Showing metabocard for Geranylgeranyl-PP (BMDB0004486)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:09:39 UTC
Update Date2020-04-22 15:13:51 UTC
BMDB IDBMDB0004486
Secondary Accession Numbers
  • BMDB04486
Metabolite Identification
Common NameGeranylgeranyl-PP
DescriptionGeranylgeranyl-PP, also known as GGDP or GGPP diphosphate, belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. Thus, geranylgeranyl-PP is considered to be an isoprenoid lipid molecule. Geranylgeranyl-PP is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
all-trans-Geranylgeranyl diphosphateChEBI
all-trans-Geranylgeranyl pyrophosphateChEBI
Geranylgeranyl diphosphateChEBI
Geranylgeranyl pyrophosphateChEBI
GGDPChEBI
(2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-yl diphosphateKegg
all-trans-Geranylgeranyl diphosphoric acidGenerator
all-trans-Geranylgeranyl pyrophosphoric acidGenerator
Geranylgeranyl diphosphoric acidGenerator
Geranylgeranyl pyrophosphoric acidGenerator
(2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-yl diphosphoric acidGenerator
2-trans,6-trans,10-trans-Geranylgeranyl diphosphateHMDB
3,7,11,15-Tetramethyl-2,6,10,14-hexadecatetraenyl diphosphateHMDB
all-trans-Geranyl-geranyl-PPHMDB
Geranylgeranyl-diphosphateHMDB
Geranylgeraniol diphosphateHMDB
Geranylgeranyl pyrophosphate, (Z,e,e)-isomerHMDB
Nerylneryl diphosphateHMDB
GGPP DiphosphateHMDB
Geranylgeranyl pyrophosphate, 14C-labeled, (e,e,e)-isomerHMDB
GGPP CPDHMDB
Chemical FormulaC20H36O7P2
Average Molecular Weight450.4432
Monoisotopic Molecular Weight450.19362653
IUPAC Name{[hydroxy({[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy})phosphoryl]oxy}phosphonic acid
Traditional Namegeranylgeranyl diphosphate
CAS Registry Number6699-20-3
SMILES
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O
InChI Identifier
InChI=1S/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/b18-11+,19-13+,20-15+
InChI KeyOINNEUNVOZHBOX-QIRCYJPOSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentAcyclic diterpenoids
Alternative Parents
Substituents
  • Acyclic diterpenoid
  • 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
logP3.57ALOGPS
logP5.28ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)1.77ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area113.29 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity120.53 m³·mol⁻¹ChemAxon
Polarizability47.82 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00p1-8966200000-998d239f267a150b43edView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 11V, negativesplash10-0002-0000900000-e7c9a733fcef12117c3dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 15V, negativesplash10-0002-1000900000-51a8d5ce498d65e79691View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 19V, negativesplash10-004j-9000800000-4beea4fd2eb20ffa4ad9View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 26V, negativesplash10-004i-9000000000-4db0a53ff36e5e4b9935View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 31V, negativesplash10-004i-9000000000-cf199ce4e78be9534fb7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 37V, negativesplash10-004i-9000000000-7867ab9db012f87e43c8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 44V, negativesplash10-004i-9000000000-be17e3662a7647d871aaView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 52V, negativesplash10-004i-9000000000-1f4ff46767d08f6c4824View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 60V, negativesplash10-004i-9000000000-d99bb72e9136380d8698View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 72V, negativesplash10-004i-9000000000-d99bb72e9136380d8698View in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 31V, negativesplash10-001i-0300900000-fecb2380f7e0ec863abcView in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 31V, negativesplash10-004i-9000000000-5ef060d5ec4b80c35c1aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 31V, negativesplash10-0a4i-0900000000-dc954ce23ecf1a263189View in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 31V, negativesplash10-0a4i-0900000000-8ab5606bd668c2535e4dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - n/a 31V, negativesplash10-004i-9000000000-5ef060d5ec4b80c35c1aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0fk9-1394600000-c6d91e9bfb5eeb46563eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-3592000000-c8aa1820057f6139aad8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00xs-5690000000-5fa48d769648b6310c2dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0400900000-86700e111b6b2b0215c0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-057i-7900100000-c5c0d2a89df8d138cebbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-0ec0eed3d4d479d9c002View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-1214900000-f698165f4dfead7c9d55View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-1189100000-6a265357a808fdf96bf8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05s1-3910000000-59003e6f3766239ee38aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0000900000-582b037b919c4a7e747fView in MoNA
1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0004486
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023377
KNApSAcK IDC00000908
Chemspider ID394418
KEGG Compound IDC00353
BioCyc IDGERANYLGERANYL-PP
BiGG ID1759656
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound447277
PDB IDGRG
ChEBI ID48861
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available