Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:05:56 UTC

Update Date

2021-09-14 15:41:59 UTC

HMDB ID

HMDB0060897

Secondary Accession Numbers

HMDB60897

Metabolite Identification

Common Name

Diphenhydramine N-glucuronide

Description

Diphenhydramine N-glucuronide is a metabolite of diphenhydramine. Diphenhydramine hydrochloride is a first-generation antihistamine possessing anticholinergic, antitussive, antiemetic, and sedative properties which is mainly used to treat allergies. Like most other first-generation antihistamines, the drug also has a powerful hypnotic effect, and for this reason is often used as a non-prescription sleep aid; especially in the form of diphenhydramine citrate. (Wikipedia)

Structure

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


  Mrv0541 09031316012D          

 31 33  0  0  0  0            999 V2000
    4.3974   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1448    9.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7159    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2869    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4304    9.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1448    8.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7159    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2869    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7159    9.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4304    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2869    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7159    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8580   12.3750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   12.7875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8580   11.5500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0014    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2869   12.3750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   10.3125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.1435   12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435   11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7159   12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014   13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2869    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2869   11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 11  7  1  0  0  0  0
 12  8  2  0  0  0  0
 14 13  1  0  0  0  0
 15  9  2  0  0  0  0
 15 10  1  0  0  0  0
 16 11  2  0  0  0  0
 16 12  1  0  0  0  0
 18 17  1  0  0  0  0
 19 17  1  0  0  0  0
 20 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21 18  1  0  0  0  0
 22 19  1  0  0  0  0
 21 23  1  1  0  0  0
 24  1  1  0  0  0  0
 24  2  1  0  0  0  0
 24 13  1  0  0  0  0
 22 24  1  0  0  0  0
 17 25  1  1  0  0  0
 18 26  1  6  0  0  0
 19 27  1  6  0  0  0
 28 23  2  0  0  0  0
 29 23  1  0  0  0  0
 30 14  1  0  0  0  0
 30 20  1  0  0  0  0
 31 21  1  0  0  0  0
 31 22  1  0  0  0  0
M  CHG  1  24   1
M  END

HMDB0060897
     RDKit          3D
Diphenhydramine N-glucuronide
 61 63  0  0  0  0  0  0  0  0999 V2000
    0.5281    0.2161    1.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4326    0.7762    0.8888 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.5927    1.2552    1.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8018    1.9163    0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4155    1.6187   -0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3895    1.0077    0.2522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5371    0.7127   -0.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7668   -0.7533   -0.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1163   -1.4218   -1.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3352   -2.7800   -1.5679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2140   -3.5041   -0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8675   -2.8664    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6529   -1.5024    0.7345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7294    1.4184    0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6724    2.7418    0.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7875    3.3702    1.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9758    2.6975    1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0332    1.3696    0.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9253    0.7506    0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7600   -0.2847   -0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3392   -1.2867    0.7172 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5174   -1.7785    0.3488 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1570   -2.5014    1.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5577   -2.5657    2.5714 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3957   -3.1152    1.3748 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5261   -0.8265   -0.2101 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5969   -1.5922   -0.6934 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9208    0.0014   -1.2893 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5270    1.2783   -1.2113 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425    0.1057   -1.2599 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9402   -0.6330   -2.3606 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0273   -0.6820    1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1864    0.9713    2.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1253   -0.1598    2.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936    0.4480    2.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1631    1.8212    2.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1685    2.0156    1.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5176    2.5934   -0.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4370    2.5365    1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161    1.0050   -1.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8282    2.5871   -0.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4244    1.0397   -1.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144   -0.8578   -2.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6064   -3.3075   -2.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3816   -4.5820   -0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7614   -3.3983    1.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3815   -0.9991    1.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7625    3.2958    0.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7615    4.4167    1.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8497    3.1836    1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9574    0.8453    1.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9442   -0.2899    0.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7494   -0.7086   -0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3524   -2.5644   -0.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2507   -2.5913    1.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9918   -0.1804    0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2887   -1.0218   -1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2909   -0.4134   -2.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3308    1.3392   -1.7576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755    1.1721   -1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956   -1.3390   -2.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 22 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 13  8  1  0
 19 14  1  0
 30 20  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  7 42  1  0
  9 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 15 48  1  0
 16 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 22 54  1  6
 25 55  1  0
 26 56  1  1
 27 57  1  0
 28 58  1  6
 29 59  1  0
 30 60  1  6
 31 61  1  0
M  CHG  1   2   1
M  END


  Mrv0541 09031316012D          

 31 33  0  0  0  0            999 V2000
    4.3974   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1448    9.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7159    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2869    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4304    9.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1448    8.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7159    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2869    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7159    9.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4304    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2869    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7159    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8580   12.3750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   12.7875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8580   11.5500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0014    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2869   12.3750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   10.3125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.1435   12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435   11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7159   12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014   13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2869    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2869   11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 11  7  1  0  0  0  0
 12  8  2  0  0  0  0
 14 13  1  0  0  0  0
 15  9  2  0  0  0  0
 15 10  1  0  0  0  0
 16 11  2  0  0  0  0
 16 12  1  0  0  0  0
 18 17  1  0  0  0  0
 19 17  1  0  0  0  0
 20 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21 18  1  0  0  0  0
 22 19  1  0  0  0  0
 21 23  1  1  0  0  0
 24  1  1  0  0  0  0
 24  2  1  0  0  0  0
 24 13  1  0  0  0  0
 22 24  1  0  0  0  0
 17 25  1  1  0  0  0
 18 26  1  6  0  0  0
 19 27  1  6  0  0  0
 28 23  2  0  0  0  0
 29 23  1  0  0  0  0
 30 14  1  0  0  0  0
 30 20  1  0  0  0  0
 31 21  1  0  0  0  0
 31 22  1  0  0  0  0
M  CHG  1  24   1
M  END
> <DATABASE_ID>
HMDB0060897

> <DATABASE_NAME>
hmdb

> <SMILES>
C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H29NO7/c1-24(2,22-19(27)17(25)18(26)21(31-22)23(28)29)13-14-30-20(15-9-5-3-6-10-15)16-11-7-4-8-12-16/h3-12,17-22,25-27H,13-14H2,1-2H3/p+1/t17-,18-,19+,21-,22?/m0/s1

> <INCHI_KEY>
OAIGZXXQYIJBLR-VAUIJEFBSA-O

> <FORMULA>
C23H30NO7

> <MOLECULAR_WEIGHT>
432.4868

> <EXACT_MASS>
432.202227319

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
45.035000887049655

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4S,5S,6S)-6-carboxy-N-[2-(diphenylmethoxy)ethyl]-3,4,5-trihydroxy-N,N-dimethyloxan-2-aminium

> <ALOGPS_LOGP>
1.47

> <JCHEM_LOGP>
-2.604116965805079

> <ALOGPS_LOGS>
-3.90

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.406720407991344

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2987850202291757

> <JCHEM_PKA_STRONGEST_BASIC>
-3.739354161146747

> <JCHEM_POLAR_SURFACE_AREA>
116.45

> <JCHEM_REFRACTIVITY>
123.3701

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4S,5S,6S)-6-carboxy-N-[2-(diphenylmethoxy)ethyl]-3,4,5-trihydroxy-N,N-dimethyloxan-2-aminium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060897
     RDKit          3D
Diphenhydramine N-glucuronide
 61 63  0  0  0  0  0  0  0  0999 V2000
    0.5281    0.2161    1.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4326    0.7762    0.8888 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.5927    1.2552    1.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8018    1.9163    0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4155    1.6187   -0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3895    1.0077    0.2522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5371    0.7127   -0.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7668   -0.7533   -0.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1163   -1.4218   -1.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3352   -2.7800   -1.5679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2140   -3.5041   -0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8675   -2.8664    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6529   -1.5024    0.7345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7294    1.4184    0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6724    2.7418    0.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7875    3.3702    1.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9758    2.6975    1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0332    1.3696    0.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9253    0.7506    0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7600   -0.2847   -0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3392   -1.2867    0.7172 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5174   -1.7785    0.3488 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1570   -2.5014    1.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5577   -2.5657    2.5714 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3957   -3.1152    1.3748 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5261   -0.8265   -0.2101 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5969   -1.5922   -0.6934 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9208    0.0014   -1.2893 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5270    1.2783   -1.2113 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425    0.1057   -1.2599 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9402   -0.6330   -2.3606 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0273   -0.6820    1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1864    0.9713    2.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1253   -0.1598    2.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936    0.4480    2.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1631    1.8212    2.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1685    2.0156    1.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5176    2.5934   -0.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4370    2.5365    1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161    1.0050   -1.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8282    2.5871   -0.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4244    1.0397   -1.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144   -0.8578   -2.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6064   -3.3075   -2.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3816   -4.5820   -0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7614   -3.3983    1.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3815   -0.9991    1.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7625    3.2958    0.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7615    4.4167    1.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8497    3.1836    1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9574    0.8453    1.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9442   -0.2899    0.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7494   -0.7086   -0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3524   -2.5644   -0.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2507   -2.5913    1.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9918   -0.1804    0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2887   -1.0218   -1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2909   -0.4134   -2.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3308    1.3392   -1.7576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755    1.1721   -1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956   -1.3390   -2.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 22 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 13  8  1  0
 19 14  1  0
 30 20  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  7 42  1  0
  9 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 15 48  1  0
 16 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 22 54  1  6
 25 55  1  0
 26 56  1  1
 27 57  1  0
 28 58  1  6
 29 59  1  0
 30 60  1  6
 31 61  1  0
M  CHG  1   2   1
M  END

HEADER    PROTEIN                                 03-SEP-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-13         0                                  
HETATM    1  C   UNK     0       8.208  19.250   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.128  19.250   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336  10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.337  16.940   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.670  10.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002  10.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003  17.710   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.337  15.400   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.670  12.320   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  12.320   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.670  16.940   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003  14.630   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  17.710   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  16.940   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  13.090   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.670  15.400   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  23.100   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  23.870   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  21.560   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.336  14.630   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002  23.100   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  20.790   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.336  23.870   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       6.668  19.250   0.000  0.00  0.00           N+1
HETATM   25  O   UNK     0       4.001  23.870   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.668  25.410   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.001  20.790   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      10.670  23.100   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       9.336  25.410   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       8.002  15.400   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       8.002  21.560   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2   24                                                            
CONECT    3    5    6                                                       
CONECT    4    7    8                                                       
CONECT    5    3    9                                                       
CONECT    6    3   10                                                       
CONECT    7    4   11                                                       
CONECT    8    4   12                                                       
CONECT    9    5   15                                                       
CONECT   10    6   15                                                       
CONECT   11    7   16                                                       
CONECT   12    8   16                                                       
CONECT   13   14   24                                                       
CONECT   14   13   30                                                       
CONECT   15    9   10   20                                                  
CONECT   16   11   12   20                                                  
CONECT   17   18   19   25                                                  
CONECT   18   17   21   26                                                  
CONECT   19   17   22   27                                                  
CONECT   20   15   16   30                                                  
CONECT   21   18   23   31                                                  
CONECT   22   19   24   31                                                  
CONECT   23   21   28   29                                                  
CONECT   24    1    2   13   22                                             
CONECT   25   17                                                            
CONECT   26   18                                                            
CONECT   27   19                                                            
CONECT   28   23                                                            
CONECT   29   23                                                            
CONECT   30   14   20                                                       
CONECT   31   21   22                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0060897
HETATM    1  C1  UNL     1       0.528   0.216   1.878  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.433   0.776   0.889  1.00  0.00           N1+
HETATM    3  C2  UNL     1       2.593   1.255   1.630  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.802   1.916   0.302  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.416   1.619  -0.513  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.389   1.008   0.252  1.00  0.00           O  
HETATM    7  C5  UNL     1      -2.537   0.713  -0.449  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.767  -0.753  -0.409  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.116  -1.422  -1.577  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.335  -2.780  -1.568  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.214  -3.504  -0.408  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.867  -2.866   0.770  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.653  -1.502   0.734  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.729   1.418   0.143  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.672   2.742   0.504  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.788   3.370   1.049  1.00  0.00           C  
HETATM   17  C15 UNL     1      -5.976   2.697   1.244  1.00  0.00           C  
HETATM   18  C16 UNL     1      -6.033   1.370   0.881  1.00  0.00           C  
HETATM   19  C17 UNL     1      -4.925   0.751   0.341  1.00  0.00           C  
HETATM   20  C18 UNL     1       1.760  -0.285  -0.021  1.00  0.00           C  
HETATM   21  O2  UNL     1       2.339  -1.287   0.717  1.00  0.00           O  
HETATM   22  C19 UNL     1       3.517  -1.778   0.349  1.00  0.00           C  
HETATM   23  C20 UNL     1       4.157  -2.501   1.475  1.00  0.00           C  
HETATM   24  O3  UNL     1       3.558  -2.566   2.571  1.00  0.00           O  
HETATM   25  O4  UNL     1       5.396  -3.115   1.375  1.00  0.00           O  
HETATM   26  C21 UNL     1       4.526  -0.826  -0.210  1.00  0.00           C  
HETATM   27  O5  UNL     1       5.597  -1.592  -0.693  1.00  0.00           O  
HETATM   28  C22 UNL     1       3.921   0.001  -1.289  1.00  0.00           C  
HETATM   29  O6  UNL     1       4.527   1.278  -1.211  1.00  0.00           O  
HETATM   30  C23 UNL     1       2.443   0.106  -1.260  1.00  0.00           C  
HETATM   31  O7  UNL     1       1.940  -0.633  -2.361  1.00  0.00           O  
HETATM   32  H1  UNL     1       0.027  -0.682   1.465  1.00  0.00           H  
HETATM   33  H2  UNL     1      -0.186   0.971   2.262  1.00  0.00           H  
HETATM   34  H3  UNL     1       1.125  -0.160   2.756  1.00  0.00           H  
HETATM   35  H4  UNL     1       3.194   0.448   2.050  1.00  0.00           H  
HETATM   36  H5  UNL     1       2.163   1.821   2.508  1.00  0.00           H  
HETATM   37  H6  UNL     1       3.169   2.016   1.063  1.00  0.00           H  
HETATM   38  H7  UNL     1       1.518   2.593  -0.217  1.00  0.00           H  
HETATM   39  H8  UNL     1       0.437   2.536   1.178  1.00  0.00           H  
HETATM   40  H9  UNL     1      -0.216   1.005  -1.408  1.00  0.00           H  
HETATM   41  H10 UNL     1      -0.828   2.587  -0.863  1.00  0.00           H  
HETATM   42  H11 UNL     1      -2.424   1.040  -1.505  1.00  0.00           H  
HETATM   43  H12 UNL     1      -3.214  -0.858  -2.498  1.00  0.00           H  
HETATM   44  H13 UNL     1      -3.606  -3.308  -2.468  1.00  0.00           H  
HETATM   45  H14 UNL     1      -3.382  -4.582  -0.370  1.00  0.00           H  
HETATM   46  H15 UNL     1      -2.761  -3.398   1.704  1.00  0.00           H  
HETATM   47  H16 UNL     1      -2.382  -0.999   1.653  1.00  0.00           H  
HETATM   48  H17 UNL     1      -2.762   3.296   0.367  1.00  0.00           H  
HETATM   49  H18 UNL     1      -4.762   4.417   1.341  1.00  0.00           H  
HETATM   50  H19 UNL     1      -6.850   3.184   1.669  1.00  0.00           H  
HETATM   51  H20 UNL     1      -6.957   0.845   1.032  1.00  0.00           H  
HETATM   52  H21 UNL     1      -4.944  -0.290   0.048  1.00  0.00           H  
HETATM   53  H22 UNL     1       0.749  -0.709  -0.320  1.00  0.00           H  
HETATM   54  H23 UNL     1       3.352  -2.564  -0.448  1.00  0.00           H  
HETATM   55  H24 UNL     1       6.251  -2.591   1.541  1.00  0.00           H  
HETATM   56  H25 UNL     1       4.992  -0.180   0.591  1.00  0.00           H  
HETATM   57  H26 UNL     1       6.289  -1.022  -1.118  1.00  0.00           H  
HETATM   58  H27 UNL     1       4.291  -0.413  -2.270  1.00  0.00           H  
HETATM   59  H28 UNL     1       5.331   1.339  -1.758  1.00  0.00           H  
HETATM   60  H29 UNL     1       2.176   1.172  -1.524  1.00  0.00           H  
HETATM   61  H30 UNL     1       2.596  -1.339  -2.626  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4   20
CONECT    3   35   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7
CONECT    7    8   14   42
CONECT    8    9    9   13
CONECT    9   10   43
CONECT   10   11   11   44
CONECT   11   12   45
CONECT   12   13   13   46
CONECT   13   47
CONECT   14   15   15   19
CONECT   15   16   48
CONECT   16   17   17   49
CONECT   17   18   50
CONECT   18   19   19   51
CONECT   19   52
CONECT   20   21   30   53
CONECT   21   22
CONECT   22   23   26   54
CONECT   23   24   24   25
CONECT   25   55
CONECT   26   27   28   56
CONECT   27   57
CONECT   28   29   30   58
CONECT   29   59
CONECT   30   31   60
CONECT   31   61
END

HMDB0060897
     RDKit          3D
Diphenhydramine N-glucuronide
 61 63  0  0  0  0  0  0  0  0999 V2000
    0.5281    0.2161    1.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4326    0.7762    0.8888 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.5927    1.2552    1.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8018    1.9163    0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4155    1.6187   -0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3895    1.0077    0.2522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5371    0.7127   -0.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7668   -0.7533   -0.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1163   -1.4218   -1.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3352   -2.7800   -1.5679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2140   -3.5041   -0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8675   -2.8664    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6529   -1.5024    0.7345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7294    1.4184    0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6724    2.7418    0.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7875    3.3702    1.0492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9758    2.6975    1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0332    1.3696    0.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9253    0.7506    0.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7600   -0.2847   -0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3392   -1.2867    0.7172 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5174   -1.7785    0.3488 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1570   -2.5014    1.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5577   -2.5657    2.5714 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3957   -3.1152    1.3748 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5261   -0.8265   -0.2101 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5969   -1.5922   -0.6934 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9208    0.0014   -1.2893 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5270    1.2783   -1.2113 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425    0.1057   -1.2599 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9402   -0.6330   -2.3606 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0273   -0.6820    1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1864    0.9713    2.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1253   -0.1598    2.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936    0.4480    2.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1631    1.8212    2.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1685    2.0156    1.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5176    2.5934   -0.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4370    2.5365    1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161    1.0050   -1.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8282    2.5871   -0.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4244    1.0397   -1.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144   -0.8578   -2.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6064   -3.3075   -2.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3816   -4.5820   -0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7614   -3.3983    1.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3815   -0.9991    1.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7625    3.2958    0.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7615    4.4167    1.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8497    3.1836    1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9574    0.8453    1.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9442   -0.2899    0.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7494   -0.7086   -0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3524   -2.5644   -0.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2507   -2.5913    1.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9918   -0.1804    0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2887   -1.0218   -1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2909   -0.4134   -2.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3308    1.3392   -1.7576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755    1.1721   -1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956   -1.3390   -2.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 22 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 13  8  1  0
 19 14  1  0
 30 20  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  7 42  1  0
  9 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 15 48  1  0
 16 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 22 54  1  6
 25 55  1  0
 26 56  1  1
 27 57  1  0
 28 58  1  6
 29 59  1  0
 30 60  1  6
 31 61  1  0
M  CHG  1   2   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₃H₃₀NO₇

Average Molecular Weight

432.4868

Monoisotopic Molecular Weight

432.202227319

IUPAC Name

(3R,4S,5S,6S)-6-carboxy-N-[2-(diphenylmethoxy)ethyl]-3,4,5-trihydroxy-N,N-dimethyloxan-2-aminium

Traditional Name

(3R,4S,5S,6S)-6-carboxy-N-[2-(diphenylmethoxy)ethyl]-3,4,5-trihydroxy-N,N-dimethyloxan-2-aminium

CAS Registry Number

Not Available

SMILES

C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C23H29NO7/c1-24(2,22-19(27)17(25)18(26)21(31-22)23(28)29)13-14-30-20(15-9-5-3-6-10-15)16-11-7-4-8-12-16/h3-12,17-22,25-27H,13-14H2,1-2H3/p+1/t17-,18-,19+,21-,22?/m0/s1

InChI Key

OAIGZXXQYIJBLR-VAUIJEFBSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-carbamoyl-alpha amino acids and derivatives. N-carbamoyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an carbamoyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-carbamoyl-alpha amino acids and derivatives

Alternative Parents

Substituents

Valine or derivatives
N-carbamoyl-alpha-amino acid or derivatives
Alpha-amino acid amide
Amphetamine or derivatives
2,4-disubstituted 1,3-thiazole
Monocyclic benzene moiety
Fatty amide
Fatty acyl
N-acyl-amine
Benzenoid
Azole
Heteroaromatic compound
Carbamic acid ester
Thiazole
Carboxamide group
Urea
Carbonic acid derivative
Secondary alcohol
Secondary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Alcohol
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060897)

Organ

Kidney (HMDB: HMDB0060897)
Liver (HMDB: HMDB0060897)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060897)

Cellular substructure

Cytoplasm (HMDB: HMDB0060897)

Source

Endogenous

Endogenous (HMDB: HMDB0060897)

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
Water Solubility	0.059 g/L	ALOGPS
logP	1.47	ALOGPS
logP	-2.6	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	3.3	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	123.37 m³·mol⁻¹	ChemAxon
Polarizability	45.04 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	196.853	31661259
DarkChem	[M-H]-	184.363	31661259
DeepCCS	[M+H]+	188.767	30932474
DeepCCS	[M-H]-	186.372	30932474
DeepCCS	[M-2H]-	219.313	30932474
DeepCCS	[M+Na]+	195.675	30932474
AllCCS	[M+H]+	205.1	32859911
AllCCS	[M+H-H2O]+	202.8	32859911
AllCCS	[M+NH4]+	207.2	32859911
AllCCS	[M+Na]+	207.8	32859911
AllCCS	[M-H]-	202.3	32859911
AllCCS	[M+Na-2H]-	203.4	32859911
AllCCS	[M+HCOO]-	204.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.21 minutes	32390414
Predicted by Siyang on May 30, 2022	13.5574 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.95 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2242.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	219.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	176.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	184.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	148.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	525.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	500.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	174.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1153.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	521.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1582.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	310.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	347.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	267.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	159.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diphenhydramine N-glucuronide	C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	4043.0	Standard polar	33892256
Diphenhydramine N-glucuronide	C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	3132.3	Standard non polar	33892256
Diphenhydramine N-glucuronide	C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O	3456.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Diphenhydramine N-glucuronide,1TMS,isomer #1	C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	3235.1	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,1TMS,isomer #2	C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	3198.0	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,1TMS,isomer #3	C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	3253.1	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,1TMS,isomer #4	C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	3215.8	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,2TMS,isomer #1	C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	3197.7	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,2TMS,isomer #2	C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	3169.1	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,2TMS,isomer #3	C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	3191.9	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,2TMS,isomer #4	C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	3158.8	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,2TMS,isomer #5	C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3185.3	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,2TMS,isomer #6	C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	3180.8	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,3TMS,isomer #1	C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[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]1O	3184.3	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,3TMS,isomer #2	C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	3180.2	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,3TMS,isomer #3	C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3189.6	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,3TMS,isomer #4	C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3176.0	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,4TMS,isomer #1	C[N+](C)(CCOC(C1=CC=CC=C1)C1=CC=CC=C1)C1O[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]1O[Si](C)(C)C	3224.3	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)OC([N+](C)(C)CCOC(C2=CC=CC=C2)C2=CC=CC=C2)[C@H](O)[C@H]1O	3424.5	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)C([N+](C)(C)CCOC(C2=CC=CC=C2)C2=CC=CC=C2)O[C@H](C(=O)O)[C@H]1O	3413.3	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1C([N+](C)(C)CCOC(C2=CC=CC=C2)C2=CC=CC=C2)O[C@H](C(=O)O)[C@@H](O)[C@@H]1O	3464.4	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1OC([N+](C)(C)CCOC(C2=CC=CC=C2)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O	3449.0	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1OC([N+](C)(C)CCOC(C2=CC=CC=C2)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3587.1	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)OC([N+](C)(C)CCOC(C2=CC=CC=C2)C2=CC=CC=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3569.9	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)OC([N+](C)(C)CCOC(C2=CC=CC=C2)C2=CC=CC=C2)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3538.4	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C([N+](C)(C)CCOC(C2=CC=CC=C2)C2=CC=CC=C2)O[C@H](C(=O)O)[C@H]1O	3563.1	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1OC([N+](C)(C)CCOC(C2=CC=CC=C2)C2=CC=CC=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3565.2	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1OC([N+](C)(C)CCOC(C2=CC=CC=C2)C2=CC=CC=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	3598.3	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1OC([N+](C)(C)CCOC(C2=CC=CC=C2)C2=CC=CC=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3724.6	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1OC([N+](C)(C)CCOC(C2=CC=CC=C2)C2=CC=CC=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3717.9	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C([N+](C)(C)CCOC(C2=CC=CC=C2)C2=CC=CC=C2)O[C@H](C(=O)O)[C@H]1O[Si](C)(C)C(C)(C)C	3713.5	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1OC([N+](C)(C)CCOC(C2=CC=CC=C2)C2=CC=CC=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3722.8	Semi standard non polar	33892256
Diphenhydramine N-glucuronide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1OC([N+](C)(C)CCOC(C2=CC=CC=C2)C2=CC=CC=C2)[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	3875.7	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

131769988

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

Not Available

Showing metabocard for Diphenhydramine N-glucuronide (HMDB0060897)

MOL for HMDB0060897 (Diphenhydramine N-glucuronide)

3D MOL for HMDB0060897 (Diphenhydramine N-glucuronide)

3D SDF for HMDB0060897 (Diphenhydramine N-glucuronide)

3D-SDF for HMDB0060897 (Diphenhydramine N-glucuronide)

PDB for HMDB0060897 (Diphenhydramine N-glucuronide)

3D PDB for HMDB0060897 (Diphenhydramine N-glucuronide)

SMILES for HMDB0060897 (Diphenhydramine N-glucuronide)

INCHI for HMDB0060897 (Diphenhydramine N-glucuronide)

Structure for HMDB0060897 (Diphenhydramine N-glucuronide)

3D Structure for HMDB0060897 (Diphenhydramine N-glucuronide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized