ACCESSION: MSBNK-Eawag-EQ324907
RECORD_TITLE: MCLW; LC-ESI-QFT; MS2; CE: 120%; 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 120 % (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: splash10-0k9x-5900000000-799205e509582a78eadc
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
74.0237 C2H4NO2+ 1 74.0237 0.38
77.0385 C6H5+ 1 77.0386 -1.33
78.0463 C6H6+ 1 78.0464 -0.76
79.0542 C6H7+ 1 79.0542 -0.2
80.0495 C5H6N+ 1 80.0495 -0.1
81.0333 C5H5O+ 1 81.0335 -2.56
81.0447 C4H5N2+ 1 81.0447 -0.81
81.0574 C5H7N+ 1 81.0573 1.04
81.0699 C6H9+ 1 81.0699 0.63
82.0288 C4H4NO+ 1 82.0287 0.28
82.0651 C5H8N+ 1 82.0651 -0.01
84.0444 C4H6NO+ 1 84.0444 0.44
84.0808 C5H10N+ 1 84.0808 -0.21
85.0284 C4H5O2+ 1 85.0284 -0.38
86.0603 C4H8NO+ 1 86.06 2.94
86.0965 C5H12N+ 1 86.0964 0.53
89.0385 C7H5+ 1 89.0386 -1.31
90.0461 C7H6+ 1 90.0464 -3.23
91.0543 C7H7+ 1 91.0542 0.34
92.0497 C6H6N+ 1 92.0495 2.3
92.062 C7H8+ 1 92.0621 -0.63
93.0574 C6H7N+ 1 93.0573 0.65
93.0699 C7H9+ 1 93.0699 0.21
94.0652 C6H8N+ 1 94.0651 0.42
94.0778 C7H10+ 1 94.0777 0.87
95.0491 C6H7O+ 1 95.0491 0.02
96.0444 C5H6NO+ 1 96.0444 -0.31
96.0681 C5H8N2+ 1 96.0682 -0.77
96.0807 C6H10N+ 1 96.0808 -0.48
97.0758 C5H9N2+ 1 97.076 -2.12
99.0916 C5H11N2+ 1 99.0917 -0.5
102.0464 C8H6+ 1 102.0464 -0.26
102.054 C2H6N4O+ 1 102.0536 3.54
103.0542 C8H7+ 1 103.0542 -0.06
104.0619 C8H8+ 1 104.0621 -1.85
105.0448 C6H5N2+ 1 105.0447 0.51
105.0699 C8H9+ 1 105.0699 0.16
106.0524 C6H6N2+ 1 106.0525 -1.27
106.0652 C7H8N+ 1 106.0651 0.72
107.0855 C8H11+ 1 107.0855 -0.07
108.0682 C6H8N2+ 1 108.0682 0.01
108.0809 C7H10N+ 1 108.0808 1.47
109.0648 C7H9O+ 1 109.0648 0.48
109.076 C6H9N2+ 1 109.076 -0.52
110.0601 C6H8NO+ 1 110.06 0.25
111.0553 C5H7N2O+ 1 111.0553 -0.04
113.0231 C5H5O3+ 1 113.0233 -1.92
115.0543 C9H7+ 1 115.0542 0.23
116.0494 C8H6N+ 1 116.0495 -0.26
116.0621 C9H8+ 1 116.0621 0.05
117.0572 C8H7N+ 1 117.0573 -0.64
117.0699 C9H9+ 1 117.0699 -0.08
118.0651 C8H8N+ 1 118.0651 0.08
119.0604 C7H7N2+ 1 119.0604 0.11
119.0856 C9H11+ 1 119.0855 0.89
120.0566 C8H8O+ 1 120.057 -2.85
120.0807 C8H10N+ 1 120.0808 -0.3
120.0935 C9H12+ 1 120.0934 0.89
121.076 C7H9N2+ 1 121.076 -0.07
122.0601 C7H8NO+ 1 122.06 0.76
122.0839 C7H10N2+ 1 122.0838 0.15
122.0963 C8H12N+ 1 122.0964 -1.37
123.0915 C7H11N2+ 1 123.0917 -1.49
124.0758 C7H10NO+ 1 124.0757 0.78
127.0866 C6H11N2O+ 1 127.0866 -0.1
128.062 C10H8+ 1 128.0621 -0.36
129.0698 C10H9+ 1 129.0699 -0.79
130.0652 C9H8N+ 1 130.0651 0.33
131.073 C9H9N+ 1 131.073 0.71
131.0854 C10H11+ 1 131.0855 -0.6
132.0808 C9H10N+ 1 132.0808 -0.09
133.0652 C9H9O+ 1 133.0648 2.95
133.1011 C10H13+ 1 133.1012 -0.21
134.0601 C8H8NO+ 1 134.06 0.45
134.0963 C9H12N+ 1 134.0964 -1.21
135.0802 C9H11O+ 1 135.0804 -1.7
135.1168 C10H15+ 1 135.1168 -0.3
138.0549 C7H8NO2+ 1 138.055 -0.75
139.0864 C7H11N2O+ 1 139.0866 -1.43
140.0494 C10H6N+ 1 140.0495 -0.52
141.0697 C11H9+ 1 141.0699 -1.49
142.0651 C10H8N+ 1 142.0651 0.07
143.0729 C10H9N+ 1 143.073 -0.66
143.0853 C11H11+ 1 143.0855 -1.53
144.0807 C10H10N+ 1 144.0808 -0.63
145.0647 C10H9O+ 1 145.0648 -0.56
145.0757 C9H9N2+ 1 145.076 -2.16
145.1012 C11H13+ 1 145.1012 -0.09
146.0599 C9H8NO+ 1 146.06 -0.94
146.0965 C10H12N+ 1 146.0964 0.26
149.0708 C8H9N2O+ 1 149.0709 -0.93
152.0616 C12H8+ 1 152.0621 -3.02
153.0697 C12H9+ 1 153.0699 -1.47
154.065 C11H8N+ 1 154.0651 -1.01
155.0602 C10H7N2+ 1 155.0604 -1.14
155.0727 C11H9N+ 1 155.073 -1.45
155.0854 C12H11+ 1 155.0855 -0.69
156.0805 C11H10N+ 1 156.0808 -1.89
157.0764 C10H9N2+ 1 157.076 2.64
158.0837 C10H10N2+ 1 158.0838 -0.71
158.0966 C11H12N+ 1 158.0964 0.91
159.0803 C11H11O+ 1 159.0804 -0.74
159.0916 C10H11N2+ 1 159.0917 -0.18
160.0757 C10H10NO+ 1 160.0757 0.28
165.07 C13H9+ 1 165.0699 0.45
166.0783 C13H10+ 1 166.0777 3.45
167.0709 C9H11O3+ 1 167.0703 3.56
168.0807 C12H10N+ 1 168.0808 -0.18
169.0761 C11H9N2+ 1 169.076 0.44
170.06 C11H8NO+ 1 170.06 -0.19
178.0778 C14H10+ 2 178.0777 0.37
180.0811 C13H10N+ 1 180.0808 1.93
182.0839 C12H10N2+ 1 182.0838 0.03
185.071 C11H9N2O+ 1 185.0709 0.5
191.0858 C15H11+ 2 191.0855 1.21
197.1077 H21O11+ 2 197.1078 -0.76
202.078 C2H12N5O6+ 2 202.0782 -1.08
206.0841 H12N7O6+ 3 206.0844 -1.04
207.0921 H13N7O6+ 3 207.0922 -0.33
209.1073 C14H13N2+ 3 209.1073 0.07
218.0969 C2H14N6O6+ 2 218.0969 -0.12
235.0871 CH13N7O7+ 3 235.0871 -0.2
PK$NUM_PEAK: 124
PK$PEAK: m/z int. rel.int.
74.0237 45006.2 11
77.0385 211398.5 54
78.0463 26160 6
79.0542 1132612.2 289
80.0495 296021.2 75
81.0333 32595.9 8
81.0447 40786.4 10
81.0574 20977.6 5
81.0699 75974.5 19
82.0288 128041.7 32
82.0651 440716 112
84.0444 581738.2 148
84.0808 29559.6 7
85.0284 76454.8 19
86.0603 53889.3 13
86.0965 259200.2 66
89.0385 39586.5 10
90.0461 13220.5 3
91.0543 3905487.2 999
92.0497 22239.3 5
92.062 90950.6 23
93.0574 33314.6 8
93.0699 458264.9 117
94.0652 167344.8 42
94.0778 16614.7 4
95.0491 1923938.6 492
95.0854 60290.8 15
96.0444 30898.3 7
96.0681 25869.3 6
96.0807 29698.6 7
97.0758 13130.1 3
99.0916 214414 54
102.0464 143873.5 36
102.054 19134.2 4
103.0542 3673692.5 939
104.0619 23992.4 6
105.0448 631290.6 161
105.0699 1736614.2 444
106.0524 71675.7 18
106.0652 28728.3 7
107.0489 31407.3 8
107.0855 1330840 340
108.0682 71034.3 18
108.0809 42721.9 10
109.0648 293951.6 75
109.076 20962.2 5
110.0601 72439.9 18
111.0553 84933 21
113.0231 149867 38
115.0543 1168624 298
116.0494 41610 10
116.0621 93530.5 23
117.0572 672497.4 172
117.0699 285720.7 73
118.0651 190686.5 48
119.0604 216285.6 55
119.0856 98944.2 25
120.0566 53140.4 13
120.0807 65889.2 16
120.0935 52936.8 13
121.076 343850.2 87
122.0601 36035.4 9
122.0839 36815.8 9
122.0963 25715.5 6
123.0915 29001 7
124.0758 18560.6 4
127.0866 654255.2 167
128.062 293001.1 74
129.0698 166210.2 42
130.0652 1039793.8 265
131.073 42647.1 10
131.0854 125032.4 31
132.0808 1037620.4 265
133.0652 17041.9 4
133.1011 46619.3 11
134.0601 14028 3
134.0963 18065 4
135.0802 64682 16
135.1168 60199.6 15
138.0549 23422.8 5
139.0864 40543.2 10
140.0494 87220.6 22
141.0697 65644 16
142.0651 360423.6 92
143.0729 125997.3 32
143.0853 37343.5 9
144.0807 150009.5 38
145.0647 43611.2 11
145.0757 22086.7 5
145.1012 21042.7 5
146.0599 42065.4 10
146.0965 27208.1 6
149.0708 93614 23
152.0616 22810.7 5
153.0697 42003.4 10
154.065 58088.4 14
155.0602 64712.2 16
155.0727 22323.1 5
155.0854 18633.7 4
156.0805 18422.7 4
157.0764 80081 20
158.0837 136263.1 34
158.0966 27219.2 6
159.0803 19123.4 4
159.0916 240112.4 61
160.0757 129776.4 33
165.07 167836.4 42
166.0783 28991 7
167.0709 21447.6 5
168.0807 59638.6 15
169.0761 346775.2 88
170.06 84219.8 21
178.0778 52516.6 13
180.0811 24653.9 6
182.0839 90647.8 23
185.071 75618.1 19
191.0858 17116.5 4
197.1077 29784.3 7
202.078 20721.2 5
206.0841 110724.8 28
207.0921 36614.8 9
209.1073 17766 4
218.0969 15341.1 3
235.0871 45107.8 11
//
