ACCESSION: MSBNK-Eawag-EQ324909
RECORD_TITLE: MCLW; LC-ESI-QFT; MS2; CE: 180%; 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 180 % (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-bdbbafb13f3ac640a8c2
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 -1.03
78.0464 C6H6+ 1 78.0464 0.61
79.0542 C6H7+ 1 79.0542 -0.2
80.0494 C5H6N+ 1 80.0495 -0.77
81.0335 C5H5O+ 1 81.0335 0.26
81.0446 C4H5N2+ 1 81.0447 -1.47
81.0574 C5H7N+ 1 81.0573 1.79
81.07 C6H9+ 1 81.0699 1.95
82.0289 C4H4NO+ 1 82.0287 1.86
82.0651 C5H8N+ 1 82.0651 -0.11
84.0444 C4H6NO+ 1 84.0444 0.26
85.0284 C4H5O2+ 1 85.0284 -0.56
86.0601 C4H8NO+ 1 86.06 0.9
86.0964 C5H12N+ 1 86.0964 0
89.0386 C7H5+ 1 89.0386 0.14
90.0464 C7H6+ 1 90.0464 -0.01
91.0543 C7H7+ 1 91.0542 0.43
92.0492 C6H6N+ 1 92.0495 -2.92
92.0621 C7H8+ 1 92.0621 0.53
93.0699 C7H9+ 1 93.0699 0.62
94.0652 C6H8N+ 1 94.0651 0.66
95.0492 C6H7O+ 1 95.0491 0.1
96.0444 C5H6NO+ 1 96.0444 0.01
96.0683 C5H8N2+ 1 96.0682 1.14
96.0807 C6H10N+ 1 96.0808 -0.32
97.076 C5H9N2+ 1 97.076 -0.47
99.0917 C5H11N2+ 1 99.0917 0.12
102.0464 C8H6+ 1 102.0464 0.26
103.0542 C8H7+ 1 103.0542 0.01
104.0621 C8H8+ 1 104.0621 0.35
105.0448 C6H5N2+ 1 105.0447 0.58
105.0699 C8H9+ 1 105.0699 0.16
106.053 C6H6N2+ 1 106.0525 4.34
106.0652 C7H8N+ 1 106.0651 0.72
107.0855 C8H11+ 1 107.0855 -0.14
108.0683 C6H8N2+ 1 108.0682 1
108.0807 C7H10N+ 1 108.0808 -0.51
109.0648 C7H9O+ 1 109.0648 -0.15
110.0601 C6H8NO+ 1 110.06 0.94
111.0555 C5H7N2O+ 1 111.0553 2.22
113.0235 C5H5O3+ 1 113.0233 1.19
115.0542 C9H7+ 1 115.0542 0.03
116.0494 C8H6N+ 1 116.0495 -0.52
116.0623 C9H8+ 1 116.0621 2.54
117.0573 C8H7N+ 1 117.0573 -0.12
117.0699 C9H9+ 1 117.0699 0.58
118.065 C8H8N+ 1 118.0651 -0.69
119.0605 C7H7N2+ 1 119.0604 0.94
119.0854 C9H11+ 1 119.0855 -0.71
120.0568 C8H8O+ 1 120.057 -1.52
120.0807 C8H10N+ 1 120.0808 -0.23
120.0933 C9H12+ 1 120.0934 -0.07
121.076 C7H9N2+ 1 121.076 -0.45
122.0599 C7H8NO+ 1 122.06 -1.05
122.0841 C7H10N2+ 1 122.0838 2.21
122.0964 C8H12N+ 1 122.0964 -0.25
123.0916 C7H11N2+ 1 123.0917 -0.56
127.0866 C6H11N2O+ 1 127.0866 -0.04
128.062 C10H8+ 1 128.0621 -0.24
129.0699 C10H9+ 1 129.0699 0.51
130.0651 C9H8N+ 1 130.0651 0.1
131.0731 C9H9N+ 1 131.073 1.29
131.0855 C10H11+ 1 131.0855 -0.36
132.0807 C9H10N+ 1 132.0808 -0.21
133.1009 C10H13+ 1 133.1012 -2.05
135.0804 C9H11O+ 1 135.0804 -0.12
135.1166 C10H15+ 1 135.1168 -1.99
138.0548 C7H8NO2+ 1 138.055 -1.08
140.0492 C10H6N+ 1 140.0495 -1.93
141.0696 C11H9+ 1 141.0699 -1.81
142.0653 C10H8N+ 1 142.0651 1.25
142.0765 C11H10+ NA 142.0777 -8.33
143.0731 C10H9N+ 1 143.073 1.15
144.0809 C10H10N+ 1 144.0808 0.96
145.0646 C10H9O+ 1 145.0648 -0.98
145.0759 C9H9N2+ 1 145.076 -1.11
145.1007 C11H13+ 1 145.1012 -3.25
146.0601 C9H8NO+ 1 146.06 0.11
146.0966 C10H12N+ 1 146.0964 0.99
149.071 C8H9N2O+ 1 149.0709 0.61
152.0623 C12H8+ 1 152.0621 1.59
153.0699 C12H9+ 1 153.0699 -0.08
154.0651 C11H8N+ 1 154.0651 -0.41
154.0768 C12H10+ NA 154.0777 -5.58
155.0601 C10H7N2+ 1 155.0604 -1.54
155.0727 C11H9N+ 1 155.073 -1.85
157.076 C10H9N2+ 1 157.076 -0.08
158.0839 C10H10N2+ 1 158.0838 0.54
158.0968 C11H12N+ 1 158.0964 2.17
159.0806 C11H11O+ 1 159.0804 1.08
159.0919 C10H11N2+ 1 159.0917 1.35
160.0758 C10H10NO+ 1 160.0757 0.85
165.07 C13H9+ 1 165.0699 0.64
166.0775 C13H10+ 1 166.0777 -1.24
167.06 C11H7N2+ 1 167.0604 -2.32
168.068 C11H8N2+ 1 168.0682 -1.25
168.081 C12H10N+ 1 168.0808 1.18
169.0761 C11H9N2+ 1 169.076 0.71
170.06 C11H8NO+ 1 170.06 -0.37
178.0777 C14H10+ 2 178.0777 -0.23
179.0856 C14H11+ 2 179.0855 0.42
180.0807 C13H10N+ 1 180.0808 -0.35
182.0838 C12H10N2+ 1 182.0838 -0.3
185.0715 C11H9N2O+ 1 185.0709 3.06
206.0843 H12N7O6+ 3 206.0844 -0.38
207.0923 CH19O11+ 3 207.0922 0.38
235.0863 C15H11N2O+ 5 235.0866 -1.22
PK$NUM_PEAK: 112
PK$PEAK: m/z int. rel.int.
74.0236 50507.5 12
77.0385 208159 51
78.0464 26294.9 6
79.0542 1143910.2 284
80.0494 305285.6 76
81.0335 42310.2 10
81.0446 31900.9 7
81.0574 19078.2 4
81.07 70499.4 17
82.0289 101937.7 25
82.0651 446974.2 111
84.0444 585657.2 145
85.0284 86778.5 21
86.0601 59444.6 14
86.0964 260761.5 64
89.0386 34347 8
90.0464 16015.4 3
91.0543 4011447 999
92.0492 22536.2 5
92.0621 90221.6 22
93.0699 439191 109
94.0652 215498.6 53
95.0492 1905420.2 474
95.0603 52721 13
95.0856 55837.8 13
96.0444 37079.5 9
96.0683 41130.9 10
96.0807 46060.8 11
97.076 19682.2 4
99.0917 228682.1 56
102.0464 138583.8 34
103.0542 3889003.2 968
104.0621 32735.1 8
105.0448 658213 163
105.0699 1871804.4 466
106.053 67489.2 16
106.0652 35539.4 8
107.0493 18974.3 4
107.0855 1392353.1 346
108.0683 49880.5 12
108.0807 51497.1 12
109.0648 332486.4 82
110.0601 69923.5 17
111.0555 72004.5 17
113.0235 131765.2 32
115.0542 1280448 318
116.0494 60947.5 15
116.0623 84249.8 20
117.0573 685631.5 170
117.0699 277847.1 69
118.065 232165.4 57
119.0605 196728.9 48
119.0854 117215.5 29
120.0568 55325.3 13
120.0807 62107.5 15
120.0933 49283.1 12
121.076 383378.4 95
122.0599 35595.5 8
122.0841 18741.4 4
122.0964 15720.7 3
123.0916 27792.7 6
127.0866 695094.2 173
128.062 242614.7 60
129.0699 169161 42
130.0651 1185185 295
130.077 37588.1 9
131.0731 43501.9 10
131.0855 151305.2 37
132.0807 1054009.9 262
133.1009 22557.3 5
135.0804 79921.2 19
135.1166 41762.4 10
138.0548 21095.8 5
140.0492 60731.4 15
141.0696 61839.5 15
142.0653 370953.8 92
142.0765 23472.4 5
143.0731 163518.1 40
144.0809 174285.6 43
145.0646 36915.7 9
145.0759 35075.2 8
145.1007 18349.1 4
146.0601 39402.4 9
146.0966 30049 7
149.071 106209.1 26
152.0623 33174 8
153.0699 34644.1 8
154.0651 51539.2 12
154.0768 18890.3 4
155.0601 49874.7 12
155.0727 19827.2 4
157.076 77327.1 19
158.0839 105482.9 26
158.0968 36218.4 9
159.0806 20262.2 5
159.0919 248914.7 61
160.0758 92869.8 23
165.07 157418.7 39
166.0775 36666.9 9
167.06 26499.6 6
168.068 30375.2 7
168.081 69165.5 17
169.0761 360756.2 89
170.06 44232.1 11
178.0777 67254.3 16
179.0856 86960 21
180.0807 38315.9 9
182.0838 98699.1 24
185.0715 80550.4 20
206.0843 89043.6 22
207.0923 43225.2 10
235.0863 44547.1 11
//
