hexasodium (1R,2R,8R,9R,15R,16S)-4,6,11,13,18,20-hexaoxo-3,5,7,10,12,14,17,19,21-nonaoxa-4λ5,6λ5,11λ5,13λ5,18λ5,20λ5-hexaphosphatetracyclo[14.5.0.02,8.09,15]henicosane-4,6,11,13,18,20-hexakis(olate)

• ChemBase ID: 171648
• Molecular Formular: C6H6Na6O21P6
• Molecular Mass: 737.880426
• Monoisotopic Mass: 737.72134268
• SMILES: [C@H]12[C@@H]([C@@H]3[C@@H]([C@@H]4[C@H]1OP(=O)(OP(=O)(O4)[O-])[O-])OP(=O)(OP(=O)(O3)[O-])[O-])OP(=O)(OP(=O)(O2)[O-])[O-].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]
• Canonical SMILES: [O-]P1(=O)O[C@@H]2[C@H](OP(=O)(O1)[O-])[C@H]1OP(=O)([O-])OP(=O)(O[C@@H]1[C@@H]1[C@@H]2OP(=O)([O-])OP(=O)(O1)[O-])[O-].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]
• InChI: InChI=1S/C6H12O21P6.6Na/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);;;;;;/q;6*+1/p-6/t1-,2-,3-,4+,5-,6-;;;;;;/m0....../s1
• InChIKey: DTOYSAZRROROSE-JFDZSQFASA-H

NAMES AND DATABASE IDS

Names

• IUPAC name: hexasodium (1R,2R,8R,9R,15R,16S)-4,6,11,13,18,20-hexaoxo-3,5,7,10,12,14,17,19,21-nonaoxa-4λ^5,6λ^5,11λ^5,13λ^5,18λ^5,20λ^5-hexaphosphatetracyclo[14.5.0.0^2,^8.0^9,^1^5]henicosane-4,6,11,13,18,20-hexakis(olate)
• IUPAC Traditional name: hexasodium (1R,2R,8R,9R,15R,16S)-4,6,11,13,18,20-hexaoxo-3,5,7,10,12,14,17,19,21-nonaoxa-4λ^5,6λ^5,11λ^5,13λ^5,18λ^5,20λ^5-hexaphosphatetracyclo[14.5.0.0^2,^8.0^9,^1^5]henicosane-4,6,11,13,18,20-hexakis(olate)
• Synonyms: ITTP Hexasodium Salt; myo-Inositol Cyclic 1,2:3,4:5,6-Tris(dihydrogen pyrophosphate)) Hexasodium Salt; myo-Inositol Cyclic 1,2:3,4:5,6-Tris(P,P'-dihydrogen diphosphate) Hexasodium Salt; myo-Inositol Trispyrophosphate Hexasodium Salt

Database IDs

• CAS Number: 23103-35-7
• PubChem SID: 164227558
• PubChem CID: 10439980

CALCULATED PROPERTIES

• Acid pKa: 1.3366566
• H Acceptors: 12
• H Donor: 0
• LogD (pH = 5.5): -15.891868
• LogD (pH = 7.4): -16.966328
• Log P: -2.7284899
• Molar Refractivity: 82.9452 cm^3
• Polarizability: 39.304512 Å^3
• Polar Surface Area: 323.85 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off-White Solid
• Melting Point: 281-286°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - I666020

A novel membrane-permeant allosteric effector of hemoglobin (Hb), enhances the regulated oxygen release capacity of red blood cells, thus counteracting the effects of hypoxia in diseases such as cancer and cardiovascular ailments.

REFERENCES

• Duarte,C.D. et al.: Chembiochem., 11, 2543 (2010)
• Biolo, A. et al.: Proc. Nat. Acad. Sci. U.S.A., 106, 1926 (2010)