ACCESSION: MSBNK-Eawag-EQ324956
RECORD_TITLE: MCLW; LC-ESI-QFT; MS2; CE: 90%; 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 90 % (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: splash10-06si-4900000000-23c306abd990c39ee6f9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
71.0248 C2H3N2O- 1 71.0251 -3.86
72.009 C2H2NO2- 1 72.0091 -0.74
72.0455 C3H6NO- 1 72.0455 0.2
73.0407 C2H5N2O- 1 73.0407 -0.8
74.0248 C2H4NO2- 1 74.0248 0.12
80.0505 C5H6N- 1 80.0506 -0.99
81.022 C4H3NO- 1 81.022 -0.71
81.0455 C4H5N2- 1 81.0458 -3.51
82.0172 C3H2N2O- 1 82.0173 -0.69
82.0299 C4H4NO- 1 82.0298 0.29
82.0662 C5H8N- 1 82.0662 0.09
83.0251 C3H3N2O- 1 83.0251 -0.35
84.0455 C4H6NO- 1 84.0455 0.24
87.0564 C3H7N2O- 1 87.0564 0.52
92.0508 C6H6N- 1 92.0506 2.44
94.0296 C5H4NO- 1 94.0298 -2.77
94.0663 C6H8N- 1 94.0662 0.87
95.0251 C4H3N2O- 1 95.0251 -0.16
96.033 C4H4N2O- 1 96.0329 0.92
96.0456 C5H6NO- 1 96.0455 1.44
96.0818 C6H10N- 1 96.0819 -0.31
97.0408 C4H5N2O- 1 97.0407 0.61
98.0122 C3H2N2O2- 1 98.0122 0.56
99.0204 C3H3N2O2- 1 99.02 3.59
99.0562 C4H7N2O- 1 99.0564 -1.66
108.021 C6H4O2- NA 108.0217 -6.69
108.0332 C5H4N2O- 1 108.0329 2.6
108.0454 C6H6NO- 1 108.0455 -0.67
109.0168 C5H3NO2- 1 109.0169 -1
109.0408 C5H5N2O- 1 109.0407 0.34
110.0248 C5H4NO2- 1 110.0248 0.12
110.036 C4H4N3O- 1 110.036 0.24
110.0487 C5H6N2O- 1 110.0486 0.83
111.0199 C4H3N2O2- 1 111.02 -0.98
111.0564 C5H7N2O- 1 111.0564 0.03
112.0404 C5H6NO2- 1 112.0404 0.4
112.0769 C6H10NO- 1 112.0768 0.72
113.0356 C4H5N2O2- 1 113.0357 -0.27
116.0506 C8H6N- 1 116.0506 0.48
121.041 C6H5N2O- 1 121.0407 1.85
122.0246 C6H4NO2- 1 122.0248 -1.58
122.0489 C6H6N2O- 1 122.0486 2.57
123.0199 C5H3N2O2- 1 123.02 -0.76
123.0326 C6H5NO2- 1 123.0326 -0.11
123.0437 C5H5N3O- 1 123.0438 -0.62
123.0564 C6H7N2O- 1 123.0564 0.03
124.0402 C6H6NO2- 1 124.0404 -1.24
124.0502 C3H4N6- 1 124.0503 -1.08
125.0356 C5H5N2O2- 1 125.0357 -0.31
125.0592 C5H7N3O- 1 125.0595 -2.25
127.0512 C5H7N2O2- 1 127.0513 -0.54
128.0353 C5H6NO3- 1 128.0353 0.04
129.1032 C6H13N2O- 1 129.1033 -0.82
130.0659 C9H8N- 1 130.0662 -2.35
135.0326 C7H5NO2- 1 135.0326 0.28
138.0431 C6H6N2O2- 1 138.0435 -2.39
139.0874 C7H11N2O- 1 139.0877 -2.34
140.0505 C10H6N- 1 140.0506 -0.8
142.0659 C10H8N- 1 142.0662 -1.92
150.0556 C8H8NO2- 1 150.0561 -3.3
157.0767 C10H9N2- 1 157.0771 -2.41
165.1029 C9H13N2O- 1 165.1033 -2.59
167.0608 C11H7N2- 1 167.0615 -3.81
168.0451 C11H6NO- 1 168.0455 -2.35
180.1138 C9H14N3O- 1 180.1142 -2.39
182.1292 C7H14N6- 2 182.1285 3.4
PK$NUM_PEAK: 66
PK$PEAK: m/z int. rel.int.
71.0248 5886.2 45
72.009 11352.6 87
72.0455 25161.5 194
73.0407 19544.5 151
74.0248 36147.3 279
80.0505 22171.5 171
81.022 13873.9 107
81.0455 10839.1 83
82.0172 11704.8 90
82.0299 33464.2 258
82.0662 48353.6 373
83.0251 17248 133
84.0455 56281.8 434
87.0564 31948.9 246
92.0508 5794.4 44
94.0296 11692.6 90
94.0663 7155.5 55
95.0251 35018.9 270
96.033 6503.8 50
96.0456 26368.9 203
96.0818 15980.1 123
97.0408 37849.9 292
98.0122 6646.6 51
99.0204 4806.5 37
99.0562 20275.5 156
108.021 15368.3 118
108.0332 25818.5 199
108.0454 10206.3 78
109.0168 46401.5 358
109.0408 79162.3 611
110.0248 129254.5 999
110.036 10640.9 82
110.0487 6596.7 50
111.0199 19763.2 152
111.0564 9898.3 76
112.0404 18992.6 146
112.0769 28412.4 219
113.0356 17978.9 138
116.0506 58142.3 449
121.041 7906.7 61
122.0246 6626.6 51
122.0489 5688 43
123.0199 11691.8 90
123.0326 13321.3 102
123.0437 8435.1 65
123.0564 16837.5 130
124.0402 64390 497
124.0502 11103.9 85
125.0356 7505.5 58
125.0592 42586.8 329
127.0512 33356 257
128.0353 56311.1 435
129.1032 35722.8 276
130.0659 17857.3 138
135.0326 11165.1 86
138.0431 26087.7 201
139.0874 21043.3 162
140.0505 27653.2 213
142.0659 62835.2 485
150.0556 18871.9 145
157.0767 5934.4 45
165.1029 20883.5 161
167.0608 8745.1 67
168.0451 7689.8 59
180.1138 7434.4 57
182.1292 44197.3 341
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