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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2018-04-09 22:19:14 UTC

Update Date

2020-06-15 17:04:53 UTC

HMDB ID

HMDB0240268

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Farnesyl acetate

Description

Farnesyl acetate, also known as farnesylacetic acid, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on Farnesyl acetate.

Structure

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

HMDB0240268
     RDKit          3D
Farnesyl acetate
 47 46  0  0  0  0  0  0  0  0999 V2000
    8.7989    0.3114   -0.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6291   -0.4419    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8053   -1.6471    0.4516 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3754    0.0972    0.2630 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2664   -0.6512    0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0671    0.2300    0.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9598   -0.0111    0.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8831   -1.2405   -0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7622    0.8754    0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6158    0.0437    0.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6537    0.8366    0.7514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6769    0.3911    0.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5479   -0.8374   -0.7771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9563    1.1387    0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0128    0.1750    0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3381    0.7986    0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3792    0.2991    0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7194    0.9533    0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2163   -0.8960   -0.8427 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5950   -0.3794   -0.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2102    1.0041    0.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5467    0.9383   -1.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1120   -1.5784    0.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4767   -0.9317    1.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1006    1.1313    1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200   -1.2069   -1.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8170   -1.3000   -1.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7406   -2.1375   -0.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8967    1.7405    0.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5579    1.2450   -0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8891   -0.1964    1.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4824   -0.9110    0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7086    1.7360    1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4547   -1.0120   -1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6961   -0.7987   -1.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3771   -1.7508   -0.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2349    1.5007   -0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9068    1.9840    0.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0061   -0.6969   -0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6228   -0.1705    1.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4813    1.6702    1.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3206    0.3345    0.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6171    1.9904    0.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2281    0.9779   -0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9496   -1.7471   -0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3797   -0.7857   -1.5674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1236   -1.0752   -1.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 19 47  1  0
M  END

            
  Mrv1652304101800212D          

 19 18  0  0  0  0            999 V2000
10017.970310016.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10017.254910015.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10016.540410016.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10015.825510015.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10015.110710016.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.395710015.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.681010016.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.966210015.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10012.251310016.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.536310015.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.251310017.1600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.110710017.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10018.683910015.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10019.399510016.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10020.115210015.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10020.828810016.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10021.546410015.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10020.828810017.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10017.970310017.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 13  1  0  0  0  0
  1 19  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 12  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240268

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H28O2/c1-14(2)8-6-9-15(3)10-7-11-16(4)12-13-19-17(5)18/h8,10,12H,6-7,9,11,13H2,1-5H3/b15-10+,16-12+

> <INCHI_KEY>
ZGIGZINMAOQWLX-NCZFFCEISA-N

> <FORMULA>
C17H28O2

> <MOLECULAR_WEIGHT>
264.409

> <EXACT_MASS>
264.208930142

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
32.95183795385303

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl acetate

> <ALOGPS_LOGP>
5.67

> <JCHEM_LOGP>
4.603222981333332

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.004434726067085

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
84.1362

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0240268
     RDKit          3D
Farnesyl acetate
 47 46  0  0  0  0  0  0  0  0999 V2000
    8.7989    0.3114   -0.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6291   -0.4419    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8053   -1.6471    0.4516 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3754    0.0972    0.2630 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2664   -0.6512    0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0671    0.2300    0.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9598   -0.0111    0.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8831   -1.2405   -0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7622    0.8754    0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6158    0.0437    0.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6537    0.8366    0.7514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6769    0.3911    0.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5479   -0.8374   -0.7771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9563    1.1387    0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0128    0.1750    0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3381    0.7986    0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3792    0.2991    0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7194    0.9533    0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2163   -0.8960   -0.8427 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5950   -0.3794   -0.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2102    1.0041    0.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5467    0.9383   -1.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1120   -1.5784    0.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4767   -0.9317    1.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1006    1.1313    1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200   -1.2069   -1.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8170   -1.3000   -1.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7406   -2.1375   -0.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8967    1.7405    0.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5579    1.2450   -0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8891   -0.1964    1.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4824   -0.9110    0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7086    1.7360    1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4547   -1.0120   -1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6961   -0.7987   -1.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3771   -1.7508   -0.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2349    1.5007   -0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9068    1.9840    0.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0061   -0.6969   -0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6228   -0.1705    1.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4813    1.6702    1.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3206    0.3345    0.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6171    1.9904    0.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2281    0.9779   -0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9496   -1.7471   -0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3797   -0.7857   -1.5674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1236   -1.0752   -1.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 19 47  1  0
M  END

HEADER    PROTEIN                                 10-APR-18   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-APR-18         0                                  
HETATM    1  C   UNK     0    8700.2118697.158   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8698.8768696.389   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8697.5428697.158   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8696.2088696.389   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8694.8738697.158   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8693.5398696.389   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8692.2058697.158   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8690.8708696.389   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8689.5368697.158   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8688.2018696.389   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8689.5368698.699   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8694.8738698.699   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8701.5438696.389   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8702.8798697.158   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8704.2158696.389   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8705.5478697.158   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8706.8878696.389   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8705.5478698.699   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8700.2118698.699   0.000  0.00  0.00           C+0
CONECT    1    2   13   19                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    5                                                            
CONECT   13    1   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    1                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0240268
HETATM    1  C1  UNL     1       8.799   0.311  -0.394  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.629  -0.442   0.123  1.00  0.00           C  
HETATM    3  O1  UNL     1       7.805  -1.647   0.452  1.00  0.00           O  
HETATM    4  O2  UNL     1       6.375   0.097   0.263  1.00  0.00           O  
HETATM    5  C3  UNL     1       5.266  -0.651   0.764  1.00  0.00           C  
HETATM    6  C4  UNL     1       4.067   0.230   0.785  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.960  -0.011   0.118  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.883  -1.241  -0.718  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.762   0.875   0.143  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.616   0.044   0.680  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.654   0.837   0.751  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.677   0.391   0.042  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.548  -0.837  -0.777  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.956   1.139   0.077  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.013   0.175   0.616  1.00  0.00           C  
HETATM   16  C14 UNL     1      -5.338   0.799   0.702  1.00  0.00           C  
HETATM   17  C15 UNL     1      -6.379   0.299   0.017  1.00  0.00           C  
HETATM   18  C16 UNL     1      -7.719   0.953   0.121  1.00  0.00           C  
HETATM   19  C17 UNL     1      -6.216  -0.896  -0.843  1.00  0.00           C  
HETATM   20  H1  UNL     1       9.595  -0.379  -0.718  1.00  0.00           H  
HETATM   21  H2  UNL     1       9.210   1.004   0.387  1.00  0.00           H  
HETATM   22  H3  UNL     1       8.547   0.938  -1.278  1.00  0.00           H  
HETATM   23  H4  UNL     1       5.112  -1.578   0.213  1.00  0.00           H  
HETATM   24  H5  UNL     1       5.477  -0.932   1.822  1.00  0.00           H  
HETATM   25  H6  UNL     1       4.101   1.131   1.387  1.00  0.00           H  
HETATM   26  H7  UNL     1       2.020  -1.207  -1.424  1.00  0.00           H  
HETATM   27  H8  UNL     1       3.817  -1.300  -1.341  1.00  0.00           H  
HETATM   28  H9  UNL     1       2.741  -2.137  -0.090  1.00  0.00           H  
HETATM   29  H10 UNL     1       1.897   1.741   0.815  1.00  0.00           H  
HETATM   30  H11 UNL     1       1.558   1.245  -0.881  1.00  0.00           H  
HETATM   31  H12 UNL     1       0.889  -0.196   1.745  1.00  0.00           H  
HETATM   32  H13 UNL     1       0.482  -0.911   0.176  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.709   1.736   1.367  1.00  0.00           H  
HETATM   34  H15 UNL     1      -2.455  -1.012  -1.379  1.00  0.00           H  
HETATM   35  H16 UNL     1      -0.696  -0.799  -1.485  1.00  0.00           H  
HETATM   36  H17 UNL     1      -1.377  -1.751  -0.152  1.00  0.00           H  
HETATM   37  H18 UNL     1      -3.235   1.501  -0.935  1.00  0.00           H  
HETATM   38  H19 UNL     1      -2.907   1.984   0.765  1.00  0.00           H  
HETATM   39  H20 UNL     1      -4.006  -0.697  -0.055  1.00  0.00           H  
HETATM   40  H21 UNL     1      -3.623  -0.171   1.599  1.00  0.00           H  
HETATM   41  H22 UNL     1      -5.481   1.670   1.322  1.00  0.00           H  
HETATM   42  H23 UNL     1      -8.321   0.334   0.810  1.00  0.00           H  
HETATM   43  H24 UNL     1      -7.617   1.990   0.512  1.00  0.00           H  
HETATM   44  H25 UNL     1      -8.228   0.978  -0.874  1.00  0.00           H  
HETATM   45  H26 UNL     1      -5.950  -1.747  -0.166  1.00  0.00           H  
HETATM   46  H27 UNL     1      -5.380  -0.786  -1.567  1.00  0.00           H  
HETATM   47  H28 UNL     1      -7.124  -1.075  -1.418  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   23   24
CONECT    6    7    7   25
CONECT    7    8    9
CONECT    8   26   27   28
CONECT    9   10   29   30
CONECT   10   11   31   32
CONECT   11   12   12   33
CONECT   12   13   14
CONECT   13   34   35   36
CONECT   14   15   37   38
CONECT   15   16   39   40
CONECT   16   17   17   41
CONECT   17   18   19
CONECT   18   42   43   44
CONECT   19   45   46   47
END

