Geranylfarnesyl diphosphate (CHEM040725)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-27 00:28:11 UTC
Update Date2016-11-09 01:22:19 UTC
Accession NumberCHEM040725
Identification
Common NameGeranylfarnesyl diphosphate
ClassSmall Molecule
Description
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
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 Mass518.560 g/mol
Monoisotopic Mass518.256 g/mol
CAS Registry NumberNot Available
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
SMILESCC(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 IdentifierInChI=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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0012 g/LALOGPS
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
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fvj-8897540000-8727b5480b3179b9518eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0frl-1319560000-894aa5718fd0aa23d1a4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-3429200000-52610beb1a44f351babaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0i0c-4349100000-efc21b59b7ba7930287dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0400190000-b7d52827f6b8fc1b2470Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-056r-7900100000-cf42494f155a7efd500eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-3b304fd455493d238af5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0000090000-befd6f91805f0ef51f2dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-2400290000-e7717fe9142147d4137bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-056r-9400000000-cd37df82a8f7acbc7edaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0203490000-a68127df024e6760e7efSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002n-1119400000-33d1f9d47cff2aaf5fceSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01yt-2935000000-244031b6c35d30ad5dceSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0012231
FooDB IDFDB028874
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDALL-TRANS-PENTAPRENYL-DIPHOSPHATE
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkGeranylfarnesyl pyrophosphate
Chemspider ID4444258
ChEBI ID16818
PubChem Compound ID5280659
Kegg Compound IDC04217
YMDB IDYMDB00632
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10.
3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20.
4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
5. The lipid handbook with CD-ROM