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

• ChemBase ID: 4248
• Molecular Formular: C15H28O6P2S
• Molecular Mass: 398.391742
• Monoisotopic Mass: 398.10818288
• SMILES: C(S[P@@](=O)(O)OP(=O)(O)O)/C=C(/C)\CC/C=C(/CCC=C(C)C)\C
• Canonical SMILES: C/C(=C/CS[P@](=O)(OP(=O)(O)O)O)/CC/C=C(/CCC=C(C)C)\C
• InChI: InChI=1S/C15H28O6P2S/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-24-23(19,20)21-22(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: MYMLCRQRXFRQGP-PVMFERMNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[hydroxy({[(2Z,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]sulfanyl})phosphoryl]oxy}phosphonic acid
• IUPAC Traditional name: {hydroxy[(2Z,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]sulfanylphosphoryl}oxyphosphonic acid
• Synonyms: FARNESYL THIOPYROPHOSPHATE

Database IDs

• PubChem SID: 160967680; 46506151
• PubChem CID: 46937015

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.013062
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.17200823
• LogD (pH = 7.4): -0.8760129
• Log P: 4.111677
• Molar Refractivity: 103.2294 cm^3
• Polarizability: 39.435432 Å^3
• Polar Surface Area: 104.06 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.44
• LOG S: -3.46
• Solubility (Water): 1.38e-01 g/l

DETAILS

DrugBank - DB04695

Drug information: experimental