ACCESSION: MSBNK-Eawag-EQ324902
RECORD_TITLE: MCLW; LC-ESI-QFT; MS2; CE: 30%; R=17500; [M+H]+
DATE: 2020.02.03
AUTHORS: E. Janssen [dtc], B. Lauper [com]
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) Eawag 2019
COMMENT: CONFIDENCE standard compound
COMMENT: UCHEM_ID 3249
COMMENT: NaToxAq - Natural Toxins and Drinking Water Quality - From Source to Tap (https://natoxaq.ku.dk)
CH$NAME: MCLW
CH$NAME: Microcystin LW
CH$NAME: (5R,8S,11R,12S,15S,18S,19S,22R)-15-(1H-indol-3-ylmethyl)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
CH$COMPOUND_CLASS: NA
CH$FORMULA: C54H72N8O12
CH$EXACT_MASS: 1024.5270
CH$SMILES: CO[C@@H](Cc1ccccc1)[C@@H](C)/C=C(C)/C=C/[C@@H]2NC(=O)[C@H](Cc3c[nH]c4ccccc34)NC(=O)[C@@H](C)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](C)NC(=O)C(=C)N(C)C(=O)CC[C@@H](NC(=O)[C@H]2C)C(O)=O)C(O)=O
CH$IUPAC: InChI=1S/C54H72N8O12/c1-29(2)24-42-52(69)61-46(54(72)73)33(6)48(65)59-43(27-37-28-55-40-19-15-14-18-38(37)40)51(68)57-39(21-20-30(3)25-31(4)44(74-10)26-36-16-12-11-13-17-36)32(5)47(64)58-41(53(70)71)22-23-45(63)62(9)35(8)50(67)56-34(7)49(66)60-42/h11-21,25,28-29,31-34,39,41-44,46,55H,8,22-24,26-27H2,1-7,9-10H3,(H,56,67)(H,57,68)(H,58,64)(H,59,65)(H,60,66)(H,61,69)(H,70,71)(H,72,73)/b21-20+,30-25+/t31-,32-,33-,34+,39-,41+,42-,43-,44-,46+/m0/s1
CH$LINK: CAS
157622-02-1
CH$LINK: CHEBI
133298
CH$LINK: PUBCHEM
CID:16760564
CH$LINK: INCHIKEY
CJIASZBWXIFQMU-LNXRSHCCSA-N
CH$LINK: CHEMSPIDER
21395874
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 30 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 11.761 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B MeOH with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 164.9846
MS$FOCUSED_ION: PRECURSOR_M/Z 1025.5342
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 2.99.1
PK$SPLASH: splash10-01p9-1974100000-b79e1d2c1897fdc991ac
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
79.0543 C6H7+ 1 79.0542 0.38
82.0653 C5H8N+ 1 82.0651 1.66
84.0444 C4H6NO+ 1 84.0444 -0.28
86.0964 C5H12N+ 1 86.0964 -0.53
91.0542 C7H7+ 1 91.0542 -0.83
93.0698 C7H9+ 1 93.0699 -0.36
95.049 C6H7O+ 1 95.0491 -1.43
95.0855 C7H11+ 1 95.0855 -0.63
96.081 C6H10N+ 1 96.0808 1.98
99.0915 C5H11N2+ 1 99.0917 -1.96
102.0548 C4H8NO2+ 1 102.055 -1.69
103.0542 C8H7+ 1 103.0542 -0.29
105.0698 C8H9+ 1 105.0699 -0.42
107.0855 C8H11+ 1 107.0855 -0.5
110.06 C6H8NO+ 1 110.06 -0.72
111.055 C5H7N2O+ 1 111.0553 -2.38
115.0544 C9H7+ 1 115.0542 1.75
117.0699 C9H9+ 1 117.0699 -0.14
119.0855 C9H11+ 1 119.0855 0.12
121.0644 C8H9O+ 1 121.0648 -3.13
121.1009 C9H13+ 1 121.1012 -2.7
122.0964 C8H12N+ 1 122.0964 0.19
123.0803 C8H11O+ 1 123.0804 -1.52
124.0756 C7H10NO+ 1 124.0757 -1.01
124.112 C8H14N+ 1 124.1121 -0.34
127.0865 C6H11N2O+ 1 127.0866 -0.7
128.0617 C10H8+ 1 128.0621 -2.62
129.0697 C10H9+ 1 129.0699 -1.14
130.05 C5H8NO3+ 1 130.0499 1.25
130.0647 C9H8N+ 1 130.0651 -3.42
131.0855 C10H11+ 1 131.0855 -0.25
131.1179 C6H15N2O+ 1 131.1179 0.11
132.0807 C9H10N+ 1 132.0808 -0.32
133.1008 C10H13+ 1 133.1012 -2.85
135.0803 C9H11O+ 1 135.0804 -0.68
135.1167 C10H15+ 1 135.1168 -1.2
138.0548 C7H8NO2+ 1 138.055 -0.86
140.0703 C7H10NO2+ 1 140.0706 -2.01
143.0855 C11H11+ 1 143.0855 -0.47
145.1012 C11H13+ 1 145.1012 0.22
146.0963 C10H12N+ 1 146.0964 -0.89
147.0767 C5H11N2O3+ 1 147.0764 2.14
147.1165 C11H15+ 1 147.1168 -2.13
149.0711 C8H9N2O+ 1 149.0709 1.01
150.1278 C10H16N+ 1 150.1277 0.25
152.0705 C8H10NO2+ 1 152.0706 -0.77
152.1069 C9H14NO+ 1 152.107 -0.42
155.0814 C7H11N2O2+ 1 155.0815 -0.62
157.0608 C6H9N2O3+ 1 157.0608 0.1
157.1009 C12H13+ 1 157.1012 -1.76
157.1334 C8H17N2O+ 1 157.1335 -0.78
158.0841 C10H10N2+ 1 158.0838 1.61
159.0916 C10H11N2+ 1 159.0917 -0.37
161.096 C11H13O+ 1 161.0961 -0.45
162.128 C11H16N+ 1 162.1277 1.55
163.1117 C11H15O+ 1 163.1117 -0.34
165.091 C10H13O2+ 1 165.091 -0.26
167.0815 C8H11N2O2+ 1 167.0815 0.17
168.0656 C8H10NO3+ 1 168.0655 0.44
169.0755 C11H9N2+ 1 169.076 -3.35
170.0811 C8H12NO3+ 1 170.0812 -0.7
171.117 C13H15+ 1 171.1168 1.23
171.1491 C9H19N2O+ 1 171.1492 -0.72
173.0962 C12H13O+ 1 173.0961 0.59
175.1116 C12H15O+ 1 175.1117 -0.7
178.1224 C11H16NO+ 1 178.1226 -1.18
180.1377 C11H18NO+ 2 180.1383 -3.09
181.101 C14H13+ 2 181.1012 -1.07
181.1346 C10H17N2O+ NA 181.1335 5.85
182.0816 C9H12NO3+ 1 182.0812 2.43
183.1161 C14H15+ 1 183.1168 -3.94
185.1095 H17N4O7+ 1 185.1092 1.83
185.1287 C9H17N2O2+ 1 185.1285 1.22
187.0867 C11H11N2O+ 1 187.0866 0.53
187.1115 C13H15O+ 1 187.1117 -1.29
188.0705 C11H10NO2+ 1 188.0706 -0.6
188.1428 C13H18N+ 1 188.1434 -3.21
190.1228 C12H16NO+ 1 190.1226 0.59
191.106 C10H13N3O+ 2 191.1053 3.39
193.0989 H19NO10+ NA 193.1003 -7.75
195.0767 C9H11N2O3+ 1 195.0764 1.27
195.1162 H21NO10+ 2 195.116 0.97
196.0609 C9H10NO4+ 2 196.0604 2.44
198.0762 C9H12NO4+ 1 198.0761 0.83
200.1436 C14H18N+ 2 200.1434 1.21
204.1134 C11H14N3O+ 1 204.1131 1.32
205.0972 C11H13N2O2+ 1 205.0972 0.35
209.1306 H17N8O5+ NA 209.1316 -5.16
