ACCESSION: MSBNK-Eawag-EQ324802
RECORD_TITLE: MCLY; 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 3248
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$NAME: MCLY
CH$NAME: Microcystin LY
CH$NAME: (5R,8S,11R,12S,15S,18S,19S,22R)-15-[(4-hydroxyphenyl)methyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
CH$COMPOUND_CLASS: NA
CH$FORMULA: C52H71N7O13
CH$EXACT_MASS: 1001.5110
CH$SMILES: COC(Cc1ccccc1)C(C)\C=C(C)\C=C/C2NC(=O)C(Cc3ccc(O)cc3)NC(=O)C(C)C(NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(=C)N(C)C(=O)CCC(NC(=O)C2C)C(O)=O)C(O)=O
CH$IUPAC: InChI=1S/C52H71N7O13/c1-28(2)24-40-50(67)58-44(52(70)71)32(6)46(63)56-41(26-36-17-19-37(60)20-18-36)49(66)54-38(21-16-29(3)25-30(4)42(72-10)27-35-14-12-11-13-15-35)31(5)45(62)55-39(51(68)69)22-23-43(61)59(9)34(8)48(65)53-33(7)47(64)57-40/h11-21,25,28,30-33,38-42,44,60H,8,22-24,26-27H2,1-7,9-10H3,(H,53,65)(H,54,66)(H,55,62)(H,56,63)(H,57,64)(H,58,67)(H,68,69)(H,70,71)/b21-16-,29-25+
CH$LINK: PUBCHEM
CID:6440826
CH$LINK: INCHIKEY
SIGQAYSWORHPPH-GFXLLRAPSA-N
CH$LINK: CHEMSPIDER
4945072
AC$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$CHROMATOGRAPHY: RETENTION_TIME 10.738 min
AC$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$FOCUSED_ION: PRECURSOR_M/Z 1002.5183
MS$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: splash10-01p9-1983000000-71e4deb510bfa9de9d17
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
74.0242 C2H4NO2+ NA 74.0237 7.8
79.0542 C6H7+ 1 79.0542 -0.59
82.0652 C5H8N+ 1 82.0651 0.36
84.0444 C4H6NO+ 1 84.0444 -0.01
86.0964 C5H12N+ 1 86.0964 -0.35
91.0542 C7H7+ 1 91.0542 -0.16
93.0698 C7H9+ 1 93.0699 -0.45
95.0489 C6H7O+ 1 95.0491 -2.15
95.0855 C7H11+ 1 95.0855 -0.55
102.055 C4H8NO2+ 1 102.055 0.18
103.0541 C8H7+ 1 103.0542 -0.8
105.0698 C8H9+ 1 105.0699 -0.93
107.0855 C8H11+ 1 107.0855 -0.07
115.054 C9H7+ 1 115.0542 -1.7
117.0699 C9H9+ 1 117.0699 -0.08
119.0856 C9H11+ 1 119.0855 0.96
121.065 C8H9O+ 1 121.0648 1.72
121.1012 C9H13+ 1 121.1012 -0.05
123.0805 C8H11O+ 1 123.0804 0.46
124.0759 C7H10NO+ 1 124.0757 1.57
124.1121 C8H14N+ 1 124.1121 0.09
127.0865 C6H11N2O+ 1 127.0866 -0.46
129.0696 C10H9+ 1 129.0699 -1.85
130.0498 C5H8NO3+ 1 130.0499 -0.16
131.0855 C10H11+ 1 131.0855 0.1
131.118 C6H15N2O+ 1 131.1179 0.81
133.1008 C10H13+ 1 133.1012 -2.73
135.0804 C9H11O+ 1 135.0804 -0.35
135.1167 C10H15+ 1 135.1168 -1.09
136.0756 C8H10NO+ 1 136.0757 -0.3
138.0549 C7H8NO2+ 1 138.055 -0.2
140.0704 C7H10NO2+ 1 140.0706 -1.14
143.0856 C11H11+ 1 143.0855 0.6
145.1008 C11H13+ 1 145.1012 -2.93
146.0961 C10H12N+ 1 146.0964 -2.15
149.0709 C8H9N2O+ 1 149.0709 -0.01
150.1276 C10H16N+ 1 150.1277 -0.56
152.0706 C8H10NO2+ 1 152.0706 -0.17
155.0815 C7H11N2O2+ 1 155.0815 -0.33
157.1335 C8H17N2O+ 1 157.1335 -0.01
159.1169 C12H15+ 1 159.1168 0.65
161.0959 C11H13O+ 1 161.0961 -1.49
162.0918 C10H12NO+ 1 162.0913 2.92
162.1282 C11H16N+ 1 162.1277 2.68
163.1117 C11H15O+ 1 163.1117 -0.06
165.091 C10H13O2+ 1 165.091 -0.26
167.0815 C8H11N2O2+ 1 167.0815 0.26
168.0656 C8H10NO3+ 1 168.0655 0.35
169.1001 C13H13+ NA 169.1012 -6.18
171.0808 C12H11O+ 1 171.0804 2
171.1175 C13H15+ 1 171.1168 3.82
171.1494 C9H19N2O+ 1 171.1492 1.33
173.0959 C12H13O+ 1 173.0961 -1.09
174.1043 C12H14O+ 1 174.1039 2.4
175.1117 C12H15O+ 1 175.1117 -0.44
180.1386 C11H18NO+ 1 180.1383 1.66
181.0975 C9H13N2O2+ 1 181.0972 1.93
182.0811 C9H12NO3+ 1 182.0812 -0.17
185.0929 C8H13N2O3+ 1 185.0921 4.31
185.1285 C9H17N2O2+ 1 185.1285 0.23
188.1068 C12H14NO+ 1 188.107 -0.81
190.123 C12H16NO+ 1 190.1226 1.72
195.0766 C9H11N2O3+ 1 195.0764 1.03
196.061 C9H10NO4+ 2 196.0604 2.9
197.1296 H23NO10+ NA 197.1316 -10.15
198.0764 C9H12NO4+ 1 198.0761 1.75
204.1389 C13H18NO+ 1 204.1383 3.09
209.1315 CH23NO10+ 2 209.1316 -0.8
213.0873 C9H13N2O4+ 2 213.087 1.52
214.0711 C9H12NO5+ 1 214.071 0.29
218.1544 H22N6O7+ 2 218.1544 -0.35
219.1135 C12H15N2O2+ 1 219.1128 3.3
221.0925 C11H13N2O3+ 1 221.0921 1.91
223.108 C11H15N2O3+ 1 223.1077 1.39
225.126 C14H15N3+ 2 225.126 -0.24
226.1595 C2H22N6O6+ 2 226.1595 -0.19
228.1385 C15H18NO+ 3 228.1383 0.85
237.1249 H21N4O10+ 2 237.1252 -1.22
237.1638 C18H21+ 3 237.1638 0.13
239.0665 C10H11N2O5+ 2 239.0662 1.16
240.1714 C14H24O3+ 3 240.172 -2.67
243.1343 C11H19N2O4+ 2 243.1339 1.38
246.1492 CH22N6O8+ 3 246.1494 -0.72
247.1081 C13H15N2O3+ 1 247.1077 1.53
248.1646 C15H22NO2+ 3 248.1645 0.58
250.1559 C15H22O3+ 4 250.1563 -1.61
251.1029 C12H15N2O4+ 2 251.1026 1.09
258.1857 C3H26N6O7+ 2 258.1857 -0.17
259.181 C3H31O12+ 3 259.181 0.13
264.134 C13H18N3O3+ 2 264.1343 -1.16
264.1606 C3H26N3O10+ 3 264.1613 -2.41
265.1186 C13H17N2O4+ 2 265.1183 1.36
265.1591 C5H23N5O7+ 3 265.1592 -0.45
266.1148 C13H12N7+ 4 266.1149 -0.15
268.1658 C13H22N3O3+ 2 268.1656 0.98
269.1141 C13H13N6O+ 3 269.1145 -1.71
269.1907 C5H27N5O7+ 3 269.1905 0.87
274.1444 C2H22N6O9+ 3 274.1443 0.29
275.1038 C15H11N6+ 4 275.104 -0.62
275.1748 CH29N3O12+ 5 275.1746 0.98
282.1855 C19H24NO+ 3 282.1852 0.83
284.1241 C12H18N3O5+ 4 284.1241 -0.08
287.1749 C2H29N3O12+ 5 287.1746 0.98
290.1386 C16H20NO4+ 4 290.1387 -0.28
292.1286 C14H18N3O4+ 2 292.1292 -2.01
292.1556 C17H18N5+ 5 292.1557 -0.13
293.1136 H19N7O11+ 3 293.1137 -0.43
294.1452 C14H20N3O4+ 4 294.1448 1.34
297.185 C20H25O2+ 4 297.1849 0.39
303.1715 C5H27N4O10+ 4 303.1722 -2.1
310.1042 C14H12N7O2+ 4 310.1047 -1.5
310.1395 C14H20N3O5+ 4 310.1397 -0.66
314.1714 C14H24N3O5+ 4 314.171 1.13
314.2116 C20H28NO2+ 4 314.2115 0.54
319.2028 C6H31N4O10+ 4 319.2035 -2.01
320.1601 C16H22N3O4+ 2 320.1605 -1.34
320.2011 C22H26NO+ 4 320.2009 0.75
322.1396 C15H20N3O5+ 4 322.1397 -0.55
329.1862 C19H25N2O3+ 4 329.186 0.57
343.2014 C20H27N2O3+ 4 343.2016 -0.55
345.1812 C5H27N7O10+ 5 345.1814 -0.65
347.1966 C19H27N2O4+ 4 347.1965 0.13
348.1945 C21H24N4O+ 6 348.1945 0.11
351.2033 C17H27N4O4+ 3 351.2027 1.82
360.1913 C19H26N3O4+ 3 360.1918 -1.42
364.1507 C17H22N3O6+ 5 364.1503 1.02
375.1915 C20H27N2O5+ 5 375.1914 0.21
378.2023 C19H28N3O5+ 5 378.2023 -0.04
379.1981 C18H27N4O5+ 5 379.1976 1.22
384.2278 C22H30N3O3+ 5 384.2282 -0.83
394.2017 C10H30N6O10+ 5 394.2018 -0.3
397.2083 C18H29N4O6+ 5 397.2082 0.27
400.2216 C20H28N6O3+ 4 400.2217 -0.25
405.2145 C22H31NO6+ 5 405.2146 -0.14
406.1971 C20H28N3O6+ 4 406.1973 -0.45
423.2237 C20H31N4O6+ 5 423.2238 -0.25
428.2179 C23H30N3O5+ 5 428.218 -0.13
431.23 C24H33NO6+ 5 431.2302 -0.63
446.2288 C23H32N3O6+ 5 446.2286 0.59
449.2403 C24H35NO7+ 6 449.2408 -1.18
477.2366 C26H31N5O4+ 5 477.2371 -0.94
508.2381 C35H30N3O+ 8 508.2383 -0.46
509.2679 C32H35N3O3+ 7 509.2673 1.29
580.2987 C29H44N2O10+ 7 580.299 -0.66
670.3424 C46H44N3O2+ 8 670.3428 -0.6
PK$NUM_PEAK: 145
PK$PEAK: m/z int. rel.int.
74.0242 6989.6 5
79.0542 7171.3 5
82.0652 9231 6
84.0444 91098.8 67
86.0964 911886.3 680
91.0542 150060.8 111
93.0698 29601.5 22
95.0489 8624 6
95.0855 27698.2 20
102.055 28239.2 21
103.0541 65461.1 48
105.0698 96960.4 72
107.0855 623636.6 465
115.054 14858.8 11
117.0699 43666.7 32
119.0856 26464.7 19
121.065 13245.4 9
121.1012 12774.3 9
123.0805 13844.1 10
124.0759 28141.5 20
124.1121 175192.1 130
127.0865 340199.3 253
129.0696 10649.7 7
130.0498 44042 32
131.0855 59481.4 44
131.118 21912.4 16
133.1008 31946.6 23
135.0804 1318579.4 983
135.1167 486808.1 363
136.0756 393491.2 293
138.0549 168216.3 125
140.0704 10844.5 8
143.0856 86056.4 64
145.1008 53366.5 39
146.0961 21409.9 15
149.0709 14623 10
150.1276 6418.5 4
152.0706 22097.4 16
155.0815 685366.6 511
157.1335 112535.4 83
159.1169 21818.8 16
161.0959 100973.2 75
162.0918 6628.7 4
162.1282 37258.6 27
163.1117 1104374.6 823
165.091 14460.2 10
167.0815 103433 77
168.0656 13314.6 9
169.1001 30741.8 22
171.0808 19524.8 14
171.1175 31307.6 23
171.1494 14712.6 10
173.0959 63023.3 46
174.1043 9787.1 7
175.1117 24490 18
180.1386 18540.2 13
181.0975 110452 82
182.0811 19977.2 14
185.0929 29960.7 22
185.1285 109929.3 81
188.1068 8217.6 6
190.123 31777.1 23
195.0766 235039.5 175
196.061 29024.5 21
197.1296 33133.4 24
198.0764 14249.2 10
204.1389 18338.4 13
209.1315 122693.4 91
213.0873 1339588.2 999
214.0711 16543.8 12
218.1544 155852.3 116
219.1135 54711.8 40
221.0925 22039.4 16
223.108 57150 42
225.126 21503.4 16
226.1595 121913.3 90
228.1385 24225.1 18
237.1249 133150.9 99
237.1638 272412.3 203
239.0665 95498.4 71
240.1714 18607.5 13
243.1343 145838 108
246.1492 342536.2 255
247.1081 153660 114
248.1646 10353.9 7
250.1559 53405.4 39
251.1029 33772.3 25
258.1857 257985.4 192
259.181 24985 18
264.134 22751.5 16
264.1606 37887 28
265.1186 1193334.8 889
265.1591 196380.3 146
266.1148 30081.4 22
268.1658 339376 253
269.1141 46479.6 34
269.1907 19805.9 14
274.1444 50570.4 37
275.1038 40316.8 30
275.1748 43084.4 32
282.1855 106888.2 79
284.1241 32584.2 24
287.1749 18410.6 13
290.1386 14707.2 10
292.1286 75993.9 56
292.1556 99653 74
293.1136 567999 423
294.1452 12027.9 8
297.185 42068.9 31
303.1715 67442.2 50
310.1042 32871.5 24
310.1395 292620.4 218
314.1714 36452.8 27
314.2116 21834.9 16
319.2028 36204.9 26
320.1601 46760.4 34
320.2011 33250.1 24
322.1396 23193.7 17
329.1862 120933.5 90
343.2014 15759 11
345.1812 18671.8 13
347.1966 255380.1 190
348.1945 50523.3 37
351.2033 47847.9 35
360.1913 83508.9 62
364.1507 53446.9 39
375.1915 942722.6 703
378.2023 125153.2 93
379.1981 14445.1 10
384.2278 61854.9 46
394.2017 8465.8 6
397.2083 455821.8 339
400.2216 30710.8 22
405.2145 40085.6 29
406.1971 69487.5 51
423.2237 73147.8 54
428.2179 41818.3 31
431.23 24177.3 18
446.2288 181460 135
449.2403 84335.6 62
477.2366 93740.6 69
508.2381 22074.5 16
509.2679 45155.2 33
580.2987 10022.3 7
670.3424 42556.6 31
//
