sodium hydrogen {1-hydroxy-3-[methyl(pentyl)amino]-1-phosphonopropyl}phosphonate

• ChemBase ID: 154078
• Molecular Formular: C9H22NNaO7P2
• Molecular Mass: 341.210772
• Monoisotopic Mass: 341.07691959
• SMILES: CCCCCN(C)CCC(O)(P(=O)(O)O)P(=O)(O)[O-].[Na+]
• Canonical SMILES: CCCCCN(CCC(P(=O)(O)O)(P(=O)(O)[O-])O)C.[Na+]
• InChI: InChI=1S/C9H23NO7P2.Na/c1-3-4-5-7-10(2)8-6-9(11,18(12,13)14)19(15,16)17;/h11H,3-8H2,1-2H3,(H2,12,13,14)(H2,15,16,17);/q;+1/p-1
• InChIKey: LXLBEOAZMZAZND-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium hydrogen {1-hydroxy-3-[methyl(pentyl)amino]-1-phosphonopropyl}phosphonate
• IUPAC Traditional name: sodium hydrogen 1-hydroxy-3-[methyl(pentyl)amino]-1-phosphonopropylphosphonate
• Synonyms: Bondronat; Boniva; (1-Hydroxy-3-(methylpentylamino)propylidene)bisphosphonic acid sodium; Ibandronate sodium salt; (1-Hydroxy-3-(methylpentylamino)propylidene)bisphosphonic acid 钠 一水合物; Ibandronate 钠 一水合物

Database IDs

• CAS Number: 138844-81-2
• MDL Number: MFCD07197214
• PubChem SID: 162248217
• PubChem CID: 23670359

CALCULATED PROPERTIES

• Acid pKa: 0.6608223
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -4.5242367
• LogD (pH = 7.4): -4.860867
• Log P: -2.4814348
• Molar Refractivity: 70.041 cm^3
• Polarizability: 28.026436 Å^3
• Polar Surface Area: 141.36 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: >10 mg/mL
• Apperance: white solid

Safety Information

• Storage Condition: protect from light
• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97% (NMR)
• Empirical Formula (Hill Notation): C9H22NNaO7P2

DETAILS

Sigma Aldrich - I5784

Biochem/physiol Actions
Ibandronate sodium inhibits farnesyl diphosphate synthase (IC50 = 20 nM). Ibandronate sodium is also a bone resorption inhibitor. It has been investigated for in vitro anti-tumor effects, such as apoptosis induction, inhibitor of cell growth, inhibition of invasive behavior, and inhibition of angiogenesis and for its in vivo role in various cancers including breast and prostate cancers.