Calculation of reaction yield, log Po/w and % RSA values for esterification products.
| Compound | Ester chain | [M + H]+a (g mol−1) | Yield | Log Po/w (method A) | Log Po/w (method B) | Log Po/w (calculated)b | % RSA (0.125 mM) |
|---|---|---|---|---|---|---|---|
| Rutin (2) | — | 611.66 | — | −0.26 | −0.27 | −2.05 | 88.5 |
| Rutin butyrate (3a) | C4 | 681.47 | 23% | 0.10 | 0.23 | −0.59 | 87.1 |
| Rutin octanoate (3b) | C8 | 737.53 | 47% | 0.52 | 0.81 | 0.99 | 84.3 |
| Rutin laureate (3c) | C12 | 793.25 | 41% | 0.80 | 1.06 | 2.58 | 86.3 |
| Rutin palmitate (3d) | C16 | 849.49 | 33% | 1.21 | 1.48 | 4.16 | 86.5 |
| Rutin stearate (3e) | C18 | 877.40 | 10% | 1.27 | 1.56 | 4.95 | 88.2 |
| Rutin oleate (3f) | C18:1(cis) | 875.18 | 27% | 1.18 | 1.43 | 4.69 | 84.9 |
a
Molecular ion as found by LC-MS analysis.
b
Method for log P prediction developed by ChemAxon and is based on the method of Viswanadhan et al.29