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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (7) Show 7 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2008-09-15 16:09:31 UTC

Update Date

2021-09-14 14:57:35 UTC

HMDB ID

HMDB0010316

Secondary Accession Numbers

HMDB10316

Metabolite Identification

Common Name

Acetaminophen glucuronide

Description

Acetaminophen glucuronide, also known as 4-glucuronosidoacetanilide or deethylphenacetin glucuronide, belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Acetaminophen glucuronide is an extremely weak basic (essentially neutral) compound (based on its pKa). Within humans, acetaminophen glucuronide participates in a number of enzymatic reactions. In particular, acetaminophen glucuronide and uridine 5'-diphosphate can be biosynthesized from acetaminophen and uridine diphosphate glucuronic acid through its interaction with the enzymes UDP-glucuronosyltransferase 1-9, UDP-glucuronosyltransferase 2B15, UDP-glucuronosyltransferase 1-1, and UDP-glucuronosyltransferase 1-6. In addition, acetaminophen glucuronide can be converted into acetaminophen glucuronide through its interaction with the enzyme ATP-binding cassette sub-family g member 2. In humans, acetaminophen glucuronide is involved in acetaminophen metabolism pathway. Acetaminophen glucuronide, with regard to humans, has been linked to the inborn metabolic disorder beta-thalassemia. A beta-D-glucosiduronic acid that is the O-glucuronide of paracetamol (acetaminophen).

Structure

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

HMDB0010316
     RDKit          3D
Acetaminophen glucuronide
 40 41  0  0  0  0  0  0  0  0999 V2000
    7.3014   -0.1667   -0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8033   -0.4177   -0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4024   -1.5848    0.1439 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9678    0.6818   -0.1758 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5555    0.5937   -0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8657   -0.5850   -0.3055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4594   -0.5597   -0.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7311    0.5925   -0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6178    0.6640   -0.1685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5859   -0.3216   -0.2599 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3960   -0.2099   -1.3778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6765    0.1912   -1.1540 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7569    1.6236   -0.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6820    2.2699   -0.7181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9324    2.2869   -0.4957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4476   -0.7048   -0.2159 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1236   -1.6829   -0.9368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4812   -1.4617    0.7067 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1159   -1.9523    1.8254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3985   -0.4542    1.0360 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5435   -0.9220    2.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391    1.7945   -0.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8112    1.7897   -0.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5210    0.7190   -0.6628 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7754   -1.0862   -0.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5753    0.0411    1.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4166    1.6433   -0.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335   -1.5398   -0.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9048   -1.4957   -0.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0845   -1.3063   -0.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2055    0.1196   -2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4805    2.1513    0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1536   -0.1826    0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7178   -1.2038   -1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0201   -2.2678    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6417   -2.7961    2.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8110    0.4937    1.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2640   -0.1846    2.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8878    2.7227    0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3852    2.7077    0.0131 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  8 22  1  0
 22 23  2  0
 23  5  1  0
 20 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
 10 30  1  6
 12 31  1  6
 15 32  1  0
 16 33  1  1
 17 34  1  0
 18 35  1  6
 19 36  1  0
 20 37  1  1
 21 38  1  0
 22 39  1  0
 23 40  1  0
M  END


  Mrv1652311301722412D          

 23 24  0  0  1  0            999 V2000
   19.9792   -4.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9792   -4.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2647   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2647   -5.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5503   -4.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5503   -4.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6937   -6.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9792   -6.6375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6937   -5.4000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4081   -6.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1214   -4.1625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.1214   -4.9875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.4069   -3.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4069   -5.4000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.6924   -4.1625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.6924   -4.9875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.8358   -3.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8358   -5.4000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4069   -6.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9779   -5.4000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9779   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2634   -4.1625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9779   -2.9249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  2  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
  2  9  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 16  1  0  0  0  0
 11 17  1  1  0  0  0
 12 18  1  6  0  0  0
 14 19  1  1  0  0  0
 16 20  1  6  0  0  0
 15 21  1  1  0  0  0
 22 21  1  0  0  0  0
  5 17  1  0  0  0  0
 23 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0010316

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)NC1=CC=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H17NO8/c1-6(16)15-7-2-4-8(5-3-7)22-14-11(19)9(17)10(18)12(23-14)13(20)21/h2-5,9-12,14,17-19H,1H3,(H,15,16)(H,20,21)/t9-,10-,11+,12-,14+/m0/s1

> <INCHI_KEY>
IPROLSVTVHAQLE-BYNIDDHOSA-N

> <FORMULA>
C14H17NO8

> <MOLECULAR_WEIGHT>
327.2867

> <EXACT_MASS>
327.095416525

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
30.690097383290436

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6S)-6-(4-acetamidophenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
-0.68

> <JCHEM_LOGP>
-1.0404026936666662

> <ALOGPS_LOGS>
-1.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.215867849681164

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1653498551206884

> <JCHEM_PKA_STRONGEST_BASIC>
-3.686826761404248

> <JCHEM_POLAR_SURFACE_AREA>
145.55

> <JCHEM_REFRACTIVITY>
74.91369999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.77e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acetaminophen glucuronide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010316
     RDKit          3D
Acetaminophen glucuronide
 40 41  0  0  0  0  0  0  0  0999 V2000
    7.3014   -0.1667   -0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8033   -0.4177   -0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4024   -1.5848    0.1439 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9678    0.6818   -0.1758 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5555    0.5937   -0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8657   -0.5850   -0.3055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4594   -0.5597   -0.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7311    0.5925   -0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6178    0.6640   -0.1685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5859   -0.3216   -0.2599 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3960   -0.2099   -1.3778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6765    0.1912   -1.1540 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7569    1.6236   -0.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6820    2.2699   -0.7181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9324    2.2869   -0.4957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4476   -0.7048   -0.2159 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1236   -1.6829   -0.9368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4812   -1.4617    0.7067 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1159   -1.9523    1.8254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3985   -0.4542    1.0360 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5435   -0.9220    2.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391    1.7945   -0.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8112    1.7897   -0.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5210    0.7190   -0.6628 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7754   -1.0862   -0.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5753    0.0411    1.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4166    1.6433   -0.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335   -1.5398   -0.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9048   -1.4957   -0.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0845   -1.3063   -0.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2055    0.1196   -2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4805    2.1513    0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1536   -0.1826    0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7178   -1.2038   -1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0201   -2.2678    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6417   -2.7961    2.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8110    0.4937    1.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2640   -0.1846    2.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8878    2.7227    0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3852    2.7077    0.0131 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  8 22  1  0
 22 23  2  0
 23  5  1  0
 20 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
 10 30  1  6
 12 31  1  6
 15 32  1  0
 16 33  1  1
 17 34  1  0
 18 35  1  6
 19 36  1  0
 20 37  1  1
 21 38  1  0
 22 39  1  0
 23 40  1  0
M  END

HEADER    PROTEIN                                 30-NOV-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-NOV-17         0                                  
HETATM    1  C   UNK     0      37.295  -7.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      37.295  -9.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      35.961  -7.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      35.961 -10.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      34.627  -7.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      34.627  -9.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      38.628 -11.620   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      37.295 -12.390   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      38.628 -10.080   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      39.962 -12.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      31.960  -7.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.960  -9.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      30.626  -7.000   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      30.626 -10.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      29.292  -7.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.292  -9.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      33.293  -7.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      33.293 -10.080   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      30.626 -11.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      27.959 -10.080   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      27.959  -7.000   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      26.625  -7.770   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      27.959  -5.460   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4    9                                                  
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6   17                                                  
CONECT    6    4    5                                                       
CONECT    7    8    9   10                                                  
CONECT    8    7                                                            
CONECT    9    7    2                                                       
CONECT   10    7                                                            
CONECT   11   12   13   17                                                  
CONECT   12   11   14   18                                                  
CONECT   13   11   15                                                       
CONECT   14   12   16   19                                                  
CONECT   15   13   16   21                                                  
CONECT   16   14   15   20                                                  
CONECT   17   11    5                                                       
CONECT   18   12                                                            
CONECT   19   14                                                            
CONECT   20   16                                                            
CONECT   21   15   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0010316
HETATM    1  C1  UNL     1       7.301  -0.167  -0.019  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.803  -0.418  -0.010  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.402  -1.585   0.144  1.00  0.00           O  
HETATM    4  N1  UNL     1       4.968   0.682  -0.176  1.00  0.00           N  
HETATM    5  C3  UNL     1       3.556   0.594  -0.194  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.866  -0.585  -0.305  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.459  -0.560  -0.297  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.731   0.593  -0.181  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.618   0.664  -0.168  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.586  -0.322  -0.260  1.00  0.00           C  
HETATM   11  O3  UNL     1      -2.396  -0.210  -1.378  1.00  0.00           O  
HETATM   12  C8  UNL     1      -3.676   0.191  -1.154  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.757   1.624  -0.779  1.00  0.00           C  
HETATM   14  O4  UNL     1      -2.682   2.270  -0.718  1.00  0.00           O  
HETATM   15  O5  UNL     1      -4.932   2.287  -0.496  1.00  0.00           O  
HETATM   16  C10 UNL     1      -4.448  -0.705  -0.216  1.00  0.00           C  
HETATM   17  O6  UNL     1      -5.124  -1.683  -0.937  1.00  0.00           O  
HETATM   18  C11 UNL     1      -3.481  -1.462   0.707  1.00  0.00           C  
HETATM   19  O7  UNL     1      -4.116  -1.952   1.825  1.00  0.00           O  
HETATM   20  C12 UNL     1      -2.399  -0.454   1.036  1.00  0.00           C  
HETATM   21  O8  UNL     1      -1.544  -0.922   2.028  1.00  0.00           O  
HETATM   22  C13 UNL     1       1.439   1.795  -0.068  1.00  0.00           C  
HETATM   23  C14 UNL     1       2.811   1.790  -0.074  1.00  0.00           C  
HETATM   24  H1  UNL     1       7.521   0.719  -0.663  1.00  0.00           H  
HETATM   25  H2  UNL     1       7.775  -1.086  -0.410  1.00  0.00           H  
HETATM   26  H3  UNL     1       7.575   0.041   1.024  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.417   1.643  -0.300  1.00  0.00           H  
HETATM   28  H5  UNL     1       3.333  -1.540  -0.411  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.905  -1.496  -0.385  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.085  -1.306  -0.358  1.00  0.00           H  
HETATM   31  H8  UNL     1      -4.206   0.120  -2.151  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.480   2.151   0.345  1.00  0.00           H  
HETATM   33  H10 UNL     1      -5.154  -0.183   0.426  1.00  0.00           H  
HETATM   34  H11 UNL     1      -5.718  -1.204  -1.579  1.00  0.00           H  
HETATM   35  H12 UNL     1      -3.020  -2.268   0.097  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.642  -2.796   2.100  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.811   0.494   1.374  1.00  0.00           H  
HETATM   38  H15 UNL     1      -1.264  -0.185   2.641  1.00  0.00           H  
HETATM   39  H16 UNL     1       0.888   2.723   0.025  1.00  0.00           H  
HETATM   40  H17 UNL     1       3.385   2.708   0.013  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    3    4
CONECT    4    5   27
CONECT    5    6    6   23
CONECT    6    7   28
CONECT    7    8    8   29
CONECT    8    9   22
CONECT    9   10
CONECT   10   11   20   30
CONECT   11   12
CONECT   12   13   16   31
CONECT   13   14   14   15
CONECT   15   32
CONECT   16   17   18   33
CONECT   17   34
CONECT   18   19   20   35
CONECT   19   36
CONECT   20   21   37
CONECT   21   38
CONECT   22   23   23   39
CONECT   23   40
END

HMDB0010316
     RDKit          3D
Acetaminophen glucuronide
 40 41  0  0  0  0  0  0  0  0999 V2000
    7.3014   -0.1667   -0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8033   -0.4177   -0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4024   -1.5848    0.1439 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9678    0.6818   -0.1758 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5555    0.5937   -0.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8657   -0.5850   -0.3055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4594   -0.5597   -0.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7311    0.5925   -0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6178    0.6640   -0.1685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5859   -0.3216   -0.2599 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3960   -0.2099   -1.3778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6765    0.1912   -1.1540 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7569    1.6236   -0.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6820    2.2699   -0.7181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9324    2.2869   -0.4957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4476   -0.7048   -0.2159 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1236   -1.6829   -0.9368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4812   -1.4617    0.7067 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1159   -1.9523    1.8254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3985   -0.4542    1.0360 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5435   -0.9220    2.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391    1.7945   -0.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8112    1.7897   -0.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5210    0.7190   -0.6628 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7754   -1.0862   -0.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5753    0.0411    1.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4166    1.6433   -0.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335   -1.5398   -0.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9048   -1.4957   -0.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0845   -1.3063   -0.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2055    0.1196   -2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4805    2.1513    0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1536   -0.1826    0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7178   -1.2038   -1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0201   -2.2678    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6417   -2.7961    2.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8110    0.4937    1.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2640   -0.1846    2.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8878    2.7227    0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3852    2.7077    0.0131 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  8 22  1  0
 22 23  2  0
 23  5  1  0
 20 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
 10 30  1  6
 12 31  1  6
 15 32  1  0
 16 33  1  1
 17 34  1  0
 18 35  1  6
 19 36  1  0
 20 37  1  1
 21 38  1  0
 22 39  1  0
 23 40  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Paracetamol glucuronide	ChEBI
4-(Acetylamino)phenyl beta-D-glucopyranosiduronic acid	HMDB
4-(Acetylamino)phenyl beta-delta-glucopyranosiduronic acid	HMDB
4-Acetamidophenol glucuronide	HMDB
4-Acetamidophenyl b-D-glucopyranosiduronic acid	HMDB
4-Acetamidophenyl b-delta-glucopyranosiduronic acid	HMDB
4-Acetamidophenyl beta-D-glucopyranosiduronic acid	HMDB
4-Acetamidophenyl beta-delta-glucopyranosiduronic acid	HMDB
p-Acetamidophenyl β-D-glucuronide	HMDB
4-(Acetylamino)phenyl β-D-glucopyranosiduronic acid	HMDB
4-Glucuronosidoacetanilide	HMDB
4-Hydroxyacetanilide glucuronide	HMDB
Acetanilide glucuronide	HMDB
4'-(Glucuronosyloxy)-acetanilide	HMDB
Deethylphenacetin glucuronide	HMDB
N-Acetyl-4-aminophenol glucuronide	HMDB
N-Acetyl-4-glucuronosidoaniline	HMDB
N-Acetyl-p-aminophenyl glucuronide	HMDB
Paracetamol O-glucuronide	HMDB
Paracetamol β-glucuronide	HMDB
Paracetamol beta-glucuronide	HMDB
p-Acetamidophenyl D-glucosiduronic acid	HMDB
p-Acetamidophenyl glucosiduronic acid	HMDB
p-Acetamidophenyl glucuronide	HMDB
PCM-g	HMDB
p-Acetamidophenylglucuronide	HMDB
Acetaminophen glucuronide	HMDB

Chemical Formula

C₁₄H₁₇NO₈

Average Molecular Weight

327.2867

Monoisotopic Molecular Weight

327.095416525

IUPAC Name

(2S,3S,4S,5R,6S)-6-(4-acetamidophenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

acetaminophen glucuronide

CAS Registry Number

16110-10-4

SMILES

CC(=O)NC1=CC=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C1

InChI Identifier

InChI=1S/C14H17NO8/c1-6(16)15-7-2-4-8(5-3-7)22-14-11(19)9(17)10(18)12(23-14)13(20)21/h2-5,9-12,14,17-19H,1H3,(H,15,16)(H,20,21)/t9-,10-,11+,12-,14+/m0/s1

InChI Key

IPROLSVTVHAQLE-BYNIDDHOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Phenoxy compound
Phenol ether
Beta-hydroxy acid
Monocyclic benzene moiety
Hydroxy acid
Monosaccharide
Benzenoid
Pyran
Oxane
Secondary alcohol
Acetal
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Polyol
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

beta-D-glucosiduronic acid (CHEBI:32636 )

Ontology

Physiological effect

Health effect

Beta-thalassemia (HMDB: HMDB0010316)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 16845508)

Excreta

Biofluid or Excreta

Urine (PMID: 6206966)
Feces (PMID: 25037050)

Cellular substructure

Cytoplasm (HMDB: HMDB0010316)

Source

Endogenous

Endogenous (HMDB: HMDB0010316)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Naturally occurring process

Biological process

Biochemical pathway

Acetaminophen Metabolism Pathway (HMDB: HMDB0010316)

Metabolic pathway

Acetaminophen Metabolism Pathway (PathBank: SMP0000640)

Role

Biological role

Drug metabolite (HMDB: HMDB0010316)

Physical Properties

State

Solid

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	27.7 g/L	ALOGPS
logP	-0.68	ALOGPS
logP	-1	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	3.17	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.55 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	74.91 m³·mol⁻¹	ChemAxon
Polarizability	30.69 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	178.121	31661259
DarkChem	[M-H]-	176.407	31661259
DeepCCS	[M+H]+	175.292	30932474
DeepCCS	[M-H]-	172.896	30932474
DeepCCS	[M-2H]-	205.838	30932474
DeepCCS	[M+Na]+	181.204	30932474
AllCCS	[M+H]+	175.7	32859911
AllCCS	[M+H-H2O]+	172.6	32859911
AllCCS	[M+NH4]+	178.5	32859911
AllCCS	[M+Na]+	179.3	32859911
AllCCS	[M-H]-	172.6	32859911
AllCCS	[M+Na-2H]-	172.6	32859911
AllCCS	[M+HCOO]-	172.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Acetaminophen glucuronide	CC(=O)NC1=CC=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C1	4515.5	Standard polar	33892256
Acetaminophen glucuronide	CC(=O)NC1=CC=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C1	2850.2	Standard non polar	33892256
Acetaminophen glucuronide	CC(=O)NC1=CC=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C1	3193.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Acetaminophen glucuronide,1TMS,isomer #1	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C1	2983.7	Semi standard non polar	33892256
Acetaminophen glucuronide,1TMS,isomer #2	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C1	2982.8	Semi standard non polar	33892256
Acetaminophen glucuronide,1TMS,isomer #3	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C1	2983.7	Semi standard non polar	33892256
Acetaminophen glucuronide,1TMS,isomer #4	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C1	2983.4	Semi standard non polar	33892256
Acetaminophen glucuronide,1TMS,isomer #5	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)C=C1)[Si](C)(C)C	2822.8	Semi standard non polar	33892256
Acetaminophen glucuronide,2TMS,isomer #1	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C1	3011.7	Semi standard non polar	33892256
Acetaminophen glucuronide,2TMS,isomer #10	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C1)[Si](C)(C)C	2784.6	Semi standard non polar	33892256
Acetaminophen glucuronide,2TMS,isomer #2	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C1	3016.7	Semi standard non polar	33892256
Acetaminophen glucuronide,2TMS,isomer #3	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C1	3004.0	Semi standard non polar	33892256
Acetaminophen glucuronide,2TMS,isomer #4	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C1)[Si](C)(C)C	2787.4	Semi standard non polar	33892256
Acetaminophen glucuronide,2TMS,isomer #5	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C1	3000.4	Semi standard non polar	33892256
Acetaminophen glucuronide,2TMS,isomer #6	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1	3010.2	Semi standard non polar	33892256
Acetaminophen glucuronide,2TMS,isomer #7	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C1)[Si](C)(C)C	2796.6	Semi standard non polar	33892256
Acetaminophen glucuronide,2TMS,isomer #8	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C1	2993.2	Semi standard non polar	33892256
Acetaminophen glucuronide,2TMS,isomer #9	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C1)[Si](C)(C)C	2790.9	Semi standard non polar	33892256
Acetaminophen glucuronide,3TMS,isomer #1	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C1	3030.4	Semi standard non polar	33892256
Acetaminophen glucuronide,3TMS,isomer #10	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)C=C1)[Si](C)(C)C	2815.1	Semi standard non polar	33892256
Acetaminophen glucuronide,3TMS,isomer #2	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C1	3017.5	Semi standard non polar	33892256
Acetaminophen glucuronide,3TMS,isomer #3	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)C=C1)[Si](C)(C)C	2821.4	Semi standard non polar	33892256
Acetaminophen glucuronide,3TMS,isomer #4	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1	3017.3	Semi standard non polar	33892256
Acetaminophen glucuronide,3TMS,isomer #5	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C1)[Si](C)(C)C	2825.1	Semi standard non polar	33892256
Acetaminophen glucuronide,3TMS,isomer #6	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C1)[Si](C)(C)C	2832.8	Semi standard non polar	33892256
Acetaminophen glucuronide,3TMS,isomer #7	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1	3009.5	Semi standard non polar	33892256
Acetaminophen glucuronide,3TMS,isomer #8	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)C=C1)[Si](C)(C)C	2819.7	Semi standard non polar	33892256
Acetaminophen glucuronide,3TMS,isomer #9	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1)[Si](C)(C)C	2828.4	Semi standard non polar	33892256
Acetaminophen glucuronide,4TMS,isomer #1	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1	3062.4	Semi standard non polar	33892256
Acetaminophen glucuronide,4TMS,isomer #2	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)C=C1)[Si](C)(C)C	2863.6	Semi standard non polar	33892256
Acetaminophen glucuronide,4TMS,isomer #3	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)C=C1)[Si](C)(C)C	2880.8	Semi standard non polar	33892256
Acetaminophen glucuronide,4TMS,isomer #4	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1)[Si](C)(C)C	2887.2	Semi standard non polar	33892256
Acetaminophen glucuronide,4TMS,isomer #5	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1)[Si](C)(C)C	2863.6	Semi standard non polar	33892256
Acetaminophen glucuronide,5TMS,isomer #1	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1)[Si](C)(C)C	2922.5	Semi standard non polar	33892256
Acetaminophen glucuronide,5TMS,isomer #1	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1)[Si](C)(C)C	2678.3	Standard non polar	33892256
Acetaminophen glucuronide,5TMS,isomer #1	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1)[Si](C)(C)C	2988.7	Standard polar	33892256
Acetaminophen glucuronide,1TBDMS,isomer #1	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C1	3269.7	Semi standard non polar	33892256
Acetaminophen glucuronide,1TBDMS,isomer #2	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C1	3272.5	Semi standard non polar	33892256
Acetaminophen glucuronide,1TBDMS,isomer #3	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	3281.1	Semi standard non polar	33892256
Acetaminophen glucuronide,1TBDMS,isomer #4	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C1	3307.0	Semi standard non polar	33892256
Acetaminophen glucuronide,1TBDMS,isomer #5	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)C=C1)[Si](C)(C)C(C)(C)C	3056.4	Semi standard non polar	33892256
Acetaminophen glucuronide,2TBDMS,isomer #1	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C1	3534.0	Semi standard non polar	33892256
Acetaminophen glucuronide,2TBDMS,isomer #10	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)C=C1)[Si](C)(C)C(C)(C)C	3243.8	Semi standard non polar	33892256
Acetaminophen glucuronide,2TBDMS,isomer #2	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C1	3507.6	Semi standard non polar	33892256
Acetaminophen glucuronide,2TBDMS,isomer #3	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	3506.9	Semi standard non polar	33892256
Acetaminophen glucuronide,2TBDMS,isomer #4	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C1)[Si](C)(C)C(C)(C)C	3255.5	Semi standard non polar	33892256
Acetaminophen glucuronide,2TBDMS,isomer #5	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C1	3515.5	Semi standard non polar	33892256
Acetaminophen glucuronide,2TBDMS,isomer #6	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	3508.6	Semi standard non polar	33892256
Acetaminophen glucuronide,2TBDMS,isomer #7	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C1)[Si](C)(C)C(C)(C)C	3266.3	Semi standard non polar	33892256
Acetaminophen glucuronide,2TBDMS,isomer #8	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	3530.1	Semi standard non polar	33892256
Acetaminophen glucuronide,2TBDMS,isomer #9	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3258.6	Semi standard non polar	33892256
Acetaminophen glucuronide,3TBDMS,isomer #1	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C1	3713.1	Semi standard non polar	33892256
Acetaminophen glucuronide,3TBDMS,isomer #10	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3462.5	Semi standard non polar	33892256
Acetaminophen glucuronide,3TBDMS,isomer #2	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	3728.9	Semi standard non polar	33892256
Acetaminophen glucuronide,3TBDMS,isomer #3	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)C=C1)[Si](C)(C)C(C)(C)C	3465.5	Semi standard non polar	33892256
Acetaminophen glucuronide,3TBDMS,isomer #4	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	3727.2	Semi standard non polar	33892256
Acetaminophen glucuronide,3TBDMS,isomer #5	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C1)[Si](C)(C)C(C)(C)C	3460.6	Semi standard non polar	33892256
Acetaminophen glucuronide,3TBDMS,isomer #6	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3472.0	Semi standard non polar	33892256
Acetaminophen glucuronide,3TBDMS,isomer #7	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	3697.3	Semi standard non polar	33892256
Acetaminophen glucuronide,3TBDMS,isomer #8	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C1)[Si](C)(C)C(C)(C)C	3459.8	Semi standard non polar	33892256
Acetaminophen glucuronide,3TBDMS,isomer #9	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3463.6	Semi standard non polar	33892256
Acetaminophen glucuronide,4TBDMS,isomer #1	CC(=O)NC1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	3917.5	Semi standard non polar	33892256
Acetaminophen glucuronide,4TBDMS,isomer #2	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C1)[Si](C)(C)C(C)(C)C	3661.2	Semi standard non polar	33892256
Acetaminophen glucuronide,4TBDMS,isomer #3	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3694.5	Semi standard non polar	33892256
Acetaminophen glucuronide,4TBDMS,isomer #4	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3675.9	Semi standard non polar	33892256
Acetaminophen glucuronide,4TBDMS,isomer #5	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3663.1	Semi standard non polar	33892256
Acetaminophen glucuronide,5TBDMS,isomer #1	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3871.4	Semi standard non polar	33892256
Acetaminophen glucuronide,5TBDMS,isomer #1	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3493.9	Standard non polar	33892256
Acetaminophen glucuronide,5TBDMS,isomer #1	CC(=O)N(C1=CC=C(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3459.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Acetaminophen glucuronide GC-EI-TOF (Non-derivatized)	splash10-00kb-0961000000-dcaaa03ec12ac3e8bc7b	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Acetaminophen glucuronide GC-EI-TOF (Non-derivatized)	splash10-00kb-0961000000-dcaaa03ec12ac3e8bc7b	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acetaminophen glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-9352000000-77fed48f2ac24b73fab8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acetaminophen glucuronide GC-MS (4 TMS) - 70eV, Positive	splash10-0udi-4100349000-5176b6b37f6857b7f999	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acetaminophen glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acetaminophen glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide Linear Ion Trap , negative-QTOF	splash10-03k9-0900000000-5e02cd6d491f4b1cf8f5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide Linear Ion Trap , positive-QTOF	splash10-00di-0900000000-acce7f7634727584b435	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide Linear Ion Trap , positive-QTOF	splash10-000i-0922000000-d3ea032d2b2a786b49a4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide 20V, Positive-QTOF	splash10-0udi-0900000000-7bb565a0815d9e8681c4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide 30V, Positive-QTOF	splash10-0w29-2900000000-8029b9ba6317a5c7bacb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide 10V, Positive-QTOF	splash10-0udi-1902000000-63bf36b7f8481253b041	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide 10V, Negative-QTOF	splash10-03di-3901000000-ac725135cde5a222d64a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide 20V, Negative-QTOF	splash10-0udi-9800000000-d0386babb34ac3708373	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide 30V, Positive-QTOF	splash10-014l-9200000000-dc0cedc02a918704f9c2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide 0V, Positive-QTOF	splash10-0udi-0907000000-cc6b4eeb1854a02b091e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide 35V, Negative-QTOF	splash10-0ik9-2900000000-f45589acb1254525eedc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide 40V, Positive-QTOF	splash10-03di-4900000000-8f1b83b451250f90fa5f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide 35V, Positive-QTOF	splash10-0xxr-3900000000-560c53f10968963e3a63	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide 0V, Positive-QTOF	splash10-0udi-0907000000-ab44d212f9ebe70f73e6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide 30V, Negative-QTOF	splash10-0zfr-9800000000-16b1e116a6a82ae143a1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide 40V, Negative-QTOF	splash10-0pb9-7900000000-0106d7d985bdfc7ce4ae	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide 10V, Positive-QTOF	splash10-0udi-0902000000-232646fdc95c354d8ef2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide 10V, Positive-QTOF	splash10-0udi-0901000000-24d1372940103501af9d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetaminophen glucuronide 30V, Positive-QTOF	splash10-0udi-6900000000-65f843147decea0cfc44	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetaminophen glucuronide 10V, Positive-QTOF	splash10-0w4i-0946000000-4049f1415ff9576f5924	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetaminophen glucuronide 20V, Positive-QTOF	splash10-0zfr-0910000000-a1b732d82b46888499a6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetaminophen glucuronide 40V, Positive-QTOF	splash10-0pc0-2900000000-7fe5c0cbd17367744596	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetaminophen glucuronide 10V, Negative-QTOF	splash10-0fc0-2968000000-a253cd8c945d814768e8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetaminophen glucuronide 20V, Negative-QTOF	splash10-0udi-2931000000-8678b1c192068d44639b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetaminophen glucuronide 40V, Negative-QTOF	splash10-0pc0-3900000000-6e974e4924ffcc0ae778	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Kidney
Liver
Placenta

Pathways

Name	SMPDB/PathBank	KEGG
Acetaminophen Metabolism Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	30.2 +/- 3.36 uM	Adult (>18 years old)	Both	Normal	16845508	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	6206966	details
Urine	Detected and Quantified	33.4 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	24023812	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22932811	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	43.7 +/- 4.5 uM	Adult (>18 years old)	Both	Beta-thalassemia	16845508	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Bladder cancer	28157703	details

Associated Disorders and Diseases

Disease References

Beta-thalassemia
Tankanitlert J, Howard TA, Temsakulphong A, Sirankapracha P, Morales NP, Sanvarinda Y, Fucharoen P, Ware RE, Fucharoen S, Chantharaksri U: A pharmacokinetic study of paracetamol in Thai beta-thalassemia/HbE patients. Eur J Clin Pharmacol. 2006 Sep;62(9):743-8. Epub 2006 Jul 15. [PubMed:16845508 ]

Associated OMIM IDs

141900 (Beta-thalassemia)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB027468

KNApSAcK ID

Not Available

Chemspider ID

75744

KEGG Compound ID

Not Available

BioCyc ID

Beta-D-Glucuronides

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

83944

PDB ID

Not Available

ChEBI ID

32636

Food Biomarker Ontology

Not Available

VMH ID

ACMPGLU

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Aw TY, Jones DP: Intracellular inhibition of UDP-glucose dehydrogenase during ethanol oxidation. Chem Biol Interact. 1983 Mar;43(3):283-8. [PubMed:6825201 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 2B4

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme is active on polyhydroxylated estrogens (such as estriol, 4-hydroxyestrone and 2-hydroxyestriol) and xenobiotics (such as 4-methylumbelliferone, 1-naphthol, 4-nitrophenol, 2-aminophenol, 4-hydroxybiphenyl and menthol). It is capable of 6 alpha-hydroxyglucuronidation of hyodeoxycholic acid.
Gene Name:: UGT2B4
Uniprot ID:: P06133
Molecular weight:: 60512.035

Enzyme Details

2. UDP-glucuronosyltransferase 1-4

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate.
Gene Name:: UGT1A4
Uniprot ID:: P22310
Molecular weight:: 60024.535

Enzyme Details

3. UDP-glucuronosyltransferase 2B7

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Its unique specificity for 3,4-catechol estrogens and estriol suggests it may play an important role in regulating the level and activity of these potent and active estrogen metabolites. Is also active with androsterone, hyodeoxycholic acid and tetrachlorocatechol (in vitro).
Gene Name:: UGT2B7
Uniprot ID:: P16662
Molecular weight:: 60720.15

Enzyme Details

4. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

References

Court MH, Duan SX, von Moltke LL, Greenblatt DJ, Patten CJ, Miners JO, Mackenzie PI: Interindividual variability in acetaminophen glucuronidation by human liver microsomes: identification of relevant acetaminophen UDP-glucuronosyltransferase isoforms. J Pharmacol Exp Ther. 2001 Dec;299(3):998-1006. [PubMed:11714888 ]

Enzyme Details

5. UDP-glucuronosyltransferase 1-9

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform has specificity for phenols.
Gene Name:: UGT1A9
Uniprot ID:: O60656
Molecular weight:: 59940.495

References

Court MH, Duan SX, von Moltke LL, Greenblatt DJ, Patten CJ, Miners JO, Mackenzie PI: Interindividual variability in acetaminophen glucuronidation by human liver microsomes: identification of relevant acetaminophen UDP-glucuronosyltransferase isoforms. J Pharmacol Exp Ther. 2001 Dec;299(3):998-1006. [PubMed:11714888 ]

Enzyme Details

6. UDP-glucuronosyltransferase 1-6

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform has specificity for phenols.
Gene Name:: UGT1A6
Uniprot ID:: P19224
Molecular weight:: 60750.215

References

Court MH: Acetaminophen UDP-glucuronosyltransferase in ferrets: species and gender differences, and sequence analysis of ferret UGT1A6. J Vet Pharmacol Ther. 2001 Dec;24(6):415-22. [PubMed:11903872 ]
Court MH, Duan SX, von Moltke LL, Greenblatt DJ, Patten CJ, Miners JO, Mackenzie PI: Interindividual variability in acetaminophen glucuronidation by human liver microsomes: identification of relevant acetaminophen UDP-glucuronosyltransferase isoforms. J Pharmacol Exp Ther. 2001 Dec;299(3):998-1006. [PubMed:11714888 ]

Enzyme Details

7. Beta-glucuronidase

General function:: Involved in hydrolase activity, hydrolyzing O-glycosyl compounds
Specific function:: Plays an important role in the degradation of dermatan and keratan sulfates.
Gene Name:: GUSB
Uniprot ID:: P08236
Molecular weight:: 74731.46

Showing metabocard for Acetaminophen glucuronide (HMDB0010316)

MOL for HMDB0010316 (Acetaminophen glucuronide)

3D MOL for HMDB0010316 (Acetaminophen glucuronide)

3D SDF for HMDB0010316 (Acetaminophen glucuronide)

3D-SDF for HMDB0010316 (Acetaminophen glucuronide)

PDB for HMDB0010316 (Acetaminophen glucuronide)

3D PDB for HMDB0010316 (Acetaminophen glucuronide)

SMILES for HMDB0010316 (Acetaminophen glucuronide)

INCHI for HMDB0010316 (Acetaminophen glucuronide)

Structure for HMDB0010316 (Acetaminophen glucuronide)

3D Structure for HMDB0010316 (Acetaminophen glucuronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References

References