ACCESSION: MSBNK-Eawag-EQ324906
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$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$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$CHROMATOGRAPHY: RETENTION_TIME 11.761 min
AC$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: splash10-0ziu-4900000000-a36ee28978e8d80485ee
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
74.0236 C2H4NO2+ 1 74.0237 -0.65
77.0385 C6H5+ 1 77.0386 -1.13
78.0465 C6H6+ 1 78.0464 0.9
79.0542 C6H7+ 1 79.0542 -0.49
80.0494 C5H6N+ 1 80.0495 -0.77
81.0335 C5H5O+ 1 81.0335 0.36
81.0446 C4H5N2+ 1 81.0447 -1.37
81.0574 C5H7N+ 1 81.0573 1.04
81.0698 C6H9+ 1 81.0699 -1.16
82.0287 C4H4NO+ 1 82.0287 -0.1
82.0651 C5H8N+ 1 82.0651 0.08
84.0444 C4H6NO+ 1 84.0444 0.17
85.0284 C4H5O2+ 1 85.0284 0.43
86.06 C4H8NO+ 1 86.06 -0.69
86.0964 C5H12N+ 1 86.0964 -0.26
89.0385 C7H5+ 1 89.0386 -0.37
90.0462 C7H6+ 1 90.0464 -1.7
91.0542 C7H7+ 1 91.0542 0.18
92.0493 C6H6N+ 1 92.0495 -1.6
92.0621 C7H8+ 1 92.0621 1.02
93.0575 C6H7N+ 1 93.0573 1.8
93.0699 C7H9+ 1 93.0699 0.37
94.0413 C6H6O+ 1 94.0413 -0.09
94.0651 C6H8N+ 1 94.0651 0.25
94.0778 C7H10+ 1 94.0777 0.63
95.0491 C6H7O+ 1 95.0491 -0.14
96.0445 C5H6NO+ 1 96.0444 1.28
96.0684 C5H8N2+ 1 96.0682 1.62
96.0807 C6H10N+ 1 96.0808 -0.32
97.0761 C5H9N2+ 1 97.076 0.32
99.0917 C5H11N2+ 1 99.0917 -0.04
102.0464 C8H6+ 1 102.0464 0.41
103.0542 C8H7+ 1 103.0542 -0.21
104.0621 C8H8+ 1 104.0621 0.42
105.0448 C6H5N2+ 1 105.0447 0.29
105.0699 C8H9+ 1 105.0699 -0.06
106.0524 C6H6N2+ 1 106.0525 -1.2
106.0651 C7H8N+ 1 106.0651 -0.29
107.0855 C8H11+ 1 107.0855 -0.28
108.0685 C6H8N2+ 1 108.0682 2.98
108.0808 C7H10N+ 1 108.0808 0.27
109.0648 C7H9O+ 1 109.0648 -0.36
109.076 C6H9N2+ 1 109.076 -0.03
110.0599 C6H8NO+ 1 110.06 -1
110.0964 C7H12N+ 1 110.0964 0.1
111.0553 C5H7N2O+ 1 111.0553 -0.25
113.0234 C5H5O3+ 1 113.0233 0.65
113.0709 C5H9N2O+ 1 113.0709 -0.33
115.0542 C9H7+ 1 115.0542 -0.04
116.0494 C8H6N+ 1 116.0495 -1.05
116.0622 C9H8+ 1 116.0621 1.16
117.0572 C8H7N+ 1 117.0573 -0.83
117.0699 C9H9+ 1 117.0699 -0.21
118.0651 C8H8N+ 1 118.0651 -0.17
119.0604 C7H7N2+ 1 119.0604 -0.08
119.0856 C9H11+ 1 119.0855 0.44
120.057 C8H8O+ 1 120.057 0.32
120.0807 C8H10N+ 1 120.0808 -0.87
120.0935 C9H12+ 1 120.0934 1.08
121.0759 C7H9N2+ 1 121.076 -0.76
121.1009 C9H13+ 1 121.1012 -2.57
122.0598 C7H8NO+ 1 122.06 -1.8
122.084 C7H10N2+ 1 122.0838 0.84
122.0964 C8H12N+ 1 122.0964 -0.25
123.0913 C7H11N2+ 1 123.0917 -2.85
124.076 C7H10NO+ 1 124.0757 2.25
127.0866 C6H11N2O+ 1 127.0866 -0.16
128.062 C10H8+ 1 128.0621 -0.48
129.0698 C10H9+ 1 129.0699 -0.55
130.0651 C9H8N+ 1 130.0651 0.1
131.0732 C9H9N+ 1 131.073 2.22
131.0855 C10H11+ 1 131.0855 -0.36
132.0807 C9H10N+ 1 132.0808 -0.32
133.1012 C10H13+ 1 133.1012 0.13
134.0962 C9H12N+ 1 134.0964 -1.66
135.0804 C9H11O+ 1 135.0804 -0.46
135.1167 C10H15+ 1 135.1168 -0.63
138.0549 C7H8NO2+ 1 138.055 -0.31
139.0864 C7H11N2O+ 1 139.0866 -1.21
140.0493 C10H6N+ 1 140.0495 -1.28
141.07 C11H9+ 1 141.0699 0.89
142.0652 C10H8N+ 1 142.0651 0.71
142.0765 C11H10+ NA 142.0777 -8.65
143.0729 C10H9N+ 1 143.073 -0.23
143.0854 C11H11+ 1 143.0855 -0.79
144.0809 C10H10N+ 1 144.0808 0.54
145.0645 C10H9O+ 1 145.0648 -2.14
145.0762 C9H9N2+ 1 145.076 1.42
145.1012 C11H13+ 1 145.1012 0.22
146.0599 C9H8NO+ 1 146.06 -0.73
146.0964 C10H12N+ 1 146.0964 0.15
149.0709 C8H9N2O+ 1 149.0709 -0.21
152.0618 C12H8+ 1 152.0621 -1.82
153.0695 C12H9+ 1 153.0699 -2.17
154.065 C11H8N+ 1 154.0651 -0.61
154.0768 C12H10+ NA 154.0777 -5.98
155.0608 C10H7N2+ 1 155.0604 2.89
155.0849 C12H11+ 1 155.0855 -4.23
156.0806 C11H10N+ 1 156.0808 -1.21
157.0628 C9H7N3+ 1 157.0634 -3.85
157.076 C10H9N2+ 1 157.076 -0.17
158.0599 C10H8NO+ 1 158.06 -0.58
158.0841 C10H10N2+ 1 158.0838 1.51
158.0961 C11H12N+ 1 158.0964 -2.08
159.0806 C11H11O+ 1 159.0804 0.79
159.0917 C10H11N2+ 1 159.0917 0.1
160.0756 C10H10NO+ 1 160.0757 -0.29
163.1122 C11H15O+ 1 163.1117 2.75
165.0699 C13H9+ 1 165.0699 0.08
166.0653 C12H8N+ 1 166.0651 1.08
166.0777 C13H10+ 1 166.0777 -0.04
167.06 C11H7N2+ 1 167.0604 -2.42
167.0827 C8H11N2O2+ NA 167.0815 7.02
168.0675 C11H8N2+ 1 168.0682 -4.43
168.0808 C12H10N+ 1 168.0808 0.18
169.0761 C11H9N2+ 1 169.076 0.35
170.0601 C11H8NO+ 1 170.06 0.08
170.0962 C12H12N+ 1 170.0964 -1.58
178.0778 C14H10+ 2 178.0777 0.37
179.0855 C14H11+ 2 179.0855 0.08
180.0807 C13H10N+ 1 180.0808 -0.52
181.0755 C12H9N2+ 1 181.076 -2.98
182.0838 C12H10N2+ 1 182.0838 -0.39
185.071 C11H9N2O+ 1 185.0709 0.42
192.0939 CH14N5O6+ 2 192.0939 -0.03
193.1016 CH15N5O6+ 2 193.1017 -0.21
195.0761 C9H11N2O3+ 1 195.0764 -1.39
195.0922 H19O11+ 2 195.0922 -0.1
197.1073 C13H13N2+ 2 197.1073 -0.32
206.0844 CH18O11+ 3 206.0844 0.41
207.0916 C14H11N2+ 3 207.0917 -0.46
209.1078 H15N7O6+ 3 209.1078 -0.17
235.0866 C15H11N2O+ 4 235.0866 -0.05
PK$NUM_PEAK: 140
PK$PEAK: m/z int. rel.int.
74.0236 51969.2 13
77.0385 159982.8 41
78.0465 20347.4 5
79.0542 1099521.9 287
80.0494 344562.8 90
81.0335 28556.4 7
81.0446 20462.9 5
81.0574 32285.1 8
81.0698 78252.1 20
82.0287 99920.2 26
82.0651 558810.6 146
84.0444 647707.6 169
84.0804 13185.1 3
85.0284 65769.6 17
86.06 53764.7 14
86.0964 342363 89
89.0385 36791.6 9
90.0462 27502.1 7
91.0542 3770055 985
92.0493 25299.2 6
92.0621 81039.7 21
93.0575 31944.6 8
93.0699 574910.3 150
94.0413 14391.6 3
94.0651 213761.2 55
94.0778 18539.2 4
95.0491 1646808.8 430
95.0604 56477.7 14
95.0853 53797.8 14
96.0445 37521.2 9
96.0684 31729.2 8
96.0807 36928.8 9
97.0761 13916.8 3
99.0917 272754 71
102.0464 119215.2 31
103.0542 3821478.5 999
104.0621 18827.4 4
105.0448 591533.9 154
105.0699 1898205.9 496
106.0524 57212.1 14
106.0651 39399.7 10
107.0492 28051.3 7
107.0855 1802439 471
108.0685 60634.9 15
108.0808 42628.4 11
109.0648 343755.4 89
109.076 18778.7 4
110.0599 131880.5 34
110.0964 33261.4 8
111.0553 105452.3 27
113.0234 164067.7 42
113.0709 18453 4
115.0542 1084771.2 283
116.0494 35995.2 9
116.0622 84050 21
117.0572 514782.8 134
117.0699 354320.9 92
118.0651 224576.3 58
119.0604 260680.2 68
119.0856 139146.9 36
120.057 62400.7 16
120.0807 81138.2 21
120.0935 58288.7 15
121.0664 14959.1 3
121.0759 372596.1 97
121.1009 23534.3 6
122.0598 49384.4 12
122.084 32682.1 8
122.0964 22682.5 5
123.0913 63565.9 16
124.076 26949.9 7
127.0866 1028778.9 268
128.062 275259.9 71
129.0698 200255.9 52
130.0651 1094349.2 286
130.0766 50899.2 13
131.0732 53284.5 13
131.0855 193920.6 50
132.0807 1235388.2 322
133.1012 58049 15
134.0962 29683.2 7
135.0804 148462.6 38
135.1167 107160 28
138.0549 39547.8 10
139.0864 32533.4 8
140.0493 49770 13
141.07 61566.9 16
142.0652 415929 108
142.0765 23987.8 6
143.0729 114862.1 30
143.0854 39020.4 10
144.0809 245545.8 64
144.0915 8704 2
145.0645 56444.9 14
145.0762 37694.9 9
145.1012 42101.6 11
146.0599 47612.2 12
146.0964 37642.4 9
149.0709 160001.7 41
152.0618 29603.4 7
153.0695 44297.7 11
154.065 61458.8 16
154.0768 23929.8 6
155.0608 50511.2 13
155.0849 25133.9 6
156.0806 11010.6 2
157.0628 17346.4 4
157.076 66356 17
158.0599 14555.4 3
158.0841 196830.3 51
158.0961 18779.6 4
159.0806 27798 7
159.0917 418024.6 109
160.0756 146917.9 38
163.1122 15892.5 4
165.0699 151097.6 39
166.0653 20771.1 5
166.0777 39468.4 10
167.06 37458.9 9
167.0827 188538 49
168.0675 25750.8 6
168.0808 61430.1 16
169.0761 425560.7 111
170.0601 106455.7 27
170.0962 13746.6 3
178.0778 45467.5 11
179.0855 89115.9 23
180.0807 61662.1 16
181.0755 11919 3
182.0838 90819.1 23
185.071 94618.5 24
192.0939 23442.9 6
193.1016 27326.1 7
195.0761 28388.5 7
195.0922 14671.8 3
197.1073 40272.4 10
206.0844 82441.2 21
207.0916 42343.4 11
209.1078 28242.6 7
235.0866 57784.1 15
//
