MiMeDB: Showing metabocard for Uridine diphosphate-N-acetylglucosamine (MMDBc0029492)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:24:29 UTC

Update Date

2024-04-30 19:36:07 UTC

Metabolite ID

MMDBc0029492

Metabolite Identification

Common Name

Uridine diphosphate-N-acetylglucosamine

Description

Uridine diphosphate N-acetylglucosamine or UDP-GlcNAc is a nucleotide sugar and a coenzyme in metabolism. It is used by glycosyltransferases to transfer N-acetylglucosamine residues to substrates. D-Glucosamine is made naturally in the form of glucosamine-6-phosphate, and is the biochemical precursor of all nitrogen-containing sugars. Specifically, glucosamine-6-phosphate is synthesized from fructose 6-phosphate and glutamine as the first step of the hexosamine biosynthesis pathway. The end-product of this pathway is UDP-GlcNAc, which is then used for making glycosaminoglycans, proteoglycans, and glycolipids.

Structure

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


  Mrv1652309152018162D          

 39 41  0  0  0  0            999 V2000
 9996.7329 9998.1711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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10000.460310000.0213    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9994.123510001.2596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.3737 9999.4974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.047910000.7358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.872710000.7358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.285110000.0234    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10003.0006 9999.6120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.872710000.7399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  3  5  1  0  0  0  0
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 37 15  1  1  0  0  0
 38 17  1  6  0  0  0
 34 18  1  6  0  0  0
 39 21  1  1  0  0  0
M  END

HMDB0000290
     RDKit          3D
Uridine diphosphate-N-acetylglucosamine
 66 68  0  0  0  0  0  0  0  0999 V2000
   -6.3921   -4.2518    0.1738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3530   -2.7438    0.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5777   -0.3813   -1.0078 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.2482   -0.7684   -2.4334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2002   -1.6747   -0.0270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7541    1.0543   -0.6250 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5214    1.5147    1.9749 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4933   -0.7095    1.0307 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6321    1.7160    0.4175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5329    0.8400    1.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4287    0.1818    0.1871 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4179    0.7599   -0.4549 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4357   -0.1854   -0.6056 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7686    0.3633   -0.4829 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7914   -0.4531   -0.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0896   -0.0771   -0.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3583    1.1919   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5568    1.5454    0.1159 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5056    3.4039    0.6592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2028    3.8826    0.9203 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8664    0.0880   -1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7288   -1.0379   -1.9710 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
  7  8  1  0
  8  9  2  0
  8 10  1  0
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 36 63  1  1
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 38 65  1  6
 39 66  1  0
M  END


  Mrv1652309152018162D          

 39 41  0  0  0  0            999 V2000
 9996.7329 9998.1711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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10000.460310000.0213    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9994.123510001.2596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.3737 9999.4974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 38 17  1  6  0  0  0
 34 18  1  6  0  0  0
 39 21  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029492

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/t7-,8-,10-,11-,12-,13-,14-,15-,16-/m1/s1

> <INCHI_KEY>
LFTYTUAZOPRMMI-CFRASDGPSA-N

> <FORMULA>
C17H27N3O17P2

> <MOLECULAR_WEIGHT>
607.3537

> <EXACT_MASS>
607.081569477

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
50.388706252002585

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid

> <ALOGPS_LOGP>
-1.41

> <JCHEM_LOGP>
-5.284643272333334

> <ALOGPS_LOGS>
-1.72

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.1791675779187587

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.737213537795745

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5185279253200745

> <JCHEM_POLAR_SURFACE_AREA>
300.40999999999997

> <JCHEM_REFRACTIVITY>
117.55709999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.14e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
udp-N-acetyl-α-D-glucosamine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000290
     RDKit          3D
Uridine diphosphate-N-acetylglucosamine
 66 68  0  0  0  0  0  0  0  0999 V2000
   -6.3921   -4.2518    0.1738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3530   -2.7438    0.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4513   -2.2142    0.6893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1549   -2.0364    0.1332 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0637   -0.6301    0.3085 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6784   -0.1157    0.4589 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2171    0.0381   -0.8804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5777   -0.3813   -1.0078 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.2482   -0.7684   -2.4334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2002   -1.6747   -0.0270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7541    1.0543   -0.6250 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0922    0.9571    0.8006 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.5214    1.5147    1.9749 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4933   -0.7095    1.0307 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6321    1.7160    0.4175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5329    0.8400    1.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4287    0.1818    0.1871 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4179    0.7599   -0.4549 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4357   -0.1854   -0.6056 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7686    0.3633   -0.4829 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7914   -0.4531   -0.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0896   -0.0771   -0.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3583    1.1919   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5568    1.5454    0.1159 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3008    1.9894    0.2152 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0239    1.5770    0.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0804    2.3260    0.2752 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3175   -1.0002    0.7149 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0102   -2.1662    0.6626 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8372   -1.1566    0.7991 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4621   -2.2485   -0.0165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7252    1.1814    0.9716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3503    2.0236    0.0667 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5056    3.4039    0.6592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2028    3.8826    0.9203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6905    1.5813   -0.4079 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0255    2.4149   -1.4888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6315    0.1400   -0.9197 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8550   -0.3554   -1.2706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4177   -4.5770   -0.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2207   -4.4864   -0.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5474   -4.7211    1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3007   -2.5633   -0.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7353   -0.3168    1.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -0.7306    1.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9121   -2.3484   -0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0983   -1.1230    1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0734    0.3317    1.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1916    1.6540    1.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6611   -0.1335   -0.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3326   -0.8796   -1.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5718   -1.4210   -1.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9367   -0.7146   -0.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4967    2.9506    0.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6197   -0.3108    1.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7990   -2.6940    1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4945   -1.2473    1.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7323   -1.9741   -0.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6639    2.1016   -0.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9690    4.0707   -0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1200    3.3717    1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2275    4.8555    0.7416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4375    1.5932    0.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9233    2.7481   -1.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8664    0.0880   -1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7288   -1.0379   -1.9710 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
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 19 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
  6 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  5  1  0
 30 17  1  0
 26 20  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  4 43  1  0
  5 44  1  1
  6 45  1  1
 10 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  6
 19 51  1  6
 21 52  1  0
 22 53  1  0
 25 54  1  0
 28 55  1  1
 29 56  1  0
 30 57  1  1
 31 58  1  0
 33 59  1  6
 34 60  1  0
 34 61  1  0
 35 62  1  0
 36 63  1  1
 37 64  1  0
 38 65  1  6
 39 66  1  0
M  END

HEADER    PROTEIN                                 15-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-SEP-20         0                                  
HETATM    1  O   UNK     0    8660.5688663.253   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8663.9118663.238   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8664.8588666.706   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8658.3678664.399   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8666.1928665.939   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0    8667.5268666.706   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0    8655.6978669.018   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8669.2318665.728   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8666.7568668.040   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8668.2968668.040   0.000  0.00  0.00           O+0
HETATM   11  P   UNK     0    8670.9328666.710   0.000  0.00  0.00           P+0
HETATM   12  O   UNK     0    8672.2688665.942   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8670.1628668.048   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    8671.7028668.048   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0    8674.9318664.407   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0    8676.2678663.635   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8677.5998665.942   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0    8674.9318670.561   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8677.5998664.407   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0    8676.2678662.095   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0    8677.5998669.022   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0    8676.2678671.331   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0    8658.3658669.018   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8657.0318668.248   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0    8657.0318666.708   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0    8658.3658665.938   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0    8659.6998666.708   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0    8659.6998668.248   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0    8662.2728666.860   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0    8661.0268665.955   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8661.5028664.491   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8663.0428664.491   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    8663.5188665.955   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0    8674.9338669.021   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0    8673.5998668.251   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0    8673.5998666.711   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0    8674.9338665.941   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0    8676.2668666.711   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0    8676.2668668.251   0.000  0.00  0.00           C+0
CONECT    1   31                                                            
CONECT    2   32                                                            
CONECT    3    5   33                                                       
CONECT    4   26                                                            
CONECT    5    3    6                                                       
CONECT    6    5    8    9   10                                             
CONECT    7   24                                                            
CONECT    8    6   11                                                       
CONECT    9    6                                                            
CONECT   10    6                                                            
CONECT   11    8   12   13   14                                             
CONECT   12   11   36                                                       
CONECT   13   11                                                            
CONECT   14   11                                                            
CONECT   15   16   37                                                       
CONECT   16   15   19   20                                                  
CONECT   17   38                                                            
CONECT   18   22   34                                                       
CONECT   19   16                                                            
CONECT   20   16                                                            
CONECT   21   39                                                            
CONECT   22   18                                                            
CONECT   23   24   28                                                       
CONECT   24   23   25    7                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27    4                                                  
CONECT   27   26   28   30                                                  
CONECT   28   23   27                                                       
CONECT   29   30   33                                                       
CONECT   30   31   29   27                                                  
CONECT   31   30   32    1                                                  
CONECT   32   31   33    2                                                  
CONECT   33   32   29    3                                                  
CONECT   34   39   35   18                                                  
CONECT   35   34   36                                                       
CONECT   36   37   35   12                                                  
CONECT   37   36   38   15                                                  
CONECT   38   37   39   17                                                  
CONECT   39   34   38   21                                                  
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

COMPND    HMDB0000290
HETATM    1  C1  UNL     1      -6.392  -4.252   0.174  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.353  -2.744   0.348  1.00  0.00           C  
HETATM    3  O1  UNL     1      -7.451  -2.214   0.689  1.00  0.00           O  
HETATM    4  N1  UNL     1      -5.155  -2.036   0.133  1.00  0.00           N  
HETATM    5  C3  UNL     1      -5.064  -0.630   0.308  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.678  -0.116   0.459  1.00  0.00           C  
HETATM    7  O2  UNL     1      -3.217   0.038  -0.880  1.00  0.00           O  
HETATM    8  P1  UNL     1      -1.578  -0.381  -1.008  1.00  0.00           P  
HETATM    9  O3  UNL     1      -1.248  -0.768  -2.433  1.00  0.00           O  
HETATM   10  O4  UNL     1      -1.200  -1.675  -0.027  1.00  0.00           O  
HETATM   11  O5  UNL     1      -0.754   1.054  -0.625  1.00  0.00           O  
HETATM   12  P2  UNL     1       0.092   0.957   0.801  1.00  0.00           P  
HETATM   13  O6  UNL     1      -0.521   1.515   1.975  1.00  0.00           O  
HETATM   14  O7  UNL     1       0.493  -0.710   1.031  1.00  0.00           O  
HETATM   15  O8  UNL     1       1.632   1.716   0.418  1.00  0.00           O  
HETATM   16  C5  UNL     1       2.533   0.840   1.156  1.00  0.00           C  
HETATM   17  C6  UNL     1       3.429   0.182   0.187  1.00  0.00           C  
HETATM   18  O9  UNL     1       4.418   0.760  -0.455  1.00  0.00           O  
HETATM   19  C7  UNL     1       5.436  -0.185  -0.606  1.00  0.00           C  
HETATM   20  N2  UNL     1       6.769   0.363  -0.483  1.00  0.00           N  
HETATM   21  C8  UNL     1       7.791  -0.453  -0.765  1.00  0.00           C  
HETATM   22  C9  UNL     1       9.090  -0.077  -0.567  1.00  0.00           C  
HETATM   23  C10 UNL     1       9.358   1.192  -0.060  1.00  0.00           C  
HETATM   24  O10 UNL     1      10.557   1.545   0.116  1.00  0.00           O  
HETATM   25  N3  UNL     1       8.301   1.989   0.215  1.00  0.00           N  
HETATM   26  C11 UNL     1       7.024   1.577   0.006  1.00  0.00           C  
HETATM   27  O11 UNL     1       6.080   2.326   0.275  1.00  0.00           O  
HETATM   28  C12 UNL     1       5.317  -1.000   0.715  1.00  0.00           C  
HETATM   29  O12 UNL     1       6.010  -2.166   0.663  1.00  0.00           O  
HETATM   30  C13 UNL     1       3.837  -1.157   0.799  1.00  0.00           C  
HETATM   31  O13 UNL     1       3.462  -2.249  -0.016  1.00  0.00           O  
HETATM   32  O14 UNL     1      -3.725   1.181   0.972  1.00  0.00           O  
HETATM   33  C14 UNL     1      -4.350   2.024   0.067  1.00  0.00           C  
HETATM   34  C15 UNL     1      -4.506   3.404   0.659  1.00  0.00           C  
HETATM   35  O15 UNL     1      -3.203   3.883   0.920  1.00  0.00           O  
HETATM   36  C16 UNL     1      -5.690   1.581  -0.408  1.00  0.00           C  
HETATM   37  O16 UNL     1      -6.026   2.415  -1.489  1.00  0.00           O  
HETATM   38  C17 UNL     1      -5.631   0.140  -0.920  1.00  0.00           C  
HETATM   39  O17 UNL     1      -6.855  -0.355  -1.271  1.00  0.00           O  
HETATM   40  H1  UNL     1      -5.418  -4.577  -0.241  1.00  0.00           H  
HETATM   41  H2  UNL     1      -7.221  -4.486  -0.498  1.00  0.00           H  
HETATM   42  H3  UNL     1      -6.547  -4.721   1.147  1.00  0.00           H  
HETATM   43  H4  UNL     1      -4.301  -2.563  -0.159  1.00  0.00           H  
HETATM   44  H5  UNL     1      -5.735  -0.317   1.141  1.00  0.00           H  
HETATM   45  H6  UNL     1      -2.968  -0.731   1.046  1.00  0.00           H  
HETATM   46  H7  UNL     1      -1.912  -2.348  -0.046  1.00  0.00           H  
HETATM   47  H8  UNL     1       0.098  -1.123   1.792  1.00  0.00           H  
HETATM   48  H9  UNL     1       2.073   0.332   1.974  1.00  0.00           H  
HETATM   49  H10 UNL     1       3.192   1.654   1.671  1.00  0.00           H  
HETATM   50  H11 UNL     1       2.661  -0.134  -0.683  1.00  0.00           H  
HETATM   51  H12 UNL     1       5.333  -0.880  -1.408  1.00  0.00           H  
HETATM   52  H13 UNL     1       7.572  -1.421  -1.155  1.00  0.00           H  
HETATM   53  H14 UNL     1       9.937  -0.715  -0.790  1.00  0.00           H  
HETATM   54  H15 UNL     1       8.497   2.951   0.597  1.00  0.00           H  
HETATM   55  H16 UNL     1       5.620  -0.311   1.552  1.00  0.00           H  
HETATM   56  H17 UNL     1       5.799  -2.694   1.487  1.00  0.00           H  
HETATM   57  H18 UNL     1       3.494  -1.247   1.834  1.00  0.00           H  
HETATM   58  H19 UNL     1       2.732  -1.974  -0.612  1.00  0.00           H  
HETATM   59  H20 UNL     1      -3.664   2.102  -0.809  1.00  0.00           H  
HETATM   60  H21 UNL     1      -4.969   4.071  -0.072  1.00  0.00           H  
HETATM   61  H22 UNL     1      -5.120   3.372   1.594  1.00  0.00           H  
HETATM   62  H23 UNL     1      -3.228   4.855   0.742  1.00  0.00           H  
HETATM   63  H24 UNL     1      -6.438   1.593   0.385  1.00  0.00           H  
HETATM   64  H25 UNL     1      -6.923   2.748  -1.343  1.00  0.00           H  
HETATM   65  H26 UNL     1      -4.866   0.088  -1.679  1.00  0.00           H  
HETATM   66  H27 UNL     1      -6.729  -1.038  -1.971  1.00  0.00           H  
CONECT    1    2   40   41   42
CONECT    2    3    3    4
CONECT    4    5   43
CONECT    5    6   38   44
CONECT    6    7   32   45
CONECT    7    8
CONECT    8    9    9   10   11
CONECT   10   46
CONECT   11   12
CONECT   12   13   13   14   15
CONECT   14   47
CONECT   15   16
CONECT   16   17   48   49
CONECT   17   18   30   50
CONECT   18   19
CONECT   19   20   28   51
CONECT   20   21   26
CONECT   21   22   22   52
CONECT   22   23   53
CONECT   23   24   24   25
CONECT   25   26   54
CONECT   26   27   27
CONECT   28   29   30   55
CONECT   29   56
CONECT   30   31   57
CONECT   31   58
CONECT   32   33
CONECT   33   34   36   59
CONECT   34   35   60   61
CONECT   35   62
CONECT   36   37   38   63
CONECT   37   64
CONECT   38   39   65
CONECT   39   66
END

HMDB0000290
     RDKit          3D
Uridine diphosphate-N-acetylglucosamine
 66 68  0  0  0  0  0  0  0  0999 V2000
   -6.3921   -4.2518    0.1738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3530   -2.7438    0.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4513   -2.2142    0.6893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1549   -2.0364    0.1332 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0637   -0.6301    0.3085 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6784   -0.1157    0.4589 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2171    0.0381   -0.8804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5777   -0.3813   -1.0078 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.2482   -0.7684   -2.4334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2002   -1.6747   -0.0270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7541    1.0543   -0.6250 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0922    0.9571    0.8006 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.5214    1.5147    1.9749 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4933   -0.7095    1.0307 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6321    1.7160    0.4175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5329    0.8400    1.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4287    0.1818    0.1871 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4179    0.7599   -0.4549 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4357   -0.1854   -0.6056 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7686    0.3633   -0.4829 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7914   -0.4531   -0.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0896   -0.0771   -0.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3583    1.1919   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5568    1.5454    0.1159 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3008    1.9894    0.2152 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0239    1.5770    0.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0804    2.3260    0.2752 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3175   -1.0002    0.7149 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0102   -2.1662    0.6626 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8372   -1.1566    0.7991 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4621   -2.2485   -0.0165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7252    1.1814    0.9716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3503    2.0236    0.0667 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5056    3.4039    0.6592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2028    3.8826    0.9203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6905    1.5813   -0.4079 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0255    2.4149   -1.4888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6315    0.1400   -0.9197 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8550   -0.3554   -1.2706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4177   -4.5770   -0.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2207   -4.4864   -0.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5474   -4.7211    1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3007   -2.5633   -0.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7353   -0.3168    1.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -0.7306    1.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9121   -2.3484   -0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0983   -1.1230    1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0734    0.3317    1.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1916    1.6540    1.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6611   -0.1335   -0.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3326   -0.8796   -1.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5718   -1.4210   -1.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9367   -0.7146   -0.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4967    2.9506    0.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6197   -0.3108    1.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7990   -2.6940    1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4945   -1.2473    1.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7323   -1.9741   -0.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6639    2.1016   -0.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9690    4.0707   -0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1200    3.3717    1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2275    4.8555    0.7416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4375    1.5932    0.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9233    2.7481   -1.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8664    0.0880   -1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7288   -1.0379   -1.9710 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
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 19 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
  6 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  5  1  0
 30 17  1  0
 26 20  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  4 43  1  0
  5 44  1  1
  6 45  1  1
 10 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  6
 19 51  1  6
 21 52  1  0
 22 53  1  0
 25 54  1  0
 28 55  1  1
 29 56  1  0
 30 57  1  1
 31 58  1  0
 33 59  1  6
 34 60  1  0
 34 61  1  0
 35 62  1  0
 36 63  1  1
 37 64  1  0
 38 65  1  6
 39 66  1  0
M  END

Synonyms

Value	Source
(2R,3R,4R,5S,6R)-3-(Acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)	ChEBI
UDP-GlcNAc	ChEBI
UDP-N-Acetyl-D-glucosamine	ChEBI
UDP-N-Acetylglucosamine	ChEBI
URIDINE-diphosphATE-N-acetylglucosamine	ChEBI
(2R,3R,4R,5S,6R)-3-(Acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphoric acid (non-preferred name)	Generator
URIDINE-diphosphoric acid-N-acetylglucosamine	Generator
Uridine diphosphoric acid-N-acetylglucosamine	Generator
N-[2-[[[5-[(2,4-Dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide	HMDB
UDP-a-D-N-Acetylglucosamine	HMDB
UDP-Acetyl-D-glucosamine	HMDB
UDP-Acetyl-delta-glucosamine	HMDB
UDP-Acetylglucosamine	HMDB
UDP-alpha-D-N-Acetylglucosamine	HMDB
UDP-alpha-delta-N-Acetylglucosamine	HMDB
UDP-N-Acetyl-delta-glucosamine	HMDB
UDP-N-Acetyl-glucosamine	HMDB
UPPAG	HMDB
Uridine 5'-diphospho-N-acetlyglucosamine	HMDB
Uridine 5'-diphospho-N-acetylglucosamine	HMDB
Uridine diphosphate N-acetyl-D-glucosamine	HMDB
Uridine diphosphate N-acetyl-delta-glucosamine	HMDB
Uridine diphosphate N-acetylglucosamine	HMDB
Uridine diphospho-2-acetamido-2-deoxy-D-glucose	HMDB
Uridine diphospho-2-acetamido-2-deoxy-delta-glucose	HMDB
Uridine diphospho-N-acetyl-D-glucosamine	HMDB
Uridine diphospho-N-acetyl-delta-glucosamine	HMDB
Uridine diphospho-N-acetylglucosamine	HMDB
Uridine diphosphoacetylglucosamine	HMDB
Uridine pyrophosphate 2-acetamido-2-deoxy-a-D-glucopyranosyl ester	HMDB
Uridine pyrophosphate 2-acetamido-2-deoxy-alpha-D-glucopyranosyl ester	HMDB
Uridine pyrophosphate 2-acetamido-2-deoxy-alpha-delta-glucopyranosyl ester	HMDB
Uridine pyrophosphoacetylglucosamine	HMDB
[[3-Acetylamino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-hydroxy-phosphoryl]oxy-[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy]phosphinate	HMDB
[[3-Acetylamino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-hydroxy-phosphoryl]oxy-[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy]phosphinic acid	HMDB
Acetylglucosamine, UDP	HMDB
Diphosphate N-acetylglucosamine, uridine	HMDB
Diphospho-N-acetylglucosamine, uridine	HMDB
N-Acetylglucosamine, uridine diphosphate	HMDB
Pyrophosphoacetylglucosamine, uridine	HMDB
UDP Acetylglucosamine	HMDB
UDPGNAc	HMDB
Uridine diphosphate N acetylglucosamine	HMDB
Uridine diphospho N acetylglucosamine	HMDB
UDP N-acetyl-alpha-D-glucosamine	HMDB
UDP N-acetyl-α-D-glucosamine	HMDB
UDP-α-D-N-acetylglucosamine	HMDB
Uridine 5'-(2-acetamido-2-deoxy-alpha-D-glucosyl pyrophosphate)	HMDB
Uridine 5'-(2-acetamido-2-deoxy-α-D-glucosyl pyrophosphate)	HMDB
Uridine 5’-(2-acetamido-2-deoxy-α-D-glucosyl pyrophosphate)	HMDB

Molecular Formula

C₁₇H₂₇N₃O₁₇P₂

Average Mass

607.3537

Monoisotopic Mass

607.081569477

IUPAC Name

[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid

Traditional Name

udp-N-acetyl-α-D-glucosamine

CAS Registry Number

528-04-1

SMILES

CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O

InChI Identifier

InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/t7-,8-,10-,11-,12-,13-,14-,15-,16-/m1/s1

InChI Key

LFTYTUAZOPRMMI-CFRASDGPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine nucleotide sugars

Direct Parent

Pyrimidine nucleotide sugars

Alternative Parents

Substituents

Pyrimidine nucleotide sugar
Pyrimidine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
N-acyl-alpha-hexosamine
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic pyrophosphate
Pyrimidone
Monoalkyl phosphate
Hydropyrimidine
Monosaccharide
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Vinylogous amide
Acetamide
Tetrahydrofuran
Heteroaromatic compound
Urea
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Lactam
Azacycle
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organopnictogen compound
Organooxygen compound
Alcohol
Primary alcohol
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

UDP-amino sugar (CHEBI:16264 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	11.4 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-5.3	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	1.74	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	300.41 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	117.56 m³·mol⁻¹	ChemAxon
Polarizability	50.39 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (n TMS)	splash10-00di-9620000000-18841b4db9b69a91db36	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-9620000000-18841b4db9b69a91db36	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f96-5924660000-c11cc7fa21a050c0f373	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-03di-5501619000-8584f57aecb61fc3e5b6	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	splash10-0a4i-5543009000-8a176d160a1f074ab319	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Negative	splash10-05cr-4796000000-6c09aa3a2dac66281973	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0a4i-5543009000-8a176d160a1f074ab319	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-05cr-4796000000-6c09aa3a2dac66281973	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0001009000-e88e6eea15ad8fc9b709	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-00c0-9888000000-16b2da999d70ccc32a89	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0000009000-188ffcd0e9d1b77d6dad	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-05e9-8797000000-983e38107655bbf90446	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-2690000000-72b9c4b0b3951bc57b21	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-052r-4900000000-1c5f6fb7f312539ad699	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-05cr-4796000000-6c09aa3a2dac66281973	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0190000000-575647844027e90d57ad	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0910020000-b4f448790a5adc1b2231	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-3921000000-b1ea97b129b6c701887e	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-5910000000-af36b4483c7d5529ce86	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01pc-9801421000-87db24d9515a2033d9b0	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01po-9605020000-323a53bc8a8e293636d7	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-06tf-5911000000-aee8e2f7d665fa10b3b1	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0000029000-6a481f04b19fa3177889	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a6s-5100192000-07c7ec84c4bab85e334a	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-053u-4719110000-3a1b07828c441361af2f	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00mk-0000982000-8e4f05f581cea906b6bb	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0hi2-0213591000-da4a947496986866c59e	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4j-6980020000-82befaa44d12d4c3c15d	2021-09-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)		2012-12-04	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
2D NMR	[¹H, ¹H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)		2012-12-04	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Golgi apparatus

Biospecimen Locations

Adipose Tissue
Feces
Liver
Saliva
Skeletal Muscle

Tissue Locations

Adipose Tissue
Liver
Skeletal Muscle

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192001	Bifunctional UDP-N-acetylglucosamine 2-epimerase/N-acetylmannosamine kinase	Enzyme	Q9Y223	Homo sapiens
MMDBp0192558	Phosphatidylinositol N-acetylglucosaminyltransferase subunit Q	Enzyme	Q9BRB3	Homo sapiens
MMDBp0192559	Phosphatidylinositol N-acetylglucosaminyltransferase subunit A	Enzyme	P37287	Homo sapiens
MMDBp0192560	Phosphatidylinositol N-acetylglucosaminyltransferase subunit H	Enzyme	Q14442	Homo sapiens
MMDBp0192561	Phosphatidylinositol N-acetylglucosaminyltransferase subunit P	Enzyme	P57054	Homo sapiens
MMDBp0192562	Phosphatidylinositol N-acetylglucosaminyltransferase subunit C	Enzyme	Q92535	Homo sapiens
MMDBp0192685	UDP-N-acetylhexosamine pyrophosphorylase	Enzyme	Q16222	Homo sapiens
MMDBp0192702	UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase	Enzyme	Q9H3H5	Homo sapiens
MMDBp0193158	Alpha-1,6-mannosyl-glycoprotein 2-beta-N-acetylglucosaminyltransferase	Enzyme	Q10469	Homo sapiens
MMDBp0193208	Exostosin-1	Enzyme	Q16394	Homo sapiens
MMDBp0193209	Hyaluronan synthase 1	Unknown	Q92839	Homo sapiens
MMDBp0193210	Exostosin-like 3	Enzyme	O43909	Homo sapiens
MMDBp0193211	Exostosin-2	Enzyme	Q93063	Homo sapiens
MMDBp0193212	Exostosin-like 1	Enzyme	Q92935	Homo sapiens
MMDBp0193213	N-acetyllactosaminide beta-1,3-N-acetylglucosaminyltransferase	Enzyme	O43505	Homo sapiens
MMDBp0193214	Alpha-1,6-mannosylglycoprotein 6-beta-N-acetylglucosaminyltransferase A	Enzyme	Q09328	Homo sapiens
MMDBp0193215	UDP-N-acetylglucosamine--peptide N-acetylglucosaminyltransferase 110 kDa subunit	Enzyme	O15294	Homo sapiens
MMDBp0193216	Hyaluronan synthase 3	Unknown	O00219	Homo sapiens
MMDBp0193217	Beta-1,4-mannosyl-glycoprotein 4-beta-N-acetylglucosaminyltransferase	Enzyme	Q09327	Homo sapiens
MMDBp0193308	Hyaluronan synthase 2	Unknown	Q92819	Homo sapiens
MMDBp0193711	N-acetyllactosaminide beta-1,6-N-acetylglucosaminyl-transferase, isoform B	Enzyme	Q06430	Homo sapiens
MMDBp0193753	UDP-N-acetylglucosamine transporter	Enzyme	Q9Y2D2	Homo sapiens
MMDBp0193873	Beta-1,3-N-acetylglucosaminyltransferase bGnT-2	Enzyme	Q9NY97	Homo sapiens
MMDBp0194029	Exostosin-like 2	Enzyme	Q9UBQ6	Homo sapiens
MMDBp0194031	Alpha-1,3-mannosyl-glycoprotein 4-beta-N-acetylglucosaminyltransferase A	Enzyme	Q9UM21	Homo sapiens
MMDBp0194032	Alpha-1,3-mannosyl-glycoprotein 4-beta-N-acetylglucosaminyltransferase B	Enzyme	Q9UQ53	Homo sapiens
MMDBp0194033	Lactosylceramide 1,3-N-acetyl-beta-D-glucosaminyltransferase	Enzyme	Q9BYG0	Homo sapiens
MMDBp0195618	Protein O-linked-mannose beta-1,2-N-acetylglucosaminyltransferase 1	Unknown	Q8WZA1	Homo sapiens
MMDBp0196047	N-acetylglucosamine-1-phosphotransferase subunits alpha/beta	Enzyme	Q3T906	Homo sapiens
MMDBp0196642	UDP-N-acetylglucosamine transferase subunit ALG13 homolog	Enzyme	Q9NP73	Homo sapiens
MMDBp0196802	EGF domain-specific O-linked N-acetylglucosamine transferase	Unknown	Q5NDL2
MMDBp0196813	Beta-1,3-galactosyl-O-glycosyl-glycoprotein beta-1,6-N-acetylglucosaminyltransferase	Unknown	Q02742
MMDBp0196814	Beta-1,3-galactosyl-O-glycosyl-glycoprotein beta-1,6-N-acetylglucosaminyltransferase 3	Unknown	O95395
MMDBp0196815	Beta-1,3-galactosyl-O-glycosyl-glycoprotein beta-1,6-N-acetylglucosaminyltransferase 4	Unknown	Q9P109
MMDBp0196821	N-acetyllactosaminide beta-1,6-N-acetylglucosaminyl-transferase, isoform A	Unknown	Q8N0V5
MMDBp0196822	N-acetyllactosaminide beta-1,6-N-acetylglucosaminyl-transferase, isoform C	Unknown	Q8NFS9
MMDBp0196829	Glycosyltransferase-like domain-containing protein 2	Unknown	Q8NAT1
MMDBp0196883	Alpha-1,3-mannosyl-glycoprotein 2-beta-N-acetylglucosaminyltransferase	Unknown	P26572
MMDBp0196884	Alpha-1,3-mannosyl-glycoprotein 4-beta-N-acetylglucosaminyltransferase C	Unknown	Q9UBM8
MMDBp0196885	Alpha-1,6-mannosylglycoprotein 6-beta-N-acetylglucosaminyltransferase B	Unknown	Q3V5L5
MMDBp0197002	UDP-N-acetylhexosamine pyrophosphorylase-like protein 1	Unknown	Q3KQV9

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0001314	Dolichol phosphate	N-acetyl-D-glucosaminyldiphosphodolichol	dolichyl-phosphate (UDP-N-acetylglucosamine) N-acetylglucosaminephosphotransferase 1 (GlcNAc-1-P transferase)	VMH	30371894
MMDBr0001315	dolichyl phosphate	N-Acetyl-D-Glucosaminyldiphosphodolichol, Human Uterine Homolog	dolichyl-phosphate (UDP-N-acetylglucosamine) N-acetylglucosaminephosphotransferase 1 (GlcNAc-1-P transferase)	VMH	30371894
MMDBr0001316	N-acetyl-D-glucosaminyldiphosphodolichol	N,N'-diacetylchitobiosyldiphosphodolichol	Not Available	VMH	30371894
MMDBr0001317	N-Acetyl-D-Glucosaminyldiphosphodolichol, Human Uterine Homolog	N,N-Diacetylchitobiosyldiphosphodolichol, Human Uterine Homolog	Not Available	VMH	30371894
MMDBr0001416	Uridine diphosphate-N-acetylglucosamine	Hyaluronan biosynthesis, precursor 1	hyaluronan synthase 1	VMH	12512858 8651928 8798477 8798544 9083017
MMDBr0001417	Hyaluronan biosynthesis, precursor 1	Hyaluronic acid	hyaluronan synthase 1	VMH	12512858 8651928 8798477 8798544 9083017
MMDBr0002304	Uridine diphosphate-N-acetylglucosamine	N-Acetylmannosamine	glucosamine (UDP-N-acetyl)-2-epimerase/N-acetylmannosamine kinase	VMH	10330343 10431835
MMDBr0002457	Uridine diphosphate-N-acetylglucosamine	N-Acetylmannosamine	glucosamine (UDP-N-acetyl)-2-epimerase/N-acetylmannosamine kinase	VMH; KEGG	30371894
MMDBr0006980	Uridine diphosphate-N-acetylglucosamine	UDP-N-Acetyl-D-mannosamine	Not Available	VMH	30371894
MMDBr0006981	Uridine diphosphate-N-acetylglucosamine	N-Acetylmannosamine	Not Available	VMH; KEGG	30371894
MMDBr0007587	Uridine diphosphate-N-acetylglucosamine	Uridine diphosphate-N-acetylgalactosamine	Not Available	VMH	30371894
MMDBr0007588	N-Acetyl-glucosamine 1-phosphate	Uridine diphosphate-N-acetylglucosamine	Not Available	VMH	30371894
MMDBr0010573	N-acetyl-D-glucosaminyldiphosphodolichol	N,N'-diacetylchitobiosyldiphosphodolichol	ALG13, UDP-N-acetylglucosaminyltransferase subunit	VMH; KEGG	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	582	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal; Cattle ; Rat ; Turkey ; Lion ; Chicken ; Human mucosa; River trout ; Sheep ; American dog tick	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	516	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle ; Human stool; Catfish	Metabolic reconstruction
Bacteria	Actinobacteria	207	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva; Cattle	Metabolic reconstruction
Bacteria	Verrucomicrobia	3	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	133	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human gastric fluid; Human urine; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	14	Human feces; Human ; Relapsing fever tick	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	4	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Bacteria	Cyanobacteria	35	Human
Bacteria	Aquificae	3
Bacteria	Deinococcus-thermus	5
Bacteria	Thermotogae	9
Bacteria	Acidobacteria	3
Archaea/Archaea	Euryarchaeota	6		Metabolic reconstruction
Bacteria	nah	1
Bacteria	Nitrospirae	1
Archaea/Archaea	Crenarchaeota	1		Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	20	Human feces; Human saliva; Human supragingival plaque	Unknown
Eukaryota/Fungi	Microsporidia	1
Viruses/Bamfordvirae	Nucleocytoviricota	1
Eukaryota/Fungi	Basidiomycota	3	Human feces
Eukaryota/Fungi	Mucoromycota	3
Bacteria	Chlamydiae	10	Human ; Sheep ; Cat
Bacteria	Chlorobi	10
Bacteria	Elusimicrobia	2
Bacteria	Dictyoglomi	2
Bacteria	Chloroflexi	1

