3-hydroxy-5-{[hydroxy(phosphonooxy)phosphoryl]oxy}-3-methylpentanoic acid

• ChemBase ID: 125481
• Molecular Formular: C6H14O10P2
• Molecular Mass: 308.116882
• Monoisotopic Mass: 308.00621991
• SMILES: O=P(OP(=O)(O)O)(OCCC(O)(C)CC(=O)O)O
• Canonical SMILES: OC(=O)CC(CCOP(=O)(OP(=O)(O)O)O)(O)C
• InChI: InChI=1S/C6H14O10P2/c1-6(9,4-5(7)8)2-3-15-18(13,14)16-17(10,11)12/h9H,2-4H2,1H3,(H,7,8)(H,13,14)(H2,10,11,12)
• InChIKey: SIGQQUBJQXSAMW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-5-{[hydroxy(phosphonooxy)phosphoryl]oxy}-3-methylpentanoic acid
• IUPAC Traditional name: 5-diphosphomevalonic acid
• Synonyms: 5-Diphosphomevalonic acid

Database IDs

• CAS Number: 4872-34-8
• PubChem SID: 162219831
• PubChem CID: 516
• Chemspider ID: 501
• MeSH Name: 5-diphosphomevalonic+acid
• Wikipedia Title: 5-Diphosphomevalonic_acid

CALCULATED PROPERTIES

• Acid pKa: 1.7759297
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -7.402006
• LogD (pH = 7.4): -9.674139
• Log P: -1.6387441
• Molar Refractivity: 56.2572 cm^3
• Polarizability: 23.06146 Å^3
• Polar Surface Area: 170.82 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true