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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:44:44 UTC

Update Date

2022-03-07 02:55:21 UTC

HMDB ID

HMDB0037494

Secondary Accession Numbers

HMDB37494

Metabolite Identification

Common Name

3'-Deoxyoleacein

Description

3'-Deoxyoleacein belongs to the class of organic compounds known as tyrosols and derivatives. Tyrosols and derivatives are compounds containing a hydroxyethyl group attached to the C4 carbon of a phenol group. 3'-Deoxyoleacein has been detected, but not quantified in, a few different foods, such as fats and oils, fruits, and herbs and spices. This could make 3'-deoxyoleacein a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3'-Deoxyoleacein.

Structure

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

HMDB0037494
     RDKit          3D
3'-Deoxyoleacein
 42 42  0  0  0  0  0  0  0  0999 V2000
   -3.3524    1.4471    2.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9825    1.0553    1.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8138    0.2932    0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0369   -0.0623    1.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9330   -0.7141    0.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5133   -0.0877   -1.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5073   -1.5463   -1.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7368   -2.2886   -1.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7536   -3.2183   -0.4111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1817    0.4849   -1.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0026   -0.0027   -0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9855   -0.8825    0.0861 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2900    0.4952   -1.0987 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4382    0.0346   -0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6087    0.8137   -1.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8885    0.4475   -0.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3693    1.1075    0.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5932    0.7244    1.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3477   -0.3023    0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5735   -0.6645    1.3076 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8552   -0.9616   -0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6275   -0.5824   -0.9374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4755    1.9597    2.9226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1918    2.1576    2.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5285    0.5497    3.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0841    1.4011    0.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2464    0.2277    2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2860    0.3952   -1.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6318   -2.0662   -0.9131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3040   -1.5368   -2.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6551   -2.1127   -1.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2086    1.5836   -1.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1009    0.1573   -2.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4095    0.2687    0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6327   -1.0463   -0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3874    1.8959   -0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5879    0.5716   -2.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7735    1.9124    1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9572    1.2486    2.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4362   -0.2351    1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4298   -1.7735   -0.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063   -1.1487   -1.8107 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
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  6 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
M  END


  Mrv0541 05061309492D          

 22 22  0  0  0  0            999 V2000
   -3.0492    3.0791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5091    3.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7019    5.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6217    6.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2420    6.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1618    6.9768    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
    2.3517    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2391    5.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5415    5.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3488    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8918    5.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6990    3.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1589    4.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9720    6.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1913    4.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5091    5.8855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6188    2.6113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5120    7.4446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    5.4177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0015    4.4823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 13  3  2  0  0  0  0
 13  4  1  0  0  0  0
 13  8  1  0  0  0  0
 14  2  2  0  0  0  0
 14 12  1  0  0  0  0
 15  7  1  0  0  0  0
 15 11  1  0  0  0  0
 15 14  1  0  0  0  0
 16  5  2  0  0  0  0
 16  6  1  0  0  0  0
 17 11  1  0  0  0  0
 18  9  2  0  0  0  0
 19 12  2  0  0  0  0
 20 16  1  0  0  0  0
 21 17  2  0  0  0  0
 22 10  1  0  0  0  0
 22 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037494

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C(/C=O)C(CC=O)CC(=O)OCCC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H20O5/c1-2-14(12-19)15(7-9-18)11-17(21)22-10-8-13-3-5-16(20)6-4-13/h2-6,9,12,15,20H,7-8,10-11H2,1H3/b14-2+

> <INCHI_KEY>
VPOVFCBNUOUZGG-JLZUIIAYSA-N

> <FORMULA>
C17H20O5

> <MOLECULAR_WEIGHT>
304.3377

> <EXACT_MASS>
304.13107375

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
32.26157259148158

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-hydroxyphenyl)ethyl (4Z)-4-formyl-3-(2-oxoethyl)hex-4-enoate

> <ALOGPS_LOGP>
2.95

> <JCHEM_LOGP>
1.8336048900000002

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.479963595246652

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.503695111917

> <JCHEM_PKA_STRONGEST_BASIC>
-4.405819355350002

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
83.27119999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.56e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-hydroxyphenyl)ethyl (4Z)-4-formyl-3-(2-oxoethyl)hex-4-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037494
     RDKit          3D
3'-Deoxyoleacein
 42 42  0  0  0  0  0  0  0  0999 V2000
   -3.3524    1.4471    2.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9825    1.0553    1.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8138    0.2932    0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0369   -0.0623    1.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9330   -0.7141    0.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5133   -0.0877   -1.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5073   -1.5463   -1.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7368   -2.2886   -1.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7536   -3.2183   -0.4111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1817    0.4849   -1.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0026   -0.0027   -0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9855   -0.8825    0.0861 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2900    0.4952   -1.0987 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4382    0.0346   -0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6087    0.8137   -1.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8885    0.4475   -0.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3693    1.1075    0.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5932    0.7244    1.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3477   -0.3023    0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5735   -0.6645    1.3076 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8552   -0.9616   -0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6275   -0.5824   -0.9374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4755    1.9597    2.9226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1918    2.1576    2.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5285    0.5497    3.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0841    1.4011    0.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2464    0.2277    2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2860    0.3952   -1.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6318   -2.0662   -0.9131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3040   -1.5368   -2.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6551   -2.1127   -1.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2086    1.5836   -1.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1009    0.1573   -2.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4095    0.2687    0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6327   -1.0463   -0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3874    1.8959   -0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5879    0.5716   -2.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7735    1.9124    1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9572    1.2486    2.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4362   -0.2351    1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4298   -1.7735   -0.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063   -1.1487   -1.8107 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
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  6 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 20 40  1  0
 21 41  1  0
 22 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      -5.692   5.748   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.684   6.912   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.910  10.113   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.894  11.859   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.918  11.277   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.902  13.023   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.390   9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.180   9.531   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.877   9.531   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.651   7.494   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   5.166   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.398  10.404   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.171   6.621   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.163   7.785   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.414  12.732   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.357   8.658   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.684  10.986   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.155   4.874   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.422  13.897   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -0.147  10.113   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.869   8.367   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1   14                                                       
CONECT    3    5   13                                                       
CONECT    4    6   13                                                       
CONECT    5    3   16                                                       
CONECT    6    4   16                                                       
CONECT    7    9   15                                                       
CONECT    8   10   13                                                       
CONECT    9    7   18                                                       
CONECT   10    8   22                                                       
CONECT   11   15   17                                                       
CONECT   12   14   19                                                       
CONECT   13    3    4    8                                                  
CONECT   14    2   12   15                                                  
CONECT   15    7   11   14                                                  
CONECT   16    5    6   20                                                  
CONECT   17   11   21   22                                                  
CONECT   18    9                                                            
CONECT   19   12                                                            
CONECT   20   16                                                            
CONECT   21   17                                                            
CONECT   22   10   17                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0037494
HETATM    1  C1  UNL     1      -3.352   1.447   2.480  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.983   1.055   1.078  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.814   0.293   0.328  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.037  -0.062   1.024  1.00  0.00           C  
HETATM    5  O1  UNL     1      -5.933  -0.714   0.495  1.00  0.00           O  
HETATM    6  C5  UNL     1      -3.513  -0.088  -1.033  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.507  -1.546  -1.399  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.737  -2.289  -1.236  1.00  0.00           C  
HETATM    9  O2  UNL     1      -4.754  -3.218  -0.411  1.00  0.00           O  
HETATM   10  C8  UNL     1      -2.182   0.485  -1.547  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.003  -0.003  -0.825  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.985  -0.882   0.086  1.00  0.00           O  
HETATM   13  O4  UNL     1       0.290   0.495  -1.099  1.00  0.00           O  
HETATM   14  C10 UNL     1       1.438   0.035  -0.411  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.609   0.814  -1.007  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.888   0.447  -0.395  1.00  0.00           C  
HETATM   17  C13 UNL     1       4.369   1.108   0.709  1.00  0.00           C  
HETATM   18  C14 UNL     1       5.593   0.724   1.259  1.00  0.00           C  
HETATM   19  C15 UNL     1       6.348  -0.302   0.732  1.00  0.00           C  
HETATM   20  O5  UNL     1       7.573  -0.664   1.308  1.00  0.00           O  
HETATM   21  C16 UNL     1       5.855  -0.962  -0.380  1.00  0.00           C  
HETATM   22  C17 UNL     1       4.628  -0.582  -0.937  1.00  0.00           C  
HETATM   23  H1  UNL     1      -2.475   1.960   2.923  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.192   2.158   2.478  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.528   0.550   3.119  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.084   1.401   0.634  1.00  0.00           H  
HETATM   27  H5  UNL     1      -5.246   0.228   2.073  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.286   0.395  -1.704  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.632  -2.066  -0.913  1.00  0.00           H  
HETATM   30  H8  UNL     1      -3.304  -1.537  -2.532  1.00  0.00           H  
HETATM   31  H9  UNL     1      -5.655  -2.113  -1.769  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.209   1.584  -1.564  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.101   0.157  -2.612  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.409   0.269   0.668  1.00  0.00           H  
HETATM   35  H13 UNL     1       1.633  -1.046  -0.602  1.00  0.00           H  
HETATM   36  H14 UNL     1       2.387   1.896  -0.934  1.00  0.00           H  
HETATM   37  H15 UNL     1       2.588   0.572  -2.103  1.00  0.00           H  
HETATM   38  H16 UNL     1       3.774   1.912   1.117  1.00  0.00           H  
HETATM   39  H17 UNL     1       5.957   1.249   2.122  1.00  0.00           H  
HETATM   40  H18 UNL     1       8.436  -0.235   1.005  1.00  0.00           H  
HETATM   41  H19 UNL     1       6.430  -1.774  -0.813  1.00  0.00           H  
HETATM   42  H20 UNL     1       4.306  -1.149  -1.811  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    3   26
CONECT    3    4    6
CONECT    4    5    5   27
CONECT    6    7   10   28
CONECT    7    8   29   30
CONECT    8    9    9   31
CONECT   10   11   32   33
CONECT   11   12   12   13
CONECT   13   14
CONECT   14   15   34   35
CONECT   15   16   36   37
CONECT   16   17   17   22
CONECT   17   18   38
CONECT   18   19   19   39
CONECT   19   20   21
CONECT   20   40
CONECT   21   22   22   41
CONECT   22   42
END

HMDB0037494
     RDKit          3D
3'-Deoxyoleacein
 42 42  0  0  0  0  0  0  0  0999 V2000
   -3.3524    1.4471    2.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9825    1.0553    1.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8138    0.2932    0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0369   -0.0623    1.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9330   -0.7141    0.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5133   -0.0877   -1.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5073   -1.5463   -1.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7368   -2.2886   -1.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7536   -3.2183   -0.4111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1817    0.4849   -1.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0026   -0.0027   -0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9855   -0.8825    0.0861 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2900    0.4952   -1.0987 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4382    0.0346   -0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6087    0.8137   -1.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8885    0.4475   -0.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3693    1.1075    0.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5932    0.7244    1.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3477   -0.3023    0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5735   -0.6645    1.3076 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8552   -0.9616   -0.3801 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6275   -0.5824   -0.9374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4755    1.9597    2.9226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1918    2.1576    2.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5285    0.5497    3.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0841    1.4011    0.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2464    0.2277    2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2860    0.3952   -1.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6318   -2.0662   -0.9131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3040   -1.5368   -2.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6551   -2.1127   -1.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2086    1.5836   -1.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1009    0.1573   -2.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4095    0.2687    0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6327   -1.0463   -0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3874    1.8959   -0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5879    0.5716   -2.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7735    1.9124    1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9572    1.2486    2.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4362   -0.2351    1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4298   -1.7735   -0.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063   -1.1487   -1.8107 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
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  6 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 20 40  1  0
 21 41  1  0
 22 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-HPEA-eda	HMDB
2-(4-Hydroxyphenyl)ethyl (4Z)-4-formyl-3-(2-oxoethyl)hex-4-enoic acid	Generator

Chemical Formula

C₁₇H₂₀O₅

Average Molecular Weight

304.3377

Monoisotopic Molecular Weight

304.13107375

IUPAC Name

2-(4-hydroxyphenyl)ethyl (4Z)-4-formyl-3-(2-oxoethyl)hex-4-enoate

Traditional Name

2-(4-hydroxyphenyl)ethyl (4Z)-4-formyl-3-(2-oxoethyl)hex-4-enoate

CAS Registry Number

289030-99-5

SMILES

C\C=C(/C=O)C(CC=O)CC(=O)OCCC1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C17H20O5/c1-2-14(12-19)15(7-9-18)11-17(21)22-10-8-13-3-5-16(20)6-4-13/h2-6,9,12,15,20H,7-8,10-11H2,1H3/b14-2+

InChI Key

VPOVFCBNUOUZGG-JLZUIIAYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosols and derivatives. Tyrosols and derivatives are compounds containing a hydroxyethyl group attached to the C4 carbon of a phenol group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

Tyrosols and derivatives

Direct Parent

Tyrosols and derivatives

Alternative Parents

Substituents

Tyrosol derivative
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Enal
Alpha-hydrogen aldehyde
Alpha,beta-unsaturated aldehyde
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aldehyde
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0037494)

Cellular substructure

Membrane (HMDB: HMDB0037494)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037494)

Source

Exogenous

Food

Food (HMDB: HMDB0037494)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fruit

Fruits (FooDB: FOOD00871)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0037494)