HMDB0240268
     RDKit          3D
Farnesyl acetate
 47 46  0  0  0  0  0  0  0  0999 V2000
    8.7989    0.3114   -0.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6291   -0.4419    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8053   -1.6471    0.4516 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3754    0.0972    0.2630 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2664   -0.6512    0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0671    0.2300    0.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9598   -0.0111    0.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8831   -1.2405   -0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7622    0.8754    0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6158    0.0437    0.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6537    0.8366    0.7514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6769    0.3911    0.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5479   -0.8374   -0.7771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9563    1.1387    0.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0128    0.1750    0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3381    0.7986    0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3792    0.2991    0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7194    0.9533    0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2163   -0.8960   -0.8427 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5950   -0.3794   -0.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2102    1.0041    0.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5467    0.9383   -1.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1120   -1.5784    0.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4767   -0.9317    1.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1006    1.1313    1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200   -1.2069   -1.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8170   -1.3000   -1.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7406   -2.1375   -0.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8967    1.7405    0.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5579    1.2450   -0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8891   -0.1964    1.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4824   -0.9110    0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7086    1.7360    1.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4547   -1.0120   -1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6961   -0.7987   -1.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3771   -1.7508   -0.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2349    1.5007   -0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9068    1.9840    0.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0061   -0.6969   -0.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6228   -0.1705    1.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4813    1.6702    1.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3206    0.3345    0.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6171    1.9904    0.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2281    0.9779   -0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9496   -1.7471   -0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3797   -0.7857   -1.5674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1236   -1.0752   -1.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 19 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Farnesyl acetic acid	Generator
2-trans-6-trans-Farnesyl acetic acid	HMDB
(2E,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-yl acetate	HMDB
(2E,6E)-Farnesyl acetate	HMDB
(e,e)-Farnesyl acetate	HMDB
2-trans-6-trans-Farnesyl acetate	HMDB
Acetic acid (2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrienyl ester	HMDB
Acetic acid (2E,6E)-farnesyl ester	HMDB
Acetic acid farnesyl ester	HMDB
all-trans-Farnesyl acetate	HMDB
trans,trans-Farnesol acetate	HMDB
trans,trans-Farnesyl acetate	HMDB
trans-2-trans-6-Farnesyl acetate	HMDB
1-Acetoxy-3,7,11-trimethyl-2,6,10-dodecatriene	HMDB
3,7,11-Trimethyl-2,6,10-dodecatrienyl acetate	HMDB
Farnesol acetate	HMDB
Farnesylacetic acid, (e,e)-isomer	HMDB
Farnesylacetic acid	HMDB
Farnesylacetate	HMDB

Chemical Formula

C₁₇H₂₈O₂

Average Molecular Weight

264.409

Monoisotopic Molecular Weight

264.208930142

IUPAC Name

(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl acetate

Traditional Name

(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl acetate

CAS Registry Number

4128-17-0

SMILES

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

InChI Identifier

InChI=1S/C17H28O2/c1-14(2)8-6-9-15(3)10-7-11-16(4)12-13-19-17(5)18/h8,10,12H,6-7,9,11,13H2,1-5H3/b15-10+,16-12+

InChI Key

ZGIGZINMAOQWLX-NCZFFCEISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Sesquiterpenoid
Fatty alcohol ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Wax monoesters (LMFA07010230 )

Ontology

Not Available

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
logP	5.67	ALOGPS
logP	4.6	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-7	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	9	ChemAxon
Refractivity	84.14 m³·mol⁻¹	ChemAxon
Polarizability	32.95 Å³	ChemAxon
Number of Rings	0	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
AllCCS	[M-H]-	170.865	31661259
AllCCS	[M+H]+	171.437	31661259
DeepCCS	[M+H]+	166.999	30932474
DeepCCS	[M-H]-	164.641	30932474
DeepCCS	[M-2H]-	197.84	30932474
DeepCCS	[M+Na]+	173.093	30932474
AllCCS	[M+H]+	171.4	32859911
AllCCS	[M+H-H2O]+	168.2	32859911
AllCCS	[M+NH4]+	174.4	32859911
AllCCS	[M+Na]+	175.3	32859911
AllCCS	[M-H]-	170.9	32859911
AllCCS	[M+Na-2H]-	171.8	32859911
AllCCS	[M+HCOO]-	172.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Farnesyl acetate	CC(C)=CCC\C(C)=C\CC\C(C)=C\COC(C)=O	2194.9	Standard polar	33892256
Farnesyl acetate	CC(C)=CCC\C(C)=C\CC\C(C)=C\COC(C)=O	1802.6	Standard non polar	33892256
Farnesyl acetate	CC(C)=CCC\C(C)=C\CC\C(C)=C\COC(C)=O	1882.5	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 - Farnesyl acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Farnesyl acetate 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 - Farnesyl acetate 10V, Positive-QTOF	splash10-066r-1390000000-544966511594fa9b83c8	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesyl acetate 20V, Positive-QTOF	splash10-0aor-5950000000-38b02de88337a4caa3b0	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesyl acetate 40V, Positive-QTOF	splash10-0lk9-9500000000-ea087ec7b687151c343f	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesyl acetate 10V, Negative-QTOF	splash10-03di-4090000000-888b26730a0a02a8e184	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesyl acetate 20V, Negative-QTOF	splash10-0a4i-9030000000-eb86da7a12f9f1f77168	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesyl acetate 40V, Negative-QTOF	splash10-0a4i-9210000000-522fc1302742afe8b589	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesyl acetate 10V, Positive-QTOF	splash10-06di-2950000000-a47d983af62f859b8044	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesyl acetate 20V, Positive-QTOF	splash10-0ac1-5900000000-b86681cff7ddd1ecad61	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesyl acetate 40V, Positive-QTOF	splash10-0apl-9300000000-9c2d8636fcc0b0e83190	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesyl acetate 10V, Negative-QTOF	splash10-0a4i-9020000000-98e574867ba8a275d968	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesyl acetate 20V, Negative-QTOF	splash10-0a4i-9000000000-c01bbbf5bed889264ddb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Farnesyl acetate 40V, Negative-QTOF	splash10-0a4i-9000000000-10ce90895f77c934cb4c	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB029768

KNApSAcK ID

C00030247

Chemspider ID

554014

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

638500

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1290091

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Hirvi T, Honkanen E (1982). The aroma of blueberries. Journal of the Science of Food and Agriculture.

Showing metabocard for Farnesyl acetate (HMDB0240268)

MOL for HMDB0240268 (Farnesyl acetate)

3D MOL for HMDB0240268 (Farnesyl acetate)

3D SDF for HMDB0240268 (Farnesyl acetate)

3D-SDF for HMDB0240268 (Farnesyl acetate)

PDB for HMDB0240268 (Farnesyl acetate)

3D PDB for HMDB0240268 (Farnesyl acetate)

SMILES for HMDB0240268 (Farnesyl acetate)

INCHI for HMDB0240268 (Farnesyl acetate)

Structure for HMDB0240268 (Farnesyl acetate)

3D Structure for HMDB0240268 (Farnesyl acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra