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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:44:08 UTC

Update Date

2021-09-26 22:57:31 UTC

HMDB ID

HMDB0247679

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-Hydroxypropranolol glucuronide

Description

4-Hydroxypropranolol glucuronide belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Based on a literature review a small amount of articles have been published on 4-Hydroxypropranolol glucuronide. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-hydroxypropranolol glucuronide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-Hydroxypropranolol glucuronide is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1652309112102442D          

 32 34  0  0  0  0            999 V2000
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  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  2  0  0  0  0
 10 11  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 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  9 18  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  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
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 23 29  1  0  0  0  0
 22 30  1  0  0  0  0
 21 31  1  0  0  0  0
  6 32  1  0  0  0  0
M  END

HMDB0247679
     RDKit          3D
4-Hydroxypropranolol glucuronide
 61 63  0  0  0  0  0  0  0  0999 V2000
   -6.9378   -1.3411   -0.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7230   -1.3486   -1.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0927   -1.8336   -2.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0880   -0.0547   -1.3809 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6303    0.3297   -0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9595    1.7083   -0.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9181    2.6268   -0.7111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4536    2.1823    1.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5108    1.4055    1.7416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2404    1.0768    1.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6153    1.5224    0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6630    1.1374   -0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4123    0.2813    0.8264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6134   -0.0619    0.5469 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8039   -0.4084    0.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7320    0.6715    0.2249 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0304    0.1931    0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9189    1.3940    0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1716    1.2691    0.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4458    2.6779    0.0783 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4129   -0.7300   -0.7256 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5663   -0.2968   -1.3999 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2691   -0.9112   -1.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1136    0.2170   -2.5121 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0189   -1.2703   -0.9817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8817   -1.0382   -1.7822 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114   -0.1395    1.9786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4203   -0.9756    2.8230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -1.4250    3.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962   -1.0516    4.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2084   -0.2166    3.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5647    0.2238    2.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6654   -1.4881    0.6385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5800   -2.2068   -0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5573   -0.4303   -0.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9782   -2.0492   -0.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3640   -1.3847   -3.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1319   -1.4997   -2.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9776   -2.9404   -2.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7601    0.6808   -1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8808   -0.3951    0.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4348    0.3978    0.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2344    1.5891   -1.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4824    3.3814   -1.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0606    3.2376    0.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3550    2.2792    1.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1276    2.2062   -0.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1955    1.4733   -0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2893   -1.0657    1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1978   -0.2688    1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5522    2.9843    0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6619   -1.7186   -0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4433    0.5487   -1.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4951   -1.7644   -2.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4243    0.8388   -2.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9865   -2.3249   -0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1803   -1.2419   -2.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4308   -1.2503    2.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3651   -2.0832    4.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9630   -1.4130    5.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2110    0.0944    3.6176 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 13 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 10  1  0
 25 15  1  0
 32 27  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
 11 47  1  0
 12 48  1  0
 15 49  1  0
 17 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 25 56  1  0
 26 57  1  0
 28 58  1  0
 29 59  1  0
 30 60  1  0
 31 61  1  0
M  END

  Mrv1652309112102442D          

 32 34  0  0  0  0            999 V2000
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  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  2  0  0  0  0
 10 11  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 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  9 18  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  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
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 23 29  1  0  0  0  0
 22 30  1  0  0  0  0
 21 31  1  0  0  0  0
  6 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247679

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)NCC(O)COC1=CC=C(OC2OC(C(O)C(O)C2O)C(O)=O)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C22H29NO9/c1-11(2)23-9-12(24)10-30-15-7-8-16(14-6-4-3-5-13(14)15)31-22-19(27)17(25)18(26)20(32-22)21(28)29/h3-8,11-12,17-20,22-27H,9-10H2,1-2H3,(H,28,29)

> <INCHI_KEY>
GCESUDQAKCEBSY-UHFFFAOYSA-N

> <FORMULA>
C22H29NO9

> <MOLECULAR_WEIGHT>
451.472

> <EXACT_MASS>
451.184231518

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
46.646827115029296

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4,5-trihydroxy-6-[(4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}naphthalen-1-yl)oxy]oxane-2-carboxylic acid

> <ALOGPS_LOGP>
0.21

> <JCHEM_LOGP>
-2.139599484869045

> <ALOGPS_LOGS>
-2.32

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.212102331257896

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.036286042734404

> <JCHEM_PKA_STRONGEST_BASIC>
9.664945974375382

> <JCHEM_POLAR_SURFACE_AREA>
157.94

> <JCHEM_REFRACTIVITY>
110.81839999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.17e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5-trihydroxy-6-({4-[2-hydroxy-3-(isopropylamino)propoxy]naphthalen-1-yl}oxy)oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247679
     RDKit          3D
4-Hydroxypropranolol glucuronide
 61 63  0  0  0  0  0  0  0  0999 V2000
   -6.9378   -1.3411   -0.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7230   -1.3486   -1.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0927   -1.8336   -2.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0880   -0.0547   -1.3809 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6303    0.3297   -0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9595    1.7083   -0.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9181    2.6268   -0.7111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4536    2.1823    1.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5108    1.4055    1.7416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2404    1.0768    1.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6153    1.5224    0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6630    1.1374   -0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4123    0.2813    0.8264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6134   -0.0619    0.5469 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8039   -0.4084    0.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7320    0.6715    0.2249 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0304    0.1931    0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9189    1.3940    0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1716    1.2691    0.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4458    2.6779    0.0783 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4129   -0.7300   -0.7256 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5663   -0.2968   -1.3999 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2691   -0.9112   -1.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1136    0.2170   -2.5121 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0189   -1.2703   -0.9817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8817   -1.0382   -1.7822 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114   -0.1395    1.9786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4203   -0.9756    2.8230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -1.4250    3.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962   -1.0516    4.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2084   -0.2166    3.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5647    0.2238    2.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6654   -1.4881    0.6385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5800   -2.2068   -0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5573   -0.4303   -0.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9782   -2.0492   -0.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3640   -1.3847   -3.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1319   -1.4997   -2.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9776   -2.9404   -2.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7601    0.6808   -1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8808   -0.3951    0.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4348    0.3978    0.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2344    1.5891   -1.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4824    3.3814   -1.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0606    3.2376    0.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3550    2.2792    1.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1276    2.2062   -0.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1955    1.4733   -0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2893   -1.0657    1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1978   -0.2688    1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5522    2.9843    0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6619   -1.7186   -0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4433    0.5487   -1.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4951   -1.7644   -2.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4243    0.8388   -2.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9865   -2.3249   -0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1803   -1.2419   -2.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4308   -1.2503    2.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3651   -2.0832    4.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9630   -1.4130    5.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2110    0.0944    3.6176 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 13 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 10  1  0
 25 15  1  0
 32 27  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
 11 47  1  0
 12 48  1  0
 15 49  1  0
 17 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 25 56  1  0
 26 57  1  0
 28 58  1  0
 29 59  1  0
 30 60  1  0
 31 61  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       8.002   4.620   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      13.337   4.620   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      14.670   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.338   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.338   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.004   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.670   2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      18.672   1.540   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      20.005   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.005   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.339   4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      22.673   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.673   2.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      21.339   1.540   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      24.006   1.540   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      25.340   2.310   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      24.006   0.000   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      24.006   4.620   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      21.339   6.160   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      18.672   4.620   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      10.669   6.160   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   32                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13    9                                                  
CONECT   19   12   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22   31                                                  
CONECT   22   21   23   30                                                  
CONECT   23   22   24   29                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24   20                                                       
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   23                                                            
CONECT   30   22                                                            
CONECT   31   21                                                            
CONECT   32    6                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0247679
HETATM    1  C1  UNL     1      -6.938  -1.341  -0.414  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.723  -1.349  -1.289  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.093  -1.834  -2.686  1.00  0.00           C  
HETATM    4  N1  UNL     1      -5.088  -0.055  -1.381  1.00  0.00           N  
HETATM    5  C4  UNL     1      -4.630   0.330  -0.071  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.960   1.708  -0.216  1.00  0.00           C  
HETATM    7  O1  UNL     1      -4.918   2.627  -0.711  1.00  0.00           O  
HETATM    8  C6  UNL     1      -3.454   2.182   1.118  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.511   1.406   1.742  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.240   1.077   1.385  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.615   1.522   0.248  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.663   1.137  -0.020  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.412   0.281   0.826  1.00  0.00           C  
HETATM   14  O3  UNL     1       2.613  -0.062   0.547  1.00  0.00           O  
HETATM   15  C11 UNL     1       3.804  -0.408   0.280  1.00  0.00           C  
HETATM   16  O4  UNL     1       4.732   0.671   0.225  1.00  0.00           O  
HETATM   17  C12 UNL     1       6.030   0.193   0.390  1.00  0.00           C  
HETATM   18  C13 UNL     1       6.919   1.394   0.292  1.00  0.00           C  
HETATM   19  O5  UNL     1       8.172   1.269   0.404  1.00  0.00           O  
HETATM   20  O6  UNL     1       6.446   2.678   0.078  1.00  0.00           O  
HETATM   21  C14 UNL     1       6.413  -0.730  -0.726  1.00  0.00           C  
HETATM   22  O7  UNL     1       7.566  -0.297  -1.400  1.00  0.00           O  
HETATM   23  C15 UNL     1       5.269  -0.911  -1.713  1.00  0.00           C  
HETATM   24  O8  UNL     1       5.114   0.217  -2.512  1.00  0.00           O  
HETATM   25  C16 UNL     1       4.019  -1.270  -0.982  1.00  0.00           C  
HETATM   26  O9  UNL     1       2.882  -1.038  -1.782  1.00  0.00           O  
HETATM   27  C17 UNL     1       0.711  -0.140   1.979  1.00  0.00           C  
HETATM   28  C18 UNL     1       1.420  -0.976   2.823  1.00  0.00           C  
HETATM   29  C19 UNL     1       0.795  -1.425   3.970  1.00  0.00           C  
HETATM   30  C20 UNL     1      -0.496  -1.052   4.264  1.00  0.00           C  
HETATM   31  C21 UNL     1      -1.208  -0.217   3.423  1.00  0.00           C  
HETATM   32  C22 UNL     1      -0.565   0.224   2.278  1.00  0.00           C  
HETATM   33  H1  UNL     1      -6.665  -1.488   0.638  1.00  0.00           H  
HETATM   34  H2  UNL     1      -7.580  -2.207  -0.706  1.00  0.00           H  
HETATM   35  H3  UNL     1      -7.557  -0.430  -0.556  1.00  0.00           H  
HETATM   36  H4  UNL     1      -4.978  -2.049  -0.864  1.00  0.00           H  
HETATM   37  H5  UNL     1      -5.364  -1.385  -3.406  1.00  0.00           H  
HETATM   38  H6  UNL     1      -7.132  -1.500  -2.866  1.00  0.00           H  
HETATM   39  H7  UNL     1      -5.978  -2.940  -2.677  1.00  0.00           H  
HETATM   40  H8  UNL     1      -5.760   0.681  -1.719  1.00  0.00           H  
HETATM   41  H9  UNL     1      -3.881  -0.395   0.284  1.00  0.00           H  
HETATM   42  H10 UNL     1      -5.435   0.398   0.679  1.00  0.00           H  
HETATM   43  H11 UNL     1      -3.234   1.589  -1.007  1.00  0.00           H  
HETATM   44  H12 UNL     1      -4.482   3.381  -1.180  1.00  0.00           H  
HETATM   45  H13 UNL     1      -3.061   3.238   0.957  1.00  0.00           H  
HETATM   46  H14 UNL     1      -4.355   2.279   1.798  1.00  0.00           H  
HETATM   47  H15 UNL     1      -1.128   2.206  -0.450  1.00  0.00           H  
HETATM   48  H16 UNL     1       1.195   1.473  -0.922  1.00  0.00           H  
HETATM   49  H17 UNL     1       4.289  -1.066   1.095  1.00  0.00           H  
HETATM   50  H18 UNL     1       6.198  -0.269   1.367  1.00  0.00           H  
HETATM   51  H19 UNL     1       5.552   2.984   0.451  1.00  0.00           H  
HETATM   52  H20 UNL     1       6.662  -1.719  -0.290  1.00  0.00           H  
HETATM   53  H21 UNL     1       7.443   0.549  -1.875  1.00  0.00           H  
HETATM   54  H22 UNL     1       5.495  -1.764  -2.400  1.00  0.00           H  
HETATM   55  H23 UNL     1       4.424   0.839  -2.206  1.00  0.00           H  
HETATM   56  H24 UNL     1       3.986  -2.325  -0.706  1.00  0.00           H  
HETATM   57  H25 UNL     1       3.180  -1.242  -2.722  1.00  0.00           H  
HETATM   58  H26 UNL     1       2.431  -1.250   2.565  1.00  0.00           H  
HETATM   59  H27 UNL     1       1.365  -2.083   4.627  1.00  0.00           H  
HETATM   60  H28 UNL     1      -0.963  -1.413   5.161  1.00  0.00           H  
HETATM   61  H29 UNL     1      -2.211   0.094   3.618  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    4   36
CONECT    3   37   38   39
CONECT    4    5   40
CONECT    5    6   41   42
CONECT    6    7    8   43
CONECT    7   44
CONECT    8    9   45   46
CONECT    9   10
CONECT   10   11   11   32
CONECT   11   12   47
CONECT   12   13   13   48
CONECT   13   14   27
CONECT   14   15
CONECT   15   16   25   49
CONECT   16   17
CONECT   17   18   21   50
CONECT   18   19   19   20
CONECT   20   51
CONECT   21   22   23   52
CONECT   22   53
CONECT   23   24   25   54
CONECT   24   55
CONECT   25   26   56
CONECT   26   57
CONECT   27   28   28   32
CONECT   28   29   58
CONECT   29   30   30   59
CONECT   30   31   60
CONECT   31   32   32   61
END

HMDB0247679
     RDKit          3D
4-Hydroxypropranolol glucuronide
 61 63  0  0  0  0  0  0  0  0999 V2000
   -6.9378   -1.3411   -0.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7230   -1.3486   -1.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0927   -1.8336   -2.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0880   -0.0547   -1.3809 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6303    0.3297   -0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9595    1.7083   -0.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9181    2.6268   -0.7111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4536    2.1823    1.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5108    1.4055    1.7416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2404    1.0768    1.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6153    1.5224    0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6630    1.1374   -0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4123    0.2813    0.8264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6134   -0.0619    0.5469 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8039   -0.4084    0.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7320    0.6715    0.2249 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0304    0.1931    0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9189    1.3940    0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1716    1.2691    0.4044 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4458    2.6779    0.0783 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4129   -0.7300   -0.7256 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5663   -0.2968   -1.3999 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2691   -0.9112   -1.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1136    0.2170   -2.5121 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0189   -1.2703   -0.9817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8817   -1.0382   -1.7822 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114   -0.1395    1.9786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4203   -0.9756    2.8230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -1.4250    3.9696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962   -1.0516    4.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2084   -0.2166    3.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5647    0.2238    2.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6654   -1.4881    0.6385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5800   -2.2068   -0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5573   -0.4303   -0.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9782   -2.0492   -0.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3640   -1.3847   -3.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1319   -1.4997   -2.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9776   -2.9404   -2.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7601    0.6808   -1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8808   -0.3951    0.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4348    0.3978    0.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2344    1.5891   -1.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4824    3.3814   -1.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0606    3.2376    0.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3550    2.2792    1.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1276    2.2062   -0.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1955    1.4733   -0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2893   -1.0657    1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1978   -0.2688    1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5522    2.9843    0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6619   -1.7186   -0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4433    0.5487   -1.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4951   -1.7644   -2.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4243    0.8388   -2.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9865   -2.3249   -0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1803   -1.2419   -2.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4308   -1.2503    2.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3651   -2.0832    4.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9630   -1.4130    5.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2110    0.0944    3.6176 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 13 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 10  1  0
 25 15  1  0
 32 27  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
 11 47  1  0
 12 48  1  0
 15 49  1  0
 17 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 25 56  1  0
 26 57  1  0
 28 58  1  0
 29 59  1  0
 30 60  1  0
 31 61  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₂H₂₉NO₉

Average Molecular Weight

451.472

Monoisotopic Molecular Weight

451.184231518

IUPAC Name

3,4,5-trihydroxy-6-[(4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}naphthalen-1-yl)oxy]oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-({4-[2-hydroxy-3-(isopropylamino)propoxy]naphthalen-1-yl}oxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)NCC(O)COC1=CC=C(OC2OC(C(O)C(O)C2O)C(O)=O)C2=CC=CC=C12

InChI Identifier

InChI=1S/C22H29NO9/c1-11(2)23-9-12(24)10-30-15-7-8-16(14-6-4-3-5-13(14)15)31-22-19(27)17(25)18(26)20(32-22)21(28)29/h3-8,11-12,17-20,22-27H,9-10H2,1-2H3,(H,28,29)

InChI Key

GCESUDQAKCEBSY-UHFFFAOYSA-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
O-glycosyl compound
Naphthalene
Alkyl aryl ether
Beta-hydroxy acid
Hydroxy acid
Monosaccharide
Oxane
Pyran
Benzenoid
Secondary alcohol
Amino acid or derivatives
1,2-aminoalcohol
Amino acid
Secondary amine
Polyol
Carboxylic acid derivative
Carboxylic acid
Secondary aliphatic amine
Ether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Acetal
Oxacycle
Organic nitrogen compound
Amine
Organonitrogen compound
Organic oxide
Organopnictogen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
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: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.21	ALOGPS
logP	-2.1	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	3.04	ChemAxon
pKa (Strongest Basic)	9.66	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	157.94 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	110.82 m³·mol⁻¹	ChemAxon
Polarizability	46.65 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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-2H]-	232.552	30932474
DeepCCS	[M+Na]+	208.718	30932474
AllCCS	[M+H]+	206.6	32859911
AllCCS	[M+H-H2O]+	204.6	32859911
AllCCS	[M+NH4]+	208.3	32859911
AllCCS	[M+Na]+	208.8	32859911
AllCCS	[M-H]-	198.5	32859911
AllCCS	[M+Na-2H]-	199.4	32859911
AllCCS	[M+HCOO]-	200.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxypropranolol glucuronide	CC(C)NCC(O)COC1=CC=C(OC2OC(C(O)C(O)C2O)C(O)=O)C2=CC=CC=C12	4435.8	Standard polar	33892256
4-Hydroxypropranolol glucuronide	CC(C)NCC(O)COC1=CC=C(OC2OC(C(O)C(O)C2O)C(O)=O)C2=CC=CC=C12	3799.8	Standard non polar	33892256
4-Hydroxypropranolol glucuronide	CC(C)NCC(O)COC1=CC=C(OC2OC(C(O)C(O)C2O)C(O)=O)C2=CC=CC=C12	3752.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxypropranolol glucuronide,6TMS,isomer #1	CC(C)N(CC(COC1=CC=C(OC2OC(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C2=CC=CC=C12)O[Si](C)(C)C)[Si](C)(C)C	3756.5	Semi standard non polar	33892256
4-Hydroxypropranolol glucuronide,6TMS,isomer #1	CC(C)N(CC(COC1=CC=C(OC2OC(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C2=CC=CC=C12)O[Si](C)(C)C)[Si](C)(C)C	3603.0	Standard non polar	33892256
4-Hydroxypropranolol glucuronide,6TMS,isomer #1	CC(C)N(CC(COC1=CC=C(OC2OC(C(=O)O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C2=CC=CC=C12)O[Si](C)(C)C)[Si](C)(C)C	3932.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0560-9105300000-f635f020338aea3873d6	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypropranolol glucuronide GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-03	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 - 4-Hydroxypropranolol glucuronide 10V, Positive-QTOF	splash10-0udi-0010900000-a3cf801bf7bd46ed426a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxypropranolol glucuronide 20V, Positive-QTOF	splash10-0lz9-2228900000-28d0c4ed78d80108e674	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxypropranolol glucuronide 40V, Positive-QTOF	splash10-0ab9-9310000000-1e0d74d911855fc660af	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxypropranolol glucuronide 10V, Negative-QTOF	splash10-0udr-0109600000-b11e5bda0ef2f33ad577	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxypropranolol glucuronide 20V, Negative-QTOF	splash10-0f6x-9417300000-0127eb606ed70f7696b4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxypropranolol glucuronide 40V, Negative-QTOF	splash10-0a4i-7987000000-e6c27b21b1ea85868f01	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)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

22547077

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

58491453

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 4-Hydroxypropranolol glucuronide (HMDB0247679)

MOL for HMDB0247679 (4-Hydroxypropranolol glucuronide)

3D MOL for HMDB0247679 (4-Hydroxypropranolol glucuronide)

3D SDF for HMDB0247679 (4-Hydroxypropranolol glucuronide)

3D-SDF for HMDB0247679 (4-Hydroxypropranolol glucuronide)

PDB for HMDB0247679 (4-Hydroxypropranolol glucuronide)

3D PDB for HMDB0247679 (4-Hydroxypropranolol glucuronide)

SMILES for HMDB0247679 (4-Hydroxypropranolol glucuronide)

INCHI for HMDB0247679 (4-Hydroxypropranolol glucuronide)

Structure for HMDB0247679 (4-Hydroxypropranolol glucuronide)

3D Structure for HMDB0247679 (4-Hydroxypropranolol glucuronide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra