16-6/h3-5,19-20H,1-2H2,(H2,12,14)(H2,13,18)(H3,11,15,16)(H,21,22,23)/t3-,4+,5-,9-/m0/s1

InChI Key

ARSXTTJGWGCRRR-XXKOCQOQSA-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
Apis cerana	LOTUS Database	35616633
Mizuhopecten yessoensis	LOTUS Database	35616633
Saxidomus nuttalli	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
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Sulfuric acid ester
2-imidazoline
Organic sulfuric acid or derivatives
Pyrrolidine
Carbamic acid ester
Carbonic acid derivative
Guanidine
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Carbonyl hydrate
Carbonyl group
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

organic heterotricyclic compound (CHEBI:80769 )
Carbamate derivatives (C16856 )

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	-7.6	ChemAxon
pKa (Strongest Acidic)	-4.6	ChemAxon
pKa (Strongest Basic)	10.44	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	244.4 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	111.13 m³·mol⁻¹	ChemAxon
Polarizability	34.7 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

9767779

KEGG Compound ID

C16856

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11593018

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(3as,4r,9r,10as)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid (NP0188928)

MOL for NP0188928 ([(3as,4r,9r,10as)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)

3D MOL for NP0188928 ([(3as,4r,9r,10as)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)

3D SDF for NP0188928 ([(3as,4r,9r,10as)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)

3D-SDF for NP0188928 ([(3as,4r,9r,10as)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)

PDB for NP0188928 ([(3as,4r,9r,10as)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)

3D PDB for NP0188928 ([(3as,4r,9r,10as)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)

SMILES for NP0188928 ([(3as,4r,9r,10as)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)

INCHI for NP0188928 ([(3as,4r,9r,10as)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)

Structure for NP0188928 ([(3as,4r,9r,10as)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)

3D Structure for NP0188928 ([(3as,4r,9r,10as)-10,10-dihydroxy-2,6-diimino-9-(sulfooxy)-hexahydro-1h-pyrrolo[1,2-c]purin-4-yl]methoxycarboximidic acid)