MiMeDB: Showing metabocard for 2-Methoxyacetaminophen glucuronide (MMDBc0000715)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:53:23 UTC

Update Date

2022-08-31 06:11:31 UTC

Metabolite ID

MMDBc0000715

Metabolite Identification

Common Name

2-Methoxyacetaminophen glucuronide

Description

2-methoxyacetaminophen 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. 2-methoxyacetaminophen glucuronide is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on 2-methoxyacetaminophen glucuronide.

Structure

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

HMDB0240215
     RDKit          3D
2-Methoxyacetaminophen glucuronide
 44 45  0  0  0  0  0  0  0  0999 V2000
    3.7996   -2.5878    1.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9904   -1.5004    1.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9483   -0.7891    0.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6343   -1.0811    0.6669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5753   -0.3642    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7141   -0.7345    0.3651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8848   -0.1483   -0.1120 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5279    0.4140    0.9785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7475    0.9732    0.6387 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2470    1.8747    1.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    2.0497    2.7185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4593    2.5244    1.5077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6797   -0.2162    0.4108 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9859    0.1946    0.2837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1853   -0.9141   -0.8096 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8636   -2.1533   -0.8823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7266   -1.1007   -0.8959 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3535   -1.0397   -2.2535 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9404    0.6610   -0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2811    1.0122   -0.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2800    0.2910   -0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6299    0.5709   -0.6032 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1391    1.5918   -1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6530    1.7420   -1.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530    2.3958   -2.0474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3762   -2.2638    2.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2358   -3.4175    1.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8207   -2.9882    2.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3626   -1.9045    1.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6278    0.6948   -0.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6214    1.5160   -0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5096    3.3910    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5194   -0.8954    1.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3520    0.3627    1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5684   -0.3354   -1.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0841   -2.4676    0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4650   -2.1294   -0.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5164   -1.5382   -2.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1944    1.2713   -1.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4684    1.8361   -1.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3457   -0.0601   -0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1537    1.0199   -0.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9601    2.7673   -1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9700    1.4750   -2.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  5 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 21  3  1  0
 17  7  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  6
  9 31  1  6
 12 32  1  0
 13 33  1  1
 14 34  1  0
 15 35  1  6
 16 36  1  0
 17 37  1  1
 18 38  1  0
 19 39  1  0
 20 40  1  0
 22 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
M  END

      
  Mrv1652311171717002D          

 25 26  0  0  1  0            999 V2000
    8.6677   -6.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9531   -5.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3821   -4.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6677   -4.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3821   -5.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9531   -4.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3821   -3.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6677   -3.5997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3821   -2.3621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0965   -3.5997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6677   -6.8998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0966   -4.4248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8111   -4.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9533   -7.3122    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9533   -8.1373    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2388   -6.8999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2390   -8.5498    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5244   -7.3124    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5244   -8.1373    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6678   -8.5498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2390   -9.3749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8099   -8.5498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8099   -6.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0955   -7.3124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8098   -6.0749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  4  8  1  0  0  0  0
  5  3  1  0  0  0  0
  1  5  2  0  0  0  0
  2  6  2  0  0  0  0
  6  4  1  0  0  0  0
 10  7  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  2  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 19  1  0  0  0  0
 14 11  1  1  0  0  0
 15 20  1  6  0  0  0
 17 21  1  1  0  0  0
 19 22  1  6  0  0  0
 18 23  1  1  0  0  0
 24 23  1  0  0  0  0
 25 23  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000715

> <DATABASE_NAME>
MIME

> <SMILES>
COC1=C(NC(C)=O)C=CC(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H19NO9/c1-6(17)16-8-4-3-7(5-9(8)23-2)24-15-12(20)10(18)11(19)13(25-15)14(21)22/h3-5,10-13,15,18-20H,1-2H3,(H,16,17)(H,21,22)/t10-,11-,12+,13-,15+/m0/s1

> <INCHI_KEY>
GDCCQRYSPGZVPX-DKBOKBLXSA-N

> <FORMULA>
C15H19NO9

> <MOLECULAR_WEIGHT>
357.315

> <EXACT_MASS>
357.105981196

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
33.33139386035292

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.69

> <JCHEM_LOGP>
-1.1980739593333336

> <ALOGPS_LOGS>
-1.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.129910208896796

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9181416205985893

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6868267697442434

> <JCHEM_POLAR_SURFACE_AREA>
154.78

> <JCHEM_REFRACTIVITY>
81.37689999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.70e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6S)-6-(4-acetamido-3-methoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240215
     RDKit          3D
2-Methoxyacetaminophen glucuronide
 44 45  0  0  0  0  0  0  0  0999 V2000
    3.7996   -2.5878    1.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9904   -1.5004    1.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9483   -0.7891    0.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6343   -1.0811    0.6669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5753   -0.3642    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7141   -0.7345    0.3651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8848   -0.1483   -0.1120 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5279    0.4140    0.9785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7475    0.9732    0.6387 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2470    1.8747    1.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    2.0497    2.7185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4593    2.5244    1.5077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6797   -0.2162    0.4108 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9859    0.1946    0.2837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1853   -0.9141   -0.8096 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8636   -2.1533   -0.8823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7266   -1.1007   -0.8959 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3535   -1.0397   -2.2535 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9404    0.6610   -0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2811    1.0122   -0.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2800    0.2910   -0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6299    0.5709   -0.6032 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1391    1.5918   -1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6530    1.7420   -1.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530    2.3958   -2.0474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3762   -2.2638    2.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2358   -3.4175    1.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8207   -2.9882    2.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3626   -1.9045    1.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6278    0.6948   -0.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6214    1.5160   -0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5096    3.3910    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5194   -0.8954    1.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3520    0.3627    1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5684   -0.3354   -1.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0841   -2.4676    0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4650   -2.1294   -0.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5164   -1.5382   -2.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1944    1.2713   -1.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4684    1.8361   -1.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3457   -0.0601   -0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1537    1.0199   -0.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9601    2.7673   -1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9700    1.4750   -2.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  5 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 21  3  1  0
 17  7  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  6
  9 31  1  6
 12 32  1  0
 13 33  1  1
 14 34  1  0
 15 35  1  6
 16 36  1  0
 17 37  1  1
 18 38  1  0
 19 39  1  0
 20 40  1  0
 22 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
M  END

HEADER    PROTEIN                                 17-NOV-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-NOV-17         0                                  
HETATM    1  C   UNK     0      16.180 -11.340   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.846 -10.570   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.513  -9.029   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.180  -8.260   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.513 -10.570   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.846  -9.029   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.513  -5.949   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      16.180  -6.719   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0      17.513  -4.409   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      18.847  -6.719   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      16.180 -12.880   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      18.847  -8.260   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      20.181  -9.029   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.846 -13.649   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.846 -15.190   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      13.512 -12.880   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      13.513 -15.960   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.179 -13.650   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.179 -15.190   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      16.180 -15.960   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      13.513 -17.500   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      10.845 -15.960   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      10.845 -12.880   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.512 -13.650   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      10.845 -11.340   0.000  0.00  0.00           O+0
CONECT    1   11    2    5                                                  
CONECT    2    1    6                                                       
CONECT    3    4    5   12                                                  
CONECT    4    3    8    6                                                  
CONECT    5    3    1                                                       
CONECT    6    2    4                                                       
CONECT    7   10    8    9                                                  
CONECT    8    4    7                                                       
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    1   14                                                       
CONECT   12    3   13                                                       
CONECT   13   12                                                            
CONECT   14   15   16   11                                                  
CONECT   15   14   17   20                                                  
CONECT   16   14   18                                                       
CONECT   17   15   19   21                                                  
CONECT   18   16   19   23                                                  
CONECT   19   17   18   22                                                  
CONECT   20   15                                                            
CONECT   21   17                                                            
CONECT   22   19                                                            
CONECT   23   18   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0240215
HETATM    1  C1  UNL     1       3.800  -2.588   1.883  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.990  -1.500   1.026  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.948  -0.789   0.452  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.634  -1.081   0.667  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.575  -0.364   0.088  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.714  -0.734   0.365  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.885  -0.148  -0.112  1.00  0.00           C  
HETATM    8  O3  UNL     1      -2.528   0.414   0.978  1.00  0.00           O  
HETATM    9  C6  UNL     1      -3.748   0.973   0.639  1.00  0.00           C  
HETATM   10  C7  UNL     1      -4.247   1.875   1.680  1.00  0.00           C  
HETATM   11  O4  UNL     1      -3.572   2.050   2.719  1.00  0.00           O  
HETATM   12  O5  UNL     1      -5.459   2.524   1.508  1.00  0.00           O  
HETATM   13  C8  UNL     1      -4.680  -0.216   0.411  1.00  0.00           C  
HETATM   14  O6  UNL     1      -5.986   0.195   0.284  1.00  0.00           O  
HETATM   15  C9  UNL     1      -4.185  -0.914  -0.810  1.00  0.00           C  
HETATM   16  O7  UNL     1      -4.864  -2.153  -0.882  1.00  0.00           O  
HETATM   17  C10 UNL     1      -2.727  -1.101  -0.896  1.00  0.00           C  
HETATM   18  O8  UNL     1      -2.354  -1.040  -2.254  1.00  0.00           O  
HETATM   19  C11 UNL     1       0.940   0.661  -0.718  1.00  0.00           C  
HETATM   20  C12 UNL     1       2.281   1.012  -0.980  1.00  0.00           C  
HETATM   21  C13 UNL     1       3.280   0.291  -0.398  1.00  0.00           C  
HETATM   22  N1  UNL     1       4.630   0.571  -0.603  1.00  0.00           N  
HETATM   23  C14 UNL     1       5.139   1.592  -1.404  1.00  0.00           C  
HETATM   24  C15 UNL     1       6.653   1.742  -1.505  1.00  0.00           C  
HETATM   25  O9  UNL     1       4.453   2.396  -2.047  1.00  0.00           O  
HETATM   26  H1  UNL     1       3.376  -2.264   2.869  1.00  0.00           H  
HETATM   27  H2  UNL     1       3.236  -3.418   1.447  1.00  0.00           H  
HETATM   28  H3  UNL     1       4.821  -2.988   2.141  1.00  0.00           H  
HETATM   29  H4  UNL     1       1.363  -1.905   1.314  1.00  0.00           H  
HETATM   30  H5  UNL     1      -1.628   0.695  -0.775  1.00  0.00           H  
HETATM   31  H6  UNL     1      -3.621   1.516  -0.322  1.00  0.00           H  
HETATM   32  H7  UNL     1      -5.510   3.391   0.992  1.00  0.00           H  
HETATM   33  H8  UNL     1      -4.519  -0.895   1.290  1.00  0.00           H  
HETATM   34  H9  UNL     1      -6.352   0.363   1.207  1.00  0.00           H  
HETATM   35  H10 UNL     1      -4.568  -0.335  -1.701  1.00  0.00           H  
HETATM   36  H11 UNL     1      -5.084  -2.468   0.032  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.465  -2.129  -0.568  1.00  0.00           H  
HETATM   38  H13 UNL     1      -1.516  -1.538  -2.411  1.00  0.00           H  
HETATM   39  H14 UNL     1       0.194   1.271  -1.209  1.00  0.00           H  
HETATM   40  H15 UNL     1       2.468   1.836  -1.629  1.00  0.00           H  
HETATM   41  H16 UNL     1       5.346  -0.060  -0.096  1.00  0.00           H  
HETATM   42  H17 UNL     1       7.154   1.020  -0.830  1.00  0.00           H  
HETATM   43  H18 UNL     1       6.960   2.767  -1.290  1.00  0.00           H  
HETATM   44  H19 UNL     1       6.970   1.475  -2.533  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   29
CONECT    5    6   19   19
CONECT    6    7
CONECT    7    8   17   30
CONECT    8    9
CONECT    9   10   13   31
CONECT   10   11   11   12
CONECT   12   32
CONECT   13   14   15   33
CONECT   14   34
CONECT   15   16   17   35
CONECT   16   36
CONECT   17   18   37
CONECT   18   38
CONECT   19   20   39
CONECT   20   21   21   40
CONECT   21   22
CONECT   22   23   41
CONECT   23   24   25   25
CONECT   24   42   43   44
END

HMDB0240215
     RDKit          3D
2-Methoxyacetaminophen glucuronide
 44 45  0  0  0  0  0  0  0  0999 V2000
    3.7996   -2.5878    1.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9904   -1.5004    1.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9483   -0.7891    0.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6343   -1.0811    0.6669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5753   -0.3642    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7141   -0.7345    0.3651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8848   -0.1483   -0.1120 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5279    0.4140    0.9785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7475    0.9732    0.6387 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2470    1.8747    1.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    2.0497    2.7185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4593    2.5244    1.5077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6797   -0.2162    0.4108 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9859    0.1946    0.2837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1853   -0.9141   -0.8096 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8636   -2.1533   -0.8823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7266   -1.1007   -0.8959 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3535   -1.0397   -2.2535 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9404    0.6610   -0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2811    1.0122   -0.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2800    0.2910   -0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6299    0.5709   -0.6032 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1391    1.5918   -1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6530    1.7420   -1.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530    2.3958   -2.0474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3762   -2.2638    2.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2358   -3.4175    1.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8207   -2.9882    2.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3626   -1.9045    1.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6278    0.6948   -0.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6214    1.5160   -0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5096    3.3910    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5194   -0.8954    1.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3520    0.3627    1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5684   -0.3354   -1.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0841   -2.4676    0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4650   -2.1294   -0.5684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5164   -1.5382   -2.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1944    1.2713   -1.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4684    1.8361   -1.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3457   -0.0601   -0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1537    1.0199   -0.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9601    2.7673   -1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9700    1.4750   -2.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  5 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 21  3  1  0
 17  7  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  6
  9 31  1  6
 12 32  1  0
 13 33  1  1
 14 34  1  0
 15 35  1  6
 16 36  1  0
 17 37  1  1
 18 38  1  0
 19 39  1  0
 20 40  1  0
 22 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
M  END

Synonyms

Value	Source
2-Methoxyacetaminophen beta-D-glucuronide	ChEBI
2-Methoxyacetaminophen O-beta-D-glucosiduronic acid	ChEBI
2-Methoxyacetaminophen b-D-glucuronide	Generator
2-Methoxyacetaminophen β-D-glucuronide	Generator
2-Methoxyacetaminophen O-b-D-glucosiduronate	Generator
2-Methoxyacetaminophen O-b-D-glucosiduronic acid	Generator
2-Methoxyacetaminophen O-beta-D-glucosiduronate	Generator
2-Methoxyacetaminophen O-β-D-glucosiduronate	Generator
2-Methoxyacetaminophen O-β-D-glucosiduronic acid	Generator
2-Methoxy-4-glucuronideacetanilide	HMDB

Molecular Formula

C₁₅H₁₉NO₉

Average Mass

357.315

Monoisotopic Mass

357.105981196

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC1=C(NC(C)=O)C=CC(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)=C1

InChI Identifier

InChI=1S/C15H19NO9/c1-6(17)16-8-4-3-7(5-9(8)23-2)24-15-12(20)10(18)11(19)13(25-15)14(21)22/h3-5,10-13,15,18-20H,1-2H3,(H,16,17)(H,21,22)/t10-,11-,12+,13-,15+/m0/s1

InChI Key

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

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	17 g/L	ALOGPS
logP	-0.69	ALOGPS
logP	-1.2	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	2.92	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	154.78 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	81.38 m³·mol⁻¹	ChemAxon
Polarizability	33.33 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-053u-0918000000-5d5a4831ccd75dee010e	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001r-0900000000-033a1ff898505a194e9f	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01q3-2900000000-3c182a347ae754aed09e	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0bu0-1519000000-7020d9404c68db3d6a8b	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01q9-2922000000-dd86d7470b54665b4cb2	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-06sr-5900000000-73759157c2a5638b3197	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a70-0907000000-eaaf047f466ff41b58b2	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-08gr-5911000000-224feb3028550a239a6d	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0pb9-9703000000-899d68501a5c9fa478ed	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-053u-0709000000-90e52dd403356120aae4	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-008l-0954000000-a85fe99e5ec73381c8dc	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001l-4910000000-98eee2a457fd7d4f89b9	2021-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

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	Bacteroidetes	1		Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0240215

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58163585

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

133005

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Showing metabocard for 2-Methoxyacetaminophen glucuronide (MMDBc0000715)

MOL for #<Metabolite:0x00007fd0fbd44cb0>

3D MOL for #<Metabolite:0x00007fd0fbd44cb0>

3D SDF for #<Metabolite:0x00007fd0fbd44cb0>

3D-SDF for #<Metabolite:0x00007fd0fbd44cb0>

PDB for #<Metabolite:0x00007fd0fbd44cb0>

3D PDB for #<Metabolite:0x00007fd0fbd44cb0>

SMILES for #<Metabolite:0x00007fd0fbd44cb0>

INCHI for #<Metabolite:0x00007fd0fbd44cb0>

Structure for #<Metabolite:0x00007fd0fbd44cb0>

3D Structure for #<Metabolite:0x00007fd0fbd44cb0>