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Geranyl Diphosphate

PubChem CID: 445995

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Compound Synonyms Geranyl diphosphate, geranyl pyrophosphate, 763-10-0, geranyl-PP, geranyl-diphosphate, CHEBI:17211, trans-Geranyl pyrophosphate, trans-geranyl-PP, [(2E)-3,7-dimethylocta-2,6-dienyl] phosphono hydrogen phosphate, 7X7DBM66JG, geranyl-pyrophosphate, GERANYL PYROPHOSPHATE AMMONIUM 200, (2E)-3,7-dimethylocta-2,6-dien-1-yl trihydrogen diphosphate, DTXSID801315430, GERANYL PYROPHOSPHATE AMMONIUM*200 UG/VI AL, GPP, Diphosphoric acid, mono(3,7-dimethyl-2,6-octadienyl) ester, (E)-, omega,E-geranyl diphosphate, Pyrophosphoric acid, (E)-3,7-dimethyl-2,6-octadienyl ester, diphosphoric acid, mono[(2E)-3,7-dimethyl-2,6-octadienyl] ester, Diphosphoric acid, P-[(2E)-3,7-dimethyl-2,6-octadien-1-yl]-, ((2E)-3,7-dimethylocta-2,6-dienyl) phosphono hydrogen phosphate, bis(2E)-3,7-dimethylocta-2,6-dien-1-yl ((bis((((2E)-3,7-dimethylocta-2,6-dien-1-yl)oxy))phosphoryl)oxy)phosphonate, bis(2E)-3,7-dimethylocta-2,6-dien-1-yl {[bis({[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy})phosphoryl]oxy}phosphonate, Monoterpenyl diphosphate, geranylpyrophosphoric acid, Epitope ID:153910, Geranyl diphosphate (GPP), UNII-7X7DBM66JG, trans-3,7-Dimethyl-2,6-octadienyl pyrophosphate, Geranyl pyrophosphate (6CI), CHEMBL41342, SCHEMBL109367, SCHEMBL109368, GTPL3051, CHEBI:55337, DTXCID40909144, DB02552, LMPR0102010001, HY-114295, CS-0081958, NS00070404, C00341, C05847, Q418125, Diphosphoric acid, P-(3,7-dimethyl-2,6-octadien-1-yl) ester, P-(3,7-Dimethyl-2,6-octadien-1-yl) trihydrogen (diphosphate), 2,6-Octadien-1-ol, 3,7-dimethyl-, trihydrogen pyrophosphate, (E)-, 2,6-Octadien-1-ol, 3,7-dimethyl-, trihydrogen pyrophosphate, (E)- (8CI), Diphosphoric acid, mono[(2E)-3,7-dimethyl-2,6-octadienyl] ester (9CI), Geranyl pyrophosphate ammonium salt, 1 mg/mL in methanol (:aqueous 10 mM NH4OH (7:3)), >=95% (TLC)
Topological Polar Surface Area 113.0
Hydrogen Bond Donor Count 3.0
Heavy Atom Count 19.0
Pathway Kegg Map Id map00100
Description Geranyl diphosphate is the precursor of monoterpenes, a large family of natural occurring C10 compounds predominately found in plants and animals. Geranyl diphosphate is regarded as a key intermediate in the steroid, isoprene and terpene biosynthesis pathways and is used by organisms in the biosynthesis of farnesyl pyrophosphate, geranylgeranyl pyrophosphate, cholesterol, terpenes and terpenoids. (wikipedia). In humans, geranyl diphosphate synthase (GPPS) catalyzes the condensation of dimethylallyl diphosphate (DMAPP) and isopentenyl diphosphate (IPP) to form geranyl diphosphate. Animals produce IPP through the mevalonate (MVA) pathway. Isoprenoid compounds have been implicated in several human disease states including coronary heart disease, blindness, infectious hepatitis and cancer., , Geranyl pyrophosphate is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. -- Wikipedia, Geranyl pyrophosphate is an intermediate in the HMG-CoA reductase pathway used by organisms in the biosynthesis of farnesyl pyrophosphate, geranylgeranyl pyrophosphate, cholesterol, terpenes and terpenoids.
Isotope Atom Count 0.0
Molecular Complexity 431.0
Database Name fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Enzyme Uniprot Id O95749, P14324, Q96H96
Uniprot Id O95749, P14324, Q96H96
Iupac Name [(2E)-3,7-dimethylocta-2,6-dienyl] phosphono hydrogen phosphate
Nih Violation True
Class Prenol lipids
Xlogp 0.7
Superclass Lipids and lipid-like molecules
Is Pains False
Subclass Isoprenoid phosphates
Molecular Formula C10H20O7P2
Inchi Key GVVPGTZRZFNKDS-JXMROGBWSA-N
Rotatable Bond Count 8.0
State Solid
Synonyms (2e)-3,7-Dimethylocta-2,6-dien-1-yl trihydrogen diate, (2E)-3,7-dimethylocta-2,6-dien-1-yl trihydrogen diphosphate, (e,e,e)-geranylgeranyl diphosphate, All-trans-geranylgeranyl diphosphate, All-trans-geranylgeranyl pyrophosphate, GERANYL diATE, GERANYL diic acid, Geranyl pyroate, Geranyl pyroic acid, Geranyl pyrophosphate, Geranyl pyrophosphate (6CI), Geranyl pyrophosphate ammonium salt, Geranyl pyrophosphic acid, Geranyl-diate, Geranyl-diphosphate, Geranyl-PP, Geranyl-pyroate, Geranyl-pyrophosphate, Geranylgeraniol diphosphate, Geranylgeraniol pyrophosphate, Geranylgeranyl diphosphate, Geranylgeranyl pyrophosphate, GGDP, GPP, GRG, Monoterpenyl diate, Monoterpenyl diphosphate, Neryl diate, Neryl diphosphate, Neryl pyrophosphate, Polyisopentenyldiphosphate, Polyisopentenylpyrophosphate, Polyprenyl diphosphate, Polyprenylpyrophosphate, Pyrophosphoric acid, (E)-3,7-dimethyl-2,6-octadienyl ester, Trans geranyl PP, Trans geranyl pyrophosphate, trans-3,7-Dimethyl-2,6-octadienyl pyrophosphate, trans-Geranyl pyroate, Trans-geranyl pyrophosphate, Trans-geranyl-PP, Trans-geranylgeranyl pyrophosphate, Trans-polyisopentenyldiphosphate, Trans,trans,trans-geranylgeranyl diphosphate, Trans,trans,trans-geranylgeranyl pyrophosphate, trans-Polyisopentenyldiphosphate, Geranyl pyrophosphoric acid, Polyisopentenylpyrophosphoric acid, Polyisopentenyldiphosphoric acid, trans-Polyisopentenyldiphosphoric acid, Polyprenyl diphosphoric acid, (2E)-3,7-Dimethylocta-2,6-dien-1-yl trihydrogen diphosphate, Geranyl diphosphate, trans-Geranyl pyrophosphate, P-[(2E)-3,7-Dimethyl-2,6-octadien-1-yl]diphosphoric acid, trans-geranyl-PP
Substituent Name Organic pyrophosphate, Monoterpenoid, Isoprenoid phosphate, Acyclic monoterpenoid, Monoalkyl phosphate, Alkyl phosphate, Phosphoric acid ester, Organic phosphoric acid derivative, Organic phosphate, Hydrocarbon derivative, Organooxygen compound, Aliphatic acyclic compound
Compound Name Geranyl Diphosphate
Kingdom Organic compounds
Exact Mass 314.068
Formal Charge 0.0
Brenk Violation True
Monoisotopic Mass 314.068
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 314.21
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aliphatic acyclic compounds
Inchi InChI=1S/C10H20O7P2/c1-9(2)5-4-6-10(3)7-8-16-19(14,15)17-18(11,12)13/h5,7H,4,6,8H2,1-3H3,(H,14,15)(H2,11,12,13)/b10-7+
Smiles CC(=CCC/C(=C/COP(=O)(O)OP(=O)(O)O)/C)C
Defined Bond Stereocenter Count 1.0
Taxonomy Direct Parent Isoprenoid phosphates

  • 1. Outgoing r'ship FOUND_IN to/from Salvia Officinalis (Plant) Rel Props:Source_db:fooddb_chem_all