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D-myo-Inositol-1,3,4,5,6-pentaphosphate (ammonium salt)
Cayman Chemical Item Number 10009851
Description 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.1↗,2↗,3↗ 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.3↗ 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.4↗ It exhibits antiangiogenic activity in vitro, blocking capillary tube formation of HUVEC, as well as antitumor effects against cancer xenografts in nude mice.5↗ Ins(1,3,4,5,6)P5 binds to the PH domain of Grp1 with a Kd of 590 nM.6↗
Synonyms Ins(1,3,4,5,6)P5
1,3,4,5,6-IP5 (sodium salt)
Formal Name D-myo-inositol-1,3,4,5,6-penta(hydrogen phosphate), decaammonium salt
Molecular Formula C6H17O21P5 · 10NH4
Formula Weight 760.4
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](O[P+]([O-])([O-])=O)[C@H](OP([O])([O-])=O)[C@@H](OP([O-])([O-])=O)[C@@H]1OP([O])([O-])=O.[NH4+].[NH4+].[NH4+].[NH4].[NH4].[NH4+].[NH4+].[NH4].[NH4+].[NH4]
InCHI Code 1S/C6H17O21P5.10H3N/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);10*1H3/t1-,2?,3?,4?,5?,6?;;;;;;;;;;
InCHI Key XBTRUCOJSYAABC-WQKSOBCJSA-N |