ACCESSION: MSBNK-Eawag-EQ324602
RECORD_TITLE: MCLA; 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 3246
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$NAME: MCLA
CH$NAME: Microcystin LA
CH$NAME: (5R,8S,11R,12S,15S,18S,19S,22R)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,15,19-pentamethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
CH$COMPOUND_CLASS: NA
CH$FORMULA: C46H67N7O12
CH$EXACT_MASS: 909.4848
CH$SMILES: CO[C@@H](Cc1ccccc1)[C@@H](C)\C=C(C)\C=C\[C@@H]2NC(=O)[C@H](C)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$IUPAC: InChI=1S/C46H67N7O12/c1-24(2)21-35-44(60)52-38(46(63)64)28(6)40(56)47-29(7)41(57)49-33(18-17-25(3)22-26(4)36(65-11)23-32-15-13-12-14-16-32)27(5)39(55)50-34(45(61)62)19-20-37(54)53(10)31(9)43(59)48-30(8)42(58)51-35/h12-18,22,24,26-30,33-36,38H,9,19-21,23H2,1-8,10-11H3,(H,47,56)(H,48,59)(H,49,57)(H,50,55)(H,51,58)(H,52,60)(H,61,62)(H,63,64)/b18-17+,25-22+/t26-,27-,28-,29-,30+,33-,34+,35-,36-,38+/m0/s1
CH$LINK: CAS
96180-79-9
CH$LINK: PUBCHEM
CID:6437382
CH$LINK: INCHIKEY
DIAQQISRBBDJIM-DRSCAGMXSA-N
CH$LINK: CHEMSPIDER
4941946
AC$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$CHROMATOGRAPHY: RETENTION_TIME 10.516 min
AC$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$FOCUSED_ION: PRECURSOR_M/Z 910.492
MS$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: splash10-01p9-1962000000-5bfb4fbbb98d865754c6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
79.0542 C6H7+ 1 79.0542 -0.78
84.0444 C4H6NO+ 1 84.0444 0.17
86.0964 C5H12N+ 1 86.0964 -0.53
89.0708 C3H9N2O+ 1 89.0709 -1.39
91.0541 C7H7+ 1 91.0542 -1.08
93.0701 C7H9+ 1 93.0699 2.01
95.0854 C7H11+ 1 95.0855 -1.12
102.0549 C4H8NO2+ 1 102.055 -0.57
103.054 C8H7+ 1 103.0542 -2.14
105.0698 C8H9+ 1 105.0699 -0.56
107.0855 C8H11+ 1 107.0855 -0.57
110.0596 C6H8NO+ 1 110.06 -3.91
117.0698 C9H9+ 1 117.0699 -0.79
119.0854 C9H11+ 1 119.0855 -1.35
121.1014 C9H13+ 1 121.1012 2.03
124.0758 C7H10NO+ 1 124.0757 0.65
124.1121 C8H14N+ 1 124.1121 -0.03
127.0865 C6H11N2O+ 1 127.0866 -0.34
128.0705 C6H10NO2+ 1 128.0706 -0.9
129.0696 C10H9+ 1 129.0699 -2.44
130.0497 C5H8NO3+ 1 130.0499 -1.68
131.0856 C10H11+ 1 131.0855 0.33
131.1181 C6H15N2O+ 1 131.1179 1.86
133.1009 C10H13+ 1 133.1012 -1.93
135.0803 C9H11O+ 1 135.0804 -0.68
135.1167 C10H15+ 1 135.1168 -1.09
138.0549 C7H8NO2+ 1 138.055 -0.64
140.0704 C7H10NO2+ 1 140.0706 -1.14
143.0856 C11H11+ 1 143.0855 0.81
145.1008 C11H13+ 1 145.1012 -2.41
149.0706 C8H9N2O+ 1 149.0709 -2.16
150.128 C10H16N+ 1 150.1277 1.78
152.0705 C8H10NO2+ 1 152.0706 -0.77
155.0814 C7H11N2O2+ 1 155.0815 -0.52
156.0655 C7H10NO3+ 1 156.0655 -0.25
157.1013 C12H13+ 1 157.1012 0.47
157.1336 C8H17N2O+ 1 157.1335 0.29
159.1167 C12H15+ 1 159.1168 -1.08
161.0961 C11H13O+ 1 161.0961 -0.17
162.1277 C11H16N+ 1 162.1277 0.04
163.1117 C11H15O+ 1 163.1117 -0.25
165.0907 C10H13O2+ 1 165.091 -1.83
167.0816 C8H11N2O2+ 1 167.0815 0.81
168.0655 C8H10NO3+ 1 168.0655 -0.2
171.0804 C12H11O+ 1 171.0804 -0.41
171.1167 C13H15+ 1 171.1168 -0.64
172.1081 C7H14N3O2+ 1 172.1081 0.29
173.0922 C7H13N2O3+ 1 173.0921 0.65
175.1117 C12H15O+ 1 175.1117 -0.52
178.1222 C11H16NO+ 1 178.1226 -2.38
180.1381 C11H18NO+ 1 180.1383 -0.97
181.1 C14H13+ NA 181.1012 -6.29
183.0765 C8H11N2O3+ 1 183.0764 0.33
185.0923 C8H13N2O3+ 1 185.0921 1.51
185.1287 C9H17N2O2+ 1 185.1285 1.14
187.1111 C13H15O+ 2 187.1117 -3.33
190.1232 C12H16NO+ 1 190.1226 2.84
195.0767 C9H11N2O3+ 1 195.0764 1.27
195.1161 H21NO10+ 2 195.116 0.66
196.0606 C9H10NO4+ 1 196.0604 0.8
197.1287 C10H17N2O2+ 1 197.1285 1.09
198.0764 C9H12NO4+ 1 198.0761 1.44
200.1031 C8H14N3O3+ 1 200.103 0.53
201.0872 C8H13N2O4+ 1 201.087 1
204.1384 C13H18NO+ 1 204.1383 0.77
209.1308 CH23NO10+ 1 209.1316 -3.87
211.1448 C11H19N2O2+ 1 211.1441 3.42
213.0872 C9H13N2O4+ 1 213.087 1.24
214.0716 C9H12NO5+ 2 214.071 2.93
218.1139 C8H16N3O4+ 3 218.1135 1.57
218.154 C14H20NO+ 2 218.1539 0.23
221.092 C11H13N2O3+ 1 221.0921 -0.16
222.1608 C14H22O2+ 2 222.1614 -2.95
223.1086 C11H15N2O3+ 1 223.1077 3.99
225.126 C14H15N3+ 2 225.126 -0.04
226.1593 C2H22N6O6+ 3 226.1595 -1.07
228.1387 CH20N6O7+ 2 228.1388 -0.31
237.1253 H21N4O10+ 2 237.1252 0.19
237.164 C18H21+ 3 237.1638 1.03
239.0664 C10H11N2O5+ 1 239.0662 0.58
239.1037 C12H11N6+ 2 239.104 -1.15
243.1343 C11H19N2O4+ 2 243.1339 1.38
246.1492 CH22N6O8+ 3 246.1494 -0.78
247.1482 C19H19+ 3 247.1481 0.22
250.1559 C15H22O3+ 3 250.1563 -1.98
251.1026 C12H15N2O4+ 1 251.1026 0.05
251.1756 C14H23N2O2+ 2 251.1754 0.78
258.1854 C17H24NO+ 3 258.1852 0.5
259.181 C3H31O12+ 3 259.181 0.02
265.1589 C19H21O+ 3 265.1587 0.89
266.113 C12H16N3O4+ 2 266.1135 -1.89
268.1658 C13H22N3O3+ 2 268.1656 0.86
269.1135 C12H17N2O5+ 2 269.1132 0.99
269.1899 C19H25O+ 4 269.19 -0.42
272.1242 C11H18N3O5+ 3 272.1241 0.31
274.1446 C2H22N6O9+ 3 274.1443 1.18
282.1854 C19H24NO+ 3 282.1852 0.72
284.1242 C12H18N3O5+ 3 284.1241 0.46
286.176 C13H24N3O4+ 2 286.1761 -0.41
287.1757 C3H25N7O8+ 3 287.1759 -0.7
290.14 C17H16N5+ 5 290.14 -0.05
292.1537 C16H22NO4+ 3 292.1543 -2.03
293.1137 H19N7O11+ 4 293.1137 -0.01
294.1801 C13H22N6O2+ 2 294.1799 0.9
297.1452 H23N7O11+ 4 297.145 0.75
297.1852 C6H27N5O8+ 3 297.1854 -0.7
306.1823 C18H26O4+ 3 306.1826 -0.74
309.1814 C2H27N7O10+ 4 309.1814 -0.02
310.104 C13H16N3O6+ 3 310.1034 2.03
313.1878 C16H27NO5+ 3 313.1884 -1.72
314.172 C15H20N7O+ 4 314.1724 -1.08
314.2104 C5H34N2O12+ 5 314.2106 -0.7
320.1602 C16H22N3O4+ 2 320.1605 -0.86
320.2009 C22H26NO+ 4 320.2009 -0.11
322.1394 C15H20N3O5+ 2 322.1397 -0.92
324.1935 C4H30N5O11+ 5 324.1936 -0.33
329.1858 C19H25N2O3+ 3 329.186 -0.54
331.198 C14H27N4O5+ 3 331.1976 1.08
347.1966 C19H27N2O4+ 4 347.1965 0.21
348.1954 C8H32N2O12+ 5 348.195 1.09
351.2014 C16H31O8+ 4 351.2013 0.24
357.2138 C16H29N4O5+ 3 357.2132 1.61
375.1914 C20H27N2O5+ 4 375.1914 -0.2
379.198 C18H27N4O5+ 5 379.1976 1.14
380.2206 C22H28N4O2+ 5 380.2207 -0.33
385.2085 C17H29N4O6+ 4 385.2082 0.89
397.2084 C18H29N4O6+ 4 397.2082 0.66
402.2346 C17H32N5O6+ 4 402.2347 -0.25
422.2415 C8H36N7O12+ 4 422.2416 -0.28
431.2327 C27H31N2O3+ 5 431.2329 -0.61
446.2292 C23H32N3O6+ 5 446.2286 1.34
449.2425 C25H31N5O3+ 4 449.2421 0.87
463.2558 C25H37NO7+ 5 463.2565 -1.31
467.261 C21H35N6O6+ 4 467.2613 -0.47
468.2448 C35H32O+ 6 468.2448 0.08
477.2396 C29H29N6O+ 5 477.2397 -0.29
508.2386 C35H30N3O+ 7 508.2383 0.44
509.2638 C27H35N5O5+ 5 509.2633 1.1
518.3013 C31H40N3O4+ 5 518.3013 0.02
670.3445 C34H48N5O9+ 6 670.3447 -0.17
758.4047 C46H54N4O6+ 5 758.4038 1.26
PK$NUM_PEAK: 141
PK$PEAK: m/z int. rel.int.
79.0542 12047.6 10
84.0444 52861.2 45
86.0964 792813.3 689
89.0708 30393.2 26
91.0541 108851 94
93.0701 21131.4 18
95.0854 35371.4 30
102.0549 30629.1 26
103.054 44290.5 38
105.0698 84631.3 73
107.0855 514183.5 446
110.0596 6632.1 5
117.0698 26914 23
119.0854 23370.9 20
121.1014 10073 8
124.0758 23103.1 20
124.1121 150867.1 131
127.0865 308307.7 267
128.0705 12528.3 10
129.0696 7630.5 6
130.0497 37451 32
131.0856 53474.8 46
131.1181 10527.2 9
133.1009 24025.5 20
135.0803 1149455.9 999
135.1167 451080 392
138.0549 141413.9 122
140.0704 12539.8 10
143.0856 75543.2 65
145.1008 33386.9 29
149.0706 7721.5 6
150.128 9805.4 8
152.0705 10689 9
155.0814 654807.2 569
156.0655 7669.1 6
157.1013 12744.1 11
157.1336 105827.9 91
159.1167 19794.3 17
161.0961 83296.5 72
162.1277 28587.7 24
163.1117 1038801.5 902
165.0907 8105.1 7
167.0816 74345.1 64
168.0655 16779.3 14
171.0804 22909.5 19
171.1167 23236.4 20
172.1081 36207.2 31
173.0922 453499.9 394
175.1117 13511.1 11
178.1222 13584.9 11
180.1381 22744.2 19
181.1 22664.3 19
183.0765 8411.1 7
185.0923 20380.7 17
185.1287 124871.3 108
187.1111 28293.7 24
190.1232 26492.4 23
195.0767 194946.2 169
195.1161 27249.1 23
196.0606 20899.8 18
197.1287 19835 17
198.0764 15307 13
200.1031 43680.1 37
201.0872 427857.7 371
204.1384 11624.7 10
209.1308 82471.2 71
211.1448 17142.4 14
213.0872 1131333.5 983
214.0716 17325.7 15
218.1139 427842.7 371
218.154 150037 130
221.092 9164.7 7
222.1608 13429.1 11
223.1086 41883.8 36
225.126 21080.8 18
226.1593 111256.7 96
228.1387 17165.8 14
237.1253 96609.1 83
237.164 258012.4 224
239.0664 88341.5 76
239.1037 11705.6 10
243.1343 99088.3 86
246.1492 281608.8 244
247.1482 28003.6 24
250.1559 39786.9 34
251.1026 24586.3 21
251.1756 19353.9 16
258.1854 232851.9 202
259.181 25969.8 22
265.1589 186679.8 162
266.113 31041.2 26
268.1658 338240.9 293
269.1135 45515.8 39
269.1899 19203.6 16
272.1242 26200.7 22
274.1446 40311.9 35
282.1854 105713.3 91
284.1242 41741.3 36
286.176 52774.7 45
287.1757 10959.6 9
290.14 9482.3 8
292.1537 96890.2 84
293.1137 56661.4 49
294.1801 9114.7 7
297.1452 26260.7 22
297.1852 42621.8 37
306.1823 12448.2 10
309.1814 14015.1 12
310.104 26988.9 23
313.1878 54185.1 47
314.172 138645.5 120
314.2104 25409.8 22
320.1602 28449.8 24
320.2009 32432 28
322.1394 13637.6 11
324.1935 12437.3 10
329.1858 97950.8 85
331.198 125547.9 109
347.1966 230356.8 200
348.1954 20665.4 17
351.2014 47389.4 41
357.2138 22434.1 19
375.1914 792102.2 688
379.198 18894.3 16
380.2206 55154.5 47
385.2085 31069.5 27
397.2084 255012.8 221
402.2346 25639.4 22
422.2415 7330.2 6
431.2327 21558.8 18
446.2292 152238.7 132
449.2425 10140.8 8
463.2558 21739 18
467.261 15043.3 13
468.2448 73872.5 64
477.2396 53000.4 46
508.2386 12141.2 10
509.2638 40810.3 35
518.3013 24427.7 21
670.3445 31952.6 27
758.4047 17856.1 15
//
