NP-MRD: Showing NP-Card for (2r,3r,4s,5s,6r)-2-{[(2s,3s,4s,5s,6r)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0243296)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 03:48:55 UTC

Updated at

2022-09-07 03:48:56 UTC

NP-MRD ID

NP0243296

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r,4s,5s,6r)-2-{[(2s,3s,4s,5s,6r)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Description

(2R,3R,4S,5S,6R)-2-{[(2S,3S,4S,5S,6R)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol belongs to the class of organic compounds known as aminoglycosides. These are molecules or a portion of a molecule composed of amino-modified sugars. Based on a literature review very few articles have been published on (2R,3R,4S,5S,6R)-2-{[(2S,3S,4S,5S,6R)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072205482D          

 43 45  0  0  1  0            999 V2000
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 O   0  0  0  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
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  1  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
    4.2868   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 O   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
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  4  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  1  0  0  0
 31 30  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 31 40  1  0  0  0  0
 40 41  1  6  0  0  0
 19 42  1  0  0  0  0
 42 43  1  0  0  0  0
  3 43  1  0  0  0  0
M  END

     RDKit          3D

101103  0  0  0  0  0  0  0  0999 V2000
    4.4659   -1.6748    2.8450 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1426   -1.3929    3.4688 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2010   -0.5607    2.6524 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6349    0.8123    2.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023    0.9988    1.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7728    2.2502    0.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4608    2.0560   -0.6441 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8719    2.6155   -0.6234 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7502    1.9759    0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7324    2.8068   -1.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7130    4.1899   -1.6095 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1424    2.1767   -2.6263 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1068    0.7543   -2.7900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9842    0.1366   -1.9556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0952   -1.3741   -1.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9345   -2.0876   -1.4026 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2896   -3.5013   -1.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7325   -4.1799   -2.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0741   -1.3618   -0.4418 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1805   -1.9905   -0.4661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1717   -1.2434   -1.0302 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7927   -1.8453   -2.1188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8998   -3.2105   -1.8196 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6068   -3.8670   -2.9721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6117   -3.3686   -0.5058 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8310   -3.9899    0.4642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2335   -2.0811   -0.0253 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4270   -1.8798   -0.8444 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2999   -0.9129   -0.0428 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9306    0.1877   -0.5486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9008    1.3007    0.3045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1629    2.2606   -0.3464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2428    3.4891    0.2168 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6116    3.6774    1.5553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1125    2.8946    2.5672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6487    4.0365    0.2596 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0524    4.4303   -1.0142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6223    3.0733    0.8818 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7800    3.2778    2.2552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3222    1.6425    0.5929 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1532    1.1494   -0.4160 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5025   -1.0691    0.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8643   -1.3771    1.3792 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9365   -2.6133    3.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2377   -0.9168    2.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3892   -1.9506    1.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6348   -2.3979    3.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344   -1.0249    4.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2478   -0.4859    3.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7887    1.2691    1.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7361    1.4058    3.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1873    0.1971    0.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7395    1.2539    2.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6949    2.5116    0.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2519    3.0828    1.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5435    0.9736   -0.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8764    3.7143   -0.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3662    2.5140   -1.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6821    0.8611    0.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6554    2.3966    1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8142    2.2019    0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1400    4.6710   -0.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0661    0.2359   -2.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7789    0.5810   -3.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0514    0.5073   -2.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1729    0.4609   -0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0919   -1.6515   -1.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2394   -1.6185   -3.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2445   -2.2800   -2.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4471   -4.0858   -0.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1204   -3.6200   -0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7892   -3.8145   -2.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7182   -5.2677   -2.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0816   -3.8944   -3.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1440   -0.3645   -0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7607   -0.2666   -1.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8636   -3.5898   -1.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2730   -4.6552   -2.5558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8138   -4.3217   -3.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1807   -3.1435   -3.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4745   -4.0694   -0.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4271   -4.2714    1.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5173   -2.2548    1.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0693   -2.6669   -0.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1117   -1.7885   -1.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8869   -0.6851    0.9612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3408    1.0400    1.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6957    4.1933   -0.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5051    3.5927    1.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8088    4.7417    1.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0508    3.2631    3.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6292    4.9508    0.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2927    4.5435   -1.6406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6225    3.3072    0.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7276    3.1392    2.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6034    1.0403    1.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6848    1.1100   -1.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2886    0.0032    1.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1875   -1.6326    1.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7056   -1.2059    0.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9403   -2.4497    1.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 42  1  0
 42 43  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 33 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 43  3  1  0
 29 21  1  0
 40 31  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  2 47  1  0
  2 48  1  0
  3 49  1  1
  4 50  1  0
  4 51  1  0
  5 52  1  0
  5 53  1  0
  6 54  1  0
  6 55  1  0
  7 56  1  6
  8 57  1  0
  8 58  1  0
  9 59  1  0
  9 60  1  0
  9 61  1  0
 11 62  1  0
 13 63  1  0
 13 64  1  0
 14 65  1  0
 14 66  1  0
 15 67  1  0
 15 68  1  0
 16 69  1  6
 17 70  1  0
 17 71  1  0
 18 72  1  0
 18 73  1  0
 18 74  1  0
 19 75  1  6
 42 98  1  0
 42 99  1  0
 43100  1  0
 43101  1  0
 21 76  1  6
 23 77  1  1
 24 78  1  0
 24 79  1  0
 24 80  1  0
 25 81  1  6
 26 82  1  0
 27 83  1  1
 28 84  1  0
 28 85  1  0
 29 86  1  1
 31 87  1  1
 33 88  1  6
 34 89  1  0
 34 90  1  0
 35 91  1  0
 36 92  1  1
 37 93  1  0
 38 94  1  6
 39 95  1  0
 40 96  1  1
 41 97  1  0
M  END


  Mrv1652309072205482D          

 43 45  0  0  1  0            999 V2000
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 O   0  0  0  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
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  1  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
    4.2868   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 O   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
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  4  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  1  0  0  0
 31 30  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 31 40  1  0  0  0  0
 40 41  1  6  0  0  0
 19 42  1  0  0  0  0
 42 43  1  0  0  0  0
  3 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0243296

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC1CCCC(CC)C(O)=NCCCC(CC)C(CC1)O[C@H]1O[C@H](C)[C@@H](O)[C@H](N)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C31H58N2O10/c1-5-18-10-8-11-20(7-3)29(39)33-15-9-12-19(6-2)21(14-13-18)41-31-28(23(32)24(35)17(4)40-31)43-30-27(38)26(37)25(36)22(16-34)42-30/h17-28,30-31,34-38H,5-16,32H2,1-4H3,(H,33,39)/t17-,18?,19?,20?,21?,22-,23+,24-,25-,26+,27-,28+,30-,31-/m1/s1

> <INCHI_KEY>
VSINHLXABDCMGP-TZAZQOALSA-N

> <FORMULA>
C31H58N2O10

> <MOLECULAR_WEIGHT>
618.809

> <EXACT_MASS>
618.409146076

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
101

> <JCHEM_AVERAGE_POLARIZABILITY>
68.2876885441138

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6R)-2-{[(2S,3S,4S,5S,6R)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_LOGP>
0.5474593118906909

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.190175984427249

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.4839664347582575

> <JCHEM_PKA_STRONGEST_BASIC>
9.004709744242648

> <JCHEM_POLAR_SURFACE_AREA>
196.67999999999995

> <JCHEM_REFRACTIVITY>
158.19620000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S,5S,6R)-2-{[(2S,3S,4S,5S,6R)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      -2.667   1.540   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.000  -1.540   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.000  -6.160   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.334  -8.470   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       4.001  -6.930   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.001  -3.850   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.335  -6.160   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.668  -8.470   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       9.336  -3.850   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   43                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20   42                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   29                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   21   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   40                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   31   41                                                  
CONECT   41   40                                                            
CONECT   42   19   43                                                       
CONECT   43   42    3                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   90    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₅₈N₂O₁₀

Average Mass

618.8090 Da

Monoisotopic Mass

618.40915 Da

IUPAC Name

(2R,3R,4S,5S,6R)-2-{[(2S,3S,4S,5S,6R)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2R,3R,4S,5S,6R)-2-{[(2S,3S,4S,5S,6R)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

CCC1CCCC(CC)C(O)=NCCCC(CC)C(CC1)O[C@H]1O[C@H](C)[C@@H](O)[C@H](N)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C31H58N2O10/c1-5-18-10-8-11-20(7-3)29(39)33-15-9-12-19(6-2)21(14-13-18)41-31-28(23(32)24(35)17(4)40-31)43-30-27(38)26(37)25(36)22(16-34)42-30/h17-28,30-31,34-38H,5-16,32H2,1-4H3,(H,33,39)/t17-,18?,19?,20?,21?,22-,23+,24-,25-,26+,27-,28+,30-,31-/m1/s1

InChI Key

VSINHLXABDCMGP-TZAZQOALSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminoglycosides. These are molecules or a portion of a molecule composed of amino-modified sugars.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Aminoglycosides

Alternative Parents

Substituents

Aminoglycoside core
O-glycosyl compound
Glycosyl compound
Disaccharide
Oxane
Cyclic carboximidic acid
Secondary alcohol
1,2-aminoalcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Acetal
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Primary alcohol
Organonitrogen compound
Primary aliphatic amine
Amine
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.55	ChemAxon
pKa (Strongest Acidic)	4.48	ChemAxon
pKa (Strongest Basic)	9	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	196.68 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	158.2 m³·mol⁻¹	ChemAxon
Polarizability	68.29 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78445655

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583304

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3r,4s,5s,6r)-2-{[(2s,3s,4s,5s,6r)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0243296)

MOL for NP0243296 ((2r,3r,4s,5s,6r)-2-{[(2s,3s,4s,5s,6r)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0243296 ((2r,3r,4s,5s,6r)-2-{[(2s,3s,4s,5s,6r)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0243296 ((2r,3r,4s,5s,6r)-2-{[(2s,3s,4s,5s,6r)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0243296 ((2r,3r,4s,5s,6r)-2-{[(2s,3s,4s,5s,6r)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0243296 ((2r,3r,4s,5s,6r)-2-{[(2s,3s,4s,5s,6r)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0243296 ((2r,3r,4s,5s,6r)-2-{[(2s,3s,4s,5s,6r)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0243296 ((2r,3r,4s,5s,6r)-2-{[(2s,3s,4s,5s,6r)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0243296 ((2r,3r,4s,5s,6r)-2-{[(2s,3s,4s,5s,6r)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0243296 ((2r,3r,4s,5s,6r)-2-{[(2s,3s,4s,5s,6r)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0243296 ((2r,3r,4s,5s,6r)-2-{[(2s,3s,4s,5s,6r)-4-amino-5-hydroxy-6-methyl-2-{[5,9,13-triethyl-14-hydroxy-1-azacyclotetradec-1(14)-en-6-yl]oxy}oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)