Record Information
Version1.0
Creation date2015-05-07 18:38:02 UTC
Update date2019-11-26 03:21:36 UTC
Primary IDFDB030108
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(2E,6E)-farnesyl diphosphate
DescriptionFarnesyl diphosphate, also known as (2e,6e)-farnesyl pyrophosphate or trans-trans-farnesyl diphosphate, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Thus, farnesyl diphosphate is considered to be an isoprenoid lipid molecule. Farnesyl diphosphate is practically insoluble (in water) and a moderately acidic compound (based on its pKa). Farnesyl diphosphate can be found in a number of food items such as common sage, fenugreek, oil-seed camellia, and papaya, which makes farnesyl diphosphate a potential biomarker for the consumption of these food products. Farnesyl diphosphate can be found primarily in blood, as well as in human neuron and testes tissues. Farnesyl diphosphate exists in all living species, ranging from bacteria to humans. In humans, farnesyl diphosphate is involved in several metabolic pathways, some of which include risedronate action pathway, porphyrin metabolism, cerivastatin action pathway, and fluvastatin action pathway. Farnesyl diphosphate is also involved in several metabolic disorders, some of which include cholesteryl ester storage disease, chondrodysplasia punctata II, X linked dominant (CDPX2), CHILD syndrome, and hereditary coproporphyria (HCP). Farnesyl diphosphate is used in the synthesis of CoQ (part of the electron transport chain), as well as being the immediate precursor of squalene (via the enzyme squalene synthase), dehydrodolichol diphosphate (a precursor of dolichol, which transports proteins to the ER lumen for N-glycosylation), and geranylgeranyl pyrophosphate (GGPP) .
CAS Number372-97-4
Structure
Thumb
Synonyms
SynonymSource
Not AvailableNot Available
Predicted PropertiesNot Available
Chemical FormulaC15H28O7P2
IUPAC name
InChI IdentifierInChI=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 KeyVWFJDQUYCIWHTN-YFVJMOTDSA-N
Isomeric SMILES[H]OP(=O)(O[H])OP(=O)(O[H])OC\C=C(/C)CC\C=C(/C)CCC=C(C)C
Average Molecular Weight382.33
Monoisotopic Molecular Weight382.131027238
Classification
ClassificationNot classified
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSFarnesyl pyrophosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-004j-7943000000-ab6d749700f510a94133Spectrum
Predicted GC-MSFarnesyl pyrophosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - n/a 26V, negativesplash10-014i-0090000000-09efa5f4e481376eae3d2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 11V, negativesplash10-001i-2009000000-b2358e50ee86b2ebccb52020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 14V, negativesplash10-004i-9004000000-b255d40b3beef0ddd16f2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 16V, negativesplash10-004i-9001000000-64cd48aa93040d7759772020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 19V, negativesplash10-004i-9000000000-84a4e8d938e03661128e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 25V, negativesplash10-004i-9000000000-eb2e768f7c19af669f742020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 26V, negativesplash10-03di-0209000000-651c59dc3e732ea880d72020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 26V, negativesplash10-0a4i-0900000000-ae4be9bde4ed56cfa99b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 26V, positivesplash10-0002-0294000000-7019f71a6e4f542dddae2020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0pc0-1469000000-e3fd27c0418d0977f84e2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-6791000000-1ca128d2b96287a5b2f12015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0q29-9820000000-3277fbdf16e288ab11422015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0409000000-f8bbf786ee9d33cb48d42015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9501000000-8d060d3ceac94de45b8d2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-a265a369e6802359a7df2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0009000000-ea5bda9906940e9694b22021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-2409000000-4b044bb59695723b85bd2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-056r-9600000000-a090357e0efeb61929362021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0019000000-66a0a5510c1d34aea2302021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-114i-0394000000-89ab3170c9695823fb2f2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05rs-6900000000-7b5163a81d3cbdf1feb42021-09-24View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference