NP-MRD: Showing NP-Card for istamycin c (NP0193861)

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Record Information

Version

2.0

Created at

2022-09-04 11:25:10 UTC

Updated at

2022-09-04 11:25:10 UTC

NP-MRD ID

NP0193861

Secondary Accession Numbers

None

Natural Product Identification

Common Name

istamycin c

Description

Istamycin C belongs to the class of organic compounds known as aminocyclitol glycosides. These are organic compounds containing an amicocyclitol moiety glycosidically linked to a carbohydrate moiety. There are two major classes of aminoglycosides containing a 2-streptamine core. They are called 4,5- and 4,6-disubstituted 2-deoxystreptamines. istamycin c is found in Streptomyces tenjimariensis. istamycin c was first documented in 2016 (PMID: 27778478). Based on a literature review very few articles have been published on Istamycin C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042213252D          

 28 29  0  0  1  0            999 V2000
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  1  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 19 26  1  0  0  0  0
 12 26  1  0  0  0  0
 26 27  1  1  0  0  0
 10 28  1  0  0  0  0
  5 28  1  0  0  0  0
M  END

     RDKit          3D

 65 66  0  0  0  0  0  0  0  0999 V2000
    5.6776    1.4340    2.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0890   -0.0433    2.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5156   -0.7235    1.2549 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0627   -0.8296    1.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5833   -1.5312    0.0992 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1698   -0.7607   -1.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3390    0.4983   -1.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9273   -0.0325   -1.5346 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0848   -1.0921   -2.5306 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4956   -0.5856   -0.2008 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1528   -0.7191   -0.0479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898   -0.0335    0.9242 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2921   -1.0131    1.7593 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7370   -1.1775    3.0923 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7136   -0.6192    1.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4880   -0.2645    0.7336 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4494   -1.2039    0.4281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7076   -0.6120    0.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5107   -0.0409   -0.3963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1035    0.4243   -1.6031 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0023   -0.4055   -2.7835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7941    1.6611   -1.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8885    2.3953   -0.6777 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4193    2.1977   -2.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3324    1.4087   -4.1049 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4603    0.9061    0.1748 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0819    1.7589    1.0868 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2365   -1.7282    0.0222 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7717    1.7401    1.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3696    1.9731    3.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6224    1.4879    2.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1872   -0.1245    2.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7797   -0.5087    3.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9668   -1.6640    1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8490   -1.3851    2.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6936    0.2216    1.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0784   -2.5318    0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1724   -0.4145   -0.8102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1680   -1.3481   -1.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    0.9209   -2.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3726    1.2067   -0.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2565    0.7685   -1.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0151   -2.0356   -2.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4407   -0.9538   -3.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8181    0.1406    0.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1095    0.6158    1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2848   -2.0303    1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9004   -2.1357    3.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1475   -0.4283    3.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7920    0.1655    2.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2257   -1.5159    2.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9812    0.7094    0.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5080   -1.3488    0.2315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9032   -0.1580    1.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8292    0.2150   -0.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0378   -1.0436   -0.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4481    0.0699   -3.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4104   -1.3377   -2.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9818   -0.7370   -3.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5104    2.3613   -2.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9703    3.1970   -3.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6752    1.7504   -4.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2801    1.2663   -4.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9304    1.4698   -0.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4530    2.1531    1.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 26  1  0
 26 27  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 10 28  1  0
 28  5  1  0
 26 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  1
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  6
  9 43  1  0
  9 44  1  0
 10 45  1  1
 12 46  1  1
 13 47  1  6
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  1
 18 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  6
 26 64  1  6
 27 65  1  0
 21 57  1  0
 21 58  1  0
 21 59  1  0
 24 60  1  0
 24 61  1  0
 25 62  1  0
 25 63  1  0
M  END


  Mrv1652309042213252D          

 28 29  0  0  1  0            999 V2000
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  1  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 19 26  1  0  0  0  0
 12 26  1  0  0  0  0
 26 27  1  1  0  0  0
 10 28  1  0  0  0  0
  5 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0193861

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCNC[C@@H]1CC[C@@H](N)[C@@H](O[C@@H]2[C@@H](N)C[C@H](OC)[C@H]([C@H]2O)N(C)C(=O)CN)O1

> <INCHI_IDENTIFIER>
InChI=1S/C18H37N5O5/c1-4-22-9-10-5-6-11(20)18(27-10)28-17-12(21)7-13(26-3)15(16(17)25)23(2)14(24)8-19/h10-13,15-18,22,25H,4-9,19-21H2,1-3H3/t10-,11+,12-,13-,15+,16+,17+,18+/m0/s1

> <INCHI_KEY>
XKGUGTMUSMUVIP-GTSDWETFSA-N

> <FORMULA>
C18H37N5O5

> <MOLECULAR_WEIGHT>
403.524

> <EXACT_MASS>
403.279469311

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
43.59353993807892

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-N-[(1S,2R,3R,4S,6S)-4-amino-3-{[(2R,3R,6S)-3-amino-6-[(ethylamino)methyl]oxan-2-yl]oxy}-2-hydroxy-6-methoxycyclohexyl]-N-methylacetamide

> <JCHEM_LOGP>
-2.9011778313333325

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
4

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.44950627461684

> <JCHEM_PKA_STRONGEST_BASIC>
10.010672966079886

> <JCHEM_POLAR_SURFACE_AREA>
158.32

> <JCHEM_REFRACTIVITY>
103.28079999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-N-[(1S,2R,3R,4S,6S)-4-amino-3-{[(2R,3R,6S)-3-amino-6-[(ethylamino)methyl]oxan-2-yl]oxy}-2-hydroxy-6-methoxycyclohexyl]-N-methylacetamide

> <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  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       5.335  -0.000   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       4.001  -6.930   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -1.334  -6.930   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      -4.001   2.310   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   28                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   28                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   26                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20   26                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26   19   12   27                                                  
CONECT   27   26                                                            
CONECT   28   10    5                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₃₇N₅O₅

Average Mass

403.5240 Da

Monoisotopic Mass

403.27947 Da

IUPAC Name

2-amino-N-[(1S,2R,3R,4S,6S)-4-amino-3-{[(2R,3R,6S)-3-amino-6-[(ethylamino)methyl]oxan-2-yl]oxy}-2-hydroxy-6-methoxycyclohexyl]-N-methylacetamide

Traditional Name

2-amino-N-[(1S,2R,3R,4S,6S)-4-amino-3-{[(2R,3R,6S)-3-amino-6-[(ethylamino)methyl]oxan-2-yl]oxy}-2-hydroxy-6-methoxycyclohexyl]-N-methylacetamide

CAS Registry Number

Not Available

SMILES

CCNC[C@@H]1CC[C@@H](N)[C@@H](O[C@@H]2[C@@H](N)C[C@H](OC)[C@H]([C@H]2O)N(C)C(=O)CN)O1

InChI Identifier

InChI=1S/C18H37N5O5/c1-4-22-9-10-5-6-11(20)18(27-10)28-17-12(21)7-13(26-3)15(16(17)25)23(2)14(24)8-19/h10-13,15-18,22,25H,4-9,19-21H2,1-3H3/t10-,11+,12-,13-,15+,16+,17+,18+/m0/s1

InChI Key

XKGUGTMUSMUVIP-GTSDWETFSA-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
Streptomyces tenjimariensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminocyclitol glycosides. These are organic compounds containing an amicocyclitol moiety glycosidically linked to a carbohydrate moiety. There are two major classes of aminoglycosides containing a 2-streptamine core. They are called 4,5- and 4,6-disubstituted 2-deoxystreptamines.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Aminocyclitol glycosides

Alternative Parents

Substituents

Amino cyclitol glycoside
Alpha-amino acid amide
Alpha-amino acid or derivatives
Cyclohexanol
Cyclohexylamine
Cyclitol or derivatives
Oxane
Cyclic alcohol
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Secondary alcohol
Acetal
Ether
Secondary aliphatic amine
Dialkyl ether
Secondary amine
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Primary amine
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Primary aliphatic amine
Amine
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

amino sugar (CHEBI:81446 )

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	-2.9	ChemAxon
pKa (Strongest Acidic)	13.45	ChemAxon
pKa (Strongest Basic)	10.01	ChemAxon
Physiological Charge	4	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	158.32 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	103.28 m³·mol⁻¹	ChemAxon
Polarizability	43.59 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

30791522

KEGG Compound ID

C17995

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13187056

PDB ID

Not Available

ChEBI ID

81446

Good Scents ID

Not Available

References

General References

Hoang NH, Huong NL, Kim B, Sohng JK, Yoon YJ, Park JW: Istamycin aminoglycosides profiling and their characterization in Streptomyces tenjimariensis ATCC 31603 culture using high-performance liquid chromatography with tandem mass spectrometry. J Sep Sci. 2016 Dec;39(24):4712-4722. doi: 10.1002/jssc.201600925. Epub 2016 Nov 23. [PubMed:27778478 ]
LOTUS database [Link]

Showing NP-Card for istamycin c (NP0193861)

MOL for NP0193861 (istamycin c)

3D MOL for NP0193861 (istamycin c)

3D SDF for NP0193861 (istamycin c)

3D-SDF for NP0193861 (istamycin c)

PDB for NP0193861 (istamycin c)

3D PDB for NP0193861 (istamycin c)

SMILES for NP0193861 (istamycin c)

INCHI for NP0193861 (istamycin c)

Structure for NP0193861 (istamycin c)

3D Structure for NP0193861 (istamycin c)