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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:29:51 UTC

Update Date

2022-03-07 02:56:24 UTC

HMDB ID

HMDB0039949

Secondary Accession Numbers

HMDB39949

Metabolite Identification

Common Name

Oudemansin A

Description

Oudemansin A belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. Oudemansin A has been detected, but not quantified in, a few different foods, such as common mushrooms (Agaricus bisporus), mushrooms, and oyster mushrooms (Pleurotus ostreatus). This could make oudemansin a a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Oudemansin A.

Structure

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

HMDB0039949
     RDKit          3D
Oudemansin A
 43 43  0  0  0  0  0  0  0  0999 V2000
   -2.4053    1.9424   -2.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6451    1.2214   -1.2081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6031    0.4932   -0.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9772   -0.3157    0.3827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4219   -0.3916    0.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7628   -1.1651    1.6387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3828    0.3395    0.0701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7458    0.2878    0.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0202   -1.1117    1.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2014   -2.5573    0.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4580   -0.7218    0.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5033    0.6997    1.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4805    1.4921    0.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6702    1.1757    0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7070    2.1298    0.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8958    2.0148   -0.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1473    0.9691   -1.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1646    0.0319   -1.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9387    0.1451   -0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2860   -1.4325    1.5356 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9412   -2.5214    1.1346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6439    2.7195   -2.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3538    2.3471   -2.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0554    1.2100   -3.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6011    0.6442   -0.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2966    0.2984   -0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0137    1.1784    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9459   -0.6670    0.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1221   -0.9773    2.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9927   -3.2918    1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2707   -2.7127    0.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5773   -2.7258   -0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3841   -1.0007   -0.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3794    1.1392    1.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3287    2.5609    1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5932    2.9855    0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6441    2.7761   -0.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0842    0.9055   -1.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3561   -0.7925   -2.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2399   -0.6141   -1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6473   -2.4338    0.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3083   -3.4588    1.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6398   -2.8157    2.0106 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
  5  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 11 20  1  0
 20 21  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
M  END


  Mrv0541 05061311312D          

 21 21  0  0  0  0            999 V2000
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 11 10  2  0  0  0  0
 13  1  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 12  2  0  0  0  0
 15 13  1  0  0  0  0
 16 11  1  0  0  0  0
 16 13  1  0  0  0  0
 17 15  1  0  0  0  0
 18 17  2  0  0  0  0
 19  2  1  0  0  0  0
 19 12  1  0  0  0  0
 20  3  1  0  0  0  0
 20 16  1  0  0  0  0
 21  4  1  0  0  0  0
 21 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039949

> <DATABASE_NAME>
hmdb

> <SMILES>
CO\C=C(\C(C)C(OC)\C=C/C1=CC=CC=C1)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C17H22O4/c1-13(15(12-19-2)17(18)21-4)16(20-3)11-10-14-8-6-5-7-9-14/h5-13,16H,1-4H3/b11-10-,15-12-

> <INCHI_KEY>
COBDENJOXQSLKO-MRZBGHJPSA-N

> <FORMULA>
C17H22O4

> <MOLECULAR_WEIGHT>
290.3542

> <EXACT_MASS>
290.151809192

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
31.610383927270966

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2Z,5Z)-4-methoxy-2-(methoxymethylidene)-3-methyl-6-phenylhex-5-enoate

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
3.240285328666665

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.058167519794534

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
83.50040000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.92e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oudemansin A

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039949
     RDKit          3D
Oudemansin A
 43 43  0  0  0  0  0  0  0  0999 V2000
   -2.4053    1.9424   -2.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6451    1.2214   -1.2081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6031    0.4932   -0.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9772   -0.3157    0.3827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4219   -0.3916    0.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7628   -1.1651    1.6387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3828    0.3395    0.0701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7458    0.2878    0.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0202   -1.1117    1.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2014   -2.5573    0.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4580   -0.7218    0.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5033    0.6997    1.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4805    1.4921    0.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6702    1.1757    0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7070    2.1298    0.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8958    2.0148   -0.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1473    0.9691   -1.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1646    0.0319   -1.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9387    0.1451   -0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2860   -1.4325    1.5356 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9412   -2.5214    1.1346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6439    2.7195   -2.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3538    2.3471   -2.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0554    1.2100   -3.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6011    0.6442   -0.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2966    0.2984   -0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0137    1.1784    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9459   -0.6670    0.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1221   -0.9773    2.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9927   -3.2918    1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2707   -2.7127    0.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5773   -2.7258   -0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3841   -1.0007   -0.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3794    1.1392    1.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3287    2.5609    1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5932    2.9855    0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6441    2.7761   -0.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0842    0.9055   -1.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3561   -0.7925   -2.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2399   -0.6141   -1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6473   -2.4338    0.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3083   -3.4588    1.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6398   -2.8157    2.0106 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
  5  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 11 20  1  0
 20 21  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 21 41  1  0
 21 42  1  0
 21 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      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -6.668   3.850   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -5.335   6.160   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   21                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   14                                                       
CONECT    9    7   14                                                       
CONECT   10   11   14                                                       
CONECT   11   10   16                                                       
CONECT   12   15   19                                                       
CONECT   13    1   15   16                                                  
CONECT   14    8    9   10                                                  
CONECT   15   12   13   17                                                  
CONECT   16   11   13   20                                                  
CONECT   17   15   18   21                                                  
CONECT   18   17                                                            
CONECT   19    2   12                                                       
CONECT   20    3   16                                                       
CONECT   21    4   17                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0039949
HETATM    1  C1  UNL     1      -2.405   1.942  -2.402  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.645   1.221  -1.208  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.603   0.493  -0.584  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.977  -0.316   0.383  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.422  -0.392   0.718  1.00  0.00           C  
HETATM    6  O2  UNL     1      -3.763  -1.165   1.639  1.00  0.00           O  
HETATM    7  O3  UNL     1      -4.383   0.340   0.070  1.00  0.00           O  
HETATM    8  C5  UNL     1      -5.746   0.288   0.364  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.020  -1.112   1.158  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.201  -2.557   0.706  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.458  -0.722   0.714  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.503   0.700   1.079  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.480   1.492   0.789  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.670   1.176   0.075  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.707   2.130   0.232  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.896   2.015  -0.424  1.00  0.00           C  
HETATM   17  C14 UNL     1       5.147   0.969  -1.271  1.00  0.00           C  
HETATM   18  C15 UNL     1       4.165   0.032  -1.444  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.939   0.145  -0.772  1.00  0.00           C  
HETATM   20  O4  UNL     1       1.286  -1.432   1.536  1.00  0.00           O  
HETATM   21  C17 UNL     1       1.941  -2.521   1.135  1.00  0.00           C  
HETATM   22  H1  UNL     1      -1.644   2.719  -2.307  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.354   2.347  -2.787  1.00  0.00           H  
HETATM   24  H3  UNL     1      -2.055   1.210  -3.188  1.00  0.00           H  
HETATM   25  H4  UNL     1      -0.601   0.644  -0.934  1.00  0.00           H  
HETATM   26  H5  UNL     1      -6.297   0.298  -0.618  1.00  0.00           H  
HETATM   27  H6  UNL     1      -6.014   1.178   0.972  1.00  0.00           H  
HETATM   28  H7  UNL     1      -5.946  -0.667   0.901  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.122  -0.977   2.234  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.993  -3.292   1.486  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.271  -2.713   0.373  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.577  -2.726  -0.181  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.384  -1.001  -0.333  1.00  0.00           H  
HETATM   34  H13 UNL     1      -0.379   1.139   1.662  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.329   2.561   1.150  1.00  0.00           H  
HETATM   36  H15 UNL     1       3.593   2.985   0.883  1.00  0.00           H  
HETATM   37  H16 UNL     1       5.644   2.776  -0.257  1.00  0.00           H  
HETATM   38  H17 UNL     1       6.084   0.905  -1.769  1.00  0.00           H  
HETATM   39  H18 UNL     1       4.356  -0.792  -2.109  1.00  0.00           H  
HETATM   40  H19 UNL     1       2.240  -0.614  -1.002  1.00  0.00           H  
HETATM   41  H20 UNL     1       2.647  -2.434   0.303  1.00  0.00           H  
HETATM   42  H21 UNL     1       1.308  -3.459   1.018  1.00  0.00           H  
HETATM   43  H22 UNL     1       2.640  -2.816   2.011  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5    9
CONECT    5    6    6    7
CONECT    7    8
CONECT    8   26   27   28
CONECT    9   10   11   29
CONECT   10   30   31   32
CONECT   11   12   20   33
CONECT   12   13   13   34
CONECT   13   14   35
CONECT   14   15   15   19
CONECT   15   16   36
CONECT   16   17   17   37
CONECT   17   18   38
CONECT   18   19   19   39
CONECT   19   40
CONECT   20   21
CONECT   21   41   42   43
END

