RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0135336
RefMet name	Farnesyl diphosphate
Systematic name	Farnesyl pyrophosphate
Synonyms	PubChem Synonyms
Exact mass	382.131031 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C15H28O7P2	View other entries in RefMet with this formula
Molecular descriptors
Molfile	28197 (Download molfile/View MW Metabolite Database details)
InChI	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)(H2,16,1 7,18)/b14-9+,15-11+
InChIKey	VWFJDQUYCIWHTN-YFVJMOTDSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	CC(=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)
Chemical/Biochemical Classification
Super Class	Prenol Lipids
Main Class	Isoprenoids
Sub Class	C15 isoprenoids
Distribution of Farnesyl diphosphate in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting Farnesyl diphosphate
External Links
Pubchem CID	445713
LIPID MAPS	LMPR0103010002
ChEBI ID	50277
KEGG ID	C00448
HMDB ID	HMDB0000961
Chemspider ID	393270
MetaCyc ID	FARNESYL-PP
PhytoHub DB	PHUB000944
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Farnesyl diphosphate

Rxn ID	KEGG Reaction	Enzyme
R00702	2 trans,trans-Farnesyl diphosphate <=> Diphosphate + Presqualene diphosphate	farnesyl-diphosphate:farnesyl-diphosphate farnesyltransferase
R02003	Geranyl diphosphate + Isopentenyl diphosphate <=> Diphosphate + trans,trans-Farnesyl diphosphate	Geranyl-diphosphate:isopentenyl-diphosphate geranyltrans-transferase
R05556	trans,trans-Farnesyl diphosphate + n Isopentenyl diphosphate <=> Dehydrodolichol diphosphate + n Diphosphate	(2E,6E)-farnesyl-diphosphate:isopentenyl-diphosphate cistransferase (adding 10-55 isopentenyl units)
R06223	2 trans,trans-Farnesyl diphosphate + NADPH + H+ <=> Squalene + 2 Diphosphate + NADP+	squalene synthase
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)
R09844	trans,trans-Farnesyl diphosphate + Protein-cysteine <=> S-Farnesyl protein + Diphosphate	farnesyl-diphosphate:protein-cysteine farnesyltransferase

Table of KEGG human pathways containing Farnesyl diphosphate

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