disodium (2Z)-2-methyl-3-octylbut-2-enedioate

• ChemBase ID: 174047
• Molecular Formular: C13H20Na2O4
• Molecular Mass: 286.27504
• Monoisotopic Mass: 286.11569768
• SMILES: C(=C(\C)/C(=O)[O-])(\CCCCCCCC)/C(=O)[O-].[Na+].[Na+]
• Canonical SMILES: CCCCCCCC/C(=C(/C(=O)[O-])\C)/C(=O)[O-].[Na+].[Na+]
• InChI: InChI=1S/C13H22O4.2Na/c1-3-4-5-6-7-8-9-11(13(16)17)10(2)12(14)15;;/h3-9H2,1-2H3,(H,14,15)(H,16,17);;/q;2*+1/p-2/b11-10-
• InChIKey: FTZUBDZPGCUTQI-PQBRBDCOSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium (2Z)-2-methyl-3-octylbut-2-enedioate
• IUPAC Traditional name: disodium (2Z)-2-methyl-3-octylbut-2-enedioate
• Synonyms: (2Z)-2-Methyl-3-octyl-2-butenedioic Acid Disodium Salt; (Z)-2-Methyl-3-octylmaleic Acid Disodium Salt

Database IDs

• PubChem SID: 164229957
• PubChem CID: 71750490

CALCULATED PROPERTIES

• Acid pKa: 2.9883614
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.309964
• LogD (pH = 7.4): -0.83993804
• Log P: 3.8621674
• Molar Refractivity: 87.2024 cm^3
• Polarizability: 25.256077 Å^3
• Polar Surface Area: 80.26 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M324450

A derivative of Chaetomellic acids which are a class of alkyl dicarboxylic acids that were isolated from Chaetomella acutiseta. They are potent and highly specific farnesyl-pyrophosphate (FPP) mimic inhibitors of Ras farnesyl-protein transferase.