NP-MRD: Showing NP-Card for 4-(acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid (NP0228808)

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Record Information

Version

2.0

Created at

2022-09-06 08:36:40 UTC

Updated at

2022-09-06 08:36:41 UTC

NP-MRD ID

NP0228808

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-(acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid

Description

4-(Acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid belongs to the class of organic compounds known as delta amino acids and derivatives. Delta amino acids and derivatives are compounds containing a carboxylic acid group and an amino group at the C5 carbon atom. 4-(acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid is found in Pseudomonas syringae. 4-(Acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171523312D          

 27 27  0  0  0  0            999 V2000
    4.1363    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3113    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8988    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8988    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0738    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7581   -0.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3414   -0.9331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959   -0.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959   -1.4904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7103   -1.9029    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.4248   -2.3154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1228   -1.1884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2978   -2.6174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2337   -0.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1260   -1.1676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0821    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2337    1.1747    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959    1.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4981    2.1449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7581    1.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3414    1.7581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936    2.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8093    2.9071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3243    2.0372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5843   -0.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0865    0.1971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9000   -1.2196    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  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 14 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END

     RDKit          3D

 45 45  0  0  0  0  0  0  0  0999 V2000
   -3.3609   -3.0798   -1.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4240   -2.4104   -0.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1644   -2.8830    1.0703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8331   -1.2521   -0.4401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9003   -0.4869    0.3749 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3612   -0.6398   -0.2730 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7919   -2.0725    0.0045 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6497    0.0355   -0.0439 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7359   -0.6468   -0.4914 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8363   -0.9890    0.7188 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.8988    0.0832    0.7707 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0168   -0.9740    2.1985 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5398   -2.5063    0.4946 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7118    1.5081   -0.5916 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5504    2.2612    0.1917 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2790    1.3441   -1.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6833    0.6905   -2.8593 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4916    1.9317   -2.2538 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586    1.8946   -0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0176    2.8518   -0.6230 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3658    1.6246   -0.1092 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8200    0.9711   -1.2175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3786    2.3619    0.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5859    2.3763    0.2806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0112    3.0489    1.7782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7157    0.6042    0.8408 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9129    0.0291    1.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3309   -2.5413   -0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0072   -2.9608   -2.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914   -4.1329   -0.7238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8664   -1.1414    1.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2825   -0.8232   -1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8391   -2.1724    1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6478   -2.2571   -0.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7825    0.1961    1.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0689   -0.1055    2.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5005   -2.5176    0.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3069    2.5886   -0.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5476    2.4805   -3.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0061    1.1019   -1.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2299    1.6547    0.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0667    1.5863   -1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8671    2.6508    2.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3450    1.1451    1.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6399   -0.4280    2.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 12  1  0
 10 13  1  0
 10 11  2  0
  8 14  1  0
 14 15  1  1
 14 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 26  1  0
 26 27  1  0
 21 23  1  0
 23 25  1  0
 23 24  2  0
 14 16  1  0
 16 18  1  0
 16 17  2  0
 26  5  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  1
  6 32  1  6
  7 33  1  0
  7 34  1  0
  8 35  1  1
 12 36  1  0
 13 37  1  0
 15 38  1  0
 19 40  1  0
 19 41  1  0
 22 42  1  0
 26 44  1  1
 27 45  1  0
 25 43  1  0
 18 39  1  0
M  END


  Mrv1533004171523312D          

 27 27  0  0  0  0            999 V2000
    4.1363    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3113    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8988    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8988    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0738    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7581   -0.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3414   -0.9331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959   -0.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959   -1.4904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7103   -1.9029    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.4248   -2.3154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1228   -1.1884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2978   -2.6174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2337   -0.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1260   -1.1676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0821    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2337    1.1747    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959    1.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4981    2.1449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7581    1.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3414    1.7581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936    2.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8093    2.9071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3243    2.0372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5843   -0.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0865    0.1971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9000   -1.2196    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  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 14 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0228808

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1C(N)C(OP(O)(O)=O)C(O)(CSC(O)(C1O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H18NO13PS/c1-3(13)24-5-4(12)7(25-26(21,22)23)10(19,8(15)16)2-27-11(20,6(5)14)9(17)18/h4-7,14,19-20H,2,12H2,1H3,(H,15,16)(H,17,18)(H2,21,22,23)

> <INCHI_KEY>
NKSUZVXCNCOJHF-UHFFFAOYSA-N

> <FORMULA>
C11H18NO13PS

> <MOLECULAR_WEIGHT>
435.29

> <EXACT_MASS>
435.023647816

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
34.65504989710798

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid

> <ALOGPS_LOGP>
-1.57

> <JCHEM_LOGP>
-4.276691063142298

> <ALOGPS_LOGS>
-1.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.5680606597201168

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.0989578374021498

> <JCHEM_PKA_STRONGEST_BASIC>
8.426156456741147

> <JCHEM_POLAR_SURFACE_AREA>
254.36999999999995

> <JCHEM_REFRACTIVITY>
82.26459999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.10e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       7.721   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.181   2.104   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.411   3.437   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.411   0.770   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.871   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.282  -0.653   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       4.371  -1.742   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.859  -1.242   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.859  -2.782   0.000  0.00  0.00           O+0
HETATM   10  P   UNK     0       3.193  -3.552   0.000  0.00  0.00           P+0
HETATM   11  O   UNK     0       4.526  -4.322   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.963  -2.218   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       2.423  -4.886   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.436  -0.653   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.235  -2.180   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.153   0.770   0.000  0.00  0.00           C+0
HETATM   17  S   UNK     0       0.436   2.193   0.000  0.00  0.00           S+0
HETATM   18  C   UNK     0       1.859   2.782   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.796   4.004   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.282   2.193   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.371   3.282   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.921   4.004   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.511   5.427   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.605   3.803   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.091  -0.854   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.028   0.368   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.680  -2.277   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   20                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
CONECT   14    8   15   16   25                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20   22                                             
CONECT   19   18                                                            
CONECT   20   18    5   21                                                  
CONECT   21   20                                                            
CONECT   22   18   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   14   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

View in JSmol

Synonyms

Value	Source
4-(Acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylate	Generator

Chemical Formula

C₁₁H₁₈NO₁₃PS

Average Mass

435.2900 Da

Monoisotopic Mass

435.02365 Da

IUPAC Name

4-(acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid

Traditional Name

4-(acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid

CAS Registry Number

Not Available

SMILES

CC(=O)OC1C(N)C(OP(O)(O)=O)C(O)(CSC(O)(C1O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C11H18NO13PS/c1-3(13)24-5-4(12)7(25-26(21,22)23)10(19,8(15)16)2-27-11(20,6(5)14)9(17)18/h4-7,14,19-20H,2,12H2,1H3,(H,15,16)(H,17,18)(H2,21,22,23)

InChI Key

NKSUZVXCNCOJHF-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

Species Name	Source	Reference
Pseudomonas syringae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as delta amino acids and derivatives. Delta amino acids and derivatives are compounds containing a carboxylic acid group and an amino group at the C5 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Delta amino acids and derivatives

Alternative Parents

Substituents

Delta amino acid or derivatives
Gamma amino acid or derivatives
Tricarboxylic acid or derivatives
Beta-hydroxy acid
Monoalkyl phosphate
Alpha-hydroxy acid
Hydroxy acid
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Tertiary alcohol
Secondary alcohol
Amino acid
Carboxylic acid ester
Organoheterocyclic compound
Polyol
Carboxylic acid
Hydrocarbon derivative
Alcohol
Primary aliphatic amine
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic oxide
Organic nitrogen compound
Amine
Primary amine
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	-1.6	ALOGPS
logP	-4.3	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	1.1	ChemAxon
pKa (Strongest Basic)	8.43	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	254.37 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	82.26 m³·mol⁻¹	ChemAxon
Polarizability	34.66 Å³	ChemAxon
Number of Rings	1	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

14217089

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-(acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid (NP0228808)

MOL for NP0228808 (4-(acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid)

3D MOL for NP0228808 (4-(acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid)

3D SDF for NP0228808 (4-(acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid)

3D-SDF for NP0228808 (4-(acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid)

PDB for NP0228808 (4-(acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid)

3D PDB for NP0228808 (4-(acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid)

SMILES for NP0228808 (4-(acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid)

INCHI for NP0228808 (4-(acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid)

Structure for NP0228808 (4-(acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid)

3D Structure for NP0228808 (4-(acetyloxy)-5-amino-2,3,7-trihydroxy-6-(phosphonooxy)thiocane-2,7-dicarboxylic acid)