Basic information
- CAS
6699-20-3- Standard SMILES
CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(=O)(O)OP(=O)(O)O- InChIKey
OINNEUNVOZHBOX-QIRCYJPOSA-N- Molecular formula
- C20H36O7P2
- Average molar mass
- 450.4 g/mol
- Monoisotopic mass
- 450.19362748
Overview
2-trans,6-trans,10-trans-geranylgeranyl diphosphate is the all-trans-isomer of geranylgeranyl diphosphate. It has a role as a mouse metabolite. It is a conjugate acid of a 2-trans,6-trans,10-trans-geranylgeranyl diphosphate(3-).
Names & identifiers
- Preferred name
- Geranylgeranyl pyrophosphate
- IUPAC
- phosphono [(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl] hydrogen phosphate
- English name
- Geranylgeranyl pyrophosphate
- Molecular formula
- C20H36O7P2
- Molecular weight
- 450.44
Names & synonyms
Geranylgeranyl pyrophosphateGeranylgeranyl diphosphate6699-20-3GGDPGGPPgeranylgeranyl-PPGeranylgeraniol diphosphateall-trans-Geranylgeranyl pyrophosphateN21T0D88LXall-trans-Geranylgeranyl diphosphatephosphono [(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl] hydrogen phosphateCHEBI:15831
Show more names
Geranyl-PPGERANYLGERANYL PYROPHOSPHATE AMMONIUM SALTGERANYLGERANYLDIPHOSPHATEGERANYLGERANYLPYRO-PHOSPHATEGeranylgeraniol pyrophosphateE,E,E-Geranylgeranyl diphosphateGERANYLGERANYL PYROPHOSPHATE AMMONIUGeranylgeranylpyrophosphate triaMMoniuMGERANYLGERANYLPYROPHOSPHATE TRIAMMONIUM SALT
DTXSID908639293,7,11,15-tetramethyl-2Z,6Z,10Z,14-hexadecatetraen-1-ol diphosphateDiphosphoric acid, mono(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl) ester, (E,E,E)-GGPP diphosphateGGPP cpdphosphono ((2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl) hydrogen phosphateRefChem:639873DTXCID40909487
Properties
Computed structural properties
- XLogP
- 4.4
- Topological polar surface area
- 113 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 14
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 710
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C20 isoprenoids (diterpenes) [PR0104]
Physical DescriptionSolid
Physicochemical properties
- Boiling point
- 584.1 · 584.1±60.0 °C(Predicted)
- Density
- 1.167 · 1.167±0.06 g/cm3(Predicted)
- Flash point
- 11 °C · 11 °C
- storage temp.
- 20 °C · −20°C
- form
- solution
- pka
- 1.04 · 1.04±0.50(Predicted)
- InChIKey
- OINNEUNVOZHBOX-QIRCYJPOSA-N
- SMILES
- C\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O
- FDA UNII
- 21 T0D88LX · N21T0D88LX
- UNSPSC Code
- 12352211 · 12352211
Safety & regulation
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 1
- ridadr
- UN 1230 3/PG 2
- hs_code
- 35079090
- risk_code
- 11-23/24/25-39/23/24/25
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS06,GHS08
- hazard_code
- F,T
- safety_code
- 7-16-36/37-45
- Storage Class
- 3 - Flammable liquids
- target organs
- Eyes
- Hazard statements
- H225-H301+H311+H331-H370
- Hazard Classifications
- Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralFlam. Liq. 2STOT SE 1
- Precautionary statements
- P210-P233-P280-P301+P310-P303+P361+P353-P304+P340+P311
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
DescriptionGeranylgeranyl pyrophosphate (GGPP) is a potent endogenous regulator of Hmg2p degradation.This work was launched by the unexpected observation that GGPP addition directly to living yeast cultures caused high potency and specific stimulation of Hmg2p degradation. This effect of GGPP was not recapitulated by FPP,GGOH, or related isoprenoids. GGPP-caused Hmg2p degradation met all the criteria for the previously characterized endogenous signal.The action of added GGPP did not require production of endogenous sterol molecules, indicating that it did not act by causing the build-up of an endogenouspathway signal.
UsesGeranylgeranyl pyrophosphate ammonium salt has been used:in the preparation of 2.5X reaction buffer for Rab GGTase assayto add to the culture to further drive Hmg2 degradationas a substrate to carryout in vitro enzymatic assays for the characterization of the prenyltransferasesto reverse the action of lovastatin and also used to examine the potential role of GGPP in the study to assess the effects of exposing the melanoma cell lines in the angiogenesis model as a co-culture to lovastatinin vitro
Suppliers24 total
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
广东云星生物技术有限公司0751-18902340975/189023400307 18902340307 · [email protected]
安庆融创生物科技有限公司15001988657 · [email protected]
武汉丰泰威远科技有限公司+86-27-8746-5837 +86-18627785180 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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