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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:58:43 UTC

Update Date

2022-03-07 02:56:13 UTC

HMDB ID

HMDB0039497

Secondary Accession Numbers

HMDB39497

Metabolite Identification

Common Name

Dihydrowyerol

Description

Dihydrowyerol belongs to the class of organic compounds known as furanoid fatty acids. These are fatty acids containing a 5-alkylfuran-2-alkanoic acid. Based on a literature review a small amount of articles have been published on Dihydrowyerol.

Structure

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

HMDB0039497
     RDKit          3D
Dihydrowyerol
 37 37  0  0  0  0  0  0  0  0999 V2000
    6.3794    0.6523   -0.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5012   -0.0895   -1.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0449    0.2305   -1.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5626   -0.1422    0.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1395    0.1953    0.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9616    0.4667    0.5451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4698    0.8051    0.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8370    1.7836   -0.2451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3068   -0.3904    0.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8371   -1.7001    0.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520   -2.4503    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0697   -1.5945   -0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3923   -2.1079   -0.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4500   -1.3472   -0.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4514    0.0751   -0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6103    0.6410   -0.3971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4512    0.9428    0.0047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5444    2.3290    0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5742   -0.4328    0.1829 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4330    0.4584   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2554    0.3033    0.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2202    1.7492   -0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8039    0.2395   -2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7167   -1.1738   -1.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4720   -0.3437   -1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9282    1.3280   -1.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552   -1.2360    0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1483    0.4045    1.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6194    1.1306    1.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3689    1.7214   -1.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1824   -2.0321    0.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9271   -3.5212   -0.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5179   -3.2175   -0.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4179   -1.8848   -0.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5934    2.8564   -0.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4030    2.6674    0.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6111    2.6839    0.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  3  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 12 19  1  0
 19  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
M  END


  Mrv0541 05061311112D          

 19 19  0  0  0  0            999 V2000
    3.4256    5.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6770   -3.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256    4.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    4.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    3.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    2.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059   -1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8264   -1.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3113   -0.9952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1619   -2.4163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  3  0  0  0  0
 10  8  1  0  0  0  0
 11  9  2  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13  7  1  0  0  0  0
 14 10  2  0  0  0  0
 14 13  1  0  0  0  0
 15 11  1  0  0  0  0
 16 13  1  0  0  0  0
 17 15  2  0  0  0  0
 18  2  1  0  0  0  0
 18 15  1  0  0  0  0
 19 12  1  0  0  0  0
 19 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039497

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC#CC(O)C1=CC=C(O1)\C=C/C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O4/c1-3-4-5-6-7-13(16)14-10-8-12(19-14)9-11-15(17)18-2/h8-11,13,16H,3-5H2,1-2H3/b11-9-

> <INCHI_KEY>
LQJHQXFOPADMRA-LUAWRHEFSA-N

> <FORMULA>
C15H18O4

> <MOLECULAR_WEIGHT>
262.301

> <EXACT_MASS>
262.120509064

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
29.12777510221136

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2Z)-3-[5-(1-hydroxyhept-2-yn-1-yl)furan-2-yl]prop-2-enoate

> <ALOGPS_LOGP>
3.25

> <JCHEM_LOGP>
3.186197854

> <ALOGPS_LOGS>
-3.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.839040455786977

> <JCHEM_PKA_STRONGEST_BASIC>
-3.630444711125176

> <JCHEM_POLAR_SURFACE_AREA>
59.67

> <JCHEM_REFRACTIVITY>
73.46749999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.56e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2Z)-3-[5-(1-hydroxyhept-2-yn-1-yl)furan-2-yl]prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039497
     RDKit          3D
Dihydrowyerol
 37 37  0  0  0  0  0  0  0  0999 V2000
    6.3794    0.6523   -0.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5012   -0.0895   -1.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0449    0.2305   -1.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5626   -0.1422    0.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1395    0.1953    0.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9616    0.4667    0.5451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4698    0.8051    0.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8370    1.7836   -0.2451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3068   -0.3904    0.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8371   -1.7001    0.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520   -2.4503    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0697   -1.5945   -0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3923   -2.1079   -0.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4500   -1.3472   -0.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4514    0.0751   -0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6103    0.6410   -0.3971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4512    0.9428    0.0047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5444    2.3290    0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5742   -0.4328    0.1829 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4330    0.4584   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2554    0.3033    0.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2202    1.7492   -0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8039    0.2395   -2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7167   -1.1738   -1.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4720   -0.3437   -1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9282    1.3280   -1.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552   -1.2360    0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1483    0.4045    1.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6194    1.1306    1.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3689    1.7214   -1.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1824   -2.0321    0.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9271   -3.5212   -0.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5179   -3.2175   -0.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4179   -1.8848   -0.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5934    2.8564   -0.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4030    2.6674    0.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6111    2.6839    0.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  3  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 12 19  1  0
 19  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  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       6.394   9.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.264  -5.756   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.394   8.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.061   7.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.061   5.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.727   5.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.393   4.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.615  -1.536   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.011  -2.943   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.543  -3.104   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.274   4.390   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.448  -1.858   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.169  -4.510   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   18                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6   13                                                       
CONECT    8   10   12                                                       
CONECT    9   11   12                                                       
CONECT   10    8   14                                                       
CONECT   11    9   15                                                       
CONECT   12    8    9   19                                                  
CONECT   13    7   14   16                                                  
CONECT   14   10   13   19                                                  
CONECT   15   11   17   18                                                  
CONECT   16   13                                                            
CONECT   17   15                                                            
CONECT   18    2   15                                                       
CONECT   19   12   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0039497
HETATM    1  C1  UNL     1       6.379   0.652  -0.228  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.501  -0.089  -1.213  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.045   0.230  -1.040  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.563  -0.142   0.354  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.139   0.195   0.454  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.962   0.467   0.545  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.470   0.805   0.673  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.837   1.784  -0.245  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.307  -0.390   0.405  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.837  -1.700   0.349  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.952  -2.450   0.079  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.070  -1.595  -0.023  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.392  -2.108  -0.304  1.00  0.00           C  
HETATM   14  C13 UNL     1      -5.450  -1.347  -0.406  1.00  0.00           C  
HETATM   15  C14 UNL     1      -5.451   0.075  -0.257  1.00  0.00           C  
HETATM   16  O2  UNL     1      -6.610   0.641  -0.397  1.00  0.00           O  
HETATM   17  O3  UNL     1      -4.451   0.943   0.005  1.00  0.00           O  
HETATM   18  C15 UNL     1      -4.544   2.329   0.134  1.00  0.00           C  
HETATM   19  O4  UNL     1      -2.574  -0.433   0.183  1.00  0.00           O  
HETATM   20  H1  UNL     1       7.433   0.458  -0.530  1.00  0.00           H  
HETATM   21  H2  UNL     1       6.255   0.303   0.803  1.00  0.00           H  
HETATM   22  H3  UNL     1       6.220   1.749  -0.348  1.00  0.00           H  
HETATM   23  H4  UNL     1       5.804   0.239  -2.226  1.00  0.00           H  
HETATM   24  H5  UNL     1       5.717  -1.174  -1.146  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.472  -0.344  -1.771  1.00  0.00           H  
HETATM   26  H7  UNL     1       3.928   1.328  -1.135  1.00  0.00           H  
HETATM   27  H8  UNL     1       3.655  -1.236   0.541  1.00  0.00           H  
HETATM   28  H9  UNL     1       4.148   0.405   1.122  1.00  0.00           H  
HETATM   29  H10 UNL     1      -0.619   1.131   1.717  1.00  0.00           H  
HETATM   30  H11 UNL     1      -0.369   1.721  -1.092  1.00  0.00           H  
HETATM   31  H12 UNL     1       0.182  -2.032   0.489  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.927  -3.521  -0.029  1.00  0.00           H  
HETATM   33  H14 UNL     1      -4.518  -3.218  -0.441  1.00  0.00           H  
HETATM   34  H15 UNL     1      -6.418  -1.885  -0.628  1.00  0.00           H  
HETATM   35  H16 UNL     1      -4.593   2.856  -0.841  1.00  0.00           H  
HETATM   36  H17 UNL     1      -5.403   2.667   0.749  1.00  0.00           H  
HETATM   37  H18 UNL     1      -3.611   2.684   0.654  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6    6    6
CONECT    6    7
CONECT    7    8    9   29
CONECT    8   30
CONECT    9   10   10   19
CONECT   10   11   31
CONECT   11   12   12   32
CONECT   12   13   19
CONECT   13   14   14   33
CONECT   14   15   34
CONECT   15   16   16   17
CONECT   17   18
CONECT   18   35   36   37
END

HMDB0039497
     RDKit          3D
Dihydrowyerol
 37 37  0  0  0  0  0  0  0  0999 V2000
    6.3794    0.6523   -0.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5012   -0.0895   -1.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0449    0.2305   -1.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5626   -0.1422    0.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1395    0.1953    0.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9616    0.4667    0.5451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4698    0.8051    0.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8370    1.7836   -0.2451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3068   -0.3904    0.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8371   -1.7001    0.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520   -2.4503    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0697   -1.5945   -0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3923   -2.1079   -0.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4500   -1.3472   -0.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4514    0.0751   -0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6103    0.6410   -0.3971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4512    0.9428    0.0047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5444    2.3290    0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5742   -0.4328    0.1829 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4330    0.4584   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2554    0.3033    0.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2202    1.7492   -0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8039    0.2395   -2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7167   -1.1738   -1.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4720   -0.3437   -1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9282    1.3280   -1.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552   -1.2360    0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1483    0.4045    1.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6194    1.1306    1.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3689    1.7214   -1.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1824   -2.0321    0.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9271   -3.5212   -0.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5179   -3.2175   -0.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4179   -1.8848   -0.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5934    2.8564   -0.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4030    2.6674    0.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6111    2.6839    0.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  3  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 12 19  1  0
 19  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl (2Z)-3-[5-(1-hydroxyhept-2-yn-1-yl)furan-2-yl]prop-2-enoic acid	HMDB

Chemical Formula

C₁₅H₁₈O₄

Average Molecular Weight

262.301

Monoisotopic Molecular Weight

262.120509064

IUPAC Name

methyl (2Z)-3-[5-(1-hydroxyhept-2-yn-1-yl)furan-2-yl]prop-2-enoate

Traditional Name

methyl (2Z)-3-[5-(1-hydroxyhept-2-yn-1-yl)furan-2-yl]prop-2-enoate

CAS Registry Number

70711-58-9

SMILES

CCCCC#CC(O)C1=CC=C(O1)\C=C/C(=O)OC

InChI Identifier

InChI=1S/C15H18O4/c1-3-4-5-6-7-13(16)14-10-8-12(19-14)9-11-15(17)18-2/h8-11,13,16H,3-5H2,1-2H3/b11-9-

InChI Key

LQJHQXFOPADMRA-LUAWRHEFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoid fatty acids. These are fatty acids containing a 5-alkylfuran-2-alkanoic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Furanoid fatty acids

Alternative Parents

Substituents

Furanoid fatty acid
Fatty alcohol
Fatty acid ester
Hydroxy fatty acid
Furan
Heteroaromatic compound
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Aromatic alcohol
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0039497)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0039497)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039497)

Source

Endogenous

Endogenous (HMDB: HMDB0039497)

Plant

Fabaceae (HMDB: HMDB0039497)

Animal

Animal (HMDB: HMDB0039497)

Exogenous

Food

Food (HMDB: HMDB0039497)

Pulse

Pulses (FooDB: FOOD00867)

Exogenous (HMDB: HMDB0039497)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0039497)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0039497)

Lipid metabolism pathway (HMDB: HMDB0039497)

Cellular process

Cell signaling (HMDB: HMDB0039497)

Biochemical process

Lipid transport (HMDB: HMDB0039497)

Role

Biological role

Energy source (HMDB: HMDB0039497)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039497)

