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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2019-07-16 17:51:59 UTC

Update Date

2022-03-07 03:18:16 UTC

HMDB ID

HMDB0240378

Secondary Accession Numbers

None

Metabolite Identification

Common Name

HBOA glucuronide

Description

HBOA glucuronide belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. Based on a literature review very few articles have been published on HBOA glucuronide.

Structure

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

HMDB0240378
     RDKit          3D
HBOA glucuronide
 39 41  0  0  0  0  0  0  0  0999 V2000
   -4.8482    1.8337   -1.7394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6533    1.8623   -1.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9015    3.0082   -1.5704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0387    0.6946   -0.7491 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7035    0.9150   -0.4146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813   -0.3087   -0.3441 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2457   -0.2635    0.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1127   -0.8040   -0.9063 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0414    0.0923   -1.4429 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1709    0.3877   -0.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8640    1.5716   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9867    1.8631   -0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4476    0.9221    0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7833   -0.2579    0.9940 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6660   -0.5245    0.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9916   -1.7655    0.3980 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8410   -1.9973   -0.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4897   -3.1794   -0.6621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8037   -1.1490    0.6896 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4982   -2.1855    0.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8356   -0.3467    1.4458 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2896    0.7482    2.1020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8313    0.1740    0.4292 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6748   -0.8681    0.0347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3687    3.4056   -0.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0219   -0.1485   -1.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1753   -0.7968   -1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4861   -1.1749   -1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5343    2.3259   -1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5427    2.7808   -0.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3220    1.1440    1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1346   -0.9998    1.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3361   -2.4857    1.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0810   -1.6446    1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7980   -2.8721    0.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132   -1.0453    2.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515    0.6313    2.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4507    1.0024    0.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2762   -0.5449   -0.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  4  1  0
 17  8  1  0
 15 10  1  0
  3 25  1  0
  4 26  1  6
  6 27  1  6
  8 28  1  6
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 19 34  1  1
 20 35  1  0
 21 36  1  1
 22 37  1  0
 23 38  1  1
 24 39  1  0
M  END


  Mrv1652307161919522D          

 25 27  0  0  0  0            999 V2000
   -2.0476    2.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7621    2.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4766    2.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4766    1.6131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7621    1.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0476    1.6131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3332    1.2006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187    1.6131    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6187    2.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3332    2.8506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0957    2.8506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0957    1.2006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.3756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0957    0.3756    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8101   -0.0368    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8101   -0.8618    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0957   -1.2743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6187   -0.8618    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6187   -0.0368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3332   -1.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -1.2743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0957   -2.0993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0476   -0.8618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3332   -2.0993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187    0.7881    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
  7  8  1  0  0  0  0
  6  7  1  0  0  0  0
  9 11  2  0  0  0  0
  8 12  1  1  0  0  0
 12 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 15  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  1  0  0  0
 15 13  1  6  0  0  0
 17 22  1  6  0  0  0
 16 21  1  1  0  0  0
 20 23  2  0  0  0  0
 20 24  1  0  0  0  0
 14 25  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0240378

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]1(O[C@H]2OC3=CC=CC=C3NC2=O)O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H15NO9/c16-7-8(17)10(12(20)21)23-13(9(7)18)24-14-11(19)15-5-3-1-2-4-6(5)22-14/h1-4,7-10,13-14,16-18H,(H,15,19)(H,20,21)/t7-,8-,9+,10-,13-,14+/m0/s1

> <INCHI_KEY>
PXAGSWBDUVOULJ-PMDHNFMNSA-N

> <FORMULA>
C14H15NO9

> <MOLECULAR_WEIGHT>
341.272

> <EXACT_MASS>
341.074681067

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
30.868146293953664

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(2R)-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl]oxy}oxane-2-carboxylic acid

> <ALOGPS_LOGP>
-0.90

> <JCHEM_LOGP>
-0.9846868543333333

> <ALOGPS_LOGS>
-1.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.804598894086435

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9690490034656403

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6865743440399124

> <JCHEM_POLAR_SURFACE_AREA>
154.78

> <JCHEM_REFRACTIVITY>
74.30420000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.82e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(2R)-3-oxo-2,4-dihydro-1,4-benzoxazin-2-yl]oxy}oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240378
     RDKit          3D
HBOA glucuronide
 39 41  0  0  0  0  0  0  0  0999 V2000
   -4.8482    1.8337   -1.7394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6533    1.8623   -1.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9015    3.0082   -1.5704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0387    0.6946   -0.7491 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7035    0.9150   -0.4146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813   -0.3087   -0.3441 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2457   -0.2635    0.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1127   -0.8040   -0.9063 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0414    0.0923   -1.4429 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1709    0.3877   -0.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8640    1.5716   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9867    1.8631   -0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4476    0.9221    0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7833   -0.2579    0.9940 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6660   -0.5245    0.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9916   -1.7655    0.3980 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8410   -1.9973   -0.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4897   -3.1794   -0.6621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8037   -1.1490    0.6896 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4982   -2.1855    0.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8356   -0.3467    1.4458 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2896    0.7482    2.1020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8313    0.1740    0.4292 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6748   -0.8681    0.0347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3687    3.4056   -0.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0219   -0.1485   -1.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1753   -0.7968   -1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4861   -1.1749   -1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5343    2.3259   -1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5427    2.7808   -0.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3220    1.1440    1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1346   -0.9998    1.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3361   -2.4857    1.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0810   -1.6446    1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7980   -2.8721    0.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132   -1.0453    2.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515    0.6313    2.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4507    1.0024    0.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2762   -0.5449   -0.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  4  1  0
 17  8  1  0
 15 10  1  0
  3 25  1  0
  4 26  1  6
  6 27  1  6
  8 28  1  6
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 19 34  1  1
 20 35  1  0
 21 36  1  1
 22 37  1  0
 23 38  1  1
 24 39  1  0
M  END

HEADER    PROTEIN                                 16-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-JUL-19         0                                  
HETATM    1  C   UNK     0      -3.822   4.551   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.156   5.321   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.490   4.551   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.490   3.011   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.156   2.241   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.822   3.011   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.489   2.241   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.155   3.011   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.155   4.551   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -2.489   5.321   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0       0.179   5.321   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.179   2.241   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       2.846   0.701   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.179   0.701   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.512  -0.069   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.512  -1.609   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.179  -2.379   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.155  -1.609   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.155  -0.069   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.489  -2.379   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.846  -2.379   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.179  -3.919   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -3.822  -1.609   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.489  -3.919   0.000  0.00  0.00           O+0
HETATM   25  H   UNK     0      -1.155   1.471   0.000  0.00  0.00           H+0
CONECT    1    2    6   10                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    8    6                                                       
CONECT    8    9    7   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9    1                                                       
CONECT   11    9                                                            
CONECT   12    8   14                                                       
CONECT   13   15                                                            
CONECT   14   12   15   19   25                                             
CONECT   15   16   14   13                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   14                                                       
CONECT   20   18   23   24                                                  
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23   20                                                            
CONECT   24   20                                                            
CONECT   25   14                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0240378
HETATM    1  O1  UNL     1      -4.848   1.834  -1.739  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.653   1.862  -1.377  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.902   3.008  -1.570  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.039   0.695  -0.749  1.00  0.00           C  
HETATM    5  O3  UNL     1      -1.703   0.915  -0.415  1.00  0.00           O  
HETATM    6  C3  UNL     1      -1.081  -0.309  -0.344  1.00  0.00           C  
HETATM    7  O4  UNL     1       0.246  -0.264   0.006  1.00  0.00           O  
HETATM    8  C4  UNL     1       1.113  -0.804  -0.906  1.00  0.00           C  
HETATM    9  O5  UNL     1       2.041   0.092  -1.443  1.00  0.00           O  
HETATM   10  C5  UNL     1       3.171   0.388  -0.691  1.00  0.00           C  
HETATM   11  C6  UNL     1       3.864   1.572  -0.805  1.00  0.00           C  
HETATM   12  C7  UNL     1       4.987   1.863  -0.057  1.00  0.00           C  
HETATM   13  C8  UNL     1       5.448   0.922   0.859  1.00  0.00           C  
HETATM   14  C9  UNL     1       4.783  -0.258   0.994  1.00  0.00           C  
HETATM   15  C10 UNL     1       3.666  -0.525   0.236  1.00  0.00           C  
HETATM   16  N1  UNL     1       2.992  -1.766   0.398  1.00  0.00           N  
HETATM   17  C11 UNL     1       1.841  -1.997  -0.407  1.00  0.00           C  
HETATM   18  O6  UNL     1       1.490  -3.179  -0.662  1.00  0.00           O  
HETATM   19  C12 UNL     1      -1.804  -1.149   0.690  1.00  0.00           C  
HETATM   20  O7  UNL     1      -2.498  -2.185   0.045  1.00  0.00           O  
HETATM   21  C13 UNL     1      -2.836  -0.347   1.446  1.00  0.00           C  
HETATM   22  O8  UNL     1      -2.290   0.748   2.102  1.00  0.00           O  
HETATM   23  C14 UNL     1      -3.831   0.174   0.429  1.00  0.00           C  
HETATM   24  O9  UNL     1      -4.675  -0.868   0.035  1.00  0.00           O  
HETATM   25  H1  UNL     1      -2.369   3.406  -0.802  1.00  0.00           H  
HETATM   26  H2  UNL     1      -3.022  -0.149  -1.498  1.00  0.00           H  
HETATM   27  H3  UNL     1      -1.175  -0.797  -1.339  1.00  0.00           H  
HETATM   28  H4  UNL     1       0.486  -1.175  -1.771  1.00  0.00           H  
HETATM   29  H5  UNL     1       3.534   2.326  -1.507  1.00  0.00           H  
HETATM   30  H6  UNL     1       5.543   2.781  -0.130  1.00  0.00           H  
HETATM   31  H7  UNL     1       6.322   1.144   1.444  1.00  0.00           H  
HETATM   32  H8  UNL     1       5.135  -1.000   1.706  1.00  0.00           H  
HETATM   33  H9  UNL     1       3.336  -2.486   1.092  1.00  0.00           H  
HETATM   34  H10 UNL     1      -1.081  -1.645   1.394  1.00  0.00           H  
HETATM   35  H11 UNL     1      -2.798  -2.872   0.669  1.00  0.00           H  
HETATM   36  H12 UNL     1      -3.313  -1.045   2.167  1.00  0.00           H  
HETATM   37  H13 UNL     1      -1.352   0.631   2.346  1.00  0.00           H  
HETATM   38  H14 UNL     1      -4.451   1.002   0.845  1.00  0.00           H  
HETATM   39  H15 UNL     1      -5.276  -0.545  -0.687  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   25
CONECT    4    5   23   26
CONECT    5    6
CONECT    6    7   19   27
CONECT    7    8
CONECT    8    9   17   28
CONECT    9   10
CONECT   10   11   11   15
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   14   31
CONECT   14   15   15   32
CONECT   15   16
CONECT   16   17   33
CONECT   17   18   18
CONECT   19   20   21   34
CONECT   20   35
CONECT   21   22   23   36
CONECT   22   37
CONECT   23   24   38
CONECT   24   39
END

HMDB0240378
     RDKit          3D
HBOA glucuronide
 39 41  0  0  0  0  0  0  0  0999 V2000
   -4.8482    1.8337   -1.7394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6533    1.8623   -1.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9015    3.0082   -1.5704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0387    0.6946   -0.7491 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7035    0.9150   -0.4146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813   -0.3087   -0.3441 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2457   -0.2635    0.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1127   -0.8040   -0.9063 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0414    0.0923   -1.4429 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1709    0.3877   -0.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8640    1.5716   -0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9867    1.8631   -0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4476    0.9221    0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7833   -0.2579    0.9940 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6660   -0.5245    0.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9916   -1.7655    0.3980 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8410   -1.9973   -0.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4897   -3.1794   -0.6621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8037   -1.1490    0.6896 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4982   -2.1855    0.0449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8356   -0.3467    1.4458 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2896    0.7482    2.1020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8313    0.1740    0.4292 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6748   -0.8681    0.0347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3687    3.4056   -0.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0219   -0.1485   -1.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1753   -0.7968   -1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4861   -1.1749   -1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5343    2.3259   -1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5427    2.7808   -0.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3220    1.1440    1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1346   -0.9998    1.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3361   -2.4857    1.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0810   -1.6446    1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7980   -2.8721    0.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132   -1.0453    2.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515    0.6313    2.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4507    1.0024    0.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2762   -0.5449   -0.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  4  1  0
 17  8  1  0
 15 10  1  0
  3 25  1  0
  4 26  1  6
  6 27  1  6
  8 28  1  6
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 16 33  1  0
 19 34  1  1
 20 35  1  0
 21 36  1  1
 22 37  1  0
 23 38  1  1
 24 39  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Hydroxy-1,4-benzoxazin-3-one glucuronide	HMDB
(R)-2-Hydroxy-1,4-benzoxazin-3-one glucuronide	HMDB
(R)-HBOA glucuronide	HMDB
HBOA glucuronide	HMDB

Chemical Formula

C₁₄H₁₅NO₉

Average Molecular Weight

341.272

Monoisotopic Molecular Weight

341.074681067

IUPAC Name

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(2R)-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl]oxy}oxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(2R)-3-oxo-2,4-dihydro-1,4-benzoxazin-2-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]1(O[C@H]2OC3=CC=CC=C3NC2=O)O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C14H15NO9/c16-7-8(17)10(12(20)21)23-13(9(7)18)24-14-11(19)15-5-3-1-2-4-6(5)22-14/h1-4,7-10,13-14,16-18H,(H,15,19)(H,20,21)/t7-,8-,9+,10-,13-,14+/m0/s1

InChI Key

PXAGSWBDUVOULJ-PMDHNFMNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Arylsulfates

Direct Parent

Phenylsulfates

Alternative Parents

Substituents

Phenylsulfate
Hydroxybenzoic acid
Benzoic acid or derivatives
Benzoic acid
Phenoxy compound
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Carboxylic acid derivative
Carboxylic acid
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 23681766)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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
logP	-0.9	ALOGPS
logP	-0.98	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	2.97	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	3	ChemAxon
Refractivity	74.3 m³·mol⁻¹	ChemAxon
Polarizability	30.87 Å³	ChemAxon
Number of Rings	3	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
DeepCCS	[M+H]+	170.503	30932474
DeepCCS	[M-H]-	168.108	30932474
DeepCCS	[M-2H]-	200.991	30932474
DeepCCS	[M+Na]+	177.097	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
HBOA glucuronide	[H][C@@]1(O[C@H]2OC3=CC=CC=C3NC2=O)O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	4735.3	Standard polar	33892256
HBOA glucuronide	[H][C@@]1(O[C@H]2OC3=CC=CC=C3NC2=O)O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	2841.8	Standard non polar	33892256
HBOA glucuronide	[H][C@@]1(O[C@H]2OC3=CC=CC=C3NC2=O)O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	3162.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
HBOA glucuronide,1TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O)[C@H]1O	2936.8	Semi standard non polar	33892256
HBOA glucuronide,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](O[C@H]2OC3=CC=CC=C3NC2=O)O[C@H](C(=O)O)[C@H]1O	2935.4	Semi standard non polar	33892256
HBOA glucuronide,1TMS,isomer #3	C[Si](C)(C)O[C@H]1[C@H](O[C@H]2OC3=CC=CC=C3NC2=O)O[C@H](C(=O)O)[C@@H](O)[C@@H]1O	2930.3	Semi standard non polar	33892256
HBOA glucuronide,1TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O)[C@@H](O)[C@@H]1O	2924.0	Semi standard non polar	33892256
HBOA glucuronide,1TMS,isomer #5	C[Si](C)(C)N1C(=O)[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)OC2=CC=CC=C21	2751.6	Semi standard non polar	33892256
HBOA glucuronide,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	2911.6	Semi standard non polar	33892256
HBOA glucuronide,2TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)[C@H](O)[C@@H](O)[C@@H]1O	2750.0	Semi standard non polar	33892256
HBOA glucuronide,2TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O[Si](C)(C)C)[C@H]1O	2925.3	Semi standard non polar	33892256
HBOA glucuronide,2TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O)[C@H]1O[Si](C)(C)C	2927.1	Semi standard non polar	33892256
HBOA glucuronide,2TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)[C@H](O)[C@H]1O	2764.7	Semi standard non polar	33892256
HBOA glucuronide,2TMS,isomer #5	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@@H]1O[Si](C)(C)C	2932.0	Semi standard non polar	33892256
HBOA glucuronide,2TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	2903.1	Semi standard non polar	33892256
HBOA glucuronide,2TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)O[C@H](C(=O)O)[C@H]1O	2766.3	Semi standard non polar	33892256
HBOA glucuronide,2TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	2903.0	Semi standard non polar	33892256
HBOA glucuronide,2TMS,isomer #9	C[Si](C)(C)O[C@H]1[C@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)O[C@H](C(=O)O)[C@@H](O)[C@@H]1O	2747.4	Semi standard non polar	33892256
HBOA glucuronide,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2918.1	Semi standard non polar	33892256
HBOA glucuronide,3TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	2771.2	Semi standard non polar	33892256
HBOA glucuronide,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2910.1	Semi standard non polar	33892256
HBOA glucuronide,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	2791.4	Semi standard non polar	33892256
HBOA glucuronide,3TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)[C@H](O[C@H]2OC3=CC=CC=C3NC2=O)O[C@H](C(=O)O)[C@H]1O[Si](C)(C)C	2932.9	Semi standard non polar	33892256
HBOA glucuronide,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)[C@H](O[Si](C)(C)C)[C@H]1O	2785.4	Semi standard non polar	33892256
HBOA glucuronide,3TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)[C@H](O)[C@H]1O[Si](C)(C)C	2800.7	Semi standard non polar	33892256
HBOA glucuronide,3TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2911.5	Semi standard non polar	33892256
HBOA glucuronide,3TMS,isomer #8	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C	2785.3	Semi standard non polar	33892256
HBOA glucuronide,3TMS,isomer #9	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	2787.6	Semi standard non polar	33892256
HBOA glucuronide,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2948.1	Semi standard non polar	33892256
HBOA glucuronide,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2817.0	Semi standard non polar	33892256
HBOA glucuronide,4TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2828.5	Semi standard non polar	33892256
HBOA glucuronide,4TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)[C@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)O[C@H](C(=O)O)[C@H]1O[Si](C)(C)C	2817.3	Semi standard non polar	33892256
HBOA glucuronide,4TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2801.0	Semi standard non polar	33892256
HBOA glucuronide,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2859.4	Semi standard non polar	33892256
HBOA glucuronide,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2931.9	Standard non polar	33892256
HBOA glucuronide,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C)C2=O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3264.3	Standard polar	33892256
HBOA glucuronide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O)[C@H]1O	3192.8	Semi standard non polar	33892256
HBOA glucuronide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](O[C@H]2OC3=CC=CC=C3NC2=O)O[C@H](C(=O)O)[C@H]1O	3201.1	Semi standard non polar	33892256
HBOA glucuronide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[C@H]2OC3=CC=CC=C3NC2=O)O[C@H](C(=O)O)[C@@H](O)[C@@H]1O	3196.1	Semi standard non polar	33892256
HBOA glucuronide,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O)[C@@H](O)[C@@H]1O	3197.4	Semi standard non polar	33892256
HBOA glucuronide,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N1C(=O)[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)OC2=CC=CC=C21	3076.5	Semi standard non polar	33892256
HBOA glucuronide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3381.4	Semi standard non polar	33892256
HBOA glucuronide,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O)[C@@H](O)[C@@H]1O	3250.4	Semi standard non polar	33892256
HBOA glucuronide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3380.8	Semi standard non polar	33892256
HBOA glucuronide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3372.0	Semi standard non polar	33892256
HBOA glucuronide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O)[C@H]1O	3258.9	Semi standard non polar	33892256
HBOA glucuronide,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3377.3	Semi standard non polar	33892256
HBOA glucuronide,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3368.3	Semi standard non polar	33892256
HBOA glucuronide,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)O[C@H](C(=O)O)[C@H]1O	3260.2	Semi standard non polar	33892256
HBOA glucuronide,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	3376.0	Semi standard non polar	33892256
HBOA glucuronide,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)O[C@H](C(=O)O)[C@@H](O)[C@@H]1O	3254.9	Semi standard non polar	33892256
HBOA glucuronide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3572.0	Semi standard non polar	33892256
HBOA glucuronide,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	3459.6	Semi standard non polar	33892256
HBOA glucuronide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3546.6	Semi standard non polar	33892256
HBOA glucuronide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3459.6	Semi standard non polar	33892256
HBOA glucuronide,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[C@H]2OC3=CC=CC=C3NC2=O)O[C@H](C(=O)O)[C@H]1O[Si](C)(C)C(C)(C)C	3558.2	Semi standard non polar	33892256
HBOA glucuronide,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3450.9	Semi standard non polar	33892256
HBOA glucuronide,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3450.8	Semi standard non polar	33892256
HBOA glucuronide,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3548.6	Semi standard non polar	33892256
HBOA glucuronide,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)[C@@H]1O[Si](C)(C)C(C)(C)C	3451.5	Semi standard non polar	33892256
HBOA glucuronide,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3445.0	Semi standard non polar	33892256
HBOA glucuronide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3NC2=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3747.4	Semi standard non polar	33892256
HBOA glucuronide,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3660.8	Semi standard non polar	33892256
HBOA glucuronide,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3635.2	Semi standard non polar	33892256
HBOA glucuronide,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)O[C@H](C(=O)O)[C@H]1O[Si](C)(C)C(C)(C)C	3634.0	Semi standard non polar	33892256
HBOA glucuronide,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](O[C@H]2OC3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C2=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3629.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - HBOA glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - HBOA 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HBOA glucuronide 10V, Positive-QTOF	splash10-014l-0819000000-0db4b1c9294c07c6df19	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HBOA glucuronide 20V, Positive-QTOF	splash10-014i-0900000000-2d7084a107cf4fcb9882	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HBOA glucuronide 40V, Positive-QTOF	splash10-0a4i-2910000000-65ba497d8a49d6a505af	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HBOA glucuronide 10V, Negative-QTOF	splash10-0006-0209000000-209510d0130481a37d3a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HBOA glucuronide 20V, Negative-QTOF	splash10-03di-2901000000-2825951f767baf35d5c0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - HBOA glucuronide 40V, Negative-QTOF	splash10-0bt9-7900000000-cf5352dfb2325d2a6aa9	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	23681766	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Beckmann M, Lloyd AJ, Haldar S, Seal C, Brandt K, Draper J: Hydroxylated phenylacetamides derived from bioactive benzoxazinoids are bioavailable in humans after habitual consumption of whole grain sourdough rye bread. Mol Nutr Food Res. 2013 Oct;57(10):1859-73. doi: 10.1002/mnfr.201200777. Epub 2013 May 16. [PubMed:23681766 ]
Koistinen VM (2019). Effects of Food Processing and Gut Microbial Metabolism on Whole Grain Phytochemicals: A Metabolomics Approach. In Publications of the University of Eastern Finland. Dissertations in Health Sciences., no 510 (pp. 26-58). University of Eastern Finland. [ISBN:978-952-61-3088-0 ]

Showing metabocard for HBOA glucuronide (HMDB0240378)

MOL for HMDB0240378 (HBOA glucuronide)

3D MOL for HMDB0240378 (HBOA glucuronide)

3D SDF for HMDB0240378 (HBOA glucuronide)

3D-SDF for HMDB0240378 (HBOA glucuronide)

PDB for HMDB0240378 (HBOA glucuronide)

3D PDB for HMDB0240378 (HBOA glucuronide)

SMILES for HMDB0240378 (HBOA glucuronide)

INCHI for HMDB0240378 (HBOA glucuronide)

Structure for HMDB0240378 (HBOA glucuronide)

3D Structure for HMDB0240378 (HBOA glucuronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra