Table 1.
Peak Number | Proposed Compound | Molecular Formula | RT 1 (min) |
m/z (Exp) 2 | m/z (Theor) 3 | Error (ppm) | Product 4 | References |
---|---|---|---|---|---|---|---|---|
1 | Quinic acid | C7H12O6 | 4.03 | 191.0562 | 191.0561 | 0.3 | OF, OP | [44,48] |
2 | Citric acid | C6H8O7 | 5.32 | 191.0196 | 191.0203 | 2.8 | OF | [54] |
3 | Oxydized hydroxytyrosol | C8H8O3 | 5.90 | 151.0396 | 151.0401 | 3.4 | OP | [48] |
4 | Loganic acid | C16H24O10 | 7.36 | 375.1305 | 375.1297 | −2.2 | OF, OP | [54] |
5 | Hydroxytyrosol glucoside | C14H20O8 | 7.54 | 315.1091 | 315.1085 | −1.7 | OF, OP | [38,49,50] |
6 | 1-β-D-Glucopyranosyl acyclodihydroelenolic acid | C17H28O11 | 7.69 | 407.1574 | 407.1559 | −3.8 | OF, OP | [53] |
7 | Oleoside/Secologanoside | C16H22O11 | 7.97 | 389.1095 | 389.1089 | −1.4 | OF, OP | [49,50] |
8 | Hydroxytyrosol | C8H10O3 | 8.14 | 153.0554 | 153.0557 | 2.2 | OF, OP | [38,44,48,49,50] |
9 | Elenolic acid glucoside | C17H24O11 | 8.36 | 403.1259 | 403.1246 | −3.3 | OF, OP | [49,50] |
10 | Dialdehydic form of decarboxymethyl elenolic acid | C9H12O4 | 8.58 | 183.0659 | 183.0663 | 2.0 | OF, OP | [48] |
11 | Verbascoside | C29H36O15 | 8.63 | 623.1993 | 623.1981 | −1.9 | OF, OP | [49,50,51] |
12 | Hydroxyoleuropein | C25H32O14 | 8.68 | 555.1724 | 555.1719 | 0.9 | OF, OP | [46,55] |
13 | Luteolin glucoside | C21H20O11 | 8.88 | 447.0944 | 447.0933 | −2.5 | OF, OP | [49,50] |
14 | Dihydrooleuropein | C25H36O13 | 8.94 | 543.2075 | 543.2083 | 1.5 | OF, OP | [47] |
15 | Oleuropein | C25H32O13 | 9.88 | 539.1809 | 539.1771 | −7.1 | OF, OP | [49,50,51] |
16 | Ligstroside | C25H32O12 | 10.80 | 523.1824 | 523.1821 | −0.5 | OF, OP | [49] |
17 | Oleuropein aglycone isomer 1 | C19H22O8 | 11.14 | 377.1250 | 377.1242 | −2.2 | OF, OP | [38,44,48,49] |
18 | Elenolic acid | C11H14O6 | 11.32 | 241.0716 | 241.0718 | 0.6 | OF, OP | [48,49] |
19 | Oleuropein aglycone isomer 2 | C19H22O8 | 11.55 | 377.1259 | 377.1242 | −4.6 | OF, OP | [38,44,48,49] |
20 | Oleacein/Decarboxymethyl oleuropein aglycone | C17H20O6 | 11.97 | 319.1190 | 319.1187 | 0.9 | OF, OP | [38,48,49] |
21 | Luteolin | C15H10O6 | 12.23 | 285.0406 | 285.0405 | −0.5 | OF, OP | [49,51] |
22 | Ligstroside aglycone isomer 1 | C19H22O7 | 12.71 | 361.1295 | 361.1293 | −0.2 | OF, OP | [38,48,49] |
23 | Oleuropein aglycone isomer 3 | C19H22O8 | 13.19 | 377.1253 | 377.1242 | −2.8 | OF, OP | [38,48,49] |
24 | Ligstroside aglycone isomer 2 | C19H22O7 | 13.26 | 361.1286 | 361.1293 | 1.9 | OF, OP | [38,48,49] |
25 | Oleuropein aglycone isomer 4 | C19H22O8 | 13.86 | 377.1262 | 377.1242 | −5.3 | OF, OP | [38,49] |
26 | Ligstroside aglycone isomer 3 | C19H22O7 | 14.90 | 361.1289 | 361.1293 | 0.9 | OF, OP | [38,48,49] |
27 | Oleocanthal/Decarboxymethyl ligstroside aglycone | C17H20O5 | 15.00 | 303.1231 | 303.1238 | 2.4 | OP | [38,48,49] |
28 | Oleuropein aglycone isomer 5 | C19H22O8 | 15.10 | 377.1257 | 377.1242 | −3.9 | OF, OP | [38,49] |
29 | Oleuropein aglycone isomer 6 | C19H22O8 | 15.57 | 377.1256 | 377.1242 | −3.8 | OF, OP | [38,49] |
30 | Ligstroside aglycone isomer 4 | C19H22O7 | 15.65 | 361.1283 | 361.1293 | 2.8 | OF, OP | [38] |
31 | Ligstroside aglycone isomer 5 | C19H22O7 | 17.07 | 361.1284 | 361.1293 | 2.3 | OF, OP | [38] |
32 | Maslinic acid | C30H48O4 | 25.42 | 471.3491 | 471.3480 | −2.1 | OF, OP | [52] |
1 Retention time; 2 Experimental; 3 Theoretical; 4 OF: olive fruit; OP: olive paste.