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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:06:48 UTC

Update Date

2021-09-26 23:05:54 UTC

HMDB ID

HMDB0252961

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-(2,4-Dimethoxybenzylidene)anabaseine

Description

3-(2,4-Dimethoxybenzylidene)anabaseine belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups. Based on a literature review a significant number of articles have been published on 3-(2,4-Dimethoxybenzylidene)anabaseine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-(2,4-dimethoxybenzylidene)anabaseine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-(2,4-Dimethoxybenzylidene)anabaseine 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

HMDB0252961
     RDKit          3D
3-(2,4-Dimethoxybenzylidene)anabaseine
 43 45  0  0  0  0  0  0  0  0999 V2000
    4.8739    2.0910   -1.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8873    2.6172   -0.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8832    1.7980    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206    2.2374    0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512    1.3311    1.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8741    0.0296    0.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914   -0.9675    1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3218   -1.2725    1.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9389   -2.5146    1.7283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5697   -3.2934    0.5672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1288   -2.6712   -0.7574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053   -1.2734   -0.7976 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1674   -0.5238    0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4856    0.8790    0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0886    1.4593   -0.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4951    2.7590   -0.7100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3124    3.4951    0.4548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7261    2.8905    1.4922 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3181    1.6211    1.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9132   -0.4068    0.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082   -1.7289   -0.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9103   -2.1826   -1.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8583    0.4685   -0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4405    1.7775   -2.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3972    1.2387   -0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6041    2.9428   -1.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9258    3.2717    1.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2689    1.7738    2.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3818   -1.7771    1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1121   -3.1047    2.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7132   -2.2942    2.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6608   -3.3200    0.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1744   -4.3129    0.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506   -2.7288   -0.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6271   -3.2054   -1.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2385    0.8785   -1.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9594    3.1928   -1.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6436    4.5114    0.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8702    1.1738    2.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9608   -3.3005   -1.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7677   -1.8258   -2.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9390   -1.8671   -0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6327    0.1334   -1.0384 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  2  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23  3  1  0
 13  8  1  0
 19 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
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 11 34  1  0
 11 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
 23 43  1  0
M  END


  Mrv1652309112113072D          

 23 25  0  0  0  0            999 V2000
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    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 C   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
    5.7158   -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 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  9  6  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252961

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(OC)=C(C=C2CCCN=C2C2=CN=CC=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H20N2O2/c1-22-17-8-7-14(18(12-17)23-2)11-15-5-4-10-21-19(15)16-6-3-9-20-13-16/h3,6-9,11-13H,4-5,10H2,1-2H3

> <INCHI_KEY>
RPYWXZCFYPVCNQ-UHFFFAOYSA-N

> <FORMULA>
C19H20N2O2

> <MOLECULAR_WEIGHT>
308.381

> <EXACT_MASS>
308.152477892

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
33.15089351589271

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(2,4-dimethoxyphenyl)methylidene]-3,4,5,6-tetrahydro-2,3'-bipyridine

> <ALOGPS_LOGP>
3.57

> <JCHEM_LOGP>
2.9602342010000005

> <ALOGPS_LOGS>
-4.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.889867328495798

> <JCHEM_POLAR_SURFACE_AREA>
43.71000000000001

> <JCHEM_REFRACTIVITY>
91.82679999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.83e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(2,4-dimethoxyphenyl)methylidene]-5,6-dihydro-4H-2,3'-bipyridine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252961
     RDKit          3D
3-(2,4-Dimethoxybenzylidene)anabaseine
 43 45  0  0  0  0  0  0  0  0999 V2000
    4.8739    2.0910   -1.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8873    2.6172   -0.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8832    1.7980    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206    2.2374    0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512    1.3311    1.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8741    0.0296    0.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914   -0.9675    1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3218   -1.2725    1.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9389   -2.5146    1.7283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5697   -3.2934    0.5672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1288   -2.6712   -0.7574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053   -1.2734   -0.7976 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1674   -0.5238    0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4856    0.8790    0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0886    1.4593   -0.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4951    2.7590   -0.7100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3124    3.4951    0.4548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7261    2.8905    1.4922 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3181    1.6211    1.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9132   -0.4068    0.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082   -1.7289   -0.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9103   -2.1826   -1.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8583    0.4685   -0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4405    1.7775   -2.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3972    1.2387   -0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6041    2.9428   -1.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9258    3.2717    1.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2689    1.7738    2.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3818   -1.7771    1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1121   -3.1047    2.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7132   -2.2942    2.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6608   -3.3200    0.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1744   -4.3129    0.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506   -2.7288   -0.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6271   -3.2054   -1.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2385    0.8785   -1.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9594    3.1928   -1.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6436    4.5114    0.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8702    1.1738    2.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9608   -3.3005   -1.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7677   -1.8258   -2.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9390   -1.8671   -0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6327    0.1334   -1.0384 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  2  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23  3  1  0
 13  8  1  0
 19 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
 23 43  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       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       9.336 -10.010   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       5.335 -12.320   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   22                                                  
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22    5   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0252961
HETATM    1  C1  UNL     1       4.874   2.091  -1.339  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.887   2.617  -0.440  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.883   1.798   0.050  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.921   2.237   0.907  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.951   1.331   1.344  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.874   0.030   0.987  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.091  -0.967   1.320  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.322  -1.272   1.142  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.939  -2.515   1.728  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.570  -3.293   0.567  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.129  -2.671  -0.757  1.00  0.00           C  
HETATM   12  N1  UNL     1      -2.605  -1.273  -0.798  1.00  0.00           N  
HETATM   13  C11 UNL     1      -2.167  -0.524   0.243  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.486   0.879   0.310  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.089   1.459  -0.790  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.495   2.759  -0.710  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.312   3.495   0.455  1.00  0.00           C  
HETATM   18  N2  UNL     1      -2.726   2.890   1.492  1.00  0.00           N  
HETATM   19  C16 UNL     1      -2.318   1.621   1.443  1.00  0.00           C  
HETATM   20  C17 UNL     1       1.913  -0.407   0.078  1.00  0.00           C  
HETATM   21  O2  UNL     1       1.908  -1.729  -0.333  1.00  0.00           O  
HETATM   22  C18 UNL     1       2.910  -2.183  -1.216  1.00  0.00           C  
HETATM   23  C19 UNL     1       2.858   0.469  -0.350  1.00  0.00           C  
HETATM   24  H1  UNL     1       4.441   1.777  -2.289  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.397   1.239  -0.875  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.604   2.943  -1.489  1.00  0.00           H  
HETATM   27  H4  UNL     1       1.926   3.272   1.223  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.269   1.774   2.062  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.382  -1.777   1.997  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.112  -3.105   2.144  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.713  -2.294   2.445  1.00  0.00           H  
HETATM   32  H9  UNL     1      -3.661  -3.320   0.688  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.174  -4.313   0.615  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.051  -2.729  -0.898  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.627  -3.205  -1.567  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.238   0.878  -1.722  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.959   3.193  -1.586  1.00  0.00           H  
HETATM   38  H15 UNL     1      -3.644   4.511   0.487  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.870   1.174   2.353  1.00  0.00           H  
HETATM   40  H17 UNL     1       2.961  -3.301  -1.213  1.00  0.00           H  
HETATM   41  H18 UNL     1       2.768  -1.826  -2.259  1.00  0.00           H  
HETATM   42  H19 UNL     1       3.939  -1.867  -0.880  1.00  0.00           H  
HETATM   43  H20 UNL     1       3.633   0.133  -1.038  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   27
CONECT    5    6    6   28
CONECT    6    7   20
CONECT    7    8    8   29
CONECT    8    9   13
CONECT    9   10   30   31
CONECT   10   11   32   33
CONECT   11   12   34   35
CONECT   12   13   13
CONECT   13   14
CONECT   14   15   15   19
CONECT   15   16   36
CONECT   16   17   17   37
CONECT   17   18   38
CONECT   18   19   19
CONECT   19   39
CONECT   20   21   23   23
CONECT   21   22
CONECT   22   40   41   42
CONECT   23   43
END

HMDB0252961
     RDKit          3D
3-(2,4-Dimethoxybenzylidene)anabaseine
 43 45  0  0  0  0  0  0  0  0999 V2000
    4.8739    2.0910   -1.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8873    2.6172   -0.4397 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8832    1.7980    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206    2.2374    0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512    1.3311    1.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8741    0.0296    0.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914   -0.9675    1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3218   -1.2725    1.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9389   -2.5146    1.7283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5697   -3.2934    0.5672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1288   -2.6712   -0.7574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053   -1.2734   -0.7976 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1674   -0.5238    0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4856    0.8790    0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0886    1.4593   -0.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4951    2.7590   -0.7100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3124    3.4951    0.4548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7261    2.8905    1.4922 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3181    1.6211    1.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9132   -0.4068    0.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082   -1.7289   -0.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9103   -2.1826   -1.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8583    0.4685   -0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4405    1.7775   -2.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3972    1.2387   -0.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6041    2.9428   -1.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9258    3.2717    1.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2689    1.7738    2.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3818   -1.7771    1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1121   -3.1047    2.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7132   -2.2942    2.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6608   -3.3200    0.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1744   -4.3129    0.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506   -2.7288   -0.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6271   -3.2054   -1.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2385    0.8785   -1.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9594    3.1928   -1.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6436    4.5114    0.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8702    1.1738    2.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9608   -3.3005   -1.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7677   -1.8258   -2.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9390   -1.8671   -0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6327    0.1334   -1.0384 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  2  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23  3  1  0
 13  8  1  0
 19 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
 23 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀N₂O₂

Average Molecular Weight

308.381

Monoisotopic Molecular Weight

308.152477892

IUPAC Name

3-[(2,4-dimethoxyphenyl)methylidene]-3,4,5,6-tetrahydro-2,3'-bipyridine

Traditional Name

3-[(2,4-dimethoxyphenyl)methylidene]-5,6-dihydro-4H-2,3'-bipyridine

CAS Registry Number

Not Available

SMILES

COC1=CC(OC)=C(C=C2CCCN=C2C2=CN=CC=C2)C=C1

InChI Identifier

InChI=1S/C19H20N2O2/c1-22-17-8-7-14(18(12-17)23-2)11-15-5-4-10-21-19(15)16-6-3-9-20-13-16/h3,6-9,11-13H,4-5,10H2,1-2H3

InChI Key

RPYWXZCFYPVCNQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Methoxybenzenes

Direct Parent

Dimethoxybenzenes

Alternative Parents

Substituents

M-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Phenol ether
Anisole
Tetrahydropyridine
Alkyl aryl ether
Pyridine
Hydropyridine
Heteroaromatic compound
Ketimine
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
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)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.57	ALOGPS
logP	2.96	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	5.89	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.71 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	91.83 m³·mol⁻¹	ChemAxon
Polarizability	33.15 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	173.165	30932474
DeepCCS	[M-H]-	170.807	30932474
DeepCCS	[M-2H]-	203.693	30932474
DeepCCS	[M+Na]+	179.258	30932474
AllCCS	[M+H]+	175.5	32859911
AllCCS	[M+H-H2O]+	172.2	32859911
AllCCS	[M+NH4]+	178.5	32859911
AllCCS	[M+Na]+	179.4	32859911
AllCCS	[M-H]-	178.2	32859911
AllCCS	[M+Na-2H]-	178.0	32859911
AllCCS	[M+HCOO]-	177.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	13.1879 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.63 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1959.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	272.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	185.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	176.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	122.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	516.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	577.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	106.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1222.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	351.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1425.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	343.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	331.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	298.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	341.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(2,4-Dimethoxybenzylidene)anabaseine	COC1=CC(OC)=C(C=C2CCCN=C2C2=CN=CC=C2)C=C1	3875.0	Standard polar	33892256
3-(2,4-Dimethoxybenzylidene)anabaseine	COC1=CC(OC)=C(C=C2CCCN=C2C2=CN=CC=C2)C=C1	2655.0	Standard non polar	33892256
3-(2,4-Dimethoxybenzylidene)anabaseine	COC1=CC(OC)=C(C=C2CCCN=C2C2=CN=CC=C2)C=C1	2769.8	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 - 3-(2,4-Dimethoxybenzylidene)anabaseine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0036-0090000000-6a601596aa4e7777a670	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(2,4-Dimethoxybenzylidene)anabaseine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2,4-Dimethoxybenzylidene)anabaseine 10V, Positive-QTOF	splash10-0a4i-0009000000-177358f95daed3278632	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2,4-Dimethoxybenzylidene)anabaseine 20V, Positive-QTOF	splash10-0a4i-0469000000-b986f40cecb477682ad5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2,4-Dimethoxybenzylidene)anabaseine 40V, Positive-QTOF	splash10-0axr-2490000000-ca8a52648a5aa4908cb1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2,4-Dimethoxybenzylidene)anabaseine 10V, Negative-QTOF	splash10-0a4i-0309000000-d02c2b48f51431fe889d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2,4-Dimethoxybenzylidene)anabaseine 20V, Negative-QTOF	splash10-0a4i-0379000000-8174e49080c24e8aa18f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(2,4-Dimethoxybenzylidene)anabaseine 40V, Negative-QTOF	splash10-0bvi-0190000000-ee4f8d67aa392a37416c	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

26466003

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122226

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 3-(2,4-Dimethoxybenzylidene)anabaseine (HMDB0252961)

MOL for HMDB0252961 (3-(2,4-Dimethoxybenzylidene)anabaseine)

3D MOL for HMDB0252961 (3-(2,4-Dimethoxybenzylidene)anabaseine)

3D SDF for HMDB0252961 (3-(2,4-Dimethoxybenzylidene)anabaseine)

3D-SDF for HMDB0252961 (3-(2,4-Dimethoxybenzylidene)anabaseine)

PDB for HMDB0252961 (3-(2,4-Dimethoxybenzylidene)anabaseine)

3D PDB for HMDB0252961 (3-(2,4-Dimethoxybenzylidene)anabaseine)

SMILES for HMDB0252961 (3-(2,4-Dimethoxybenzylidene)anabaseine)

INCHI for HMDB0252961 (3-(2,4-Dimethoxybenzylidene)anabaseine)

Structure for HMDB0252961 (3-(2,4-Dimethoxybenzylidene)anabaseine)

3D Structure for HMDB0252961 (3-(2,4-Dimethoxybenzylidene)anabaseine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra