2-(morpholin-4-yl)(2H4)ethyl (4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoate

• ChemBase ID: 174867
• Molecular Formular: C23H31NO7
• Molecular Mass: 433.49474
• Monoisotopic Mass: 433.21005234
• SMILES: c1(c(c(c2c(c1O)C(=O)OC2)C)OC)C/C=C(/CCC(=O)OCCN1CCOCC1)\C
• Canonical SMILES: COc1c(C/C=C(/CCC(=O)OCCN2CCOCC2)\C)c(O)c2c(c1C)COC2=O
• InChI: InChI=1S/C23H31NO7/c1-15(5-7-19(25)30-13-10-24-8-11-29-12-9-24)4-6-17-21(26)20-18(14-31-23(20)27)16(2)22(17)28-3/h4,26H,5-14H2,1-3H3/b15-4+
• InChIKey: RTGDFNSFWBGLEC-SYZQJQIISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(morpholin-4-yl)(^2H₄)ethyl (4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoate
• IUPAC Traditional name: 2-(morpholin-4-yl)(^2H₄)ethyl (4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoate
• Synonyms: (4E)-6-(1,3-Dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-hexenoic Acid-d4 4-methyl-2-(4-morpholinyl)ethyl Ester; Mycophenolic Acid-d4-2-(4-Morpholinyl)ethyl Ester; RS 61443-d4; TM-MMF-d4; Mycophenolate Mofetil-d4

Database IDs

• CAS Number: 1132748-21-0
• PubChem SID: 164230777
• PubChem CID: 45039975

CALCULATED PROPERTIES

• Acid pKa: 9.758892
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.6996782
• LogD (pH = 7.4): 3.4455073
• Log P: 3.4736357
• Molar Refractivity: 117.0961 cm^3
• Polarizability: 44.90219 Å^3
• Polar Surface Area: 94.53 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Ethanol; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 86-88°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M831452

Deuterated Mycopheolate Mofetil, an immunosuppressant.

REFERENCES

• Lee, W.A., et al.: Pharm. Res., 7, 161 (1990)
• Bullingham, R.E.S., et al.: Transplant. Proc., 28, 925 (1990)
• Keown, P.A., et al.: Transplantation, 61, 1029 (1990)