MiMeDB: Showing metabocard for streptothricin F (MMDBc0056320)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:22:44 UTC

Update Date

2022-08-12 20:09:40 UTC

Metabolite ID

MMDBc0056320

Metabolite Identification

Common Name

streptothricin F

Description

streptothricin F(3+), also known as antibiotic S 15-1a(3+) or racemomycin a(3+), belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether). Based on a literature review a small amount of articles have been published on streptothricin F(3+).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222222D          

 44 46  0  0  1  0            999 V2000
    8.5544    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8399    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2689    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4110    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2840    7.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1255    1.5395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8715    6.8235    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5531    3.6020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6965    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2840    6.1090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1090    6.1090    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9820    2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2676    2.3645    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5531    2.7770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5215    6.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820    3.6020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8386    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9833    1.5395    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    7.1255    2.3645    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.1242    1.1270    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    6.1090    7.5380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965    2.3645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0291    5.3244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3640    5.3244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965    4.0145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386    4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465    6.8235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676    1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3465    6.8235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5531    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676    4.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386    2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1255    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4590    6.1090    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386    3.1895    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965    6.8235    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9295    6.0228    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5531    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676    3.1895    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965    3.1895    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  7  2  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  1  0  0  0
 10  4  1  0  0  0  0
 11  8  1  0  0  0  0
 12 11  1  0  0  0  0
 14 13  1  0  0  0  0
 15  9  1  0  0  0  0
 15 14  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 20  3  1  0  0  0  0
  7 21  1  6  0  0  0
 22 18  2  0  0  0  0
 23  5  1  0  0  0  0
 23 16  2  0  0  0  0
 24 10  2  0  0  0  0
 13 24  1  6  0  0  0
 25 11  1  0  0  0  0
 25 19  2  0  0  0  0
 26 12  1  0  0  0  0
 26 19  1  0  0  0  0
 17 27  1  1  0  0  0
 27 19  1  0  0  0  0
 28  6  1  0  0  0  0
  8 29  1  6  0  0  0
 10 30  1  4  0  0  0
 14 31  1  6  0  0  0
 32 16  1  0  0  0  0
 33 18  1  0  0  0  0
 34  9  1  0  0  0  0
 34 17  1  0  0  0  0
 15 35  1  6  0  0  0
 35 18  1  0  0  0  0
  7 36  1  6  0  0  0
  8 37  1  1  0  0  0
  9 38  1  6  0  0  0
 11 39  1  1  0  0  0
 12 40  1  6  0  0  0
 13 41  1  1  0  0  0
 14 42  1  1  0  0  0
 15 43  1  6  0  0  0
 17 44  1  6  0  0  0
M  CHG  3  20   1  21   1  22   1
M  END


  Mrv1652306172222222D          

 44 46  0  0  1  0            999 V2000
    8.5544    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8399    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2689    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4110    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2840    7.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1255    1.5395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8715    6.8235    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5531    3.6020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6965    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2840    6.1090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1090    6.1090    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9820    2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2676    2.3645    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5531    2.7770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5215    6.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820    3.6020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8386    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9833    1.5395    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    7.1255    2.3645    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.1242    1.1270    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    6.1090    7.5380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965    2.3645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0291    5.3244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3640    5.3244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965    4.0145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386    4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465    6.8235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676    1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3465    6.8235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5531    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676    4.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386    2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1255    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4590    6.1090    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386    3.1895    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965    6.8235    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9295    6.0228    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5531    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676    3.1895    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965    3.1895    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  7  2  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  1  0  0  0
 10  4  1  0  0  0  0
 11  8  1  0  0  0  0
 12 11  1  0  0  0  0
 14 13  1  0  0  0  0
 15  9  1  0  0  0  0
 15 14  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 20  3  1  0  0  0  0
  7 21  1  6  0  0  0
 22 18  2  0  0  0  0
 23  5  1  0  0  0  0
 23 16  2  0  0  0  0
 24 10  2  0  0  0  0
 13 24  1  6  0  0  0
 25 11  1  0  0  0  0
 25 19  2  0  0  0  0
 26 12  1  0  0  0  0
 26 19  1  0  0  0  0
 17 27  1  1  0  0  0
 27 19  1  0  0  0  0
 28  6  1  0  0  0  0
  8 29  1  6  0  0  0
 10 30  1  4  0  0  0
 14 31  1  6  0  0  0
 32 16  1  0  0  0  0
 33 18  1  0  0  0  0
 34  9  1  0  0  0  0
 34 17  1  0  0  0  0
 15 35  1  6  0  0  0
 35 18  1  0  0  0  0
  7 36  1  6  0  0  0
  8 37  1  1  0  0  0
  9 38  1  6  0  0  0
 11 39  1  1  0  0  0
 12 40  1  6  0  0  0
 13 41  1  1  0  0  0
 14 42  1  1  0  0  0
 15 43  1  6  0  0  0
 17 44  1  6  0  0  0
M  CHG  3  20   1  21   1  22   1
M  END
> <DATABASE_ID>
MMDBc0056320

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]([NH3+])(CCC[NH3+])CC(O)=N[C@@]1([H])[C@]([H])(NC2=N[C@@]3([H])[C@]([H])(N2)C(O)=NC[C@@]3([H])O)O[C@]([H])(CO)[C@]([H])(OC(O)=[NH2+])[C@@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C19H34N8O8/c20-3-1-2-7(21)4-10(30)24-13-14(31)15(35-18(22)33)9(6-28)34-17(13)27-19-25-11-8(29)5-23-16(32)12(11)26-19/h7-9,11-15,17,28-29,31H,1-6,20-21H2,(H2,22,33)(H,23,32)(H,24,30)(H2,25,26,27)/p+3/t7-,8+,9+,11+,12-,13+,14-,15-,17+/m0/s1

> <INCHI_KEY>
NRAUADCLPJTGSF-VLSXYIQESA-Q

> <FORMULA>
C19H37N8O8

> <MOLECULAR_WEIGHT>
505.551

> <EXACT_MASS>
505.271789444

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
51.412320427401404

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
3

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S)-5-{[(2R,3R,4S,5R,6R)-2-{[(3aS,7R,7aS)-4,7-dihydroxy-3H,3aH,6H,7H,7aH-imidazo[4,5-c]pyridin-2-yl]amino}-4-hydroxy-5-[hydroxy(iminiumyl)methoxy]-6-(hydroxymethyl)oxan-3-yl]-C-hydroxycarbonimidoyl}pentane-1,4-bis(aminium)

> <JCHEM_LOGP>
-10.300384052304373

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
3

> <JCHEM_PKA>
1.6074751937895346

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.3574598705715415

> <JCHEM_PKA_STRONGEST_BASIC>
11.293704836892788

> <JCHEM_POLAR_SURFACE_AREA>
281.84999999999997

> <JCHEM_REFRACTIVITY>
151.5485000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(4S)-5-{[(2R,3R,4S,5R,6R)-2-{[(3aS,7R,7aS)-4,7-dihydroxy-3H,3aH,6H,7H,7aH-imidazo[4,5-c]pyridin-2-yl]amino}-4-hydroxy-5-[hydroxy(iminio)methoxy]-6-(hydroxymethyl)oxan-3-yl]-C-hydroxycarbonimidoyl}pentane-1,4-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      15.968   2.874   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.635   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.302   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.967   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.863  14.071   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.299   7.494   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.301   2.874   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.093  12.737   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.632   6.724   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.633   2.874   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.863  11.403   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.403  11.403   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.300   5.184   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.966   4.414   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.632   5.184   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.173  12.737   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.300   6.724   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.299   2.874   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.633   9.034   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      18.636   2.874   0.000  0.00  0.00           N+1
HETATM   21  N   UNK     0      13.301   4.414   0.000  0.00  0.00           N+1
HETATM   22  N   UNK     0       3.965   2.104   0.000  0.00  0.00           N+1
HETATM   23  N   UNK     0      11.403  14.071   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      10.633   4.414   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0       9.388   9.939   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      11.879   9.939   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      10.633   7.494   0.000  0.00  0.00           N+0
HETATM   28  O   UNK     0       5.299   9.034   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       7.553  12.737   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       9.300   2.104   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       7.966   2.874   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      13.713  12.737   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       6.632   2.104   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       7.966   7.494   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       5.299   4.414   0.000  0.00  0.00           O+0
HETATM   36  H   UNK     0      13.301   1.334   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       8.323  11.403   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.299   5.954   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0      10.633  12.737   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0      12.935  11.243   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       9.300   3.644   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       6.632   3.644   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       7.966   5.954   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0      10.633   5.954   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    7                                                       
CONECT    3    1   20                                                       
CONECT    4    7   10                                                       
CONECT    5    8   23                                                       
CONECT    6    9   28                                                       
CONECT    7    2    4   21   36                                             
CONECT    8    5   11   29   37                                             
CONECT    9    6   15   34   38                                             
CONECT   10    4   24   30                                                  
CONECT   11    8   12   25   39                                             
CONECT   12   11   16   26   40                                             
CONECT   13   14   17   24   41                                             
CONECT   14   13   15   31   42                                             
CONECT   15    9   14   35   43                                             
CONECT   16   12   23   32                                                  
CONECT   17   13   27   34   44                                             
CONECT   18   22   33   35                                                  
CONECT   19   25   26   27                                                  
CONECT   20    3                                                            
CONECT   21    7                                                            
CONECT   22   18                                                            
CONECT   23    5   16                                                       
CONECT   24   10   13                                                       
CONECT   25   11   19                                                       
CONECT   26   12   19                                                       
CONECT   27   17   19                                                       
CONECT   28    6                                                            
CONECT   29    8                                                            
CONECT   30   10                                                            
CONECT   31   14                                                            
CONECT   32   16                                                            
CONECT   33   18                                                            
CONECT   34    9   17                                                       
CONECT   35   15   18                                                       
CONECT   36    7                                                            
CONECT   37    8                                                            
CONECT   38    9                                                            
CONECT   39   11                                                            
CONECT   40   12                                                            
CONECT   41   13                                                            
CONECT   42   14                                                            
CONECT   43   15                                                            
CONECT   44   17                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

Synonyms

Value	Source
Antibiotic S 15-1a tri-cation	ChEBI
Antibiotic S 15-1a(3+)	ChEBI
Racemomycin a tri-cation	ChEBI
Racemomycin a(3+)	ChEBI
Streptothricin F	ChEBI
Streptothricin F tri-cation	ChEBI
Streptothricin VI tri-cation	ChEBI
Streptothricin VI(3+)	ChEBI
Yazumycin a tri-cation	ChEBI
Yazumycin a(3+)	ChEBI

Molecular Formula

C₁₉H₃₇N₈O₈

Average Mass

505.551

Monoisotopic Mass

505.271789444

IUPAC Name

(4S)-5-{[(2R,3R,4S,5R,6R)-2-{[(3aS,7R,7aS)-4,7-dihydroxy-3H,3aH,6H,7H,7aH-imidazo[4,5-c]pyridin-2-yl]amino}-4-hydroxy-5-[hydroxy(iminiumyl)methoxy]-6-(hydroxymethyl)oxan-3-yl]-C-hydroxycarbonimidoyl}pentane-1,4-bis(aminium)

Traditional Name

(4S)-5-{[(2R,3R,4S,5R,6R)-2-{[(3aS,7R,7aS)-4,7-dihydroxy-3H,3aH,6H,7H,7aH-imidazo[4,5-c]pyridin-2-yl]amino}-4-hydroxy-5-[hydroxy(iminio)methoxy]-6-(hydroxymethyl)oxan-3-yl]-C-hydroxycarbonimidoyl}pentane-1,4-bis(aminium)

CAS Registry Number

Not Available

SMILES

[H][C@]([NH3+])(CCC[NH3+])CC(O)=N[C@@]1([H])[C@]([H])(NC2=N[C@@]3([H])[C@]([H])(N2)C(O)=NC[C@@]3([H])O)O[C@]([H])(CO)[C@]([H])(OC(O)=[NH2+])[C@@]1([H])O

InChI Identifier

InChI=1S/C19H34N8O8/c20-3-1-2-7(21)4-10(30)24-13-14(31)15(35-18(22)33)9(6-28)34-17(13)27-19-25-11-8(29)5-23-16(32)12(11)26-19/h7-9,11-15,17,28-29,31H,1-6,20-21H2,(H2,22,33)(H,23,32)(H,24,30)(H2,25,26,27)/p+3/t7-,8+,9+,11+,12-,13+,14-,15-,17+/m0/s1

InChI Key

NRAUADCLPJTGSF-VLSXYIQESA-Q

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Glycosylamines

Alternative Parents

Substituents

Hexose monosaccharide
Beta amino acid or derivatives
N-glycosyl compound
Alpha-amino acid or derivatives
Delta-lactam
Piperidinone
Fatty amide
Fatty acyl
Monosaccharide
N-acyl-amine
Oxane
Piperidine
Imidazolidine
Carbamic acid ester
Secondary alcohol
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Carbonic acid derivative
Lactam
Guanidine
Carboximidamide
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Azacycle
Primary alcohol
Primary amine
Alcohol
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Carbonyl group
Organopnictogen compound
Amine
Organic nitrogen compound
Organic cation
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

primary aliphatic ammonium ion (CHEBI:60822 )
guanidinium ion (CHEBI:60822 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-10	ChemAxon
pKa (Strongest Acidic)	-3.4	ChemAxon
pKa (Strongest Basic)	11.29	ChemAxon
Physiological Charge	3	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	281.85 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	151.55 m³·mol⁻¹	ChemAxon
Polarizability	51.41 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
Bacteria	Actinobacteria	3
Bacteria	Firmicutes	1	Human feces
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool

Exposure Sources

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

26332014

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49852374

PDB ID

Not Available

ChEBI ID

60822

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 streptothricin F (MMDBc0056320)

MOL for #<Metabolite:0x00007fdb05643ad8>

3D MOL for #<Metabolite:0x00007fdb05643ad8>

3D SDF for #<Metabolite:0x00007fdb05643ad8>

3D-SDF for #<Metabolite:0x00007fdb05643ad8>

PDB for #<Metabolite:0x00007fdb05643ad8>

3D PDB for #<Metabolite:0x00007fdb05643ad8>

SMILES for #<Metabolite:0x00007fdb05643ad8>

INCHI for #<Metabolite:0x00007fdb05643ad8>

Structure for #<Metabolite:0x00007fdb05643ad8>

3D Structure for #<Metabolite:0x00007fdb05643ad8>