213.0872 C9H13N2O4+ 1 213.087 1.17
214.0711 C9H12NO5+ 2 214.071 0.51
215.0821 C12H11N2O2+ 1 215.0815 2.61
218.1542 H22N6O7+ 2 218.1544 -0.91
221.0917 C11H13N2O3+ 2 221.0921 -1.54
222.1606 C12H20N3O+ 2 222.1601 2.13
223.1081 C11H15N2O3+ 1 223.1077 1.67
225.1268 CH23NO11+ 4 225.1266 0.93
226.1593 C2H22N6O6+ 3 226.1595 -1.07
228.1387 CH20N6O7+ 2 228.1388 -0.24
231.0766 C12H11N2O3+ 1 231.0764 0.93
232.1124 C3H16N6O6+ 3 232.1126 -0.85
235.0865 C15H11N2O+ 4 235.0866 -0.57
235.1076 C12H15N2O3+ 1 235.1077 -0.36
235.1483 C18H19+ 4 235.1481 0.54
237.1249 H21N4O10+ 2 237.1252 -1.29
237.1638 C18H21+ 4 237.1638 0
238.1194 C13H18O4+ 2 238.12 -2.19
239.0665 C10H11N2O5+ 2 239.0662 0.9
239.1032 C11H15N2O4+ 2 239.1026 2.27
240.1713 C12H22N3O2+ 2 240.1707 2.6
242.1292 H18N8O7+ 4 242.1293 -0.52
243.1124 C14H15N2O2+ 3 243.1128 -1.65
243.1345 C11H19N2O4+ 2 243.1339 2.26
244.1114 C3H20N2O10+ 3 244.1112 0.75
246.1492 CH22N6O8+ 3 246.1494 -0.53
247.1487 C5H21N5O6+ 3 247.1486 0.45
248.1652 CH24N6O8+ 3 248.165 0.93
250.1566 C15H22O3+ 2 250.1563 0.83
251.1026 C12H15N2O4+ 1 251.1026 -0.07
253.0972 C15H13N2O2+ 3 253.0972 0.08
255.1137 CH17N7O8+ 3 255.1133 1.6
258.1855 C3H26N6O7+ 3 258.1857 -0.88
259.181 C3H31O12+ 3 259.181 0.02
260.1604 C11H22N3O4+ 1 260.1605 -0.16
261.1391 C5H25O11+ 3 261.1391 0.02
264.1582 C13H20N4O2+ 2 264.1581 0.32
265.1588 C19H21O+ 4 265.1587 0.43
266.1152 H20N5O11+ 4 266.1154 -0.58
268.1659 C13H22N3O3+ 2 268.1656 1.21
269.1133 C12H17N2O5+ 2 269.1132 0.19
270.1245 CH18N8O8+ 4 270.1242 1.12
271.1078 C15H15N2O3+ 2 271.1077 0.27
274.1432 C16H20NO3+ 3 274.1438 -1.98
280.1086 C2H16N8O8+ 5 280.1086 0.13
281.0919 C16H13N2O3+ 3 281.0921 -0.47
282.186 C5H26N6O7+ 3 282.1857 0.76
284.1245 C12H18N3O5+ 3 284.1241 1.42
285.1942 CH29N6O10+ 4 285.194 0.94
286.1764 C13H24N3O4+ 3 286.1761 0.98
287.1496 H25N5O12+ 4 287.1494 0.58
287.1773 C5H27N4O9+ 4 287.1773 0.05
288.1346 CH20N8O9+ 3 288.1348 -0.7
290.1397 C17H16N5+ 4 290.14 -1.1
292.154 C16H22NO4+ 3 292.1543 -1.19
293.1134 C14H17N2O5+ 3 293.1132 0.58
294.1447 C14H20N3O4+ 3 294.1448 -0.52
297.1345 C16H17N4O2+ 5 297.1346 -0.29
297.1846 C20H25O2+ 5 297.1849 -1.04
298.1189 C16H16N3O3+ 3 298.1186 0.82
298.1909 C3H30N4O11+ 5 298.1906 1.09
299.1031 C2H17N7O10+ 4 299.1031 -0.29
303.2067 C18H27N2O2+ 4 303.2067 0.05
306.1857 C7H26N6O7+ 4 306.1857 -0.28
310.1029 C13H16N3O6+ 2 310.1034 -1.42
314.171 C14H24N3O5+ 5 314.171 -0.13
314.211 C5H34N2O12+ 4 314.2106 1.14
315.1452 C16H19N4O3+ 4 315.1452 0.02
316.1293 C16H18N3O4+ 5 316.1292 0.52
319.2011 C18H27N2O3+ 3 319.2016 -1.56
320.1604 C16H22N3O4+ 5 320.1605 -0.38
320.2011 C22H26NO+ 4 320.2009 0.75
322.14 C15H20N3O5+ 6 322.1397 0.78
326.1863 C19H24N3O2+ 5 326.1863 -0.09
329.1858 C19H25N2O3+ 3 329.186 -0.64
331.2028 C5H29N7O9+ 4 331.2021 1.96
333.1558 C16H21N4O4+ 5 333.1557 0.12
334.1398 C16H20N3O5+ 5 334.1397 0.08
334.1763 C17H24N3O4+ 5 334.1761 0.42
338.1707 C16H24N3O5+ 5 338.171 -0.91
340.1505 C15H22N3O6+ 5 340.1503 0.65
341.1824 C15H25N4O5+ 4 341.1819 1.21
347.1965 C19H27N2O4+ 4 347.1965 0.04
348.1947 C21H24N4O+ 7 348.1945 0.55
349.1904 C7H31N3O12+ 5 349.1902 0.54
351.2025 C17H27N4O4+ 5 351.2027 -0.61
357.18 C18H23N5O3+ 5 357.1795 1.22
366.2154 C5H32N7O11+ 4 366.2154 -0.05
375.1914 C20H27N2O5+ 5 375.1914 -0.04
379.1982 C18H27N4O5+ 4 379.1976 1.71
380.2216 C24H30NO3+ 4 380.222 -1.13
382.2127 C22H28N3O3+ 5 382.2125 0.58
383.2042 C16H27N6O5+ 4 383.2037 1.26
384.2295 C24H32O4+ 6 384.2295 -0.03
387.1651 C18H27O9+ 4 387.165 0.39
390.1813 C23H24N3O3+ 5 390.1812 0.33
395.1542 C29H19N2+ 5 395.1543 -0.29
397.2081 C18H29N4O6+ 5 397.2082 -0.03
399.1662 C20H23N4O5+ 6 399.1663 -0.2
400.2229 C22H30N3O4+ 5 400.2231 -0.41
401.2183 C21H29N4O4+ 6 401.2183 0.03
411.2028 C22H27N4O4+ 6 411.2027 0.34
418.1778 C12H28N5O11+ 7 418.178 -0.51
426.2298 C28H30N2O2+ 5 426.2302 -0.79
428.2251 C17H30N7O6+ 5 428.2252 -0.22
429.2136 C22H29N4O5+ 6 429.2132 0.78
431.2341 C15H35N4O10+ 6 431.2348 -1.51
446.231 C26H30N4O3+ 6 446.2312 -0.49
449.2437 C27H33N2O4+ 5 449.2435 0.53
454.2435 C22H30N8O3+ 4 454.2435 -0.06
455.2275 C22H29N7O4+ 4 455.2276 -0.21
462.2338 C21H36NO10+ 6 462.2334 0.89
463.2578 C26H33N5O3+ 5 463.2578 -0.04
472.2551 C24H34N5O5+ 6 472.2554 -0.74
477.2387 C28H33N2O5+ 5 477.2384 0.53
481.2666 C24H33N8O3+ 6 481.267 -0.78
499.2646 C24H39N2O9+ 6 499.265 -0.91
500.25 C39H32+ 6 500.2499 0.35
506.2375 C24H34N4O8+ 7 506.2371 0.8
509.2677 C18H37N8O9+ 6 509.2678 -0.25
513.3079 C29H37N8O+ 7 513.3085 -1.08
517.2769 C25H37N6O6+ 4 517.2769 0.04
518.3032 C19H44N5O11+ 8 518.3032 -0.02
524.2499 C41H32+ 6 524.2499 0.08
537.2828 C30H39N3O6+ 6 537.2833 -1.01
541.3021 C29H41N4O6+ 7 541.3021 0.04
552.2421 C25H36N4O10+ 8 552.2426 -0.81
555.2932 C28H39N6O6+ 6 555.2926 1.11
582.3009 C26H42N6O9+ 8 582.3008 0.15
583.2883 C31H41N3O8+ 7 583.2888 -0.9
621.3014 C44H37N4+ 9 621.3013 0.15
670.3451 C34H48N5O9+ 8 670.3447 0.74
828.4275 C41H60N6O12+ 5 828.4264 1.32
PK$NUM_PEAK: 224
PK$PEAK: m/z int. rel.int.
79.0543 53264.8 16
82.0653 30049.6 9
84.0444 594791.7 184
86.0964 2024647.8 627
91.0542 328867.2 101
93.0698 80735.3 25
95.049 26295.1 8
95.0855 75560.9 23
96.081 12284.6 3
99.0915 28545.3 8
102.0548 74095.5 22
103.0542 145966.3 45
105.0698 237054.4 73
107.0855 1398287.2 433
110.06 28235.5 8
111.055 16405.4 5
115.0544 38810.3 12
117.0699 81652.4 25
119.0855 75401 23
121.0644 23578.3 7
121.1009 23684.7 7
122.0964 13784.8 4
123.0803 33146.5 10
124.0756 66335.7 20
124.112 361454.8 111
127.0865 855694.8 265
128.0617 12893.6 3
129.0697 34027.5 10
130.05 90892.4 28
130.0647 144434.4 44
131.0855 189330.1 58
131.1179 30394.7 9
132.0807 115251.1 35
133.1008 64006.2 19
135.0803 3135704.8 971
135.1167 1228418.5 380
138.0548 429151.4 132
140.0703 39478.5 12
143.0855 230096.8 71
145.1012 121702.3 37
146.0963 27906.7 8
147.0767 63918.2 19
147.1165 28687.8 8
149.0711 35736.6 11
150.1278 28211.8 8
152.0705 72675.6 22
152.1069 14675.6 4
155.0814 1725852.5 534
157.0608 341333.7 105
157.1009 36538.5 11
157.1334 315401 97
158.0841 21140.1 6
159.0916 1361866.8 421
159.117 60013.1 18
161.096 225579 69
162.128 63644.9 19
163.1117 2629353.5 814
165.091 28751.4 8
167.0815 238437.7 73
168.0656 40862.3 12
169.0755 59595.2 18
170.0811 24612.9 7
171.117 56166.3 17
171.1491 36882.5 11
173.0962 145973.9 45
175.1116 51701.5 16
178.1224 34542.2 10
180.1377 25371 7
181.101 49267.8 15
181.1346 19580 6
182.0816 29778 9
183.1161 21754.6 6
185.1095 23565.8 7
185.1287 253246 78
187.0726 11968.5 3
187.0867 301042.1 93
187.1115 93298.8 28
188.0705 37681.9 11
188.1428 15355.4 4
190.1228 65375.6 20
191.106 15880.9 4
193.0989 20326.6 6
195.0767 653773.9 202
195.1162 112275.4 34
196.0609 70296.7 21
198.0762 21993.5 6
200.1436 16359.3 5
204.1134 271356 84
205.0972 88051.9 27
209.1306 264075.1 81
213.0872 3224677.2 999
214.0711 29850.9 9
215.0821 64752.4 20
218.1542 377224.8 116
221.0917 42510.3 13
222.1606 29626.4 9
223.1081 111812.6 34
225.1268 49356.4 15
226.1593 316226 97
228.1387 49496 15
231.0766 50489.8 15
232.1124 27996.1 8
235.0865 31645.8 9
235.1076 18439.2 5
235.1483 24084.4 7
237.1016 29232.4 9
237.1249 308201.7 95
237.1638 761352.1 235
238.1194 23126.4 7
239.0665 198489.9 61
239.1032 28485.6 8
240.1713 54105.9 16
242.1292 110938.3 34
243.1124 99727 30
243.1345 296080.2 91
244.1114 16125.4 4
246.1492 711131.2 220
247.1487 89646.4 27
248.1652 27436 8
250.1566 98752.1 30
251.1026 96070.7 29
253.0972 28298.2 8
255.1137 19139.1 5
258.1855 679189.5 210
259.181 59870.2 18
260.1604 32620.7 10
261.1391 21949.3 6
264.1582 112313.9 34
265.1588 561346.2 173
266.1152 75300.2 23
268.1659 773422.7 239
269.1133 115843.9 35
270.1245 502374.9 155
271.1078 80671.9 24
274.1432 106369.9 32
280.1086 37866.5 11
281.0919 91709.5 28
282.186 163845.5 50
284.1245 75313.2 23
285.1942 29570.9 9
286.1764 19673.5 6
287.1496 34652.3 10
287.1773 24838.9 7
288.1346 2792856.2 865
290.1397 42051.7 13
292.154 284059.2 88
293.1134 161113.7 49
294.1447 36216.5 11
297.1345 26043.9 8
297.1846 125623.8 38
298.1189 692000.4 214
298.1909 119819.3 37
299.1031 320593.2 99
303.2067 19602.8 6
306.1857 24671.5 7
310.1029 63246.7 19
314.171 72794.7 22
314.211 43631.4 13
315.1452 282756.1 87
316.1293 1673196 518
319.2011 78670.3 24
320.1604 104615.1 32
320.2011 105313 32
322.14 65827 20
326.1863 167139 51
329.1858 324199.3 100
331.2028 26756.3 8
333.1558 635767.4 196
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//
