NP-MRD: Showing NP-Card for N-Acetyl-D-glucosamine 6-phosphate (NP0002652)

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Record Information

Version

2.0

Created at

2020-11-23 18:26:07 UTC

Updated at

2021-08-12 19:51:45 UTC

NP-MRD ID

NP0002652

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-Acetyl-D-glucosamine 6-phosphate

Provided By

BMRB

Description

N-Acetyl-D-glucosamine 6-phosphate is found in Escherichia coli. Based on a literature review very few articles have been published on N-[(2S,3S,4S,5S,6R)-2,4,5-trihydroxy-6-[(phosphonooxy)methyl]oxan-3-yl]ethanimidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


     RDKit          2D

 35 35  0  0  0  0  0  0  0  0999 V2000
   -5.6579    0.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3568   -0.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3526   -1.6177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0598    0.6359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7587   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2496    1.3005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2538    2.8005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2269    1.5651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1943    0.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4954   -0.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7965   -1.0740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0935   -0.3204    0.0000 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.8471   -1.6173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3398    0.9766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3904    0.4332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6852   -0.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6894   -2.4922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7913   -1.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0882   -2.0104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4043   -0.6725    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9115    1.9298    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9590    1.3750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1825    1.6124    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7197   -1.2622    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1915    1.5856    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0432    3.5541    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1552    1.5705    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1860   -1.0623    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2418    0.9735    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0862    2.2777    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3862    1.9332    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4481   -1.2232    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9905   -3.2386    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743   -2.6649    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0841   -3.5104    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
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  6  8  1  0
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 12 14  1  0
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  9 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18  5  1  0
  1 20  1  1
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  1
  6 25  1  6
  7 26  1  0
  9 27  1  1
 10 28  1  6
 10 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  6
 17 33  1  0
 18 34  1  6
 19 35  1  0
M  END

NP0002652
     RDKit          3D

 35 35  0  0  0  0  0  0  0  0999 V2000
   -5.4619   -0.0028    0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0685   -0.4796    0.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8893   -1.6761   -0.0017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9448    0.3749    0.4465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5921   -0.0435    0.2825 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8063    0.1845    1.5736 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6932   -1.0089    2.2895 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4362    0.7263    1.3447 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1386   -0.0939    0.4566 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5718    0.3827    0.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2590   -0.4437   -0.4578 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8851    0.0420   -0.5329 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3004    0.4889    0.8427 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8327   -1.2905   -0.9943 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0811    1.2482   -1.6802 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5284    0.1236   -0.9165 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5081   -1.0868   -1.6301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8687    0.7008   -0.8184 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5144    0.4258   -2.0229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0794   -0.5299   -0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1353    1.3696    0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5742   -1.1160    0.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0146    0.3526    1.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7047    2.0860   -1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7262   -1.8574   -1.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8065    1.7783   -0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8684   -0.4787   -2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
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 12 14  1  0
 12 15  1  0
  9 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18  5  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  6
  6 25  1  1
  7 26  1  0
  9 27  1  1
 10 28  1  0
 10 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  6
 17 33  1  0
 18 34  1  1
 19 35  1  0
M  END


     RDKit          2D

 35 35  0  0  0  0  0  0  0  0999 V2000
   -5.6579    0.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3568   -0.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3526   -1.6177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0598    0.6359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7587   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2496    1.3005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2538    2.8005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2269    1.5651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1943    0.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4954   -0.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7965   -1.0740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0935   -0.3204    0.0000 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.8471   -1.6173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3398    0.9766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3904    0.4332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6852   -0.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6894   -2.4922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7913   -1.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0882   -2.0104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4043   -0.6725    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9115    1.9298    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1825    1.6124    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0432    3.5541    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1552    1.5705    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1860   -1.0623    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2418    0.9735    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4481   -1.2232    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9905   -3.2386    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743   -2.6649    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0841   -3.5104    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 11  1  1
 12 13  2  0
 12 14  1  0
 12 15  1  0
  9 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18  5  1  0
  1 20  1  1
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  1
  6 25  1  6
  7 26  1  0
  9 27  1  1
 10 28  1  6
 10 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  6
 17 33  1  0
 18 34  1  6
 19 35  1  0
M  END
> <DATABASE_ID>
NP0002652

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5+,6-,7+,8+/m1/s1

> <INCHI_KEY>
BRGMHAYQAZFZDJ-OMKQZNDVSA-N

> <FORMULA>
C8H16NO9P

> <MOLECULAR_WEIGHT>
301.188

> <EXACT_MASS>
301.056268097

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
25.214569706821738

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4S,5S,6S)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-2.02

> <JCHEM_LOGP>
-3.3441404429999997

> <ALOGPS_LOGS>
-1.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.248988511813623

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2238653768211925

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5727737182052537

> <JCHEM_POLAR_SURFACE_AREA>
165.78

> <JCHEM_REFRACTIVITY>
57.8976

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.76e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5S,6S)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

NP0002652
     RDKit          3D

 35 35  0  0  0  0  0  0  0  0999 V2000
   -5.4619   -0.0028    0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0685   -0.4796    0.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8893   -1.6761   -0.0017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9448    0.3749    0.4465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5921   -0.0435    0.2825 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8063    0.1845    1.5736 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6932   -1.0089    2.2895 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4362    0.7263    1.3447 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5718    0.3827    0.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2590   -0.4437   -0.4578 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5284    0.1236   -0.9165 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -1.5144    0.4258   -2.0229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0794   -0.5299   -0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.8162   -0.2318    1.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1353    1.3696    0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5742   -1.1160    0.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3868    0.8770    2.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3769   -1.6269    1.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7047    2.0860   -1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1347    0.8225   -1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7262   -1.8574   -1.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8065    1.7783   -0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8684   -0.4787   -2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
  9 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18  5  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  6
  6 25  1  1
  7 26  1  0
  9 27  1  1
 10 28  1  0
 10 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  6
 17 33  1  0
 18 34  1  1
 19 35  1  0
M  END

HEADER    PROTEIN                                 23-NOV-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-NOV-20         0                                  
HETATM    1  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       8.002   3.080   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       7.438   0.976   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.898   3.644   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   19  P   UNK     0       6.668   2.310   0.000  0.00  0.00           P+0
CONECT    1    3                                                            
CONECT    2    4   17                                                       
CONECT    3    1    9   10                                                  
CONECT    4    2    6   18                                                  
CONECT    5    7    8    9                                                  
CONECT    6    4    7   11                                                  
CONECT    7    5    6   12                                                  
CONECT    8    5   13   18                                                  
CONECT    9    3    5                                                       
CONECT   10    3                                                            
CONECT   11    6                                                            
CONECT   12    7                                                            
CONECT   13    8                                                            
CONECT   14   19                                                            
CONECT   15   19                                                            
CONECT   16   19                                                            
CONECT   17    2   19                                                       
CONECT   18    4    8                                                       
CONECT   19   14   15   16   17                                             
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    NP0002652
HETATM    1  C1  UNL     1      -5.462  -0.003   0.474  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.068  -0.480   0.294  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.889  -1.676  -0.002  1.00  0.00           O  
HETATM    4  N1  UNL     1      -2.945   0.375   0.447  1.00  0.00           N  
HETATM    5  C3  UNL     1      -1.592  -0.044   0.282  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.806   0.184   1.574  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.693  -1.009   2.290  1.00  0.00           O  
HETATM    8  O3  UNL     1       0.436   0.726   1.345  1.00  0.00           O  
HETATM    9  C5  UNL     1       1.139  -0.094   0.457  1.00  0.00           C  
HETATM   10  C6  UNL     1       2.572   0.383   0.431  1.00  0.00           C  
HETATM   11  O4  UNL     1       3.259  -0.444  -0.458  1.00  0.00           O  
HETATM   12  P1  UNL     1       4.885   0.042  -0.533  1.00  0.00           P  
HETATM   13  O5  UNL     1       5.300   0.489   0.843  1.00  0.00           O  
HETATM   14  O6  UNL     1       5.833  -1.291  -0.994  1.00  0.00           O  
HETATM   15  O7  UNL     1       5.081   1.248  -1.680  1.00  0.00           O  
HETATM   16  C7  UNL     1       0.528   0.124  -0.917  1.00  0.00           C  
HETATM   17  O8  UNL     1       0.508  -1.087  -1.630  1.00  0.00           O  
HETATM   18  C8  UNL     1      -0.869   0.701  -0.818  1.00  0.00           C  
HETATM   19  O9  UNL     1      -1.514   0.426  -2.023  1.00  0.00           O  
HETATM   20  H1  UNL     1      -6.079  -0.530  -0.277  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.505   1.104   0.257  1.00  0.00           H  
HETATM   22  H3  UNL     1      -5.816  -0.232   1.489  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.135   1.370   0.694  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.574  -1.116   0.024  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.387   0.877   2.203  1.00  0.00           H  
HETATM   26  H7  UNL     1      -1.377  -1.627   1.976  1.00  0.00           H  
HETATM   27  H8  UNL     1       1.086  -1.158   0.775  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.015   0.353   1.446  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.585   1.426   0.053  1.00  0.00           H  
HETATM   30  H11 UNL     1       6.595  -1.390  -0.400  1.00  0.00           H  
HETATM   31  H12 UNL     1       4.705   2.086  -1.334  1.00  0.00           H  
HETATM   32  H13 UNL     1       1.135   0.822  -1.529  1.00  0.00           H  
HETATM   33  H14 UNL     1       0.726  -1.857  -1.076  1.00  0.00           H  
HETATM   34  H15 UNL     1      -0.806   1.778  -0.613  1.00  0.00           H  
HETATM   35  H16 UNL     1      -1.868  -0.479  -2.057  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3    4
CONECT    4    5   23
CONECT    5    6   18   24
CONECT    6    7    8   25
CONECT    7   26
CONECT    8    9
CONECT    9   10   16   27
CONECT   10   11   28   29
CONECT   11   12
CONECT   12   13   13   14   15
CONECT   14   30
CONECT   15   31
CONECT   16   17   18   32
CONECT   17   33
CONECT   18   19   34
CONECT   19   35
END

NP0002652
     RDKit          3D

35 35  0  0  0  0  0  0  0  0999 V2000
   -5.4619   -0.0028    0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0685   -0.4796    0.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8893   -1.6761   -0.0017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9448    0.3749    0.4465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5921   -0.0435    0.2825 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8063    0.1845    1.5736 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6932   -1.0089    2.2895 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4362    0.7263    1.3447 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1386   -0.0939    0.4566 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5718    0.3827    0.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2590   -0.4437   -0.4578 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8851    0.0420   -0.5329 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3004    0.4889    0.8427 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8327   -1.2905   -0.9943 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0811    1.2482   -1.6802 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5284    0.1236   -0.9165 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5081   -1.0868   -1.6301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8687    0.7008   -0.8184 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5144    0.4258   -2.0229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0794   -0.5299   -0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5046    1.1044    0.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8162   -0.2318    1.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1353    1.3696    0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5742   -1.1160    0.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3868    0.8770    2.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3769   -1.6269    1.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0861   -1.1576    0.7754 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0146    0.3526    1.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5849    1.4264    0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5949   -1.3900   -0.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7047    2.0860   -1.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1347    0.8225   -1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7262   -1.8574   -1.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8065    1.7783   -0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8684   -0.4787   -2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
  9 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18  5  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  6
  6 25  1  1
  7 26  1  0
  9 27  1  1
 10 28  1  0
 10 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  6
 17 33  1  0
 18 34  1  1
 19 35  1  0
M  END

View in JSmol

Synonyms

Value	Source
N-[(2S,3S,4S,5S,6R)-2,4,5-Trihydroxy-6-[(phosphonooxy)methyl]oxan-3-yl]ethanimidate	Generator

Chemical Formula

C₈H₁₆NO₉P

Average Mass

301.1880 Da

Monoisotopic Mass

301.05627 Da

IUPAC Name

{[(2R,3S,4S,5S,6S)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid

Traditional Name

[(2R,3S,4S,5S,6S)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])O[C@]([H])(C([H])([H])OP(=O)(O[H])O[H])[C@@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])N([H])C(=O)C([H])([H])[H]

InChI Identifier

InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5+,6-,7+,8+/m1/s1

InChI Key

BRGMHAYQAZFZDJ-OMKQZNDVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Escherichia coli	Bacteria	KNApSAcK
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Classification

Not classified

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	ALOGPS
logP	-3.3	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	165.78 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	57.9 m³·mol⁻¹	ChemAxon
Polarizability	25.21 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for N-Acetyl-D-glucosamine 6-phosphate (NP0002652)

MOL for NP0002652 (N-Acetyl-D-glucosamine 6-phosphate)

3D MOL for NP0002652 (N-Acetyl-D-glucosamine 6-phosphate)

3D SDF for NP0002652 (N-Acetyl-D-glucosamine 6-phosphate)

3D-SDF for NP0002652 (N-Acetyl-D-glucosamine 6-phosphate)

PDB for NP0002652 (N-Acetyl-D-glucosamine 6-phosphate)

3D PDB for NP0002652 (N-Acetyl-D-glucosamine 6-phosphate)

SMILES for NP0002652 (N-Acetyl-D-glucosamine 6-phosphate)

INCHI for NP0002652 (N-Acetyl-D-glucosamine 6-phosphate)

Structure for NP0002652 (N-Acetyl-D-glucosamine 6-phosphate)

3D Structure for NP0002652 (N-Acetyl-D-glucosamine 6-phosphate)