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D-myo-Inositol-1,3,4,5,6-pentaphosphate (sodium salt)
Cayman Chemical Item Number 10007784
Description
The phosphatidylinositol 3-kinase (PI3K)/Akt signal transduction pathway plays critical roles in cell growth and proliferation making it an attractive target for anticancer agents.1↗ Inositol-1,3,4,5,6-pentaphosphate (Ins(1,3,4,5,6)P5) is one of the many inositol phosphate isomers that act as small, soluble second messengers in the transmission of cellular signals.2↗,3↗,4↗ It can be interconverted with Ins(3,4,5,6)P4 by a 1-kinase/1-phosphatase cycle, as well as with Ins(1,4,5,6)P4 in a 3-kinase/3-phosphatase cycle.4↗ Ins(1,3,4,5,6)P5 inhibits the phosphorylation and kinase activity of Akt/PKB, inducing apoptosis in ovarian, lung, and breast cancer cells.5↗ It exhibits antiangiogenic activity in vitro, blocking capillary tube formation of HUVEC, as well as antitumor effects against cancer xenografts in nude mice.6↗ Ins(1,3,4,5,6)P5 binds to the PH domain of Grp1 with a Kd value of 590 nM.7↗
Synonyms Ins(1,3,4,5,6)P5 (sodium salt)
1,3,4,5,6-IP5 (sodium salt)
Formal Name D-myo-inositol-1,3,4,5,6-penta(hydrogen phosphate), pentasodium salt
Molecular Formula C6H12O21P5 · 5Na
Formula Weight 690.0
Formulation A lyophilized powder
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES O[C@@H]1[C@H](OP([O-])(O)=O)[C@@H](OP([O-])(O)=O)[C@H](OP([O-])(O)=O)[C@@H](OP([O-])(O)=O)[C@@H]1OP([O-])(O)=O.[Na+].[Na+].[Na+].[Na+].[Na+]
InCHI Code 1S/C6H17O21P5.5Na/c7-1-2(23-28(8,9)10)4(25-30(14,15)16)6(27-32(20,21)22)5(26-31(17,18)19)3(1)24-29(11,12)13;;;;;/h1-7H,(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22);;;;;/q;5*+1/p-5/t1-,2?,3?,4?,5?,6?;;;;;
InCHI Key QSNOOIWNTRYOFK-HKUWTPFQSA-I |