Bovine Metabolome Database: Showing metabocard for Geranylfarnesyl diphosphate (BMDB0012231)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-10-03 18:34:36 UTC

Update Date

2020-04-22 15:49:11 UTC

BMDB ID

BMDB0012231

Secondary Accession Numbers

BMDB12231

Metabolite Identification

Common Name

Geranylfarnesyl diphosphate

Description

Geranylfarnesyl 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

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2E,6E,10E,14E)-Geranylfarnesyl diphosphate	ChEBI
2-trans,6-trans,10-trans,14-trans-Geranylfarnesyl diphosphate	ChEBI
all-trans-Farnesylgeranyl diphosphate	ChEBI
all-trans-Farnesylgeranyl pyrophosphate	ChEBI
all-trans-Geranylfarnesyl diphosphate	ChEBI
all-trans-Geranylfarnesyl pyrophosphate	ChEBI
(2E,6E,10E,14E)-Geranylfarnesyl diphosphoric acid	Generator
2-trans,6-trans,10-trans,14-trans-Geranylfarnesyl diphosphoric acid	Generator
all-trans-Farnesylgeranyl diphosphoric acid	Generator
all-trans-Farnesylgeranyl pyrophosphoric acid	Generator
all-trans-Geranylfarnesyl diphosphoric acid	Generator
all-trans-Geranylfarnesyl pyrophosphoric acid	Generator
Geranylfarnesyl diphosphoric acid	Generator
all-trans-Pentaprenyl diphosphate	HMDB
Geranylfarnesyl-diphosphate	HMDB
Geranylfarnesyl-PP	HMDB
GFPP	HMDB
Geranylfarnesyl diphosphate	ChEBI
all-trans-Pentaprenyl diphosphoric acid	Generator

Chemical Formula

C₂₅H₄₄O₇P₂

Average Molecular Weight

518.5602

Monoisotopic Molecular Weight

518.256226786

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 Name

geranylfarnesyl diphosphate

CAS Registry Number

Not 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 Key

JMVSBFJBMXQNJW-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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Polyprenols

Direct Parent

Polyprenyl 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 Framework

Aliphatic acyclic compounds

External Descriptors

pentaprenyl diphosphate (CHEBI:16818 )
Acyclic sesterterpenoids (C04217 )
Polyterpenoids (C04217 )
Acyclic sesterterpenoids (LMPR0105010014 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Cytoplasm
Membrane

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.88	ALOGPS
logP	6.94	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	1.77	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	144.34 m³·mol⁻¹	ChemAxon
Polarizability	57.6 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fvj-8897540000-8727b5480b3179b9518e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0frl-1319560000-894aa5718fd0aa23d1a4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-3429200000-52610beb1a44f351baba	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0i0c-4349100000-efc21b59b7ba7930287d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0400190000-b7d52827f6b8fc1b2470	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056r-7900100000-cf42494f155a7efd500e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-3b304fd455493d238af5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0000090000-befd6f91805f0ef51f2d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-2400290000-e7717fe9142147d4137b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-9400000000-cd37df82a8f7acbc7eda	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0203490000-a68127df024e6760e7ef	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-002n-1119400000-33d1f9d47cff2aaf5fce	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01yt-2935000000-244031b6c35d30ad5dce	View in MoNA