trilithium(1+) ion 3-hydroxy-3-methyl-5-(phosphonatooxy)pentanoate hydrate

• ChemBase ID: 155792
• Molecular Formular: C6H12Li3O8P
• Molecular Mass: 263.951441
• Monoisotopic Mass: 264.07499262
• SMILES: [Li+].[Li+].[Li+].CC(CCOP(=O)([O-])[O-])(CC(=O)[O-])O.O
• Canonical SMILES: [O-]C(=O)CC(CCOP(=O)([O-])[O-])(O)C.[Li+].[Li+].[Li+].O
• InChI: InChI=1S/C6H13O7P.3Li.H2O/c1-6(9,4-5(7)8)2-3-13-14(10,11)12;;;;/h9H,2-4H2,1H3,(H,7,8)(H2,10,11,12);;;;1H2/q;3*+1;/p-3
• InChIKey: VYTYNAKRCDFACM-UHFFFAOYSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trilithium(1+) ion 3-hydroxy-3-methyl-5-(phosphonatooxy)pentanoate hydrate
• IUPAC Traditional name: trilithium(1+) ion 3-hydroxy-3-methyl-5-(phosphonatooxy)pentanoate hydrate
• Synonyms: rac-5-Phosphomevalonate trilithium salt; (±)-Mevalonic acid 5-phosphate trilithium salt hydrate

Database IDs

• CAS Number: 868553-49-5(anhydrous)
• MDL Number: MFCD12912391
• PubChem SID: 162249930
• PubChem CID: 71312224

CALCULATED PROPERTIES

• Acid pKa: 1.7109013
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -4.8524523
• LogD (pH = 7.4): -7.22883
• Log P: -1.2169456
• Molar Refractivity: 53.978 cm^3
• Polarizability: 17.897243 Å^3
• Polar Surface Area: 132.78 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: 95% (TLC)
• Impurities: ~5% water
• Empirical Formula (Hill Notation): C6H10Li3O7P · xH2O

DETAILS

Sigma Aldrich - 79849

Biochem/physiol Actions
Metabolite of the mevalonate pathway, which plays a key role in the biosynthesis of sterols, dolichol, heme and ubiquinone. Of interest for research in the disease areas oncology, autoimmune diseases, artherosclerosis and Alzheimer disease, as well as for inherited deficiencies of mevalonate kinase.