Showing metabocard for Ashimycin A (MMDBc0020727)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-15 10:52:37 UTC
Update Date2022-08-31 06:47:06 UTC
Metabolite IDMMDBc0020727
Metabolite Identification
Common NameAshimycin A
Description(2R,3S,4R,5R)-2-{[(2S,3R,4S,5S,6R)-6-{[(2S,3S,4R,5S)-2-{[(1S,2S,3R,4R,5R,6R)-2,4-dicarbamimidamido-3,5,6-trihydroxycyclohexyl]oxy}-4-formyl-4-hydroxy-5-methyloxolan-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)-5-(methylamino)oxan-3-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolane-3-carboxylic acid 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 (2R,3S,4R,5R)-2-{[(2S,3R,4S,5S,6R)-6-{[(2S,3S,4R,5S)-2-{[(1S,2S,3R,4R,5R,6R)-2,4-dicarbamimidamido-3,5,6-trihydroxycyclohexyl]oxy}-4-formyl-4-hydroxy-5-methyloxolan-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)-5-(methylamino)oxan-3-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolane-3-carboxylic acid.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f5370b18f58>


  Mrv1652305152112522D          

 69 72  0  0  1  0            999 V2000
    4.9177    0.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6159    0.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8967    3.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0220    5.8808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136    1.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331    0.6910    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2836    3.1119    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5371    5.2134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5749   -3.0221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7243   -1.6010    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0574    2.0078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0598   -2.3547    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7544   -2.9359    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8859    2.8148    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4189   -2.1822    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4990    3.3668    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9038   -1.5148    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7920    4.4287    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7982    0.6910    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8421    1.7529    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0531   -0.0937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6766    3.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429    4.4287    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7309   -3.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297   -1.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1246    3.9438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2159   -3.1946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0665   -4.6157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3652   -1.7735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5146   -0.3524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4443    1.4558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9105   -3.7758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2092   -0.9336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6813    3.4090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8425    5.7946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1686    2.5736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8803   -2.4409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2695   -3.6033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1013    3.0697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5984   -2.0960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5766    4.1738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4217    2.5461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4836    3.5022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177    1.7890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4275    3.3307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781   -0.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552    2.3049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2879    5.2134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5682   -0.7611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3275    4.1738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0136    0.9459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2621    1.5058    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1121    3.9189    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3519    5.0843    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3954   -3.1084    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5447   -1.6872    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2728    2.2628    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393   -2.2684    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -2.8496    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6705    2.5599    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0833   -1.4285    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    3.6218    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3887   -0.8473    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9211    3.6139    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6692    1.5058    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2290    1.2008    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2383    0.0354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1262    5.0121    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  6  0  0  0
  7  3  1  6  0  0  0
  8  4  1  1  0  0  0
 12  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13  9  1  0  0  0  0
 14 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16  7  1  0  0  0  0
 16 14  1  0  0  0  0
 17 10  1  0  0  0  0
 17 15  1  0  0  0  0
 18  8  1  0  0  0  0
 20 11  1  0  0  0  0
 21 19  1  0  0  0  0
 26  5  1  1  0  0  0
 26  6  1  0  0  0  0
 26 19  1  0  0  0  0
 27 18  1  0  0  0  0
 27 22  1  6  0  0  0
 27 23  1  0  0  0  0
 28 24  2  0  0  0  0
 29 24  1  0  0  0  0
 30 25  2  0  0  0  0
 31 25  1  0  0  0  0
 32  2  1  0  0  0  0
 11 32  1  1  0  0  0
  9 33  1  1  0  0  0
 33 24  1  0  0  0  0
 10 34  1  1  0  0  0
 34 25  1  0  0  0  0
 35  3  1  0  0  0  0
 36  4  1  0  0  0  0
 37  5  2  0  0  0  0
 12 38  1  1  0  0  0
 13 39  1  1  0  0  0
 14 40  1  1  0  0  0
 15 41  1  1  0  0  0
 18 42  1  6  0  0  0
 43 22  2  0  0  0  0
 44 22  1  0  0  0  0
 26 45  1  6  0  0  0
 27 46  1  1  0  0  0
 47  6  1  0  0  0  0
 47 21  1  0  0  0  0
 48  7  1  0  0  0  0
 48 20  1  0  0  0  0
 49  8  1  0  0  0  0
 49 23  1  0  0  0  0
 17 50  1  1  0  0  0
 21 50  1  6  0  0  0
 16 51  1  1  0  0  0
 23 51  1  6  0  0  0
 19 52  1  1  0  0  0
 20 52  1  6  0  0  0
  6 53  1  1  0  0  0
  7 54  1  1  0  0  0
  8 55  1  6  0  0  0
  9 56  1  6  0  0  0
 10 57  1  6  0  0  0
 11 58  1  6  0  0  0
 12 59  1  1  0  0  0
 13 60  1  6  0  0  0
 14 61  1  1  0  0  0
 15 62  1  6  0  0  0
 16 63  1  6  0  0  0
 17 64  1  6  0  0  0
 18 65  1  1  0  0  0
 19 66  1  6  0  0  0
 20 67  1  1  0  0  0
 21 68  1  1  0  0  0
 23 69  1  1  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f5370b18f58>

Download
3D SDF for #<Metabolite:0x00007f5370b18f58>

  Mrv1652305152112522D          

 69 72  0  0  1  0            999 V2000
    4.9177    0.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6159    0.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8967    3.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0220    5.8808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136    1.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331    0.6910    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2836    3.1119    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5371    5.2134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5749   -3.0221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7243   -1.6010    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0574    2.0078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0598   -2.3547    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7544   -2.9359    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8859    2.8148    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4189   -2.1822    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4990    3.3668    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9038   -1.5148    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7920    4.4287    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7982    0.6910    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8421    1.7529    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0531   -0.0937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6766    3.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429    4.4287    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7309   -3.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297   -1.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1246    3.9438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2159   -3.1946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0665   -4.6157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3652   -1.7735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5146   -0.3524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4443    1.4558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9105   -3.7758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2092   -0.9336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6813    3.4090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8425    5.7946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1686    2.5736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8803   -2.4409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2695   -3.6033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1013    3.0697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5984   -2.0960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5766    4.1738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4217    2.5461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4836    3.5022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177    1.7890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4275    3.3307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781   -0.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552    2.3049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2879    5.2134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5682   -0.7611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3275    4.1738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0136    0.9459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2621    1.5058    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1121    3.9189    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3519    5.0843    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3954   -3.1084    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5447   -1.6872    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2728    2.2628    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393   -2.2684    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -2.8496    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6705    2.5599    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0833   -1.4285    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    3.6218    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3887   -0.8473    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9211    3.6139    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6692    1.5058    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2290    1.2008    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2383    0.0354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1262    5.0121    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  6  0  0  0
  7  3  1  6  0  0  0
  8  4  1  1  0  0  0
 12  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13  9  1  0  0  0  0
 14 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16  7  1  0  0  0  0
 16 14  1  0  0  0  0
 17 10  1  0  0  0  0
 17 15  1  0  0  0  0
 18  8  1  0  0  0  0
 20 11  1  0  0  0  0
 21 19  1  0  0  0  0
 26  5  1  1  0  0  0
 26  6  1  0  0  0  0
 26 19  1  0  0  0  0
 27 18  1  0  0  0  0
 27 22  1  6  0  0  0
 27 23  1  0  0  0  0
 28 24  2  0  0  0  0
 29 24  1  0  0  0  0
 30 25  2  0  0  0  0
 31 25  1  0  0  0  0
 32  2  1  0  0  0  0
 11 32  1  1  0  0  0
  9 33  1  1  0  0  0
 33 24  1  0  0  0  0
 10 34  1  1  0  0  0
 34 25  1  0  0  0  0
 35  3  1  0  0  0  0
 36  4  1  0  0  0  0
 37  5  2  0  0  0  0
 12 38  1  1  0  0  0
 13 39  1  1  0  0  0
 14 40  1  1  0  0  0
 15 41  1  1  0  0  0
 18 42  1  6  0  0  0
 43 22  2  0  0  0  0
 44 22  1  0  0  0  0
 26 45  1  6  0  0  0
 27 46  1  1  0  0  0
 47  6  1  0  0  0  0
 47 21  1  0  0  0  0
 48  7  1  0  0  0  0
 48 20  1  0  0  0  0
 49  8  1  0  0  0  0
 49 23  1  0  0  0  0
 17 50  1  1  0  0  0
 21 50  1  6  0  0  0
 16 51  1  1  0  0  0
 23 51  1  6  0  0  0
 19 52  1  1  0  0  0
 20 52  1  6  0  0  0
  6 53  1  1  0  0  0
  7 54  1  1  0  0  0
  8 55  1  6  0  0  0
  9 56  1  6  0  0  0
 10 57  1  6  0  0  0
 11 58  1  6  0  0  0
 12 59  1  1  0  0  0
 13 60  1  6  0  0  0
 14 61  1  1  0  0  0
 15 62  1  6  0  0  0
 16 63  1  6  0  0  0
 17 64  1  6  0  0  0
 18 65  1  1  0  0  0
 19 66  1  6  0  0  0
 20 67  1  1  0  0  0
 21 68  1  1  0  0  0
 23 69  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0020727

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C27H47N7O18/c1-6-26(45,5-37)19(21(47-6)50-17-10(34-25(30)31)12(38)9(33-24(28)29)13(39)15(17)41)52-20-11(32-2)14(40)16(7(3-35)48-20)51-23-27(46,22(43)44)18(42)8(4-36)49-23/h5-21,23,32,35-36,38-42,45-46H,3-4H2,1-2H3,(H,43,44)(H4,28,29,33)(H4,30,31,34)/t6-,7-,8+,9+,10-,11-,12+,13+,14-,15+,16-,17-,18+,19+,20+,21+,23+,26+,27+/m0/s1

> <INCHI_KEY>
ILBIJYYHQHTSRJ-BYPLPWHCSA-N

> <FORMULA>
C27H47N7O18

> <MOLECULAR_WEIGHT>
757.704

> <EXACT_MASS>
757.297757701

> <JCHEM_ACCEPTOR_COUNT>
25

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
70.89348398833084

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
17

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5R)-2-{[(2S,3R,4S,5S,6R)-6-{[(2S,3S,4R,5S)-2-{[(1S,2S,3R,4R,5R,6R)-2,4-dicarbamimidamido-3,5,6-trihydroxycyclohexyl]oxy}-4-formyl-4-hydroxy-5-methyloxolan-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)-5-(methylamino)oxan-3-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolane-3-carboxylic acid

