MiMeDB: Showing metabocard for Farnesyl pyrophosphate (MMDBc0029519)

Plant

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:25:38 UTC

Update Date

2022-08-31 13:41:11 UTC

Metabolite ID

MMDBc0029519

Metabolite Identification

Common Name

Farnesyl pyrophosphate

Description

Farnesyl pyrophosphate is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. -- Wikipedia

Structure

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


  Mrv1652306222023512D          

 26 25  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
   -3.7125   -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
    0.8250    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    3.5724    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    0.0000 P   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
  7  5  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  6  1  0  0  0  0
 12 11  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  7  2  0  0  0  0
 14  3  1  0  0  0  0
 14  8  1  0  0  0  0
 14  9  2  0  0  0  0
 15  4  1  0  0  0  0
 15 10  1  0  0  0  0
 15 11  2  0  0  0  0
 21 12  1  0  0  0  0
 23 16  1  0  0  0  0
 23 17  1  0  0  0  0
 23 18  2  0  0  0  0
 23 22  1  0  0  0  0
 24 19  1  0  0  0  0
 24 20  2  0  0  0  0
 24 21  1  0  0  0  0
 24 22  1  0  0  0  0
 25  9  1  0  0  0  0
 26 11  1  0  0  0  0
M  END

HMDB0000961
     RDKit          3D
Farnesyl pyrophosphate
 52 51  0  0  0  0  0  0  0  0999 V2000
    6.4230    0.1068    2.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8021    0.6763    0.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2477    0.9937    0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9122    0.9278   -0.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4791    0.6271    0.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0071   -0.3726   -0.9087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5547   -0.7155   -0.6961 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8734   -1.6898   -1.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8503   -0.1638    0.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4205   -0.5451    0.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3990    0.7068    0.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8424    0.5019    0.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5093   -0.0389    1.6139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6084    0.8303   -0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0843    0.6507   -0.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5011   -0.2336   -1.5922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1560   -0.4622   -1.5647 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.5541   -1.5528   -0.5842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7524   -0.9186   -3.0826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9556    0.9883   -1.1511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9336    0.7780    0.2040 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.4179   -0.2590    1.1490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0774    2.2827    1.0034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4855    0.2767   -0.3086 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9058    0.9026    2.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7913   -0.8053    2.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3494   -0.2290    2.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4145    1.0482   -0.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9067    0.2229    0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4674    1.9452    1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1898    1.3413   -1.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3054    0.2569    1.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9265    1.5870   -0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5674   -1.3165   -0.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1908   -0.0094   -1.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5095   -2.5829   -1.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0402   -1.2015   -2.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6081   -2.0394   -2.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2926    0.5463    0.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125   -1.2625   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2741   -1.0505    1.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224    1.1978   -0.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0937    1.4305    1.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7276   -0.2485    2.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2070    0.6783    2.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0561   -0.9909    1.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1606    1.2385   -1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5466    1.6403   -0.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3659    0.2330    0.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0256   -0.7905   -3.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8420    3.0130    0.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9975   -0.0772    0.4737 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  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 19 50  1  0
 23 51  1  0
 24 52  1  0
M  END


  Mrv1652306222023512D          

 26 25  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
   -3.7125   -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
    0.8250    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    3.5724    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    0.0000 P   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
  7  5  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  6  1  0  0  0  0
 12 11  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  7  2  0  0  0  0
 14  3  1  0  0  0  0
 14  8  1  0  0  0  0
 14  9  2  0  0  0  0
 15  4  1  0  0  0  0
 15 10  1  0  0  0  0
 15 11  2  0  0  0  0
 21 12  1  0  0  0  0
 23 16  1  0  0  0  0
 23 17  1  0  0  0  0
 23 18  2  0  0  0  0
 23 22  1  0  0  0  0
 24 19  1  0  0  0  0
 24 20  2  0  0  0  0
 24 21  1  0  0  0  0
 24 22  1  0  0  0  0
 25  9  1  0  0  0  0
 26 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029519

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CC\C(C)=C(/[H])COP(O)(=O)OP(O)(O)=O)=C(\C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)/b14-9+,15-11+

> <INCHI_KEY>
VWFJDQUYCIWHTN-YFVJMOTDSA-N

> <FORMULA>
C15H28O7P2

> <MOLECULAR_WEIGHT>
382.33

> <EXACT_MASS>
382.131027238

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
37.94192720134606

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{[hydroxy({[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy})phosphoryl]oxy}phosphonic acid

> <ALOGPS_LOGP>
2.40

> <JCHEM_LOGP>
3.6167330606666663

> <ALOGPS_LOGS>
-3.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.2043406094078315

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7672186885241006

> <JCHEM_POLAR_SURFACE_AREA>
113.28999999999999

> <JCHEM_REFRACTIVITY>
96.73049999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
farnesyl diphosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000961
     RDKit          3D
Farnesyl pyrophosphate
 52 51  0  0  0  0  0  0  0  0999 V2000
    6.4230    0.1068    2.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8021    0.6763    0.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2477    0.9937    0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9122    0.9278   -0.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4791    0.6271    0.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0071   -0.3726   -0.9087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5547   -0.7155   -0.6961 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8734   -1.6898   -1.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8503   -0.1638    0.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4205   -0.5451    0.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3990    0.7068    0.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8424    0.5019    0.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5093   -0.0389    1.6139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6084    0.8303   -0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0843    0.6507   -0.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5011   -0.2336   -1.5922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1560   -0.4622   -1.5647 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.5541   -1.5528   -0.5842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7524   -0.9186   -3.0826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9556    0.9883   -1.1511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9336    0.7780    0.2040 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.4179   -0.2590    1.1490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0774    2.2827    1.0034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4855    0.2767   -0.3086 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9058    0.9026    2.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7913   -0.8053    2.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3494   -0.2290    2.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4145    1.0482   -0.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9067    0.2229    0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4674    1.9452    1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1898    1.3413   -1.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3054    0.2569    1.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9265    1.5870   -0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5674   -1.3165   -0.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1908   -0.0094   -1.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5095   -2.5829   -1.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0402   -1.2015   -2.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6081   -2.0394   -2.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2926    0.5463    0.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125   -1.2625   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2741   -1.0505    1.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224    1.1978   -0.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0937    1.4305    1.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7276   -0.2485    2.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2070    0.6783    2.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0561   -0.9909    1.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1606    1.2385   -1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5466    1.6403   -0.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3659    0.2330    0.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0256   -0.7905   -3.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8420    3.0130    0.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9975   -0.0772    0.4737 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  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 19 50  1  0
 23 51  1  0
 24 52  1  0
M  END

HEADER    PROTEIN                                 22-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-20         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      -6.930  -4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.700  -5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.390  -4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -9.240  -5.335   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.620  -2.667   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.540   8.002   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.644   7.438   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.976   5.898   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.644   3.231   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.976   4.771   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.540   2.667   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.080   5.335   0.000  0.00  0.00           O+0
HETATM   23  P   UNK     0       2.310   6.668   0.000  0.00  0.00           P+0
HETATM   24  P   UNK     0       2.310   4.001   0.000  0.00  0.00           P+0
HETATM   25  H   UNK     0      -2.310  -4.001   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.310  -1.334   0.000  0.00  0.00           H+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   15                                                            
CONECT    5    7    8                                                       
CONECT    6    9   10                                                       
CONECT    7    5   13                                                       
CONECT    8    5   14                                                       
CONECT    9    6   14   25                                                  
CONECT   10    6   15                                                       
CONECT   11   12   15   26                                                  
CONECT   12   11   21                                                       
CONECT   13    1    2    7                                                  
CONECT   14    3    8    9                                                  
CONECT   15    4   10   11                                                  
CONECT   16   23                                                            
CONECT   17   23                                                            
CONECT   18   23                                                            
CONECT   19   24                                                            
CONECT   20   24                                                            
CONECT   21   12   24                                                       
CONECT   22   23   24                                                       
CONECT   23   16   17   18   22                                             
CONECT   24   19   20   21   22                                             
CONECT   25    9                                                            
CONECT   26   11                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   50    0
END

COMPND    HMDB0000961
HETATM    1  C1  UNL     1       6.423   0.107   2.118  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.802   0.676   0.804  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.248   0.994   0.511  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.912   0.928  -0.151  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.479   0.627   0.104  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.007  -0.373  -0.909  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.555  -0.716  -0.696  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.873  -1.690  -1.587  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.850  -0.164   0.282  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.420  -0.545   0.438  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.399   0.707   0.288  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.842   0.502   0.416  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.509  -0.039   1.614  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.608   0.830  -0.632  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.084   0.651  -0.578  1.00  0.00           C  
HETATM   16  O1  UNL     1      -4.501  -0.234  -1.592  1.00  0.00           O  
HETATM   17  P1  UNL     1      -6.156  -0.462  -1.565  1.00  0.00           P  
HETATM   18  O2  UNL     1      -6.554  -1.553  -0.584  1.00  0.00           O  
HETATM   19  O3  UNL     1      -6.752  -0.919  -3.083  1.00  0.00           O  
HETATM   20  O4  UNL     1      -6.956   0.988  -1.151  1.00  0.00           O  
HETATM   21  P2  UNL     1      -7.934   0.778   0.204  1.00  0.00           P  
HETATM   22  O5  UNL     1      -7.418  -0.259   1.149  1.00  0.00           O  
HETATM   23  O6  UNL     1      -8.077   2.283   1.003  1.00  0.00           O  
HETATM   24  O7  UNL     1      -9.485   0.277  -0.309  1.00  0.00           O  
HETATM   25  H1  UNL     1       5.906   0.903   2.719  1.00  0.00           H  
HETATM   26  H2  UNL     1       5.791  -0.805   2.024  1.00  0.00           H  
HETATM   27  H3  UNL     1       7.349  -0.229   2.640  1.00  0.00           H  
HETATM   28  H4  UNL     1       8.414   1.048  -0.572  1.00  0.00           H  
HETATM   29  H5  UNL     1       8.907   0.223   0.926  1.00  0.00           H  
HETATM   30  H6  UNL     1       8.467   1.945   1.044  1.00  0.00           H  
HETATM   31  H7  UNL     1       6.190   1.341  -1.104  1.00  0.00           H  
HETATM   32  H8  UNL     1       4.305   0.257   1.116  1.00  0.00           H  
HETATM   33  H9  UNL     1       3.926   1.587  -0.093  1.00  0.00           H  
HETATM   34  H10 UNL     1       4.567  -1.316  -0.803  1.00  0.00           H  
HETATM   35  H11 UNL     1       4.191  -0.009  -1.940  1.00  0.00           H  
HETATM   36  H12 UNL     1       1.510  -2.583  -1.029  1.00  0.00           H  
HETATM   37  H13 UNL     1       1.040  -1.201  -2.164  1.00  0.00           H  
HETATM   38  H14 UNL     1       2.608  -2.039  -2.341  1.00  0.00           H  
HETATM   39  H15 UNL     1       2.293   0.546   0.955  1.00  0.00           H  
HETATM   40  H16 UNL     1       0.113  -1.263  -0.350  1.00  0.00           H  
HETATM   41  H17 UNL     1       0.274  -1.050   1.401  1.00  0.00           H  
HETATM   42  H18 UNL     1      -0.122   1.198  -0.663  1.00  0.00           H  
HETATM   43  H19 UNL     1      -0.094   1.430   1.093  1.00  0.00           H  
HETATM   44  H20 UNL     1      -1.728  -0.249   2.400  1.00  0.00           H  
HETATM   45  H21 UNL     1      -3.207   0.678   2.088  1.00  0.00           H  
HETATM   46  H22 UNL     1      -3.056  -0.991   1.422  1.00  0.00           H  
HETATM   47  H23 UNL     1      -2.161   1.238  -1.552  1.00  0.00           H  
HETATM   48  H24 UNL     1      -4.547   1.640  -0.792  1.00  0.00           H  
HETATM   49  H25 UNL     1      -4.366   0.233   0.394  1.00  0.00           H  
HETATM   50  H26 UNL     1      -6.026  -0.790  -3.741  1.00  0.00           H  
HETATM   51  H27 UNL     1      -7.842   3.013   0.352  1.00  0.00           H  
HETATM   52  H28 UNL     1      -9.998  -0.077   0.474  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    4    4
CONECT    3   28   29   30
CONECT    4    5   31
CONECT    5    6   32   33
CONECT    6    7   34   35
CONECT    7    8    9    9
CONECT    8   36   37   38
CONECT    9   10   39
CONECT   10   11   40   41
CONECT   11   12   42   43
CONECT   12   13   14   14
CONECT   13   44   45   46
CONECT   14   15   47
CONECT   15   16   48   49
CONECT   16   17
CONECT   17   18   18   19   20
CONECT   19   50
CONECT   20   21
CONECT   21   22   22   23   24
CONECT   23   51
CONECT   24   52
END

