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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 22:42:27 UTC

Update Date

2021-09-23 22:42:27 UTC

HMDB ID

HMDB0303025

Secondary Accession Numbers

None

Metabolite Identification

Common Name

cis-trans-Farnesyl acetate

Description

Cis-trans-farnesyl acetate is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Cis-trans-farnesyl acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Cis-trans-farnesyl acetate can be found in linden, which makes cis-trans-farnesyl acetate a potential biomarker for the consumption of this food product.

Structure

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

HMDB0303025
     RDKit          3D
cis-trans-Farnesyl acetate
 47 46  0  0  0  0  0  0  0  0999 V2000
    6.9379    0.9237    0.7529 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4575    0.8218    0.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9477    1.2650   -0.4765 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6303    0.2709    1.5226 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2052    0.1798    1.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9719   -0.6237    0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3331   -0.2003   -0.9054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1390   -1.1082   -2.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7906    1.1469   -0.9962 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2632    1.0384   -1.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3612    0.3457   -0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1558   -0.7095   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4614   -1.2499   -1.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7049   -1.3217    1.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2038   -1.3059    1.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7231    0.0895    1.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6026    0.4464    0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0959   -0.5102   -0.7624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1098    1.8403    0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2259    0.8638    1.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2349    1.9021    0.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4803    0.1498    0.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8017   -0.4003    2.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8293    1.1913    1.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3649   -1.6621    0.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8910   -2.1294   -1.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595   -1.1757   -2.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4630   -0.6653   -2.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9245    1.8257   -0.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2118    1.5888   -1.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036    0.5571   -2.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1261    2.0910   -1.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1376    0.7478    0.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6257   -1.7254   -2.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414   -2.0685   -1.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8900   -0.4511   -2.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3991   -2.4055    1.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3147   -0.8386    1.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747   -1.7230    2.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6798   -1.8995    0.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3423    0.7860    1.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5562   -1.3681   -0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3263   -0.9400   -1.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9531   -0.0997   -1.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3549    2.5659    0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9479    1.8659    0.9886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4714    2.0779   -0.7670 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


  Mrv1533007141517462D          

 21 20  0  0  0  0            999 V2000
   -5.3625   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.4289    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
    2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -2.1434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  7  1  0  0  0  0
 13 12  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  8  2  0  0  0  0
 15  3  1  0  0  0  0
 15  9  1  0  0  0  0
 15 10  2  0  0  0  0
 16  4  1  0  0  0  0
 16 11  1  0  0  0  0
 16 12  2  0  0  0  0
 17  5  1  0  0  0  0
 18 17  2  0  0  0  0
 19 13  1  0  0  0  0
 19 17  1  0  0  0  0
 20 10  1  0  0  0  0
 21 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303025

