Myo-inositoltrispyrophosphate

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Catalog No: A10GD-4372
Cas No: 802590-64-3
Properties: Mol Formula: C6H12O21P6, Mol Weight: 605.99
IUPAC Name: 4,6,11,13,18,20-hexahydroxy-3,5,7,10,12,14,17,19,21-nonaoxa-4lambda5,6lambda5,11lambda5,13lambda5,18lambda5,20lambda5-hexaphosphatetracyclo[14.5.0.02,8.09,15]henicosane 4,6,11,13,18,20-hexaoxide
Synonym: ITPP, UNII-116EYZ0PPX, 116EYZ0PPX

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Myo-inositol trispyrophosphate

Myo-inositol trispyrophosphate (ITPP, cas 802590-64-3) is a novel allosteric effector of haemoglobin with high permeation selectivity across the red blood cell plasma membrane. Due to its potential to reduce the oxygen affinity of haemoglobin, ITPP application results in an enhanced oxygen release in hypoxic tissues. Therefore, ITPP is being examined for the treatment of numerous illnesses that involve hypoxia, such as cardiovascular diseases, cancer or Alzheimer/’s disease.

Myo-inositol trispyrophosphate (IP3) is a natural compound that is known to be involved in the regulation of cell proliferation and differentiation. IP3 has been shown to induce tumor formation in experimental models. The action of IP3 is mediated by its binding to a protein called InsP3 receptor, which activates phospholipase C, leading to increased levels of intracellular calcium ions. The increase in calcium ions leads to a series of reactions that ultimately result in the activation of tumor-promoting genes, such as mucin gene and angiogenic process. This compound also stimulates carcinoma cell lines in vitro and induces tumor formation in vivo.

CAS Number 802590-64-3
Product Name Myo-inositol trispyrophosphate
IUPAC Name 4,6,11,13,18,20-hexahydroxy-3,5,7,10,12,14,17,19,21-nonaoxa-4?5,6?5,11?5,13?5,18?5,20?5-hexaphosphatetracyclo[14.5.0.02,8.09,15]henicosane 4,6,11,13,18,20-hexaoxide
Molecular Formula C6H12O21P6
Molecular Weight 605.99 g/mol
InChI InChI=1S/C6H12O21P6/c7-28(8)19-1-2(20-29(9,10)25-28)4-6(24-33(17,18)27-32(15,16)23-4)5-3(1)21-30(11,12)26-31(13,14)22-5/h1-6H,(H,7,8)(H,9,10)(H,11,12)(H,13,14)(H,15,16)(H,17,18)
InChI Key HEDKSUBRULAYNO-UHFFFAOYSA-N
SMILES C12C(C3C(C4C1OP(=O)(OP(=O)(O4)O)O)OP(=O)(OP(=O)(O3)O)O)OP(=O)(OP(=O)(O2)O)O
Synonyms inositol trispyrophosphate, ITPP cpd, myo-inositol trispyrophosphate
Canonical SMILES C12C(C3C(C4C1OP(=O)(OP(=O)(O4)O)O)OP(=O)(OP(=O)(O3)O)O)OP(=O)(OP(=O)(O2)O)O

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Size

1 G, 100 MG, 5 G, Other

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