HMDB0000961
     RDKit          3D
Farnesyl pyrophosphate
 52 51  0  0  0  0  0  0  0  0999 V2000
    6.4230    0.1068    2.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8021    0.6763    0.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2477    0.9937    0.5106 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9122    0.9278   -0.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4791    0.6271    0.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0071   -0.3726   -0.9087 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5547   -0.7155   -0.6961 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8734   -1.6898   -1.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8503   -0.1638    0.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4205   -0.5451    0.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3990    0.7068    0.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8424    0.5019    0.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5093   -0.0389    1.6139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6084    0.8303   -0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0843    0.6507   -0.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5011   -0.2336   -1.5922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1560   -0.4622   -1.5647 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.5541   -1.5528   -0.5842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7524   -0.9186   -3.0826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9556    0.9883   -1.1511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9336    0.7780    0.2040 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.4179   -0.2590    1.1490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0774    2.2827    1.0034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4855    0.2767   -0.3086 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9058    0.9026    2.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7913   -0.8053    2.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3494   -0.2290    2.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4145    1.0482   -0.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9067    0.2229    0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4674    1.9452    1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1898    1.3413   -1.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3054    0.2569    1.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9265    1.5870   -0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5674   -1.3165   -0.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1908   -0.0094   -1.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5095   -2.5829   -1.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0402   -1.2015   -2.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6081   -2.0394   -2.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2926    0.5463    0.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125   -1.2625   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2741   -1.0505    1.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1224    1.1978   -0.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0937    1.4305    1.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7276   -0.2485    2.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2070    0.6783    2.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0561   -0.9909    1.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1606    1.2385   -1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5466    1.6403   -0.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3659    0.2330    0.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0256   -0.7905   -3.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8420    3.0130    0.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9975   -0.0772    0.4737 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  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 19 50  1  0
 23 51  1  0
 24 52  1  0
M  END

Synonyms

Value	Source
(2E,6E)-Farnesol diphosphate	ChEBI
(2E,6E)-Farnesyl diphosphate	ChEBI
(2E,6E)-Farnesyl pyrophosphate	ChEBI
(all-e)-Farnesyl diphosphate	ChEBI
(e,e)-Farnesyl pyrophosphate	ChEBI
2-trans,6-trans-Farnesyl pyrophosphate	ChEBI
all-trans-Farnesyl pyrophosphate	ChEBI
Farnesyl diphosphate	ChEBI
trans,trans-Farnesyl diphosphate	ChEBI
trans-trans-Farnesyl diphosphate	ChEBI
2-trans,6-trans-Farnesyl diphosphate	Kegg
(2E,6E)-Farnesol diphosphoric acid	Generator
(2E,6E)-Farnesyl diphosphoric acid	Generator
(2E,6E)-Farnesyl pyrophosphoric acid	Generator
(all-e)-Farnesyl diphosphoric acid	Generator
(e,e)-Farnesyl pyrophosphoric acid	Generator
2-trans,6-trans-Farnesyl pyrophosphoric acid	Generator
all-trans-Farnesyl pyrophosphoric acid	Generator
Farnesyl diphosphoric acid	Generator
trans,trans-Farnesyl diphosphoric acid	Generator
trans-trans-Farnesyl diphosphoric acid	Generator
2-trans,6-trans-Farnesyl diphosphoric acid	Generator
Farnesyl pyrophosphoric acid	Generator
(e,e)-Farnesyl diphosphate	HMDB
Farnesyl-PP	HMDB
trans-Farnesyl pyrophosphate	HMDB
trans-trans-Farnesyl pyrophosphate	HMDB
Farnesyl pyrophosphate, (e,e)-isomer	HMDB
Farnesyl pyrophosphate, (e,Z)-isomer	HMDB
Farnesyl pyrophosphate, (Z,e)-isomer	HMDB
Farnesyl pyrophosphate, (Z,Z)-isomer	HMDB
Farnesylpyrophosphate	HMDB

Molecular Formula

C₁₅H₂₈O₇P₂

Average Mass

382.33

Monoisotopic Mass

382.131027238

IUPAC Name

{[hydroxy({[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy})phosphoryl]oxy}phosphonic acid

Traditional Name

farnesyl diphosphate

CAS Registry Number

13058-04-3

SMILES

[H]\C(CC\C(C)=C(/[H])COP(O)(=O)OP(O)(O)=O)=C(\C)CCC=C(C)C

InChI Identifier

InChI=1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)/b14-9+,15-11+

InChI Key

VWFJDQUYCIWHTN-YFVJMOTDSA-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
Organic pyrophosphate
Isoprenoid phosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

farnesyl diphosphate (CHEBI:17407 )
Acyclic farnesane sesquiterpenoids (C00448 )
Farnesenes (C00448 )
Acyclic farnesane sesquiterpenoids (LMPR0103010002 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.081 g/L	ALOGPS
logP	2.4	ALOGPS
logP	3.62	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	1.77	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	96.73 m³·mol⁻¹	ChemAxon
Polarizability	37.94 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Cytoplasm
Endoplasmic reticulum
Extracellular
Membrane
Peroxisome

Biospecimen Locations

Blood
Feces
Neuron
Testis

Tissue Locations

Neuron
Testis

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191930	Squalene synthase	Unknown	P37268	Homo_sapiens
MMDBp0192549	Geranylgeranyl pyrophosphate synthase	Enzyme	O95749	Homo_sapiens
MMDBp0192550	Farnesyl pyrophosphate synthase	Enzyme	P14324	Homo_sapiens
MMDBp0193174	Protoheme IX farnesyltransferase, mitochondrial	Unknown	Q12887	Homo_sapiens
MMDBp0193286	Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Enzyme	P49354	Homo_sapiens
MMDBp0195924	Dehydrodolichyl diphosphate synthase	Enzyme	Q86SQ9	Homo_sapiens
MMDBp0196226	Protein farnesyltransferase subunit beta	Enzyme	P49356	Homo_sapiens
MMDBp0196783	Decaprenyl-diphosphate synthase subunit 2	Unknown	Q86YH6
MMDBp0196789	Decaprenyl-diphosphate synthase subunit 1	Unknown	Q5T2R2

Human Pathways

Pathways

Name	SMPDB/PathBank
Mevalonate Pathway

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	466	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Chicken ; Cattle ; Rat ; Turkey ; Sheep ; Dog ; American dog tick ; River trout	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	438	Human feces; Human pleural fluid plaque; Pig ; Human ; Cattle ; Catfish	Metabolic reconstruction
Bacteria	Actinobacteria	185	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Cattle	Metabolic reconstruction
Bacteria	Verrucomicrobia	2	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	131	Human feces; Human appendix biopsy; Human	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	7	Human feces; Human	Metabolic reconstruction
Archaea	Thaumarchaeota	1	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5	Human feces; Cattle ; Human	Metabolic reconstruction
Bacteria	Candidatus Melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	2	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	2	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	89	Human feces	Unknown
Eukaryota/Fungi	Basidiomycota	16
Bacteria/NULL	Proteobacteria	2	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Chicken ; Cattle ; Rat ; Turkey ; Sheep ; Dog ; American dog tick ; River trout	Unknown; Metabolic reconstruction
Bacteria	Cyanobacteria	33	Human
Archaea/Archaea	Euryarchaeota	11	Human feces; Cattle ; Human	Metabolic reconstruction
Eukaryota/Fungi	Mucoromycota	1
Archaea/Archaea	Crenarchaeota	18	Human feces	Metabolic reconstruction
Viruses/Bamfordvirae	Nucleocytoviricota	5
Bacteria	Aquificae	1
Bacteria	Chloroflexi	3
Bacteria	Deinococcus-Thermus	4
Archaea/Archaea	Korarchaeota	1
Bacteria	Acidobacteria	2
Bacteria	Chlamydiae	1	Human
Bacteria	nah	1
Archaea/Archaea	Thaumarchaeota	1	Human feces	Metabolic reconstruction
Bacteria/NULL	Actinobacteria	1	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Cattle	Metabolic reconstruction

Exposure Sources

Food Exposures

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Min	Max	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified							HMDB
Human	Detected and Quantified	0.0086	0.0000	0.0170	Adult (>18 years old)	Not Specified	Normal	HMDB	9324945
Human Neuron	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Testis	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0000961

DrugBank ID

DB07780

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Farnesyl pyrophosphate

METLIN ID

403

PubChem Compound

445713

PDB ID

Not Available

ChEBI ID

17407

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Saisho Y, Morimoto A, Umeda T: Determination of farnesyl pyrophosphate in dog and human plasma by high-performance liquid chromatography with fluorescence detection. Anal Biochem. 1997 Oct 1;252(1):89-95. doi: 10.1006/abio.1997.2314. [PubMed:9324945 ]
Tacer KF, Haugen TB, Baltsen M, Debeljak N, Rozman D: Tissue-specific transcriptional regulation of the cholesterol biosynthetic pathway leads to accumulation of testis meiosis-activating sterol (T-MAS). J Lipid Res. 2002 Jan;43(1):82-9. [PubMed:11792726 ]
Fukuchi J, Song C, Ko AL, Liao S: Transcriptional regulation of farnesyl pyrophosphate synthase by liver X receptors. Steroids. 2003 Sep;68(7-8):685-91. doi: 10.1016/s0039-128x(03)00100-4. [PubMed:12957674 ]
Notarnicola M, Messa C, Cavallini A, Bifulco M, Tecce MF, Eletto D, Di Leo A, Montemurro S, Laezza C, Caruso MG: Higher farnesyl diphosphate synthase activity in human colorectal cancer inhibition of cellular apoptosis. Oncology. 2004;67(5-6):351-8. doi: 10.1159/000082918. [PubMed:15713990 ]
Argmann CA, Edwards JY, Sawyez CG, O'Neil CH, Hegele RA, Pickering JG, Huff MW: Regulation of macrophage cholesterol efflux through hydroxymethylglutaryl-CoA reductase inhibition: a role for RhoA in ABCA1-mediated cholesterol efflux. J Biol Chem. 2005 Jun 10;280(23):22212-21. doi: 10.1074/jbc.M502761200. Epub 2005 Apr 6. [PubMed:15817453 ]
Sanders JM, Song Y, Chan JM, Zhang Y, Jennings S, Kosztowski T, Odeh S, Flessner R, Schwerdtfeger C, Kotsikorou E, Meints GA, Gomez AO, Gonzalez-Pacanowska D, Raker AM, Wang H, van Beek ER, Papapoulos SE, Morita CT, Oldfield E: Pyridinium-1-yl bisphosphonates are potent inhibitors of farnesyl diphosphate synthase and bone resorption. J Med Chem. 2005 Apr 21;48(8):2957-63. doi: 10.1021/jm040209d. [PubMed:15828834 ]
Shellman YG, Ribble D, Miller L, Gendall J, Vanbuskirk K, Kelly D, Norris DA, Dellavalle RP: Lovastatin-induced apoptosis in human melanoma cell lines. Melanoma Res. 2005 Apr;15(2):83-9. doi: 10.1097/00008390-200504000-00001. [PubMed:15846140 ]
Reigard SA, Zahn TJ, Haworth KB, Hicks KA, Fierke CA, Gibbs RA: Interplay of isoprenoid and peptide substrate specificity in protein farnesyltransferase. Biochemistry. 2005 Aug 23;44(33):11214-23. doi: 10.1021/bi050725l. [PubMed:16101305 ]

Showing metabocard for Farnesyl pyrophosphate (MMDBc0029519)

MOL for #<Metabolite:0x00007f12418999a0>

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