MiMeDB: Showing metabocard for N(beta)-acetylstreptothricin D (MMDBc0056206)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:19:31 UTC

Update Date

2022-08-12 20:09:37 UTC

Metabolite ID

MMDBc0056206

Metabolite Identification

Common Name

N(beta)-acetylstreptothricin D

Description

(4S)-5-{[(4S)-5-{[(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}-4-[(1-hydroxyethylidene)amino]pentyl]-C-hydroxycarbonimidoyl}-4-azaniumylpentyl]-C-hydroxycarbonimidoyl}pentane-1,4-bis(aminium) 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 very few articles have been published on (4S)-5-{[(4S)-5-{[(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}-4-[(1-hydroxyethylidene)amino]pentyl]-C-hydroxycarbonimidoyl}-4-azaniumylpentyl]-C-hydroxycarbonimidoyl}pentane-1,4-bis(aminium).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222192D          

 67 69  0  0  1  0            999 V2000
    7.8399    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5557   -4.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9833   -2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5544    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8412   -5.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2689   -2.1730    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
   14.2702   -5.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9833   -3.4105    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
   11.4123   -5.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5544   -0.9355    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
    7.8399    2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1268   -4.6480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2689   -1.3480    0.0000 C   0  0  1  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
   10.6978   -4.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5544   -0.1105    0.0000 C   0  0  0  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
   14.9846   -4.6480    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   12.1268   -3.8230    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    9.9833   -0.9355    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
   10.6978   -3.8230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2689    0.3020    0.0000 N   0  0  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
    7.1255    2.3645    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
    8.5544    2.3645    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
    9.9833   -5.0605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8399    0.3020    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
   12.1268   -5.4730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5544   -1.7605    0.0000 H   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
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 16  1  1  4  0  0  0
 17  5  1  0  0  0  0
 17 11  1  0  0  0  0
 18  6  1  0  0  0  0
 18 12  1  0  0  0  0
 19  7  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  1  0  0  0
 22 11  1  0  0  0  0
 23 12  1  0  0  0  0
 24 13  1  0  0  0  0
 25 20  1  0  0  0  0
 26 25  1  0  0  0  0
 28 27  1  0  0  0  0
 29 21  1  0  0  0  0
 29 28  1  0  0  0  0
 30 26  1  0  0  0  0
 31 27  1  0  0  0  0
 34  8  1  0  0  0  0
 17 35  1  6  0  0  0
 18 36  1  6  0  0  0
 37 32  2  0  0  0  0
 38  9  1  4  0  0  0
 38 22  2  0  0  0  0
 39 10  1  4  0  0  0
 39 23  2  0  0  0  0
 40 14  1  0  0  0  0
 40 30  2  0  0  0  0
 41 16  2  0  0  0  0
 19 41  1  6  0  0  0
 42 24  2  0  0  0  0
 27 42  1  6  0  0  0
 43 25  1  0  0  0  0
 43 33  2  0  0  0  0
 44 26  1  0  0  0  0
 44 33  1  0  0  0  0
 31 45  1  1  0  0  0
 45 33  1  0  0  0  0
 46 15  1  0  0  0  0
 47 16  1  0  0  0  0
 20 48  1  6  0  0  0
 49 22  1  0  0  0  0
 50 23  1  0  0  0  0
 24 51  1  4  0  0  0
 28 52  1  6  0  0  0
 53 30  1  0  0  0  0
 54 32  1  0  0  0  0
 55 21  1  0  0  0  0
 55 31  1  0  0  0  0
 29 56  1  6  0  0  0
 56 32  1  0  0  0  0
 17 57  1  6  0  0  0
 18 58  1  6  0  0  0
 19 59  1  6  0  0  0
 20 60  1  1  0  0  0
 21 61  1  6  0  0  0
 25 62  1  1  0  0  0
 26 63  1  6  0  0  0
 27 64  1  1  0  0  0
 28 65  1  1  0  0  0
 29 66  1  6  0  0  0
 31 67  1  6  0  0  0
M  CHG  4  34   1  35   1  36   1  37   1
M  END


  Mrv1652306172222192D          

 67 69  0  0  1  0            999 V2000
    7.8399    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5557   -4.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9833   -2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5544    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8412   -5.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2689   -2.1730    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
   14.2702   -5.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9833   -3.4105    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
   11.4123   -5.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5544   -0.9355    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
    7.8399    2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1268   -4.6480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2689   -1.3480    0.0000 C   0  0  1  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
   10.6978   -4.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5544   -0.1105    0.0000 C   0  0  0  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
   14.9846   -4.6480    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   12.1268   -3.8230    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    9.9833   -0.9355    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
   10.6978   -3.8230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2689    0.3020    0.0000 N   0  0  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
    7.1255    2.3645    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
    8.5544    2.3645    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
    9.9833   -5.0605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8399    0.3020    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
   12.1268   -5.4730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5544   -1.7605    0.0000 H   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
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 16  1  1  4  0  0  0
 17  5  1  0  0  0  0
 17 11  1  0  0  0  0
 18  6  1  0  0  0  0
 18 12  1  0  0  0  0
 19  7  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  1  0  0  0
 22 11  1  0  0  0  0
 23 12  1  0  0  0  0
 24 13  1  0  0  0  0
 25 20  1  0  0  0  0
 26 25  1  0  0  0  0
 28 27  1  0  0  0  0
 29 21  1  0  0  0  0
 29 28  1  0  0  0  0
 30 26  1  0  0  0  0
 31 27  1  0  0  0  0
 34  8  1  0  0  0  0
 17 35  1  6  0  0  0
 18 36  1  6  0  0  0
 37 32  2  0  0  0  0
 38  9  1  4  0  0  0
 38 22  2  0  0  0  0
 39 10  1  4  0  0  0
 39 23  2  0  0  0  0
 40 14  1  0  0  0  0
 40 30  2  0  0  0  0
 41 16  2  0  0  0  0
 19 41  1  6  0  0  0
 42 24  2  0  0  0  0
 27 42  1  6  0  0  0
 43 25  1  0  0  0  0
 43 33  2  0  0  0  0
 44 26  1  0  0  0  0
 44 33  1  0  0  0  0
 31 45  1  1  0  0  0
 45 33  1  0  0  0  0
 46 15  1  0  0  0  0
 47 16  1  0  0  0  0
 20 48  1  6  0  0  0
 49 22  1  0  0  0  0
 50 23  1  0  0  0  0
 24 51  1  4  0  0  0
 28 52  1  6  0  0  0
 53 30  1  0  0  0  0
 54 32  1  0  0  0  0
 55 21  1  0  0  0  0
 55 31  1  0  0  0  0
 29 56  1  6  0  0  0
 56 32  1  0  0  0  0
 17 57  1  6  0  0  0
 18 58  1  6  0  0  0
 19 59  1  6  0  0  0
 20 60  1  1  0  0  0
 21 61  1  6  0  0  0
 25 62  1  1  0  0  0
 26 63  1  6  0  0  0
 27 64  1  1  0  0  0
 28 65  1  1  0  0  0
 29 66  1  6  0  0  0
 31 67  1  6  0  0  0
M  CHG  4  34   1  35   1  36   1  37   1
M  END
> <DATABASE_ID>
MMDBc0056206

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]([NH3+])(CCC[NH3+])CC(O)=NCCC[C@]([H])([NH3+])CC(O)=NCCC[C@@]([H])(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)N=C(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C33H60N12O11/c1-16(47)41-19(7-4-10-39-23(50)12-18(36)6-3-9-38-22(49)11-17(35)5-2-8-34)13-24(51)42-27-28(52)29(56-32(37)54)21(15-46)55-31(27)45-33-43-25-20(48)14-40-30(53)26(25)44-33/h17-21,25-29,31,46,48,52H,2-15,34-36H2,1H3,(H2,37,54)(H,38,49)(H,39,50)(H,40,53)(H,41,47)(H,42,51)(H2,43,44,45)/p+4/t17-,18-,19-,20+,21+,25+,26-,27+,28-,29-,31+/m0/s1

> <INCHI_KEY>
WPMGFKKSCCXUAK-YFZUDYRPSA-R

> <FORMULA>
C33H64N12O11

> <MOLECULAR_WEIGHT>
804.946

> <EXACT_MASS>
804.479556609

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
120

> <JCHEM_AVERAGE_POLARIZABILITY>
85.71199404299614

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
15

> <JCHEM_FORMAL_CHARGE>
4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S)-5-{[(4S)-5-{[(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}-4-[(1-hydroxyethylidene)amino]pentyl]-C-hydroxycarbonimidoyl}-4-azaniumylpentyl]-C-hydroxycarbonimidoyl}pentane-1,4-bis(aminium)

> <JCHEM_LOGP>
-10.141968158473121

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
4

> <JCHEM_PKA>
3.9696481417079506

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.393877079472062

> <JCHEM_PKA_STRONGEST_BASIC>
10.847643852603955

> <JCHEM_POLAR_SURFACE_AREA>
407.2600000000002

> <JCHEM_REFRACTIVITY>
243.116

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(4S)-5-{[(4S)-5-{[(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}-4-[(1-hydroxyethylidene)amino]pentyl]-C-hydroxycarbonimidoyl}-4-ammoniopentyl]-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      14.635   6.724   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.304  -8.676   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.636  -4.826   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.968   2.874   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.970  -9.446   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.302  -4.056   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.635   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.638  -9.446   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.636  -6.366   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.302   2.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.303  -9.446   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.968  -1.746   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.967   2.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.863  14.071   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.299   7.494   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.635   5.184   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.637  -8.676   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.302  -2.516   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.301   2.874   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.093  12.737   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.632   6.724   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      19.969  -8.676   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.968  -0.206   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.633   2.874   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.863  11.403   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.403  11.403   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.300   5.184   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.966   4.414   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.632   5.184   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.173  12.737   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.300   6.724   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.299   2.874   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.633   9.034   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0      27.971  -8.676   0.000  0.00  0.00           N+1
HETATM   35  N   UNK     0      22.637  -7.136   0.000  0.00  0.00           N+1
HETATM   36  N   UNK     0      18.636  -1.746   0.000  0.00  0.00           N+1
HETATM   37  N   UNK     0       3.965   2.104   0.000  0.00  0.00           N+1
HETATM   38  N   UNK     0      19.969  -7.136   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0      17.302   0.564   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0      11.403  14.071   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0      13.301   4.414   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0      10.633   4.414   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0       9.388   9.939   0.000  0.00  0.00           N+0
HETATM   44  N   UNK     0      11.879   9.939   0.000  0.00  0.00           N+0
HETATM   45  N   UNK     0      10.633   7.494   0.000  0.00  0.00           N+0
HETATM   46  O   UNK     0       5.299   9.034   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      15.968   4.414   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       7.553  12.737   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      18.636  -9.446   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      14.635   0.564   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       9.300   2.104   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       7.966   2.874   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      13.713  12.737   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       6.632   2.104   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       7.966   7.494   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       5.299   4.414   0.000  0.00  0.00           O+0
HETATM   57  H   UNK     0      22.637 -10.216   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      15.968  -3.286   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      13.301   1.334   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0       8.323  11.403   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0       5.299   5.954   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0      10.633  12.737   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0      12.935  11.243   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0       9.300   3.644   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0       6.632   3.644   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0       7.966   5.954   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0      10.633   5.954   0.000  0.00  0.00           H+0
CONECT    1   16                                                            
CONECT    2    5    8                                                       
CONECT    3    6    9                                                       
CONECT    4    7   10                                                       
CONECT    5    2   17                                                       
CONECT    6    3   18                                                       
CONECT    7    4   19                                                       
CONECT    8    2   34                                                       
CONECT    9    3   38                                                       
CONECT   10    4   39                                                       
CONECT   11   17   22                                                       
CONECT   12   18   23                                                       
CONECT   13   19   24                                                       
CONECT   14   20   40                                                       
CONECT   15   21   46                                                       
CONECT   16    1   41   47                                                  
CONECT   17    5   11   35   57                                             
CONECT   18    6   12   36   58                                             
CONECT   19    7   13   41   59                                             
CONECT   20   14   25   48   60                                             
CONECT   21   15   29   55   61                                             
CONECT   22   11   38   49                                                  
CONECT   23   12   39   50                                                  
CONECT   24   13   42   51                                                  
CONECT   25   20   26   43   62                                             
CONECT   26   25   30   44   63                                             
CONECT   27   28   31   42   64                                             
CONECT   28   27   29   52   65                                             
CONECT   29   21   28   56   66                                             
CONECT   30   26   40   53                                                  
CONECT   31   27   45   55   67                                             
CONECT   32   37   54   56                                                  
CONECT   33   43   44   45                                                  
CONECT   34    8                                                            
CONECT   35   17                                                            
CONECT   36   18                                                            
CONECT   37   32                                                            
CONECT   38    9   22                                                       
CONECT   39   10   23                                                       
CONECT   40   14   30                                                       
CONECT   41   16   19                                                       
CONECT   42   24   27                                                       
CONECT   43   25   33                                                       
CONECT   44   26   33                                                       
CONECT   45   31   33                                                       
CONECT   46   15                                                            
CONECT   47   16                                                            
CONECT   48   20                                                            
CONECT   49   22                                                            
CONECT   50   23                                                            
CONECT   51   24                                                            
CONECT   52   28                                                            
CONECT   53   30                                                            
CONECT   54   32                                                            
CONECT   55   21   31                                                       
CONECT   56   29   32                                                       
CONECT   57   17                                                            
CONECT   58   18                                                            
CONECT   59   19                                                            
CONECT   60   20                                                            
CONECT   61   21                                                            
CONECT   62   25                                                            
CONECT   63   26                                                            
CONECT   64   27                                                            
CONECT   65   28                                                            
CONECT   66   29                                                            
CONECT   67   31                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  138    0
END

Synonyms

Not Available

Molecular Formula

C₃₃H₆₄N₁₂O₁₁

Average Mass

804.946

Monoisotopic Mass

804.479556609

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@]([NH3+])(CCC[NH3+])CC(O)=NCCC[C@]([H])([NH3+])CC(O)=NCCC[C@@]([H])(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)N=C(C)O

InChI Identifier

InChI=1S/C33H60N12O11/c1-16(47)41-19(7-4-10-39-23(50)12-18(36)6-3-9-38-22(49)11-17(35)5-2-8-34)13-24(51)42-27-28(52)29(56-32(37)54)21(15-46)55-31(27)45-33-43-25-20(48)14-40-30(53)26(25)44-33/h17-21,25-29,31,46,48,52H,2-15,34-36H2,1H3,(H2,37,54)(H,38,49)(H,39,50)(H,40,53)(H,41,47)(H,42,51)(H2,43,44,45)/p+4/t17-,18-,19-,20+,21+,25+,26-,27+,28-,29-,31+/m0/s1

InChI Key

WPMGFKKSCCXUAK-YFZUDYRPSA-R

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

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-10	ChemAxon
pKa (Strongest Acidic)	3.39	ChemAxon
pKa (Strongest Basic)	10.85	ChemAxon
Physiological Charge	4	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	15	ChemAxon
Polar Surface Area	407.26 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	243.12 m³·mol⁻¹	ChemAxon
Polarizability	85.71 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

Spectrum Type	Description	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	View Spectrum

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	Firmicutes	1	Human feces

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

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

134692107

PDB ID

Not Available

ChEBI ID

Not Available

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(beta)-acetylstreptothricin D (MMDBc0056206)

MOL for #<Metabolite:0x00007fdb486a03d0>

3D MOL for #<Metabolite:0x00007fdb486a03d0>

3D SDF for #<Metabolite:0x00007fdb486a03d0>

3D-SDF for #<Metabolite:0x00007fdb486a03d0>

PDB for #<Metabolite:0x00007fdb486a03d0>

3D PDB for #<Metabolite:0x00007fdb486a03d0>

SMILES for #<Metabolite:0x00007fdb486a03d0>

INCHI for #<Metabolite:0x00007fdb486a03d0>

Structure for #<Metabolite:0x00007fdb486a03d0>

3D Structure for #<Metabolite:0x00007fdb486a03d0>