NP-MRD: Showing NP-Card for Lepidine E (NP0047547)

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Record Information

Version

2.0

Created at

2022-03-17 20:41:57 UTC

Updated at

2022-03-17 20:41:57 UTC

NP-MRD ID

NP0047547

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lepidine E

Description

Lepidine E belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group. Lepidine E is a very strong basic compound (based on its pKa). Outside of the human body, Lepidine E has been detected, but not quantified in, brassicas and garden cress. Lepidine E is found in Lepidium satisvum. This could make lepidine e a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061306552D          

 26 29  0  0  0  0            999 V2000
    4.1801    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    5.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9110   -0.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7360   -0.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8580    8.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4455    7.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091    3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    5.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3235    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    4.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3235    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    7.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6561    0.6910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9910    0.6910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6649    8.1839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9975    7.0278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    3.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    4.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  7  6  2  0  0  0  0
  9  8  2  0  0  0  0
 14  2  1  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 15  4  1  0  0  0  0
 15 11  2  0  0  0  0
 15 13  1  0  0  0  0
 16  3  2  0  0  0  0
 16 10  1  0  0  0  0
 17  5  1  0  0  0  0
 18 11  1  0  0  0  0
 18 17  2  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 21  6  1  0  0  0  0
 21 19  2  0  0  0  0
 22  7  1  0  0  0  0
 22 19  1  0  0  0  0
 23  8  1  0  0  0  0
 23 20  2  0  0  0  0
 24  9  1  0  0  0  0
 24 20  1  0  0  0  0
 25 17  1  0  0  0  0
 26 16  1  0  0  0  0
 26 18  1  0  0  0  0
M  END


  Mrv0541 05061306552D          

 26 29  0  0  0  0            999 V2000
    4.1801    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    5.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9110   -0.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7360   -0.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8580    8.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4455    7.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091    3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    5.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3235    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    4.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3235    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    7.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6561    0.6910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9910    0.6910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6649    8.1839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9975    7.0278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    3.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    4.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  7  6  2  0  0  0  0
  9  8  2  0  0  0  0
 14  2  1  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 15  4  1  0  0  0  0
 15 11  2  0  0  0  0
 15 13  1  0  0  0  0
 16  3  2  0  0  0  0
 16 10  1  0  0  0  0
 17  5  1  0  0  0  0
 18 11  1  0  0  0  0
 18 17  2  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 21  6  1  0  0  0  0
 21 19  2  0  0  0  0
 22  7  1  0  0  0  0
 22 19  1  0  0  0  0
 23  8  1  0  0  0  0
 23 20  2  0  0  0  0
 24  9  1  0  0  0  0
 24 20  1  0  0  0  0
 25 17  1  0  0  0  0
 26 16  1  0  0  0  0
 26 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047547

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=C(OC2=CC=CC(CC3=NC=CN3)=C2)C=C(CC2=NC=CN2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H18N4O2/c25-17-5-4-15(13-20-23-8-9-24-20)11-18(17)26-16-3-1-2-14(10-16)12-19-21-6-7-22-19/h1-11,25H,12-13H2,(H,21,22)(H,23,24)

> <INCHI_KEY>
TYCLBPSZSGTWCX-UHFFFAOYSA-N

> <FORMULA>
C20H18N4O2

> <MOLECULAR_WEIGHT>
346.3825

> <EXACT_MASS>
346.14297584

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.49265334562383

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(1H-imidazol-2-ylmethyl)-2-[3-(1H-imidazol-2-ylmethyl)phenoxy]phenol

> <ALOGPS_LOGP>
3.57

> <JCHEM_LOGP>
2.6087822455042797

> <ALOGPS_LOGS>
-3.95

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
13.139510531426808

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.437781584049942

> <JCHEM_PKA_STRONGEST_BASIC>
7.323660650250277

> <JCHEM_POLAR_SURFACE_AREA>
86.82000000000001

> <JCHEM_REFRACTIVITY>
98.5145

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.85e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(1H-imidazol-2-ylmethyl)-2-[3-(1H-imidazol-2-ylmethyl)phenoxy]phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       7.803   4.505   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.137   3.735   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.803   6.045   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.136  10.665   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.136   9.125   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.034  -0.175   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.574  -0.175   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.468  15.597   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.698  14.263   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.470   6.045   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.803  10.665   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.804   3.735   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.469  12.975   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.470   4.505   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.469  11.435   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.137   6.815   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.469   8.355   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.803   9.125   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.804   2.195   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.136  13.745   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      10.558   1.290   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0      13.050   1.290   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0       4.974  15.277   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       3.729  13.119   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0       6.469   6.815   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       9.137   8.355   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1   14                                                       
CONECT    3    1   16                                                       
CONECT    4    5   15                                                       
CONECT    5    4   17                                                       
CONECT    6    7   21                                                       
CONECT    7    6   22                                                       
CONECT    8    9   23                                                       
CONECT    9    8   24                                                       
CONECT   10   14   16                                                       
CONECT   11   15   18                                                       
CONECT   12   14   19                                                       
CONECT   13   15   20                                                       
CONECT   14    2   10   12                                                  
CONECT   15    4   11   13                                                  
CONECT   16    3   10   26                                                  
CONECT   17    5   18   25                                                  
CONECT   18   11   17   26                                                  
CONECT   19   12   21   22                                                  
CONECT   20   13   23   24                                                  
CONECT   21    6   19                                                       
CONECT   22    7   19                                                       
CONECT   23    8   20                                                       
CONECT   24    9   20                                                       
CONECT   25   17                                                            
CONECT   26   16   18                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₈N₄O₂

Average Mass

346.3825 Da

Monoisotopic Mass

346.14298 Da

IUPAC Name

4-(1H-imidazol-2-ylmethyl)-2-[3-(1H-imidazol-2-ylmethyl)phenoxy]phenol

Traditional Name

4-(1H-imidazol-2-ylmethyl)-2-[3-(1H-imidazol-2-ylmethyl)phenoxy]phenol

CAS Registry Number

Not Available

SMILES

OC1=C(OC2=CC=CC(CC3=NC=CN3)=C2)C=C(CC2=NC=CN2)C=C1

InChI Identifier

InChI=1S/C20H18N4O2/c25-17-5-4-15(13-20-23-8-9-24-20)11-18(17)26-16-3-1-2-14(10-16)12-19-21-6-7-22-19/h1-11,25H,12-13H2,(H,21,22)(H,23,24)

InChI Key

TYCLBPSZSGTWCX-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lepidium satisvum	Plant	KNApSAcK
Lepidium sativum	FooDB	KNAPSACK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
Diaryl ether
Phenoxy compound
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Azole
Imidazole
Heteroaromatic compound
Organoheterocyclic compound
Ether
Azacycle
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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	3.57	ALOGPS
logP	2.61	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.44	ChemAxon
pKa (Strongest Basic)	7.32	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.82 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	98.51 m³·mol⁻¹	ChemAxon
Polarizability	35.49 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0033095

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB011090

KNApSAcK ID

C00028462

Chemspider ID

30776972

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100927767

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Lepidine E (NP0047547)

MOL for NP0047547 (Lepidine E)

3D MOL for NP0047547 (Lepidine E)

3D SDF for NP0047547 (Lepidine E)

3D-SDF for NP0047547 (Lepidine E)

PDB for NP0047547 (Lepidine E)

3D PDB for NP0047547 (Lepidine E)

SMILES for NP0047547 (Lepidine E)

INCHI for NP0047547 (Lepidine E)

Structure for NP0047547 (Lepidine E)

3D Structure for NP0047547 (Lepidine E)