Record Information
Version1.0
Creation date2011-09-21 00:28:59 UTC
Update date2020-09-17 15:39:18 UTC
Primary IDFDB023377
Secondary Accession Numbers
  • FDB030885
Chemical Information
FooDB 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.
CAS Number6699-20-3
Structure
Thumb
Synonyms
SynonymSource
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
2-trans,6-trans,10-trans-Geranylgeranyl diateHMDB
3,7,11,15-Tetramethyl-2,6,10,14-hexadecatetraenyl diateHMDB
3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl diphosphatehmdb
all-trans-geranyl-geranyl-pphmdb
all-trans-Geranylgeranyl diateChEBI
all-trans-Geranylgeranyl diic acidGenerator
all-trans-Geranylgeranyl pyroateChEBI
all-trans-Geranylgeranyl pyroic acidGenerator
Geranylgeranyl diateChEBI
Geranylgeranyl diic acidGenerator
Geranylgeranyl pyroateChEBI
Geranylgeranyl pyroic acidGenerator
Geranylgeranyl-diateHMDB
geranylgeranyl-diphosphatehmdb
geranylgeranyl-PPhmdb
Predicted Properties
PropertyValueSource
Water Solubility0.0046 g/LALOGPS
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
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC20H36O7P2
IUPAC name{[hydroxy({[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy})phosphoryl]oxy}phosphonic acid
InChI IdentifierInChI=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
Isomeric SMILESCC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O
Average Molecular Weight450.4432
Monoisotopic Molecular Weight450.19362653
Classification
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
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
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-MSGeranylgeranyl-PP, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00p1-8966200000-998d239f267a150b43edSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Orbitrap 11V, negativesplash10-0002-0000900000-e7c9a733fcef12117c3dSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 15V, negativesplash10-0002-1000900000-51a8d5ce498d65e79691Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 19V, negativesplash10-004j-9000800000-4beea4fd2eb20ffa4ad9Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 26V, negativesplash10-004i-9000000000-4db0a53ff36e5e4b9935Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 31V, negativesplash10-004i-9000000000-cf199ce4e78be9534fb7Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 37V, negativesplash10-004i-9000000000-7867ab9db012f87e43c8Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 44V, negativesplash10-004i-9000000000-be17e3662a7647d871aaSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 52V, negativesplash10-004i-9000000000-1f4ff46767d08f6c4824Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 60V, negativesplash10-004i-9000000000-d99bb72e9136380d8698Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 72V, negativesplash10-004i-9000000000-d99bb72e9136380d8698Spectrum
MS/MSLC-MS/MS Spectrum - n/a 31V, negativesplash10-001i-0300900000-fecb2380f7e0ec863abcSpectrum
MS/MSLC-MS/MS Spectrum - n/a 31V, negativesplash10-004i-9000000000-5ef060d5ec4b80c35c1aSpectrum
MS/MSLC-MS/MS Spectrum - n/a 31V, negativesplash10-0a4i-0900000000-dc954ce23ecf1a263189Spectrum
MS/MSLC-MS/MS Spectrum - n/a 31V, negativesplash10-0a4i-0900000000-8ab5606bd668c2535e4dSpectrum
MS/MSLC-MS/MS Spectrum - n/a 31V, negativesplash10-004i-9000000000-5ef060d5ec4b80c35c1aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0fk9-1394600000-c6d91e9bfb5eeb46563eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-3592000000-c8aa1820057f6139aad8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00xs-5690000000-5fa48d769648b6310c2dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0400900000-86700e111b6b2b0215c0Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-057i-7900100000-c5c0d2a89df8d138cebbSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-0ec0eed3d4d479d9c002Spectrum
NMRNot Available
ChemSpider ID394418
ChEMBL IDCHEMBL1229266
KEGG Compound IDC00353
Pubchem Compound ID447277
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB04486
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID1759656
KNApSAcK IDNot Available
HET IDGRG
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
Enzymes
NameGene NameUniProt ID
Geranylgeranyl pyrophosphate synthaseGGPS1O95749
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alphaFNTAP49354
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference