Tabel 4.
Structural feature of selected additives (polarity, volume, and topological polar surface area)
| Compound | Molinspirationsmiles (miSmiles) | CAS# | M.Wt (Da) | LogP (miLogP) | Volume (cubic Å) | Topological polar surface area (TPSA) |
|---|---|---|---|---|---|---|
| Dipalmitoylphosphatidyl ethanolamine (DPPE) | CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OCCN | 5681-36-7 | 691.96 | 9.647 | 721.801 | 134.400 |
| Dipalmitoylphosphatidyl serine (DPPS) | CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(O)(=O)OC[C@H](N)C(O)=O | 40290-42-4 | 757.94 | 9.111 | 748.828 | 171.699 |
| Dipalmitoylphosphatidyl choline (Lecitin) | CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC | 2644-64-6 | 734.04 | 6.383 | 773.671 | 111.206 |
| Ascorbylpalmitate | CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O | 57233-83-7 | 414.5 | 6.284 | 411.443 | 113.294 |
| Glycerol-1,3-dipalmitate | CCCCCCCCCCCCCCCC(=O)OCC(O)COC(=O)CCCCCCCCCCCCCCC | 502-52-3 | 568.91 | 9.913 | 630.593 | 72.838 |
| Glycerol-1,2-dipalmitate | CCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCC | 40290-32-2 | 568.91 | 9.913 | 630.593 | 72.838 |
| Glycerol monopalmitate | CCCCCCCCCCCCCCCC(=O)OCC(O)CO | 26657-96-5 | 330.50 | 6.090 | 358.856 | 66.761 |
| Astaxanthin | CC2=C(\C=C\C(C)=C\C=C \C(C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C1=C(C)C(=O)C(O)CC1 (C)C)C(C)(C)CC(O)C2=O | 472-61-7 | 596.85 | 8.596 | 612.415 | 74.598 |
| β-Carotene | CC2=C(\C=C\C(C)=C\C=C \C(C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C)C(C) (C)CCC2 | 7235-40-7 | 536.88 | 9.843 | 591.964 | 0 |
| Stigmastanol | CCC(CCC(C)C3CCC4C2CCC1CC(O)CCC1(C)C2CCC34C)C(C)C | 19466-47-8 | 416.72 | 8.714 | 462.730 | 20.228 |
| β-Sitosterol | CCC(CCC(C)C3CCC4C2CC=C1CC(O)CCC1(C)C2CCC34C)C(C)C | 83-46-5 | 414.72 | 8.620 | 456.517 | 20.228 |
| Δ5—Avenasterol | CC=C(CCC(C)C3CCC4C2CC=C1CC(O)CCC1(C)C2CCC34C)C(C)C | 481-14-1 | 412.69 | 7.688 | 450.304 | 20.228 |
| Palmitic acid | CCCCCCCCCCCCCCCC(=O)O | 9006-59-1 | 256.42 | 7.059 | 291.422 | 37.299 |
| Oleic acid | CCCCCCCC/C=C\CCCCCCCC(O)=O | 112-80-1 | 232.50 | 7.583 | 318.839 | 37.299 |
| Methyl linoleate | CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC | 112-63-0 | 294.47 | 7.165 | 330.18 | 26.305 |
| Linoleic acid | CCCCC/C=C\C/C=C\CCCCCCCC(O)=O | 60-33-3 | 280.45 | 6.858 | 312.652 | 37.299 |
| α-Linolenic acid | CC/C=C\C/C=C\C/C=C\CCCCCCCC(O)=O | 463-40-1 | 278.43 | 5.840 | 306.466 | 37.299 |
| Eicosapentaenoic acid | CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(O)=O | 10417-94-4 | 302.45 | 5.399 | 327.696 | 37.299 |
| Docosahexaenoic acid | CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(O)=O | 24880-45-3 | 330.50 | 5.684 | 355.112 | 37.299 |
| β-Sitosteryl palmitate | CCCCCCCCCCCCCCCC(=O)O[C@H]4CC[C@]3(C)[C@H]2CC[C@@]1(C)[C@@H](CC[C@@H]1 [C@H](C)CCC(CC)C(C)C)C2CC=C3C4 | 2308-85-2 | 653.14 | 10.256 | 728.254 | 26.305 |
| β-Sitosteryl ferulate | CCC(CCC(C)[C@H] 5CCC4C3CC=C2CC(OC(=O)\C=C/c1ccc(O)c(OC)c1)CC[C@]2(C) C3CC[C@@]45C)C(C)C | – | 590.87 | 9.397 | 608.856 | 55.767 |
| Squalene | CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C | 111-02-4 | 410.72 | 9.622 | 477.642 | 000 |
| Squalane | CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C | 111-01-3 | 422.81 | 9.568 | 514.918 | 000 |
| Chlorophyll a | CCc2c(C)c3cc6[n-]c(cc1nc ([C@@H](CCC(=O)OC/C=C(\C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C) [C@@H]1C)c4[C@@H](C(=O)OC)C(=O)c5c(C)c(cc2n3)[n-]c45)c(C) c6C=C.[Mg+2] | 479-61-8 | 893.51 | 9.149 | 864.172 | 123.665 |
| Chlorophyll b | CCc2c(C=O)c3cc6[n-]c (cc1nc([C@@H](CCC(=O)OC/C=C(\C)CCC[C@H](C)CCC[C@H](C) CCCC(C)C)[C@@H]1C)c4[C@@H](C(=O)OC)C(=O)c5c(C)c(cc2n3)[n-] c45)c(C)c6C=C.[Mg+2] | 519-62-0 | 907.47 | 8.915 | 866.594 | 140.736 |
| α-Tocopherol | CC(C)CCC[C@@H](C)CCC [C@@H](C)CCC[C@]2(C)CCc1c(C)c(O)c(C)c(C)c1O2 | 59-02-9 | 430.71 | 9.043 | 474.499 | 29.462 |
| β-Tocopherol | CC(C)CCC[C@@H](C)CCC [C@@H](C)CCC[C@]2(C)CCc1cc(O)c(C)c(C)c1O2 | 54-28-4 | 416.68 | 8.982 | 457.938 | 29.462 |
| δ-Tocopherol | CC(C)CCC[C@@H](C)CCC [C@@H](C)CCC[C@]2(C)CCc1cc(O)cc(C)c1O2 | 119-13-1 | 402.65 | 8.602 | 441.377 | 29.462 |
| Linoleic acid-9-hydroperoxide | CCCCC/C=C\C=C/C(CCCCCCCC(O)=O)OO | – | 313.45 | 6.004 | 329.681 | 66.761 |
| Linoleic acid-13-hydroperoxide | CCCCCC(OO)C=C/C=C\CCCCCCCC(O)=O | – | 313.45 | 6.004 | 329.681 | 66.761 |
| BHT | Cc1cc(C(C)(C)C)c(O)c(C(C)(C)C)c1 | 128-37-0 | 220.35 | 5.435 | 240.996 | 20.228 |
| BHA | COc1ccc(O)c(C(C)(C)C)c1.COc1ccc(O)cc1C(C)(C)C | 25013-16-5 | 180.24 | 3.617 | 183.794 | 29.462 |
| TBHQ | CC(C)(C)c1cc(O)ccc1O | 1948-33-0 | 166.24 | 3.081 | 166.266 | 40.456 |
| Trolox | Cc2c(C)c1OC(C)(C(O)=O)CCc1c(C)c2O | 53188-07-1 | 250.29 | 3.071 | 233.557 | 66.761 |
| Curcumin | COc2cc(/C=C/C(=O)CC(=O)\C=C\c1ccc(O)c(OC)c1)ccc2O | 458-37-7 | 366.38 | 2.303 | 332.182 | 93.066 |
| Ferulic acid | COc1cc(/C=C/C(O)=O)ccc1O | 1135-24-6 | 194.18 | 1.249 | 172.025 | 66.761 |
| Caffeic acid | OC(=O)\C=C\c1ccc(O)c(O)c1 | 331-39-5 | 180.16 | 0.941 | 154.497 | 77.755 |
| Vanillin | COc1cc(C=O)ccc1O | 121-33-5 | 152.15 | 1.067 | 136.591 | 46.533 |
| Ascorbic acid | OC[C@H](O)C1OC(=O)C(O)=C1O | 50-81-7 | 176.12 | −1.402 | 139.707 | 107.217 |
| EDTA | C(CN(CC(=O)O)CC(=O)O)N(CC(=O)O)CC(=O)O | 60-00-4 | 292.24 | −5.193 | 247.019 | 155.672 |
| Phytic acid | [C@@H]1([C@@H]([C@@H] ([C@@H]([C@H]([C@@H]1OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)OP (=O)(O)O)OP(=O)(O)O)OP(=O)(O)O | 83-86-3 | 660.04 | −5.547 | 422.961 | 400.566 |
| Citric acid | C(C(=O)O)C(CC(=O)O)(C(=O)O)O | 77-92-9 | 192.12 | −1.983 | 151.764 | 132.125 |
aSimplified molecular-input line-entry specification (SMILES). Data on log P values, volume, and topological polar surface area are from www.molinspiration.com (accessed 1 November 2012).