ACCESSION: MSBNK-Eawag-EQ324702
RECORD_TITLE: MCLF; 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 3247
COMMENT: NaToxAq - Natural Toxins and Drinking Water Quality - From Source to Tap (https://natoxaq.ku.dk)
COMMENT: EQ cyanopeptide spectra replaced with more comprehensive acquisition.
CH$NAME: MCLF
CH$NAME: Microcystin LF
CH$NAME: 15-benzyl-18-[(1E,3E)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
CH$COMPOUND_CLASS: NA
CH$FORMULA: C52H71N7O12
CH$EXACT_MASS: 985.5161
CH$SMILES: COC(Cc1ccccc1)C(C)/C=C(C)/C=C/C2NC(=O)C(Cc3ccccc3)NC(=O)C(C)C(NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(=C)N(C)C(=O)CCC(NC(=O)C2C)C(O)=O)C(O)=O
CH$IUPAC: InChI=1S/C52H71N7O12/c1-29(2)25-40-50(66)58-44(52(69)70)33(6)46(62)56-41(27-36-17-13-11-14-18-36)49(65)54-38(22-21-30(3)26-31(4)42(71-10)28-37-19-15-12-16-20-37)32(5)45(61)55-39(51(67)68)23-24-43(60)59(9)35(8)48(64)53-34(7)47(63)57-40/h11-22,26,29,31-34,38-42,44H,8,23-25,27-28H2,1-7,9-10H3,(H,53,64)(H,54,65)(H,55,61)(H,56,62)(H,57,63)(H,58,66)(H,67,68)(H,69,70)/b22-21+,30-26+
CH$LINK: PUBCHEM
CID:6442256
CH$LINK: INCHIKEY
FEVBMCJUKWWWBT-BNIOFCGNSA-N
CH$LINK: CHEMSPIDER
4946344
AC$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$CHROMATOGRAPHY: RETENTION_TIME 12.318 min
AC$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$FOCUSED_ION: PRECURSOR_M/Z 986.5233
MS$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: splash10-01ri-1983000000-48c4730a9dbca05624ae
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
69.0334 C4H5O+ 1 69.0335 -0.74
79.0542 C6H7+ 1 79.0542 -0.01
82.0652 C5H8N+ 1 82.0651 0.64
84.0443 C4H6NO+ 1 84.0444 -0.56
86.0964 C5H12N+ 1 86.0964 -0.35
91.0542 C7H7+ 1 91.0542 -0.07
93.0698 C7H9+ 1 93.0699 -1.1
95.0855 C7H11+ 1 95.0855 -0.71
96.0809 C6H10N+ 1 96.0808 1.11
102.0549 C4H8NO2+ 1 102.055 -0.64
103.0541 C8H7+ 1 103.0542 -0.88
105.0698 C8H9+ 1 105.0699 -0.49
107.0855 C8H11+ 1 107.0855 -0.5
117.07 C9H9+ 1 117.0699 0.77
119.0857 C9H11+ 1 119.0855 1.34
120.0807 C8H10N+ 1 120.0808 -0.3
121.1006 C9H13+ 1 121.1012 -4.71
123.0805 C8H11O+ 1 123.0804 0.77
124.0755 C7H10NO+ 1 124.0757 -1.19
124.1121 C8H14N+ 1 124.1121 0.21
126.0553 C6H8NO2+ 1 126.055 2.79
127.0866 C6H11N2O+ 1 127.0866 -0.16
129.0703 C10H9+ 1 129.0699 3.23
130.0498 C5H8NO3+ 1 130.0499 -0.51
131.0854 C10H11+ 1 131.0855 -1.18
131.1177 C6H15N2O+ 1 131.1179 -1.75
133.1012 C10H13+ 1 133.1012 0.36
135.0804 C9H11O+ 1 135.0804 -0.46
135.1167 C10H15+ 1 135.1168 -0.86
138.0549 C7H8NO2+ 1 138.055 -0.53
140.0706 C7H10NO2+ 1 140.0706 -0.05
143.0856 C11H11+ 1 143.0855 0.71
145.1013 C11H13+ 1 145.1012 1.06
147.1173 C11H15+ 1 147.1168 3.06
150.1276 C10H16N+ 1 150.1277 -0.97
152.0702 C8H10NO2+ 1 152.0706 -2.37
155.0814 C7H11N2O2+ 1 155.0815 -0.43
157.1012 C12H13+ 1 157.1012 -0.11
157.1335 C8H17N2O+ 1 157.1335 -0.1
159.1167 C12H15+ 1 159.1168 -1.08
161.0961 C11H13O+ 1 161.0961 -0.17
162.1276 C11H16N+ 1 162.1277 -0.71
163.1117 C11H15O+ 1 163.1117 -0.06
165.0906 C10H13O2+ 1 165.091 -2.66
165.1026 C9H13N2O+ 1 165.1022 2.22
166.0858 C9H12NO2+ 1 166.0863 -2.57
167.0813 C8H11N2O2+ 1 167.0815 -1.11
168.0658 C8H10NO3+ 1 168.0655 1.62
169.1003 C13H13+ NA 169.1012 -5.46
171.0803 C12H11O+ 1 171.0804 -1.04
171.1169 C13H15+ 1 171.1168 0.7
173.0961 C12H13O+ 1 173.0961 0.06
175.1118 C12H15O+ 1 175.1117 0.17
178.1229 C11H16NO+ 1 178.1226 1.3
180.1386 C11H18NO+ 1 180.1383 1.57
182.0809 C9H12NO3+ 1 182.0812 -1.34
185.0924 C8H13N2O3+ 1 185.0921 1.84
185.1289 C9H17N2O2+ 1 185.1285 2.37
187.1117 C13H15O+ 1 187.1117 -0.07
188.1071 C12H14NO+ 1 188.107 0.57
190.123 C12H16NO+ 1 190.1226 1.8
195.0767 C9H11N2O3+ 1 195.0764 1.42
195.1165 C15H15+ 3 195.1168 -1.87
196.0608 C9H10NO4+ 2 196.0604 2.05
197.129 C10H17N2O2+ 1 197.1285 2.64
198.0761 C9H12NO4+ 1 198.0761 0.13
203.1191 H19N4O8+ 1 203.1197 -3.19
204.1021 C12H14NO2+ 1 204.1019 1.04
204.1385 C13H18NO+ 1 204.1383 1.15
209.1308 CH23NO10+ 1 209.1316 -4.23
213.0873 C9H13N2O4+ 2 213.087 1.52
214.0712 C9H12NO5+ 1 214.071 0.79
218.1193 CH20N3O9+ 1 218.1194 -0.38
218.1541 C14H20NO+ 2 218.1539 0.79
221.0924 C11H13N2O3+ 1 221.0921 1.56
223.1091 C14H13N3+ NA 223.1104 -6.04
226.1593 C2H22N6O6+ 2 226.1595 -0.87
228.1384 C15H18NO+ 3 228.1383 0.31
231.1131 C13H15N2O2+ 1 231.1128 1.22
232.0979 CH18N3O10+ 2 232.0987 -3.16
237.1249 H21N4O10+ 2 237.1252 -1.35
237.1639 C18H21+ 3 237.1638 0.33
239.0667 C10H11N2O5+ 2 239.0662 2.05
239.1028 C11H15N2O4+ 2 239.1026 0.61
243.1339 C11H19N2O4+ 1 243.1339 0
246.1491 CH22N6O8+ 3 246.1494 -0.9
247.148 C19H19+ 3 247.1481 -0.33
248.1395 C13H18N3O2+ 2 248.1394 0.54
249.1237 C13H17N2O3+ 1 249.1234 1.51
250.1559 C15H22O3+ 3 250.1563 -1.98
251.1027 C12H15N2O4+ 1 251.1026 0.11
257.1288 CH19N7O8+ 3 257.129 -0.45
258.1857 C3H26N6O7+ 2 258.1857 -0.17
259.1083 H17N7O9+ 3 259.1082 0.34
259.1815 C3H31O12+ 4 259.181 1.78
263.2124 C3H35O12+ 4 263.2123 0.33
265.159 C5H23N5O7+ 3 265.1592 -0.68
266.114 C12H16N3O4+ 3 266.1135 1.67
268.166 C13H22N3O3+ 2 268.1656 1.77
269.1135 C12H17N2O5+ 2 269.1132 0.99
269.1896 C19H25O+ 4 269.19 -1.44
276.1349 C14H18N3O3+ 3 276.1343 2.29
277.1187 H19N7O10+ 3 277.1188 -0.35
282.185 C19H24NO+ 4 282.1852 -0.69
284.1241 C12H18N3O5+ 4 284.1241 0.13
287.1765 C3H25N7O8+ 3 287.1759 1.96
290.1388 C16H20NO4+ 4 290.1387 0.25
292.1541 C16H22NO4+ 3 292.1543 -0.88
293.1139 H19N7O11+ 4 293.1137 0.72
294.1452 C14H20N3O4+ 3 294.1448 1.24
306.1818 C16H24N3O3+ 3 306.1812 2.06
310.1032 C13H16N3O6+ 4 310.1034 -0.43
314.1717 C15H20N7O+ 4 314.1724 -2.05
320.1609 C16H22N3O4+ 4 320.1605 1.43
320.2013 C8H28N6O7+ 4 320.2014 -0.36
322.1399 C15H20N3O5+ 4 322.1397 0.59
327.2057 C5H33N3O12+ 5 327.2059 -0.62
329.1857 C19H25N2O3+ 3 329.186 -0.73
340.1496 C13H20N6O5+ 2 340.149 1.72
344.1969 C19H26N3O3+ 3 344.1969 0.22
347.1967 C19H27N2O4+ 5 347.1965 0.39
348.1547 C17H22N3O5+ 2 348.1554 -1.9
348.1961 C9H28N6O8+ 5 348.1963 -0.64
351.2044 C5H31N6O11+ 5 351.2045 -0.49
352.1873 C17H26N3O5+ 4 352.1867 1.71
357.18 C18H23N5O3+ 3 357.1795 1.31
360.1562 C19H18N7O+ 4 360.1567 -1.38
362.2075 C19H28N3O4+ 5 362.2074 0.12
373.1762 C6H27N7O11+ 5 373.1763 -0.19
375.1915 C20H27N2O5+ 5 375.1914 0.04
380.2225 C10H32N6O9+ 4 380.2225 -0.14
384.2285 C22H30N3O3+ 4 384.2282 0.84
389.2196 C22H31NO5+ 4 389.2197 -0.31
390.203 C20H28N3O5+ 4 390.2023 1.63
397.2082 C18H29N4O6+ 4 397.2082 0.04
407.2288 C20H31N4O5+ 5 407.2289 -0.34
416.2195 C24H32O6+ 5 416.2193 0.5
428.2182 C23H30N3O5+ 5 428.218 0.44
446.2288 C23H32N3O6+ 4 446.2286 0.45
456.247 C22H36N2O8+ 5 456.2466 0.89
461.2402 C25H35NO7+ 5 461.2408 -1.39
477.2387 C28H33N2O5+ 5 477.2384 0.53
478.2669 C25H38N2O7+ 5 478.2674 -0.92
498.2697 C25H40NO9+ 3 498.2698 -0.04
508.2405 C23H34N5O8+ 6 508.2402 0.58
509.2683 C34H37O4+ 6 509.2686 -0.57
513.3056 C26H39N7O4+ 5 513.3058 -0.37
516.2817 C26H38N5O6+ 4 516.2817 0.05
626.3545 C47H46O+ 7 626.3543 0.34
670.3437 C48H46O3+ 8 670.3441 -0.69
PK$NUM_PEAK: 150
PK$PEAK: m/z int. rel.int.
69.0334 6367.3 4
79.0542 20993.8 15
82.0652 16919 12
84.0443 98045.1 70
86.0964 937431.2 670
91.0542 119941.5 85
93.0698 26510.3 18
95.0855 28477.3 20
96.0809 10499.2 7
102.0549 30869.3 22
103.0541 71972 51
105.0698 113442.9 81
107.0855 626517.7 448
117.07 48400.5 34
119.0857 21833.1 15
120.0807 371565.7 265
121.1006 9284 6
123.0805 14944.9 10
124.0755 33127.9 23
124.1121 174226.5 124
126.0553 7264.5 5
127.0866 344359.8 246
129.0703 11069.9 7
130.0498 43348 31
131.0854 78023.3 55
131.1177 20025.4 14
133.1012 23400.8 16
135.0804 1337694.8 956
135.1167 536484 383
138.0549 187443.2 134
140.0706 11182.5 7
143.0856 82565 59
145.1013 45795.2 32
147.1173 11791.1 8
150.1276 8420.2 6
152.0702 17808.4 12
155.0814 713693.1 510
157.1012 17843.9 12
157.1335 144041.1 103
159.1167 24857.3 17
161.0961 106454.5 76
162.1276 29389.4 21
163.1117 1116884 798
165.0906 14872.5 10
165.1026 81447.2 58
166.0858 15902.3 11
167.0813 81498.4 58
168.0658 20184.5 14
169.1003 26857.7 19
171.0803 26342.1 18
171.1169 33165.8 23
173.0961 78002.8 55
175.1118 24275.1 17
178.1229 21481.4 15
180.1386 21640.4 15
182.0809 8293.7 5
185.0924 23049.3 16
185.1289 103116.7 73
187.1117 36191 25
188.1071 12828.2 9
190.123 43621 31
195.0767 253104.6 181
195.1165 38543.3 27
196.0608 32761.5 23
197.129 34418.5 24
198.0761 14456.2 10
203.1191 43701.5 31
204.1021 14140.5 10
204.1385 10709.6 7
209.1308 112702 80
213.0873 1396920 999
214.0712 17005.3 12
218.1193 10983.2 7
218.1541 147380.5 105
221.0924 16698.7 11
223.1091 46000.3 32
226.1593 144849 103
228.1384 21516.9 15
231.1131 156875.8 112
232.0979 30593.9 21
237.1249 147716.3 105
237.1639 315770.5 225
239.0667 107256.7 76
239.1028 10352 7
243.1339 150089.9 107
246.1491 307640 220
247.148 33394.8 23
248.1395 23642.3 16
249.1237 1143964.1 818
250.1559 45356.2 32
251.1027 33354.3 23
257.1288 26114.1 18
258.1857 278235.1 198
259.1083 37009.6 26
259.1815 62866.2 44
263.2124 10013.4 7
265.159 204278.2 146
266.114 27368.4 19
268.166 347670.8 248
269.1135 48894.6 34
269.1896 21850.8 15
276.1349 86898.4 62
277.1187 559848.8 400
282.185 86478.9 61
284.1241 27179.9 19
287.1765 67219.1 48
290.1388 13435.4 9
292.1541 126741.3 90
293.1139 68244.8 48
294.1452 356943.2 255
306.1818 12545.7 8
310.1032 31289.1 22
314.1717 22596.5 16
320.1609 42575.4 30
320.2013 47485.8 33
322.1399 23229.7 16
327.2057 13372.1 9
329.1857 131052.5 93
340.1496 15613.4 11
344.1969 66579.2 47
347.1967 262580.2 187
348.1547 46908.9 33
348.1961 43168.6 30
351.2044 37460.5 26
352.1873 13404.5 9
357.18 28171 20
360.1562 21522.7 15
362.2075 86057.2 61
373.1762 19230.9 13
375.1915 960401.1 686
380.2225 15307.3 10
384.2285 69941.3 50
389.2196 42193.4 30
390.203 93768.7 67
397.2082 463092 331
407.2288 84655.6 60
416.2195 20931.9 14
428.2182 47335 33
446.2288 168696 120
456.247 38126.8 27
461.2402 24361.2 17
477.2387 67823.3 48
478.2669 18741.8 13
498.2697 24800.7 17
508.2405 18530.7 13
509.2683 43063.4 30
513.3056 24352.7 17
516.2817 27820.8 19
626.3545 19340.3 13
670.3437 33548.2 23
//
