{[hydroxy({[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy})phosphoryl]oxy}phosphonic acid

• ChemBase ID: 5415
• Molecular Formular: C15H28O7P2
• Molecular Mass: 382.326142
• Monoisotopic Mass: 382.1310265
• SMILES: C(O[P@@](=O)(O)OP(=O)(O)O)/C=C(\C)/CC/C=C(\C)/CCC=C(C)C
• Canonical SMILES: C/C(=C\CO[P@](=O)(OP(=O)(O)O)O)/CC/C=C(/CCC=C(C)C)\C
• InChI: InChI=1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)/b14-9+,15-11+
• InChIKey: VWFJDQUYCIWHTN-YFVJMOTDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[hydroxy({[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy})phosphoryl]oxy}phosphonic acid
• IUPAC Traditional name: farnesyl diphosphate
• Synonyms: FARNESYL DIPHOSPHATE

Database IDs

• PubChem SID: 160968843; 99444251
• PubChem CID: 445713

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7472187
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.8013999
• LogD (pH = 7.4): -1.4275098
• Log P: 3.616733
• Molar Refractivity: 96.7305 cm^3
• Polarizability: 37.048374 Å^3
• Polar Surface Area: 113.29 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.4
• LOG S: -3.68
• Solubility (Water): 8.07e-02 g/l

DETAILS

DrugBank - DB07780

Drug information: experimental