Table 2 Identification of ZYD metabolic components in T2DM rats
Peak No. | tR(min) | Precursor ions (m/z) | Error (mDa) | Formula | Fragment ions(m/z) | Identification | Metabolic type | P | U | F | B | |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
Exp | The | |||||||||||
M1 | 12.985 | 201.0776 | 201.0768 | − 0.75 | C9H14O5 | 201.0762, 157.0529, 139.0751 | Harpagenin | Hydrolyzation | + | − | + | − |
M2 | 24.773 | 377.1460 | 377.1453 | − 0.68 | C16H26O10 | 377.1460, 217.0938, 169.0841, 161.0465 | Dihydrogen methylcatalpol | Methylation, hydrogenation | + | + | − | − |
M3 | 26.057 | 263.0240 | 263.0231 | − 0.90 | C9H12O7S | 263.0240, 183.0455, 165.0588, 121.0291 | Dehydrated harpagenin sulfate | Dehydration, sulfation | − | + | − | − |
M4 | 26.304 | 153.0555 | 153.0557 | 0.22 | C8H10O3 | 153.0576, 123.0448, 135.0412, 121.0281 | Hydroxytyrosol | Hydrolyzation | + | − | + | − |
M5 | 26.862 | 583.1938 | 583.2032 | 9.43 | C27H36O14 | 583.2279, 195.0671, 151.0671, 179.0566, 161.0460, 149.0501 | Acetyl 6-O- dihydro-feruloyl harpagide | Hydrogenation, acetylation | − | − | + | − |
M6 | 29.227 | 185.0819 | 185.0819 | 0.13 | C9H14O4 | 185.0819, 141.0891 | Deglucosylated leonuride | Deglucosylation | + | + | − | + |
M7 | 36.029 | 225.0774 | 225.0768 | − 0.55 | C11H14O5 | 225.0801, 210.0793, 165.0556 | Methyl hydrated ferulic acid | Methylation, hydration | − | − | + | − |
M8 | 31.271 | 181.0506 | 181.0506 | 0.03 | C9H10O4 | 181.0513, 163.0398, 137.0514, 119.0498 | Hydrated p-coumaric acid | Hydration | + | + | + | + |
M9 | 35.171 | 451.2234* | 451.2185 | − 4.91 | C19H34O9 | 451.2234, 225.0505, 179.0553, 161.0482 | Hydroxy rehmaionoside A | Hydroxylation | − | − | + | − |
M10 | 36.81 | 363.1109 | 363.1085 | − 2.36 | C18H20O8 | 363.1136, 345.1053, 183.0626, 179.0445, 165.0555, 139.0667 | Deglucosylated 8-O-caffeoyl-harpagide | Deglucosylation | − | − | + | − |
M11 | 37.114 | 137.0602 | 137.0608 | 0.6 | C8H10O2 | 137.0602, 122.0397, 111.0424, 107.0455 | Deoxyhydroxytyrosol | Deoxidation | − | − | + | − |
M12 | 37.366 | 489.1641 | 489.1614 | − 2.74 | C21H30O13 | 489.1641, 179.0363, 165.0542, 113.0249 | Didehydrated 8-O-caffeoyl harpagide | Dehydration | − | − | − | + |
M13 | 37.895 | 339.0709 | 339.0722 | 1.26 | C15H16O9 | 339.0709 | p-coumaric acid glucuronide | Glucuronidation | − | − | − | + |
M14 | 37.895 | 181.0506 | 181.0506 | 0.03 | C9H10O4 | 181.0506, 163.0773, 137.0601, | Dihydro-caffeic acid | Hydrogenation | − | + | + | − |
M15 | 39.276 | 151.0405 | 151.0405 | − 0.43 | C8H8O3 | 151.0405, 123.0439, 107.0501 | Dehydrogen hydroxytyrosol | Dehydrogenation | − | + | + | − |
M16 | 39.401 | 371.0993 | 371.0984 | − 0.93 | C16H20O10 | 371.0993, 195.0657, 177.0549, 193.0334, 175.0255, 113.0242 | Dihydro-ferulic acid glucuronide | Hydrogenation, glucuronidation | + | + | − | − |
M17 | 41.295 | 369.0842 | 369.0827 | − 1.48 | C16H18O10 | 369.0842, 193.0504, 178.0272, 149.0599, 134.0369, 113.0232 | Ferulic acid glucuronide | Glucuronidation | + | + | − | + |
M18 | 41.618 | 233.0131 | 233.0125 | − 0.57 | C8H10O6S | 233.0131, 153.0554, 135.0444, 123.0449, 121.0299, 109.0274 | Hydroxytyrosol sulfate | Sulfation | − | + | + | − |
M19 | 42.554 | 341.0890 | 341.0878 | − 1.19 | C15H18O9 | 341.0890, 165.0556, 121.0657, 175.0233, 149.0598, 113.0236 | Dihydro-p-coumaric acid glucuronide | Hydrogenation, glucuronidation | − | + | − | − |
M20 | 42.703 | 357.0818 | 357.0827 | 0.92 | C15H18O10 | 357.0822, 339.0646, 175.0585, 131.0406 | Hydrated p-coumaric acid glucuronide | Glucuronidation, hydration | − | − | + | − |
M21 | 45.675 | 181.0870 | 181.0870 | 0.02 | C10H14O3 | 181.0376, 137.0971, 122.0663, 121.0653 | Dehydro-rehmapicrogenin | Dehydrogenation | + | − | + | − |
M22 | 45.826 | 179.0350 | 179.0350 | − 0.02 | C9H8O4 | 179.0613, 135.0450, 161.4731, | Caffeic acid | Hydrolyzation | − | + | + | − |
M23 | 47.591 | 359.1361 | 359.1348 | − 1.34 | C16H24O9 | 359.1361, 183.1025, 139.1122, 113.0232 | Rehmapicrogenin glucuronide | Glucuronidation | − | + | − | + |
M24 | 47.813 | 151.0398 | 151.0401 | 0.27 | C8H8O3 | 151.0398, 107.0500 | Dehydrogen hydroxytyrosol | Dehydrogenation | − | + | − | − |
M25 | 48.821 | 247.0288 | 247.0282 | − 0.62 | C9H12O6S | 247.0288, 167.0711, 152.0474, 149.0285 | Methyl hydroxytyrosol sulfate | Methylation, sulfation | − | + | − | − |
M26 | 49.757 | 385.1154 | 385.1140 | − 1.38 | C17H22O10 | 385.1154, 209.0821, 191.0689, 175.0120, 113.0244 | Dihydro-methyl ferulic acid glucuronide | Hydrogenation, methylation, glucuronidation | − | + | − | + |
M27 | 50.395 | 369.0827 | 369.0827 | 0.02 | C16H18O10 | 369.0842, 193.0504, 178.0272, 149.0599, 134.0369, 113.0232 | Ferulic acid glucuronide | Glucuronidation | − | − | − | + |
M28 | 54.181 | 275.0239 | 275.0231 | − 0.8 | C10H12O7S | 275.0239, 195.0662, 177.0558, 151.0761, 136.0524, 121.0293 | Dihydro-ferulic acid sulfate | Hydrogenation, sulfation | − | + | − | − |
M29 | 54.078 | 195.0667 | 195.0663 | − 0.42 | C10H12O4 | 195.0676, 177.0570, 136.0524 | Dihydro-ferulic acid | Hydrogenation | + | + | + | − |
M30 | 55.035 | 165.0556 | 165.0557 | 0.12 | C9H10O3 | 165.0559, 147.0427, 129.0326, 121.0655 | Hydrated cinnamic acid | Hydration | − | − | + | + |
M31 | 55.744 | 233.0139 | 233.0125 | − 1.37 | C8H10O6S | 233.0131, 153.0554, 135.0444, 123.0449 | Hydroxytyrosol sulfate | Sulfation | − | − | + | − |
M32 | 55.195 | 331.1208 | 331.1187 | − 2.09 | C18H20O6 | 331.1222, 313.1108, 287.0830, 165.0553, 147.0440, 103.0543 | Deglucosylated harpagoside | Deglucosylation | − | − | + | − |
M33 | 56.101 | 521.1820 | 521.1664 | − 12.05 | C25H30O12 | 521.1785, 503.1661, 183.0665, 157.0509, 193.0404, 113.0247 | Dehydrated harpa-gide glucuronide | Dehydration, glucuronidation | − | − | + | − |
M34 | 56.427 | 245.0133 | 245.0125 | − 0.77 | C9H10O6S | 245.0133, 165.0554, 147.0432, 121.0657 | Dihydro-p-coumaric acid sulfate | Hydrogenation, sulfation | − | + | − | − |
M35 | 58.309 | 209.0822 | 209.0819 | − 0.27 | C11H14O4 | 209.0813, 191.0713, 165.0926, 149.0616 | Dihydro-methyl ferulic acid | Hydrogenation, methylation | + | − | + | − |
M36 | 58.362 | 273.0083 | 273.0074 | − 0.85 | C10H10O7S | 273.0083, 193.0503, 178.0268, 134.0369 | Ferulic acid sulfate | Sulfation | − | + | − | − |
M37 | 59.756 | 625.2194 | 625.2194 | − 5.61 | C29H38O15 | 625.2194, 461.1695, 315.1104, 181.0510, 163.0407, 153.0538 | Dihydro-acteoside | Hydrogenation | − | − | + | − |
M38 | 60.258 | 217.1088 | 217.1081 | − 0.65 | C10H18O5 | 217.1087, 199.0936, 186.2198, 171.1025, 155.1062, 153.0895 | Dihydro-methyl harpagenin | Hydrogenation, methylation | − | − | + | − |
M39 | 61.965 | 135.0449 | 135.0452 | 0.25 | C8H8O2 | 135.0449, 123.0065, 107.0468, 100.9257 | Dehydrated hydroxytyrosol | Dehydration | + | − | + | − |
M40 | 63.176 | 361.1518 | 361.1504 | − 1.39 | C16H26O9 | 361.2317, 185.1180, 141.1279, 113.0242 | Dihydrogen rehmapicrogenin glucuronide | Hydrogenation, glucuronidation | − | + | − | − |
M41 | 64.035 | 247.0294 | 247.0282 | − 1.22 | C9H12O6S | 247.0537, 167.0706, 152.0476 | Methyl hydroxytyrosol sulfate | Methylation, sulfation | − | − | + | − |
M42 | 66.026 | 377.1471 | 377.1453 | − 1.78 | C16H26O10 | 377.1471, 201.1129, 183.1002, 165.0567, 175.0242, 113.0242 | Harpagenin glucuronide | Glucuronidation | − | + | − | + |
M43 | 70.428 | 637.2199 | 637.2138 | − 6.11 | C30H38O15 | 637.2155, 461.1706, 193.0512, 135.0407 | Methyl acteoside | Methylation | − | − | + | − |
M44 | 72.673 | 275.0246 | 275.0231 | − 1.50 | C10H12O7S | 275.0240, 195.0665, 177.0575, 151.0772 | Hydrated ferulic acid sulfate | Hydration, sulfation | + | − | + | − |
M45 | 72.935 | 245.0135 | 245.0125 | − 0.97 | C9H10O6S | 245.0135, 165.0666, 147.0549, 121.0355 | Dihydro-p-coumaric acid sulfate | Hydrogenation, sulfation | − | − | + | − |
M46 | 78.821 | 273.0081 | 273.0074 | − 0.65 | C10H10O7S | 273.0090, 193.0506, 178.0271, 134.0372 | Ferulic acid sulfate | Sulfation | + | − | − | + |
M47 | 78.166 | 149.0609 | 149.0608 | − 0.10 | C9H10O2 | 149.0609, 107.0480, 105.0703 | Dihydro-cinnamic acid | Hydrogenation | − | − | + | − |
M48 | 79.350 | 583.2092 | 583.2032 | − 5.97 | C27H36O14 | 583.2100, 193.0525, 149.0439, 201.1145, 183.0656, 165.0568 | Acetyl-6-O-dihydro-feruloyl harpagide | Hydrogenation, acetylation | − | − | + | − |
M49 | 74.738 | 315.1270 | 315.1297 | 2.67 | C14H20O8 | 315.1278, 297.1136, 161.0582, 135.0442 | Hydroxytyrosol glucosylate | Hydrolyzation | − | − | + | − |