MiMeDB: Showing metabocard for N(2')-acetylgentamicin C1a (MMDBc0056167)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:18:37 UTC

Update Date

2022-08-12 20:09:36 UTC

Metabolite ID

MMDBc0056167

Metabolite Identification

Common Name

N(2')-acetylgentamicin C1a

Description

N(2')-acetylgentamycin C1a(4+) 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. Based on a literature review very few articles have been published on N(2')-acetylgentamycin C1a(4+).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222182D          

 45 47  0  0  1  0            999 V2000
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3895    6.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    7.0125    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
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1447    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5737    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7158    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1447    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5737    5.7750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.8592    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.8592    6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -7.8592    2.0625    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -9.2881    6.1875    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3289    6.8195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    6.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  9  1  1  4  0  0  0
 10  4  1  0  0  0  0
 10  7  1  1  0  0  0
 11  6  1  0  0  0  0
 12  6  1  0  0  0  0
 13  5  1  0  0  0  0
 16 11  1  0  0  0  0
 16 14  1  0  0  0  0
 17 12  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 13  1  0  0  0  0
 20 15  1  0  0  0  0
 21  2  1  6  0  0  0
 21  8  1  0  0  0  0
 21 18  1  0  0  0  0
 22  7  1  0  0  0  0
 11 23  1  1  0  0  0
 12 24  1  1  0  0  0
 25  3  1  0  0  0  0
 18 25  1  1  0  0  0
 26  9  2  0  0  0  0
 13 26  1  6  0  0  0
 27  9  1  0  0  0  0
 14 28  1  1  0  0  0
 15 29  1  6  0  0  0
 21 30  1  1  0  0  0
 31  8  1  0  0  0  0
 31 20  1  0  0  0  0
 32 10  1  0  0  0  0
 32 19  1  0  0  0  0
 16 33  1  1  0  0  0
 19 33  1  6  0  0  0
 17 34  1  6  0  0  0
 20 34  1  6  0  0  0
 10 35  1  6  0  0  0
 11 36  1  6  0  0  0
 12 37  1  6  0  0  0
 13 38  1  1  0  0  0
 14 39  1  6  0  0  0
 15 40  1  1  0  0  0
 16 41  1  1  0  0  0
 17 42  1  1  0  0  0
 18 43  1  6  0  0  0
 19 44  1  1  0  0  0
 20 45  1  1  0  0  0
M  CHG  4  22   1  23   1  24   1  25   1
M  END


  Mrv1652306172222182D          

 45 47  0  0  1  0            999 V2000
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3895    6.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    7.0125    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
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1447    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5737    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7158    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1447    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5737    5.7750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.8592    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.8592    6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -7.8592    2.0625    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -9.2881    6.1875    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3289    6.8195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881    5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    6.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  9  1  1  4  0  0  0
 10  4  1  0  0  0  0
 10  7  1  1  0  0  0
 11  6  1  0  0  0  0
 12  6  1  0  0  0  0
 13  5  1  0  0  0  0
 16 11  1  0  0  0  0
 16 14  1  0  0  0  0
 17 12  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 13  1  0  0  0  0
 20 15  1  0  0  0  0
 21  2  1  6  0  0  0
 21  8  1  0  0  0  0
 21 18  1  0  0  0  0
 22  7  1  0  0  0  0
 11 23  1  1  0  0  0
 12 24  1  1  0  0  0
 25  3  1  0  0  0  0
 18 25  1  1  0  0  0
 26  9  2  0  0  0  0
 13 26  1  6  0  0  0
 27  9  1  0  0  0  0
 14 28  1  1  0  0  0
 15 29  1  6  0  0  0
 21 30  1  1  0  0  0
 31  8  1  0  0  0  0
 31 20  1  0  0  0  0
 32 10  1  0  0  0  0
 32 19  1  0  0  0  0
 16 33  1  1  0  0  0
 19 33  1  6  0  0  0
 17 34  1  6  0  0  0
 20 34  1  6  0  0  0
 10 35  1  6  0  0  0
 11 36  1  6  0  0  0
 12 37  1  6  0  0  0
 13 38  1  1  0  0  0
 14 39  1  6  0  0  0
 15 40  1  1  0  0  0
 16 41  1  1  0  0  0
 17 42  1  1  0  0  0
 18 43  1  6  0  0  0
 19 44  1  1  0  0  0
 20 45  1  1  0  0  0
M  CHG  4  22   1  23   1  24   1  25   1
M  END
> <DATABASE_ID>
MMDBc0056167

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1([NH3+])C[C@]([H])([NH3+])[C@@]([H])(O[C@@]2([H])O[C@]([H])(C[NH3+])CC[C@@]2([H])N=C(C)O)[C@]([H])(O)[C@@]1([H])O[C@@]1([H])OC[C@](C)(O)[C@]([H])([NH2+]C)[C@@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C21H41N5O8/c1-9(27)26-13-5-4-10(7-22)32-19(13)33-16-11(23)6-12(24)17(14(16)28)34-20-15(29)18(25-3)21(2,30)8-31-20/h10-20,25,28-30H,4-8,22-24H2,1-3H3,(H,26,27)/p+4/t10-,11-,12+,13+,14-,15+,16+,17-,18+,19+,20+,21-/m0/s1

> <INCHI_KEY>
RLGSXXMFPPOROB-JOYMZIHVSA-R

> <FORMULA>
C21H45N5O8

> <MOLECULAR_WEIGHT>
495.616

> <EXACT_MASS>
495.324619109

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
53.108626260852475

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S,4R,5S,6S)-4-{[(2R,3R,6S)-6-(azaniumylmethyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-6-{[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylazaniumyl)oxan-2-yl]oxy}-5-hydroxycyclohexane-1,3-bis(aminium)

> <JCHEM_LOGP>
-6.0399965926482935

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
4

> <JCHEM_PKA>
12.593028607597258

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.940139601672901

> <JCHEM_PKA_STRONGEST_BASIC>
9.837507891472512

> <JCHEM_POLAR_SURFACE_AREA>
229.72999999999993

> <JCHEM_REFRACTIVITY>
164.08610000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,4R,5S,6S)-4-{[(2R,3R,6S)-6-(ammoniomethyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-6-{[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylammonio)oxan-2-yl]oxy}-5-hydroxycyclohexane-1,3-bis(aminium)

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -15.660  12.730   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -17.338  13.090   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -12.003   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -13.337  10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -10.669   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -13.337   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -12.003   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -16.004   9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -10.669   6.160   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -13.337   6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -16.004  10.780   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.002   6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -14.670   8.470   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -14.670  11.550   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      -8.002   1.540   0.000  0.00  0.00           N+1
HETATM   23  N   UNK     0      -9.336   3.850   0.000  0.00  0.00           N+1
HETATM   24  N   UNK     0     -14.670   3.850   0.000  0.00  0.00           N+1
HETATM   25  N   UNK     0     -17.338  11.550   0.000  0.00  0.00           N+1
HETATM   26  N   UNK     0      -6.668   8.470   0.000  0.00  0.00           N+0
HETATM   27  O   UNK     0      -4.001   8.470   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0     -12.003   8.470   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0     -17.338   8.470   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0     -13.681  12.730   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0     -13.337   9.240   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -8.002   4.620   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -9.336   6.930   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0     -14.670   6.930   0.000  0.00  0.00           O+0
HETATM   35  H   UNK     0      -8.002   3.080   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0      -9.336   5.390   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0     -14.670   5.390   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.335   7.700   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0     -10.669   7.700   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0     -17.338  10.010   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0     -12.003   5.390   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0     -13.337   7.700   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0     -16.004  12.320   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0      -8.002   7.700   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0     -16.004   7.700   0.000  0.00  0.00           H+0
CONECT    1    9                                                            
CONECT    2   21                                                            
CONECT    3   25                                                            
CONECT    4    5   10                                                       
CONECT    5    4   13                                                       
CONECT    6   11   12                                                       
CONECT    7   10   22                                                       
CONECT    8   21   31                                                       
CONECT    9    1   26   27                                                  
CONECT   10    4    7   32   35                                             
CONECT   11    6   16   23   36                                             
CONECT   12    6   17   24   37                                             
CONECT   13    5   19   26   38                                             
CONECT   14   16   17   28   39                                             
CONECT   15   18   20   29   40                                             
CONECT   16   11   14   33   41                                             
CONECT   17   12   14   34   42                                             
CONECT   18   15   21   25   43                                             
CONECT   19   13   32   33   44                                             
CONECT   20   15   31   34   45                                             
CONECT   21    2    8   18   30                                             
CONECT   22    7                                                            
CONECT   23   11                                                            
CONECT   24   12                                                            
CONECT   25    3   18                                                       
CONECT   26    9   13                                                       
CONECT   27    9                                                            
CONECT   28   14                                                            
CONECT   29   15                                                            
CONECT   30   21                                                            
CONECT   31    8   20                                                       
CONECT   32   10   19                                                       
CONECT   33   16   19                                                       
CONECT   34   17   20                                                       
CONECT   35   10                                                            
CONECT   36   11                                                            
CONECT   37   12                                                            
CONECT   38   13                                                            
CONECT   39   14                                                            
CONECT   40   15                                                            
CONECT   41   16                                                            
CONECT   42   17                                                            
CONECT   43   18                                                            
CONECT   44   19                                                            
CONECT   45   20                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   94    0
END

Synonyms

Value	Source
N(2')-Acetylgentamicin C1a	ChEBI

Molecular Formula

C₂₁H₄₅N₅O₈

Average Mass

495.616

Monoisotopic Mass

495.324619109

IUPAC Name

(1R,3S,4R,5S,6S)-4-{[(2R,3R,6S)-6-(azaniumylmethyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-6-{[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylazaniumyl)oxan-2-yl]oxy}-5-hydroxycyclohexane-1,3-bis(aminium)

Traditional Name

(1R,3S,4R,5S,6S)-4-{[(2R,3R,6S)-6-(ammoniomethyl)-3-[(1-hydroxyethylidene)amino]oxan-2-yl]oxy}-6-{[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylammonio)oxan-2-yl]oxy}-5-hydroxycyclohexane-1,3-bis(aminium)

CAS Registry Number

Not Available

SMILES

[H][C@@]1([NH3+])C[C@]([H])([NH3+])[C@@]([H])(O[C@@]2([H])O[C@]([H])(C[NH3+])CC[C@@]2([H])N=C(C)O)[C@]([H])(O)[C@@]1([H])O[C@@]1([H])OC[C@](C)(O)[C@]([H])([NH2+]C)[C@@]1([H])O

InChI Identifier

InChI=1S/C21H41N5O8/c1-9(27)26-13-5-4-10(7-22)32-19(13)33-16-11(23)6-12(24)17(14(16)28)34-20-15(29)18(25-3)21(2,30)8-31-20/h10-20,25,28-30H,4-8,22-24H2,1-3H3,(H,26,27)/p+4/t10-,11-,12+,13+,14-,15+,16+,17-,18+,19+,20+,21-/m0/s1

InChI Key

RLGSXXMFPPOROB-JOYMZIHVSA-R

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
Glycosyl compound
O-glycosyl compound
Aminocyclitol or derivatives
Cyclohexanol
Cyclohexylamine
Cyclitol or derivatives
Monosaccharide
Oxane
Cyclic alcohol
Acetamide
Tertiary alcohol
1,2-aminoalcohol
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Secondary amine
Acetal
Secondary aliphatic amine
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Primary amine
Amine
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organic cation
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

ammonium ion (CHEBI:58552 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-6	ChemAxon
pKa (Strongest Acidic)	5.94	ChemAxon
pKa (Strongest Basic)	9.84	ChemAxon
Physiological Charge	4	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	229.73 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	164.09 m³·mol⁻¹	ChemAxon
Polarizability	53.11 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	Yes	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26331237

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25202689

PDB ID

Not Available

ChEBI ID

58552

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for N(2')-acetylgentamicin C1a (MMDBc0056167)

MOL for #<Metabolite:0x00007fecdfe80610>

3D MOL for #<Metabolite:0x00007fecdfe80610>

3D SDF for #<Metabolite:0x00007fecdfe80610>

3D-SDF for #<Metabolite:0x00007fecdfe80610>

PDB for #<Metabolite:0x00007fecdfe80610>

3D PDB for #<Metabolite:0x00007fecdfe80610>

SMILES for #<Metabolite:0x00007fecdfe80610>

INCHI for #<Metabolite:0x00007fecdfe80610>

Structure for #<Metabolite:0x00007fecdfe80610>

3D Structure for #<Metabolite:0x00007fecdfe80610>