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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:24:46 UTC

Update Date

2022-03-07 02:53:48 UTC

HMDB ID

HMDB0033661

Secondary Accession Numbers

HMDB33661

Metabolite Identification

Common Name

4-Hydroxydehydromyoporone

Description

4-Hydroxydehydromyoporone belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Based on a literature review a small amount of articles have been published on 4-Hydroxydehydromyoporone.

Structure

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

HMDB0033661
     RDKit          3D
4-Hydroxydehydromyoporone
 39 39  0  0  0  0  0  0  0  0999 V2000
   -5.3664   -0.4668    0.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0356   -0.4814   -0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6915   -1.6048   -0.9105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1805    0.4891    0.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.5388   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4711   -0.3630   -1.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9103    1.6520   -0.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0665    1.2143    0.9007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6533    0.8617    2.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8461    2.3449    1.2200 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9340    0.0658    0.4571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7289    0.4540   -0.7390 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6187   -0.6393   -1.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1409   -1.5630   -1.8915 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0345   -0.6009   -0.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9798   -1.5345   -1.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2064   -1.1514   -0.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0110   -0.0307   -0.1130 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7472    0.3304   -0.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2916   -0.9618    1.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6471    0.6168    0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1443   -0.9404   -0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5073   -1.2149   -1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8008   -2.1751   -0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5465   -2.3211   -0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4651    1.3145    0.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060    2.0274   -1.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5378    2.5054    0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3966    0.0697    2.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0865    1.8246    2.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553    0.5805    2.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9163    2.9760    0.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5722   -0.2624    1.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3181   -0.8426    0.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0561    0.8018   -1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3621    1.3254   -0.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8009   -2.4279   -1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1689   -1.6758   -0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3404    1.2281    0.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 15  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  1  0
M  END

  Mrv0541 05061307162D          

 19 19  0  0  0  0            999 V2000
    4.8546    5.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401    4.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4092    2.8748    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
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    3.1768    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
    3.4256    5.2393    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
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401    4.8268    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
    2.7112    4.8268    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
    1.9967    3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    5.2393    0.0000 O   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
    1.5842    4.3038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  8  2  0  0  0  0
 12  5  1  0  0  0  0
 12 10  2  0  0  0  0
 13  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14  4  1  0  0  0  0
 14 12  1  0  0  0  0
 15  3  1  0  0  0  0
 15  6  1  0  0  0  0
 15  9  1  0  0  0  0
 16 13  2  0  0  0  0
 17 14  2  0  0  0  0
 18 15  1  0  0  0  0
 19  7  1  0  0  0  0
 19 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033661

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CC(=O)CC(C)(O)CCC(=O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O4/c1-11(2)8-13(16)9-15(3,18)6-4-14(17)12-5-7-19-10-12/h5,7-8,10,18H,4,6,9H2,1-3H3

> <INCHI_KEY>
GENURIBYATWERM-UHFFFAOYSA-N

> <FORMULA>
C15H20O4

> <MOLECULAR_WEIGHT>
264.3169

> <EXACT_MASS>
264.136159128

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
28.374729186028425

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(furan-3-yl)-4-hydroxy-4,8-dimethylnon-7-ene-1,6-dione

> <ALOGPS_LOGP>
1.76

> <JCHEM_LOGP>
2.1508193293333333

> <ALOGPS_LOGS>
-3.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.313063241811193

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.24225652144506

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8658066379106266

> <JCHEM_POLAR_SURFACE_AREA>
67.51

> <JCHEM_REFRACTIVITY>
73.37749999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.70e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(furan-3-yl)-4-hydroxy-4,8-dimethylnon-7-ene-1,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033661
     RDKit          3D
4-Hydroxydehydromyoporone
 39 39  0  0  0  0  0  0  0  0999 V2000
   -5.3664   -0.4668    0.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0356   -0.4814   -0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6915   -1.6048   -0.9105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1805    0.4891    0.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.5388   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4711   -0.3630   -1.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9103    1.6520   -0.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0665    1.2143    0.9007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6533    0.8617    2.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8461    2.3449    1.2200 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9340    0.0658    0.4571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7289    0.4540   -0.7390 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6187   -0.6393   -1.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1409   -1.5630   -1.8915 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0345   -0.6009   -0.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9798   -1.5345   -1.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2064   -1.1514   -0.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0110   -0.0307   -0.1130 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7472    0.3304   -0.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2916   -0.9618    1.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6471    0.6168    0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1443   -0.9404   -0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5073   -1.2149   -1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8008   -2.1751   -0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5465   -2.3211   -0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4651    1.3145    0.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060    2.0274   -1.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5378    2.5054    0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3966    0.0697    2.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0865    1.8246    2.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553    0.5805    2.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9163    2.9760    0.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5722   -0.2624    1.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3181   -0.8426    0.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0561    0.8018   -1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3621    1.3254   -0.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8009   -2.4279   -1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1689   -1.6758   -0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3404    1.2281    0.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 15  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  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       9.062   9.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.728   7.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.497   5.366   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.393   4.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.393   5.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.394   9.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.061   7.470   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       7.728   9.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.061   9.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.727   6.700   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.727   9.780   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.274   4.390   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.957   8.034   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.830  -0.290   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   15                                                            
CONECT    4    6   14                                                       
CONECT    5    7   12                                                       
CONECT    6    4   15                                                       
CONECT    7    5   19                                                       
CONECT    8   11   13                                                       
CONECT    9   13   15                                                       
CONECT   10   12   19                                                       
CONECT   11    1    2    8                                                  
CONECT   12    5   10   14                                                  
CONECT   13    8    9   16                                                  
CONECT   14    4   12   17                                                  
CONECT   15    3    6    9   18                                             
CONECT   16   13                                                            
CONECT   17   14                                                            
CONECT   18   15                                                            
CONECT   19    7   10                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0033661
HETATM    1  C1  UNL     1      -5.366  -0.467   0.639  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.036  -0.481  -0.017  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.692  -1.605  -0.911  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.180   0.489   0.198  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.866   0.539  -0.408  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.471  -0.363  -1.188  1.00  0.00           O  
HETATM    7  C6  UNL     1      -0.910   1.652  -0.146  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.066   1.214   0.901  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.653   0.862   2.210  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.846   2.345   1.220  1.00  0.00           O  
HETATM   11  C9  UNL     1       0.934   0.066   0.457  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.729   0.454  -0.739  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.619  -0.639  -1.220  1.00  0.00           C  
HETATM   14  O3  UNL     1       2.141  -1.563  -1.891  1.00  0.00           O  
HETATM   15  C12 UNL     1       4.035  -0.601  -0.891  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.980  -1.535  -1.264  1.00  0.00           C  
HETATM   17  C14 UNL     1       6.206  -1.151  -0.763  1.00  0.00           C  
HETATM   18  O4  UNL     1       6.011  -0.031  -0.113  1.00  0.00           O  
HETATM   19  C15 UNL     1       4.747   0.330  -0.162  1.00  0.00           C  
HETATM   20  H1  UNL     1      -5.292  -0.962   1.619  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.647   0.617   0.796  1.00  0.00           H  
HETATM   22  H3  UNL     1      -6.144  -0.940  -0.000  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.507  -1.215  -1.933  1.00  0.00           H  
HETATM   24  H5  UNL     1      -2.801  -2.175  -0.593  1.00  0.00           H  
HETATM   25  H6  UNL     1      -4.547  -2.321  -0.991  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.465   1.315   0.871  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.406   2.027  -1.045  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.538   2.505   0.224  1.00  0.00           H  
HETATM   29  H10 UNL     1      -1.397   0.070   2.066  1.00  0.00           H  
HETATM   30  H11 UNL     1      -1.087   1.825   2.572  1.00  0.00           H  
HETATM   31  H12 UNL     1       0.155   0.581   2.917  1.00  0.00           H  
HETATM   32  H13 UNL     1       0.916   2.976   0.479  1.00  0.00           H  
HETATM   33  H14 UNL     1       1.572  -0.262   1.317  1.00  0.00           H  
HETATM   34  H15 UNL     1       0.318  -0.843   0.224  1.00  0.00           H  
HETATM   35  H16 UNL     1       1.056   0.802  -1.537  1.00  0.00           H  
HETATM   36  H17 UNL     1       2.362   1.325  -0.466  1.00  0.00           H  
HETATM   37  H18 UNL     1       4.801  -2.428  -1.855  1.00  0.00           H  
HETATM   38  H19 UNL     1       7.169  -1.676  -0.880  1.00  0.00           H  
HETATM   39  H20 UNL     1       4.340   1.228   0.305  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4    4
CONECT    3   23   24   25
CONECT    4    5   26
CONECT    5    6    6    7
CONECT    7    8   27   28
CONECT    8    9   10   11
CONECT    9   29   30   31
CONECT   10   32
CONECT   11   12   33   34
CONECT   12   13   35   36
CONECT   13   14   14   15
CONECT   15   16   19   19
CONECT   16   17   17   37
CONECT   17   18   38
CONECT   18   19
CONECT   19   39
END

HMDB0033661
     RDKit          3D
4-Hydroxydehydromyoporone
 39 39  0  0  0  0  0  0  0  0999 V2000
   -5.3664   -0.4668    0.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0356   -0.4814   -0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6915   -1.6048   -0.9105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1805    0.4891    0.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.5388   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4711   -0.3630   -1.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9103    1.6520   -0.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0665    1.2143    0.9007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6533    0.8617    2.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8461    2.3449    1.2200 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9340    0.0658    0.4571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7289    0.4540   -0.7390 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6187   -0.6393   -1.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1409   -1.5630   -1.8915 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0345   -0.6009   -0.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9798   -1.5345   -1.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2064   -1.1514   -0.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0110   -0.0307   -0.1130 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7472    0.3304   -0.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2916   -0.9618    1.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6471    0.6168    0.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1443   -0.9404   -0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5073   -1.2149   -1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8008   -2.1751   -0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5465   -2.3211   -0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4651    1.3145    0.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060    2.0274   -1.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5378    2.5054    0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3966    0.0697    2.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0865    1.8246    2.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553    0.5805    2.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9163    2.9760    0.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5722   -0.2624    1.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3181   -0.8426    0.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0561    0.8018   -1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3621    1.3254   -0.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8009   -2.4279   -1.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1689   -1.6758   -0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3404    1.2281    0.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 15  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Hydroxydehydromyoporone, 9ci	HMDB
Furopinnatin	HMDB

Chemical Formula

C₁₅H₂₀O₄

Average Molecular Weight

264.3169

Monoisotopic Molecular Weight

264.136159128

IUPAC Name

1-(furan-3-yl)-4-hydroxy-4,8-dimethylnon-7-ene-1,6-dione

Traditional Name

1-(furan-3-yl)-4-hydroxy-4,8-dimethylnon-7-ene-1,6-dione

CAS Registry Number

72896-64-1

SMILES

CC(C)=CC(=O)CC(C)(O)CCC(=O)C1=COC=C1

InChI Identifier

InChI=1S/C15H20O4/c1-11(2)8-13(16)9-15(3,18)6-4-14(17)12-5-7-19-10-12/h5,7-8,10,18H,4,6,9H2,1-3H3

InChI Key

GENURIBYATWERM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Aromatic monoterpenoid
Monocyclic monoterpenoid
Aryl alkyl ketone
Aryl ketone
B'-hydroxy-alpha,beta-unsaturated-ketone
Beta-hydroxy ketone
Acryloyl-group
Heteroaromatic compound
Enone
Furan
Alpha,beta-unsaturated ketone
Tertiary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Alcohol
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033661)

Source

Endogenous

Endogenous (HMDB: HMDB0033661)

Plant

Plant (HMDB: HMDB0033661)

Animal

Animal (HMDB: HMDB0033661)

Exogenous

Food

Food (HMDB: HMDB0033661)

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Exogenous (HMDB: HMDB0033661)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0033661)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0033661)

Lipid metabolism pathway (HMDB: HMDB0033661)

Cellular process

Cell signaling (HMDB: HMDB0033661)

Biochemical process

Lipid transport (HMDB: HMDB0033661)

Role

Biological role

Energy source (HMDB: HMDB0033661)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033661)

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	0.17 g/L	ALOGPS
logP	1.76	ALOGPS
logP	2.15	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	14.24	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	67.51 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	73.38 m³·mol⁻¹	ChemAxon
Polarizability	28.37 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]+	165.264	31661259
DarkChem	[M-H]-	163.605	31661259
DeepCCS	[M+H]+	167.774	30932474
DeepCCS	[M-H]-	165.416	30932474
DeepCCS	[M-2H]-	198.303	30932474
DeepCCS	[M+Na]+	173.867	30932474
AllCCS	[M+H]+	163.3	32859911
AllCCS	[M+H-H2O]+	159.8	32859911
AllCCS	[M+NH4]+	166.6	32859911
AllCCS	[M+Na]+	167.5	32859911
AllCCS	[M-H]-	166.0	32859911
AllCCS	[M+Na-2H]-	166.5	32859911
AllCCS	[M+HCOO]-	167.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxydehydromyoporone	CC(C)=CC(=O)CC(C)(O)CCC(=O)C1=COC=C1	3066.3	Standard polar	33892256
4-Hydroxydehydromyoporone	CC(C)=CC(=O)CC(C)(O)CCC(=O)C1=COC=C1	1890.9	Standard non polar	33892256
4-Hydroxydehydromyoporone	CC(C)=CC(=O)CC(C)(O)CCC(=O)C1=COC=C1	2039.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxydehydromyoporone,1TMS,isomer #1	CC(C)=CC(=O)CC(C)(CCC(=O)C1=COC=C1)O[Si](C)(C)C	2136.7	Semi standard non polar	33892256
4-Hydroxydehydromyoporone,1TMS,isomer #2	CC(C)=CC(=CC(C)(O)CCC(=O)C1=COC=C1)O[Si](C)(C)C	2185.8	Semi standard non polar	33892256
4-Hydroxydehydromyoporone,2TMS,isomer #1	CC(C)=CC(=CC(C)(CCC(=O)C1=COC=C1)O[Si](C)(C)C)O[Si](C)(C)C	2231.4	Semi standard non polar	33892256
4-Hydroxydehydromyoporone,2TMS,isomer #1	CC(C)=CC(=CC(C)(CCC(=O)C1=COC=C1)O[Si](C)(C)C)O[Si](C)(C)C	2148.9	Standard non polar	33892256
4-Hydroxydehydromyoporone,1TBDMS,isomer #1	CC(C)=CC(=O)CC(C)(CCC(=O)C1=COC=C1)O[Si](C)(C)C(C)(C)C	2360.7	Semi standard non polar	33892256
4-Hydroxydehydromyoporone,1TBDMS,isomer #2	CC(C)=CC(=CC(C)(O)CCC(=O)C1=COC=C1)O[Si](C)(C)C(C)(C)C	2412.3	Semi standard non polar	33892256
4-Hydroxydehydromyoporone,2TBDMS,isomer #1	CC(C)=CC(=CC(C)(CCC(=O)C1=COC=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2683.0	Semi standard non polar	33892256
4-Hydroxydehydromyoporone,2TBDMS,isomer #1	CC(C)=CC(=CC(C)(CCC(=O)C1=COC=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2579.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxydehydromyoporone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00l5-9510000000-851d769eeca204ab5829	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxydehydromyoporone GC-MS (1 TMS) - 70eV, Positive	splash10-006t-9020000000-c7a497f058b2a20e8bae	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxydehydromyoporone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxydehydromyoporone 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 - 4-Hydroxydehydromyoporone 10V, Positive-QTOF	splash10-00kb-2290000000-f7952e9d7c4d3b632d67	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxydehydromyoporone 20V, Positive-QTOF	splash10-001j-9630000000-82d9b6d6e34d6ccc5ab9	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxydehydromyoporone 40V, Positive-QTOF	splash10-00ls-9400000000-b3fb579e4287c4057c39	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxydehydromyoporone 10V, Negative-QTOF	splash10-03di-2190000000-a2fbae6bfac5b87f3743	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxydehydromyoporone 20V, Negative-QTOF	splash10-07c2-9460000000-2bd464b14afc807dc2cd	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxydehydromyoporone 40V, Negative-QTOF	splash10-05mk-9310000000-7449337434fc8495bfe8	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxydehydromyoporone 10V, Positive-QTOF	splash10-00nb-4950000000-c53a6917e45bc050e71b	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxydehydromyoporone 20V, Positive-QTOF	splash10-055e-9300000000-cbaad00795ffc298affa	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxydehydromyoporone 40V, Positive-QTOF	splash10-00mw-9200000000-d713c0c266dda5ecd7bf	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxydehydromyoporone 10V, Negative-QTOF	splash10-03di-1590000000-802af8977b34de8e81f6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxydehydromyoporone 20V, Negative-QTOF	splash10-02ta-9420000000-c9116857be275faf5087	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxydehydromyoporone 40V, Negative-QTOF	splash10-016r-9220000000-25826d790883a75d5433	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB011763

KNApSAcK ID

Not Available

Chemspider ID

35013653

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14830724

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

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 4-Hydroxydehydromyoporone (HMDB0033661)

MOL for HMDB0033661 (4-Hydroxydehydromyoporone)

3D MOL for HMDB0033661 (4-Hydroxydehydromyoporone)

3D SDF for HMDB0033661 (4-Hydroxydehydromyoporone)

3D-SDF for HMDB0033661 (4-Hydroxydehydromyoporone)

PDB for HMDB0033661 (4-Hydroxydehydromyoporone)

3D PDB for HMDB0033661 (4-Hydroxydehydromyoporone)

SMILES for HMDB0033661 (4-Hydroxydehydromyoporone)

INCHI for HMDB0033661 (4-Hydroxydehydromyoporone)

Structure for HMDB0033661 (4-Hydroxydehydromyoporone)

3D Structure for HMDB0033661 (4-Hydroxydehydromyoporone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra