calcium bis((2E)-4-ethoxy-4-oxobut-2-enoate)

• ChemBase ID: 169057
• Molecular Formular: C12H14CaO8
• Molecular Mass: 326.31276
• Monoisotopic Mass: 326.03145839
• SMILES: [O-]C(=O)/C=C/C(=O)OCC.[O-]C(=O)/C=C/C(=O)OCC.[Ca+2]
• Canonical SMILES: CCOC(=O)/C=C/C(=O)[O-].CCOC(=O)/C=C/C(=O)[O-].[Ca+2]
• InChI: InChI=1S/2C6H8O4.Ca/c2*1-2-10-6(9)4-3-5(7)8;/h2*3-4H,2H2,1H3,(H,7,8);/q;;+2/p-2/b2*4-3+
• InChIKey: WOONQYHBMBCNDD-SYWGCQIGSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: calcium bis((2E)-4-ethoxy-4-oxobut-2-enoate)
• IUPAC Traditional name: calcium bis((2E)-4-ethoxy-4-oxobut-2-enoate)
• Synonyms: (2E)-2-Butenedioic Acid 1-Ethyl Ester Calcium Salt; (2E)-2-Butenedioic Acid Monoethyl Ester Calcium Salt; Fumaric Acid Ethyl Ester Calcium Salt; (E)-4-Ethoxy-4-oxo-2-butenoic Acid Calcium Salt; Ethyl Hydrogen Fumarate Calcium Salt; Monoethyl Fumarate Calcium Salt; Monoethyl Fumerate Calcium Salt; Monoethyl trans-2-Butenedioate Calcium Salt; Fumaric Acid Monoethyl Ester Calcium Salt

Database IDs

• CAS Number: 62008-22-4
• PubChem SID: 162263189
• PubChem CID: 9840293

CALCULATED PROPERTIES

• Acid pKa: 3.4787405
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -1.3169829
• LogD (pH = 7.4): -2.686505
• Log P: 0.695121
• Molar Refractivity: 44.9618 cm^3
• Polarizability: 12.829872 Å^3
• Polar Surface Area: 66.43 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F500386

The calcium salt of Fumaric Acid Monoethyl Ester (F500385), an anti-psoriatic fumaric acid ester. Fumaric Acid Monoethyl Ester inhibited thymidine-14C incorporation into DNA by cultured human lymphocytes. Fumaric Acid Monoethyl Ester has been shown to evo

REFERENCES

• Hagedorn, M. et al.: Arch. Dermatol. Res., 254, 67 (1975)
• Thio, H.B. et al.: Br. J. Dermatol., 131, 856 (1975)
• Rostami-Yazdi, M. Arch. Dermatol. Res., 302, 531 (1975)