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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:43:28 UTC

Update Date

2022-03-07 02:53:55 UTC

HMDB ID

HMDB0033950

Secondary Accession Numbers

HMDB33950

Metabolite Identification

Common Name

Parakmerin A

Description

Parakmerin A belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Parakmerin A has been detected, but not quantified in, herbs and spices. This could make parakmerin a a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Parakmerin A.

Structure

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

HMDB0033950
     RDKit          3D
Parakmerin A
 42 44  0  0  0  0  0  0  0  0999 V2000
   -7.3854   -0.6003    0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1187    0.1321    0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9540   -0.4816    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6747    0.1373    0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5387    1.4459   -0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2674    1.9805   -0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1156    1.2314   -0.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2494   -0.0906   -0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5007   -0.6007    0.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1180   -0.7126   -0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2538   -1.5593    1.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0045    0.4995    0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3257    0.2734   -0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4987    0.1529   -1.9772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7435   -0.0591   -2.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8727   -0.1587   -1.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1087   -0.3715   -2.3190 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7213   -0.0422   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8512   -0.1425    0.4399 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7868   -0.0355    1.8406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4639    0.1699    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2411    1.4820   -0.6443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0789    0.0496    1.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8875   -0.8047   -0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1948   -1.4893    1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1284    1.1688   -0.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9645   -1.5457    0.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4193    2.0799   -0.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2087    3.0208   -0.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6154   -1.6463    0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2209   -1.3294   -0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1934   -2.5587    0.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3246   -1.7123    1.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2916   -1.1001    2.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1605    0.8062    1.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020    0.2338   -2.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8525   -0.1489   -3.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9079   -0.4392   -1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8251    0.0351    2.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2398   -0.8579    2.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2334    0.9036    2.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4307    0.2508    1.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 12 22  1  0
  9  4  1  0
 21 13  1  0
 22  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 17 38  1  0
 20 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  1  0
M  END


  Mrv0541 05061307272D          

 22 24  0  0  0  0            999 V2000
    6.1368   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  2  0  0  0  0
  8  7  2  0  0  0  0
  9  6  2  0  0  0  0
 12  2  1  0  0  0  0
 13  5  1  0  0  0  0
 13  6  1  0  0  0  0
 13 10  2  0  0  0  0
 14  7  1  0  0  0  0
 14 11  2  0  0  0  0
 15 10  1  0  0  0  0
 15 12  1  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 17 15  2  0  0  0  0
 18 11  1  0  0  0  0
 18 16  2  0  0  0  0
 19 12  1  0  0  0  0
 19 14  1  0  0  0  0
 20 16  1  0  0  0  0
 21  3  1  0  0  0  0
 21 18  1  0  0  0  0
 22 17  1  0  0  0  0
 22 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033950

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(=C1)C1OC2=C(C=C(\C=C\C)C=C2)C1C

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O3/c1-4-5-13-6-9-17-15(10-13)12(2)19(22-17)14-7-8-16(20)18(11-14)21-3/h4-12,19-20H,1-3H3/b5-4+

> <INCHI_KEY>
FCFVMNGCSPIORZ-SNAWJCMRSA-N

> <FORMULA>
C19H20O3

> <MOLECULAR_WEIGHT>
296.3603

> <EXACT_MASS>
296.141244506

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.39926297932039

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methoxy-4-{3-methyl-5-[(1E)-prop-1-en-1-yl]-2,3-dihydro-1-benzofuran-2-yl}phenol

> <ALOGPS_LOGP>
4.87

> <JCHEM_LOGP>
4.666776545666666

> <ALOGPS_LOGS>
-4.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.9100542682924

> <JCHEM_PKA_STRONGEST_BASIC>
-4.58757139907778

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
88.3891

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.12e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methoxy-4-{3-methyl-5-[(1E)-prop-1-en-1-yl]-2,3-dihydro-1-benzofuran-2-yl}phenol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0033950
     RDKit          3D
Parakmerin A
 42 44  0  0  0  0  0  0  0  0999 V2000
   -7.3854   -0.6003    0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1187    0.1321    0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9540   -0.4816    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6747    0.1373    0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5387    1.4459   -0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2674    1.9805   -0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1156    1.2314   -0.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2494   -0.0906   -0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5007   -0.6007    0.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1180   -0.7126   -0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2538   -1.5593    1.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0045    0.4995    0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3257    0.2734   -0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4987    0.1529   -1.9772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7435   -0.0591   -2.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8727   -0.1587   -1.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1087   -0.3715   -2.3190 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7213   -0.0422   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8512   -0.1425    0.4399 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7868   -0.0355    1.8406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4639    0.1699    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2411    1.4820   -0.6443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0789    0.0496    1.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8875   -0.8047   -0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1948   -1.4893    1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1284    1.1688   -0.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9645   -1.5457    0.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4193    2.0799   -0.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2087    3.0208   -0.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6154   -1.6463    0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2209   -1.3294   -0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1934   -2.5587    0.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3246   -1.7123    1.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2916   -1.1001    2.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1605    0.8062    1.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020    0.2338   -2.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8525   -0.1489   -3.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9079   -0.4392   -1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8251    0.0351    2.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2398   -0.8579    2.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2334    0.9036    2.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4307    0.2508    1.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 12 22  1  0
  9  4  1  0
 21 13  1  0
 22  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 17 38  1  0
 20 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  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      11.455  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.846  -1.941   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.433  -3.231   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.122   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.107   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.433   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.107  -0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.877   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.203   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.433  -0.564   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.743   0.770   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -2.203  -1.897   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.322   2.016   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   12                                                            
CONECT    3   21                                                            
CONECT    4    1    5                                                       
CONECT    5    4   13                                                       
CONECT    6    9   13                                                       
CONECT    7    8   14                                                       
CONECT    8    7   16                                                       
CONECT    9    6   17                                                       
CONECT   10   13   15                                                       
CONECT   11   14   18                                                       
CONECT   12    2   15   19                                                  
CONECT   13    5    6   10                                                  
CONECT   14    7   11   19                                                  
CONECT   15   10   12   17                                                  
CONECT   16    8   18   20                                                  
CONECT   17    9   15   22                                                  
CONECT   18   11   16   21                                                  
CONECT   19   12   14   22                                                  
CONECT   20   16                                                            
CONECT   21    3   18                                                       
CONECT   22   17   19                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0033950
HETATM    1  C1  UNL     1      -7.385  -0.600   0.576  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.119   0.132   0.264  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.954  -0.482   0.342  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.675   0.137   0.061  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.539   1.446  -0.322  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.267   1.980  -0.579  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.116   1.231  -0.461  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.249  -0.091  -0.075  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.501  -0.601   0.173  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.118  -0.713  -0.011  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.254  -1.559   1.229  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.004   0.499   0.012  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.326   0.273  -0.600  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.499   0.153  -1.977  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.743  -0.059  -2.540  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.873  -0.159  -1.727  1.00  0.00           C  
HETATM   17  O1  UNL     1       6.109  -0.372  -2.319  1.00  0.00           O  
HETATM   18  C17 UNL     1       4.721  -0.042  -0.364  1.00  0.00           C  
HETATM   19  O2  UNL     1       5.851  -0.143   0.440  1.00  0.00           O  
HETATM   20  C18 UNL     1       5.787  -0.035   1.841  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.464   0.170   0.175  1.00  0.00           C  
HETATM   22  O3  UNL     1       0.241   1.482  -0.644  1.00  0.00           O  
HETATM   23  H1  UNL     1      -8.079   0.050   1.180  1.00  0.00           H  
HETATM   24  H2  UNL     1      -7.887  -0.805  -0.376  1.00  0.00           H  
HETATM   25  H3  UNL     1      -7.195  -1.489   1.185  1.00  0.00           H  
HETATM   26  H4  UNL     1      -6.128   1.169  -0.030  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.964  -1.546   0.645  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.419   2.080  -0.430  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.209   3.021  -0.879  1.00  0.00           H  
HETATM   30  H8  UNL     1      -2.615  -1.646   0.480  1.00  0.00           H  
HETATM   31  H9  UNL     1       0.221  -1.329  -0.912  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.193  -2.559   0.988  1.00  0.00           H  
HETATM   33  H11 UNL     1       1.325  -1.712   1.469  1.00  0.00           H  
HETATM   34  H12 UNL     1      -0.292  -1.100   2.101  1.00  0.00           H  
HETATM   35  H13 UNL     1       1.160   0.806   1.066  1.00  0.00           H  
HETATM   36  H14 UNL     1       1.602   0.234  -2.598  1.00  0.00           H  
HETATM   37  H15 UNL     1       3.853  -0.149  -3.606  1.00  0.00           H  
HETATM   38  H16 UNL     1       6.908  -0.439  -1.703  1.00  0.00           H  
HETATM   39  H17 UNL     1       6.825   0.035   2.225  1.00  0.00           H  
HETATM   40  H18 UNL     1       5.240  -0.858   2.316  1.00  0.00           H  
HETATM   41  H19 UNL     1       5.233   0.904   2.122  1.00  0.00           H  
HETATM   42  H20 UNL     1       3.431   0.251   1.264  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    3   26
CONECT    3    4   27
CONECT    4    5    5    9
CONECT    5    6   28
CONECT    6    7    7   29
CONECT    7    8   22
CONECT    8    9    9   10
CONECT    9   30
CONECT   10   11   12   31
CONECT   11   32   33   34
CONECT   12   13   22   35
CONECT   13   14   14   21
CONECT   14   15   36
CONECT   15   16   16   37
CONECT   16   17   18
CONECT   17   38
CONECT   18   19   21   21
CONECT   19   20
CONECT   20   39   40   41
CONECT   21   42
END

HMDB0033950
     RDKit          3D
Parakmerin A
 42 44  0  0  0  0  0  0  0  0999 V2000
   -7.3854   -0.6003    0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1187    0.1321    0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9540   -0.4816    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6747    0.1373    0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5387    1.4459   -0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2674    1.9805   -0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1156    1.2314   -0.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2494   -0.0906   -0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5007   -0.6007    0.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1180   -0.7126   -0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2538   -1.5593    1.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0045    0.4995    0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3257    0.2734   -0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4987    0.1529   -1.9772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7435   -0.0591   -2.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8727   -0.1587   -1.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1087   -0.3715   -2.3190 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7213   -0.0422   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8512   -0.1425    0.4399 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7868   -0.0355    1.8406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4639    0.1699    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2411    1.4820   -0.6443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0789    0.0496    1.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8875   -0.8047   -0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1948   -1.4893    1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1284    1.1688   -0.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9645   -1.5457    0.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4193    2.0799   -0.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2087    3.0208   -0.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6154   -1.6463    0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2209   -1.3294   -0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1934   -2.5587    0.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3246   -1.7123    1.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2916   -1.1001    2.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1605    0.8062    1.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020    0.2338   -2.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8525   -0.1489   -3.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9079   -0.4392   -1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8251    0.0351    2.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2398   -0.8579    2.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2334    0.9036    2.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4307    0.2508    1.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 12 22  1  0
  9  4  1  0
 21 13  1  0
 22  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 17 38  1  0
 20 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀O₃

Average Molecular Weight

296.3603

Monoisotopic Molecular Weight

296.141244506

IUPAC Name

2-methoxy-4-{3-methyl-5-[(1E)-prop-1-en-1-yl]-2,3-dihydro-1-benzofuran-2-yl}phenol

Traditional Name

2-methoxy-4-{3-methyl-5-[(1E)-prop-1-en-1-yl]-2,3-dihydro-1-benzofuran-2-yl}phenol

CAS Registry Number

119555-99-6

SMILES

COC1=C(O)C=CC(=C1)C1OC2=C(C=C(\C=C\C)C=C2)C1C

InChI Identifier

InChI=1S/C19H20O3/c1-4-5-13-6-9-17-15(10-13)12(2)19(22-17)14-7-8-16(20)18(11-14)21-3/h4-12,19-20H,1-3H3/b5-4+

InChI Key

FCFVMNGCSPIORZ-SNAWJCMRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Neolignan skeleton
Methoxyphenol
Coumaran
Benzofuran
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.45 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0041 g/L	ALOGPS
logP	4.87	ALOGPS
logP	4.67	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	9.91	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	88.39 m³·mol⁻¹	ChemAxon
Polarizability	33.4 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	174.097	31661259
DarkChem	[M-H]-	171.583	31661259
DeepCCS	[M+H]+	175.566	30932474
DeepCCS	[M-H]-	173.208	30932474
DeepCCS	[M-2H]-	207.287	30932474
DeepCCS	[M+Na]+	182.514	30932474
AllCCS	[M+H]+	172.6	32859911
AllCCS	[M+H-H2O]+	168.9	32859911
AllCCS	[M+NH4]+	176.0	32859911
AllCCS	[M+Na]+	177.0	32859911
AllCCS	[M-H]-	176.6	32859911
AllCCS	[M+Na-2H]-	176.2	32859911
AllCCS	[M+HCOO]-	175.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Parakmerin A	COC1=C(O)C=CC(=C1)C1OC2=C(C=C(\C=C\C)C=C2)C1C	3628.7	Standard polar	33892256
Parakmerin A	COC1=C(O)C=CC(=C1)C1OC2=C(C=C(\C=C\C)C=C2)C1C	2421.7	Standard non polar	33892256
Parakmerin A	COC1=C(O)C=CC(=C1)C1OC2=C(C=C(\C=C\C)C=C2)C1C	2557.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Parakmerin A,1TMS,isomer #1	C/C=C/C1=CC=C2OC(C3=CC=C(O[Si](C)(C)C)C(OC)=C3)C(C)C2=C1	2652.3	Semi standard non polar	33892256
Parakmerin A,1TBDMS,isomer #1	C/C=C/C1=CC=C2OC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3)C(C)C2=C1	2906.3	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 - Parakmerin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-00si-0390000000-a4e2ae360685b9cad333	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Parakmerin A GC-MS (1 TMS) - 70eV, Positive	splash10-0udi-4229000000-6f4ff37b18855363a78b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Parakmerin A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Parakmerin A 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 - Parakmerin A 10V, Positive-QTOF	splash10-0002-0290000000-4c1e3cbe1bd266a0a8ed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Parakmerin A 20V, Positive-QTOF	splash10-0002-1790000000-f5bf577c722ce2f7c199	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Parakmerin A 40V, Positive-QTOF	splash10-0006-2900000000-8af889e546b4fc97f827	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Parakmerin A 10V, Negative-QTOF	splash10-0002-0090000000-6ce1628639c7d38ea223	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Parakmerin A 20V, Negative-QTOF	splash10-0002-0190000000-d38a8d00910a1d537ea1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Parakmerin A 40V, Negative-QTOF	splash10-0a4l-1950000000-4662c5c9d0b685d7724a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Parakmerin A 10V, Negative-QTOF	splash10-0002-0090000000-db72210c281b6deac77d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Parakmerin A 20V, Negative-QTOF	splash10-0002-0290000000-37746cc8b85380ab9f7d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Parakmerin A 40V, Negative-QTOF	splash10-0006-1590000000-32dac06da6c34889153d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Parakmerin A 10V, Positive-QTOF	splash10-0002-0090000000-c6ff75e711e933caea72	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Parakmerin A 20V, Positive-QTOF	splash10-006t-0690000000-30177a0754a0431443d3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Parakmerin A 40V, Positive-QTOF	splash10-0012-0940000000-6ed5de82830d2530cbd2	2021-09-22	Wishart Lab	View Spectrum

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

FDB012165

KNApSAcK ID

C00056918

Chemspider ID

35013679

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14213226

PDB ID

Not Available

ChEBI ID

174823

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1839451

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 Parakmerin A (HMDB0033950)

MOL for HMDB0033950 (Parakmerin A)

3D MOL for HMDB0033950 (Parakmerin A)

3D SDF for HMDB0033950 (Parakmerin A)

3D-SDF for HMDB0033950 (Parakmerin A)

PDB for HMDB0033950 (Parakmerin A)

3D PDB for HMDB0033950 (Parakmerin A)

SMILES for HMDB0033950 (Parakmerin A)

INCHI for HMDB0033950 (Parakmerin A)

Structure for HMDB0033950 (Parakmerin A)

3D Structure for HMDB0033950 (Parakmerin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra