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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:51:25 UTC

Update Date

2021-09-26 23:00:07 UTC

HMDB ID

HMDB0249349

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bornaprolol

Description

1-(2-{bicyclo[2.2.1]heptan-2-yl}phenoxy)-3-[(propan-2-yl)amino]propan-2-ol belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Based on a literature review very few articles have been published on 1-(2-{bicyclo[2.2.1]heptan-2-yl}phenoxy)-3-[(propan-2-yl)amino]propan-2-ol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bornaprolol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bornaprolol 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

HMDB0259484
     RDKit          3D
Bornaprololum
 51 53  0  0  0  0  0  0  0  0999 V2000
    6.3298   -1.0999   -0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0026   -0.3440   -1.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616    1.0854   -0.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0547   -0.9479   -0.1357 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8031   -0.2693    0.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9086   -0.2680   -1.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5967    0.3387   -2.2629 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6302    0.5135   -1.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2985    0.2757   -0.1626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6172    0.2643    1.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385    0.6606    2.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0978    0.6521    3.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3655    0.2239    3.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2394   -0.1776    2.7979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9307   -0.1801    1.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7966   -0.5915    0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1366   -1.1278    0.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1335   -0.1762    0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1761   -0.5037   -1.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7530   -0.1671   -1.8110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1029    0.5075   -0.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3473    1.1413    0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1804   -0.4658   -1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3090   -2.0056   -1.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4995   -1.3656    0.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7341   -0.3839   -2.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3555    1.2950   -0.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9774    1.3122    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7554    1.7537   -1.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4444   -1.3662    0.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183    0.7691    0.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3045   -0.8063    0.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6592   -1.3078   -1.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4441    1.3198   -2.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282    0.4905   -2.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9897    1.6297   -1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519    1.0364    1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6177    0.9776    4.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6522    0.2090    4.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2105   -0.4956    3.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2772   -1.3818   -0.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3362   -2.1166    0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3417   -1.3502    1.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0793   -0.0925    0.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8554    0.2059   -1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4137   -1.5707   -1.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2445   -1.1462   -1.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7391    0.4638   -2.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3251    1.2012   -0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1613    1.5844    0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8636    1.7967   -0.7097 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  1  0
 21 22  1  0
 15 10  1  0
 21 16  1  0
 22 18  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
M  END


  Mrv1652309112105512D          

 22 24  0  0  0  0            999 V2000
   -0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    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   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6126   -5.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    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
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
  6 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249349

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)NCC(O)COC1=CC=CC=C1C1CC2CCC1C2

> <INCHI_IDENTIFIER>
InChI=1S/C19H29NO2/c1-13(2)20-11-16(21)12-22-19-6-4-3-5-17(19)18-10-14-7-8-15(18)9-14/h3-6,13-16,18,20-21H,7-12H2,1-2H3

> <INCHI_KEY>
NACJSVRGPPMZRS-UHFFFAOYSA-N

> <FORMULA>
C19H29NO2

> <MOLECULAR_WEIGHT>
303.446

> <EXACT_MASS>
303.219829178

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
35.76887880679754

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(2-{bicyclo[2.2.1]heptan-2-yl}phenoxy)-3-[(propan-2-yl)amino]propan-2-ol

> <ALOGPS_LOGP>
4.05

> <JCHEM_LOGP>
3.3749520406666664

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.087952060651432

> <JCHEM_PKA_STRONGEST_BASIC>
9.666166510534097

> <JCHEM_POLAR_SURFACE_AREA>
41.489999999999995

> <JCHEM_REFRACTIVITY>
89.2611

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(2-{bicyclo[2.2.1]heptan-2-yl}phenoxy)-3-(isopropylamino)propan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259484
     RDKit          3D
Bornaprololum
 51 53  0  0  0  0  0  0  0  0999 V2000
    6.3298   -1.0999   -0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0026   -0.3440   -1.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616    1.0854   -0.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0547   -0.9479   -0.1357 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8031   -0.2693    0.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9086   -0.2680   -1.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5967    0.3387   -2.2629 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6302    0.5135   -1.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2985    0.2757   -0.1626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6172    0.2643    1.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385    0.6606    2.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0978    0.6521    3.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3655    0.2239    3.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2394   -0.1776    2.7979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9307   -0.1801    1.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7966   -0.5915    0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1366   -1.1278    0.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1335   -0.1762    0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1761   -0.5037   -1.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7530   -0.1671   -1.8110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1029    0.5075   -0.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3473    1.1413    0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1804   -0.4658   -1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3090   -2.0056   -1.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4995   -1.3656    0.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7341   -0.3839   -2.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3555    1.2950   -0.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9774    1.3122    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7554    1.7537   -1.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4444   -1.3662    0.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183    0.7691    0.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3045   -0.8063    0.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6592   -1.3078   -1.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4441    1.3198   -2.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282    0.4905   -2.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9897    1.6297   -1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519    1.0364    1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6177    0.9776    4.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6522    0.2090    4.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2105   -0.4956    3.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2772   -1.3818   -0.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3362   -2.1166    0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3417   -1.3502    1.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0793   -0.0925    0.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8554    0.2059   -1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4137   -1.5707   -1.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2445   -1.1462   -1.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7391    0.4638   -2.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3251    1.2012   -0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1613    1.5844    0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8636    1.7967   -0.7097 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  1  0
 21 22  1  0
 15 10  1  0
 21 16  1  0
 22 18  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  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      -0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       2.667  -7.700   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.003 -11.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.477 -10.447   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.335  -9.240   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   22                                                  
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                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15   21                                                  
CONECT   21   20   17                                                       
CONECT   22    6                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0249349
HETATM    1  C1  UNL     1       3.661   2.303  -0.062  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.837   1.412   1.133  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.145   1.868   1.805  1.00  0.00           C  
HETATM    4  N1  UNL     1       3.905   0.029   0.921  1.00  0.00           N  
HETATM    5  C4  UNL     1       2.788  -0.643   0.401  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.397  -0.408  -1.013  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.498  -0.780  -1.806  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.267  -1.343  -1.446  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.088  -1.075  -0.719  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.042  -1.831  -0.990  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.014  -2.818  -1.944  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.105  -3.594  -2.250  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.255  -3.336  -1.544  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.335  -2.355  -0.575  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.242  -1.601  -0.290  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.163  -0.530   0.705  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.362  -0.339   1.584  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.999   0.987   1.178  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.186   2.093   1.814  1.00  0.00           C  
HETATM   20  C17 UNL     1      -1.812   1.839   1.173  1.00  0.00           C  
HETATM   21  C18 UNL     1      -2.022   0.839   0.078  1.00  0.00           C  
HETATM   22  C19 UNL     1      -3.503   1.092  -0.257  1.00  0.00           C  
HETATM   23  H1  UNL     1       4.125   1.845  -0.938  1.00  0.00           H  
HETATM   24  H2  UNL     1       2.609   2.632  -0.196  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.245   3.268   0.114  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.037   1.698   1.866  1.00  0.00           H  
HETATM   27  H5  UNL     1       5.011   2.821   2.352  1.00  0.00           H  
HETATM   28  H6  UNL     1       5.517   1.110   2.510  1.00  0.00           H  
HETATM   29  H7  UNL     1       5.878   2.040   0.976  1.00  0.00           H  
HETATM   30  H8  UNL     1       4.824  -0.229   0.478  1.00  0.00           H  
HETATM   31  H9  UNL     1       2.953  -1.741   0.568  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.905  -0.407   1.052  1.00  0.00           H  
HETATM   33  H11 UNL     1       2.151   0.627  -1.259  1.00  0.00           H  
HETATM   34  H12 UNL     1       3.797  -0.032  -2.382  1.00  0.00           H  
HETATM   35  H13 UNL     1       1.634  -2.384  -1.308  1.00  0.00           H  
HETATM   36  H14 UNL     1       1.085  -1.116  -2.514  1.00  0.00           H  
HETATM   37  H15 UNL     1      -0.107  -3.020  -2.499  1.00  0.00           H  
HETATM   38  H16 UNL     1      -2.075  -4.378  -3.012  1.00  0.00           H  
HETATM   39  H17 UNL     1      -4.145  -3.909  -1.737  1.00  0.00           H  
HETATM   40  H18 UNL     1      -4.271  -2.185  -0.046  1.00  0.00           H  
HETATM   41  H19 UNL     1      -1.279  -0.686   1.384  1.00  0.00           H  
HETATM   42  H20 UNL     1      -3.072  -0.251   2.666  1.00  0.00           H  
HETATM   43  H21 UNL     1      -4.118  -1.124   1.559  1.00  0.00           H  
HETATM   44  H22 UNL     1      -5.059   1.051   1.298  1.00  0.00           H  
HETATM   45  H23 UNL     1      -3.520   3.076   1.415  1.00  0.00           H  
HETATM   46  H24 UNL     1      -3.143   2.032   2.900  1.00  0.00           H  
HETATM   47  H25 UNL     1      -1.372   2.791   0.805  1.00  0.00           H  
HETATM   48  H26 UNL     1      -1.181   1.389   1.971  1.00  0.00           H  
HETATM   49  H27 UNL     1      -1.371   0.898  -0.770  1.00  0.00           H  
HETATM   50  H28 UNL     1      -3.948   0.280  -0.823  1.00  0.00           H  
HETATM   51  H29 UNL     1      -3.658   2.097  -0.677  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4   26
CONECT    3   27   28   29
CONECT    4    5   30
CONECT    5    6   31   32
CONECT    6    7    8   33
CONECT    7   34
CONECT    8    9   35   36
CONECT    9   10
CONECT   10   11   11   15
CONECT   11   12   37
CONECT   12   13   13   38
CONECT   13   14   39
CONECT   14   15   15   40
CONECT   15   16
CONECT   16   17   21   41
CONECT   17   18   42   43
CONECT   18   19   22   44
CONECT   19   20   45   46
CONECT   20   21   47   48
CONECT   21   22   49
CONECT   22   50   51
END

HMDB0259484
     RDKit          3D
Bornaprololum
 51 53  0  0  0  0  0  0  0  0999 V2000
    6.3298   -1.0999   -0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0026   -0.3440   -1.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616    1.0854   -0.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0547   -0.9479   -0.1357 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8031   -0.2693    0.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9086   -0.2680   -1.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5967    0.3387   -2.2629 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6302    0.5135   -1.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2985    0.2757   -0.1626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6172    0.2643    1.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385    0.6606    2.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0978    0.6521    3.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3655    0.2239    3.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2394   -0.1776    2.7979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9307   -0.1801    1.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7966   -0.5915    0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1366   -1.1278    0.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1335   -0.1762    0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1761   -0.5037   -1.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7530   -0.1671   -1.8110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1029    0.5075   -0.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3473    1.1413    0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1804   -0.4658   -1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3090   -2.0056   -1.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4995   -1.3656    0.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7341   -0.3839   -2.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3555    1.2950   -0.7103 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9774    1.3122    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7554    1.7537   -1.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4444   -1.3662    0.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183    0.7691    0.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3045   -0.8063    0.8925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6592   -1.3078   -1.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4441    1.3198   -2.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282    0.4905   -2.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9897    1.6297   -1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2519    1.0364    1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6177    0.9776    4.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6522    0.2090    4.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2105   -0.4956    3.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2772   -1.3818   -0.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3362   -2.1166    0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3417   -1.3502    1.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0793   -0.0925    0.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8554    0.2059   -1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4137   -1.5707   -1.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2445   -1.1462   -1.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7391    0.4638   -2.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3251    1.2012   -0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1613    1.5844    0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8636    1.7967   -0.7097 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  1  0
 21 22  1  0
 15 10  1  0
 21 16  1  0
 22 18  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(2-exo-Bicyclo(2,2,1)hept-2-ylphenoxy)-3- ((1-methylethyl)amino)-2-propanol	MeSH
FM 24	MeSH
FM-24	MeSH

Chemical Formula

C₁₉H₂₉NO₂

Average Molecular Weight

303.446

Monoisotopic Molecular Weight

303.219829178

IUPAC Name

1-(2-{bicyclo[2.2.1]heptan-2-yl}phenoxy)-3-[(propan-2-yl)amino]propan-2-ol

Traditional Name

1-(2-{bicyclo[2.2.1]heptan-2-yl}phenoxy)-3-(isopropylamino)propan-2-ol

CAS Registry Number

Not Available

SMILES

CC(C)NCC(O)COC1=CC=CC=C1C1CC2CCC1C2

InChI Identifier

InChI=1S/C19H29NO2/c1-13(2)20-11-16(21)12-22-19-6-4-3-5-17(19)18-10-14-7-8-15(18)9-14/h3-6,13-16,18,20-21H,7-12H2,1-2H3

InChI Key

NACJSVRGPPMZRS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Aromatic monoterpenoid
Bicyclic monoterpenoid
Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Secondary alcohol
1,2-aminoalcohol
Ether
Secondary aliphatic amine
Secondary amine
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
Organic nitrogen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	4.05	ALOGPS
logP	3.37	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	14.09	ChemAxon
pKa (Strongest Basic)	9.67	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	41.49 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	89.26 m³·mol⁻¹	ChemAxon
Polarizability	35.77 Å³	ChemAxon
Number of Rings	3	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
DeepCCS	[M+H]+	171.808	30932474
DeepCCS	[M-H]-	169.45	30932474
DeepCCS	[M-2H]-	202.754	30932474
DeepCCS	[M+Na]+	177.981	30932474
AllCCS	[M+H]+	176.7	32859911
AllCCS	[M+H-H2O]+	173.7	32859911
AllCCS	[M+NH4]+	179.5	32859911
AllCCS	[M+Na]+	180.2	32859911
AllCCS	[M-H]-	178.8	32859911
AllCCS	[M+Na-2H]-	179.2	32859911
AllCCS	[M+HCOO]-	179.7	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bornaprolol,1TMS,isomer #2	CC(C)N(CC(O)COC1=CC=CC=C1C1CC2CCC1C2)[Si](C)(C)C	2468.4	Semi standard non polar	33892256
Bornaprolol,1TMS,isomer #2	CC(C)N(CC(O)COC1=CC=CC=C1C1CC2CCC1C2)[Si](C)(C)C	2560.0	Standard non polar	33892256
Bornaprolol,1TMS,isomer #2	CC(C)N(CC(O)COC1=CC=CC=C1C1CC2CCC1C2)[Si](C)(C)C	3070.9	Standard polar	33892256
Bornaprolol,2TMS,isomer #1	CC(C)N(CC(COC1=CC=CC=C1C1CC2CCC1C2)O[Si](C)(C)C)[Si](C)(C)C	2502.6	Semi standard non polar	33892256
Bornaprolol,2TMS,isomer #1	CC(C)N(CC(COC1=CC=CC=C1C1CC2CCC1C2)O[Si](C)(C)C)[Si](C)(C)C	2583.0	Standard non polar	33892256
Bornaprolol,2TMS,isomer #1	CC(C)N(CC(COC1=CC=CC=C1C1CC2CCC1C2)O[Si](C)(C)C)[Si](C)(C)C	2945.7	Standard polar	33892256
Bornaprolol,1TBDMS,isomer #1	CC(C)NCC(COC1=CC=CC=C1C1CC2CCC1C2)O[Si](C)(C)C(C)(C)C	2543.8	Semi standard non polar	33892256
Bornaprolol,1TBDMS,isomer #1	CC(C)NCC(COC1=CC=CC=C1C1CC2CCC1C2)O[Si](C)(C)C(C)(C)C	2637.0	Standard non polar	33892256
Bornaprolol,1TBDMS,isomer #1	CC(C)NCC(COC1=CC=CC=C1C1CC2CCC1C2)O[Si](C)(C)C(C)(C)C	3090.2	Standard polar	33892256
Bornaprolol,1TBDMS,isomer #2	CC(C)N(CC(O)COC1=CC=CC=C1C1CC2CCC1C2)[Si](C)(C)C(C)(C)C	2708.4	Semi standard non polar	33892256
Bornaprolol,1TBDMS,isomer #2	CC(C)N(CC(O)COC1=CC=CC=C1C1CC2CCC1C2)[Si](C)(C)C(C)(C)C	2786.1	Standard non polar	33892256
Bornaprolol,1TBDMS,isomer #2	CC(C)N(CC(O)COC1=CC=CC=C1C1CC2CCC1C2)[Si](C)(C)C(C)(C)C	3193.9	Standard polar	33892256
Bornaprolol,2TBDMS,isomer #1	CC(C)N(CC(COC1=CC=CC=C1C1CC2CCC1C2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2947.1	Semi standard non polar	33892256
Bornaprolol,2TBDMS,isomer #1	CC(C)N(CC(COC1=CC=CC=C1C1CC2CCC1C2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3041.3	Standard non polar	33892256
Bornaprolol,2TBDMS,isomer #1	CC(C)N(CC(COC1=CC=CC=C1C1CC2CCC1C2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3135.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bornaprolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fe0-9530000000-e8750c85f1766d6eea3e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bornaprolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bornaprolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bornaprolol GC-MS (TMS_1_1) - 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 - Bornaprolol 10V, Positive-QTOF	splash10-0udi-1009000000-b9c37f0934b87a4fd28c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornaprolol 20V, Positive-QTOF	splash10-0udj-9237000000-e915b440a269d7f1b225	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornaprolol 40V, Positive-QTOF	splash10-0ab9-9100000000-38c8f4483a0923183432	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornaprolol 10V, Negative-QTOF	splash10-0udr-0829000000-6ed330acbd13e1466cf4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornaprolol 20V, Negative-QTOF	splash10-000i-2900000000-771dc3135d6d977d567f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bornaprolol 40V, Negative-QTOF	splash10-000l-9800000000-5418b63256a5967d6b55	2021-10-12	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

62095

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

68863

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 Bornaprolol (HMDB0249349)

MOL for HMDB0249349 (Bornaprolol)

3D MOL for HMDB0249349 (Bornaprolol)

3D SDF for HMDB0249349 (Bornaprolol)

3D-SDF for HMDB0249349 (Bornaprolol)

PDB for HMDB0249349 (Bornaprolol)

3D PDB for HMDB0249349 (Bornaprolol)

SMILES for HMDB0249349 (Bornaprolol)

INCHI for HMDB0249349 (Bornaprolol)

Structure for HMDB0249349 (Bornaprolol)

3D Structure for HMDB0249349 (Bornaprolol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra