NP-MRD: Showing NP-Card for (2r,3s,4r,5s,6r)-6-{[(2r,3s,4r,5s,6r)-2-carboxy-6-[(2s)-2,3-dihydroxypropoxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]oxan-3-yl]oxy}-3,4-dihydroxy-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylic acid (NP0173084)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 10:10:11 UTC

Updated at

2022-09-03 10:10:11 UTC

NP-MRD ID

NP0173084

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3s,4r,5s,6r)-6-{[(2r,3s,4r,5s,6r)-2-carboxy-6-[(2s)-2,3-dihydroxypropoxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]oxan-3-yl]oxy}-3,4-dihydroxy-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylic acid

Description

(2R,3S,4R,5S,6R)-6-{[(2R,3S,4R,5S,6R)-2-carboxy-6-[(2S)-2,3-dihydroxypropoxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]oxan-3-yl]oxy}-3,4-dihydroxy-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylic acid belongs to the class of organic compounds known as n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group. Based on a literature review very few articles have been published on (2R,3S,4R,5S,6R)-6-{[(2R,3S,4R,5S,6R)-2-carboxy-6-[(2S)-2,3-dihydroxypropoxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]oxan-3-yl]oxy}-3,4-dihydroxy-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032212102D          

 36 37  0  0  1  0            999 V2000
   -0.0000    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 O   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    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   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
    2.1434    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  1  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
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.8375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  2  0  0  0  0
 23 24  1  4  0  0  0
 23 25  1  0  0  0  0
 21 26  1  0  0  0  0
  8 26  1  0  0  0  0
 26 27  1  1  0  0  0
  6 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 29 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
  5 35  1  0  0  0  0
 35 36  1  6  0  0  0
M  END

     RDKit          3D

 66 67  0  0  0  0  0  0  0  0999 V2000
   -4.5028    2.3522    2.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0984    1.5178    1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9734    2.1031   -0.1861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8706    0.2867    1.2014 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4750   -0.6931    0.2494 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3152   -0.2974   -0.6336 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3740    0.3316    0.1850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2055   -0.3715    0.3091 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1212   -0.8395    1.7052 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0433    0.2028    2.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8346    0.5295    3.5320 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2569    0.9165    2.7999 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3764   -1.3856    1.7122 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3733   -0.4866    1.5762 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4858   -1.1937    1.0242 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5891   -1.1607    1.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6855   -1.9367    1.1437 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2604   -3.2523    0.9458 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9343   -1.2804   -0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8996   -1.9359   -0.9351 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0748    0.6054    0.6286 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2977    0.9345   -0.1161 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7231    2.1404   -0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9753    3.2537    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8805    2.3749   -0.9498 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9111    0.4137   -0.2880 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3806   -0.2153   -1.4365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457    0.4495   -1.7245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4847   -0.2010   -2.5764 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8950   -1.3459   -3.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7047   -1.7143   -3.2117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7239   -2.0601   -4.1607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7576   -0.5724   -1.8972 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5536   -1.3971   -2.7228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6445   -1.2036   -0.5616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8299   -0.9328    0.1511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3104    3.0651    1.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8172    1.7530    3.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6385    2.9786    2.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5641    2.8936   -0.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1167   -1.5866    0.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8528   -1.2523   -0.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3116   -1.3241   -0.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5709   -1.7215    1.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8576    0.7406    3.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7877   -0.1118    2.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827   -1.6017    2.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9839   -0.1154    1.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6284   -1.9402    1.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9334   -3.3265   -0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1724   -0.2054   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9657   -1.2786   -0.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7141   -1.3551   -0.9509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8422    1.5380    1.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9005    3.2468    0.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4188    4.2267    0.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0712    3.1798    1.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7982    2.2075   -0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5348    1.4176   -0.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5153    0.3876   -2.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8049    0.5805   -3.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1331   -1.6837   -5.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3812    0.3624   -1.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6570   -2.2972   -2.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6129   -2.3048   -0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4689   -0.4094   -0.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 25  1  0
 23 22  2  0
 22 21  1  0
 21 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 14 13  1  0
 13  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6 28  1  0
 28 29  1  0
 29 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35  5  1  0
  5  4  1  0
  4  2  2  0
  2  1  1  0
  2  3  1  0
 29 30  1  0
 30 32  1  0
 30 31  2  0
  8 26  1  0
 26 27  1  0
  9 10  1  0
 10 12  1  0
 10 11  2  0
 26 21  1  0
  5  6  1  0
 24 55  1  0
 24 56  1  0
 24 57  1  0
 25 58  1  0
 21 54  1  1
 14 46  1  1
 16 47  1  0
 16 48  1  0
 17 49  1  1
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
  9 44  1  1
  8 43  1  6
  6 42  1  6
 29 61  1  6
 33 63  1  1
 34 64  1  0
 35 65  1  6
 36 66  1  0
  5 41  1  1
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
 32 62  1  0
 26 59  1  6
 27 60  1  0
 12 45  1  0
M  END


  Mrv1652309032212102D          

 36 37  0  0  1  0            999 V2000
   -0.0000    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 O   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    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   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
    2.1434    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  1  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
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.8375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  2  0  0  0  0
 23 24  1  4  0  0  0
 23 25  1  0  0  0  0
 21 26  1  0  0  0  0
  8 26  1  0  0  0  0
 26 27  1  1  0  0  0
  6 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 29 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
  5 35  1  0  0  0  0
 35 36  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0173084

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H30N2O15/c1-5(23)20-8-10(26)12(28)14(16(29)30)35-19(8)34-13-11(27)9(21-6(2)24)18(33-4-7(25)3-22)36-15(13)17(31)32/h7-15,18-19,22,25-28H,3-4H2,1-2H3,(H,20,23)(H,21,24)(H,29,30)(H,31,32)/t7-,8-,9-,10+,11+,12-,13-,14+,15+,18+,19+/m0/s1

> <INCHI_KEY>
YEQVWGQVWNWOTI-BHSYFCNSSA-N

> <FORMULA>
C19H30N2O15

> <MOLECULAR_WEIGHT>
526.448

> <EXACT_MASS>
526.164618274

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
48.68391908096388

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5S,6R)-6-{[(2R,3S,4R,5S,6R)-2-carboxy-6-[(2S)-2,3-dihydroxypropoxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]oxan-3-yl]oxy}-3,4-dihydroxy-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylic acid

> <ALOGPS_LOGP>
-1.84

> <JCHEM_LOGP>
-3.676998371333334

> <ALOGPS_LOGS>
-1.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.5817979438420466

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.925492682570382

> <JCHEM_PKA_STRONGEST_BASIC>
-3.642006563021244

> <JCHEM_POLAR_SURFACE_AREA>
277.85

> <JCHEM_REFRACTIVITY>
108.32350000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.77e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4R,5S,6R)-6-{[(2R,3S,4R,5S,6R)-2-carboxy-6-[(2S)-2,3-dihydroxypropoxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]oxan-3-yl]oxy}-3,4-dihydroxy-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.000  16.940   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  16.170   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.667  16.940   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      -1.334  14.630   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  12.320   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.334  11.550   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334  11.550   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.667   9.240   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.000   7.700   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.334   5.390   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.001   5.390   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      -4.001   6.930   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -4.001  10.010   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -4.001  11.550   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -5.335  12.320   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -6.668  11.550   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -8.002  12.320   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -6.668  10.010   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -5.335  13.860   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -6.668  14.630   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -4.001  14.630   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -4.001  16.170   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   35                                                  
CONECT    6    5    7   28                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   26                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    9   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19                                                            
CONECT   21   14   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   21    8   27                                                  
CONECT   27   26                                                            
CONECT   28    6   29                                                       
CONECT   29   28   30   33                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   29   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33    5   36                                                  
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   74    0
END

View in JSmol

Synonyms

Value	Source
(2R,3S,4R,5S,6R)-6-{[(2R,3S,4R,5S,6R)-2-carboxy-6-[(2S)-2,3-dihydroxypropoxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]oxan-3-yl]oxy}-3,4-dihydroxy-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylate	Generator

Chemical Formula

C₁₉H₃₀N₂O₁₅

Average Mass

526.4480 Da

Monoisotopic Mass

526.16462 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(O)=N[C@@H]1[C@H](OC[C@@H](O)CO)O[C@H]([C@@H](O[C@@H]2O[C@H]([C@@H](O)[C@H](O)[C@@H]2N=C(C)O)C(O)=O)[C@@H]1O)C(O)=O

InChI Identifier

InChI=1S/C19H30N2O15/c1-5(23)20-8-10(26)12(28)14(16(29)30)35-19(8)34-13-11(27)9(21-6(2)24)18(33-4-7(25)3-22)36-15(13)17(31)32/h7-15,18-19,22,25-28H,3-4H2,1-2H3,(H,20,23)(H,21,24)(H,29,30)(H,31,32)/t7-,8-,9-,10+,11+,12-,13-,14+,15+,18+,19+/m0/s1

InChI Key

YEQVWGQVWNWOTI-BHSYFCNSSA-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 n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

N-acyl-alpha-hexosamines

Alternative Parents

Substituents

N-acyl-alpha-hexosamine
Disaccharide
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Glycerolipid
Dicarboxylic acid or derivatives
Hydroxy acid
Pyran
Oxane
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Organic oxide
Alcohol
Organopnictogen compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Primary alcohol
Organonitrogen compound
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	-1.8	ALOGPS
logP	-3.7	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	2.93	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	277.85 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	108.32 m³·mol⁻¹	ChemAxon
Polarizability	48.68 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

9320933

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11145823

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3s,4r,5s,6r)-6-{[(2r,3s,4r,5s,6r)-2-carboxy-6-[(2s)-2,3-dihydroxypropoxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]oxan-3-yl]oxy}-3,4-dihydroxy-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylic acid (NP0173084)

MOL for NP0173084 ((2r,3s,4r,5s,6r)-6-{[(2r,3s,4r,5s,6r)-2-carboxy-6-[(2s)-2,3-dihydroxypropoxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]oxan-3-yl]oxy}-3,4-dihydroxy-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylic acid)

3D MOL for NP0173084 ((2r,3s,4r,5s,6r)-6-{[(2r,3s,4r,5s,6r)-2-carboxy-6-[(2s)-2,3-dihydroxypropoxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]oxan-3-yl]oxy}-3,4-dihydroxy-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylic acid)

3D SDF for NP0173084 ((2r,3s,4r,5s,6r)-6-{[(2r,3s,4r,5s,6r)-2-carboxy-6-[(2s)-2,3-dihydroxypropoxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]oxan-3-yl]oxy}-3,4-dihydroxy-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylic acid)

3D-SDF for NP0173084 ((2r,3s,4r,5s,6r)-6-{[(2r,3s,4r,5s,6r)-2-carboxy-6-[(2s)-2,3-dihydroxypropoxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]oxan-3-yl]oxy}-3,4-dihydroxy-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylic acid)

PDB for NP0173084 ((2r,3s,4r,5s,6r)-6-{[(2r,3s,4r,5s,6r)-2-carboxy-6-[(2s)-2,3-dihydroxypropoxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]oxan-3-yl]oxy}-3,4-dihydroxy-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylic acid)

3D PDB for NP0173084 ((2r,3s,4r,5s,6r)-6-{[(2r,3s,4r,5s,6r)-2-carboxy-6-[(2s)-2,3-dihydroxypropoxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]oxan-3-yl]oxy}-3,4-dihydroxy-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylic acid)

SMILES for NP0173084 ((2r,3s,4r,5s,6r)-6-{[(2r,3s,4r,5s,6r)-2-carboxy-6-[(2s)-2,3-dihydroxypropoxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]oxan-3-yl]oxy}-3,4-dihydroxy-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylic acid)

INCHI for NP0173084 ((2r,3s,4r,5s,6r)-6-{[(2r,3s,4r,5s,6r)-2-carboxy-6-[(2s)-2,3-dihydroxypropoxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]oxan-3-yl]oxy}-3,4-dihydroxy-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylic acid)

Structure for NP0173084 ((2r,3s,4r,5s,6r)-6-{[(2r,3s,4r,5s,6r)-2-carboxy-6-[(2s)-2,3-dihydroxypropoxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]oxan-3-yl]oxy}-3,4-dihydroxy-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylic acid)

3D Structure for NP0173084 ((2r,3s,4r,5s,6r)-6-{[(2r,3s,4r,5s,6r)-2-carboxy-6-[(2s)-2,3-dihydroxypropoxy]-4-hydroxy-5-[(1-hydroxyethylidene)amino]oxan-3-yl]oxy}-3,4-dihydroxy-5-[(1-hydroxyethylidene)amino]oxane-2-carboxylic acid)