Record Information
Version1.0
Creation Date2016-10-03 18:34:36 UTC
Update Date2020-04-22 15:49:11 UTC
BMDB IDBMDB0012231
Secondary Accession Numbers
  • BMDB12231
Metabolite Identification
Common NameGeranylfarnesyl diphosphate
DescriptionGeranylfarnesyl diphosphate belongs to the class of organic compounds known as polyprenyl diphosphates. These are prenol lipids in which the diphosphate group is linked to one end of the polyprenol moiety. Based on a literature review a significant number of articles have been published on Geranylfarnesyl diphosphate.
Structure
Thumb
Synonyms
ValueSource
(2E,6E,10E,14E)-Geranylfarnesyl diphosphateChEBI
2-trans,6-trans,10-trans,14-trans-Geranylfarnesyl diphosphateChEBI
all-trans-Farnesylgeranyl diphosphateChEBI
all-trans-Farnesylgeranyl pyrophosphateChEBI
all-trans-Geranylfarnesyl diphosphateChEBI
all-trans-Geranylfarnesyl pyrophosphateChEBI
(2E,6E,10E,14E)-Geranylfarnesyl diphosphoric acidGenerator
2-trans,6-trans,10-trans,14-trans-Geranylfarnesyl diphosphoric acidGenerator
all-trans-Farnesylgeranyl diphosphoric acidGenerator
all-trans-Farnesylgeranyl pyrophosphoric acidGenerator
all-trans-Geranylfarnesyl diphosphoric acidGenerator
all-trans-Geranylfarnesyl pyrophosphoric acidGenerator
Geranylfarnesyl diphosphoric acidGenerator
all-trans-Pentaprenyl diphosphateHMDB
Geranylfarnesyl-diphosphateHMDB
Geranylfarnesyl-PPHMDB
GFPPHMDB
Geranylfarnesyl diphosphateChEBI
all-trans-Pentaprenyl diphosphoric acidGenerator
Chemical FormulaC25H44O7P2
Average Molecular Weight518.5602
Monoisotopic Molecular Weight518.256226786
IUPAC Name{[hydroxy({[(2E,6E,10E,14E)-3,7,11,15,19-pentamethylicosa-2,6,10,14,18-pentaen-1-yl]oxy})phosphoryl]oxy}phosphonic acid
Traditional Namegeranylfarnesyl diphosphate
CAS Registry NumberNot Available
SMILES
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O
InChI Identifier
InChI=1S/C25H44O7P2/c1-21(2)11-7-12-22(3)13-8-14-23(4)15-9-16-24(5)17-10-18-25(6)19-20-31-34(29,30)32-33(26,27)28/h11,13,15,17,19H,7-10,12,14,16,18,20H2,1-6H3,(H,29,30)(H2,26,27,28)/b22-13+,23-15+,24-17+,25-19+
InChI KeyJMVSBFJBMXQNJW-GIXZANJISA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as polyprenyl diphosphates. These are prenol lipids in which the diphosphate group is linked to one end of the polyprenol moiety.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassPolyprenols
Direct ParentPolyprenyl diphosphates
Alternative Parents
Substituents
  • Polyprenyl diphosphate
  • Polyprenyl monophosphate
  • Sesterterpenoid
  • 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 FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.88ALOGPS
logP6.94ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)1.77ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area113.29 ŲChemAxon
Rotatable Bond Count17ChemAxon
Refractivity144.34 m³·mol⁻¹ChemAxon
Polarizability57.6 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0012231
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028874
KNApSAcK IDNot Available
Chemspider ID4444258
KEGG Compound IDC04217
BioCyc IDALL-TRANS-PENTAPRENYL-DIPHOSPHATE
BiGG IDNot Available
Wikipedia LinkGeranylfarnesyl pyrophosphate
METLIN IDNot Available
PubChem Compound5280659
PDB IDNot Available
ChEBI ID16818
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available