Not Available

Nutrient (HMDB: HMDB0037494)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.016 g/L	ALOGPS
logP	2.95	ALOGPS
logP	1.83	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	83.27 m³·mol⁻¹	ChemAxon
Polarizability	32.26 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]+	171.129	31661259
DarkChem	[M-H]-	169.765	31661259
DeepCCS	[M+H]+	173.882	30932474
DeepCCS	[M-H]-	171.524	30932474
DeepCCS	[M-2H]-	204.41	30932474
DeepCCS	[M+Na]+	179.975	30932474
AllCCS	[M+H]+	171.6	32859911
AllCCS	[M+H-H2O]+	168.6	32859911
AllCCS	[M+NH4]+	174.3	32859911
AllCCS	[M+Na]+	175.1	32859911
AllCCS	[M-H]-	173.0	32859911
AllCCS	[M+Na-2H]-	173.3	32859911
AllCCS	[M+HCOO]-	173.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3'-Deoxyoleacein	C\C=C(/C=O)C(CC=O)CC(=O)OCCC1=CC=C(O)C=C1	4192.2	Standard polar	33892256
3'-Deoxyoleacein	C\C=C(/C=O)C(CC=O)CC(=O)OCCC1=CC=C(O)C=C1	2341.9	Standard non polar	33892256
3'-Deoxyoleacein	C\C=C(/C=O)C(CC=O)CC(=O)OCCC1=CC=C(O)C=C1	2566.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3'-Deoxyoleacein,1TMS,isomer #1	C/C=C(\C=O)C(CC=O)CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C1	2652.2	Semi standard non polar	33892256
3'-Deoxyoleacein,1TMS,isomer #2	C/C=C(\C=O)C(C=CO[Si](C)(C)C)CC(=O)OCCC1=CC=C(O)C=C1	2758.7	Semi standard non polar	33892256
3'-Deoxyoleacein,2TMS,isomer #1	C/C=C(\C=O)C(C=CO[Si](C)(C)C)CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C1	2764.0	Semi standard non polar	33892256
3'-Deoxyoleacein,2TMS,isomer #1	C/C=C(\C=O)C(C=CO[Si](C)(C)C)CC(=O)OCCC1=CC=C(O[Si](C)(C)C)C=C1	2638.4	Standard non polar	33892256
3'-Deoxyoleacein,1TBDMS,isomer #1	C/C=C(\C=O)C(CC=O)CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	2883.5	Semi standard non polar	33892256
3'-Deoxyoleacein,1TBDMS,isomer #2	C/C=C(\C=O)C(C=CO[Si](C)(C)C(C)(C)C)CC(=O)OCCC1=CC=C(O)C=C1	2997.7	Semi standard non polar	33892256
3'-Deoxyoleacein,2TBDMS,isomer #1	C/C=C(\C=O)C(C=CO[Si](C)(C)C(C)(C)C)CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3210.6	Semi standard non polar	33892256
3'-Deoxyoleacein,2TBDMS,isomer #1	C/C=C(\C=O)C(C=CO[Si](C)(C)C(C)(C)C)CC(=O)OCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3045.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Deoxyoleacein GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4r-1910000000-f8c20444b6a2021edaa0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Deoxyoleacein GC-MS (1 TMS) - 70eV, Positive	splash10-00ts-2902000000-df3b71f7190289a5e564	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Deoxyoleacein 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 - 3'-Deoxyoleacein 10V, Positive-QTOF	splash10-0a4r-0954000000-20cf00dd811eca4d0a90	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxyoleacein 20V, Positive-QTOF	splash10-00di-1910000000-b7717b440b5f56785596	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxyoleacein 40V, Positive-QTOF	splash10-05fr-7900000000-a83fc18b5bd0c8b12746	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxyoleacein 10V, Negative-QTOF	splash10-0uxr-0905000000-ff8adab3a211164372bb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxyoleacein 20V, Negative-QTOF	splash10-015i-1900000000-9480a4e1a7662acb99d8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxyoleacein 40V, Negative-QTOF	splash10-05mo-4900000000-ebf28c576d30094484a2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxyoleacein 10V, Negative-QTOF	splash10-0002-0390000000-fe2390e9769b0e5d2a92	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxyoleacein 20V, Negative-QTOF	splash10-0a4j-3980000000-a983617708a4919a93dd	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxyoleacein 40V, Negative-QTOF	splash10-0aou-6900000000-ff1accf73a4bb6bccef8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxyoleacein 10V, Positive-QTOF	splash10-072j-1690000000-bb9623e54ae42859cf0c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxyoleacein 20V, Positive-QTOF	splash10-05g0-2950000000-ceb8b1ac55d9314d7b6b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxyoleacein 40V, Positive-QTOF	splash10-05fr-4900000000-3654051552d098035b2e	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

FDB016569

KNApSAcK ID

C00053596

Chemspider ID

29330285

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

89960518

PDB ID

Not Available

ChEBI ID

174919

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 3'-Deoxyoleacein (HMDB0037494)

MOL for HMDB0037494 (3'-Deoxyoleacein)

3D MOL for HMDB0037494 (3'-Deoxyoleacein)

3D SDF for HMDB0037494 (3'-Deoxyoleacein)

3D-SDF for HMDB0037494 (3'-Deoxyoleacein)

PDB for HMDB0037494 (3'-Deoxyoleacein)

3D PDB for HMDB0037494 (3'-Deoxyoleacein)

SMILES for HMDB0037494 (3'-Deoxyoleacein)

INCHI for HMDB0037494 (3'-Deoxyoleacein)

Structure for HMDB0037494 (3'-Deoxyoleacein)

3D Structure for HMDB0037494 (3'-Deoxyoleacein)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra