ACCESSION: MSBNK-Eawag-EQ324908
RECORD_TITLE: MCLW; LC-ESI-QFT; MS2; CE: 150%; 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 150 % (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-c8488537557cae2423f9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
74.0236 C2H4NO2+ 1 74.0237 -0.54
77.0385 C6H5+ 1 77.0386 -1.53
78.0464 C6H6+ 1 78.0464 0.61
79.0542 C6H7+ 1 79.0542 -0.4
80.0494 C5H6N+ 1 80.0495 -0.48
81.0335 C5H5O+ 1 81.0335 0.26
81.0447 C4H5N2+ 1 81.0447 -0.43
81.0572 C5H7N+ 1 81.0573 -1.31
81.07 C6H9+ 1 81.0699 1.67
82.0287 C4H4NO+ 1 82.0287 -0.75
82.0651 C5H8N+ 1 82.0651 -0.2
84.0444 C4H6NO+ 1 84.0444 0.08
85.0284 C4H5O2+ 1 85.0284 -0.02
86.0601 C4H8NO+ 1 86.06 0.63
86.0964 C5H12N+ 1 86.0964 0.18
89.0385 C7H5+ 1 89.0386 -0.63
90.0461 C7H6+ 1 90.0464 -3.14
91.0543 C7H7+ 1 91.0542 0.26
92.0494 C6H6N+ 1 92.0495 -0.52
92.062 C7H8+ 1 92.0621 -0.55
93.0574 C6H7N+ 1 93.0573 1.39
93.0699 C7H9+ 1 93.0699 0.29
94.041 C6H6O+ 1 94.0413 -3.09
94.0652 C6H8N+ 1 94.0651 0.66
95.0491 C6H7O+ 1 95.0491 0.02
96.0444 C5H6NO+ 1 96.0444 0.01
96.0683 C5H8N2+ 1 96.0682 1.22
96.0808 C6H10N+ 1 96.0808 -0.08
99.0916 C5H11N2+ 1 99.0917 -1.04
102.0463 C8H6+ 1 102.0464 -0.63
103.0542 C8H7+ 1 103.0542 -0.21
104.0494 C7H6N+ 1 104.0495 -0.87
104.0618 C8H8+ 1 104.0621 -2.29
105.0447 C6H5N2+ 1 105.0447 0.07
105.0699 C8H9+ 1 105.0699 0.02
106.0529 C6H6N2+ 1 106.0525 2.91
106.0653 C7H8N+ 1 106.0651 1.44
106.0776 C8H10+ 1 106.0777 -0.89
107.0855 C8H11+ 1 107.0855 -0.21
108.0443 C6H6NO+ 1 108.0444 -0.78
108.0684 C6H8N2+ 1 108.0682 1.42
108.0805 C7H10N+ 1 108.0808 -2.2
109.0648 C7H9O+ 1 109.0648 -0.08
110.0601 C6H8NO+ 1 110.06 0.11
111.0552 C5H7N2O+ 1 111.0553 -0.52
113.0233 C5H5O3+ 1 113.0233 -0.57
115.0542 C9H7+ 1 115.0542 -0.11
116.0494 C8H6N+ 1 116.0495 -0.59
116.0621 C9H8+ 1 116.0621 0.44
117.0572 C8H7N+ 1 117.0573 -0.77
117.0699 C9H9+ 1 117.0699 0.18
118.0651 C8H8N+ 1 118.0651 -0.63
119.0604 C7H7N2+ 1 119.0604 0.56
119.0855 C9H11+ 1 119.0855 -0.32
120.0569 C8H8O+ 1 120.057 -0.57
120.0805 C8H10N+ 1 120.0808 -2.27
120.0934 C9H12+ 1 120.0934 0.31
121.076 C7H9N2+ 1 121.076 -0.51
122.06 C7H8NO+ 1 122.06 -0.37
122.0837 C7H10N2+ 1 122.0838 -1.29
123.0916 C7H11N2+ 1 123.0917 -0.99
127.0865 C6H11N2O+ 1 127.0866 -0.4
128.062 C10H8+ 1 128.0621 -0.48
129.0697 C10H9+ 1 129.0699 -1.02
130.0652 C9H8N+ 1 130.0651 0.21
131.073 C9H9N+ 1 131.073 0.47
131.0855 C10H11+ 1 131.0855 -0.48
132.0808 C9H10N+ 1 132.0808 -0.09
133.1013 C10H13+ 1 133.1012 0.59
134.0597 C8H8NO+ 1 134.06 -2.39
134.0965 C9H12N+ 1 134.0964 0.73
135.0804 C9H11O+ 1 135.0804 -0.46
135.1166 C10H15+ 1 135.1168 -1.42
139.0862 C7H11N2O+ 1 139.0866 -2.85
140.0496 C10H6N+ 1 140.0495 1.01
141.0699 C11H9+ 1 141.0699 0.24
142.0652 C10H8N+ 1 142.0651 0.5
142.0765 C11H10+ NA 142.0777 -8.65
143.0729 C10H9N+ 1 143.073 -0.34
144.0808 C10H10N+ 1 144.0808 0.43
144.0921 C11H12+ NA 144.0934 -8.91
145.065 C10H9O+ 1 145.0648 1.23
145.076 C9H9N2+ 1 145.076 -0.26
145.101 C11H13+ 1 145.1012 -1.04
146.0605 C9H8NO+ 1 146.06 2.82
146.0961 C10H12N+ 1 146.0964 -2.36
149.071 C8H9N2O+ 1 149.0709 0.3
152.0613 C12H8+ 1 152.0621 -4.73
153.0696 C12H9+ 1 153.0699 -1.57
154.0648 C11H8N+ 1 154.0651 -2
154.0764 C12H10+ NA 154.0777 -8.26
155.0603 C10H7N2+ 1 155.0604 -0.65
156.0687 C10H8N2+ 1 156.0682 3.01
156.0806 C11H10N+ 1 156.0808 -1.31
157.0761 C10H9N2+ 1 157.076 0.7
158.084 C10H10N2+ 1 158.0838 1.12
158.0962 C11H12N+ 1 158.0964 -1.5
159.0809 C11H11O+ 1 159.0804 3
159.0918 C10H11N2+ 1 159.0917 0.68
160.0756 C10H10NO+ 1 160.0757 -0.48
165.07 C13H9+ 1 165.0699 0.64
166.0778 C13H10+ 1 166.0777 0.88
167.06 C11H7N2+ 1 167.0604 -1.96
167.0711 C9H11O3+ NA 167.0703 5.02
167.0843 C13H11+ NA 167.0855 -7.56
168.0672 C11H8N2+ NA 168.0682 -6.25
168.081 C12H10N+ 1 168.0808 1.27
169.0761 C11H9N2+ 1 169.076 0.44
170.0599 C11H8NO+ 1 170.06 -0.91
170.0962 C12H12N+ 1 170.0964 -1.05
171.0922 C11H11N2+ 1 171.0917 2.78
178.0775 C14H10+ 2 178.0777 -1.09
179.086 H13N5O6+ 2 179.086 0.06
180.0809 C13H10N+ 1 180.0808 0.58
180.0948 C2H16N2O7+ 1 180.0952 -2.34
182.084 C12H10N2+ 1 182.0838 0.62
185.0714 C11H9N2O+ 1 185.0709 2.23
193.102 CH15N5O6+ 2 193.1017 1.45
195.0919 C13H11N2+ 2 195.0917 1.2
197.1076 C13H13N2+ 2 197.1073 1.15
202.0791 C4H14N2O7+ 2 202.0796 -2.21
206.0837 C14H10N2+ 3 206.0838 -0.51
207.0926 CH19O11+ 4 207.0922 1.93
235.0869 CH13N7O7+ 4 235.0871 -0.78
PK$NUM_PEAK: 130
PK$PEAK: m/z int. rel.int.
74.0236 52136.5 12
77.0385 217656.5 52
78.0464 40046.9 9
79.0542 1216736.1 295
80.0494 322138.5 78
81.0335 42541.1 10
81.0447 25706.3 6
81.0572 26303.8 6
81.07 62517.8 15
82.0287 126771.3 30
82.0651 499143.4 121
84.0444 582435.8 141
84.0808 17397 4
85.0284 89930.2 21
86.0601 65754.6 15
86.0964 255772.7 62
89.0385 40733.9 9
90.0461 23774.5 5
91.0543 4111001.8 999
92.0494 30796.5 7
92.062 110330.8 26
93.0574 31817.7 7
93.0699 478299.6 116
94.041 28808.5 7
94.0652 208592.4 50
95.0491 1907592.9 463
95.0855 52778.7 12
96.0444 37767.7 9
96.0683 21193.6 5
96.0808 44307.9 10
99.0916 222033 53
102.0463 116176.8 28
103.0542 3663298.5 890
104.0494 15884.8 3
104.0618 25693.1 6
105.0447 719851.1 174
105.0699 1789374.2 434
106.0529 70704.7 17
106.0653 49631.4 12
106.0776 22202.1 5
107.0491 25503.7 6
107.0855 1288606.4 313
108.0443 12113.4 2
108.0684 66683.4 16
108.0805 28587.6 6
109.0648 331706.8 80
109.0761 14713.5 3
110.0601 85106.5 20
111.0552 82109.6 19
113.0233 165803.4 40
115.0542 1256033.9 305
116.0494 44156.2 10
116.0621 84876.5 20
117.0572 611193.5 148
117.0699 257234.1 62
118.0651 193896.6 47
119.0604 193288.7 46
119.0855 138037 33
120.0569 43190.1 10
120.0805 72750.4 17
120.0934 50900.6 12
121.0662 15295.8 3
121.076 346934.7 84
122.06 49057.8 11
122.0837 29124.3 7
123.0916 31169.6 7
127.0545 19914 4
127.0865 698863.6 169
128.062 285366.1 69
129.0697 181193.9 44
130.0652 1091039.4 265
131.073 45026.4 10
131.0855 167140.2 40
132.0808 995764.5 241
133.1013 37004.4 8
134.0597 12916.6 3
134.0965 24820 6
135.0804 71846.1 17
135.1166 48931.4 11
139.0862 32635.1 7
140.0496 82828.6 20
141.0699 67327.6 16
142.0652 342637.1 83
142.0765 22304.3 5
143.0729 140926.2 34
144.0808 211270.1 51
144.0921 12934.3 3
145.065 27081.5 6
145.076 33174.9 8
145.101 13715.5 3
146.0605 49399.9 12
146.0961 25244.5 6
149.071 95574.6 23
152.0613 40072.7 9
153.0696 40360.2 9
154.0648 58783.9 14
154.0764 19047.3 4
155.0603 45931.8 11
156.0687 12788.9 3
156.0806 15339 3
157.0761 70797 17
158.084 142470.6 34
158.0962 19597.9 4
159.0809 17854 4
159.0918 256104.4 62
160.0756 126599.4 30
165.07 157194.7 38
166.0778 37874.2 9
167.06 40830.1 9
167.0711 26867.4 6
167.0843 82477.6 20
168.0672 39285.8 9
168.081 62217.5 15
169.0761 371153.3 90
170.0599 80663.8 19
170.0962 16256.4 3
171.0922 15125.9 3
178.0775 64991.3 15
179.086 68302.8 16
180.0809 27384.1 6
180.0948 15589.1 3
182.084 78136.6 18
185.0714 55234.3 13
193.102 17480.9 4
195.0919 28333.9 6
197.1076 32599.2 7
202.0791 26197.3 6
206.0837 130344.7 31
207.0926 49108.4 11
235.0869 45153.1 10
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