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified							HMDB
Human Saliva	Detected and Quantified	0.110	0.199	uM	Adult (>18 years old)	Both	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	0.272	0.271	uM	Adult (>18 years old)	Both	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Adipose tissue	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal muscle	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0000290

DrugBank ID

DB03397

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

UDP-N-ACETYL-D-GLUCOSAMINE

BiGG ID

33638

Wikipedia Link

Not Available

METLIN ID

5281

PubChem Compound

445675

PDB ID

Not Available

ChEBI ID

16264

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Jamieson JC, Kaplan HA, Woloski BM, Hellman M, Ham K: Glycoprotein biosynthesis during the acute-phase response to inflammation. Can J Biochem Cell Biol. 1983 Sep;61(9):1041-8. doi: 10.1139/o83-133. [PubMed:6627106 ]
Wells L, Vosseller K, Hart GW: A role for N-acetylglucosamine as a nutrient sensor and mediator of insulin resistance. Cell Mol Life Sci. 2003 Feb;60(2):222-8. doi: 10.1007/s000180300017. [PubMed:12678487 ]
Kim CH: Increased expression of N-acetylglucosaminyltransferase-V in human hepatoma cells by retinoic acid and 1alpha,25-dihydroxyvitamin D3. Int J Biochem Cell Biol. 2004 Nov;36(11):2307-19. doi: 10.1016/j.biocel.2004.04.021. [PubMed:15313475 ]
Love DC, Hanover JA: The hexosamine signaling pathway: deciphering the "O-GlcNAc code". Sci STKE. 2005 Nov 29;2005(312):re13. doi: 10.1126/stke.3122005re13. [PubMed:16317114 ]
Kobayashi T, Sleeman JE, Coughtrie MW, Burchell B: Molecular and functional characterization of microsomal UDP-glucuronic acid uptake by members of the nucleotide sugar transporter (NST) family. Biochem J. 2006 Dec 1;400(2):281-9. doi: 10.1042/BJ20060429. [PubMed:16965264 ]

Showing metabocard for Uridine diphosphate-N-acetylglucosamine (MMDBc0029492)

MOL for #<Metabolite:0x00007fdb3d60f610>

3D MOL for #<Metabolite:0x00007fdb3d60f610>

3D SDF for #<Metabolite:0x00007fdb3d60f610>

3D-SDF for #<Metabolite:0x00007fdb3d60f610>

PDB for #<Metabolite:0x00007fdb3d60f610>

3D PDB for #<Metabolite:0x00007fdb3d60f610>

SMILES for #<Metabolite:0x00007fdb3d60f610>

INCHI for #<Metabolite:0x00007fdb3d60f610>

Structure for #<Metabolite:0x00007fdb3d60f610>

3D Structure for #<Metabolite:0x00007fdb3d60f610>