> <ALOGPS_LOGP>
-1.99

> <JCHEM_LOGP>
-10.404744689852329

> <ALOGPS_LOGS>
-1.39

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
10.50316866760563

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8336133290609693

> <JCHEM_PKA_STRONGEST_BASIC>
11.328257981159899

> <JCHEM_POLAR_SURFACE_AREA>
427.6500000000001

> <JCHEM_REFRACTIVITY>
182.04590000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.09e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4R,5R)-2-{[(2S,3R,4S,5S,6R)-6-{[(2S,3S,4R,5S)-2-{[(1S,2S,3R,4R,5R,6R)-2,4-dicarbamimidamido-3,5,6-trihydroxycyclohexyl]oxy}-4-formyl-4-hydroxy-5-methyloxolan-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)-5-(methylamino)oxan-3-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolane-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for #<Metabolite:0x00007f5370b18f58>
Download
PDB for #<Metabolite:0x00007f5370b18f58>
HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       9.180   1.766   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.150   1.211   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.407   6.839   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.908  10.977   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.439   3.339   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.715   1.290   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.263   5.809   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.003   9.732   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.673  -5.641   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.952  -2.989   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.974   3.748   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.578  -4.395   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.142  -5.480   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.654   5.254   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.515  -4.073   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.798   6.285   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.420  -2.828   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.478   8.267   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.223   1.290   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.439   3.272   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.699  -0.175   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.263   6.217   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.013   8.267   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.831  -7.209   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.389  -1.904   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.469   2.195   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.233   7.362   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       9.736  -5.963   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0       9.457  -8.616   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0      10.015  -3.310   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      10.294  -0.658   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0       0.829   2.717   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0       7.300  -7.048   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0       7.857  -1.743   0.000  0.00  0.00           N+0
HETATM   35  O   UNK     0       6.872   6.363   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -3.439  10.817   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       5.915   4.804   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       9.110  -4.556   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       4.236  -6.726   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       0.189   5.730   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       2.984  -3.912   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -2.943   7.791   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -0.787   4.753   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -2.769   6.538   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       7.500   3.339   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       0.798   6.217   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       7.239  -0.175   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       4.583   4.303   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       0.537   9.732   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       4.794  -1.421   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       2.478   7.791   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       3.759   1.766   0.000  0.00  0.00           O+0
HETATM   53  H   UNK     0       7.956   2.811   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.943   7.315   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.524   9.491   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0       8.205  -5.802   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0       8.484  -3.150   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.509   4.224   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0       6.047  -4.234   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.610  -5.319   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0       3.118   4.778   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0       3.889  -2.667   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0       1.334   6.761   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0       6.326  -1.582   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0      -1.719   6.746   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0       4.982   2.811   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0       2.294   2.242   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0       4.178   0.066   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0       2.102   9.356   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2   32                                                            
CONECT    3    7   35                                                       
CONECT    4    8   36                                                       
CONECT    5   26   37                                                       
CONECT    6    1   26   47   53                                             
CONECT    7    3   16   48   54                                             
CONECT    8    4   18   49   55                                             
CONECT    9   12   13   33   56                                             
CONECT   10   12   17   34   57                                             
CONECT   11   14   20   32   58                                             
CONECT   12    9   10   38   59                                             
CONECT   13    9   15   39   60                                             
CONECT   14   11   16   40   61                                             
CONECT   15   13   17   41   62                                             
CONECT   16    7   14   51   63                                             
CONECT   17   10   15   50   64                                             
CONECT   18    8   27   42   65                                             
CONECT   19   21   26   52   66                                             
CONECT   20   11   48   52   67                                             
CONECT   21   19   47   50   68                                             
CONECT   22   27   43   44                                                  
CONECT   23   27   49   51   69                                             
CONECT   24   28   29   33                                                  
CONECT   25   30   31   34                                                  
CONECT   26    5    6   19   45                                             
CONECT   27   18   22   23   46                                             
CONECT   28   24                                                            
CONECT   29   24                                                            
CONECT   30   25                                                            
CONECT   31   25                                                            
CONECT   32    2   11                                                       
CONECT   33    9   24                                                       
CONECT   34   10   25                                                       
CONECT   35    3                                                            
CONECT   36    4                                                            
CONECT   37    5                                                            
CONECT   38   12                                                            
CONECT   39   13                                                            
CONECT   40   14                                                            
CONECT   41   15                                                            
CONECT   42   18                                                            
CONECT   43   22                                                            
CONECT   44   22                                                            
CONECT   45   26                                                            
CONECT   46   27                                                            
CONECT   47    6   21                                                       
CONECT   48    7   20                                                       
CONECT   49    8   23                                                       
CONECT   50   17   21                                                       
CONECT   51   16   23                                                       
CONECT   52   19   20                                                       
CONECT   53    6                                                            
CONECT   54    7                                                            
CONECT   55    8                                                            
CONECT   56    9                                                            
CONECT   57   10                                                            
CONECT   58   11                                                            
CONECT   59   12                                                            
CONECT   60   13                                                            
CONECT   61   14                                                            
CONECT   62   15                                                            
CONECT   63   16                                                            
CONECT   64   17                                                            
CONECT   65   18                                                            
CONECT   66   19                                                            
CONECT   67   20                                                            
CONECT   68   21                                                            
CONECT   69   23                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  144    0
END

