Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:56:26 UTC

Update Date

2022-09-22 17:45:01 UTC

HMDB ID

HMDB0249429

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Buflomedil

Description

Buflomedil belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Based on a literature review very few articles have been published on Buflomedil. This compound has been identified in human blood as reported by (PMID: 31557052 ). Buflomedil is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Buflomedil 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

HMDB0249429
     RDKit          3D
Buflomedil
 47 48  0  0  0  0  0  0  0  0999 V2000
    6.6705    0.6785    0.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8235   -0.1381   -0.2541 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4562   -0.0042   -0.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7435    0.9630    0.3728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3786    1.0959    0.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6708    2.0639    1.0005 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3670    2.9810    1.8207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6858    0.2121   -0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2570    0.2880   -0.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2752    1.0051   -1.4974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6203   -0.4534    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0777   -0.2156   -0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9641   -0.9885    0.9429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3545   -0.8081    0.6886 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8197   -1.3731   -0.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4529   -0.2727   -1.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3453    0.9810   -0.5139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8576    0.5076    0.8332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3624   -0.7748   -1.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6384   -1.6479   -1.9786 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3278   -2.6493   -2.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7322   -0.8894   -1.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6930    0.2599    1.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2994    1.7169    0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7304    0.6423    0.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3255    1.6444    0.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6141    2.4949    2.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2651    3.3511    1.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6727    3.8507    1.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916   -1.5379    0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4029   -0.2370    1.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2419   -0.6756   -1.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3382    0.8367   -0.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7020   -0.6518    1.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7510   -2.0762    0.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0457   -1.9318   -1.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6141   -2.1250   -0.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5107   -0.5026   -1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9171   -0.2066   -2.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3208    1.5017   -0.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6438    1.7133   -0.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7699    0.4513    1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1703    1.2567    1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6086   -3.2550   -3.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9312   -3.2588   -2.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430   -2.1648   -3.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2904   -1.6580   -1.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  8 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22  3  1  0
 18 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 21 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
M  END


  Mrv1652306031607022D          

 22 23  0  0  0  0            999 V2000
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8781    3.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4656    3.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3260    2.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6586    3.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    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
   -1.4289    1.6500    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
   -0.7145    2.8875    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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   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
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 13 11  2  0  0  0  0
 13 12  1  0  0  0  0
 14  7  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  2  0  0  0  0
 17 14  1  0  0  0  0
 17 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18  8  1  0  0  0  0
 18  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19 14  2  0  0  0  0
 20  1  1  0  0  0  0
 20 13  1  0  0  0  0
 21  2  1  0  0  0  0
 21 15  1  0  0  0  0
 22  3  1  0  0  0  0
 22 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249429

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(OC)=C(C(=O)CCCN2CCCC2)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H25NO4/c1-20-13-11-15(21-2)17(16(12-13)22-3)14(19)7-6-10-18-8-4-5-9-18/h11-12H,4-10H2,1-3H3

> <INCHI_KEY>
OWYLAEYXIQKAOL-UHFFFAOYSA-N

> <FORMULA>
C17H25NO4

> <MOLECULAR_WEIGHT>
307.39

> <EXACT_MASS>
307.178358289

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
34.46371855875033

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(pyrrolidin-1-yl)-1-(2,4,6-trimethoxyphenyl)butan-1-one

> <ALOGPS_LOGP>
2.33

> <JCHEM_LOGP>
1.8808494339999995

> <ALOGPS_LOGS>
-2.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.614276039910465

> <JCHEM_PKA_STRONGEST_BASIC>
8.694064765263184

> <JCHEM_POLAR_SURFACE_AREA>
48.0

> <JCHEM_REFRACTIVITY>
86.2748

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.86e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
lofton

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249429
     RDKit          3D
Buflomedil
 47 48  0  0  0  0  0  0  0  0999 V2000
    6.6705    0.6785    0.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8235   -0.1381   -0.2541 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4562   -0.0042   -0.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7435    0.9630    0.3728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3786    1.0959    0.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6708    2.0639    1.0005 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3670    2.9810    1.8207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6858    0.2121   -0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2570    0.2880   -0.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2752    1.0051   -1.4974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6203   -0.4534    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0777   -0.2156   -0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9641   -0.9885    0.9429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3545   -0.8081    0.6886 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8197   -1.3731   -0.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4529   -0.2727   -1.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3453    0.9810   -0.5139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8576    0.5076    0.8332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3624   -0.7748   -1.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6384   -1.6479   -1.9786 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3278   -2.6493   -2.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7322   -0.8894   -1.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6930    0.2599    1.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2994    1.7169    0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7304    0.6423    0.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3255    1.6444    0.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6141    2.4949    2.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2651    3.3511    1.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6727    3.8507    1.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916   -1.5379    0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4029   -0.2370    1.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2419   -0.6756   -1.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3382    0.8367   -0.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7020   -0.6518    1.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7510   -2.0762    0.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0457   -1.9318   -1.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6141   -2.1250   -0.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5107   -0.5026   -1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9171   -0.2066   -2.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3208    1.5017   -0.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6438    1.7133   -0.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7699    0.4513    1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1703    1.2567    1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6086   -3.2550   -3.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9312   -3.2588   -2.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430   -2.1648   -3.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2904   -1.6580   -1.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  8 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22  3  1  0
 18 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 21 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.106   5.908   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.336   7.242   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.075   4.764   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.829   6.922   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   4.620   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      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       6.668   5.390   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   21                                                            
CONECT    3   22                                                            
CONECT    4    5    8                                                       
CONECT    5    4    9                                                       
CONECT    6    7   10                                                       
CONECT    7    6   14                                                       
CONECT    8    4   18                                                       
CONECT    9    5   18                                                       
CONECT   10    6   18                                                       
CONECT   11   13   15                                                       
CONECT   12   13   16                                                       
CONECT   13   11   12   20                                                  
CONECT   14    7   17   19                                                  
CONECT   15   11   17   21                                                  
CONECT   16   12   17   22                                                  
CONECT   17   14   15   16                                                  
CONECT   18    8    9   10                                                  
CONECT   19   14                                                            
CONECT   20    1   13                                                       
CONECT   21    2   15                                                       
CONECT   22    3   16                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0249429
HETATM    1  C1  UNL     1       6.670   0.679   0.505  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.824  -0.138  -0.254  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.456  -0.004  -0.315  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.744   0.963   0.373  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.379   1.096   0.312  1.00  0.00           C  
HETATM    6  O2  UNL     1       1.671   2.064   1.001  1.00  0.00           O  
HETATM    7  C5  UNL     1       2.367   2.981   1.821  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.686   0.212  -0.482  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.257   0.288  -0.595  1.00  0.00           C  
HETATM   10  O3  UNL     1      -0.275   1.005  -1.497  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.620  -0.453   0.318  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.078  -0.216  -0.008  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.964  -0.988   0.943  1.00  0.00           C  
HETATM   14  N1  UNL     1      -4.354  -0.808   0.689  1.00  0.00           N  
HETATM   15  C11 UNL     1      -4.820  -1.373  -0.531  1.00  0.00           C  
HETATM   16  C12 UNL     1      -5.453  -0.273  -1.342  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.345   0.981  -0.514  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.858   0.508   0.833  1.00  0.00           C  
HETATM   19  C15 UNL     1       2.362  -0.775  -1.190  1.00  0.00           C  
HETATM   20  O4  UNL     1       1.638  -1.648  -1.979  1.00  0.00           O  
HETATM   21  C16 UNL     1       2.328  -2.649  -2.697  1.00  0.00           C  
HETATM   22  C17 UNL     1       3.732  -0.889  -1.114  1.00  0.00           C  
HETATM   23  H1  UNL     1       6.693   0.260   1.535  1.00  0.00           H  
HETATM   24  H2  UNL     1       6.299   1.717   0.490  1.00  0.00           H  
HETATM   25  H3  UNL     1       7.730   0.642   0.138  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.326   1.644   0.991  1.00  0.00           H  
HETATM   27  H5  UNL     1       2.614   2.495   2.793  1.00  0.00           H  
HETATM   28  H6  UNL     1       3.265   3.351   1.316  1.00  0.00           H  
HETATM   29  H7  UNL     1       1.673   3.851   1.993  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.392  -1.538   0.194  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.403  -0.237   1.394  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.242  -0.676  -1.024  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.338   0.837  -0.079  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.702  -0.652   1.966  1.00  0.00           H  
HETATM   35  H13 UNL     1      -2.751  -2.076   0.912  1.00  0.00           H  
HETATM   36  H14 UNL     1      -4.046  -1.932  -1.100  1.00  0.00           H  
HETATM   37  H15 UNL     1      -5.614  -2.125  -0.290  1.00  0.00           H  
HETATM   38  H16 UNL     1      -6.511  -0.503  -1.578  1.00  0.00           H  
HETATM   39  H17 UNL     1      -4.917  -0.207  -2.304  1.00  0.00           H  
HETATM   40  H18 UNL     1      -6.321   1.502  -0.431  1.00  0.00           H  
HETATM   41  H19 UNL     1      -4.644   1.713  -0.981  1.00  0.00           H  
HETATM   42  H20 UNL     1      -5.770   0.451   1.496  1.00  0.00           H  
HETATM   43  H21 UNL     1      -4.170   1.257   1.224  1.00  0.00           H  
HETATM   44  H22 UNL     1       1.609  -3.255  -3.302  1.00  0.00           H  
HETATM   45  H23 UNL     1       2.931  -3.259  -2.012  1.00  0.00           H  
HETATM   46  H24 UNL     1       3.043  -2.165  -3.420  1.00  0.00           H  
HETATM   47  H25 UNL     1       4.290  -1.658  -1.662  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5   26
CONECT    5    6    8    8
CONECT    6    7
CONECT    7   27   28   29
CONECT    8    9   19
CONECT    9   10   10   11
CONECT   11   12   30   31
CONECT   12   13   32   33
CONECT   13   14   34   35
CONECT   14   15   18
CONECT   15   16   36   37
CONECT   16   17   38   39
CONECT   17   18   40   41
CONECT   18   42   43
CONECT   19   20   22   22
CONECT   20   21
CONECT   21   44   45   46
CONECT   22   47
END

HMDB0249429
     RDKit          3D
Buflomedil
 47 48  0  0  0  0  0  0  0  0999 V2000
    6.6705    0.6785    0.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8235   -0.1381   -0.2541 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4562   -0.0042   -0.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7435    0.9630    0.3728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3786    1.0959    0.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6708    2.0639    1.0005 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3670    2.9810    1.8207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6858    0.2121   -0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2570    0.2880   -0.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2752    1.0051   -1.4974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6203   -0.4534    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0777   -0.2156   -0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9641   -0.9885    0.9429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3545   -0.8081    0.6886 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8197   -1.3731   -0.5306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4529   -0.2727   -1.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3453    0.9810   -0.5139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8576    0.5076    0.8332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3624   -0.7748   -1.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6384   -1.6479   -1.9786 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3278   -2.6493   -2.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7322   -0.8894   -1.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6930    0.2599    1.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2994    1.7169    0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7304    0.6423    0.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3255    1.6444    0.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6141    2.4949    2.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2651    3.3511    1.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6727    3.8507    1.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3916   -1.5379    0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4029   -0.2370    1.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2419   -0.6756   -1.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3382    0.8367   -0.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7020   -0.6518    1.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7510   -2.0762    0.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0457   -1.9318   -1.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6141   -2.1250   -0.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5107   -0.5026   -1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9171   -0.2066   -2.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3208    1.5017   -0.4307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6438    1.7133   -0.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7699    0.4513    1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1703    1.2567    1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6086   -3.2550   -3.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9312   -3.2588   -2.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430   -2.1648   -3.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2904   -1.6580   -1.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  8 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22  3  1  0
 18 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  7 27  1  0
  7 28  1  0
  7 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 21 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Blufomedil	MeSH
Buflomedil pyridoxal phosphate	MeSH
Buflomedil von CT	MeSH
buflo 1a Pharma	MeSH
buflo AbZ	MeSH
Lofton	MeSH
Loftyl	MeSH
Sinoxis	MeSH
buflo-POS	MeSH
Buflomedil heumann	MeSH
Buflomedil lindo	MeSH
Buflomedil-ratiopharm	MeSH
Fonzylane	MeSH
Bufedil	MeSH
Buflomedil hydrochloride	MeSH
Bufomedil	MeSH
2,4,6-Trimethoxyphenyl-3-pyrrolidine propyl ketone	MeSH
Buflomedil stada	MeSH
buflo-Puren	MeSH
Buflohexal	MeSH

Chemical Formula

C₁₇H₂₅NO₄

Average Molecular Weight

307.39

Monoisotopic Molecular Weight

307.178358289

IUPAC Name

4-(pyrrolidin-1-yl)-1-(2,4,6-trimethoxyphenyl)butan-1-one

Traditional Name

lofton

CAS Registry Number

Not Available

SMILES

COC1=CC(OC)=C(C(=O)CCCN2CCCC2)C(OC)=C1

InChI Identifier

InChI=1S/C17H25NO4/c1-20-13-11-15(21-2)17(16(12-13)22-3)14(19)7-6-10-18-8-4-5-9-18/h11-12H,4-10H2,1-3H3

InChI Key

OWYLAEYXIQKAOL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Butyrophenone
Phenylbutylamine
Anisole
Benzoyl
Phenol ether
Phenoxy compound
Aryl alkyl ketone
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
N-alkylpyrrolidine
Gamma-aminoketone
Pyrrolidine
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organoheterocyclic compound
Ether
Organic oxide
Organic nitrogen compound
Organonitrogen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	2.33	ALOGPS
logP	1.88	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	15.61	ChemAxon
pKa (Strongest Basic)	8.69	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	48 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	86.27 m³·mol⁻¹	ChemAxon
Polarizability	34.46 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]+	176.008	30932474
DeepCCS	[M-H]-	173.65	30932474
DeepCCS	[M-2H]-	206.536	30932474
DeepCCS	[M+Na]+	182.101	30932474
AllCCS	[M+H]+	173.3	32859911
AllCCS	[M+H-H2O]+	170.0	32859911
AllCCS	[M+NH4]+	176.4	32859911
AllCCS	[M+Na]+	177.3	32859911
AllCCS	[M-H]-	178.1	32859911
AllCCS	[M+Na-2H]-	178.6	32859911
AllCCS	[M+HCOO]-	179.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Buflomedil	COC1=CC(OC)=C(C(=O)CCCN2CCCC2)C(OC)=C1	3188.6	Standard polar	33892256
Buflomedil	COC1=CC(OC)=C(C(=O)CCCN2CCCC2)C(OC)=C1	2409.8	Standard non polar	33892256
Buflomedil	COC1=CC(OC)=C(C(=O)CCCN2CCCC2)C(OC)=C1	2406.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Buflomedil GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9220000000-da2966cf963f2e6ce043	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Buflomedil GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Buflomedil LC-ESI-qTof , Positive-QTOF	splash10-0a4r-0968000000-38c95649df8b70bd9f8f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Buflomedil LC-ESI-QFT , positive-QTOF	splash10-0a4i-0319000000-fae1bc18cd507096cb08	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Buflomedil LC-ESI-QFT , positive-QTOF	splash10-000l-0690000000-ac374322a53c99e8e8de	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Buflomedil LC-ESI-QFT , positive-QTOF	splash10-000i-1980000000-50abeeaba9271a98a868	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Buflomedil LC-ESI-QFT , positive-QTOF	splash10-0002-1920000000-4722dd3c660c24d7d25f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Buflomedil LC-ESI-QFT , positive-QTOF	splash10-0002-1900000000-5bd85eba9d36e9d83f6c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Buflomedil LC-ESI-QFT , positive-QTOF	splash10-0002-2900000000-af385ddbea4e66223c32	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Buflomedil , positive-QTOF	splash10-0a4r-0968000000-38c95649df8b70bd9f8f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Buflomedil 35V, Positive-QTOF	splash10-000e-1940000000-990863e057547a315586	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Buflomedil 75V, Positive-QTOF	splash10-0002-1900000000-54012d4f0cd84250558a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Buflomedil 60V, Positive-QTOF	splash10-0002-1930000000-366be62f455a577f06b6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Buflomedil 15V, Positive-QTOF	splash10-0a4i-0219000000-69d025f68c474bb30c84	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Buflomedil 90V, Positive-QTOF	splash10-0002-2900000000-865bad8bd4de79e07ec4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Buflomedil 30V, Positive-QTOF	splash10-000l-0690000000-bd56d1e87ab7293374f5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Buflomedil 45V, Positive-QTOF	splash10-000i-2980000000-709357272993c579d157	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Buflomedil 10V, Positive-QTOF	splash10-0a4i-0149000000-371e020762ddc63e4b02	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Buflomedil 20V, Positive-QTOF	splash10-0a4m-5694000000-b6ed9771527d78bff691	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Buflomedil 40V, Positive-QTOF	splash10-05fr-9430000000-0089746f408a93dd2b84	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Buflomedil 10V, Negative-QTOF	splash10-0a4i-0219000000-86949feac9e88504971b	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Buflomedil 20V, Negative-QTOF	splash10-066r-1943000000-bfd1ce460a2d78cd2d3c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Buflomedil 40V, Negative-QTOF	splash10-07or-9860000000-fd59b9b654f27e2af1d5	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Buflomedil 10V, Positive-QTOF	splash10-0a4i-0009000000-589baf41ad808048cf98	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Buflomedil 20V, Positive-QTOF	splash10-000b-2962000000-59072058e6bb8e8a4762	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Buflomedil 40V, Positive-QTOF	splash10-01qa-6920000000-f6b28d0cde28000b1145	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Buflomedil 10V, Negative-QTOF	splash10-0a4i-0009000000-726e0fb2e3ceb34346cb	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

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
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB13510

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2373

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Buflomedil

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1666811

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 Buflomedil (HMDB0249429)

MOL for HMDB0249429 (Buflomedil)

3D MOL for HMDB0249429 (Buflomedil)

3D SDF for HMDB0249429 (Buflomedil)

3D-SDF for HMDB0249429 (Buflomedil)

PDB for HMDB0249429 (Buflomedil)

3D PDB for HMDB0249429 (Buflomedil)

SMILES for HMDB0249429 (Buflomedil)

INCHI for HMDB0249429 (Buflomedil)

Structure for HMDB0249429 (Buflomedil)

3D Structure for HMDB0249429 (Buflomedil)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra