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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:34 UTC

Update Date

2021-09-14 15:20:33 UTC

HMDB ID

HMDB0013949

Secondary Accession Numbers

HMDB13949

Metabolite Identification

Common Name

O-Desmethylcarvedilol

Description

O-Desmethylcarvedilol is only found in individuals that have used or taken Carvedilol. O-Desmethylcarvedilol is a metabolite of Carvedilol. O-desmethylcarvedilol belongs to the family of Carbazoles. These are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.

Structure

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


  Mrv0541 06191310342D          

 29 32  0  0  0  0            999 V2000
   13.6966   -3.5236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1686   -5.0868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0843   -8.3462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4665   -8.6705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9831   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2584   -6.3256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3955   -2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5706   -2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6505   -1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3155   -1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9606   -2.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9775   -4.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2415   -4.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5224   -5.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4881   -1.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0054   -2.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8025   -2.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4778   -1.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0680   -1.7524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8033   -6.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1635   -2.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8979   -1.7524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5394   -7.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8203   -9.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0114   -9.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3651   -9.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7473  -10.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1011  -10.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2922  -10.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 13  1  0  0  0  0
  2 12  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  4 25  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
  6 14  1  0  0  0  0
  6 20  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 11  1  0  0  0  0
  8 10  1  0  0  0  0
  8 16  2  0  0  0  0
  9 15  1  0  0  0  0
 10 18  2  0  0  0  0
 11 17  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 15 19  2  0  0  0  0
 16 21  1  0  0  0  0
 17 19  1  0  0  0  0
 18 22  1  0  0  0  0
 20 23  1  0  0  0  0
 21 22  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 25 27  2  0  0  0  0
 26 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 29  2  0  0  0  0
M  END

HMDB0013949
     RDKit          3D
O-Desmethylcarvedilol
 53 56  0  0  0  0  0  0  0  0999 V2000
    4.8257    0.4631    2.7198 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4184    1.0189    1.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3589    2.0120    1.7254 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9638    2.5820    0.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5971    2.1252   -0.5967 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6509    1.1251   -0.7390 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0326    0.5413    0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1102   -0.4230    0.2907 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4334   -1.1429   -0.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5120   -0.2896   -1.5283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8231   -1.0411   -2.4733 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8457   -1.9702   -2.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5547   -1.6557   -1.8606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2529   -2.8856   -1.7390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6117   -0.8344   -0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8170   -0.5249   -0.0734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8253   -1.1565    0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736   -2.4911    0.8208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0933   -3.0071    1.4394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1311   -2.1832    1.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0432   -0.8424    1.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9029    0.1998    1.7182 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3490    1.3368    1.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7356    2.6547    1.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9282    3.6213    0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6918    3.3135    0.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3030    1.9963    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1043    1.0053    0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9348   -0.3644    0.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1398   -0.2642    2.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6524    2.3774    2.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6961    3.3585    0.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0485    2.5469   -1.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4297    0.8063   -1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7703   -1.9110   -0.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0811   -1.7494   -1.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2765    0.3282   -2.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0287    0.4266   -0.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298   -0.5342   -3.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2190   -2.8542   -1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7317   -2.5498   -3.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1167   -1.0993   -2.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5079   -3.2146   -2.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1335   -1.2752    0.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0816    0.1445   -0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1488   -3.1540    0.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1736   -4.0681    1.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0431   -2.5177    2.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8222    0.1228    2.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7080    2.8946    1.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2614    4.6629    0.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0581    4.0979   -0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3348    1.7438   -0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
  7  2  1  0
 29 17  1  0
 29 21  2  0
 28 23  1  0
  1 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 22 49  1  0
 24 50  1  0
 25 51  1  0
 26 52  1  0
 27 53  1  0
M  END


  Mrv0541 06191310342D          

 29 32  0  0  0  0            999 V2000
   13.6966   -3.5236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1686   -5.0868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0843   -8.3462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4665   -8.6705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9831   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2584   -6.3256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3955   -2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5706   -2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6505   -1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3155   -1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9606   -2.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9775   -4.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2415   -4.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5224   -5.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4881   -1.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0054   -2.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8025   -2.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4778   -1.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0680   -1.7524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8033   -6.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1635   -2.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8979   -1.7524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5394   -7.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8203   -9.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0114   -9.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3651   -9.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7473  -10.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1011  -10.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2922  -10.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 13  1  0  0  0  0
  2 12  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  4 25  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
  6 14  1  0  0  0  0
  6 20  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 11  1  0  0  0  0
  8 10  1  0  0  0  0
  8 16  2  0  0  0  0
  9 15  1  0  0  0  0
 10 18  2  0  0  0  0
 11 17  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 15 19  2  0  0  0  0
 16 21  1  0  0  0  0
 17 19  1  0  0  0  0
 18 22  1  0  0  0  0
 20 23  1  0  0  0  0
 21 22  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 25 27  2  0  0  0  0
 26 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 29  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013949

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(CNCCOC1=CC=CC=C1O)COC1=CC=CC2=C1C1=CC=CC=C1N2

> <INCHI_IDENTIFIER>
InChI=1S/C23H24N2O4/c26-16(14-24-12-13-28-21-10-4-3-9-20(21)27)15-29-22-11-5-8-19-23(22)17-6-1-2-7-18(17)25-19/h1-11,16,24-27H,12-15H2

> <INCHI_KEY>
XAUKPPPYYOKVQJ-UHFFFAOYSA-N

> <FORMULA>
C23H24N2O4

> <MOLECULAR_WEIGHT>
392.4477

> <EXACT_MASS>
392.173607266

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
43.33173435699658

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-{[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl]amino}ethoxy)phenol

> <ALOGPS_LOGP>
3.45

> <JCHEM_LOGP>
3.0437683685932067

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.03046655178435

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.985158574276662

> <JCHEM_PKA_STRONGEST_BASIC>
8.716802569547852

> <JCHEM_POLAR_SURFACE_AREA>
86.74000000000001

> <JCHEM_REFRACTIVITY>
111.15540000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-{[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl]amino}ethoxy)phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013949
     RDKit          3D
O-Desmethylcarvedilol
 53 56  0  0  0  0  0  0  0  0999 V2000
    4.8257    0.4631    2.7198 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4184    1.0189    1.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3589    2.0120    1.7254 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9638    2.5820    0.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5971    2.1252   -0.5967 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6509    1.1251   -0.7390 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0326    0.5413    0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1102   -0.4230    0.2907 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4334   -1.1429   -0.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5120   -0.2896   -1.5283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8231   -1.0411   -2.4733 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8457   -1.9702   -2.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5547   -1.6557   -1.8606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2529   -2.8856   -1.7390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6117   -0.8344   -0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8170   -0.5249   -0.0734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8253   -1.1565    0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736   -2.4911    0.8208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0933   -3.0071    1.4394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1311   -2.1832    1.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0432   -0.8424    1.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9029    0.1998    1.7182 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3490    1.3368    1.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7356    2.6547    1.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9282    3.6213    0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6918    3.3135    0.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3030    1.9963    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1043    1.0053    0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9348   -0.3644    0.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1398   -0.2642    2.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6524    2.3774    2.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6961    3.3585    0.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0485    2.5469   -1.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4297    0.8063   -1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7703   -1.9110   -0.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0811   -1.7494   -1.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2765    0.3282   -2.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0287    0.4266   -0.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298   -0.5342   -3.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2190   -2.8542   -1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7317   -2.5498   -3.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1167   -1.0993   -2.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5079   -3.2146   -2.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1335   -1.2752    0.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0816    0.1445   -0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1488   -3.1540    0.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1736   -4.0681    1.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0431   -2.5177    2.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8222    0.1228    2.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7080    2.8946    1.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2614    4.6629    0.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0581    4.0979   -0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3348    1.7438   -0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
  7  2  1  0
 29 17  1  0
 29 21  2  0
 28 23  1  0
  1 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 22 49  1  0
 24 50  1  0
 25 51  1  0
 26 52  1  0
 27 53  1  0
M  END

HEADER    PROTEIN                                 19-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-13         0                                  
HETATM    1  O   UNK     0      25.567  -6.577   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      24.581  -9.495   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      28.157 -15.580   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      25.137 -16.185   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      24.235  -1.540   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      26.616 -11.808   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      25.005  -3.910   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.465  -3.910   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.481  -2.445   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.989  -2.445   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.060  -5.118   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.091  -9.193   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.584  -7.734   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.109 -10.349   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.045  -2.088   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.410  -5.118   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.631  -4.797   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.425  -2.088   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      28.127  -3.271   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      27.633 -12.964   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.839  -4.797   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.343  -3.271   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      27.140 -14.423   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      27.664 -17.039   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.155 -17.341   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      28.682 -18.195   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      25.662 -18.800   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      28.189 -19.654   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      26.679 -19.956   0.000  0.00  0.00           C+0
CONECT    1   11   13                                                       
CONECT    2   12                                                            
CONECT    3   23   24                                                       
CONECT    4   25                                                            
CONECT    5    9   10                                                       
CONECT    6   14   20                                                       
CONECT    7    8    9   11                                                  
CONECT    8    7   10   16                                                  
CONECT    9    5    7   15                                                  
CONECT   10    5    8   18                                                  
CONECT   11    1    7   17                                                  
CONECT   12    2   13   14                                                  
CONECT   13    1   12                                                       
CONECT   14    6   12                                                       
CONECT   15    9   19                                                       
CONECT   16    8   21                                                       
CONECT   17   11   19                                                       
CONECT   18   10   22                                                       
CONECT   19   15   17                                                       
CONECT   20    6   23                                                       
CONECT   21   16   22                                                       
CONECT   22   18   21                                                       
CONECT   23    3   20                                                       
CONECT   24    3   25   26                                                  
CONECT   25    4   24   27                                                  
CONECT   26   24   28                                                       
CONECT   27   25   29                                                       
CONECT   28   26   29                                                       
CONECT   29   27   28                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0013949
HETATM    1  O1  UNL     1       4.826   0.463   2.720  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.418   1.019   1.597  1.00  0.00           C  
HETATM    3  C2  UNL     1       6.359   2.012   1.725  1.00  0.00           C  
HETATM    4  C3  UNL     1       6.964   2.582   0.635  1.00  0.00           C  
HETATM    5  C4  UNL     1       6.597   2.125  -0.597  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.651   1.125  -0.739  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.033   0.541   0.340  1.00  0.00           C  
HETATM    8  O2  UNL     1       4.110  -0.423   0.291  1.00  0.00           O  
HETATM    9  C7  UNL     1       3.433  -1.143  -0.642  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.512  -0.290  -1.528  1.00  0.00           C  
HETATM   11  N1  UNL     1       1.823  -1.041  -2.473  1.00  0.00           N  
HETATM   12  C9  UNL     1       0.846  -1.970  -2.268  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.555  -1.656  -1.861  1.00  0.00           C  
HETATM   14  O3  UNL     1      -1.253  -2.886  -1.739  1.00  0.00           O  
HETATM   15  C11 UNL     1      -0.612  -0.834  -0.615  1.00  0.00           C  
HETATM   16  O4  UNL     1      -1.817  -0.525  -0.073  1.00  0.00           O  
HETATM   17  C12 UNL     1      -2.825  -1.157   0.510  1.00  0.00           C  
HETATM   18  C13 UNL     1      -2.974  -2.491   0.821  1.00  0.00           C  
HETATM   19  C14 UNL     1      -4.093  -3.007   1.439  1.00  0.00           C  
HETATM   20  C15 UNL     1      -5.131  -2.183   1.780  1.00  0.00           C  
HETATM   21  C16 UNL     1      -5.043  -0.842   1.498  1.00  0.00           C  
HETATM   22  N2  UNL     1      -5.903   0.200   1.718  1.00  0.00           N  
HETATM   23  C17 UNL     1      -5.349   1.337   1.255  1.00  0.00           C  
HETATM   24  C18 UNL     1      -5.736   2.655   1.204  1.00  0.00           C  
HETATM   25  C19 UNL     1      -4.928   3.621   0.653  1.00  0.00           C  
HETATM   26  C20 UNL     1      -3.692   3.313   0.125  1.00  0.00           C  
HETATM   27  C21 UNL     1      -3.303   1.996   0.174  1.00  0.00           C  
HETATM   28  C22 UNL     1      -4.104   1.005   0.727  1.00  0.00           C  
HETATM   29  C23 UNL     1      -3.935  -0.364   0.891  1.00  0.00           C  
HETATM   30  H1  UNL     1       4.140  -0.264   2.612  1.00  0.00           H  
HETATM   31  H2  UNL     1       6.652   2.377   2.718  1.00  0.00           H  
HETATM   32  H3  UNL     1       7.696   3.358   0.767  1.00  0.00           H  
HETATM   33  H4  UNL     1       7.048   2.547  -1.469  1.00  0.00           H  
HETATM   34  H5  UNL     1       5.430   0.806  -1.752  1.00  0.00           H  
HETATM   35  H6  UNL     1       2.770  -1.911  -0.142  1.00  0.00           H  
HETATM   36  H7  UNL     1       4.081  -1.749  -1.322  1.00  0.00           H  
HETATM   37  H8  UNL     1       3.276   0.328  -2.133  1.00  0.00           H  
HETATM   38  H9  UNL     1       2.029   0.427  -0.883  1.00  0.00           H  
HETATM   39  H10 UNL     1       1.730  -0.534  -3.379  1.00  0.00           H  
HETATM   40  H11 UNL     1       1.219  -2.854  -1.613  1.00  0.00           H  
HETATM   41  H12 UNL     1       0.732  -2.550  -3.269  1.00  0.00           H  
HETATM   42  H13 UNL     1      -1.117  -1.099  -2.649  1.00  0.00           H  
HETATM   43  H14 UNL     1      -1.508  -3.215  -2.633  1.00  0.00           H  
HETATM   44  H15 UNL     1       0.133  -1.275   0.121  1.00  0.00           H  
HETATM   45  H16 UNL     1      -0.082   0.144  -0.929  1.00  0.00           H  
HETATM   46  H17 UNL     1      -2.149  -3.154   0.590  1.00  0.00           H  
HETATM   47  H18 UNL     1      -4.174  -4.068   1.667  1.00  0.00           H  
HETATM   48  H19 UNL     1      -6.043  -2.518   2.267  1.00  0.00           H  
HETATM   49  H20 UNL     1      -6.822   0.123   2.165  1.00  0.00           H  
HETATM   50  H21 UNL     1      -6.708   2.895   1.621  1.00  0.00           H  
HETATM   51  H22 UNL     1      -5.261   4.663   0.625  1.00  0.00           H  
HETATM   52  H23 UNL     1      -3.058   4.098  -0.312  1.00  0.00           H  
HETATM   53  H24 UNL     1      -2.335   1.744  -0.238  1.00  0.00           H  
CONECT    1    2   30
CONECT    2    3    3    7
CONECT    3    4   31
CONECT    4    5    5   32
CONECT    5    6   33
CONECT    6    7    7   34
CONECT    7    8
CONECT    8    9
CONECT    9   10   35   36
CONECT   10   11   37   38
CONECT   11   12   39
CONECT   12   13   40   41
CONECT   13   14   15   42
CONECT   14   43
CONECT   15   16   44   45
CONECT   16   17
CONECT   17   18   18   29
CONECT   18   19   46
CONECT   19   20   20   47
CONECT   20   21   48
CONECT   21   22   29   29
CONECT   22   23   49
CONECT   23   24   24   28
CONECT   24   25   50
CONECT   25   26   26   51
CONECT   26   27   52
CONECT   27   28   28   53
CONECT   28   29
END

HMDB0013949
     RDKit          3D
O-Desmethylcarvedilol
 53 56  0  0  0  0  0  0  0  0999 V2000
    4.8257    0.4631    2.7198 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4184    1.0189    1.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3589    2.0120    1.7254 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9638    2.5820    0.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5971    2.1252   -0.5967 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6509    1.1251   -0.7390 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0326    0.5413    0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1102   -0.4230    0.2907 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4334   -1.1429   -0.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5120   -0.2896   -1.5283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8231   -1.0411   -2.4733 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8457   -1.9702   -2.2679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5547   -1.6557   -1.8606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2529   -2.8856   -1.7390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6117   -0.8344   -0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8170   -0.5249   -0.0734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8253   -1.1565    0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9736   -2.4911    0.8208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0933   -3.0071    1.4394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1311   -2.1832    1.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0432   -0.8424    1.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9029    0.1998    1.7182 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3490    1.3368    1.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7356    2.6547    1.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9282    3.6213    0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6918    3.3135    0.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3030    1.9963    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1043    1.0053    0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9348   -0.3644    0.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1398   -0.2642    2.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6524    2.3774    2.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6961    3.3585    0.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0485    2.5469   -1.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4297    0.8063   -1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7703   -1.9110   -0.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0811   -1.7494   -1.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2765    0.3282   -2.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0287    0.4266   -0.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298   -0.5342   -3.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2190   -2.8542   -1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7317   -2.5498   -3.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1167   -1.0993   -2.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5079   -3.2146   -2.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1335   -1.2752    0.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0816    0.1445   -0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1488   -3.1540    0.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1736   -4.0681    1.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0431   -2.5177    2.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8222    0.1228    2.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7080    2.8946    1.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2614    4.6629    0.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0581    4.0979   -0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3348    1.7438   -0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
  7  2  1  0
 29 17  1  0
 29 21  2  0
 28 23  1  0
  1 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 22 49  1  0
 24 50  1  0
 25 51  1  0
 26 52  1  0
 27 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Desmethylcarvedilol	HMDB
Demethylcarvedilol	HMDB

Chemical Formula

C₂₃H₂₄N₂O₄

Average Molecular Weight

392.4477

Monoisotopic Molecular Weight

392.173607266

IUPAC Name

2-(2-{[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl]amino}ethoxy)phenol

Traditional Name

2-(2-{[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl]amino}ethoxy)phenol

CAS Registry Number

Not Available

SMILES

OC(CNCCOC1=CC=CC=C1O)COC1=CC=CC2=C1C1=CC=CC=C1N2

InChI Identifier

InChI=1S/C23H24N2O4/c26-16(14-24-12-13-28-21-10-4-3-9-20(21)27)15-29-22-11-5-8-19-23(22)17-6-1-2-7-18(17)25-19/h1-11,16,24-27H,12-15H2

InChI Key

XAUKPPPYYOKVQJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Carbazoles

Alternative Parents

Substituents

Carbazole
Indole
Phenoxy compound
Phenol ether
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Pyrrole
Heteroaromatic compound
Secondary alcohol
1,2-aminoalcohol
Azacycle
Secondary amine
Secondary aliphatic amine
Ether
Organic oxygen compound
Alcohol
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Organ

Liver (HMDB: HMDB0013949)
Kidney (HMDB: HMDB0013949)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0013949)

Source

Endogenous

Endogenous (HMDB: HMDB0013949)

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	0.01 g/L	ALOGPS
logP	3.45	ALOGPS
logP	3.04	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.99	ChemAxon
pKa (Strongest Basic)	8.72	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	86.74 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	111.16 m³·mol⁻¹	ChemAxon
Polarizability	43.33 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	190.956	31661259
DarkChem	[M-H]-	184.953	31661259
DeepCCS	[M+H]+	183.393	30932474
DeepCCS	[M-H]-	181.035	30932474
DeepCCS	[M-2H]-	214.938	30932474
DeepCCS	[M+Na]+	190.648	30932474
AllCCS	[M+H]+	197.2	32859911
AllCCS	[M+H-H2O]+	194.5	32859911
AllCCS	[M+NH4]+	199.6	32859911
AllCCS	[M+Na]+	200.3	32859911
AllCCS	[M-H]-	195.2	32859911
AllCCS	[M+Na-2H]-	195.1	32859911
AllCCS	[M+HCOO]-	195.1	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.	5.05 minutes	32390414
Predicted by Siyang on May 30, 2022	12.7215 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.89 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	45.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1953.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	267.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	185.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	196.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	220.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	553.1 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	447.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	92.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	892.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	535.2 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	1347.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	380.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	346.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	330.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	193.3 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	11.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
O-Desmethylcarvedilol	OC(CNCCOC1=CC=CC=C1O)COC1=CC=CC2=C1C1=CC=CC=C1N2	4811.1	Standard polar	33892256
O-Desmethylcarvedilol	OC(CNCCOC1=CC=CC=C1O)COC1=CC=CC2=C1C1=CC=CC=C1N2	3470.6	Standard non polar	33892256
O-Desmethylcarvedilol	OC(CNCCOC1=CC=CC=C1O)COC1=CC=CC2=C1C1=CC=CC=C1N2	3832.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
O-Desmethylcarvedilol,1TMS,isomer #1	C[Si](C)(C)OC(CNCCOC1=CC=CC=C1O)COC1=CC=CC2=C1C1=CC=CC=C1[NH]2	3703.5	Semi standard non polar	33892256
O-Desmethylcarvedilol,1TMS,isomer #2	C[Si](C)(C)OC1=CC=CC=C1OCCNCC(O)COC1=CC=CC2=C1C1=CC=CC=C1[NH]2	3781.0	Semi standard non polar	33892256
O-Desmethylcarvedilol,1TMS,isomer #3	C[Si](C)(C)N(CCOC1=CC=CC=C1O)CC(O)COC1=CC=CC2=C1C1=CC=CC=C1[NH]2	3772.1	Semi standard non polar	33892256
O-Desmethylcarvedilol,1TMS,isomer #4	C[Si](C)(C)N1C2=CC=CC=C2C2=C(OCC(O)CNCCOC3=CC=CC=C3O)C=CC=C21	3726.0	Semi standard non polar	33892256
O-Desmethylcarvedilol,2TMS,isomer #1	C[Si](C)(C)OC1=CC=CC=C1OCCNCC(COC1=CC=CC2=C1C1=CC=CC=C1[NH]2)O[Si](C)(C)C	3699.1	Semi standard non polar	33892256
O-Desmethylcarvedilol,2TMS,isomer #2	C[Si](C)(C)OC(COC1=CC=CC2=C1C1=CC=CC=C1[NH]2)CN(CCOC1=CC=CC=C1O)[Si](C)(C)C	3773.3	Semi standard non polar	33892256
O-Desmethylcarvedilol,2TMS,isomer #3	C[Si](C)(C)OC(CNCCOC1=CC=CC=C1O)COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C	3637.1	Semi standard non polar	33892256
O-Desmethylcarvedilol,2TMS,isomer #4	C[Si](C)(C)OC1=CC=CC=C1OCCN(CC(O)COC1=CC=CC2=C1C1=CC=CC=C1[NH]2)[Si](C)(C)C	3763.4	Semi standard non polar	33892256
O-Desmethylcarvedilol,2TMS,isomer #5	C[Si](C)(C)OC1=CC=CC=C1OCCNCC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C	3713.3	Semi standard non polar	33892256
O-Desmethylcarvedilol,2TMS,isomer #6	C[Si](C)(C)N(CCOC1=CC=CC=C1O)CC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C	3711.4	Semi standard non polar	33892256
O-Desmethylcarvedilol,3TMS,isomer #1	C[Si](C)(C)OC1=CC=CC=C1OCCN(CC(COC1=CC=CC2=C1C1=CC=CC=C1[NH]2)O[Si](C)(C)C)[Si](C)(C)C	3804.5	Semi standard non polar	33892256
O-Desmethylcarvedilol,3TMS,isomer #1	C[Si](C)(C)OC1=CC=CC=C1OCCN(CC(COC1=CC=CC2=C1C1=CC=CC=C1[NH]2)O[Si](C)(C)C)[Si](C)(C)C	3527.8	Standard non polar	33892256
O-Desmethylcarvedilol,3TMS,isomer #1	C[Si](C)(C)OC1=CC=CC=C1OCCN(CC(COC1=CC=CC2=C1C1=CC=CC=C1[NH]2)O[Si](C)(C)C)[Si](C)(C)C	4217.7	Standard polar	33892256
O-Desmethylcarvedilol,3TMS,isomer #2	C[Si](C)(C)OC1=CC=CC=C1OCCNCC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)O[Si](C)(C)C	3653.9	Semi standard non polar	33892256
O-Desmethylcarvedilol,3TMS,isomer #2	C[Si](C)(C)OC1=CC=CC=C1OCCNCC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)O[Si](C)(C)C	3367.5	Standard non polar	33892256
O-Desmethylcarvedilol,3TMS,isomer #2	C[Si](C)(C)OC1=CC=CC=C1OCCNCC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)O[Si](C)(C)C	3995.5	Standard polar	33892256
O-Desmethylcarvedilol,3TMS,isomer #3	C[Si](C)(C)OC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)CN(CCOC1=CC=CC=C1O)[Si](C)(C)C	3729.7	Semi standard non polar	33892256
O-Desmethylcarvedilol,3TMS,isomer #3	C[Si](C)(C)OC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)CN(CCOC1=CC=CC=C1O)[Si](C)(C)C	3500.1	Standard non polar	33892256
O-Desmethylcarvedilol,3TMS,isomer #3	C[Si](C)(C)OC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)CN(CCOC1=CC=CC=C1O)[Si](C)(C)C	4246.3	Standard polar	33892256
O-Desmethylcarvedilol,3TMS,isomer #4	C[Si](C)(C)OC1=CC=CC=C1OCCN(CC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)[Si](C)(C)C	3713.3	Semi standard non polar	33892256
O-Desmethylcarvedilol,3TMS,isomer #4	C[Si](C)(C)OC1=CC=CC=C1OCCN(CC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)[Si](C)(C)C	3432.0	Standard non polar	33892256
O-Desmethylcarvedilol,3TMS,isomer #4	C[Si](C)(C)OC1=CC=CC=C1OCCN(CC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)[Si](C)(C)C	4169.8	Standard polar	33892256
O-Desmethylcarvedilol,4TMS,isomer #1	C[Si](C)(C)OC1=CC=CC=C1OCCN(CC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C	3762.9	Semi standard non polar	33892256
O-Desmethylcarvedilol,4TMS,isomer #1	C[Si](C)(C)OC1=CC=CC=C1OCCN(CC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C	3406.6	Standard non polar	33892256
O-Desmethylcarvedilol,4TMS,isomer #1	C[Si](C)(C)OC1=CC=CC=C1OCCN(CC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C	3912.3	Standard polar	33892256
O-Desmethylcarvedilol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CNCCOC1=CC=CC=C1O)COC1=CC=CC2=C1C1=CC=CC=C1[NH]2	3944.4	Semi standard non polar	33892256
O-Desmethylcarvedilol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1OCCNCC(O)COC1=CC=CC2=C1C1=CC=CC=C1[NH]2	4003.8	Semi standard non polar	33892256
O-Desmethylcarvedilol,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCOC1=CC=CC=C1O)CC(O)COC1=CC=CC2=C1C1=CC=CC=C1[NH]2	4029.2	Semi standard non polar	33892256
O-Desmethylcarvedilol,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C2=CC=CC=C2C2=C(OCC(O)CNCCOC3=CC=CC=C3O)C=CC=C21	3884.6	Semi standard non polar	33892256
O-Desmethylcarvedilol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1OCCNCC(COC1=CC=CC2=C1C1=CC=CC=C1[NH]2)O[Si](C)(C)C(C)(C)C	4108.8	Semi standard non polar	33892256
O-Desmethylcarvedilol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(COC1=CC=CC2=C1C1=CC=CC=C1[NH]2)CN(CCOC1=CC=CC=C1O)[Si](C)(C)C(C)(C)C	4239.8	Semi standard non polar	33892256
O-Desmethylcarvedilol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(CNCCOC1=CC=CC=C1O)COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C	3989.2	Semi standard non polar	33892256
O-Desmethylcarvedilol,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1OCCN(CC(O)COC1=CC=CC2=C1C1=CC=CC=C1[NH]2)[Si](C)(C)C(C)(C)C	4242.0	Semi standard non polar	33892256
O-Desmethylcarvedilol,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1OCCNCC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C	4048.0	Semi standard non polar	33892256
O-Desmethylcarvedilol,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N(CCOC1=CC=CC=C1O)CC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C	4093.1	Semi standard non polar	33892256
O-Desmethylcarvedilol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1OCCN(CC(COC1=CC=CC2=C1C1=CC=CC=C1[NH]2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4423.8	Semi standard non polar	33892256
O-Desmethylcarvedilol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1OCCN(CC(COC1=CC=CC2=C1C1=CC=CC=C1[NH]2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4051.0	Standard non polar	33892256
O-Desmethylcarvedilol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1OCCN(CC(COC1=CC=CC2=C1C1=CC=CC=C1[NH]2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4332.0	Standard polar	33892256
O-Desmethylcarvedilol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1OCCNCC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4163.4	Semi standard non polar	33892256
O-Desmethylcarvedilol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1OCCNCC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3905.3	Standard non polar	33892256
O-Desmethylcarvedilol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1OCCNCC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4122.3	Standard polar	33892256
O-Desmethylcarvedilol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)CN(CCOC1=CC=CC=C1O)[Si](C)(C)C(C)(C)C	4288.4	Semi standard non polar	33892256
O-Desmethylcarvedilol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)CN(CCOC1=CC=CC=C1O)[Si](C)(C)C(C)(C)C	4031.7	Standard non polar	33892256
O-Desmethylcarvedilol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)CN(CCOC1=CC=CC=C1O)[Si](C)(C)C(C)(C)C	4320.9	Standard polar	33892256
O-Desmethylcarvedilol,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1OCCN(CC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4282.2	Semi standard non polar	33892256
O-Desmethylcarvedilol,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1OCCN(CC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3942.1	Standard non polar	33892256
O-Desmethylcarvedilol,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1OCCN(CC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4274.7	Standard polar	33892256
O-Desmethylcarvedilol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1OCCN(CC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4452.5	Semi standard non polar	33892256
O-Desmethylcarvedilol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1OCCN(CC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4064.5	Standard non polar	33892256
O-Desmethylcarvedilol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1OCCN(CC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4093.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - O-Desmethylcarvedilol GC-MS (Non-derivatized) - 70eV, Positive	splash10-01q9-2910000000-2909d279b1eaa73bf0e0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Desmethylcarvedilol GC-MS (2 TMS) - 70eV, Positive	splash10-0g4i-2390110000-f400c6b7930c6574cadb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Desmethylcarvedilol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Desmethylcarvedilol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethylcarvedilol 10V, Positive-QTOF	splash10-0006-0539000000-5eb53ca96f3cb979692f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethylcarvedilol 20V, Positive-QTOF	splash10-015c-2961000000-f38249e4a070f39541ba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethylcarvedilol 40V, Positive-QTOF	splash10-066r-7900000000-c8bb809b36bb651386b3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethylcarvedilol 10V, Negative-QTOF	splash10-000x-0916000000-fab2e0d93eff1f602024	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethylcarvedilol 20V, Negative-QTOF	splash10-001i-0900000000-96f76614de43ce230993	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethylcarvedilol 40V, Negative-QTOF	splash10-001i-0900000000-e30dbc409b92084deca7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethylcarvedilol 10V, Positive-QTOF	splash10-000x-0269000000-d21fd84c62c86610c09d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethylcarvedilol 20V, Positive-QTOF	splash10-0hhc-1985000000-53bb8ebe482fb3b3ef6d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethylcarvedilol 40V, Positive-QTOF	splash10-1159-1910000000-5640b54d278e961b9070	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethylcarvedilol 10V, Negative-QTOF	splash10-000x-0629000000-54da619337e024cd5943	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethylcarvedilol 20V, Negative-QTOF	splash10-053r-1921000000-f084b961edfe571c5319	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Desmethylcarvedilol 40V, Negative-QTOF	splash10-001i-0900000000-c026577e8154a481fd15	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

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	Taking drug identified by DrugBank entry	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	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

137205

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

155763

PDB ID

Not Available

ChEBI ID

175128

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-Desmethylcarvedilol (HMDB0013949)

MOL for HMDB0013949 (O-Desmethylcarvedilol)

3D MOL for HMDB0013949 (O-Desmethylcarvedilol)

3D SDF for HMDB0013949 (O-Desmethylcarvedilol)

3D-SDF for HMDB0013949 (O-Desmethylcarvedilol)

PDB for HMDB0013949 (O-Desmethylcarvedilol)

3D PDB for HMDB0013949 (O-Desmethylcarvedilol)

SMILES for HMDB0013949 (O-Desmethylcarvedilol)

INCHI for HMDB0013949 (O-Desmethylcarvedilol)

Structure for HMDB0013949 (O-Desmethylcarvedilol)

3D Structure for HMDB0013949 (O-Desmethylcarvedilol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra