CAS 40716-68-5

(2Z,6E)-Farnesyl diphosphate

Description:

(2Z,6E)-Farnesyl diphosphate (CAS 40716-68-5) is a key intermediate in the biosynthesis of terpenes and terpenoids, which are vital for various biological functions. This compound is a diphosphate ester of farnesol, characterized by its two double bonds in the isoprenoid chain, specifically at the 2 and 6 positions, which contribute to its reactivity and biological activity. It plays a crucial role in the prenylation of proteins, a post-translational modification that facilitates membrane localization and protein-protein interactions. The structure of (2Z,6E)-farnesyl diphosphate includes a hydrophilic diphosphate group and a hydrophobic isoprenoid tail, which influences its solubility and interaction with enzymes. This compound is involved in various metabolic pathways, including the synthesis of cholesterol and other lipids, and is essential for the production of certain hormones and vitamins. Its biological significance extends to its role in cell signaling and growth regulation, making it a compound of interest in both biochemistry and pharmacology.

Formula: C₁₅H₂₈O₇P₂

InChI: InChI=1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)/b14-9+,15-11-

InChI key: InChIKey=VWFJDQUYCIWHTN-PVMFERMNSA-N

SMILES: C(OP(OP(=O)(O)O)(=O)O)/C=C(\CC/C=C(/CCC=C(C)C)\C)/C

Synonyms:

• Diphosphoric acid, mono[(2Z,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl] ester
• Diphosphoric acid, mono[(2Z,6E)-3,7,11-trimethyl-2,6,10-dodecatrienyl] ester
• cis,trans-Farnesyl pyrophosphate
• Diphosphoric acid, mono(3,7,11-trimethyl-2,6,10-dodecatrienyl) ester, (Z,E)-
• cis-trans-Farnesol pyrophosphate

(2-cis,6-trans)-Farnesyl Diphosphate

Controlled Product

CAS: 40716-68-5

Formula: C₁₅H₂₈O₇P₂

Color and Shape: Neat

Molecular weight: 382.326

Ref: TR-F102475