> <DATABASE_NAME>
hmdb

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

> <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-HDVIWIBHSA-N

> <FORMULA>
C17H28O2

> <MOLECULAR_WEIGHT>
264.409

> <EXACT_MASS>
264.208930142

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
33.02908183510038

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z,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>
84.13619999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0303025
     RDKit          3D
cis-trans-Farnesyl acetate
 47 46  0  0  0  0  0  0  0  0999 V2000
    6.9379    0.9237    0.7529 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4575    0.8218    0.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9477    1.2650   -0.4765 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6303    0.2709    1.5226 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2052    0.1798    1.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9719   -0.6237    0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3331   -0.2003   -0.9054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1390   -1.1082   -2.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7906    1.1469   -0.9962 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2632    1.0384   -1.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3612    0.3457   -0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1558   -0.7095   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4614   -1.2499   -1.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7049   -1.3217    1.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2038   -1.3059    1.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7231    0.0895    1.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6026    0.4464    0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0959   -0.5102   -0.7624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1098    1.8403    0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2259    0.8638    1.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2349    1.9021    0.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4803    0.1498    0.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8017   -0.4003    2.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8293    1.1913    1.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3649   -1.6621    0.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8910   -2.1294   -1.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595   -1.1757   -2.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4630   -0.6653   -2.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9245    1.8257   -0.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2118    1.5888   -1.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036    0.5571   -2.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1261    2.0910   -1.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1376    0.7478    0.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6257   -1.7254   -2.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414   -2.0685   -1.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8900   -0.4511   -2.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3991   -2.4055    1.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3147   -0.8386    1.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747   -1.7230    2.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6798   -1.8995    0.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3423    0.7860    1.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5562   -1.3681   -0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3263   -0.9400   -1.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9531   -0.0997   -1.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3549    2.5659    0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9479    1.8659    0.9886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4714    2.0779   -0.7670 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                                 14-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-JUL-15         0                                  
HETATM    1  C   UNK     0     -10.010  -6.668   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.010  -4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.390  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.160  -2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.930  -4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.700  -5.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.390  -4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -9.240  -5.335   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.620  -2.667   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.620  -2.667   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.850  -4.001   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.850  -1.334   0.000  0.00  0.00           O+0
HETATM   20  H   UNK     0      -2.310  -4.001   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.310   1.334   0.000  0.00  0.00           H+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   16                                                            
CONECT    5   17                                                            
CONECT    6    8    9                                                       
CONECT    7   10   11                                                       
CONECT    8    6   14                                                       
CONECT    9    6   15                                                       
CONECT   10    7   15   20                                                  
CONECT   11    7   16                                                       
CONECT   12   13   16   21                                                  
CONECT   13   12   19                                                       
CONECT   14    1    2    8                                                  
CONECT   15    3    9   10                                                  
CONECT   16    4   11   12                                                  
CONECT   17    5   18   19                                                  
CONECT   18   17                                                            
CONECT   19   13   17                                                       
CONECT   20   10                                                            
CONECT   21   12                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0303025
HETATM    1  C1  UNL     1       6.938   0.924   0.753  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.458   0.822   0.583  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.948   1.265  -0.477  1.00  0.00           O  
HETATM    4  O2  UNL     1       4.630   0.271   1.523  1.00  0.00           O  
HETATM    5  C3  UNL     1       3.205   0.180   1.345  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.972  -0.624   0.151  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.333  -0.200  -0.905  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.139  -1.108  -2.104  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.791   1.147  -0.996  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.263   1.038  -1.171  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.361   0.346  -0.018  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.156  -0.710  -0.156  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.461  -1.250  -1.486  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.705  -1.322   1.077  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.204  -1.306   1.166  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.723   0.090   1.146  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.603   0.446   0.242  1.00  0.00           C  
HETATM   18  C16 UNL     1      -5.096  -0.510  -0.762  1.00  0.00           C  
HETATM   19  C17 UNL     1      -5.110   1.840   0.233  1.00  0.00           C  
HETATM   20  H1  UNL     1       7.226   0.864   1.825  1.00  0.00           H  
HETATM   21  H2  UNL     1       7.235   1.902   0.312  1.00  0.00           H  
HETATM   22  H3  UNL     1       7.480   0.150   0.172  1.00  0.00           H  
HETATM   23  H4  UNL     1       2.802  -0.400   2.239  1.00  0.00           H  
HETATM   24  H5  UNL     1       2.829   1.191   1.380  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.365  -1.662   0.145  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.891  -2.129  -1.777  1.00  0.00           H  
HETATM   27  H8  UNL     1       3.159  -1.176  -2.568  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.463  -0.665  -2.827  1.00  0.00           H  
HETATM   29  H10 UNL     1       1.925   1.826  -0.169  1.00  0.00           H  
HETATM   30  H11 UNL     1       2.212   1.589  -1.961  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.004   0.557  -2.118  1.00  0.00           H  
HETATM   32  H13 UNL     1      -0.126   2.091  -1.224  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.138   0.748   0.992  1.00  0.00           H  
HETATM   34  H15 UNL     1      -0.626  -1.725  -2.018  1.00  0.00           H  
HETATM   35  H16 UNL     1      -2.241  -2.069  -1.420  1.00  0.00           H  
HETATM   36  H17 UNL     1      -1.890  -0.451  -2.139  1.00  0.00           H  
HETATM   37  H18 UNL     1      -1.399  -2.406   1.108  1.00  0.00           H  
HETATM   38  H19 UNL     1      -1.315  -0.839   1.985  1.00  0.00           H  
HETATM   39  H20 UNL     1      -3.475  -1.723   2.158  1.00  0.00           H  
HETATM   40  H21 UNL     1      -3.680  -1.900   0.355  1.00  0.00           H  
HETATM   41  H22 UNL     1      -3.342   0.786   1.905  1.00  0.00           H  
HETATM   42  H23 UNL     1      -5.556  -1.368  -0.186  1.00  0.00           H  
HETATM   43  H24 UNL     1      -4.326  -0.940  -1.401  1.00  0.00           H  
HETATM   44  H25 UNL     1      -5.953  -0.100  -1.349  1.00  0.00           H  
HETATM   45  H26 UNL     1      -4.355   2.566   0.600  1.00  0.00           H  
HETATM   46  H27 UNL     1      -5.948   1.866   0.989  1.00  0.00           H  
HETATM   47  H28 UNL     1      -5.471   2.078  -0.767  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

HMDB0303025
     RDKit          3D
cis-trans-Farnesyl acetate
 47 46  0  0  0  0  0  0  0  0999 V2000
    6.9379    0.9237    0.7529 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4575    0.8218    0.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9477    1.2650   -0.4765 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6303    0.2709    1.5226 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2052    0.1798    1.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9719   -0.6237    0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3331   -0.2003   -0.9054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1390   -1.1082   -2.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7906    1.1469   -0.9962 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2632    1.0384   -1.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3612    0.3457   -0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1558   -0.7095   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4614   -1.2499   -1.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7049   -1.3217    1.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2038   -1.3059    1.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7231    0.0895    1.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6026    0.4464    0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0959   -0.5102   -0.7624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1098    1.8403    0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2259    0.8638    1.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2349    1.9021    0.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4803    0.1498    0.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8017   -0.4003    2.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8293    1.1913    1.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3649   -1.6621    0.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8910   -2.1294   -1.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595   -1.1757   -2.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4630   -0.6653   -2.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9245    1.8257   -0.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2118    1.5888   -1.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036    0.5571   -2.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1261    2.0910   -1.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1376    0.7478    0.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6257   -1.7254   -2.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414   -2.0685   -1.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8900   -0.4511   -2.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3991   -2.4055    1.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3147   -0.8386    1.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4747   -1.7230    2.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6798   -1.8995    0.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3423    0.7860    1.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5562   -1.3681   -0.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3263   -0.9400   -1.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9531   -0.0997   -1.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3549    2.5659    0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9479    1.8659    0.9886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4714    2.0779   -0.7670 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
(2Z,6E)-Farnesyl acetic acid	Generator
cis-trans-Farnesyl acetic acid	Generator

Chemical Formula

C₁₇H₂₈O₂

Average Molecular Weight

264.409

Monoisotopic Molecular Weight

264.208930142

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H]\C(CC\C(C)=C(\[H])COC(C)=O)=C(\C)CCC=C(C)C

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-HDVIWIBHSA-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

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0303025)

Food

Herb and spice

Herb

Linden (FooDB: FOOD00184)

Fruit

Berry

Highbush blueberry (FooDB: FOOD00191)

Process

Not Available

Role

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	33.03 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]+	171.437	32859911
AllCCS	[M+H-H2O]+	168.19	32859911
AllCCS	[M+Na]+	175.316	32859911
AllCCS	[M+NH4]+	174.45	32859911
AllCCS	[M-H]-	170.865	32859911
AllCCS	[M+Na-2H]-	171.768	32859911
AllCCS	[M+HCOO]-	172.892	32859911
DeepCCS	[M+H]+	171.393	30932474
DeepCCS	[M-H]-	169.035	30932474
DeepCCS	[M-2H]-	202.619	30932474
DeepCCS	[M+Na]+	177.847	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	20.2964 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.3 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3267.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	582.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	244.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	332.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	104.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	758.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	864.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	79.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1799.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	689.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1403.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	606.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	460.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	303.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	569.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.1 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-trans-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 - cis-trans-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 - cis-trans-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 - cis-trans-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 - cis-trans-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 - cis-trans-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 - cis-trans-Farnesyl acetate 10V, Positive-QTOF	splash10-0avj-3980000000-d0cacea18f93611cfa8d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-trans-Farnesyl acetate 20V, Positive-QTOF	splash10-05fs-4910000000-cd7e82d91dea442bbff2	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-trans-Farnesyl acetate 40V, Positive-QTOF	splash10-067l-9500000000-6d204ceb861fa25ef5fa	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-trans-Farnesyl acetate 10V, Negative-QTOF	splash10-0a4i-9010000000-0cc8835aad45d7fb57d5	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-trans-Farnesyl acetate 20V, Negative-QTOF	splash10-0a4i-9000000000-c01bbbf5bed889264ddb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-trans-Farnesyl acetate 40V, Negative-QTOF	splash10-0a4i-9000000000-4da5beca4d7e88e438bd	2021-10-21	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

FDB007333

KNApSAcK ID

Not Available

Chemspider ID

1267821

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1551480

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

Not Available

Showing metabocard for cis-trans-Farnesyl acetate (HMDB0303025)

MOL for HMDB0303025 (cis-trans-Farnesyl acetate)

3D MOL for HMDB0303025 (cis-trans-Farnesyl acetate)

3D SDF for HMDB0303025 (cis-trans-Farnesyl acetate)

3D-SDF for HMDB0303025 (cis-trans-Farnesyl acetate)

PDB for HMDB0303025 (cis-trans-Farnesyl acetate)

3D PDB for HMDB0303025 (cis-trans-Farnesyl acetate)

SMILES for HMDB0303025 (cis-trans-Farnesyl acetate)

INCHI for HMDB0303025 (cis-trans-Farnesyl acetate)

Structure for HMDB0303025 (cis-trans-Farnesyl acetate)

3D Structure for HMDB0303025 (cis-trans-Farnesyl acetate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra