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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:58 UTC

Update Date

2022-03-07 02:53:32 UTC

HMDB ID

HMDB0032962

Secondary Accession Numbers

HMDB32962

Metabolite Identification

Common Name

Secoclausenamide

Description

Secoclausenamide belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Secoclausenamide has been detected, but not quantified in, fruits. This could make secoclausenamide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Secoclausenamide.

Structure

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

HMDB0032962
     RDKit          3D
Secoclausenamide
 43 44  0  0  0  0  0  0  0  0999 V2000
    0.2835   -2.0010   -1.9660 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5037   -0.6156   -1.6446 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393   -0.2429   -1.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8408   -0.3690    0.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1455   -0.0130    0.9484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4043    1.2869    1.3162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6311    1.6388    1.8682 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6141    0.7010    2.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3370   -0.5938    1.6864 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1223   -0.9552    1.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4991    0.3715   -1.7872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1832    1.5660   -1.4869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8469    0.0293   -2.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0464   -1.3304   -2.4333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9575    0.7196   -1.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6463    2.0918   -1.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3099    0.2662   -0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8955   -0.8762    0.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3135   -1.1853    1.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1558   -0.3701    2.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5905    0.7800    1.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1768    1.0927    0.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0266   -2.1481   -3.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.5296   -1.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2485   -2.5832   -1.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5664   -0.9794   -1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1412    0.7528   -1.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0173    0.2624    0.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6060   -1.4148    0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6643    2.0902    1.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8190    2.6705    2.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5669    0.9647    2.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154   -1.3380    1.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9992   -2.0022    0.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8767    0.4401   -3.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0029   -1.5755   -2.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8558    0.6670   -2.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2354    2.2204   -0.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2280   -1.5248   -0.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9698   -2.0969    2.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4808   -0.6158    3.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2577    1.4235    2.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5516    2.0191    0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 10  5  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
M  END


  Mrv0541 05061306492D          

 22 23  0  0  0  0            999 V2000
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    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
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    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
    4.2868    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  2  0  0  0  0
 13 12  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15 10  2  0  0  0  0
 15 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19  1  1  0  0  0  0
 19 13  1  0  0  0  0
 19 18  1  0  0  0  0
 20 16  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032962

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(CCC1=CC=CC=C1)C(=O)C(O)C(O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H21NO3/c1-19(13-12-14-8-4-2-5-9-14)18(22)17(21)16(20)15-10-6-3-7-11-15/h2-11,16-17,20-21H,12-13H2,1H3

> <INCHI_KEY>
NCIQCBQQKSZYHT-UHFFFAOYSA-N

> <FORMULA>
C18H21NO3

> <MOLECULAR_WEIGHT>
299.3642

> <EXACT_MASS>
299.152143543

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
32.41953744237752

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,3-dihydroxy-N-methyl-3-phenyl-N-(2-phenylethyl)propanamide

> <ALOGPS_LOGP>
1.81

> <JCHEM_LOGP>
1.9190445426666671

> <ALOGPS_LOGS>
-2.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.122763660753591

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.069270367117074

> <JCHEM_PKA_STRONGEST_BASIC>
-3.55810675119686

> <JCHEM_POLAR_SURFACE_AREA>
60.77

> <JCHEM_REFRACTIVITY>
85.64950000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dihydroxy-N-methyl-3-phenyl-N-(2-phenylethyl)propanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032962
     RDKit          3D
Secoclausenamide
 43 44  0  0  0  0  0  0  0  0999 V2000
    0.2835   -2.0010   -1.9660 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5037   -0.6156   -1.6446 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393   -0.2429   -1.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8408   -0.3690    0.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1455   -0.0130    0.9484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4043    1.2869    1.3162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6311    1.6388    1.8682 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6141    0.7010    2.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3370   -0.5938    1.6864 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1223   -0.9552    1.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4991    0.3715   -1.7872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1832    1.5660   -1.4869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8469    0.0293   -2.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0464   -1.3304   -2.4333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9575    0.7196   -1.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6463    2.0918   -1.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3099    0.2662   -0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8955   -0.8762    0.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3135   -1.1853    1.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1558   -0.3701    2.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5905    0.7800    1.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1768    1.0927    0.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0266   -2.1481   -3.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.5296   -1.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2485   -2.5832   -1.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5664   -0.9794   -1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1412    0.7528   -1.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0173    0.2624    0.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6060   -1.4148    0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6643    2.0902    1.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8190    2.6705    2.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5669    0.9647    2.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154   -1.3380    1.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9992   -2.0022    0.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8767    0.4401   -3.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0029   -1.5755   -2.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8558    0.6670   -2.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2354    2.2204   -0.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2280   -1.5248   -0.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9698   -2.0969    2.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4808   -0.6158    3.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2577    1.4235    2.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5516    2.0191    0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 10  5  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  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       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.004   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.671   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.671   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       8.002   6.160   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0      12.003   8.470   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      10.669   4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2    4    5                                                       
CONECT    3    6    7                                                       
CONECT    4    2    8                                                       
CONECT    5    2    9                                                       
CONECT    6    3   10                                                       
CONECT    7    3   11                                                       
CONECT    8    4   14                                                       
CONECT    9    5   14                                                       
CONECT   10    6   15                                                       
CONECT   11    7   15                                                       
CONECT   12   13   14                                                       
CONECT   13   12   19                                                       
CONECT   14    8    9   12                                                  
CONECT   15   10   11   16                                                  
CONECT   16   15   17   20                                                  
CONECT   17   16   18   21                                                  
CONECT   18   17   19   22                                                  
CONECT   19    1   13   18                                                  
CONECT   20   16                                                            
CONECT   21   17                                                            
CONECT   22   18                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0032962
HETATM    1  C1  UNL     1       0.284  -2.001  -1.966  1.00  0.00           C  
HETATM    2  N1  UNL     1       0.504  -0.616  -1.645  1.00  0.00           N  
HETATM    3  C2  UNL     1       1.839  -0.243  -1.147  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.841  -0.369   0.365  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.146  -0.013   0.948  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.404   1.287   1.316  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.631   1.639   1.868  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.614   0.701   2.060  1.00  0.00           C  
HETATM    9  C8  UNL     1       5.337  -0.594   1.686  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.122  -0.955   1.137  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.499   0.371  -1.787  1.00  0.00           C  
HETATM   12  O1  UNL     1      -0.183   1.566  -1.487  1.00  0.00           O  
HETATM   13  C11 UNL     1      -1.847   0.029  -2.263  1.00  0.00           C  
HETATM   14  O2  UNL     1      -2.046  -1.330  -2.433  1.00  0.00           O  
HETATM   15  C12 UNL     1      -2.958   0.720  -1.564  1.00  0.00           C  
HETATM   16  O3  UNL     1      -2.646   2.092  -1.466  1.00  0.00           O  
HETATM   17  C13 UNL     1      -3.310   0.266  -0.233  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.895  -0.876   0.402  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.314  -1.185   1.681  1.00  0.00           C  
HETATM   20  C16 UNL     1      -4.156  -0.370   2.370  1.00  0.00           C  
HETATM   21  C17 UNL     1      -4.591   0.780   1.768  1.00  0.00           C  
HETATM   22  C18 UNL     1      -4.177   1.093   0.493  1.00  0.00           C  
HETATM   23  H1  UNL     1       0.027  -2.148  -3.054  1.00  0.00           H  
HETATM   24  H2  UNL     1      -0.412  -2.530  -1.292  1.00  0.00           H  
HETATM   25  H3  UNL     1       1.249  -2.583  -1.865  1.00  0.00           H  
HETATM   26  H4  UNL     1       2.566  -0.979  -1.537  1.00  0.00           H  
HETATM   27  H5  UNL     1       2.141   0.753  -1.484  1.00  0.00           H  
HETATM   28  H6  UNL     1       1.017   0.262   0.735  1.00  0.00           H  
HETATM   29  H7  UNL     1       1.606  -1.415   0.648  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.664   2.090   1.191  1.00  0.00           H  
HETATM   31  H9  UNL     1       4.819   2.670   2.153  1.00  0.00           H  
HETATM   32  H10 UNL     1       6.567   0.965   2.487  1.00  0.00           H  
HETATM   33  H11 UNL     1       6.115  -1.338   1.838  1.00  0.00           H  
HETATM   34  H12 UNL     1       3.999  -2.002   0.874  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.877   0.440  -3.333  1.00  0.00           H  
HETATM   36  H14 UNL     1      -3.003  -1.576  -2.409  1.00  0.00           H  
HETATM   37  H15 UNL     1      -3.856   0.667  -2.241  1.00  0.00           H  
HETATM   38  H16 UNL     1      -2.235   2.220  -0.589  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.228  -1.525  -0.140  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.970  -2.097   2.160  1.00  0.00           H  
HETATM   41  H19 UNL     1      -4.481  -0.616   3.372  1.00  0.00           H  
HETATM   42  H20 UNL     1      -5.258   1.424   2.317  1.00  0.00           H  
HETATM   43  H21 UNL     1      -4.552   2.019   0.060  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   11
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6    6   10
CONECT    6    7   30
CONECT    7    8    8   31
CONECT    8    9   32
CONECT    9   10   10   33
CONECT   10   34
CONECT   11   12   12   13
CONECT   13   14   15   35
CONECT   14   36
CONECT   15   16   17   37
CONECT   16   38
CONECT   17   18   18   22
CONECT   18   19   39
CONECT   19   20   20   40
CONECT   20   21   41
CONECT   21   22   22   42
CONECT   22   43
END

HMDB0032962
     RDKit          3D
Secoclausenamide
 43 44  0  0  0  0  0  0  0  0999 V2000
    0.2835   -2.0010   -1.9660 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5037   -0.6156   -1.6446 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393   -0.2429   -1.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8408   -0.3690    0.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1455   -0.0130    0.9484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4043    1.2869    1.3162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6311    1.6388    1.8682 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6141    0.7010    2.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3370   -0.5938    1.6864 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1223   -0.9552    1.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4991    0.3715   -1.7872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1832    1.5660   -1.4869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8469    0.0293   -2.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0464   -1.3304   -2.4333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9575    0.7196   -1.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6463    2.0918   -1.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3099    0.2662   -0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8955   -0.8762    0.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3135   -1.1853    1.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1558   -0.3701    2.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5905    0.7800    1.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1768    1.0927    0.4931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0266   -2.1481   -3.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.5296   -1.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2485   -2.5832   -1.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5664   -0.9794   -1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1412    0.7528   -1.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0173    0.2624    0.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6060   -1.4148    0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6643    2.0902    1.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8190    2.6705    2.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5669    0.9647    2.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154   -1.3380    1.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9992   -2.0022    0.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8767    0.4401   -3.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0029   -1.5755   -2.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8558    0.6670   -2.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2354    2.2204   -0.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2280   -1.5248   -0.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9698   -2.0969    2.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4808   -0.6158    3.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2577    1.4235    2.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5516    2.0191    0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 10  5  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 18 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₂₁NO₃

Average Molecular Weight

299.3642

Monoisotopic Molecular Weight

299.152143543

IUPAC Name

2,3-dihydroxy-N-methyl-3-phenyl-N-(2-phenylethyl)propanamide

Traditional Name

2,3-dihydroxy-N-methyl-3-phenyl-N-(2-phenylethyl)propanamide

CAS Registry Number

140848-73-3

SMILES

CN(CCC1=CC=CC=C1)C(=O)C(O)C(O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H21NO3/c1-19(13-12-14-8-4-2-5-9-14)18(22)17(21)16(20)15-10-6-3-7-11-15/h2-11,16-17,20-21H,12-13H2,1H3

InChI Key

NCIQCBQQKSZYHT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Monosaccharide
Tertiary carboxylic acid amide
1,2-diol
Carboxamide group
Secondary alcohol
Carboxylic acid derivative
Organic nitrogen compound
Aromatic alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032962)
Cytoplasm (HMDB: HMDB0032962)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032962)

Source

Exogenous

Food

Food (HMDB: HMDB0032962)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0032962)

Not Available

Nutrient (HMDB: HMDB0032962)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	145 - 147 °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	0.89 g/L	ALOGPS
logP	1.81	ALOGPS
logP	1.92	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	12.07	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	60.77 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	85.65 m³·mol⁻¹	ChemAxon
Polarizability	32.42 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	169.565	31661259
DarkChem	[M-H]-	167.86	31661259
DeepCCS	[M+H]+	167.416	30932474
DeepCCS	[M-H]-	165.058	30932474
DeepCCS	[M-2H]-	197.944	30932474
DeepCCS	[M+Na]+	173.509	30932474
AllCCS	[M+H]+	174.5	32859911
AllCCS	[M+H-H2O]+	171.1	32859911
AllCCS	[M+NH4]+	177.7	32859911
AllCCS	[M+Na]+	178.6	32859911
AllCCS	[M-H]-	174.8	32859911
AllCCS	[M+Na-2H]-	174.9	32859911
AllCCS	[M+HCOO]-	175.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Secoclausenamide	CN(CCC1=CC=CC=C1)C(=O)C(O)C(O)C1=CC=CC=C1	3385.9	Standard polar	33892256
Secoclausenamide	CN(CCC1=CC=CC=C1)C(=O)C(O)C(O)C1=CC=CC=C1	2526.8	Standard non polar	33892256
Secoclausenamide	CN(CCC1=CC=CC=C1)C(=O)C(O)C(O)C1=CC=CC=C1	2535.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Secoclausenamide,1TMS,isomer #1	CN(CCC1=CC=CC=C1)C(=O)C(O[Si](C)(C)C)C(O)C1=CC=CC=C1	2455.6	Semi standard non polar	33892256
Secoclausenamide,1TMS,isomer #2	CN(CCC1=CC=CC=C1)C(=O)C(O)C(O[Si](C)(C)C)C1=CC=CC=C1	2436.5	Semi standard non polar	33892256
Secoclausenamide,2TMS,isomer #1	CN(CCC1=CC=CC=C1)C(=O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1=CC=CC=C1	2412.7	Semi standard non polar	33892256
Secoclausenamide,1TBDMS,isomer #1	CN(CCC1=CC=CC=C1)C(=O)C(O[Si](C)(C)C(C)(C)C)C(O)C1=CC=CC=C1	2719.3	Semi standard non polar	33892256
Secoclausenamide,1TBDMS,isomer #2	CN(CCC1=CC=CC=C1)C(=O)C(O)C(O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2705.8	Semi standard non polar	33892256
Secoclausenamide,2TBDMS,isomer #1	CN(CCC1=CC=CC=C1)C(=O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2890.6	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 - Secoclausenamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1900000000-c92617b7e2889cd8a4c3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Secoclausenamide GC-MS (2 TMS) - 70eV, Positive	splash10-004i-2922100000-50932625ea02838466a3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Secoclausenamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Secoclausenamide 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 - Secoclausenamide 10V, Positive-QTOF	splash10-0udi-0729000000-e84514127c3e3ce3cc8b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoclausenamide 20V, Positive-QTOF	splash10-0a4i-0910000000-9d45e66c4519d8bc9ba3	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoclausenamide 40V, Positive-QTOF	splash10-0a4i-3900000000-d3efb3eca086a4a5ebbc	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoclausenamide 10V, Negative-QTOF	splash10-0002-0690000000-bdbd16080ed42c636e11	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoclausenamide 20V, Negative-QTOF	splash10-0540-2910000000-49d364afb1da696acf53	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoclausenamide 40V, Negative-QTOF	splash10-057r-8900000000-f264eef19588a11bc68c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoclausenamide 10V, Positive-QTOF	splash10-0a4i-1902000000-4d265c53f4fb32c3f4cf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoclausenamide 20V, Positive-QTOF	splash10-056r-3900000000-a165531bb7802e553049	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoclausenamide 40V, Positive-QTOF	splash10-054o-9800000000-8dfd34a020b72c1ee667	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoclausenamide 10V, Negative-QTOF	splash10-0002-0390000000-4cc9851e9b33357cee38	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoclausenamide 20V, Negative-QTOF	splash10-0a6r-4900000000-fca87e129022f9bcef83	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoclausenamide 40V, Negative-QTOF	splash10-069r-7900000000-70ed5b3cdb877ad8bc38	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB010948

KNApSAcK ID

C00057050

Chemspider ID

8600260

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10424832

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

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

Showing metabocard for Secoclausenamide (HMDB0032962)

MOL for HMDB0032962 (Secoclausenamide)

3D MOL for HMDB0032962 (Secoclausenamide)

3D SDF for HMDB0032962 (Secoclausenamide)

3D-SDF for HMDB0032962 (Secoclausenamide)

PDB for HMDB0032962 (Secoclausenamide)

3D PDB for HMDB0032962 (Secoclausenamide)

SMILES for HMDB0032962 (Secoclausenamide)

INCHI for HMDB0032962 (Secoclausenamide)

Structure for HMDB0032962 (Secoclausenamide)

3D Structure for HMDB0032962 (Secoclausenamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra