NP-MRD: Showing NP-Card for (2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-{[(2r,3r,4r,5s)-5-{[(1r,2r,3s,5r,6s)-3,5-diamino-2-{[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol (NP0310201)

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Record Information

Version

2.0

Created at

2022-09-11 05:21:19 UTC

Updated at

2022-09-11 05:21:19 UTC

NP-MRD ID

NP0310201

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-{[(2r,3r,4r,5s)-5-{[(1r,2r,3s,5r,6s)-3,5-diamino-2-{[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol

Description

Paromomycin I, also known as aminosidine or gabbromycin, belongs to the class of organic compounds known as 4,5-disubstituted 2-deoxystreptamines. These are 2-deoxystreptamine aminoglycosides that are glycosidically linked to a pyranose of furanose unit at the C4- and C5-positions. (2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-{[(2r,3r,4r,5s)-5-{[(1r,2r,3s,5r,6s)-3,5-diamino-2-{[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol was first documented in 2003 (PMID: 12595251). Based on a literature review a small amount of articles have been published on Paromomycin I (PMID: 29999830) (PMID: 17080474).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112207212D          

 42 45  0  0  1  0            999 V2000
    5.6091   -0.1848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946   -0.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -0.1848    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4656   -0.5973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
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  9 10  1  0  0  0  0
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  3 41  1  0  0  0  0
 41 42  1  6  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652309112207212D          

 42 45  0  0  1  0            999 V2000
    5.6091   -0.1848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946   -0.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4656   -0.5973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0367   -1.4223    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3693   -1.9072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5846   -1.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4131   -0.8453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.6919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.6919    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9341   -3.3593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -4.1130    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0835   -4.7804    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9040   -4.6942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7479   -5.5341    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2329   -6.2015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275   -5.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4425   -4.9529    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6221   -5.0391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -4.1992    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2932   -3.5318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4727   -3.6180    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1371   -4.3717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6833   -4.4579    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0189   -5.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5340   -5.8790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1683   -3.7905    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9888   -3.8767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8327   -3.0368    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3176   -2.3694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0122   -2.9506    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3233   -2.1969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -1.9072    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4888   -1.6523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.6402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0367    1.0527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.0527    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4656    1.8777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    0.6402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8946    1.0527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 14 22  1  0  0  0  0
 22 23  1  1  0  0  0
 24 23  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 24 33  1  0  0  0  0
 33 34  1  1  0  0  0
 12 35  1  0  0  0  0
  7 35  1  0  0  0  0
 35 36  1  1  0  0  0
  5 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  0  0  0  0
  3 41  1  0  0  0  0
 41 42  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0310201

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC[C@@H]1O[C@H](O[C@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H45N5O14/c24-2-7-13(32)15(34)10(27)21(37-7)41-19-9(4-30)39-23(17(19)36)42-20-12(31)5(25)1-6(26)18(20)40-22-11(28)16(35)14(33)8(3-29)38-22/h5-23,29-36H,1-4,24-28H2/t5-,6+,7+,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19+,20-,21-,22-,23+/m1/s1

> <INCHI_KEY>
UOZODPSAJZTQNH-MBWMCGAVSA-N

> <FORMULA>
C23H45N5O14

> <MOLECULAR_WEIGHT>
615.634

> <EXACT_MASS>
615.296301149

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
59.42480027841334

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(2R,3R,4R,5S)-5-{[(1R,2R,3S,5R,6S)-3,5-diamino-2-{[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol

> <JCHEM_LOGP>
-8.308295949333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
5

> <JCHEM_PKA>
12.902366318365829

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.226663013739758

> <JCHEM_PKA_STRONGEST_BASIC>
9.681358573994746

> <JCHEM_POLAR_SURFACE_AREA>
347.32

> <JCHEM_REFRACTIVITY>
134.24280000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(2R,3R,4R,5S)-5-{[(1R,2R,3S,5R,6S)-3,5-diamino-2-{[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  N   UNK     0      10.470  -0.345   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       9.137  -1.115   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.803  -0.345   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.469  -1.115   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.136  -0.345   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.802  -1.115   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.802  -2.655   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.556  -3.560   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.091  -3.084   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.771  -1.578   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       3.032  -5.025   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.572  -5.025   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.477  -6.271   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.851  -7.678   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.756  -8.923   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.287  -8.762   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.129 -10.330   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       6.035 -11.576   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       3.598 -10.491   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.693  -9.245   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       1.161  -9.406   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       3.319  -7.839   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.414  -6.593   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.882  -6.754   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.256  -8.160   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.276  -8.321   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.902  -9.728   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.997 -10.974   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -2.181  -7.076   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.712  -7.237   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -1.554  -5.669   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.460  -4.423   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -0.023  -5.508   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0       0.604  -4.101   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0       5.048  -3.560   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       6.512  -3.084   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       5.136   1.195   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0       3.802   1.965   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0       6.469   1.965   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       6.469   3.505   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       7.803   1.195   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       9.137   1.965   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   41                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   37                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   35                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13   35                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   22                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   14   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   33                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   24   34                                                  
CONECT   34   33                                                            
CONECT   35   12    7   36                                                  
CONECT   36   35                                                            
CONECT   37    5   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39    3   42                                                  
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

View in JSmol

Synonyms

Value	Source
Aminosidine	MeSH
Gabbromycin	MeSH
Paromomycin sulfate (1:1)	MeSH
Paromomycin, beta-D-glucopyranosyl-isomer	MeSH
Humatin	MeSH
Paramomycin	MeSH
Paromomycin sulfate (2:5)	MeSH
Catenulin	MeSH
Estomycin	MeSH
Hydroxymycin	MeSH
Neomycin e	MeSH
Paromomycin	MeSH
Paromomycin sulfate	MeSH
beta-D-Glucopyranosyl-isomer paromomycin	MeSH
Paromomycin phosphate	MeSH
Paromomycin, beta D glucopyranosyl isomer	MeSH

Chemical Formula

C₂₃H₄₅N₅O₁₄

Average Mass

615.6340 Da

Monoisotopic Mass

615.29630 Da

IUPAC Name

(2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(2R,3R,4R,5S)-5-{[(1R,2R,3S,5R,6S)-3,5-diamino-2-{[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol

Traditional Name

CAS Registry Number

Not Available

SMILES

NC[C@@H]1O[C@H](O[C@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C23H45N5O14/c24-2-7-13(32)15(34)10(27)21(37-7)41-19-9(4-30)39-23(17(19)36)42-20-12(31)5(25)1-6(26)18(20)40-22-11(28)16(35)14(33)8(3-29)38-22/h5-23,29-36H,1-4,24-28H2/t5-,6+,7+,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19+,20-,21-,22-,23+/m1/s1

InChI Key

UOZODPSAJZTQNH-MBWMCGAVSA-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 4,5-disubstituted 2-deoxystreptamines. These are 2-deoxystreptamine aminoglycosides that are glycosidically linked to a pyranose of furanose unit at the C4- and C5-positions.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

4,5-disubstituted 2-deoxystreptamines

Alternative Parents

Substituents

4,5-disubstituted 2-deoxystreptamine
O-glycosyl compound
Glycosyl compound
Disaccharide
Aminocyclitol or derivatives
Cyclohexylamine
Cyclohexanol
Oxane
Cyclitol or derivatives
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
1,2-aminoalcohol
Oxacycle
Organoheterocyclic compound
Acetal
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Primary alcohol
Organonitrogen compound
Primary aliphatic amine
Amine
Alcohol
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	-8.3	ChemAxon
pKa (Strongest Acidic)	12.23	ChemAxon
pKa (Strongest Basic)	9.68	ChemAxon
Physiological Charge	5	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	347.32 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	134.24 m³·mol⁻¹	ChemAxon
Polarizability	59.42 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00018808

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

12313981

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Authors unspecified: Paromomycin.. 2006. [PubMed:29999830 ]
Serrano JM, Silva M: Trace analysis of aminoglycoside antibiotics in bovine milk by MEKC with LIF detection. Electrophoresis. 2006 Dec;27(23):4703-10. doi: 10.1002/elps.200600184. [PubMed:17080474 ]
Kaul M, Barbieri CM, Kerrigan JE, Pilch DS: Coupling of drug protonation to the specific binding of aminoglycosides to the A site of 16 S rRNA: elucidation of the number of drug amino groups involved and their identities. J Mol Biol. 2003 Mar 7;326(5):1373-87. doi: 10.1016/s0022-2836(02)01452-3. [PubMed:12595251 ]
LOTUS database [Link]

Showing NP-Card for (2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-{[(2r,3r,4r,5s)-5-{[(1r,2r,3s,5r,6s)-3,5-diamino-2-{[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol (NP0310201)

MOL for NP0310201 ((2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-{[(2r,3r,4r,5s)-5-{[(1r,2r,3s,5r,6s)-3,5-diamino-2-{[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol)

3D MOL for NP0310201 ((2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-{[(2r,3r,4r,5s)-5-{[(1r,2r,3s,5r,6s)-3,5-diamino-2-{[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol)

3D SDF for NP0310201 ((2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-{[(2r,3r,4r,5s)-5-{[(1r,2r,3s,5r,6s)-3,5-diamino-2-{[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol)

3D-SDF for NP0310201 ((2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-{[(2r,3r,4r,5s)-5-{[(1r,2r,3s,5r,6s)-3,5-diamino-2-{[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol)

PDB for NP0310201 ((2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-{[(2r,3r,4r,5s)-5-{[(1r,2r,3s,5r,6s)-3,5-diamino-2-{[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol)

3D PDB for NP0310201 ((2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-{[(2r,3r,4r,5s)-5-{[(1r,2r,3s,5r,6s)-3,5-diamino-2-{[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol)

SMILES for NP0310201 ((2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-{[(2r,3r,4r,5s)-5-{[(1r,2r,3s,5r,6s)-3,5-diamino-2-{[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol)

INCHI for NP0310201 ((2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-{[(2r,3r,4r,5s)-5-{[(1r,2r,3s,5r,6s)-3,5-diamino-2-{[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol)

Structure for NP0310201 ((2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-{[(2r,3r,4r,5s)-5-{[(1r,2r,3s,5r,6s)-3,5-diamino-2-{[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol)

3D Structure for NP0310201 ((2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-{[(2r,3r,4r,5s)-5-{[(1r,2r,3s,5r,6s)-3,5-diamino-2-{[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-hydroxycyclohexyl]oxy}-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}oxane-3,4-diol)