ACCESSION: MSBNK-Eawag-EQ324904
RECORD_TITLE: MCLW; LC-ESI-QFT; MS2; CE: 60%; 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 60 % (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: splash10-0a4r-2900000000-801820d65fee29589212
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
74.0237 C2H4NO2+ 1 74.0237 0.38
77.0383 C6H5+ 1 77.0386 -3.7
79.0542 C6H7+ 1 79.0542 -0.78
80.0494 C5H6N+ 1 80.0495 -1.25
81.0698 C6H9+ 1 81.0699 -0.97
82.0287 C4H4NO+ 1 82.0287 -0.38
82.0651 C5H8N+ 1 82.0651 -0.66
84.0444 C4H6NO+ 1 84.0444 -0.1
85.0283 C4H5O2+ 1 85.0284 -0.92
86.0964 C5H12N+ 1 86.0964 -0.62
91.0542 C7H7+ 1 91.0542 -0.16
92.062 C7H8+ 1 92.0621 -0.22
93.0699 C7H9+ 1 93.0699 -0.04
94.0651 C6H8N+ 1 94.0651 -0.31
95.0491 C6H7O+ 1 95.0491 -0.38
95.0856 C7H11+ 1 95.0855 0.33
96.0442 C5H6NO+ 1 96.0444 -2.45
96.0809 C6H10N+ 1 96.0808 1.35
97.0758 C5H9N2+ 1 97.076 -2.59
98.0602 C5H8NO+ 1 98.06 2.06
99.0916 C5H11N2+ 1 99.0917 -0.42
101.0707 C4H9N2O+ 1 101.0709 -2.18
102.0467 C8H6+ 1 102.0464 2.95
102.0549 C4H8NO2+ 1 102.055 -0.64
103.0542 C8H7+ 1 103.0542 -0.43
105.0448 C6H5N2+ 1 105.0447 1.09
105.0699 C8H9+ 1 105.0699 -0.2
107.0855 C8H11+ 1 107.0855 -0.5
108.0682 C6H8N2+ 1 108.0682 -0.2
108.0807 C7H10N+ 1 108.0808 -0.86
109.0648 C7H9O+ 1 109.0648 -0.36
110.06 C6H8NO+ 1 110.06 -0.37
110.0962 C7H12N+ 1 110.0964 -2.11
111.0553 C5H7N2O+ 1 111.0553 0.3
112.0392 C5H6NO2+ 1 112.0393 -0.92
112.0756 C6H10NO+ 1 112.0757 -1
113.0232 C5H5O3+ 1 113.0233 -0.98
113.0708 C5H9N2O+ 1 113.0709 -1.35
114.0548 C5H8NO2+ 1 114.055 -1
115.0542 C9H7+ 1 115.0542 -0.57
116.062 C9H8+ 1 116.0621 -0.48
117.0577 C8H7N+ 1 117.0573 3.66
117.0698 C9H9+ 1 117.0699 -0.4
118.0647 C8H8N+ 1 118.0651 -3.21
119.0604 C7H7N2+ 1 119.0604 -0.08
119.0856 C9H11+ 1 119.0855 0.51
120.0569 C8H8O+ 1 120.057 -0.38
120.0808 C8H10N+ 1 120.0808 0.21
120.0933 C9H12+ 1 120.0934 -0.26
121.0646 C8H9O+ 1 121.0648 -1.24
121.0758 C7H9N2+ 1 121.076 -1.58
121.1008 C9H13+ 1 121.1012 -2.82
122.0598 C7H8NO+ 1 122.06 -2.37
122.0835 C7H10N2+ 1 122.0838 -3.1
122.0964 C8H12N+ 1 122.0964 0.13
123.0915 C7H11N2+ 1 123.0917 -1.61
124.0759 C7H10NO+ 1 124.0757 1.76
124.1121 C8H14N+ 1 124.1121 0.09
125.0709 C6H9N2O+ 1 125.0709 -0.09
126.055 C6H8NO2+ 1 126.055 0.55
127.0865 C6H11N2O+ 1 127.0866 -0.58
128.0618 C10H8+ 1 128.0621 -1.79
128.0707 C6H10NO2+ 1 128.0706 0.41
129.0699 C10H9+ 1 129.0699 0.4
130.0505 C5H8NO3+ 1 130.0499 4.65
130.0651 C9H8N+ 1 130.0651 -0.49
130.0767 C10H10+ NA 130.0777 -8.02
131.0855 C10H11+ 1 131.0855 -0.25
132.0807 C9H10N+ 1 132.0808 -0.55
133.0646 C9H9O+ 1 133.0648 -1.64
133.1011 C10H13+ 1 133.1012 -0.56
134.0962 C9H12N+ 1 134.0964 -1.89
135.0803 C9H11O+ 1 135.0804 -0.68
135.1167 C10H15+ 1 135.1168 -1.09
136.0752 C8H10NO+ 1 136.0757 -3.33
137.0707 C7H9N2O+ 1 137.0709 -1.93
138.0549 C7H8NO2+ 1 138.055 -0.42
139.0868 C7H11N2O+ 1 139.0866 1.2
140.0703 C7H10NO2+ 1 140.0706 -2.23
142.0653 C10H8N+ 1 142.0651 1.03
143.0734 C10H9N+ 1 143.073 3.39
143.0854 C11H11+ 1 143.0855 -1.21
144.0808 C10H10N+ 1 144.0808 0.32
144.0926 C11H12+ NA 144.0934 -5.2
145.0761 C9H9N2+ 1 145.076 0.58
145.0894 C10H11N+ NA 145.0886 5.82
145.101 C11H13+ 1 145.1012 -1.04
146.0602 C9H8NO+ 1 146.06 1.05
146.0962 C10H12N+ 1 146.0964 -1.52
146.1088 C11H14+ 1 146.109 -1.33
148.1112 C10H14N+ NA 148.1121 -5.88
149.0709 C8H9N2O+ 1 149.0709 -0.32
150.0549 C8H8NO2+ 1 150.055 -0.55
150.0909 C9H12NO+ 1 150.0913 -2.84
151.0864 C8H11N2O+ 1 151.0866 -0.95
152.1069 C9H14NO+ 1 152.107 -0.42
154.0657 C11H8N+ 1 154.0651 3.75
155.0814 C7H11N2O2+ 1 155.0815 -0.43
157.0608 C6H9N2O3+ 1 157.0608 0
157.1011 C12H13+ 1 157.1012 -0.69
157.1336 C8H17N2O+ 1 157.1335 0.38
158.0599 C10H8NO+ 1 158.06 -0.67
158.0839 C10H10N2+ 1 158.0838 0.26
158.096 C11H12N+ 1 158.0964 -2.75
159.0916 C10H11N2+ 1 159.0917 -0.28
160.0753 C10H10NO+ 1 160.0757 -2.49
161.0965 C11H13O+ 1 161.0961 2.67
162.1275 C11H16N+ 1 162.1277 -1.65
163.1117 C11H15O+ 1 163.1117 -0.34
165.0696 C13H9+ 1 165.0699 -1.4
165.1027 C9H13N2O+ 1 165.1022 2.49
166.0772 C13H10+ 1 166.0777 -2.98
167.0816 C8H11N2O2+ 1 167.0815 0.35
168.0654 C8H10NO3+ 1 168.0655 -0.92
168.0808 C12H10N+ 1 168.0808 0.09
169.076 C11H9N2+ 1 169.076 -0.1
169.0998 C13H13+ NA 169.1012 -8.17
170.0599 C11H8NO+ 1 170.06 -0.55
170.0964 C12H12N+ 1 170.0964 -0.06
171.0792 C10H9N3+ 1 171.0791 0.83
171.092 C11H11N2+ 1 171.0917 2.16
171.1165 C13H15+ 1 171.1168 -1.89
172.1124 C12H14N+ 1 172.1121 1.74
173.0963 C12H13O+ 1 173.0961 1.38
174.1038 C12H14O+ 1 174.1039 -0.67
179.0847 C14H11+ 1 179.0855 -4.43
180.093 C14H12+ 2 180.0934 -1.89
181.1012 C14H13+ 2 181.1012 -0.14
181.1331 C10H17N2O+ 1 181.1335 -2.41
182.0824 C9H12NO3+ NA 182.0812 6.79
182.0964 C13H12N+ 1 182.0964 -0.07
185.0711 C11H9N2O+ 1 185.0709 0.91
185.1069 C12H13N2+ 1 185.1073 -2.18
186.0911 C12H12NO+ 1 186.0913 -1.26
187.0867 C11H11N2O+ 1 187.0866 0.61
188.0708 C11H10NO2+ 1 188.0706 1.1
188.1065 C12H14NO+ 2 188.107 -2.35
188.1431 C13H18N+ 1 188.1434 -1.26
190.1223 C12H16NO+ 1 190.1226 -1.57
192.0937 CH14N5O6+ 2 192.0939 -1.06
193.0987 C10H13N2O2+ NA 193.0972 8
194.0595 C13H8NO+ 2 194.06 -2.59
194.1651 C11H20N3+ 1 194.1652 -0.31
195.0767 C9H11N2O3+ 1 195.0764 1.35
195.1161 H21NO10+ 2 195.116 0.74
196.0604 C9H10NO4+ 1 196.0604 -0.13
196.0997 C13H12N2+ 2 196.0995 1.02
197.0706 C12H9N2O+ 1 197.0709 -1.67
197.1075 C13H13N2+ 2 197.1073 0.76
198.0911 C13H12NO+ 1 198.0913 -1.08
200.1436 C14H18N+ 2 200.1434 1.13
205.0989 CH19NO10+ NA 205.1003 -7.25
207.092 H13N7O6+ 3 207.0922 -0.85
209.1076 C14H13N2+ 3 209.1073 1.17
211.072 C9H11N2O4+ 2 211.0713 3.06
213.0871 C9H13N2O4+ 1 213.087 0.45
215.0824 H15N4O9+ 2 215.0834 -4.22
218.1542 H22N6O7+ 2 218.1544 -0.91
222.1602 C12H20N3O+ 1 222.1601 0.42
225.1026 H15N7O7+ 3 225.1027 -0.58
226.1592 C16H20N+ 3 226.159 0.77
227.1545 C15H19N2+ 4 227.1543 1.07
235.0869 CH13N7O7+ 4 235.0871 -0.72
236.0942 C15H12N2O+ 5 236.0944 -0.93
237.1019 C15H13N2O+ 5 237.1022 -1.55
237.1643 C4H23N5O6+ 2 237.1643 -0.01
239.0666 C10H11N2O5+ 2 239.0662 1.54
243.1123 C14H15N2O2+ 3 243.1128 -2.09
244.1121 C18H14N+ 3 244.1121 0.29
253.0974 C15H13N2O2+ 3 253.0972 0.86
270.1238 C15H16N3O2+ 4 270.1237 0.51
271.1075 C15H15N2O3+ 3 271.1077 -0.86
288.1344 C15H18N3O3+ 3 288.1343 0.54
PK$NUM_PEAK: 178
PK$PEAK: m/z int. rel.int.
74.0237 61687.4 14
77.0383 87725.4 20
79.0542 636217.2 149
80.0494 95185.4 22
81.0698 41815.5 9
82.0287 64283.8 15
82.0651 440911.9 103
84.0444 913216.3 215
84.0807 20286.6 4
85.0283 42197.3 9
86.0598 33955.8 7
86.0964 1714465.6 403
91.0542 1794736.8 422
92.062 13664.4 3
93.0699 873047.4 205
94.0651 130414.4 30
95.0491 485454.2 114
95.0856 117779.3 27
96.0442 23947 5
96.0809 74726.5 17
97.0758 20764.8 4
98.0602 25653.4 6
99.0916 405645 95
101.0707 21570.1 5
102.0467 27203.8 6
102.0549 98615.4 23
103.0542 2113764.2 497
105.0448 134144.5 31
105.0699 1816817.8 427
107.0855 4242042 999
108.0682 29347.7 6
108.0807 41755.6 9
109.0648 195377.2 46
110.06 302694.5 71
110.0962 39737.1 9
111.0553 187260.9 44
112.0392 37261.4 8
112.0756 30114.2 7
113.0232 156643.7 36
113.0708 34264.1 8
114.0548 23936.3 5
115.0542 390650.6 91
116.062 28382.4 6
117.0577 90021.6 21
117.0698 607090.3 142
118.0647 76525.1 18
119.0604 106465.3 25
119.0856 247466.9 58
120.0569 52943.1 12
120.0808 63651 14
120.0933 38862.8 9
121.0646 38106 8
121.0758 181626.3 42
121.1008 73685.6 17
122.0598 50128.2 11
122.0835 15008 3
122.0964 83451.3 19
123.0915 73143.9 17
124.0759 133861.3 31
124.1121 94782.8 22
125.0709 53871 12
126.055 35481.4 8
127.0865 3552658 836
128.0618 133111.7 31
128.0707 68330.9 16
129.0699 142016.5 33
130.0505 123874.3 29
130.0651 649935.8 153
130.0767 34059.8 8
131.0749 22288.5 5
131.0855 335789.6 79
132.0807 912883.5 214
133.0646 25406.5 5
133.1011 170569.2 40
134.0962 38969.7 9
135.0803 1746128 411
135.1167 1587503.5 373
136.0752 37105.3 8
137.0707 20856.1 4
138.0549 381983.8 89
139.0868 59662.8 14
140.0703 39469.1 9
142.0653 128656.4 30
143.0734 25567.5 6
143.0854 150288.1 35
144.0808 275627.2 64
144.0926 27128.9 6
145.0761 81862.8 19
145.0894 18518 4
145.101 192115.4 45
146.0602 85759.4 20
146.0962 151592.4 35
146.1088 72124.3 16
148.1112 11021.3 2
149.0709 344538.3 81
150.0549 25066.4 5
150.0909 19324.4 4
151.0864 50511.8 11
152.1069 28819 6
154.0657 54465.4 12
155.0608 27284 6
155.0814 548873.5 129
157.0608 486853.1 114
157.1011 24514.2 5
157.1336 53309.2 12
158.0599 36082.4 8
158.0839 460614.5 108
158.096 34374.6 8
159.0916 2092375.9 492
159.1169 72097.7 16
160.0753 96652.3 22
161.0965 70844.5 16
162.1275 90384.1 21
163.1117 458752.3 108
165.0696 47302.3 11
165.1027 23666.5 5
166.0772 42659.2 10
167.0816 1168823.2 275
168.0654 85105.1 20
168.0808 83609.8 19
169.076 598665 140
169.0998 41299.2 9
170.0599 213336.3 50
170.0964 26635.6 6
171.0792 14331.6 3
171.092 57256.2 13
171.1165 27273 6
172.1124 19803.9 4
173.0963 62239.4 14
174.1038 26828.2 6
179.0847 33060.5 7
180.093 52432.5 12
181.1012 74631.5 17
181.1331 81202.5 19
182.0824 16099.5 3
182.0964 20921.7 4
185.0711 199455.8 46
185.1069 96790.1 22
186.0911 17787.7 4
187.0867 196608.1 46
188.0708 101729.6 23
188.1065 27244.9 6
188.1431 42509.9 10
190.1223 21233.6 5
192.0937 16180.8 3
193.0987 59663.1 14
194.0595 20088.6 4
194.1651 24465.2 5
195.0767 462250.5 108
195.1161 78138.7 18
196.0604 87814.8 20
196.0997 19431.9 4
197.0706 19524.7 4
197.1075 154187.8 36
198.0911 28593.8 6
200.1436 21337.1 5
205.0989 14490.9 3
207.092 39121.8 9
209.1076 62972.1 14
211.072 19487.7 4
213.0871 700760.2 165
215.0824 74858.6 17
218.1542 64124.2 15
222.1602 18499.8 4
225.1026 85363 20
226.1592 84260.1 19
227.1545 31170.3 7
235.0869 184098.4 43
236.0942 63442.9 14
237.1019 22667.7 5
237.1643 19526.3 4
239.0666 50725.5 11
243.1123 33789.6 7
244.1121 52614.6 12
253.0974 80251 18
270.1238 45523 10
271.1075 98012.8 23
288.1344 43888.8 10
//