NP-MRD: Showing NP-Card for (4r,5r,6r,7r)-5-{[(2s,3r,4r,5r,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic acid (NP0147894)

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Record Information

Version

2.0

Created at

2022-09-02 03:34:45 UTC

Updated at

2022-09-02 03:34:45 UTC

NP-MRD ID

NP0147894

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4r,5r,6r,7r)-5-{[(2s,3r,4r,5r,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic acid

Description

(4R,5R,6R,7R)-5-{[(2S,3R,4R,5R,6R)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic 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 (4R,5R,6R,7R)-5-{[(2S,3R,4R,5R,6R)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022205342D          

 30 30  0  0  1  0            999 V2000
   -1.1420   -5.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6019   -4.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2083   -4.7780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8719   -3.8425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318   -3.2189    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6019   -2.4393    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4120   -2.2834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6820   -1.5039    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4922   -1.3480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0323   -1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7622   -0.5684    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
   -4.1124   -1.0361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8424    0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3023    0.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6525    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1420   -0.8802    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4120   -0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318   -1.0361    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3449   -1.5081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2083   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0618    0.3671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0618   -1.8157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7484   -1.9716    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2884   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0986   -1.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0184   -2.7512    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8285   -2.9071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4783   -3.3748    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7484   -4.1543    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  1  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
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
  5 29  1  0  0  0  0
 29 30  1  6  0  0  0
M  END

     RDKit          3D

 57 57  0  0  0  0  0  0  0  0999 V2000
   -3.4391   -1.4618    1.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6897   -0.3195    2.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790   -0.1884    3.9134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0482    0.5700    1.8839 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8989    0.6694    0.4319 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0155   -0.3903   -0.1163 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2956   -0.0048   -0.3653 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2267   -0.6485    0.4407 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9091    0.4427    1.2324 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5395    1.3503    0.3837 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8381   -0.0073    2.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4392    1.1249    3.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4608    0.8667    3.7535 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9960    2.4962    2.9780 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0261    2.9636    2.3530 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7285    3.4396    3.7336 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1497   -1.4113   -0.4608 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1484   -2.1180    0.1962 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7083   -0.5904   -1.5796 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7173    0.1412   -2.2382 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2682   -1.6033   -2.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8011   -0.9336   -3.6818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4497   -1.0565   -1.2266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2705   -0.4071   -2.0874 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6746    0.7611   -2.8325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7038    1.2746   -3.6624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5173   -0.0144   -1.3709 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3623    0.6873   -2.2664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2553    0.7736   -0.1359 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5646    2.1213   -0.4487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1177   -2.3583    2.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5409   -1.3904    2.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338   -1.7342    0.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7773   -0.9919    4.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3645    1.6543    0.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9243   -1.1668    0.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7370   -1.3630    1.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0561    1.0024    1.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5002    1.4901    0.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6300   -0.7047    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2606   -0.5934    3.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2306    4.1488    4.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4993   -2.1931   -0.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7826   -2.7018    0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5060    0.1133   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -0.4700   -2.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4035   -2.1951   -2.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9485   -2.2953   -2.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8862   -1.5355   -4.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5367   -1.1563   -2.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8651    0.4931   -3.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4533    1.5801   -2.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3388    1.5989   -4.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0915   -0.9471   -1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5613    0.0104   -2.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0629    0.4895    0.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4765    2.6891    0.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 16  1  0
 14 15  2  0
  8 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  6 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29  5  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  5 35  1  1
  6 36  1  1
  8 37  1  1
  9 38  1  1
 10 39  1  0
 11 40  1  0
 11 41  1  0
 16 42  1  0
 17 43  1  6
 18 44  1  0
 19 45  1  1
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 24 50  1  6
 25 51  1  0
 25 52  1  0
 26 53  1  0
 27 54  1  1
 28 55  1  0
 29 56  1  1
 30 57  1  0
M  END


  Mrv1652309022205342D          

 30 30  0  0  1  0            999 V2000
   -1.1420   -5.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6019   -4.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2083   -4.7780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8719   -3.8425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318   -3.2189    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6019   -2.4393    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4120   -2.2834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6820   -1.5039    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4922   -1.3480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0323   -1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7622   -0.5684    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
   -4.1124   -1.0361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8424    0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3023    0.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6525    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1420   -0.8802    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4120   -0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318   -1.0361    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3449   -1.5081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2083   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0618    0.3671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0618   -1.8157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7484   -1.9716    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2884   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0986   -1.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0184   -2.7512    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8285   -2.9071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4783   -3.3748    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7484   -4.1543    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  1  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
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
  5 29  1  0  0  0  0
 29 30  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0147894

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H27NO13/c1-5(20)17-10-13(26)12(25)9(4-19)29-16(10)30-14(11(24)8(23)3-18)6(21)2-7(22)15(27)28/h6,8-14,16,18-19,21,23-26H,2-4H2,1H3,(H,17,20)(H,27,28)/t6-,8-,9-,10-,11-,12+,13-,14-,16+/m1/s1

> <INCHI_KEY>
FOGIAMZAWWAKKV-UZOYISKGSA-N

> <FORMULA>
C16H27NO13

> <MOLECULAR_WEIGHT>
441.386

> <EXACT_MASS>
441.148239933

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.647949494956755

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R,5R,6R,7R)-5-{[(2S,3R,4R,5R,6R)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic acid

> <ALOGPS_LOGP>
-2.82

> <JCHEM_LOGP>
-4.424478818682026

> <ALOGPS_LOGS>
-1.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.621402020023902

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7425556274683074

> <JCHEM_PKA_STRONGEST_BASIC>
1.2724837099500457

> <JCHEM_POLAR_SURFACE_AREA>
247.02999999999994

> <JCHEM_REFRACTIVITY>
92.27760000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.92e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R,5R,6R,7R)-5-{[(2S,3R,4R,5R,6R)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.132  -9.792   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.123  -8.628   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.389  -8.919   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      -1.628  -7.173   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -0.619  -6.009   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.123  -4.553   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.636  -4.262   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.140  -2.807   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.652  -2.516   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -5.660  -3.680   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -5.156  -1.061   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -7.677  -1.934   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -7.172   0.685   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -6.164   1.849   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -8.685   0.976   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.132  -1.643   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.636  -0.188   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.619  -1.934   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.644  -2.815   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.389  -0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.115   0.685   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -0.115  -3.389   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.397  -3.680   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.405  -2.516   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.917  -2.807   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.901  -5.135   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.413  -5.427   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.893  -6.300   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.397  -7.755   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   29                                                  
CONECT    6    5    7   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   17                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    8   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21                                                            
CONECT   23    6   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27    5   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   60    0
END

View in JSmol

Synonyms

Value	Source
(4R,5R,6R,7R)-5-{[(2S,3R,4R,5R,6R)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoate	Generator

Chemical Formula

C₁₆H₂₇NO₁₃

Average Mass

441.3860 Da

Monoisotopic Mass

441.14824 Da

IUPAC Name

(4R,5R,6R,7R)-5-{[(2S,3R,4R,5R,6R)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic acid

Traditional Name

(4R,5R,6R,7R)-5-{[(2S,3R,4R,5R,6R)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C16H27NO13/c1-5(20)17-10-13(26)12(25)9(4-19)29-16(10)30-14(11(24)8(23)3-18)6(21)2-7(22)15(27)28/h6,8-14,16,18-19,21,23-26H,2-4H2,1H3,(H,17,20)(H,27,28)/t6-,8-,9-,10-,11-,12+,13-,14-,16+/m1/s1

InChI Key

FOGIAMZAWWAKKV-UZOYISKGSA-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
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
O-glycosyl compound
Disaccharide
Glycosyl compound
Medium-chain keto acid
Amino fatty acid
Hydroxy fatty acid
Heterocyclic fatty acid
Alpha-keto acid
Keto acid
Beta-hydroxy ketone
Oxane
Fatty acyl
Alpha-hydroxy ketone
Ketone
Secondary alcohol
Acetal
Oxacycle
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Polyol
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Carbonyl group
Primary alcohol
Organonitrogen compound
Organic nitrogen 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	-2.8	ALOGPS
logP	-4.4	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	2.74	ChemAxon
pKa (Strongest Basic)	1.27	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	247.03 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	92.28 m³·mol⁻¹	ChemAxon
Polarizability	40.65 Å³	ChemAxon
Number of Rings	1	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163027461

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (4r,5r,6r,7r)-5-{[(2s,3r,4r,5r,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic acid (NP0147894)

MOL for NP0147894 ((4r,5r,6r,7r)-5-{[(2s,3r,4r,5r,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic acid)

3D MOL for NP0147894 ((4r,5r,6r,7r)-5-{[(2s,3r,4r,5r,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic acid)

3D SDF for NP0147894 ((4r,5r,6r,7r)-5-{[(2s,3r,4r,5r,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic acid)

3D-SDF for NP0147894 ((4r,5r,6r,7r)-5-{[(2s,3r,4r,5r,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic acid)

PDB for NP0147894 ((4r,5r,6r,7r)-5-{[(2s,3r,4r,5r,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic acid)

3D PDB for NP0147894 ((4r,5r,6r,7r)-5-{[(2s,3r,4r,5r,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic acid)

SMILES for NP0147894 ((4r,5r,6r,7r)-5-{[(2s,3r,4r,5r,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic acid)

INCHI for NP0147894 ((4r,5r,6r,7r)-5-{[(2s,3r,4r,5r,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic acid)

Structure for NP0147894 ((4r,5r,6r,7r)-5-{[(2s,3r,4r,5r,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic acid)

3D Structure for NP0147894 ((4r,5r,6r,7r)-5-{[(2s,3r,4r,5r,6r)-4,5-dihydroxy-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6,7,8-tetrahydroxy-2-oxooctanoic acid)