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	0.036 g/L	ALOGPS
logP	3.25	ALOGPS
logP	3.19	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	11.84	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.67 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	73.47 m³·mol⁻¹	ChemAxon
Polarizability	29.13 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]+	164.351	31661259
DarkChem	[M-H]-	165.621	31661259
DeepCCS	[M+H]+	164.405	30932474
DeepCCS	[M-H]-	162.047	30932474
DeepCCS	[M-2H]-	194.933	30932474
DeepCCS	[M+Na]+	170.498	30932474
AllCCS	[M+H]+	165.0	32859911
AllCCS	[M+H-H2O]+	161.4	32859911
AllCCS	[M+NH4]+	168.4	32859911
AllCCS	[M+Na]+	169.4	32859911
AllCCS	[M-H]-	165.3	32859911
AllCCS	[M+Na-2H]-	165.8	32859911
AllCCS	[M+HCOO]-	166.5	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.	7.54 minutes	32390414
Predicted by Siyang on May 30, 2022	15.2705 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.97 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2321.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	435.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	185.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	237.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	229.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	576.6 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	709.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	115.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1380.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	463.9 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	1509.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	380.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	360.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	388.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	461.2 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	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydrowyerol	CCCCC#CC(O)C1=CC=C(O1)\C=C/C(=O)OC	3243.9	Standard polar	33892256
Dihydrowyerol	CCCCC#CC(O)C1=CC=C(O1)\C=C/C(=O)OC	2083.2	Standard non polar	33892256
Dihydrowyerol	CCCCC#CC(O)C1=CC=C(O1)\C=C/C(=O)OC	2169.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydrowyerol,1TMS,isomer #1	CCCCC#CC(O[Si](C)(C)C)C1=CC=C(/C=C\C(=O)OC)O1	2199.7	Semi standard non polar	33892256
Dihydrowyerol,1TBDMS,isomer #1	CCCCC#CC(O[Si](C)(C)C(C)(C)C)C1=CC=C(/C=C\C(=O)OC)O1	2445.2	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 - Dihydrowyerol GC-MS (Non-derivatized) - 70eV, Positive	splash10-03l4-6980000000-a7639c76bc1200ce8823	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrowyerol GC-MS (1 TMS) - 70eV, Positive	splash10-0fk9-9153000000-0f241e00786115772337	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrowyerol 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 - Dihydrowyerol 10V, Positive-QTOF	splash10-03e9-0090000000-07022d35de9f7ce5ff5d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrowyerol 20V, Positive-QTOF	splash10-0540-9620000000-1f509d6e1cf5beef1b6f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrowyerol 40V, Positive-QTOF	splash10-0pi3-9400000000-32a417e98c037e1bba9a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrowyerol 10V, Negative-QTOF	splash10-03di-1290000000-f9ce959a05f65cdebdbb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrowyerol 20V, Negative-QTOF	splash10-03gi-4960000000-2d03d8e7fe3ecdf7988c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrowyerol 40V, Negative-QTOF	splash10-0avm-5900000000-702813a56eba7b8d8df1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrowyerol 10V, Positive-QTOF	splash10-03di-2490000000-c4695806575a9aad230b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrowyerol 20V, Positive-QTOF	splash10-0fe0-4960000000-d0a4a27e58df87eeccfd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrowyerol 40V, Positive-QTOF	splash10-000f-9200000000-69a1f11a182069d3fd06	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrowyerol 10V, Negative-QTOF	splash10-01p9-0970000000-c4da58fec6948db375f4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrowyerol 20V, Negative-QTOF	splash10-06rf-6940000000-d6c492a7748ac2f00a4f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrowyerol 40V, Negative-QTOF	splash10-00kf-9300000000-05bd2f62112efaf5fb2b	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB019104

KNApSAcK ID

C00054427

Chemspider ID

35014811

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752662

PDB ID

Not Available

ChEBI ID

174464

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Dihydrowyerol (HMDB0039497)

MOL for HMDB0039497 (Dihydrowyerol)

3D MOL for HMDB0039497 (Dihydrowyerol)

3D SDF for HMDB0039497 (Dihydrowyerol)

3D-SDF for HMDB0039497 (Dihydrowyerol)

PDB for HMDB0039497 (Dihydrowyerol)

3D PDB for HMDB0039497 (Dihydrowyerol)

SMILES for HMDB0039497 (Dihydrowyerol)

INCHI for HMDB0039497 (Dihydrowyerol)

Structure for HMDB0039497 (Dihydrowyerol)

3D Structure for HMDB0039497 (Dihydrowyerol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra