Geranylgeranyl pyrophosphate
Grundinformationen
- 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- Summenformel
- C20H36O7P2
- Durchschnittliche Molmasse
- 450,4 g/mol
- Monoisotopische Masse
- 450,19362748
Überblick
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-).
Namen und Bezeichner
- Bevorzugter Name
- Geranylgeranyl pyrophosphate
- IUPAC
- phosphono [(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl] hydrogen phosphate
- Englischer Name
- Geranylgeranyl pyrophosphate
- Summenformel
- C20H36O7P2
- Molmasse
- 450.44
Namen und Synonyme
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
Weitere Namen anzeigen
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
Datenbank-Bezeichner
- CAS
6699-20-3- PubChem CID
- 447277
- DTXSID
DTXSID90863929- ChEMBL
CHEMBL1229266- ChEBI
CHEBI:48861- UNII
- N21T0D88LX
- Nikkaji
- J39.582J
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 4,4
- Polarare Oberfläche (TPSA)
- 113 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 7
- Frei drehbare Bindungen
- 14
- Schwere Atome
- 29
- Formalladung
- 0
- Komplexität
- 710
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Listed in ZINC15
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C20 isoprenoids (diterpenes) [PR0104]
Physical DescriptionSolid
Physikochemische Eigenschaften
- Siedepunkt
- 584.1 · 584.1±60.0 °C(Predicted)
- Dichte
- 1.167 · 1.167±0.06 g/cm3(Predicted)
- Flammpunkt
- 11 °C · 11 °C
- storage temp.
- 20 °C · −20°C
- Aggregatzustand
- 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
Sicherheit und Regulatorisches
Sicherheitsdaten
- wgk
- 1
- ridadr
- UN 1230 3/PG 2
- hs_code
- 35079090
- risk_code
- 11-23/24/25-39/23/24/25
- hazard_code
- F,T
- safety_code
- 7-16-36/37-45
- Speicherklasse
- 3 - Flammable liquids
- Hazard Classifications
- Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralFlam. Liq. 2STOT SE 1
Chemie und Industrie
Pharmakologische Informationen
Cellular LocationsCytoplasm
Anwendungen
BeschreibungGeranylgeranyl 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.
VerwendenGeranylgeranyl 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
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