HMDB0039949
     RDKit          3D
Oudemansin A
 43 43  0  0  0  0  0  0  0  0999 V2000
   -2.4053    1.9424   -2.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6451    1.2214   -1.2081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6031    0.4932   -0.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9772   -0.3157    0.3827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4219   -0.3916    0.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7628   -1.1651    1.6387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3828    0.3395    0.0701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7458    0.2878    0.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0202   -1.1117    1.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2014   -2.5573    0.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4580   -0.7218    0.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5033    0.6997    1.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4805    1.4921    0.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6702    1.1757    0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7070    2.1298    0.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8958    2.0148   -0.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1473    0.9691   -1.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1646    0.0319   -1.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9387    0.1451   -0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2860   -1.4325    1.5356 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9412   -2.5214    1.1346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6439    2.7195   -2.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3538    2.3471   -2.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0554    1.2100   -3.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6011    0.6442   -0.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2966    0.2984   -0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0137    1.1784    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9459   -0.6670    0.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1221   -0.9773    2.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9927   -3.2918    1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2707   -2.7127    0.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5773   -2.7258   -0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3841   -1.0007   -0.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3794    1.1392    1.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3287    2.5609    1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5932    2.9855    0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6441    2.7761   -0.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0842    0.9055   -1.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3561   -0.7925   -2.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2399   -0.6141   -1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6473   -2.4338    0.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3083   -3.4588    1.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6398   -2.8157    2.0106 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
  5  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 11 20  1  0
 20 21  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Odemasin a	HMDB
(-)-Oudemansin a	HMDB
Methyl 4-methoxy-2-(methoxymethylene)-3-methyl-6-phenyl-5-hexenoate, 9ci	HMDB
Oudemansin	HMDB
Oudemansin b	HMDB, MeSH
Methyl (5Z)-4-methoxy-2-(methoxymethylidene)-3-methyl-6-phenylhex-5-enoic acid	Generator

Chemical Formula

C₁₇H₂₂O₄

Average Molecular Weight

290.3542

Monoisotopic Molecular Weight

290.151809192

IUPAC Name

methyl (2Z,5Z)-4-methoxy-2-(methoxymethylidene)-3-methyl-6-phenylhex-5-enoate

Traditional Name

oudemansin A

CAS Registry Number

73341-71-6

SMILES

CO\C=C(\C(C)C(OC)\C=C/C1=CC=CC=C1)C(=O)OC

InChI Identifier

InChI=1S/C17H22O4/c1-13(15(12-19-2)17(18)21-4)16(20-3)11-10-14-8-6-5-7-9-14/h5-13,16H,1-4H3/b11-10-,15-12-

InChI Key

COBDENJOXQSLKO-MRZBGHJPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Styrenes

Direct Parent

Styrenes

Alternative Parents

Substituents

Styrene
Fatty acid ester
Fatty acyl
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0039949)
Cell membrane (HMDB: HMDB0039949)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039949)

Source

Exogenous

Exogenous (HMDB: HMDB0039949)

Food

Food (HMDB: HMDB0039949)

Plant (HMDB: HMDB0039949)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039949)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	44 °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	0.0089 g/L	ALOGPS
logP	3.52	ALOGPS
logP	3.24	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	83.5 m³·mol⁻¹	ChemAxon
Polarizability	31.61 Å³	ChemAxon
Number of Rings	1	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]+	172.83	31661259
DarkChem	[M-H]-	170.109	31661259
DeepCCS	[M+H]+	177.56	30932474
DeepCCS	[M-H]-	175.202	30932474
DeepCCS	[M-2H]-	208.09	30932474
DeepCCS	[M+Na]+	183.653	30932474
AllCCS	[M+H]+	171.6	32859911
AllCCS	[M+H-H2O]+	168.2	32859911
AllCCS	[M+NH4]+	174.8	32859911
AllCCS	[M+Na]+	175.7	32859911
AllCCS	[M-H]-	173.3	32859911
AllCCS	[M+Na-2H]-	173.8	32859911
AllCCS	[M+HCOO]-	174.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.53 minutes	32390414
Predicted by Siyang on May 30, 2022	18.2927 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.59 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	25.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3205.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	532.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	220.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	274.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	115.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	681.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	902.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	69.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1674.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	641.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1563.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	432.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	528.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	388.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	418.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Oudemansin A	CO\C=C(\C(C)C(OC)\C=C/C1=CC=CC=C1)C(=O)OC	3285.7	Standard polar	33892256
Oudemansin A	CO\C=C(\C(C)C(OC)\C=C/C1=CC=CC=C1)C(=O)OC	2127.3	Standard non polar	33892256
Oudemansin A	CO\C=C(\C(C)C(OC)\C=C/C1=CC=CC=C1)C(=O)OC	1978.8	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 - Oudemansin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-0910000000-b477ea9986b9a05a8143	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oudemansin 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 - Oudemansin A 10V, Positive-QTOF	splash10-052f-0290000000-5978489bac8e0bb2ad67	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oudemansin A 20V, Positive-QTOF	splash10-00fu-3920000000-ce050de3a874479f253d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oudemansin A 40V, Positive-QTOF	splash10-00mp-5920000000-ee9411868215b3a6a757	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oudemansin A 10V, Negative-QTOF	splash10-000i-0190000000-42ea4de1165aaa5285e4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oudemansin A 20V, Negative-QTOF	splash10-052u-1390000000-cbe984ad5af8b1809af8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oudemansin A 40V, Negative-QTOF	splash10-0a4l-6930000000-8e88c65050830923181e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oudemansin A 10V, Positive-QTOF	splash10-0fi3-1910000000-7d56d048ee92efb9bc46	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oudemansin A 20V, Positive-QTOF	splash10-06w9-4960000000-18463a02bb72bfa7c9fd	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oudemansin A 40V, Positive-QTOF	splash10-0fr6-3900000000-2c520c0761706ec6cbe2	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oudemansin A 10V, Negative-QTOF	splash10-003s-4490000000-f45ce9f2f2cdab4fada2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oudemansin A 20V, Negative-QTOF	splash10-014s-3930000000-8cfb09f7823a756395bd	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oudemansin A 40V, Negative-QTOF	splash10-0pdl-6910000000-c0918d7b485e44148498	2021-09-25	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

FDB019611

KNApSAcK ID

C00018254

Chemspider ID

35014901

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Oudemansin A

METLIN ID

Not Available

PubChem Compound

131752766

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 Oudemansin A (HMDB0039949)

MOL for HMDB0039949 (Oudemansin A)

3D MOL for HMDB0039949 (Oudemansin A)

3D SDF for HMDB0039949 (Oudemansin A)

3D-SDF for HMDB0039949 (Oudemansin A)

PDB for HMDB0039949 (Oudemansin A)

3D PDB for HMDB0039949 (Oudemansin A)

SMILES for HMDB0039949 (Oudemansin A)

INCHI for HMDB0039949 (Oudemansin A)

Structure for HMDB0039949 (Oudemansin A)

3D Structure for HMDB0039949 (Oudemansin A)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra