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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:22 UTC

Update Date

2022-03-07 02:53:26 UTC

HMDB ID

HMDB0032717

Secondary Accession Numbers

HMDB32717

Metabolite Identification

Common Name

Lepidine C

Description

Lepidine C 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 C has been detected, but not quantified in, brassicas and garden cresses (Lepidium sativum). This could make lepidine C a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Lepidine C.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 05061306392D          

 27 30  0  0  0  0            999 V2000
   11.3248    0.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3235    1.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091    0.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0380    0.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1814    1.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4669    0.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4821   -2.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3071   -2.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1612   -2.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5737   -2.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3235   -0.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946   -0.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8959   -0.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1814   -1.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091   -0.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1814   -0.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8959    0.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0380   -0.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4669   -0.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946   -1.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4669   -1.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272   -1.9072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5620   -1.9072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7133   -1.4993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3807   -2.6553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6104    1.0527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7525   -0.5973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  2  0  0  0  0
 10  9  2  0  0  0  0
 15  3  1  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
 16 14  1  0  0  0  0
 17  5  2  0  0  0  0
 17 13  1  0  0  0  0
 18  4  2  0  0  0  0
 18 11  1  0  0  0  0
 19  6  2  0  0  0  0
 19 16  1  0  0  0  0
 20 12  1  0  0  0  0
 21 14  1  0  0  0  0
 22  7  1  0  0  0  0
 22 20  2  0  0  0  0
 23  8  1  0  0  0  0
 23 20  1  0  0  0  0
 24  9  1  0  0  0  0
 24 21  2  0  0  0  0
 25 10  1  0  0  0  0
 25 21  1  0  0  0  0
 26  1  1  0  0  0  0
 26 17  1  0  0  0  0
 27 18  1  0  0  0  0
 27 19  1  0  0  0  0
M  END

HMDB0032717
     RDKit          3D
Lepidine C
 47 50  0  0  0  0  0  0  0  0999 V2000
   -4.5616    3.7462    0.4324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6203    2.3545    0.3633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4716    1.6164    0.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2767    2.2472   -0.1004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1164    1.5178   -0.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1339    0.1418   -0.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0313   -0.5218   -0.7112 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2562    0.0525   -0.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6201    0.4003   -2.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8532    0.9893   -2.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7394    1.2339   -1.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4009    0.8964   -0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3618    1.1643    0.9423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2780    0.0038    1.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0777   -1.0376    1.9997 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1294   -1.8848    1.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0228   -1.3541    1.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4714   -0.2120    0.5823 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738    0.3161    0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3394   -0.4949   -0.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3449   -1.9750   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7150   -2.5230   -0.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6333   -2.7434   -1.0518 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7612   -3.2409   -0.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5234   -3.3294    0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2748   -2.8876    1.0698 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4992    0.2333    0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0961    4.1978   -0.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8997    4.0717    1.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5416    4.2006    0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2588    3.3268   -0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1932    2.0670   -0.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9309    0.2105   -3.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1328    1.2604   -3.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7151    1.6934   -1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9879    2.0535    0.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8033    1.2986    1.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2927   -2.8104    2.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9862   -1.7588    0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9108    0.4297   -0.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8869    0.0427    1.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6348   -2.3520    0.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9356   -2.2808   -1.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6868   -3.5267   -0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2508   -3.7011    1.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8490   -2.8522    2.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4449   -0.2802    0.1766 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 12 19  2  0
  6 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 20 27  2  0
 27  3  1  0
 19  8  1  0
 26 22  1  0
 18 14  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
 21 43  1  0
 24 44  1  0
 25 45  1  0
 26 46  1  0
 27 47  1  0
M  END


  Mrv0541 05061306392D          

 27 30  0  0  0  0            999 V2000
   11.3248    0.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3235    1.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091    0.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0380    0.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1814    1.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4669    0.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4821   -2.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3071   -2.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1612   -2.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5737   -2.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3235   -0.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946   -0.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8959   -0.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1814   -1.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091   -0.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1814   -0.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8959    0.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0380   -0.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4669   -0.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946   -1.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4669   -1.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272   -1.9072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5620   -1.9072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7133   -1.4993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3807   -2.6553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6104    1.0527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7525   -0.5973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  2  0  0  0  0
 10  9  2  0  0  0  0
 15  3  1  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
 16 14  1  0  0  0  0
 17  5  2  0  0  0  0
 17 13  1  0  0  0  0
 18  4  2  0  0  0  0
 18 11  1  0  0  0  0
 19  6  2  0  0  0  0
 19 16  1  0  0  0  0
 20 12  1  0  0  0  0
 21 14  1  0  0  0  0
 22  7  1  0  0  0  0
 22 20  2  0  0  0  0
 23  8  1  0  0  0  0
 23 20  1  0  0  0  0
 24  9  1  0  0  0  0
 24 21  2  0  0  0  0
 25 10  1  0  0  0  0
 25 21  1  0  0  0  0
 26  1  1  0  0  0  0
 26 17  1  0  0  0  0
 27 18  1  0  0  0  0
 27 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032717

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(OC2=CC=CC(CC3=NC=CN3)=C2)C(CC2=NC=CN2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H20N4O2/c1-26-17-5-6-19(16(13-17)14-21-24-9-10-25-21)27-18-4-2-3-15(11-18)12-20-22-7-8-23-20/h2-11,13H,12,14H2,1H3,(H,22,23)(H,24,25)

> <INCHI_KEY>
GTJSRUGILPIENS-UHFFFAOYSA-N

> <FORMULA>
C21H20N4O2

> <MOLECULAR_WEIGHT>
360.4091

> <EXACT_MASS>
360.158625904

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
38.211231531008906

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-({3-[2-(1H-imidazol-2-ylmethyl)-4-methoxyphenoxy]phenyl}methyl)-1H-imidazole

> <ALOGPS_LOGP>
3.72

> <JCHEM_LOGP>
2.9937307879999997

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
13.691929413497416

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.08589507309162

> <JCHEM_PKA_STRONGEST_BASIC>
7.329552788834592

> <JCHEM_POLAR_SURFACE_AREA>
75.82000000000001

> <JCHEM_REFRACTIVITY>
102.9968

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.84e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-({3-[2-(1H-imidazol-2-ylmethyl)-4-methoxyphenoxy]phenyl}methyl)-1H-imidazole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032717
     RDKit          3D
Lepidine C
 47 50  0  0  0  0  0  0  0  0999 V2000
   -4.5616    3.7462    0.4324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6203    2.3545    0.3633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4716    1.6164    0.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2767    2.2472   -0.1004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1164    1.5178   -0.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1339    0.1418   -0.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0313   -0.5218   -0.7112 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2562    0.0525   -0.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6201    0.4003   -2.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8532    0.9893   -2.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7394    1.2339   -1.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4009    0.8964   -0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3618    1.1643    0.9423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2780    0.0038    1.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0777   -1.0376    1.9997 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1294   -1.8848    1.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0228   -1.3541    1.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4714   -0.2120    0.5823 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738    0.3161    0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3394   -0.4949   -0.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3449   -1.9750   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7150   -2.5230   -0.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6333   -2.7434   -1.0518 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7612   -3.2409   -0.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5234   -3.3294    0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2748   -2.8876    1.0698 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4992    0.2333    0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0961    4.1978   -0.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8997    4.0717    1.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5416    4.2006    0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2588    3.3268   -0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1932    2.0670   -0.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9309    0.2105   -3.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1328    1.2604   -3.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7151    1.6934   -1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9879    2.0535    0.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8033    1.2986    1.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2927   -2.8104    2.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9862   -1.7588    0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9108    0.4297   -0.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8869    0.0427    1.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6348   -2.3520    0.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9356   -2.2808   -1.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6868   -3.5267   -0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2508   -3.7011    1.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8490   -2.8522    2.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4449   -0.2802    0.1766 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 12 19  2  0
  6 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 20 27  2  0
 27  3  1  0
 19  8  1  0
 26 22  1  0
 18 14  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
 21 43  1  0
 24 44  1  0
 25 45  1  0
 26 46  1  0
 27 47  1  0
M  END

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      21.140   1.195   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.804   1.965   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.470   1.195   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.138   1.195   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.139   1.965   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.805   1.195   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.367  -5.025   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.907  -5.025   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.368  -3.943   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.138  -5.277   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.804  -1.115   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.137  -1.115   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.472  -0.345   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.139  -2.655   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.470  -0.345   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.139  -1.115   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.472   1.195   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.138  -0.345   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.805  -0.345   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.137  -2.655   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.805  -3.425   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       7.891  -3.560   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      10.382  -3.560   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      14.398  -2.799   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      15.644  -4.957   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0      19.806   1.965   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      14.471  -1.115   0.000  0.00  0.00           O+0
CONECT    1   26                                                            
CONECT    2    3    4                                                       
CONECT    3    2   15                                                       
CONECT    4    2   18                                                       
CONECT    5    6   17                                                       
CONECT    6    5   19                                                       
CONECT    7    8   22                                                       
CONECT    8    7   23                                                       
CONECT    9   10   24                                                       
CONECT   10    9   25                                                       
CONECT   11   15   18                                                       
CONECT   12   15   20                                                       
CONECT   13   16   17                                                       
CONECT   14   16   21                                                       
CONECT   15    3   11   12                                                  
CONECT   16   13   14   19                                                  
CONECT   17    5   13   26                                                  
CONECT   18    4   11   27                                                  
CONECT   19    6   16   27                                                  
CONECT   20   12   22   23                                                  
CONECT   21   14   24   25                                                  
CONECT   22    7   20                                                       
CONECT   23    8   20                                                       
CONECT   24    9   21                                                       
CONECT   25   10   21                                                       
CONECT   26    1   17                                                       
CONECT   27   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0032717
HETATM    1  C1  UNL     1      -4.562   3.746   0.432  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.620   2.355   0.363  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.472   1.616   0.096  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.277   2.247  -0.100  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.116   1.518  -0.369  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.134   0.142  -0.445  1.00  0.00           C  
HETATM    7  O2  UNL     1       0.031  -0.522  -0.711  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.256   0.052  -0.917  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.620   0.400  -2.204  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.853   0.989  -2.486  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.739   1.234  -1.453  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.401   0.896  -0.159  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.362   1.164   0.942  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.278   0.004   1.169  1.00  0.00           C  
HETATM   15  N1  UNL     1       5.078  -1.038   2.000  1.00  0.00           N  
HETATM   16  C13 UNL     1       6.129  -1.885   1.930  1.00  0.00           C  
HETATM   17  C14 UNL     1       7.023  -1.354   1.020  1.00  0.00           C  
HETATM   18  N2  UNL     1       6.471  -0.212   0.582  1.00  0.00           N  
HETATM   19  C15 UNL     1       2.174   0.316   0.080  1.00  0.00           C  
HETATM   20  C16 UNL     1      -2.339  -0.495  -0.247  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.345  -1.975  -0.331  1.00  0.00           C  
HETATM   22  C18 UNL     1      -3.715  -2.523  -0.095  1.00  0.00           C  
HETATM   23  N3  UNL     1      -4.633  -2.743  -1.052  1.00  0.00           N  
HETATM   24  C19 UNL     1      -5.761  -3.241  -0.505  1.00  0.00           C  
HETATM   25  C20 UNL     1      -5.523  -3.329   0.848  1.00  0.00           C  
HETATM   26  N4  UNL     1      -4.275  -2.888   1.070  1.00  0.00           N  
HETATM   27  C21 UNL     1      -3.499   0.233   0.022  1.00  0.00           C  
HETATM   28  H1  UNL     1      -4.096   4.198  -0.471  1.00  0.00           H  
HETATM   29  H2  UNL     1      -3.900   4.072   1.287  1.00  0.00           H  
HETATM   30  H3  UNL     1      -5.542   4.201   0.582  1.00  0.00           H  
HETATM   31  H4  UNL     1      -2.259   3.327  -0.041  1.00  0.00           H  
HETATM   32  H5  UNL     1      -0.193   2.067  -0.517  1.00  0.00           H  
HETATM   33  H6  UNL     1       0.931   0.210  -3.010  1.00  0.00           H  
HETATM   34  H7  UNL     1       3.133   1.260  -3.500  1.00  0.00           H  
HETATM   35  H8  UNL     1       4.715   1.693  -1.631  1.00  0.00           H  
HETATM   36  H9  UNL     1       4.988   2.054   0.736  1.00  0.00           H  
HETATM   37  H10 UNL     1       3.803   1.299   1.899  1.00  0.00           H  
HETATM   38  H11 UNL     1       6.293  -2.810   2.459  1.00  0.00           H  
HETATM   39  H12 UNL     1       7.986  -1.759   0.704  1.00  0.00           H  
HETATM   40  H13 UNL     1       6.911   0.430  -0.124  1.00  0.00           H  
HETATM   41  H14 UNL     1       1.887   0.043   1.089  1.00  0.00           H  
HETATM   42  H15 UNL     1      -1.635  -2.352   0.432  1.00  0.00           H  
HETATM   43  H16 UNL     1      -1.936  -2.281  -1.314  1.00  0.00           H  
HETATM   44  H17 UNL     1      -6.687  -3.527  -0.986  1.00  0.00           H  
HETATM   45  H18 UNL     1      -6.251  -3.701   1.586  1.00  0.00           H  
HETATM   46  H19 UNL     1      -3.849  -2.852   2.020  1.00  0.00           H  
HETATM   47  H20 UNL     1      -4.445  -0.280   0.177  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4   27
CONECT    4    5   31
CONECT    5    6    6   32
CONECT    6    7   20
CONECT    7    8
CONECT    8    9    9   19
CONECT    9   10   33
CONECT   10   11   11   34
CONECT   11   12   35
CONECT   12   13   19   19
CONECT   13   14   36   37
CONECT   14   15   15   18
CONECT   15   16
CONECT   16   17   17   38
CONECT   17   18   39
CONECT   18   40
CONECT   19   41
CONECT   20   21   27   27
CONECT   21   22   42   43
CONECT   22   23   23   26
CONECT   23   24
CONECT   24   25   25   44
CONECT   25   26   45
CONECT   26   46
CONECT   27   47
END

HMDB0032717
     RDKit          3D
Lepidine C
 47 50  0  0  0  0  0  0  0  0999 V2000
   -4.5616    3.7462    0.4324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6203    2.3545    0.3633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4716    1.6164    0.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2767    2.2472   -0.1004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1164    1.5178   -0.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1339    0.1418   -0.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0313   -0.5218   -0.7112 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2562    0.0525   -0.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6201    0.4003   -2.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8532    0.9893   -2.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7394    1.2339   -1.4526 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4009    0.8964   -0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3618    1.1643    0.9423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2780    0.0038    1.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0777   -1.0376    1.9997 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1294   -1.8848    1.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0228   -1.3541    1.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4714   -0.2120    0.5823 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738    0.3161    0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3394   -0.4949   -0.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3449   -1.9750   -0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7150   -2.5230   -0.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6333   -2.7434   -1.0518 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7612   -3.2409   -0.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5234   -3.3294    0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2748   -2.8876    1.0698 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4992    0.2333    0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0961    4.1978   -0.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8997    4.0717    1.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5416    4.2006    0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2588    3.3268   -0.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1932    2.0670   -0.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9309    0.2105   -3.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1328    1.2604   -3.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7151    1.6934   -1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9879    2.0535    0.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8033    1.2986    1.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2927   -2.8104    2.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9862   -1.7588    0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9108    0.4297   -0.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8869    0.0427    1.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6348   -2.3520    0.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9356   -2.2808   -1.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6868   -3.5267   -0.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2508   -3.7011    1.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8490   -2.8522    2.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4449   -0.2802    0.1766 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 12 19  2  0
  6 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 20 27  2  0
 27  3  1  0
 19  8  1  0
 26 22  1  0
 18 14  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
 21 43  1  0
 24 44  1  0
 25 45  1  0
 26 46  1  0
 27 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₂₀N₄O₂

Average Molecular Weight

360.4091

Monoisotopic Molecular Weight

360.158625904

IUPAC Name

2-({3-[2-(1H-imidazol-2-ylmethyl)-4-methoxyphenoxy]phenyl}methyl)-1H-imidazole

Traditional Name

2-({3-[2-(1H-imidazol-2-ylmethyl)-4-methoxyphenoxy]phenyl}methyl)-1H-imidazole

CAS Registry Number

Not Available

SMILES

COC1=CC=C(OC2=CC=CC(CC3=NC=CN3)=C2)C(CC2=NC=CN2)=C1

InChI Identifier

InChI=1S/C21H20N4O2/c1-26-17-5-6-19(16(13-17)14-21-24-9-10-25-21)27-18-4-2-3-15(11-18)12-20-22-7-8-23-20/h2-11,13H,12,14H2,1H3,(H,22,23)(H,24,25)

InChI Key

GTJSRUGILPIENS-UHFFFAOYSA-N

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
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Azole
Heteroaromatic compound
Imidazole
Ether
Azacycle
Organoheterocyclic compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0032717)

Cellular substructure

Membrane (HMDB: HMDB0032717)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032717)

Source

Exogenous

Food

Food (HMDB: HMDB0032717)

Vegetable

Leaf vegetable

Garden cress (FooDB: FOOD00099)

Brassica

Brassicas (FooDB: FOOD00857)

Endogenous

Plant

Plant (HMDB: HMDB0032717)

Not Available

Nutrient (HMDB: HMDB0032717)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	194 - 195 °C	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
Water Solubility	0.018 g/L	ALOGPS
logP	3.72	ALOGPS
logP	2.99	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	13.09	ChemAxon
pKa (Strongest Basic)	7.33	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.82 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	103 m³·mol⁻¹	ChemAxon
Polarizability	38.21 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	186.663	31661259
DarkChem	[M-H]-	189.073	31661259
DeepCCS	[M+H]+	190.396	30932474
DeepCCS	[M-H]-	188.039	30932474
DeepCCS	[M-2H]-	222.199	30932474
DeepCCS	[M+Na]+	197.524	30932474
AllCCS	[M+H]+	188.6	32859911
AllCCS	[M+H-H2O]+	185.6	32859911
AllCCS	[M+NH4]+	191.4	32859911
AllCCS	[M+Na]+	192.1	32859911
AllCCS	[M-H]-	189.0	32859911
AllCCS	[M+Na-2H]-	188.3	32859911
AllCCS	[M+HCOO]-	187.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lepidine C	COC1=CC=C(OC2=CC=CC(CC3=NC=CN3)=C2)C(CC2=NC=CN2)=C1	4539.8	Standard polar	33892256
Lepidine C	COC1=CC=C(OC2=CC=CC(CC3=NC=CN3)=C2)C(CC2=NC=CN2)=C1	3253.1	Standard non polar	33892256
Lepidine C	COC1=CC=C(OC2=CC=CC(CC3=NC=CN3)=C2)C(CC2=NC=CN2)=C1	3610.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lepidine C,1TMS,isomer #1	COC1=CC=C(OC2=CC=CC(CC3=NC=CN3[Si](C)(C)C)=C2)C(CC2=NC=C[NH]2)=C1	3241.1	Semi standard non polar	33892256
Lepidine C,1TMS,isomer #1	COC1=CC=C(OC2=CC=CC(CC3=NC=CN3[Si](C)(C)C)=C2)C(CC2=NC=C[NH]2)=C1	3314.0	Standard non polar	33892256
Lepidine C,1TMS,isomer #2	COC1=CC=C(OC2=CC=CC(CC3=NC=C[NH]3)=C2)C(CC2=NC=CN2[Si](C)(C)C)=C1	3287.6	Semi standard non polar	33892256
Lepidine C,1TMS,isomer #2	COC1=CC=C(OC2=CC=CC(CC3=NC=C[NH]3)=C2)C(CC2=NC=CN2[Si](C)(C)C)=C1	3312.5	Standard non polar	33892256
Lepidine C,2TMS,isomer #1	COC1=CC=C(OC2=CC=CC(CC3=NC=CN3[Si](C)(C)C)=C2)C(CC2=NC=CN2[Si](C)(C)C)=C1	3442.5	Semi standard non polar	33892256
Lepidine C,2TMS,isomer #1	COC1=CC=C(OC2=CC=CC(CC3=NC=CN3[Si](C)(C)C)=C2)C(CC2=NC=CN2[Si](C)(C)C)=C1	3252.8	Standard non polar	33892256
Lepidine C,1TBDMS,isomer #1	COC1=CC=C(OC2=CC=CC(CC3=NC=CN3[Si](C)(C)C(C)(C)C)=C2)C(CC2=NC=C[NH]2)=C1	3453.8	Semi standard non polar	33892256
Lepidine C,1TBDMS,isomer #1	COC1=CC=C(OC2=CC=CC(CC3=NC=CN3[Si](C)(C)C(C)(C)C)=C2)C(CC2=NC=C[NH]2)=C1	3438.3	Standard non polar	33892256
Lepidine C,1TBDMS,isomer #2	COC1=CC=C(OC2=CC=CC(CC3=NC=C[NH]3)=C2)C(CC2=NC=CN2[Si](C)(C)C(C)(C)C)=C1	3485.6	Semi standard non polar	33892256
Lepidine C,1TBDMS,isomer #2	COC1=CC=C(OC2=CC=CC(CC3=NC=C[NH]3)=C2)C(CC2=NC=CN2[Si](C)(C)C(C)(C)C)=C1	3434.6	Standard non polar	33892256
Lepidine C,2TBDMS,isomer #1	COC1=CC=C(OC2=CC=CC(CC3=NC=CN3[Si](C)(C)C(C)(C)C)=C2)C(CC2=NC=CN2[Si](C)(C)C(C)(C)C)=C1	3828.3	Semi standard non polar	33892256
Lepidine C,2TBDMS,isomer #1	COC1=CC=C(OC2=CC=CC(CC3=NC=CN3[Si](C)(C)C(C)(C)C)=C2)C(CC2=NC=CN2[Si](C)(C)C(C)(C)C)=C1	3479.4	Standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB010678

KNApSAcK ID

C00028460

Chemspider ID

30776950

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100927765

PDB ID

Not Available

ChEBI ID

175626

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Lepidine C (HMDB0032717)

MOL for HMDB0032717 (Lepidine C)

3D MOL for HMDB0032717 (Lepidine C)

3D SDF for HMDB0032717 (Lepidine C)

3D-SDF for HMDB0032717 (Lepidine C)

PDB for HMDB0032717 (Lepidine C)

3D PDB for HMDB0032717 (Lepidine C)

SMILES for HMDB0032717 (Lepidine C)

INCHI for HMDB0032717 (Lepidine C)

Structure for HMDB0032717 (Lepidine C)

3D Structure for HMDB0032717 (Lepidine C)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized