ACCESSION: MSBNK-Eawag-EQ324903
RECORD_TITLE: MCLW; LC-ESI-QFT; MS2; CE: 45%; 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 45 % (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: splash10-052r-1920000000-60ed9579f1c0df74172c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
79.0541 C6H7+ 1 79.0542 -0.97
80.0494 C5H6N+ 1 80.0495 -0.77
81.0699 C6H9+ 1 81.0699 0.25
82.0287 C4H4NO+ 1 82.0287 -0.38
82.0651 C5H8N+ 1 82.0651 -0.39
84.0444 C4H6NO+ 1 84.0444 -0.38
86.0964 C5H12N+ 1 86.0964 -0.79
91.0542 C7H7+ 1 91.0542 -0.66
93.0699 C7H9+ 1 93.0699 -0.2
94.0651 C6H8N+ 1 94.0651 -0.56
95.0491 C6H7O+ 1 95.0491 -0.14
95.0855 C7H11+ 1 95.0855 -0.31
96.0807 C6H10N+ 1 96.0808 -0.56
98.0599 C5H8NO+ 1 98.06 -1.6
99.0916 C5H11N2+ 1 99.0917 -0.89
101.0709 C4H9N2O+ 1 101.0709 -0.74
102.055 C4H8NO2+ 1 102.055 0.18
103.0541 C8H7+ 1 103.0542 -0.8
105.0447 C6H5N2+ 1 105.0447 0.14
105.0698 C8H9+ 1 105.0699 -0.35
107.0855 C8H11+ 1 107.0855 -0.64
108.0806 C7H10N+ 1 108.0808 -1.29
109.0648 C7H9O+ 1 109.0648 0.06
109.1012 C8H13+ 1 109.1012 0.4
110.06 C6H8NO+ 1 110.06 -0.65
110.0961 C7H12N+ 1 110.0964 -3.15
111.0554 C5H7N2O+ 1 111.0553 0.85
112.0394 C5H6NO2+ 1 112.0393 0.58
112.0757 C6H10NO+ 1 112.0757 -0.18
113.0232 C5H5O3+ 1 113.0233 -1.31
113.0709 C5H9N2O+ 1 113.0709 -0.74
115.0542 C9H7+ 1 115.0542 -0.57
117.0573 C8H7N+ 1 117.0573 0.34
117.0698 C9H9+ 1 117.0699 -0.73
118.0651 C8H8N+ 1 118.0651 -0.17
119.0606 C7H7N2+ 1 119.0604 1.65
119.0855 C9H11+ 1 119.0855 0.06
120.0568 C8H8O+ 1 120.057 -1.33
120.0809 C8H10N+ 1 120.0808 0.85
121.0649 C8H9O+ 1 121.0648 0.59
121.0759 C7H9N2+ 1 121.076 -1.26
121.1011 C9H13+ 1 121.1012 -0.93
122.0602 C7H8NO+ 1 122.06 1.13
122.0964 C8H12N+ 1 122.0964 -0.12
123.0804 C8H11O+ 1 123.0804 -0.35
123.0918 C7H11N2+ 1 123.0917 0.68
124.0757 C7H10NO+ 1 124.0757 0.47
124.112 C8H14N+ 1 124.1121 -0.65
125.0707 C6H9N2O+ 1 125.0709 -1.56
126.0551 C6H8NO2+ 1 126.055 1.1
127.0865 C6H11N2O+ 1 127.0866 -0.7
128.0616 C10H8+ 1 128.0621 -3.46
128.0706 C6H10NO2+ 1 128.0706 0.29
129.0697 C10H9+ 1 129.0699 -1.14
130.0501 C5H8NO3+ 1 130.0499 1.83
130.065 C9H8N+ 1 130.0651 -0.96
131.0854 C10H11+ 1 131.0855 -0.83
131.1177 C6H15N2O+ 1 131.1179 -1.52
132.0807 C9H10N+ 1 132.0808 -0.67
133.0649 C9H9O+ 1 133.0648 0.88
133.1011 C10H13+ 1 133.1012 -0.9
134.0963 C9H12N+ 1 134.0964 -0.75
135.0803 C9H11O+ 1 135.0804 -0.91
135.1167 C10H15+ 1 135.1168 -1.2
136.0753 C8H10NO+ 1 136.0757 -2.54
138.0549 C7H8NO2+ 1 138.055 -0.64
139.0863 C7H11N2O+ 1 139.0866 -2.09
140.0703 C7H10NO2+ 1 140.0706 -2.23
141.1021 C7H13N2O+ 1 141.1022 -0.94
143.0856 C11H11+ 1 143.0855 0.28
144.0805 C10H10N+ 1 144.0808 -1.79
145.0759 C9H9N2+ 1 145.076 -0.68
145.1012 C11H13+ 1 145.1012 -0.09
146.0597 C9H8NO+ 1 146.06 -2.09
146.0965 C10H12N+ 1 146.0964 0.26
146.1089 C11H14+ 1 146.109 -0.49
147.0786 C8H9N3+ 1 147.0791 -3.11
147.1168 C11H15+ 1 147.1168 -0.37
149.071 C8H9N2O+ 1 149.0709 0.71
150.0542 C6H6N4O+ 2 150.0536 4.13
150.091 C9H12NO+ 1 150.0913 -2.43
150.1281 C10H16N+ 1 150.1277 2.79
151.0863 C8H11N2O+ 1 151.0866 -1.76
152.0707 C8H10NO2+ 1 152.0706 0.34
152.107 C9H14NO+ 1 152.107 -0.22
153.0662 C7H9N2O2+ 1 153.0659 2.48
154.0662 C11H8N+ NA 154.0651 6.72
155.0814 C7H11N2O2+ 1 155.0815 -0.72
157.0607 C6H9N2O3+ 1 157.0608 -0.29
157.1335 C8H17N2O+ 1 157.1335 -0.39
158.0839 C10H10N2+ 1 158.0838 0.26
158.0959 C11H12N+ 1 158.0964 -3.04
159.0916 C10H11N2+ 1 159.0917 -0.28
160.0756 C10H10NO+ 1 160.0757 -0.87
161.0959 C11H13O+ 1 161.0961 -0.92
161.1322 C12H17+ 1 161.1325 -1.83
162.1277 C11H16N+ 1 162.1277 -0.05
163.1117 C11H15O+ 1 163.1117 -0.53
164.1062 C8H12N4+ 1 164.1056 3.18
167.0815 C8H11N2O2+ 1 167.0815 -0.2
168.0654 C8H10NO3+ 1 168.0655 -0.83
168.0808 C12H10N+ 1 168.0808 0.37
169.076 C11H9N2+ 1 169.076 -0.01
170.0599 C11H8NO+ 1 170.06 -0.91
170.0815 C8H12NO3+ 1 170.0812 1.81
170.0959 C12H12N+ 1 170.0964 -3.2
171.0795 C10H9N3+ 1 171.0791 2.35
171.0924 C11H11N2+ 1 171.0917 4.48
171.1166 C13H15+ 1 171.1168 -1.09
171.149 C9H19N2O+ 1 171.1492 -0.99
173.0962 C12H13O+ 1 173.0961 0.5
176.1072 C11H14NO+ 1 176.107 1.11
178.1224 C11H16NO+ 1 178.1226 -1.61
178.1358 C12H18O+ 1 178.1352 3.51
179.0838 C14H11+ NA 179.0855 -9.8
181.1011 C14H13+ 2 181.1012 -0.56
181.1339 C10H17N2O+ 1 181.1335 2.14
182.0817 C9H12NO3+ 1 182.0812 2.94
182.0962 C13H12N+ 1 182.0964 -0.99
185.071 C11H9N2O+ 1 185.0709 0.5
185.0929 C8H13N2O3+ 1 185.0921 4.73
185.1072 C12H13N2+ 1 185.1073 -0.53
186.0908 C12H12NO+ 2 186.0913 -2.99
187.0867 C11H11N2O+ 1 187.0866 0.37
187.1113 C13H15O+ 2 187.1117 -2.52
188.0709 C11H10NO2+ 1 188.0706 1.5
188.1072 C12H14NO+ 1 188.107 0.97
188.143 C13H18N+ 1 188.1434 -1.83
190.123 C12H16NO+ 1 190.1226 1.64
190.159 C13H20N+ 1 190.159 0.07
193.0981 C10H13N2O2+ 1 193.0972 4.76
194.1096 CH16N5O6+ 2 194.1095 0.71
194.1652 C11H20N3+ 1 194.1652 0.16
195.0765 C9H11N2O3+ 1 195.0764 0.64
195.1163 H21NO10+ 2 195.116 1.44
196.0607 C9H10NO4+ 1 196.0604 1.42
197.1074 C13H13N2+ 2 197.1073 0.45
197.1292 C10H17N2O2+ 1 197.1285 3.8
198.091 C13H12NO+ 1 198.0913 -1.62
200.144 H20N6O6+ 2 200.1439 0.42
204.1375 C11H16N4+ 2 204.1369 2.57
205.0976 C11H13N2O2+ 1 205.0972 1.99
207.1167 C16H15+ 4 207.1168 -0.56
209.1087 C2H17N4O7+ 3 209.1092 -2.14
209.1301 H17N8O5+ NA 209.1316 -7.35
211.0715 C9H11N2O4+ 1 211.0713 0.75
213.0872 C9H13N2O4+ 1 213.087 0.81
214.0713 C9H12NO5+ 3 214.071 1.57
215.0824 C12H11N2O2+ 2 215.0815 4.18
215.1179 C13H15N2O+ 2 215.1179 0.02
218.1542 H22N6O7+ 2 218.1544 -1.12
220.1089 C13H16O3+ 2 220.1094 -2.43
221.0924 C11H13N2O3+ 1 221.0921 1.7
222.1602 C12H20N3O+ 1 222.1601 0.62
225.1033 CH21O12+ 4 225.1028 2.38
226.1592 C16H20N+ 3 226.159 0.57
227.1191 CH23O12+ 3 227.1184 2.88
227.1548 CH21N7O6+ 3 227.1548 -0.09
228.1383 C15H18NO+ 3 228.1383 -0.09
231.0767 C12H11N2O3+ 1 231.0764 1.32
234.1271 C2H22N2O10+ 3 234.1269 1.08
235.0874 C2H19O12+ 4 235.0871 1.47
235.1479 C18H19+ 4 235.1481 -1.15
237.1018 H19N3O11+ 5 237.1014 1.63
237.1242 C12H17N2O3+ 2 237.1234 3.3
237.1637 C18H21+ 4 237.1638 -0.25
239.0663 C10H11N2O5+ 1 239.0662 0.13
239.1028 C11H15N2O4+ 2 239.1026 0.86
242.1296 CH24NO12+ 5 242.1293 1.1
243.1126 C14H15N2O2+ 3 243.1128 -0.83
243.1349 C12H15N6+ 2 243.1353 -1.36
244.1119 C18H14N+ 3 244.1121 -0.58
246.149 C15H20NO2+ 3 246.1489 0.79
247.149 C5H21N5O6+ 3 247.1486 1.63
248.1428 C3H24N2O10+ 3 248.1425 1.14
250.1554 C13H20N3O2+ 2 250.155 1.74
253.0967 H19N3O12+ 4 253.0963 1.49
255.113 C15H15N2O2+ 3 255.1128 0.6
258.1861 C3H26N6O7+ 3 258.1857 1.25
259.1802 C16H23N2O+ 5 259.1805 -0.95
265.1586 C19H21O+ 5 265.1587 -0.38
267.097 C12H15N2O5+ 2 267.0975 -2.01
268.1665 C15H24O4+ 3 268.1669 -1.53
270.1237 C15H16N3O2+ 4 270.1237 0.06
271.108 CH17N7O9+ 2 271.1082 -0.93
281.0927 C2H15N7O9+ 3 281.0926 0.33
282.1853 C19H24NO+ 4 282.1852 0.07
288.1345 C15H18N3O3+ 3 288.1343 0.85
293.1139 H19N7O11+ 4 293.1137 0.72
298.119 C2H18N8O9+ 4 298.1191 -0.27
298.191 C18H24N3O+ 5 298.1914 -1.19
299.1026 C16H15N2O4+ 4 299.1026 -0.02
316.1291 C16H18N3O4+ 5 316.1292 -0.35
320.2009 C22H26NO+ 4 320.2009 0.18
329.1858 C19H25N2O3+ 3 329.186 -0.64
347.1954 C17H25N5O3+ 5 347.1952 0.56
375.1906 C18H25N5O4+ 5 375.1901 1.34
384.2275 C20H28N6O2+ 4 384.2268 1.63
PK$NUM_PEAK: 204
PK$PEAK: m/z int. rel.int.
79.0541 272609.6 77
80.0494 27843.9 7
81.0699 30001 8
82.0287 23381.8 6
82.0651 185190.8 52
84.0444 1130584.5 320
84.0808 27096 7
86.0603 16294.7 4
86.0964 2580807.8 730
91.0542 1012100.1 286
93.0699 497034.9 140
94.0651 39920.5 11
95.0491 193929 54
95.0855 113865.9 32
96.0807 42919.1 12
98.0599 16802.7 4
99.0916 172162.7 48
101.0709 23554.6 6
102.055 127528.9 36
103.0541 896866.8 253
105.0447 68799.8 19
105.0698 967514.9 273
107.0855 3528498.5 999
108.0806 24202.6 6
109.0648 80622.1 22
109.1012 18513.6 5
110.06 157427.4 44
110.0961 30226.2 8
111.0554 101813.8 28
112.0394 31219.6 8
112.0757 34915.7 9
113.0232 38353.5 10
113.0709 33710.2 9
115.0542 145327.5 41
117.0573 28676.3 8
117.0698 427712.5 121
118.0651 39090.5 11
119.0606 21412.7 6
119.0855 137679.6 38
120.0568 14786 4
120.0809 39537.9 11
121.0649 41482.7 11
121.0759 44812.2 12
121.1011 84994.6 24
122.0602 20768.5 5
122.0964 65390.8 18
123.0804 34164.9 9
123.0918 46335 13
124.0757 174145.5 49
124.112 230104 65
125.0707 41540.7 11
126.0551 43214 12
127.0865 3160582.8 894
128.0616 52573.2 14
128.0706 93927.2 26
129.0697 85070.1 24
130.0501 150981.3 42
130.065 459323.4 130
131.0854 318214.4 90
131.1177 30010.2 8
132.0807 538255.5 152
133.0649 29242.6 8
133.1011 185305.1 52
134.0963 19901.9 5
135.0803 3340728.5 945
135.1167 2728905.5 772
136.0753 41970.2 11
138.0549 733666.3 207
139.0863 39732.2 11
140.0703 73818.8 20
141.1021 22026.8 6
143.0856 221332.1 62
144.0805 125362.2 35
145.0759 43270.3 12
145.1012 234030.8 66
146.0597 31890.4 9
146.0965 152751.8 43
146.1089 70139.4 19
147.0786 28486.9 8
147.1168 12593.6 3
149.071 178711.8 50
150.0542 15685.5 4
150.091 22423 6
150.1281 40706.7 11
151.0863 53089.8 15
152.0707 58717.5 16
152.107 27037.3 7
153.0662 22666 6
154.0662 13845.4 3
155.0814 1799838.4 509
157.0607 896399.2 253
157.101 30595.2 8
157.1335 310710.2 87
158.0839 284303.8 80
158.0959 32644.9 9
159.0916 2242464.5 634
159.1171 101004 28
160.0756 44390.9 12
161.0959 178548.4 50
161.1322 37872.6 10
162.1277 128159 36
163.1117 1515150.8 428
164.1062 17387.1 4
167.0815 937077.2 265
168.0654 67429.7 19
168.0808 45999 13
169.076 359523.8 101
169.0992 57361.3 16
169.1326 13342.2 3
170.0599 121517.7 34
170.0815 39574.7 11
170.0959 23614.4 6
171.0795 42914.9 12
171.0924 25811 7
171.1166 58423 16
171.149 25904.8 7
173.0962 131218.7 37
176.1072 37881.7 10
178.1224 35606 10
178.1358 20023.6 5
179.0838 31060.8 8
181.1011 112232.4 31
181.1339 146868.2 41
182.0817 36758.8 10
182.0962 27744.7 7
185.071 163249.8 46
185.0929 18547.6 5
185.1072 132383.5 37
186.0908 24463.6 6
187.0867 535999.7 151
187.1113 80137.1 22
188.0709 130986.7 37
188.1072 49757.9 14
188.143 67091 18
190.123 75657.1 21
190.159 35441 10
193.0981 73054.6 20
194.1096 15557.3 4
194.1652 49394.5 13
195.0765 637094.2 180
195.1163 137976 39
196.0607 142785.8 40
197.1074 96706.2 27
197.1292 52094.5 14
198.091 38630.9 10
200.144 30655.8 8
204.1375 24839.3 7
205.0976 72165.7 20
207.1167 40309.1 11
209.1087 25984.9 7
209.1301 276027.9 78
211.0715 42644.7 12
213.0872 2456661 695
214.0713 37652.9 10
215.0824 149425.2 42
215.1179 33269.4 9
218.1542 290929.8 82
220.1089 44389.8 12
221.0924 34696.3 9
222.1602 39932 11
225.1033 117342 33
226.1592 347872.6 98
227.1191 23084.3 6
227.1548 75460.1 21
228.1383 36790.8 10
231.0767 52638 14
234.1271 20938.1 5
235.0874 136903 38
235.1479 14888.5 4
237.1018 36949.8 10
237.1242 71830.7 20
237.1637 250652.6 70
239.0663 234319.7 66
239.1028 52663 14
242.1296 60111.2 17
243.1126 143063.8 40
243.1349 113563.8 32
244.1119 48155.3 13
246.149 229600.3 65
247.149 35833.9 10
248.1428 23166.7 6
250.1554 33451.2 9
253.0967 137188.5 38
255.113 22095.5 6
258.1861 49214.1 13
259.1802 37793.7 10
265.1586 91735 25
267.097 16579.6 4
268.1665 62729.9 17
270.1237 442720 125
271.108 275806 78
281.0927 25897.9 7
282.1853 37937.8 10
288.1345 836978.7 236
293.1139 68274.6 19
298.119 200013.5 56
298.191 83481.8 23
299.1026 192226.9 54
316.1291 69139.2 19
320.2009 29201.5 8
329.1858 48856 13
347.1954 62327 17
375.1906 96040.2 27
384.2275 53134.9 15
//