Download
3D PDB for #<Metabolite:0x00007f5370b18f58>
Download
SMILES for #<Metabolite:0x00007f5370b18f58>
[H][C@@]1(C)O[C@]([H])(O[C@]2([H])[C@]([H])(O)[C@]([H])(O)[C@]([H])(NC(N)=N)[C@@]([H])(O)[C@]2([H])NC(N)=N)[C@@]([H])(O[C@@]2([H])O[C@@]([H])(CO)[C@]([H])(O[C@@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@@]3(O)C(O)=O)[C@@]([H])(O)[C@]2([H])NC)[C@@]1(O)C=O
Download
INCHI for #<Metabolite:0x00007f5370b18f58>
InChI=1S/C27H47N7O18/c1-6-26(45,5-37)19(21(47-6)50-17-10(34-25(30)31)12(38)9(33-24(28)29)13(39)15(17)41)52-20-11(32-2)14(40)16(7(3-35)48-20)51-23-27(46,22(43)44)18(42)8(4-36)49-23/h5-21,23,32,35-36,38-42,45-46H,3-4H2,1-2H3,(H,43,44)(H4,28,29,33)(H4,30,31,34)/t6-,7-,8+,9+,10-,11-,12+,13+,14-,15+,16-,17-,18+,19+,20+,21+,23+,26+,27+/m0/s1
Download
Synonyms
ValueSource
(2R,3S,4R,5R)-2-{[(2S,3R,4S,5S,6R)-6-{[(2S,3S,4R,5S)-2-{[(1S,2S,3R,4R,5R,6R)-2,4-dicarbamimidamido-3,5,6-trihydroxycyclohexyl]oxy}-4-formyl-4-hydroxy-5-methyloxolan-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)-5-(methylamino)oxan-3-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolane-3-carboxylateGenerator
Molecular FormulaC27H47N7O18
Average Mass757.704
Monoisotopic Mass757.297757701
IUPAC Name(2R,3S,4R,5R)-2-{[(2S,3R,4S,5S,6R)-6-{[(2S,3S,4R,5S)-2-{[(1S,2S,3R,4R,5R,6R)-2,4-dicarbamimidamido-3,5,6-trihydroxycyclohexyl]oxy}-4-formyl-4-hydroxy-5-methyloxolan-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)-5-(methylamino)oxan-3-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolane-3-carboxylic acid
Traditional Name(2R,3S,4R,5R)-2-{[(2S,3R,4S,5S,6R)-6-{[(2S,3S,4R,5S)-2-{[(1S,2S,3R,4R,5R,6R)-2,4-dicarbamimidamido-3,5,6-trihydroxycyclohexyl]oxy}-4-formyl-4-hydroxy-5-methyloxolan-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)-5-(methylamino)oxan-3-yl]oxy}-3,4-dihydroxy-5-(hydroxymethyl)oxolane-3-carboxylic acid
CAS Registry NumberNot Available
SMILES
[H][C@@]1(C)O[C@]([H])(O[C@]2([H])[C@]([H])(O)[C@]([H])(O)[C@]([H])(NC(N)=N)[C@@]([H])(O)[C@]2([H])NC(N)=N)[C@@]([H])(O[C@@]2([H])O[C@@]([H])(CO)[C@]([H])(O[C@@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@@]3(O)C(O)=O)[C@@]([H])(O)[C@]2([H])NC)[C@@]1(O)C=O
InChI Identifier
InChI=1S/C27H47N7O18/c1-6-26(45,5-37)19(21(47-6)50-17-10(34-25(30)31)12(38)9(33-24(28)29)13(39)15(17)41)52-20-11(32-2)14(40)16(7(3-35)48-20)51-23-27(46,22(43)44)18(42)8(4-36)49-23/h5-21,23,32,35-36,38-42,45-46H,3-4H2,1-2H3,(H,43,44)(H4,28,29,33)(H4,30,31,34)/t6-,7-,8+,9+,10-,11-,12+,13+,14-,15+,16-,17-,18+,19+,20+,21+,23+,26+,27+/m0/s1
InChI KeyILBIJYYHQHTSRJ-BYPLPWHCSA-N