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

2013-07-04 19:03:46 UTC

Update Date

2021-09-14 15:45:53 UTC

HMDB ID

HMDB0060856

Secondary Accession Numbers

HMDB60856

Metabolite Identification

Common Name

O-Desmethyltramadol glucuronide

Description

O-Desmethyltramadol glucuronide is a metabolite of tramadol. Tramadol hydrochloride (trademarked as Conzip, Ryzolt, Ultracet, Ultram in the USA; Ralivia and Zytram XL in Canada) is a centrally-acting synthetic analgesic used to treat moderate to moderately-severe pain. The drug has a wide range of applications, including treatment of rheumatoid arthritis, restless legs syndrome, and fibromyalgia. It was launched and marketed as Tramal by the German pharmaceutical company Grnenthal GmbH in 1977 (Wikipedia).

Structure

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


  Mrv1652305101800152D          

 30 32  0  0  0  0            999 V2000
    0.3645   -0.6211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0611    1.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7794    1.4403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5067   -0.2082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0625    0.2040    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7770   -0.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7770   -1.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0625   -1.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3482   -1.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3482   -0.2082    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0790    1.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3643    1.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3643    0.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0790   -0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7934    0.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7934    1.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4957    1.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815    2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5068   -1.0364    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7895   -1.4503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7895   -2.2787    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5068   -2.6927    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2241   -2.2787    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2241   -1.4503    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5068   -3.5210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9414   -2.6928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724   -2.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3552   -2.2788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724   -3.5211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9414   -1.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 11  1  0  0  0  0
  5  2  1  6  0  0  0
 10  1  1  6  0  0  0
 15  4  1  0  0  0  0
 10 13  1  0  0  0  0
  3 17  1  0  0  0  0
  3 18  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 19  4  1  1  0  0  0
 19 20  1  0  0  0  0
 21 20  1  0  0  0  0
 21 27  1  1  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 22 25  1  6  0  0  0
 23 26  1  1  0  0  0
 24 30  1  6  0  0  0
M  END

HMDB0060856
     RDKit          3D
O-Desmethyltramadol glucuronide
 61 63  0  0  0  0  0  0  0  0999 V2000
   -5.7670   -1.1206   -1.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7757   -0.7654    0.0283 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6552   -1.6629    0.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4599   -0.8478    0.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5148    0.2418    0.0667 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0900    1.5763    0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2664    2.3858    1.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7287    1.5355    2.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9434    0.3576    2.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1597   -0.0367    0.5775 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9919   -1.4468    0.5413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0374    0.4892   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1640    1.4896   -1.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853    1.9661   -1.9187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480    1.4210   -1.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3407    0.4169   -0.7958 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5461   -0.1906   -0.5253 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7819    0.0769   -1.0961 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3177   -0.9955   -1.7644 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3514   -1.6498   -1.1605 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9439   -2.5212   -0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7447   -2.6054    0.2753 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8959   -3.2351    0.6399 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5354   -0.7799   -0.7954 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6041   -0.9077   -1.6663 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0945    0.6460   -0.5920 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9827    1.3705    0.1932 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7037    0.5916    0.0149 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3247    1.8746    0.3848 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2499   -0.0287   -0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3427   -2.0592   -1.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7264   -1.3612   -1.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1737   -0.3513   -2.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1906   -2.6751    0.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9205   -1.3024    1.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6114   -1.8479    0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5387   -0.6909    1.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0525   -1.8573    0.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5273    0.1231   -1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3355    2.1904   -0.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0856    1.4266    0.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4967    3.0273    0.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9548    3.1360    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5751    1.2813    3.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0707    2.2106    3.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8675    0.5417    2.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2093   -0.4894    2.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3675   -1.7052    1.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462    1.9150   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2621    2.7634   -2.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9893    1.7839   -2.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656    0.9232   -1.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7630   -2.3641   -1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9985   -3.1676    1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8987   -1.1440    0.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4870   -0.3770   -2.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9985    1.1050   -1.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8111    2.3193    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6626   -0.0220    0.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7893    1.8758    1.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3656   -0.8195    0.6549 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  1  0
  9 10  1  0
 10 11  1  1
 10 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  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 16 30  2  0
 10  5  1  0
 30 12  1  0
 28 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  6
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 11 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 18 52  1  6
 20 53  1  6
 23 54  1  0
 24 55  1  1
 25 56  1  0
 26 57  1  6
 27 58  1  0
 28 59  1  1
 29 60  1  0
 30 61  1  0
M  END


  Mrv1652305101800152D          

 30 32  0  0  0  0            999 V2000
    0.3645   -0.6211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0611    1.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7794    1.4403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5067   -0.2082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0625    0.2040    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7770   -0.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7770   -1.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0625   -1.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3482   -1.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3482   -0.2082    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0790    1.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3643    1.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3643    0.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0790   -0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7934    0.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7934    1.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4957    1.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815    2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5068   -1.0364    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7895   -1.4503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7895   -2.2787    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5068   -2.6927    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2241   -2.2787    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2241   -1.4503    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5068   -3.5210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9414   -2.6928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724   -2.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3552   -2.2788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724   -3.5211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9414   -1.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 11  1  0  0  0  0
  5  2  1  6  0  0  0
 10  1  1  6  0  0  0
 15  4  1  0  0  0  0
 10 13  1  0  0  0  0
  3 17  1  0  0  0  0
  3 18  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 19  4  1  1  0  0  0
 19 20  1  0  0  0  0
 21 20  1  0  0  0  0
 21 27  1  1  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 22 25  1  6  0  0  0
 23 26  1  1  0  0  0
 24 30  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0060856

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)C[C@H]1CCCC[C@]1(O)C1=CC(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H31NO8/c1-22(2)11-13-6-3-4-9-21(13,28)12-7-5-8-14(10-12)29-20-17(25)15(23)16(24)18(30-20)19(26)27/h5,7-8,10,13,15-18,20,23-25,28H,3-4,6,9,11H2,1-2H3,(H,26,27)/t13-,15+,16+,17-,18+,20-,21+/m1/s1

> <INCHI_KEY>
DSBGQRZOJXSECT-VZFNFROLSA-N

> <FORMULA>
C21H31NO8

> <MOLECULAR_WEIGHT>
425.478

> <EXACT_MASS>
425.204966962

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
43.84345163881819

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6S)-6-{3-[(1R,2R)-2-[(dimethylamino)methyl]-1-hydroxycyclohexyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
0.51

> <JCHEM_LOGP>
-2.3750466247621627

> <ALOGPS_LOGS>
-1.97

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.205663782384264

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8098697284262184

> <JCHEM_PKA_STRONGEST_BASIC>
9.228288757516413

> <JCHEM_POLAR_SURFACE_AREA>
139.92000000000002

> <JCHEM_REFRACTIVITY>
105.79869999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.60e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6S)-6-{3-[(1R,2R)-2-[(dimethylamino)methyl]-1-hydroxycyclohexyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060856
     RDKit          3D
O-Desmethyltramadol glucuronide
 61 63  0  0  0  0  0  0  0  0999 V2000
   -5.7670   -1.1206   -1.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7757   -0.7654    0.0283 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6552   -1.6629    0.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4599   -0.8478    0.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5148    0.2418    0.0667 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0900    1.5763    0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2664    2.3858    1.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7287    1.5355    2.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9434    0.3576    2.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1597   -0.0367    0.5775 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9919   -1.4468    0.5413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0374    0.4892   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1640    1.4896   -1.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853    1.9661   -1.9187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480    1.4210   -1.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3407    0.4169   -0.7958 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5461   -0.1906   -0.5253 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7819    0.0769   -1.0961 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3177   -0.9955   -1.7644 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3514   -1.6498   -1.1605 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9439   -2.5212   -0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7447   -2.6054    0.2753 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8959   -3.2351    0.6399 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5354   -0.7799   -0.7954 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6041   -0.9077   -1.6663 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0945    0.6460   -0.5920 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9827    1.3705    0.1932 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7037    0.5916    0.0149 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3247    1.8746    0.3848 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2499   -0.0287   -0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3427   -2.0592   -1.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7264   -1.3612   -1.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1737   -0.3513   -2.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1906   -2.6751    0.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9205   -1.3024    1.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6114   -1.8479    0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5387   -0.6909    1.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0525   -1.8573    0.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5273    0.1231   -1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3355    2.1904   -0.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0856    1.4266    0.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4967    3.0273    0.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9548    3.1360    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5751    1.2813    3.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0707    2.2106    3.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8675    0.5417    2.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2093   -0.4894    2.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3675   -1.7052    1.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462    1.9150   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2621    2.7634   -2.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9893    1.7839   -2.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656    0.9232   -1.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7630   -2.3641   -1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9985   -3.1676    1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8987   -1.1440    0.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4870   -0.3770   -2.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9985    1.1050   -1.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8111    2.3193    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6626   -0.0220    0.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7893    1.8758    1.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3656   -0.8195    0.6549 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  1  0
  9 10  1  0
 10 11  1  1
 10 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  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 16 30  2  0
 10  5  1  0
 30 12  1  0
 28 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  6
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 11 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 18 52  1  6
 20 53  1  6
 23 54  1  0
 24 55  1  1
 25 56  1  0
 26 57  1  6
 27 58  1  0
 28 59  1  1
 29 60  1  0
 30 61  1  0
M  END

HEADER    PROTEIN                                 10-MAY-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAY-18         0                                  
HETATM    1  O   UNK     0       0.680  -1.159   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.981   1.919   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -3.322   2.689   0.000  0.00  0.00           N+0
HETATM    4  O   UNK     0       4.679  -0.389   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.983   0.381   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.317  -0.389   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.317  -1.929   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.983  -2.699   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.650  -1.929   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.650  -0.389   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.014   2.689   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.680   1.919   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.680   0.379   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.014  -0.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.348   0.379   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.348   1.919   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.659   1.912   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.325   4.235   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.679  -1.935   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.340  -2.707   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.340  -4.254   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.679  -5.026   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.018  -4.254   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.018  -2.707   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.679  -6.572   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       7.357  -5.027   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.002  -5.027   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.663  -4.254   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.002  -6.573   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       7.357  -1.934   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2    3    5                                                       
CONECT    3    2   17   18                                                  
CONECT    4   15   19                                                       
CONECT    5    6   10    2                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    5    9    1   13                                             
CONECT   11   12   16                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   10                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16    4                                                  
CONECT   16   15   11                                                       
CONECT   17    3                                                            
CONECT   18    3                                                            
CONECT   19   24    4   20                                                  
CONECT   20   19   21                                                       
CONECT   21   22   20   27                                                  
CONECT   22   21   23   25                                                  
CONECT   23   22   24   26                                                  
CONECT   24   23   19   30                                                  
CONECT   25   22                                                            
CONECT   26   23                                                            
CONECT   27   21   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   24                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0060856
HETATM    1  C1  UNL     1      -5.767  -1.121  -1.369  1.00  0.00           C  
HETATM    2  N1  UNL     1      -5.776  -0.765   0.028  1.00  0.00           N  
HETATM    3  C2  UNL     1      -6.655  -1.663   0.731  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.460  -0.848   0.606  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.515   0.242   0.067  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.090   1.576   0.403  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.266   2.386   1.347  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.729   1.536   2.453  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.943   0.358   2.016  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.160  -0.037   0.578  1.00  0.00           C  
HETATM   11  O1  UNL     1      -1.992  -1.447   0.541  1.00  0.00           O  
HETATM   12  C10 UNL     1      -1.037   0.489  -0.244  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.164   1.490  -1.178  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.085   1.966  -1.919  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.148   1.421  -1.714  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.341   0.417  -0.796  1.00  0.00           C  
HETATM   17  O2  UNL     1       2.546  -0.191  -0.525  1.00  0.00           O  
HETATM   18  C15 UNL     1       3.782   0.077  -1.096  1.00  0.00           C  
HETATM   19  O3  UNL     1       4.318  -0.996  -1.764  1.00  0.00           O  
HETATM   20  C16 UNL     1       5.351  -1.650  -1.160  1.00  0.00           C  
HETATM   21  C17 UNL     1       4.944  -2.521  -0.042  1.00  0.00           C  
HETATM   22  O4  UNL     1       3.745  -2.605   0.275  1.00  0.00           O  
HETATM   23  O5  UNL     1       5.896  -3.235   0.640  1.00  0.00           O  
HETATM   24  C18 UNL     1       6.535  -0.780  -0.795  1.00  0.00           C  
HETATM   25  O6  UNL     1       7.604  -0.908  -1.666  1.00  0.00           O  
HETATM   26  C19 UNL     1       6.094   0.646  -0.592  1.00  0.00           C  
HETATM   27  O7  UNL     1       6.983   1.370   0.193  1.00  0.00           O  
HETATM   28  C20 UNL     1       4.704   0.592   0.015  1.00  0.00           C  
HETATM   29  O8  UNL     1       4.325   1.875   0.385  1.00  0.00           O  
HETATM   30  C21 UNL     1       0.250  -0.029  -0.080  1.00  0.00           C  
HETATM   31  H1  UNL     1      -6.343  -2.059  -1.561  1.00  0.00           H  
HETATM   32  H2  UNL     1      -4.726  -1.361  -1.705  1.00  0.00           H  
HETATM   33  H3  UNL     1      -6.174  -0.351  -2.032  1.00  0.00           H  
HETATM   34  H4  UNL     1      -6.191  -2.675   0.879  1.00  0.00           H  
HETATM   35  H5  UNL     1      -6.921  -1.302   1.749  1.00  0.00           H  
HETATM   36  H6  UNL     1      -7.611  -1.848   0.175  1.00  0.00           H  
HETATM   37  H7  UNL     1      -4.539  -0.691   1.724  1.00  0.00           H  
HETATM   38  H8  UNL     1      -4.053  -1.857   0.425  1.00  0.00           H  
HETATM   39  H9  UNL     1      -3.527   0.123  -1.033  1.00  0.00           H  
HETATM   40  H10 UNL     1      -4.336   2.190  -0.480  1.00  0.00           H  
HETATM   41  H11 UNL     1      -5.086   1.427   0.909  1.00  0.00           H  
HETATM   42  H12 UNL     1      -2.497   3.027   0.869  1.00  0.00           H  
HETATM   43  H13 UNL     1      -3.955   3.136   1.843  1.00  0.00           H  
HETATM   44  H14 UNL     1      -3.575   1.281   3.132  1.00  0.00           H  
HETATM   45  H15 UNL     1      -2.071   2.211   3.080  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.868   0.542   2.194  1.00  0.00           H  
HETATM   47  H17 UNL     1      -2.209  -0.489   2.718  1.00  0.00           H  
HETATM   48  H18 UNL     1      -1.367  -1.705   1.251  1.00  0.00           H  
HETATM   49  H19 UNL     1      -2.146   1.915  -1.337  1.00  0.00           H  
HETATM   50  H20 UNL     1      -0.262   2.763  -2.633  1.00  0.00           H  
HETATM   51  H21 UNL     1       1.989   1.784  -2.276  1.00  0.00           H  
HETATM   52  H22 UNL     1       3.766   0.923  -1.843  1.00  0.00           H  
HETATM   53  H23 UNL     1       5.763  -2.364  -1.939  1.00  0.00           H  
HETATM   54  H24 UNL     1       5.999  -3.168   1.623  1.00  0.00           H  
HETATM   55  H25 UNL     1       6.899  -1.144   0.195  1.00  0.00           H  
HETATM   56  H26 UNL     1       7.487  -0.377  -2.488  1.00  0.00           H  
HETATM   57  H27 UNL     1       5.999   1.105  -1.611  1.00  0.00           H  
HETATM   58  H28 UNL     1       6.811   2.319   0.036  1.00  0.00           H  
HETATM   59  H29 UNL     1       4.663  -0.022   0.920  1.00  0.00           H  
HETATM   60  H30 UNL     1       3.789   1.876   1.224  1.00  0.00           H  
HETATM   61  H31 UNL     1       0.366  -0.819   0.655  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4
CONECT    3   34   35   36
CONECT    4    5   37   38
CONECT    5    6   10   39
CONECT    6    7   40   41
CONECT    7    8   42   43
CONECT    8    9   44   45
CONECT    9   10   46   47
CONECT   10   11   12
CONECT   11   48
CONECT   12   13   13   30
CONECT   13   14   49
CONECT   14   15   15   50
CONECT   15   16   51
CONECT   16   17   30   30
CONECT   17   18
CONECT   18   19   28   52
CONECT   19   20
CONECT   20   21   24   53
CONECT   21   22   22   23
CONECT   23   54
CONECT   24   25   26   55
CONECT   25   56
CONECT   26   27   28   57
CONECT   27   58
CONECT   28   29   59
CONECT   29   60
CONECT   30   61
END

HMDB0060856
     RDKit          3D
O-Desmethyltramadol glucuronide
 61 63  0  0  0  0  0  0  0  0999 V2000
   -5.7670   -1.1206   -1.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7757   -0.7654    0.0283 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6552   -1.6629    0.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4599   -0.8478    0.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5148    0.2418    0.0667 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0900    1.5763    0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2664    2.3858    1.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7287    1.5355    2.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9434    0.3576    2.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1597   -0.0367    0.5775 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9919   -1.4468    0.5413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0374    0.4892   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1640    1.4896   -1.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853    1.9661   -1.9187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480    1.4210   -1.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3407    0.4169   -0.7958 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5461   -0.1906   -0.5253 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7819    0.0769   -1.0961 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3177   -0.9955   -1.7644 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3514   -1.6498   -1.1605 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9439   -2.5212   -0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7447   -2.6054    0.2753 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8959   -3.2351    0.6399 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5354   -0.7799   -0.7954 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6041   -0.9077   -1.6663 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0945    0.6460   -0.5920 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9827    1.3705    0.1932 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7037    0.5916    0.0149 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3247    1.8746    0.3848 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2499   -0.0287   -0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3427   -2.0592   -1.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7264   -1.3612   -1.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1737   -0.3513   -2.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1906   -2.6751    0.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9205   -1.3024    1.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6114   -1.8479    0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5387   -0.6909    1.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0525   -1.8573    0.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5273    0.1231   -1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3355    2.1904   -0.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0856    1.4266    0.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4967    3.0273    0.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9548    3.1360    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5751    1.2813    3.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0707    2.2106    3.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8675    0.5417    2.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2093   -0.4894    2.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3675   -1.7052    1.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462    1.9150   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2621    2.7634   -2.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9893    1.7839   -2.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656    0.9232   -1.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7630   -2.3641   -1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9985   -3.1676    1.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8987   -1.1440    0.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4870   -0.3770   -2.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9985    1.1050   -1.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8111    2.3193    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6626   -0.0220    0.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7893    1.8758    1.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3656   -0.8195    0.6549 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  1  0
  9 10  1  0
 10 11  1  1
 10 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  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 16 30  2  0
 10  5  1  0
 30 12  1  0
 28 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  6
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
  9 47  1  0
 11 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 18 52  1  6
 20 53  1  6
 23 54  1  0
 24 55  1  1
 25 56  1  0
 26 57  1  6
 27 58  1  0
 28 59  1  1
 29 60  1  0
 30 61  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2S,3S,4S,5R,6S)-6-{3-[(1R,2R)-2-[(dimethylamino)methyl]-1-hydroxycyclohexyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylate	HMDB
O-Desmethyl-tramadol glucuronide	HMDB
(1R,2R)-O-Demethyl tramadol glucuronide	HMDB
(1R,2R)-O-Desmethyl tramadol glucuronide	HMDB
(1R,2R)-O-Demethyltramadol glucuronide	HMDB
(1R,2R)-O-Desmethyltramadol glucuronide	HMDB

Chemical Formula

C₂₁H₃₁NO₈

Average Molecular Weight

425.478

Monoisotopic Molecular Weight

425.204966962

IUPAC Name

(2S,3S,4S,5R,6S)-6-{3-[(1R,2R)-2-[(dimethylamino)methyl]-1-hydroxycyclohexyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-6-{3-[(1R,2R)-2-[(dimethylamino)methyl]-1-hydroxycyclohexyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

138921-77-4

SMILES

CN(C)C[C@H]1CCCC[C@]1(O)C1=CC(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)=CC=C1

InChI Identifier

InChI=1S/C21H31NO8/c1-22(2)11-13-6-3-4-9-21(13,28)12-7-5-8-14(10-12)29-20-17(25)15(23)16(24)18(30-20)19(26)27/h5,7-8,10,13,15-18,20,23-25,28H,3-4,6,9,11H2,1-2H3,(H,26,27)/t13-,15+,16+,17-,18+,20-,21+/m1/s1

InChI Key

DSBGQRZOJXSECT-VZFNFROLSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
O-glycosyl compound
Phenoxy compound
Phenol ether
Beta-hydroxy acid
Aralkylamine
Cyclohexanol
Monocyclic benzene moiety
Monosaccharide
Oxane
Hydroxy acid
Pyran
Benzenoid
Tertiary alcohol
Cyclic alcohol
Amino acid
Amino acid or derivatives
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid salt
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Amine
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic nitrogen compound
Organic salt
Organic zwitterion
Organopnictogen compound
Organic oxide
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

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	4.6 g/L	ALOGPS
logP	0.51	ALOGPS
logP	-2.4	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	2.81	ChemAxon
pKa (Strongest Basic)	9.23	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	139.92 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	105.8 m³·mol⁻¹	ChemAxon
Polarizability	43.84 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
DeepCCS	[M+H]+	196.107	30932474
DeepCCS	[M-H]-	194.283	30932474
DeepCCS	[M-2H]-	227.525	30932474
DeepCCS	[M+Na]+	201.713	30932474
AllCCS	[M+H]+	201.9	32859911
AllCCS	[M+H-H2O]+	199.6	32859911
AllCCS	[M+NH4]+	204.0	32859911
AllCCS	[M+Na]+	204.6	32859911
AllCCS	[M-H]-	197.4	32859911
AllCCS	[M+Na-2H]-	198.2	32859911
AllCCS	[M+HCOO]-	199.3	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.	2.33 minutes	32390414
Predicted by Siyang on May 30, 2022	10.0659 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.09 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	576.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	210.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	103.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	191.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	87.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	310.8 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	352.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	1125.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	642.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	96.3 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	785.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	186.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	254.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	790.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	564.3 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	275.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
O-Desmethyltramadol glucuronide	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)=CC=C1	3280.6	Standard polar	33892256
O-Desmethyltramadol glucuronide	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)=CC=C1	3296.6	Standard non polar	33892256
O-Desmethyltramadol glucuronide	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)=CC=C1	3333.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
O-Desmethyltramadol glucuronide,1TMS,isomer #1	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)=C1	3201.3	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,1TMS,isomer #2	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=C1	3227.1	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,1TMS,isomer #3	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=C1	3228.1	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,1TMS,isomer #4	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=C1	3224.4	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,1TMS,isomer #5	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=C1	3216.7	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TMS,isomer #1	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=C1	3173.4	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TMS,isomer #10	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=C1	3198.7	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TMS,isomer #2	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=C1	3189.2	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TMS,isomer #3	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=C1	3180.7	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TMS,isomer #4	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=C1	3181.3	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TMS,isomer #5	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=C1	3212.3	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TMS,isomer #6	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=C1	3213.8	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TMS,isomer #7	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=C1	3211.2	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TMS,isomer #8	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=C1	3206.3	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TMS,isomer #9	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1	3207.5	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TMS,isomer #1	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O)=C1	3189.2	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TMS,isomer #10	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1	3194.5	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TMS,isomer #2	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O)=C1	3182.7	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TMS,isomer #3	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C)=C1	3184.0	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TMS,isomer #4	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=C1	3196.4	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TMS,isomer #5	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=C1	3196.9	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TMS,isomer #6	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1	3188.9	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TMS,isomer #7	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=C1	3208.7	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TMS,isomer #8	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=C1	3207.8	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TMS,isomer #9	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1	3222.1	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,4TMS,isomer #1	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O)=C1	3211.8	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,4TMS,isomer #2	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C)=C1	3213.6	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,4TMS,isomer #3	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1	3201.7	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,4TMS,isomer #4	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1	3230.5	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,4TMS,isomer #5	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1	3241.3	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,5TMS,isomer #1	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)=C1	3250.1	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,1TBDMS,isomer #1	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)=C1	3459.4	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,1TBDMS,isomer #2	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=C1	3484.3	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,1TBDMS,isomer #3	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=C1	3488.6	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,1TBDMS,isomer #4	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	3486.7	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,1TBDMS,isomer #5	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=C1	3481.6	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TBDMS,isomer #1	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O)=C1	3647.7	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TBDMS,isomer #10	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	3685.0	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TBDMS,isomer #2	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=C1	3662.4	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TBDMS,isomer #3	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=C1	3651.7	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TBDMS,isomer #4	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	3660.1	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TBDMS,isomer #5	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=C1	3691.6	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TBDMS,isomer #6	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=C1	3688.0	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TBDMS,isomer #7	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	3694.3	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TBDMS,isomer #8	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=C1	3683.6	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,2TBDMS,isomer #9	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	3684.8	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TBDMS,isomer #1	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O)=C1	3837.2	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TBDMS,isomer #10	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	3853.3	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TBDMS,isomer #2	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=C1	3819.3	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TBDMS,isomer #3	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	3837.3	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TBDMS,isomer #4	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=C1	3832.0	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TBDMS,isomer #5	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	3834.2	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TBDMS,isomer #6	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	3823.6	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TBDMS,isomer #7	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=C1	3855.0	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TBDMS,isomer #8	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	3864.1	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,3TBDMS,isomer #9	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	3855.8	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,4TBDMS,isomer #1	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)=C1	3970.3	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,4TBDMS,isomer #2	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	3997.5	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,4TBDMS,isomer #3	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	3976.3	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,4TBDMS,isomer #4	CN(C)C[C@H]1CCCC[C@]1(O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	3986.9	Semi standard non polar	33892256
O-Desmethyltramadol glucuronide,4TBDMS,isomer #5	CN(C)C[C@H]1CCCC[C@]1(O)C1=CC=CC(O[C@@H]2O[C@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)=C1	4026.1	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 - O-Desmethyltramadol glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Desmethyltramadol glucuronide GC-MS (TBDMS_3_6) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Desmethyltramadol glucuronide GC-MS (TBDMS_4_3) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Desmethyltramadol glucuronide GC-MS (TBDMS_4_4) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Desmethyltramadol glucuronide GC-MS ("O-Desmethyltramadol glucuronide,3TBDMS,#6" TMS) - 70eV, Positive	Not Available	2021-10-14	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 - O-Desmethyltramadol glucuronide 10V, Positive-QTOF	splash10-0pc0-0093700000-4c45416764dabe146eec	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethyltramadol glucuronide 20V, Positive-QTOF	splash10-001i-0190000000-48e1fb0cc140289f87f3	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethyltramadol glucuronide 40V, Positive-QTOF	splash10-0kai-8390000000-5306fe921d395fcd08b8	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethyltramadol glucuronide 10V, Negative-QTOF	splash10-00ea-2264900000-edab78d48b3f967afd53	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethyltramadol glucuronide 20V, Negative-QTOF	splash10-000t-2392100000-a2ebce97f564f27c0a4b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethyltramadol glucuronide 40V, Negative-QTOF	splash10-000t-5390000000-0b86fe799c41c053203d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethyltramadol glucuronide 10V, Negative-QTOF	splash10-00di-0000900000-81069f5f5672b8fa4140	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethyltramadol glucuronide 20V, Negative-QTOF	splash10-05fr-7297800000-7242691e7ecf43ef5f8f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethyltramadol glucuronide 40V, Negative-QTOF	splash10-052u-9334100000-c575a6727fc230fee0d3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethyltramadol glucuronide 10V, Positive-QTOF	splash10-056r-0101900000-dbb45da8348c737bda2e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethyltramadol glucuronide 20V, Positive-QTOF	splash10-0a4i-9215200000-18167d2ab5a359924dc7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethyltramadol glucuronide 40V, Positive-QTOF	splash10-0bu3-6589100000-da8970fcd84b760826a1	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Tramadol Metabolism Pathway		Not Available

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

62549482

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

29919004

PDB ID

Not Available

ChEBI ID

169437

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 O-Desmethyltramadol glucuronide (HMDB0060856)

MOL for HMDB0060856 (O-Desmethyltramadol glucuronide)

3D MOL for HMDB0060856 (O-Desmethyltramadol glucuronide)

3D SDF for HMDB0060856 (O-Desmethyltramadol glucuronide)

3D-SDF for HMDB0060856 (O-Desmethyltramadol glucuronide)

PDB for HMDB0060856 (O-Desmethyltramadol glucuronide)

3D PDB for HMDB0060856 (O-Desmethyltramadol glucuronide)

SMILES for HMDB0060856 (O-Desmethyltramadol glucuronide)

INCHI for HMDB0060856 (O-Desmethyltramadol glucuronide)

Structure for HMDB0060856 (O-Desmethyltramadol glucuronide)

3D Structure for HMDB0060856 (O-Desmethyltramadol glucuronide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra