NP-MRD: Showing NP-Card for 6-[(E)-2-(3-methoxyphenyl)ethenyl]-2,3,4,5-tetrahydropyridine (NP0034232)

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Record Information

Version

2.0

Created at

2021-06-20 18:01:15 UTC

Updated at

2021-06-30 00:04:29 UTC

NP-MRD ID

NP0034232

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-[(E)-2-(3-methoxyphenyl)ethenyl]-2,3,4,5-tetrahydropyridine

Provided By

JEOL Database JEOL Logo

Description

2-[(E)-2-(3-Methoxyphenyl)ethenyl]-3,4,5,6-tetrahydropyridine belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. 6-[(E)-2-(3-methoxyphenyl)ethenyl]-2,3,4,5-tetrahydropyridine is found in Hippobroma longiflora and Lobelia siphilitica. 6-[(E)-2-(3-methoxyphenyl)ethenyl]-2,3,4,5-tetrahydropyridine was first documented in 2009 (Kesting, J. R., et al.). Based on a literature review very few articles have been published on 2-[(E)-2-(3-Methoxyphenyl)ethenyl]-3,4,5,6-tetrahydropyridine.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120013D          

 33 34  0  0  0  0            999 V2000
    4.0356   -4.6246   -2.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1554   -3.6804   -2.0346 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3139   -4.1480   -1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2295   -5.4658   -0.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3153   -5.8070    0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4863   -4.8329    0.9436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5693   -3.5024    0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3040   -2.4469    1.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6794   -2.3774    2.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5634   -1.3159    2.9079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9210   -1.4601    4.1405 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7756   -0.4735    4.7965 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6201    0.3330    3.8267 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7154    0.9376    2.7724 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0121   -0.1722    2.0135 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4796   -3.1769   -0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7192   -5.0511   -1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4777   -5.4090   -3.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6395   -4.0952   -3.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8548   -6.2518   -1.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2443   -6.8370    0.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2294   -5.1309    1.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6203   -1.7035    0.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3512   -3.1124    3.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4386   -0.9967    5.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1458    0.1927    5.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3722   -0.3101    3.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1564    1.1219    4.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922    1.5599    2.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9735    1.5893    3.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6988   -0.5919    1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1509    0.2457    1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5569   -2.1525   -0.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  3  2  1  0  0  0  0
  2  1  1  0  0  0  0
  6  7  2  0  0  0  0
 10  9  1  0  0  0  0
 10 11  2  0  0  0  0
  4  5  2  0  0  0  0
  7 16  1  0  0  0  0
 16  3  2  0  0  0  0
  3  4  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10 15  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  1  0  0  0  0
  4 20  1  0  0  0  0
  5 21  1  0  0  0  0
  6 22  1  0  0  0  0
 16 33  1  0  0  0  0
  8 23  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  9 24  1  0  0  0  0
 12 25  1  0  0  0  0
 12 26  1  0  0  0  0
 13 27  1  0  0  0  0
 13 28  1  0  0  0  0
 14 29  1  0  0  0  0
 14 30  1  0  0  0  0
 15 31  1  0  0  0  0
 15 32  1  0  0  0  0
M  END

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
    4.0356   -4.6246   -2.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1554   -3.6804   -2.0346 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3139   -4.1480   -1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2295   -5.4658   -0.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3153   -5.8070    0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4863   -4.8329    0.9436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5693   -3.5024    0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3040   -2.4469    1.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6794   -2.3774    2.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5634   -1.3159    2.9079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9210   -1.4601    4.1405 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7756   -0.4735    4.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6201    0.3330    3.8267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7154    0.9376    2.7724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0121   -0.1722    2.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4796   -3.1769   -0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7192   -5.0511   -1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4777   -5.4090   -3.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6395   -4.0952   -3.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8548   -6.2518   -1.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2443   -6.8370    0.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2294   -5.1309    1.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6203   -1.7035    0.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3512   -3.1124    3.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4386   -0.9967    5.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1458    0.1927    5.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3722   -0.3101    3.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1564    1.1219    4.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922    1.5599    2.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9735    1.5893    3.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6988   -0.5919    1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1509    0.2457    1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5569   -2.1525   -0.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  3  2  1  0
  2  1  1  0
  6  7  2  0
 10  9  1  0
 10 11  2  0
  4  5  2  0
  7 16  1  0
 16  3  2  0
  3  4  1  0
  7  8  1  0
  8  9  2  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
 16 33  1  0
  8 23  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  9 24  1  0
 12 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
M  END


  Mrv1652306202120013D          

 33 34  0  0  0  0            999 V2000
    4.0356   -4.6246   -2.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1554   -3.6804   -2.0346 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3139   -4.1480   -1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2295   -5.4658   -0.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3153   -5.8070    0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4863   -4.8329    0.9436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5693   -3.5024    0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3040   -2.4469    1.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6794   -2.3774    2.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5634   -1.3159    2.9079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9210   -1.4601    4.1405 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7756   -0.4735    4.7965 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6201    0.3330    3.8267 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7154    0.9376    2.7724 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0121   -0.1722    2.0135 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4796   -3.1769   -0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7192   -5.0511   -1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4777   -5.4090   -3.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6395   -4.0952   -3.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8548   -6.2518   -1.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2443   -6.8370    0.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2294   -5.1309    1.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6203   -1.7035    0.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3512   -3.1124    3.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4386   -0.9967    5.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1458    0.1927    5.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3722   -0.3101    3.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1564    1.1219    4.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922    1.5599    2.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9735    1.5893    3.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6988   -0.5919    1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1509    0.2457    1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5569   -2.1525   -0.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  3  2  1  0  0  0  0
  2  1  1  0  0  0  0
  6  7  2  0  0  0  0
 10  9  1  0  0  0  0
 10 11  2  0  0  0  0
  4  5  2  0  0  0  0
  7 16  1  0  0  0  0
 16  3  2  0  0  0  0
  3  4  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10 15  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  1  0  0  0  0
  4 20  1  0  0  0  0
  5 21  1  0  0  0  0
  6 22  1  0  0  0  0
 16 33  1  0  0  0  0
  8 23  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  9 24  1  0  0  0  0
 12 25  1  0  0  0  0
 12 26  1  0  0  0  0
 13 27  1  0  0  0  0
 13 28  1  0  0  0  0
 14 29  1  0  0  0  0
 14 30  1  0  0  0  0
 15 31  1  0  0  0  0
 15 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034232

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(=C(\[H])C1=NC([H])([H])C([H])([H])C([H])([H])C1([H])[H])C1=C([H])C([H])=C([H])C(OC([H])([H])[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H17NO/c1-16-14-7-4-5-12(11-14)8-9-13-6-2-3-10-15-13/h4-5,7-9,11H,2-3,6,10H2,1H3/b9-8+

> <INCHI_KEY>
VSZFPKSXBZLIQS-CMDGGOBGSA-N

> <FORMULA>
C14H17NO

> <MOLECULAR_WEIGHT>
215.296

> <EXACT_MASS>
215.131014171

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
25.809196108868775

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-[(E)-2-(3-methoxyphenyl)ethenyl]-2,3,4,5-tetrahydropyridine

> <ALOGPS_LOGP>
3.93

> <JCHEM_LOGP>
3.2159497249999998

> <ALOGPS_LOGS>
-4.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.771352450615327

> <JCHEM_POLAR_SURFACE_AREA>
21.59

> <JCHEM_REFRACTIVITY>
67.52430000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.59e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(E)-2-(3-methoxyphenyl)ethenyl]-3,4,5,6-tetrahydropyridine

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
    4.0356   -4.6246   -2.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1554   -3.6804   -2.0346 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3139   -4.1480   -1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2295   -5.4658   -0.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3153   -5.8070    0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4863   -4.8329    0.9436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5693   -3.5024    0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3040   -2.4469    1.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6794   -2.3774    2.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5634   -1.3159    2.9079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9210   -1.4601    4.1405 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7756   -0.4735    4.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6201    0.3330    3.8267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7154    0.9376    2.7724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0121   -0.1722    2.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4796   -3.1769   -0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7192   -5.0511   -1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4777   -5.4090   -3.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6395   -4.0952   -3.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8548   -6.2518   -1.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2443   -6.8370    0.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2294   -5.1309    1.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6203   -1.7035    0.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3512   -3.1124    3.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4386   -0.9967    5.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1458    0.1927    5.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3722   -0.3101    3.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1564    1.1219    4.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922    1.5599    2.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9735    1.5893    3.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6988   -0.5919    1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1509    0.2457    1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5569   -2.1525   -0.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  3  2  1  0
  2  1  1  0
  6  7  2  0
 10  9  1  0
 10 11  2  0
  4  5  2  0
  7 16  1  0
 16  3  2  0
  3  4  1  0
  7  8  1  0
  8  9  2  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
 16 33  1  0
  8 23  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  9 24  1  0
 12 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       4.036  -4.625  -2.631  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.155  -3.680  -2.035  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.314  -4.148  -1.062  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.229  -5.466  -0.615  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.315  -5.807   0.384  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.486  -4.833   0.944  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.569  -3.502   0.518  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.304  -2.447   1.054  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.679  -2.377   2.340  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.563  -1.316   2.908  0.00  0.00           C+0
HETATM   11  N   UNK     0      -1.921  -1.460   4.141  0.00  0.00           N+0
HETATM   12  C   UNK     0      -2.776  -0.474   4.797  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.620   0.333   3.827  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.715   0.938   2.772  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.012  -0.172   2.014  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.480  -3.177  -0.497  0.00  0.00           C+0
HETATM   17  H   UNK     0       4.719  -5.051  -1.890  0.00  0.00           H+0
HETATM   18  H   UNK     0       3.478  -5.409  -3.153  0.00  0.00           H+0
HETATM   19  H   UNK     0       4.640  -4.095  -3.374  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.855  -6.252  -1.025  0.00  0.00           H+0
HETATM   21  H   UNK     0       1.244  -6.837   0.725  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.229  -5.131   1.706  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.620  -1.704   0.328  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.351  -3.112   3.070  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.439  -0.997   5.494  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.146   0.193   5.398  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.372  -0.310   3.353  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.156   1.122   4.365  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.292   1.560   2.080  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.974   1.589   3.250  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.699  -0.592   1.268  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.151   0.246   1.482  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.557  -2.152  -0.855  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    3    1                                                       
CONECT    3    2   16    4                                                  
CONECT    4    5    3   20                                                  
CONECT    5    6    4   21                                                  
CONECT    6    5    7   22                                                  
CONECT    7    6   16    8                                                  
CONECT    8    7    9   23                                                  
CONECT    9   10    8   24                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   25   26                                             
CONECT   13   12   14   27   28                                             
CONECT   14   13   15   29   30                                             
CONECT   15   10   14   31   32                                             
CONECT   16    7    3   33                                                  
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    4                                                            
CONECT   21    5                                                            
CONECT   22    6                                                            
CONECT   23    8                                                            
CONECT   24    9                                                            
CONECT   25   12                                                            
CONECT   26   12                                                            
CONECT   27   13                                                            
CONECT   28   13                                                            
CONECT   29   14                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   15                                                            
CONECT   33   16                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

RDKit          3D

33 34  0  0  0  0  0  0  0  0999 V2000
    4.0356   -4.6246   -2.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1554   -3.6804   -2.0346 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3139   -4.1480   -1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2295   -5.4658   -0.6154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3153   -5.8070    0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4863   -4.8329    0.9436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5693   -3.5024    0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3040   -2.4469    1.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6794   -2.3774    2.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5634   -1.3159    2.9079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9210   -1.4601    4.1405 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7756   -0.4735    4.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6201    0.3330    3.8267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7154    0.9376    2.7724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0121   -0.1722    2.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4796   -3.1769   -0.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7192   -5.0511   -1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4777   -5.4090   -3.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6395   -4.0952   -3.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8548   -6.2518   -1.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2443   -6.8370    0.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2294   -5.1309    1.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6203   -1.7035    0.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3512   -3.1124    3.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4386   -0.9967    5.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1458    0.1927    5.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3722   -0.3101    3.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1564    1.1219    4.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922    1.5599    2.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9735    1.5893    3.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6988   -0.5919    1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1509    0.2457    1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5569   -2.1525   -0.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  3  2  1  0
  2  1  1  0
  6  7  2  0
 10  9  1  0
 10 11  2  0
  4  5  2  0
  7 16  1  0
 16  3  2  0
  3  4  1  0
  7  8  1  0
  8  9  2  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
 16 33  1  0
  8 23  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  9 24  1  0
 12 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₇NO

Average Mass

215.2960 Da

Monoisotopic Mass

215.13101 Da

IUPAC Name

6-[(E)-2-(3-methoxyphenyl)ethenyl]-2,3,4,5-tetrahydropyridine

Traditional Name

2-[(E)-2-(3-methoxyphenyl)ethenyl]-3,4,5,6-tetrahydropyridine

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C1=NC([H])([H])C([H])([H])C([H])([H])C1([H])[H])C1=C([H])C([H])=C([H])C(OC([H])([H])[H])=C1[H]

InChI Identifier

InChI=1S/C14H17NO/c1-16-14-7-4-5-12(11-14)8-9-13-6-2-3-10-15-13/h4-5,7-9,11H,2-3,6,10H2,1H3/b9-8+

InChI Key

VSZFPKSXBZLIQS-CMDGGOBGSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Hippobroma longiflora	LOTUS Database	35616633
Lobelia siphilitica	JEOL database	Kesting, J. R., et al, J. Nat. Prod. 72, 312 (2009)

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	3.93	ALOGPS
logP	3.22	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	8.77	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	21.59 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	67.52 m³·mol⁻¹	ChemAxon
Polarizability	25.81 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25242868

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kesting, J. R., et al. (2009). Kesting, J. R., et al, J. Nat. Prod. 72, 312 (2009). J. Nat. Prod..

Showing NP-Card for 6-[(E)-2-(3-methoxyphenyl)ethenyl]-2,3,4,5-tetrahydropyridine (NP0034232)

MOL for NP0034232 (6-[(E)-2-(3-methoxyphenyl)ethenyl]-2,3,4,5-tetrahydropyridine)

3D MOL for NP0034232 (6-[(E)-2-(3-methoxyphenyl)ethenyl]-2,3,4,5-tetrahydropyridine)

3D SDF for NP0034232 (6-[(E)-2-(3-methoxyphenyl)ethenyl]-2,3,4,5-tetrahydropyridine)

3D-SDF for NP0034232 (6-[(E)-2-(3-methoxyphenyl)ethenyl]-2,3,4,5-tetrahydropyridine)

PDB for NP0034232 (6-[(E)-2-(3-methoxyphenyl)ethenyl]-2,3,4,5-tetrahydropyridine)

3D PDB for NP0034232 (6-[(E)-2-(3-methoxyphenyl)ethenyl]-2,3,4,5-tetrahydropyridine)

SMILES for NP0034232 (6-[(E)-2-(3-methoxyphenyl)ethenyl]-2,3,4,5-tetrahydropyridine)

INCHI for NP0034232 (6-[(E)-2-(3-methoxyphenyl)ethenyl]-2,3,4,5-tetrahydropyridine)

Structure for NP0034232 (6-[(E)-2-(3-methoxyphenyl)ethenyl]-2,3,4,5-tetrahydropyridine)

3D Structure for NP0034232 (6-[(E)-2-(3-methoxyphenyl)ethenyl]-2,3,4,5-tetrahydropyridine)