Table 2.
Additional CYP2B6 substrates without Km data and their molecular properties calculated with ChemSpider.
| Substrate | Reaction | Reference | MW | ACD/logP | LogDpH5.5 | LogDpH7.4 | HBD | HBA | RBN | PSA | |
|---|---|---|---|---|---|---|---|---|---|---|---|
| Perhexiline | Hydroxylation | [71] | 277.49 | 6.95 | 3.85 | 3.93 | 1 | 1 | 4 | 3.24 | |
| Bergamottin | Hydroxylation and epoxidation | [72] | 338.40 | 5.92 | 5 | 5 | 0 | 4 | 6 | 48.67 | |
| Delta-3-carene | Hydroxylation | [73] | 136.23 | 4.37 | 4.37 | 4.37 | 0 | 0 | 0 | 0 | |
| Chlorpyrifos | Desulphuration | [74] | 350.59 | 4.77 | 4.77 | 4.77 | 0 | 4 | 6 | 82.48 | |
| Diazinon | Desulphuration | [74] | 304.34 | 3.81 | 3.81 | 3.81 | 0 | 5 | 7 | 95.37 | |
| Serotonin | Deamination | [31] | 176.21 | 0.21 | −2.87 | −2.22 | 4 | 3 | 4 | 17.4 | |
| Methoxychlor | O-demethylation and Hydroxylation | [75] | 345.65 | 4.56 | 4.56 | 4.56 | 0 | 2 | 4 | 18.46 | |
| Tamoxifen | Hydroxylation | [76] | 371.51 | 7.88 | 5.04 | 6.58 | 0 | 2 | 8 | 12.47 | |
| ThioTEPA | Desulfuration | [77] | 189.22 | 0.52 | 0.52 | 0.52 | 0 | 3 | 3 | 50.93 | |
| Tramadol | O-demethylation and N-demethylation | [78] | 263.37 | 2.51 | −0.53 | 0.49 | 1 | 3 | 5 | 21.7 | |
| MDE | N-dealkylation | [79] | 283.36 | 2.73 | 0.46 | 1.8 | 1 | 3 | 5 | 21.7 | |
| Artemisinin | Unknown | [80] | 282.33 | 2.27 | 2.27 | 2.27 | 0 | 5 | 0 | 53.99 | |
| DPC963 | Hydroxylation | [81] | 316.23 | 4.09 | 3.38 | 3.21 | 2 | 3 | 1 | 41.13 | |
| Rhazinilam | Hydroxylation | [82] | 294.39 | 5.43 | 5.02 | 5.02 | 1 | 3 | 1 | 25.24 | |
| Mexiletine | N-oxidation | [83] | 179.26 | 2.16 | −0.63 | 0.96 | 2 | 2 | 4 | 12.47 | |
| Mean | 273.91 | 3.88 | 2.60 | 3.00 | 0.80 | 2.87 | 3.87 | 33.68 | |||
| (±SD) | (72.09) | (2.19) | (2.56) | (2.32) | (1.14) | (1.35) | (2.47) | (28.02) | |||
MW = molecular weight, HBA = hydrogen bond acceptors, HBD = hydrogen bond donors, RBN = rotatable bond number, PSA = polar surface area