No. (min)∆P b (%, )UV (nm) [M+H]+ ([M+Na]+ ) ESI-MSn (+) (abundance) [M-H]- ESI-MSn (-) (abundance) Predicted formula Meas. ( ) Pred. ( ) Diff. (ppm) DBE Assigned identification P1 31.593 200 409.1899 MS2 (409):247 (100) 407.0915 MS2 (407):361 (100), 362 (23), 354 (16), 283 (16), 248 (15), 108 (15), 230 (14), 219 (14), 202 (14), 154 (12), 104 (11) C23 H36 O6 408.1502 408.2597 -1.568 6 Unidentified P2 44.173 220, 255 367.1151 MS2 (367):209 (100), 210 (10) 365.2104 MS2 (365):329 (100), 191 (10), 298 (10) C18 H6 O9 366.2184 366.0030 -1.73 16 (−)-cis -(3 R,4 R)-3 - angeloylkhellactone or (−)-cis -(3 R,4 R)-4 - angeloylkhellactone P3 49.950 325 367.1154 MS2 (367):267 (100), 203 (16) MS2 (345):203 (100), 204 (14), 187 (10) MS3 (203):203 (100), 175 (27), 204 (15) 343.9714 MS2 (343):99 (100), 261 (91), 203 (75), 175 (32), 262 (25), 280 (15), 243 (12), 229 (11) MS3 (261):203 (100), 175 (76), 69 (64), 145 (53), 189 (42), 223 (22), 161 (21), 119 (21), 89 (17), 195 (11), 118 (11), 186 (11) C12 H8 O12 344.1154 344.0040 -2.99 9 Pd-C-I P4 51.160 200, 325 367.1143 MS2 (367):267 (100), 203 (23), 204 (15), 268 (14), 367 (12) 365.2106 — C18 H6 O9 366.2145 366.0030 -1.73 16 (−)-cis -(3 R,4 R)-3 - angeloylkhellactone or (−)-cis -(3 R,4 R)-4 - angeloylkhellactone P5 53.397 325 367.1150 MS2 (367):267 (15) 343.1196 MS2 (343):215 (100), 99 (60), 95 (16), 69 (12), 172 (10), 151 (10) C12 H8 O12 344.1270 344.0040 -2.99 9 (+)-trans -(3 S, 4 R)-3 - angeloylkhellactone P6 58.633 200, 325 376.1389 MS2 (376):245 (100), 227 (50), 287 (17), 246 (14) MS2 (245):203 (84), 175 (24), 145 (20), 246 (15), 204 (13) 351.2317 MS2 (351):59 (100), 277 (75), 351 (75), 352 (16), 278 (13) C17 H20 O8 352.2133 352.1200 13.44 8 Unidentified P7 60.897 200, 255, 320 369.0947 MS2 (369):267 (100), 369 (30), 203 (22), 309 (19), 227 (10) MS3 (267):143 (100), 102 (82), 161 (60), 184 (53), 267 (43), 269 (36), 145 (21), 238 (13), 91 (10) — MS2 (345):299 (100), 277 (65), 300 (22), 69 (21), 95 (16), 278 (14) C18 H18 O7 346.1107 346.0947 15.30 10 Qianhucoumarin D a P863.003 200, 325 409.1261 MS2 (409):245 (100), 227 (41) MS3 (245):189 (100), 144 (77), 180 (32), 175 (32), 163 (30), 187 (24), 161 (24), 186 (20), 83 (17), 198 (11) 385.3148 — C21 H22 O7 386.3178 386.1410 10.35 11 Praeruptorin A P9 63.300 200, 325 409.1261 MS2 (409):245 (100), 309 (93), 227 (35), 409 (30), 83 (25), 310 (21), 246 (17) MS3 (245):175 (48), 189 (16), 246 (16), 217 (15), 187 (14) 385.3148 — C21 H22 O7 386.3178 386.1410 10.35 11 Unidentified P10 68.660 200, 325 411.1402 MS2 (411):217 (100), 175 (83), 187 (71), 92 (56), 201 (51), 83 (42), 69 (42), 53 (36) 387.1149 — C21 H24 O7 388.1180 388.1570 -4.26 10 Peucedanocoumarin I P11 69.150 205 449.1563 MS2 (449):245 (100), 227 (71), 246 (17), 175 (14), 228 (13) 425.3047 — C22 H18 O9 426.2538 426.0990 12.83 14 Unidentified a P1269.713 200 449.1562 MS2 (449):83 (100), 227 (21), 349 (13) 425.3046 C24 H26 O7 426.2535 426.0990 12.83 14 Praeruptorin B a P1370.043 200 449.1658 MS2 (449):83 (100), 227 (30), 55 (17), 349 (17), 327 (13) 425.3046 — C24 H26 O7 426.2538 426.0990 12.83 14 Praeruptorin D P14 71.390 200 449.1572 MS2 (449):409 (100) 425.3050 C24 H26 O7 426.2535 426.0990 12.83 14 Unidentified a P1571.927 200 451.1780 MS2 (451):227 (37), 327 (17), 349 (15) 427.2556 — C24 H28 O7 428.3917 428.1890 -6.90 11 Praeruptorin E