RefMet Compound Details

MW structure28197 (View MW Metabolite Database details)
RefMet nameFarnesyl diphosphate
Systematic nameFarnesyl pyrophosphate
SMILESCC(=CCC/C(=C/CC/C(=C/COP(=O)(O)OP(=O)(O)O)/C)/C)C   Run Tanimoto similarity search (with similarity coefficient >=0.6)
Exact mass382.131031 (neutral)
Calculate m/z:   
View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
FormulaC15H28O7P2View other entries in RefMet with this formula
InChIKeyVWFJDQUYCIWHTN-YFVJMOTDSA-NView other enantiomers/diastereomers of this metabolite in RefMet
Super ClassPrenol Lipids
Main ClassIsoprenoids
Sub ClassC15 isoprenoids
Pubchem CID445713
Annotation level1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Farnesyl diphosphate

Rxn IDKEGG ReactionEnzyme
R02003 Geranyl diphosphate + Isopentenyl diphosphate <=> Diphosphate + trans,trans-Farnesyl diphosphateGeranyl-diphosphate:isopentenyl-diphosphate geranyltrans-transferase
R00702 2 trans,trans-Farnesyl diphosphate <=> Diphosphate + Presqualene diphosphatefarnesyl-diphosphate:farnesyl-diphosphate farnesyltransferase
R06223 2 trans,trans-Farnesyl diphosphate + NADPH + H+ <=> Squalene + 2 Diphosphate + NADP+squalene synthase
R09844 trans,trans-Farnesyl diphosphate + Protein-cysteine <=> S-Farnesyl protein + Diphosphatefarnesyl-diphosphate:protein-cysteine farnesyltransferase
R05556 trans,trans-Farnesyl diphosphate + n Isopentenyl diphosphate <=> Dehydrodolichol diphosphate + n Diphosphate(2E,6E)-farnesyl-diphosphate:isopentenyl-diphosphate cistransferase (adding 10-55 isopentenyl units)
R09249 trans,trans-Farnesyl diphosphate + 7 Isopentenyl diphosphate <=> all-trans-Decaprenyl diphosphate + 7 Diphosphate(2E,6E)-farnesyl-diphosphate:isopentenyl-diphosphate farnesyltranstransferase (adding 7 isopentenyl units)

Table of KEGG human pathways containing Farnesyl diphosphate

Pathway IDHuman Pathway# of reactions
hsa00900 Terpenoid backbone biosynthesis 5
hsa00100 Steroid biosynthesis 1
hsa01100 Metabolic pathways 1