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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:24:06 UTC

Update Date

2021-09-26 23:10:37 UTC

HMDB ID

HMDB0255620

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Nipradilol

Description

Nipradilol, also known as hypadil, belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position. Based on a literature review a significant number of articles have been published on Nipradilol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Nipradilol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Nipradilol 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

HMDB0255620
     RDKit          3D
Nipradilol
 45 46  0  0  0  0  0  0  0  0999 V2000
   -4.2976   -1.4487    0.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8376   -0.1847    0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4643   -0.3889   -1.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9181    0.9160    0.3243 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7355    0.7100   -0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963    1.9932   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7515    2.9984   -0.8345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6830    1.9420   -1.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2977    1.0455   -0.8705 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1232    0.8572    0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1820    1.6349    1.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0865    1.3134    2.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9423    0.2484    2.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8800   -0.5343    1.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0030   -0.2477    0.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9957   -1.0664   -1.0145 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1821   -1.6825   -1.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2625   -1.8086   -0.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2390   -0.7927   -0.6572 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5419   -1.0612   -0.9819 N   0  0  0  0  0  4  0  0  0  0  0  0
    7.0375   -0.5488   -2.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3031   -1.8791   -0.2049 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.7900   -1.7218    0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1131   -1.2804    1.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4233   -1.8520    0.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1172   -2.2078    0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7024    0.1251    0.9709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0832    0.5383   -1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7174   -0.4474   -1.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1681   -1.2197   -1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4354    1.7305   -0.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1050   -0.0910   -0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9013    0.5261   -1.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397    2.1482    0.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9865    3.5691   -0.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2093    2.9743   -1.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9472    1.7994   -2.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5361    2.4896    1.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1146    1.9365    3.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6478   -0.0124    3.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8818   -2.7208   -1.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5317   -1.2046   -2.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7956   -2.7759   -0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917   -1.7002    1.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675   -2.6185    1.1820 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  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 18 23  1  0
 15 10  1  0
 23 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 23 44  1  0
 23 45  1  0
M  CHG  2  20   1  22  -1
M  END


  Mrv1652309112117242D          

 23 24  0  0  0  0            999 V2000
   -5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    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
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  6 23  1  0  0  0  0
M  CHG  2  20   1  22  -1
M  END
> <DATABASE_ID>
HMDB0255620

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)NCC(O)COC1=CC=CC2=C1OCC(C2)O[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H22N2O6/c1-10(2)16-7-12(18)8-21-14-5-3-4-11-6-13(23-17(19)20)9-22-15(11)14/h3-5,10,12-13,16,18H,6-9H2,1-2H3

> <INCHI_KEY>
OMCPLEZZPVJJIS-UHFFFAOYSA-N

> <FORMULA>
C15H22N2O6

> <MOLECULAR_WEIGHT>
326.349

> <EXACT_MASS>
326.147786436

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
33.58095853912008

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}-3,4-dihydro-2H-1-benzopyran-3-yl nitrate

> <ALOGPS_LOGP>
1.05

> <JCHEM_LOGP>
1.5446161126666664

> <ALOGPS_LOGS>
-2.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.087789632249418

> <JCHEM_PKA_STRONGEST_BASIC>
9.666165703450986

> <JCHEM_POLAR_SURFACE_AREA>
103.09

> <JCHEM_REFRACTIVITY>
81.8006

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nipradilol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255620
     RDKit          3D
Nipradilol
 45 46  0  0  0  0  0  0  0  0999 V2000
   -4.2976   -1.4487    0.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8376   -0.1847    0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4643   -0.3889   -1.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9181    0.9160    0.3243 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7355    0.7100   -0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963    1.9932   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7515    2.9984   -0.8345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6830    1.9420   -1.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2977    1.0455   -0.8705 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1232    0.8572    0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1820    1.6349    1.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0865    1.3134    2.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9423    0.2484    2.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8800   -0.5343    1.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0030   -0.2477    0.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9957   -1.0664   -1.0145 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1821   -1.6825   -1.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2625   -1.8086   -0.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2390   -0.7927   -0.6572 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5419   -1.0612   -0.9819 N   0  0  0  0  0  4  0  0  0  0  0  0
    7.0375   -0.5488   -2.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3031   -1.8791   -0.2049 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.7900   -1.7218    0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1131   -1.2804    1.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4233   -1.8520    0.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1172   -2.2078    0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7024    0.1251    0.9709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0832    0.5383   -1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7174   -0.4474   -1.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1681   -1.2197   -1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4354    1.7305   -0.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1050   -0.0910   -0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9013    0.5261   -1.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397    2.1482    0.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9865    3.5691   -0.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2093    2.9743   -1.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9472    1.7994   -2.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5361    2.4896    1.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1146    1.9365    3.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6478   -0.0124    3.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8818   -2.7208   -1.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5317   -1.2046   -2.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7956   -2.7759   -0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917   -1.7002    1.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675   -2.6185    1.1820 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  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 18 23  1  0
 15 10  1  0
 23 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 23 44  1  0
 23 45  1  0
M  CHG  2  20   1  22  -1
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     -10.669  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -8.002  -0.000   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0       5.335   1.540   0.000  0.00  0.00           N+1
HETATM   21  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O-1
HETATM   23  O   UNK     0      -5.335   1.540   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   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13    9   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   13                                                       
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23    6                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0255620
HETATM    1  C1  UNL     1      -4.298  -1.449   0.894  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.838  -0.185   0.313  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.464  -0.389  -1.064  1.00  0.00           C  
HETATM    4  N1  UNL     1      -3.918   0.916   0.324  1.00  0.00           N  
HETATM    5  C4  UNL     1      -2.735   0.710  -0.453  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.896   1.993  -0.318  1.00  0.00           C  
HETATM    7  O1  UNL     1      -2.752   2.998  -0.835  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.683   1.942  -1.178  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.298   1.046  -0.871  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.123   0.857   0.184  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.182   1.635   1.323  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.087   1.313   2.331  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.942   0.248   2.261  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.880  -0.534   1.109  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.003  -0.248   0.098  1.00  0.00           C  
HETATM   16  O3  UNL     1       1.996  -1.066  -1.015  1.00  0.00           O  
HETATM   17  C13 UNL     1       3.182  -1.682  -1.460  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.262  -1.809  -0.454  1.00  0.00           C  
HETATM   19  O4  UNL     1       5.239  -0.793  -0.657  1.00  0.00           O  
HETATM   20  N2  UNL     1       6.542  -1.061  -0.982  1.00  0.00           N1+
HETATM   21  O5  UNL     1       7.037  -0.549  -2.003  1.00  0.00           O  
HETATM   22  O6  UNL     1       7.303  -1.879  -0.205  1.00  0.00           O1-
HETATM   23  C15 UNL     1       3.790  -1.722   0.968  1.00  0.00           C  
HETATM   24  H1  UNL     1      -4.113  -1.280   1.972  1.00  0.00           H  
HETATM   25  H2  UNL     1      -3.423  -1.852   0.364  1.00  0.00           H  
HETATM   26  H3  UNL     1      -5.117  -2.208   0.846  1.00  0.00           H  
HETATM   27  H4  UNL     1      -5.702   0.125   0.971  1.00  0.00           H  
HETATM   28  H5  UNL     1      -6.083   0.538  -1.244  1.00  0.00           H  
HETATM   29  H6  UNL     1      -4.717  -0.447  -1.865  1.00  0.00           H  
HETATM   30  H7  UNL     1      -6.168  -1.220  -1.012  1.00  0.00           H  
HETATM   31  H8  UNL     1      -4.435   1.730  -0.131  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.105  -0.091  -0.012  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.901   0.526  -1.516  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.640   2.148   0.718  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.987   3.569  -0.056  1.00  0.00           H  
HETATM   36  H13 UNL     1      -0.209   2.974  -1.189  1.00  0.00           H  
HETATM   37  H14 UNL     1      -0.947   1.799  -2.272  1.00  0.00           H  
HETATM   38  H15 UNL     1       0.536   2.490   1.419  1.00  0.00           H  
HETATM   39  H16 UNL     1       2.115   1.936   3.214  1.00  0.00           H  
HETATM   40  H17 UNL     1       3.648  -0.012   3.034  1.00  0.00           H  
HETATM   41  H18 UNL     1       2.882  -2.721  -1.794  1.00  0.00           H  
HETATM   42  H19 UNL     1       3.532  -1.205  -2.422  1.00  0.00           H  
HETATM   43  H20 UNL     1       4.796  -2.776  -0.614  1.00  0.00           H  
HETATM   44  H21 UNL     1       4.592  -1.700   1.702  1.00  0.00           H  
HETATM   45  H22 UNL     1       3.168  -2.618   1.182  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4   27
CONECT    3   28   29   30
CONECT    4    5   31
CONECT    5    6   32   33
CONECT    6    7    8   34
CONECT    7   35
CONECT    8    9   36   37
CONECT    9   10
CONECT   10   11   11   15
CONECT   11   12   38
CONECT   12   13   13   39
CONECT   13   14   40
CONECT   14   15   15   23
CONECT   15   16
CONECT   16   17
CONECT   17   18   41   42
CONECT   18   19   23   43
CONECT   19   20
CONECT   20   21   21   22
CONECT   23   44   45
END

HMDB0255620
     RDKit          3D
Nipradilol
 45 46  0  0  0  0  0  0  0  0999 V2000
   -4.2976   -1.4487    0.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8376   -0.1847    0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4643   -0.3889   -1.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9181    0.9160    0.3243 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7355    0.7100   -0.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963    1.9932   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7515    2.9984   -0.8345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6830    1.9420   -1.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2977    1.0455   -0.8705 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1232    0.8572    0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1820    1.6349    1.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0865    1.3134    2.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9423    0.2484    2.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8800   -0.5343    1.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0030   -0.2477    0.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9957   -1.0664   -1.0145 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1821   -1.6825   -1.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2625   -1.8086   -0.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2390   -0.7927   -0.6572 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5419   -1.0612   -0.9819 N   0  0  0  0  0  4  0  0  0  0  0  0
    7.0375   -0.5488   -2.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3031   -1.8791   -0.2049 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.7900   -1.7218    0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1131   -1.2804    1.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4233   -1.8520    0.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1172   -2.2078    0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7024    0.1251    0.9709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0832    0.5383   -1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7174   -0.4474   -1.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1681   -1.2197   -1.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4354    1.7305   -0.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1050   -0.0910   -0.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9013    0.5261   -1.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397    2.1482    0.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9865    3.5691   -0.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2093    2.9743   -1.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9472    1.7994   -2.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5361    2.4896    1.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1146    1.9365    3.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6478   -0.0124    3.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8818   -2.7208   -1.7940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5317   -1.2046   -2.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7956   -2.7759   -0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917   -1.7002    1.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675   -2.6185    1.1820 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  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 18 23  1  0
 15 10  1  0
 23 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 23 44  1  0
 23 45  1  0
M  CHG  2  20   1  22  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Hypadil	Kegg
3,4-Dihydro-8-(2-hydroxy-3--isopropylaminopropoxy)-3-nitroxy-2H-1-benzopyran	MeSH

Chemical Formula

C₁₅H₂₂N₂O₆

Average Molecular Weight

326.349

Monoisotopic Molecular Weight

326.147786436

IUPAC Name

8-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}-3,4-dihydro-2H-1-benzopyran-3-yl nitrate

Traditional Name

nipradilol

CAS Registry Number

Not Available

SMILES

CC(C)NCC(O)COC1=CC=CC2=C1OCC(C2)O[N+]([O-])=O

InChI Identifier

InChI=1S/C15H22N2O6/c1-10(2)16-7-12(18)8-21-14-5-3-4-11-6-13(23-17(19)20)9-22-15(11)14/h3-5,10,12-13,16,18H,6-9H2,1-2H3

InChI Key

OMCPLEZZPVJJIS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

1-benzopyrans

Alternative Parents

Substituents

1-benzopyran
Alkyl aryl ether
Benzenoid
Organic nitrate
Alkyl nitrate
1,2-aminoalcohol
Organic nitric acid or derivatives
Secondary alcohol
Organic nitro compound
Allyl-type 1,3-dipolar organic compound
Oxacycle
Organic 1,3-dipolar compound
Secondary aliphatic amine
Secondary amine
Ether
Organic oxide
Organooxygen compound
Organonitrogen compound
Alcohol
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Organic zwitterion
Hydrocarbon derivative
Amine
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)

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	1.05	ALOGPS
logP	1.54	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	14.09	ChemAxon
pKa (Strongest Basic)	9.67	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	103.09 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	81.8 m³·mol⁻¹	ChemAxon
Polarizability	33.58 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	169.106	30932474
DeepCCS	[M-H]-	165.846	30932474
DeepCCS	[M-2H]-	201.102	30932474
DeepCCS	[M+Na]+	177.392	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nipradilol	CC(C)NCC(O)COC1=CC=CC2=C1OCC(C2)O[N+]([O-])=O	3361.2	Standard polar	33892256
Nipradilol	CC(C)NCC(O)COC1=CC=CC2=C1OCC(C2)O[N+]([O-])=O	2475.4	Standard non polar	33892256
Nipradilol	CC(C)NCC(O)COC1=CC=CC2=C1OCC(C2)O[N+]([O-])=O	2527.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nipradilol,2TMS,isomer #1	CC(C)N(CC(COC1=CC=CC2=C1OCC(O[N+](=O)[O-])C2)O[Si](C)(C)C)[Si](C)(C)C	2638.4	Semi standard non polar	33892256
Nipradilol,2TMS,isomer #1	CC(C)N(CC(COC1=CC=CC2=C1OCC(O[N+](=O)[O-])C2)O[Si](C)(C)C)[Si](C)(C)C	2656.3	Standard non polar	33892256
Nipradilol,2TMS,isomer #1	CC(C)N(CC(COC1=CC=CC2=C1OCC(O[N+](=O)[O-])C2)O[Si](C)(C)C)[Si](C)(C)C	3343.3	Standard polar	33892256
Nipradilol,2TBDMS,isomer #1	CC(C)N(CC(COC1=CC=CC2=C1OCC(O[N+](=O)[O-])C2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3100.1	Semi standard non polar	33892256
Nipradilol,2TBDMS,isomer #1	CC(C)N(CC(COC1=CC=CC2=C1OCC(O[N+](=O)[O-])C2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3065.8	Standard non polar	33892256
Nipradilol,2TBDMS,isomer #1	CC(C)N(CC(COC1=CC=CC2=C1OCC(O[N+](=O)[O-])C2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3440.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nipradilol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0230-9461000000-c6b93b05a4a9bdf45877	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nipradilol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nipradilol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nipradilol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nipradilol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nipradilol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	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

65005

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nipradilol

METLIN ID

Not Available

PubChem Compound

72006

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1913131

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 Nipradilol (HMDB0255620)

MOL for HMDB0255620 (Nipradilol)

3D MOL for HMDB0255620 (Nipradilol)

3D SDF for HMDB0255620 (Nipradilol)

3D-SDF for HMDB0255620 (Nipradilol)

PDB for HMDB0255620 (Nipradilol)

3D PDB for HMDB0255620 (Nipradilol)

SMILES for HMDB0255620 (Nipradilol)

INCHI for HMDB0255620 (Nipradilol)

Structure for HMDB0255620 (Nipradilol)

3D Structure for HMDB0255620 (Nipradilol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra