FARNESYL THIOPYROPHOSPHATE

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Sesquiterpenoids

Organic compounds

Lipids and lipid-like molecules

Prenol lipids

Sesquiterpenoids

Calculated Property

kind Value Source
logP 2.44 ALOGPS
logS -3.5 ALOGPS
Water Solubility 1.38e-01 g/l ALOGPS
logP 4.11 ChemAxon
IUPAC Name {[hydroxy({[(2Z,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]sulfanyl})phosphoryl]oxy}phosphonic acid ChemAxon
Traditional IUPAC Name farnesyl thiopyrophosphate ChemAxon
Molecular Weight 398.392 ChemAxon
Monoisotopic Weight 398.108182342 ChemAxon
SMILES CC(C)=CCCC(C)=CCCC(C)=C/CS[P@@](=O)(O)OP(O)(=O)O ChemAxon
Molecular Formula C15H28O6P2S ChemAxon
InChI InChI=1S/C15H28O6P2S/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-24-23(19,20)21-22(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)/b14-9+,15-11- ChemAxon
InChIKey InChIKey=MYMLCRQRXFRQGP-PVMFERMNSA-N ChemAxon
Polar Surface Area (PSA) 104.06 ChemAxon
Refractivity 103.23 ChemAxon
Polarizability 39.59 ChemAxon
Rotatable Bond Count 11 ChemAxon
H Bond Acceptor Count 5 ChemAxon
H Bond Donor Count 3 ChemAxon
pKa (strongest acidic) 2.03 ChemAxon
Physiological Charge -2 ChemAxon
Number of Rings 0 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Ditrans,polycis-undecaprenyl-diphosphate synthase ((2E,6E)-farnesyl-diphosphate specific) : in Escherichia coli (strain K12)
  • Geranylgeranyl pyrophosphate synthase : in Human
  • Mevalonate kinase : in Human
  • Dehydrosqualene synthase : in Staphylococcus aureus