4-methoxy-2,3,6-trimethyl-5-[(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]phenol

• ChemBase ID: 173187
• Molecular Formular: C30H52O2
• Molecular Mass: 444.73268
• Monoisotopic Mass: 444.3967309
• SMILES: c1(c(c(c(c(c1OC)C/C=C(/CCC[C@@H](CCC[C@@H](CCCC(C)C)C)C)\C)C)O)C)C
• Canonical SMILES: COc1c(C/C=C(/CCC[C@@H](CCC[C@@H](CCCC(C)C)C)C)\C)c(C)c(c(c1C)C)O
• InChI: InChI=1S/C30H52O2/c1-21(2)13-10-14-22(3)15-11-16-23(4)17-12-18-24(5)19-20-28-27(8)29(31)25(6)26(7)30(28)32-9/h19,21-23,31H,10-18,20H2,1-9H3/b24-19+/t22-,23-/m1/s1
• InChIKey: OSASXCLFHSTYLS-OLOZJIBXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methoxy-2,3,6-trimethyl-5-[(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]phenol
• IUPAC Traditional name: 4-methoxy-2,3,6-trimethyl-5-[(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]phenol
• Synonyms: [R,R-(E)]-4-Methoxy-2,3,6-trimethyl-5-(3,7,11,15-tetramethyl-2-hexadecenyl)phenol

Database IDs

• CAS Number: 86993-71-7
• PubChem SID: 164229097
• PubChem CID: 71750150

CALCULATED PROPERTIES

• Acid pKa: 10.7012415
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 10.976719
• LogD (pH = 7.4): 10.976505
• Log P: 10.976722
• Molar Refractivity: 142.7263 cm^3
• Polarizability: 55.412815 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M271650

An intermediate of α-Tocopherol (T526125).

REFERENCES

• Foster, D.O., et al.: Lipids, 22, 469 (1987)
• Stocker, A., et al.: Bioorg. Med. Chem., 4, 1129 (1987)