ACCESSION: MSBNK-Eawag-EQ324953
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$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$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$CHROMATOGRAPHY: RETENTION_TIME 11.783 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B MeOH with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 1023.5204
MS$FOCUSED_ION: PRECURSOR_M/Z 1023.5197
MS$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: splash10-00or-0920000000-49af886774327b50de00
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
72.0456 C3H6NO- 1 72.0455 1.26
73.0296 C3H5O2- 1 73.0295 1.54
73.0409 C2H5N2O- 1 73.0407 1.61
74.0248 C2H4NO2- 1 74.0248 1.26
80.0505 C5H6N- 1 80.0506 -0.61
82.0298 C4H4NO- 1 82.0298 0.01
82.0662 C5H8N- 1 82.0662 0.27
83.0251 C3H3N2O- 1 83.0251 0.39
84.0456 C4H6NO- 1 84.0455 1.05
85.0406 C3H5N2O- 1 85.0407 -1.33
86.025 C3H4NO2- 1 86.0248 2.64
86.0611 C4H8NO- 1 86.0611 -0.57
87.0565 C3H7N2O- 1 87.0564 1.23
88.0406 C3H6NO2- 1 88.0404 2.8
91.0556 C7H7- 1 91.0553 3.48
95.0251 C4H3N2O- 1 95.0251 0.49
96.0455 C5H6NO- 1 96.0455 0.57
96.0821 C6H10N- 1 96.0819 2.23
97.0407 C4H5N2O- 1 97.0407 -0.18
98.0248 C4H4NO2- 1 98.0248 0.45
98.0612 C5H8NO- 1 98.0611 0.83
99.0202 C3H3N2O2- 1 99.02 2.43
99.0564 C4H7N2O- 1 99.0564 0.27
100.0039 C3H2NO3- 1 100.004 -1.1
100.0405 C4H6NO2- 1 100.0404 0.95
102.056 C4H8NO2- 1 102.0561 -0.32
108.0454 C6H6NO- 1 108.0455 -0.6
109.017 C5H3NO2- 1 109.0169 0.26
109.0772 C6H9N2- 1 109.0771 0.4
110.0248 C5H4NO2- 1 110.0248 0.26
111.0202 C4H3N2O2- 1 111.02 2.04
111.0564 C5H7N2O- 1 111.0564 0.1
112.0405 C5H6NO2- 1 112.0404 0.6
112.0767 C6H10NO- 1 112.0768 -0.5
113.0356 C4H5N2O2- 1 113.0357 -0.61
116.0506 C8H6N- 1 116.0506 0.62
122.0247 C6H4NO2- 1 122.0248 -0.51
122.0484 C6H6N2O- 1 122.0486 -1.56
122.0613 C7H8NO- 1 122.0611 1.04
122.0974 C8H12N- 1 122.0975 -0.65
123.0327 C6H5NO2- 1 123.0326 1.01
123.0564 C6H7N2O- 1 123.0564 0.16
124.0404 C6H6NO2- 1 124.0404 -0.25
125.0357 C5H5N2O2- 1 125.0357 0.3
125.0719 C6H9N2O- 1 125.072 -1.05
126.0561 C6H8NO2- 1 126.0561 0.13
127.0512 C5H7N2O2- 1 127.0513 -0.9
127.0877 C6H11N2O- 1 127.0877 0.35
128.0353 C5H6NO3- 1 128.0353 0.16
129.0672 C5H9N2O2- 1 129.067 1.62
129.1033 C6H13N2O- 1 129.1033 -0.34
130.0508 C5H8NO3- 1 130.051 -1.32
130.0661 C9H8N- 1 130.0662 -0.59
130.087 C6H12NO2- 1 130.0874 -2.68
131.0864 C10H11- 1 131.0866 -1.95
135.0565 C7H7N2O- 1 135.0564 0.8
136.0406 C7H6NO2- 1 136.0404 1.17
136.0764 C8H10NO- 1 136.0768 -3.04
136.1129 C9H14N- 1 136.1132 -1.87
137.0718 C7H9N2O- 1 137.072 -1.78
138.0434 C6H6N2O2- 1 138.0435 -0.51
138.0559 C7H8NO2- 1 138.0561 -0.75
139.0511 C6H7N2O2- 1 139.0513 -1.62
139.0876 C7H11N2O- 1 139.0877 -0.91
140.0715 C7H10NO2- 1 140.0717 -1.65
141.0668 C6H9N2O2- 1 141.067 -0.78
142.051 C6H8NO3- 1 142.051 -0.12
142.066 C10H8N- 1 142.0662 -1.71
145.0616 C5H9N2O3- 1 145.0619 -1.96
148.0761 C7H8N4- 2 148.0754 4.1
149.0354 C7H5N2O2- 1 149.0357 -1.62
149.0717 C8H9N2O- 1 149.072 -2.19
150.0195 C7H4NO3- 1 150.0197 -0.8
150.0559 C8H8NO2- 1 150.0561 -1.27
150.067 C7H8N3O- 1 150.0673 -2
150.0918 C9H12NO- 2 150.0924 -4.07
151.051 C7H7N2O2- 1 151.0513 -2.2
151.0875 C8H11N2O- 1 151.0877 -1.25
152.0825 C7H10N3O- 1 152.0829 -3.07
153.0667 C7H9N2O2- 1 153.067 -1.66
153.1028 C8H13N2O- 1 153.1033 -3.22
154.0982 C7H12N3O- 1 154.0986 -2.22
155.0825 C7H11N2O2- 1 155.0826 -0.84
157.0768 C10H9N2- 1 157.0771 -1.92
157.0977 C7H13N2O2- 2 157.0983 -3.64
157.1344 C8H17N2O- 1 157.1346 -1.66
158.093 C6H12N3O2- 1 158.0935 -3.16
162.0918 C8H10N4- 2 162.0911 4.08
164.0589 C8H8N2O2- 1 164.0591 -1.39
164.0716 C9H10NO2- 1 164.0717 -0.85
165.0667 C8H9N2O2- 1 165.067 -1.24
165.1028 C9H13N2O- 1 165.1033 -2.96
166.0863 C7H10N4O- 1 166.086 1.92
166.0984 C8H12N3O- 1 166.0986 -0.95
167.046 C7H7N2O3- 1 167.0462 -1.08
167.0823 C8H11N2O2- 1 167.0826 -1.78
167.1184 C9H15N2O- 2 167.119 -3.38
169.0977 C8H13N2O2- 2 169.0983 -3.47
169.1342 C9H17N2O- 1 169.1346 -2.35
170.0604 C9H6N4- 2 170.0598 3.69
170.093 C7H12N3O2- 2 170.0935 -3.22
171.0775 C7H11N2O3- 1 171.0775 -0.18
177.1026 C8H11N5- 2 177.102 3.39
179.1184 C10H15N2O- 2 179.119 -3.05
180.077 C6H8N6O- 2 180.0765 3
180.1139 C9H14N3O- 1 180.1142 -1.71
181.0612 C8H9N2O3- 2 181.0619 -3.53
181.0978 C9H13N2O2- 1 181.0983 -2.4
182.1291 C7H14N6- 2 182.1285 3.31
183.1131 C7H13N5O- 2 183.1126 2.7
184.0607 C6H8N4O3- 2 184.0602 2.96
185.0714 C11H9N2O- 2 185.072 -3.42
185.1297 C9H17N2O2- 1 185.1296 0.83
194.1289 C8H14N6- 1 194.1285 1.79
195.1134 C10H15N2O2- 2 195.1139 -2.62
196.1456 C10H18N3O- 1 196.1455 0.5
198.0885 C8H12N3O3- 1 198.0884 0.56
198.1236 C7H14N6O- 1 198.1235 0.83
200.1395 C7H16N6O- 2 200.1391 2.17
201.1234 C7H15N5O2- 1 201.1231 1.25
202.0982 C11H12N3O- 2 202.0986 -1.82
205.0976 C11H13N2O2- 2 205.0983 -3.17
208.1086 C10H14N3O2- 2 208.1092 -2.72
210.0874 C7H10N6O2- 1 210.0871 1.38
210.1244 C10H16N3O2- 2 210.1248 -1.78
211.0711 C7H9N5O3- 1 211.0711 0.09
212.1395 C8H16N6O- 2 212.1391 1.95
220.1088 C11H14N3O2- 2 220.1092 -1.45
222.1242 C11H16N3O2- 2 222.1248 -2.51
222.1592 C10H18N6- 2 222.1598 -2.75
223.1087 C11H15N2O3- 1 223.1088 -0.71
224.1413 C13H20O3- 2 224.1418 -2.12
226.1187 C8H14N6O2- 2 226.1184 1.54
228.0773 C12H10N3O2- 2 228.0779 -2.31
236.1395 C10H16N6O- 2 236.1391 1.84
237.1637 C2H21N8O5- 4 237.164 -1.22
238.1561 C12H20N3O2- 1 238.1561 -0.02
240.1344 C9H16N6O2- 2 240.134 1.74
240.1708 C10H20N6O- 2 240.1704 1.64
253.1657 C11H25O6- 2 253.1657 0.18
264.1372 CH22N5O10- 3 264.1372 -0.15
265.1657 C12H25O6- 2 265.1657 0.03
273.1233 C13H15N5O2- 2 273.1231 0.53
280.1687 C2H26N5O10- 4 280.1685 0.6
281.1644 C16H19N5- 4 281.1646 -0.86
283.1761 C11H21N7O2- 3 283.1762 -0.26
291.1476 C16H21NO4- 4 291.1476 -0.1
293.1609 C13H25O7- 3 293.1606 1.04
296.1019 C13H16N2O6- 2 296.1014 1.78
307.1772 C15H23N4O3- 3 307.1776 -1.07
311.1727 C14H23N4O4- 3 311.1725 0.81
312.1963 C5H32N2O12- 5 312.1961 0.66
313.1844 C9H25N6O6- 3 313.1841 1.01
325.1871 C14H29O8- 4 325.1868 0.84
337.1888 C17H21N8- 4 337.1895 -1.83
352.1896 C5H30N5O12- 5 352.1896 -0.14
411.2642 C23H33N5O2- 6 411.264 0.54
423.2457 C17H35N4O8- 6 423.246 -0.83
437.2441 C26H33N2O4- 6 437.2446 -1.17
455.2694 C15H41N3O12- 7 455.2696 -0.36
PK$NUM_PEAK: 161
PK$PEAK: m/z int. rel.int.
72.0456 47362.7 22
73.0296 28839.8 13
73.0409 11241.8 5
74.0248 99660.5 47
80.0505 16879.9 7
82.0298 56351.8 26
82.0662 28228.1 13
83.0251 23264.9 10
84.0456 86382.6 40
85.0406 9210.1 4
86.025 12093.1 5
86.0611 8588.4 4
87.0565 55096.8 26
88.0406 13296.7 6
91.0556 11990.7 5
95.0251 19733.5 9
96.0455 31338 14
96.0821 8934.6 4
97.0407 53283.3 25
98.0248 21870.5 10
98.0612 26696.3 12
99.0202 33815.1 15
99.0564 215978.5 102
100.0039 24746.6 11
100.0405 36234.7 17
102.056 11027.9 5
108.0454 29913.4 14
109.017 24998.4 11
109.0772 18123 8
110.0248 546461.9 258
110.0611 24857.1 11
111.0202 28402.5 13
111.0564 43218.1 20
112.0405 123265.1 58
112.0767 32001.7 15
113.0356 69365.9 32
116.0506 56250.3 26
122.0247 10421.1 4
122.0484 10455.7 4
122.0613 21992.1 10
122.0974 15063.3 7
123.0327 22682.5 10
123.0564 135595.1 64
124.0404 569490.4 269
125.0357 25883.7 12
125.0719 52395.8 24
126.0561 17456.1 8
127.0512 157458.2 74
127.0877 31977.8 15
128.0353 2114722.2 999
129.0672 27382.8 12
129.1033 327932.2 154
130.0508 39070.7 18
130.0661 6092.1 2
130.087 50381.9 23
131.0864 111226.6 52
135.0565 26249.9 12
136.0406 13295.5 6
136.0764 16266.9 7
136.1129 13450.2 6
137.0718 18899.2 8
138.0434 38736.3 18
138.0559 22979.3 10
139.0511 17523.2 8
139.0876 255570.5 120
140.0715 22738.1 10
141.0668 147378.2 69
142.051 22697.7 10
142.066 101789.1 48
145.0616 11297 5
148.0761 9361.7 4
149.0354 45475.8 21
149.0717 23756.4 11
150.0195 17118.6 8
150.0559 90535.5 42
150.067 11167.2 5
150.0918 8446.3 3
151.051 17891.8 8
151.0875 17110.8 8
152.0825 19399.2 9
153.0667 318130.5 150
153.1028 41093.6 19
154.0982 10247.2 4
155.0825 199845.4 94
157.0768 15932.1 7
157.0977 7805.6 3
157.1344 12287.5 5
158.093 19019 8
162.0918 9168.3 4
164.0589 8832 4
164.0716 7969.4 3
165.0667 35654.7 16
165.1028 513615.8 242
166.0863 15058.7 7
166.0984 16363.7 7
167.046 63502.3 29
167.0823 122855.6 58
167.1184 10857.1 5
169.0977 11563.2 5
169.1342 16957.2 8
170.0604 9119.4 4
170.093 86768.8 40
171.0775 19006.6 8
177.1026 15006.7 7
179.1184 22460.1 10
180.077 21347.3 10
180.1139 235776.2 111
181.0612 43395.8 20
181.0978 35689.5 16
182.1291 430128.1 203
183.1131 92618.1 43
184.0607 10075.4 4
185.0714 35578.8 16
185.1297 13554.4 6
194.1289 23544.5 11
195.1134 24509.7 11
196.1456 13180.5 6
198.0885 7994.8 3
198.1236 97319.9 45
200.1395 407702.9 192
201.1234 12770.9 6
202.0982 30803.1 14
205.0976 10675.1 5
208.1086 75800.4 35
210.0874 19611.4 9
210.1244 16348.6 7
211.0711 64675.9 30
212.1395 46422.3 21
220.1088 11306.5 5
222.1242 55177.8 26
222.1592 30214.2 14
223.1087 22651.3 10
224.1413 12777.5 6
226.1187 97076.9 45
228.0773 20035.1 9
236.1395 7099.5 3
237.1637 26316.4 12
238.1561 34227.9 16
240.1344 28617.4 13
240.1708 24676 11
253.1657 14763.7 6
264.1372 10145.1 4
265.1657 986466.5 466
273.1233 12077.2 5
280.1687 21546.4 10
281.1644 112785.3 53
283.1761 262344.1 123
291.1476 11582.6 5
293.1609 57617.9 27
296.1019 11268.4 5
307.1772 11334.1 5
311.1727 28473.3 13
312.1963 25995.8 12
313.1844 72913.8 34
325.1871 6369.7 3
337.1888 11584.7 5
352.1896 10545.6 4
411.2642 15002.6 7
423.2457 12176 5
437.2441 33778.4 15
455.2694 28642.3 13
//
