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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:32:34 UTC

Update Date

2022-03-07 02:55:41 UTC

HMDB ID

HMDB0038257

Secondary Accession Numbers

HMDB38257

Metabolite Identification

Common Name

Geranyl phenylacetate

Description

Geranyl phenylacetate belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Based on a literature review a significant number of articles have been published on Geranyl phenylacetate.

Structure

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

HMDB0038257
     RDKit          3D
Geranyl phenylacetate
 44 44  0  0  0  0  0  0  0  0999 V2000
   -4.9726   -0.5275   -1.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0874   -0.0860    0.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1890   -0.5996    0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2026    0.7660    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0758    1.2907   -0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7161    0.8480    0.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095    1.3446   -0.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6150    2.8369   -0.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1016    0.5486   -1.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0215   -0.9032   -1.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1919   -1.5232   -0.5902 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8753   -1.2268    0.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5013   -0.3316    1.3092 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1126   -2.0051    0.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3425   -1.2732    0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9450   -1.4575   -0.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0744   -0.7812   -1.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6663    0.1367   -0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0802    0.3284    1.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9304   -0.3799    1.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7530   -1.2508   -1.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0655    0.3540   -1.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9346   -0.9248   -1.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9882   -1.6688    1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1606   -0.5676    0.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3093    0.0006    1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2897    1.0773    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2320    0.9684   -1.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1100    2.4231   -0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7132   -0.1704    0.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6076    1.4783    1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3234    3.3864   -0.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3850    3.2184   -0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025    3.0485   -1.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8358    1.0043   -1.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8765   -1.3129   -0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0486   -1.3048   -2.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0798   -2.9654    0.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1137   -2.2103    2.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4475   -2.1775   -1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5417   -0.9350   -2.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5684    0.6512   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5452    1.0484    1.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5225   -0.1757    2.3590 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  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
M  END


  Mrv0541 05061310192D          

 20 20  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  2  0  0  0  0
 13 12  1  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  8  2  0  0  0  0
 16  3  1  0  0  0  0
 16  9  1  0  0  0  0
 16 12  2  0  0  0  0
 17 10  2  0  0  0  0
 17 11  1  0  0  0  0
 17 14  1  0  0  0  0
 18 14  1  0  0  0  0
 19 18  2  0  0  0  0
 20 13  1  0  0  0  0
 20 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038257

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C/COC(=O)CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H24O2/c1-15(2)8-7-9-16(3)12-13-20-18(19)14-17-10-5-4-6-11-17/h4-6,8,10-12H,7,9,13-14H2,1-3H3/b16-12-

> <INCHI_KEY>
UXAIJXIHZDZMSK-VBKFSLOCSA-N

> <FORMULA>
C18H24O2

> <MOLECULAR_WEIGHT>
272.382

> <EXACT_MASS>
272.177630012

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
32.02711569131871

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate

> <ALOGPS_LOGP>
5.85

> <JCHEM_LOGP>
4.7778485260000005

> <ALOGPS_LOGS>
-4.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.096856086003611

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
85.05550000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.02e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038257
     RDKit          3D
Geranyl phenylacetate
 44 44  0  0  0  0  0  0  0  0999 V2000
   -4.9726   -0.5275   -1.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0874   -0.0860    0.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1890   -0.5996    0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2026    0.7660    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0758    1.2907   -0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7161    0.8480    0.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095    1.3446   -0.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6150    2.8369   -0.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1016    0.5486   -1.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0215   -0.9032   -1.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1919   -1.5232   -0.5902 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8753   -1.2268    0.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5013   -0.3316    1.3092 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1126   -2.0051    0.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3425   -1.2732    0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9450   -1.4575   -0.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0744   -0.7812   -1.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6663    0.1367   -0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0802    0.3284    1.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9304   -0.3799    1.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7530   -1.2508   -1.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0655    0.3540   -1.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9346   -0.9248   -1.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9882   -1.6688    1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1606   -0.5676    0.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3093    0.0006    1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2897    1.0773    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2320    0.9684   -1.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1100    2.4231   -0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7132   -0.1704    0.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6076    1.4783    1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3234    3.3864   -0.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3850    3.2184   -0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025    3.0485   -1.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8358    1.0043   -1.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8765   -1.3129   -0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0486   -1.3048   -2.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0798   -2.9654    0.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1137   -2.2103    2.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4475   -2.1775   -1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5417   -0.9350   -2.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5684    0.6512   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5452    1.0484    1.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5225   -0.1757    2.3590 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  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  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      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4    5    6                                                       
CONECT    5    4   10                                                       
CONECT    6    4   11                                                       
CONECT    7    8    9                                                       
CONECT    8    7   15                                                       
CONECT    9    7   16                                                       
CONECT   10    5   17                                                       
CONECT   11    6   17                                                       
CONECT   12   13   16                                                       
CONECT   13   12   20                                                       
CONECT   14   17   18                                                       
CONECT   15    1    2    8                                                  
CONECT   16    3    9   12                                                  
CONECT   17   10   11   14                                                  
CONECT   18   14   19   20                                                  
CONECT   19   18                                                            
CONECT   20   13   18                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0038257
HETATM    1  C1  UNL     1      -4.973  -0.527  -1.339  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.087  -0.086   0.082  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.189  -0.600   0.922  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.203   0.766   0.610  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.076   1.291  -0.228  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.716   0.848   0.339  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.710   1.345  -0.578  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.615   2.837  -0.768  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.102   0.549  -1.236  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.022  -0.903  -1.067  1.00  0.00           C  
HETATM   11  O1  UNL     1       1.192  -1.523  -0.590  1.00  0.00           O  
HETATM   12  C11 UNL     1       1.875  -1.227   0.558  1.00  0.00           C  
HETATM   13  O2  UNL     1       1.501  -0.332   1.309  1.00  0.00           O  
HETATM   14  C12 UNL     1       3.113  -2.005   0.912  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.343  -1.273   0.535  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.945  -1.458  -0.706  1.00  0.00           C  
HETATM   17  C15 UNL     1       6.074  -0.781  -1.079  1.00  0.00           C  
HETATM   18  C16 UNL     1       6.666   0.137  -0.200  1.00  0.00           C  
HETATM   19  C17 UNL     1       6.080   0.328   1.031  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.930  -0.380   1.375  1.00  0.00           C  
HETATM   21  H1  UNL     1      -5.753  -1.251  -1.604  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.066   0.354  -1.997  1.00  0.00           H  
HETATM   23  H3  UNL     1      -3.935  -0.925  -1.447  1.00  0.00           H  
HETATM   24  H4  UNL     1      -5.988  -1.669   1.159  1.00  0.00           H  
HETATM   25  H5  UNL     1      -7.161  -0.568   0.368  1.00  0.00           H  
HETATM   26  H6  UNL     1      -6.309   0.001   1.850  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.290   1.077   1.628  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.232   0.968  -1.266  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.110   2.423  -0.228  1.00  0.00           H  
HETATM   30  H10 UNL     1      -1.713  -0.170   0.660  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.608   1.478   1.293  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.323   3.386  -0.127  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.385   3.218  -0.551  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.903   3.049  -1.823  1.00  0.00           H  
HETATM   35  H15 UNL     1       0.836   1.004  -1.913  1.00  0.00           H  
HETATM   36  H16 UNL     1      -0.877  -1.313  -0.615  1.00  0.00           H  
HETATM   37  H17 UNL     1      -0.049  -1.305  -2.154  1.00  0.00           H  
HETATM   38  H18 UNL     1       3.080  -2.965   0.393  1.00  0.00           H  
HETATM   39  H19 UNL     1       3.114  -2.210   2.015  1.00  0.00           H  
HETATM   40  H20 UNL     1       4.448  -2.178  -1.347  1.00  0.00           H  
HETATM   41  H21 UNL     1       6.542  -0.935  -2.056  1.00  0.00           H  
HETATM   42  H22 UNL     1       7.568   0.651  -0.535  1.00  0.00           H  
HETATM   43  H23 UNL     1       6.545   1.048   1.703  1.00  0.00           H  
HETATM   44  H24 UNL     1       4.522  -0.176   2.359  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4    4
CONECT    3   24   25   26
CONECT    4    5   27
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8    9    9
CONECT    8   32   33   34
CONECT    9   10   35
CONECT   10   11   36   37
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   38   39
CONECT   15   16   16   20
CONECT   16   17   40
CONECT   17   18   18   41
CONECT   18   19   42
CONECT   19   20   20   43
CONECT   20   44
END

HMDB0038257
     RDKit          3D
Geranyl phenylacetate
 44 44  0  0  0  0  0  0  0  0999 V2000
   -4.9726   -0.5275   -1.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0874   -0.0860    0.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1890   -0.5996    0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2026    0.7660    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0758    1.2907   -0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7161    0.8480    0.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095    1.3446   -0.5777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6150    2.8369   -0.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1016    0.5486   -1.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0215   -0.9032   -1.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1919   -1.5232   -0.5902 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8753   -1.2268    0.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5013   -0.3316    1.3092 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1126   -2.0051    0.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3425   -1.2732    0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9450   -1.4575   -0.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0744   -0.7812   -1.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6663    0.1367   -0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0802    0.3284    1.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9304   -0.3799    1.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7530   -1.2508   -1.6038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0655    0.3540   -1.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9346   -0.9248   -1.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9882   -1.6688    1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1606   -0.5676    0.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3093    0.0006    1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2897    1.0773    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2320    0.9684   -1.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1100    2.4231   -0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7132   -0.1704    0.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6076    1.4783    1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3234    3.3864   -0.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3850    3.2184   -0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025    3.0485   -1.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8358    1.0043   -1.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8765   -1.3129   -0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0486   -1.3048   -2.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0798   -2.9654    0.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1137   -2.2103    2.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4475   -2.1775   -1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5417   -0.9350   -2.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5684    0.6512   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5452    1.0484    1.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5225   -0.1757    2.3590 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  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Geranyl phenylacetic acid	Generator
(2E)-3,7-Dimethyl-2,6-octadienyl phenylacetate	HMDB
3,7-Dimethyl-2,6-octadienyl ester(e)-benzeneacetic acid	HMDB
FEMA 2516	HMDB
Geranyl alpha -toluate	HMDB
Phenylacetic acid, geranyl ester	HMDB
Phenylacetyl geranate	HMDB
trans-3,7-Dimethyl-2,6-octadienyl phenylacetate	HMDB
(2Z)-3,7-Dimethylocta-2,6-dien-1-yl 2-phenylacetic acid	Generator

Chemical Formula

C₁₈H₂₄O₂

Average Molecular Weight

272.382

Monoisotopic Molecular Weight

272.177630012

IUPAC Name

(2Z)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate

Traditional Name

(2Z)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate

CAS Registry Number

102-22-7

SMILES

CC(C)=CCC\C(C)=C/COC(=O)CC1=CC=CC=C1

InChI Identifier

InChI=1S/C18H24O2/c1-15(2)8-7-9-16(3)12-13-20-18(19)14-17-10-5-4-6-11-17/h4-6,8,10-12H,7,9,13-14H2,1-3H3/b16-12-

InChI Key

UXAIJXIHZDZMSK-VBKFSLOCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohol esters

Direct Parent

Fatty alcohol esters

Alternative Parents

Substituents

Fatty alcohol ester
Monoterpenoid
Monocyclic monoterpenoid
Aromatic monoterpenoid
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	378.09 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.093 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.915 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.008 g/L	ALOGPS
logP	5.85	ALOGPS
logP	4.78	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	85.06 m³·mol⁻¹	ChemAxon
Polarizability	32.03 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	166.336	31661259
DarkChem	[M-H]-	163.411	31661259
DeepCCS	[M+H]+	168.774	30932474
DeepCCS	[M-H]-	166.416	30932474
DeepCCS	[M-2H]-	199.301	30932474
DeepCCS	[M+Na]+	174.867	30932474
AllCCS	[M+H]+	167.9	32859911
AllCCS	[M+H-H2O]+	164.6	32859911
AllCCS	[M+NH4]+	170.9	32859911
AllCCS	[M+Na]+	171.8	32859911
AllCCS	[M-H]-	173.1	32859911
AllCCS	[M+Na-2H]-	173.2	32859911
AllCCS	[M+HCOO]-	173.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Geranyl phenylacetate	CC(C)=CCC\C(C)=C/COC(=O)CC1=CC=CC=C1	2545.7	Standard polar	33892256
Geranyl phenylacetate	CC(C)=CCC\C(C)=C/COC(=O)CC1=CC=CC=C1	1903.9	Standard non polar	33892256
Geranyl phenylacetate	CC(C)=CCC\C(C)=C/COC(=O)CC1=CC=CC=C1	2027.1	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 - Geranyl phenylacetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9300000000-48637917f501fe646761	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Geranyl phenylacetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Geranyl phenylacetate 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 - Geranyl phenylacetate 10V, Positive-QTOF	splash10-00dr-1960000000-5cc0322af9e158d38a7a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl phenylacetate 20V, Positive-QTOF	splash10-014r-8900000000-ba0474da46c4135624c4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl phenylacetate 40V, Positive-QTOF	splash10-066u-9100000000-bc06ab6c8b9178998ace	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl phenylacetate 10V, Negative-QTOF	splash10-00y0-1960000000-7c1dd97e3f70a1edf7af	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl phenylacetate 20V, Negative-QTOF	splash10-00kr-1900000000-8ead56ed818c938f2848	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl phenylacetate 40V, Negative-QTOF	splash10-014r-3900000000-65df8187a663a61a2555	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl phenylacetate 10V, Positive-QTOF	splash10-01c3-9530000000-682bd8fb44a603849745	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl phenylacetate 20V, Positive-QTOF	splash10-000x-9200000000-8084cd855764d0bedd27	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl phenylacetate 40V, Positive-QTOF	splash10-0006-9100000000-b5df718eb1d3d6d88c27	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl phenylacetate 10V, Negative-QTOF	splash10-0uk9-3950000000-05328ba6a708cc2e4f0d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl phenylacetate 20V, Negative-QTOF	splash10-00dl-5910000000-27d69a7cb6d302294414	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl phenylacetate 40V, Negative-QTOF	splash10-000f-9400000000-8be25baff4b414ba7fbb	2021-09-25	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

FDB017551

KNApSAcK ID

Not Available

Chemspider ID

4941013

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6436374

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1559321

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 Geranyl phenylacetate (HMDB0038257)

MOL for HMDB0038257 (Geranyl phenylacetate)

3D MOL for HMDB0038257 (Geranyl phenylacetate)

3D SDF for HMDB0038257 (Geranyl phenylacetate)

3D-SDF for HMDB0038257 (Geranyl phenylacetate)

PDB for HMDB0038257 (Geranyl phenylacetate)

3D PDB for HMDB0038257 (Geranyl phenylacetate)

SMILES for HMDB0038257 (Geranyl phenylacetate)

INCHI for HMDB0038257 (Geranyl phenylacetate)

Structure for HMDB0038257 (Geranyl phenylacetate)

3D Structure for HMDB0038257 (Geranyl phenylacetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra