ACCESSION: MSBNK-Eawag-EQ324753
RECORD_TITLE: MCLF; LC-ESI-QFT; MS2; CE: 45%; 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 3247
COMMENT: NaToxAq - Natural Toxins and Drinking Water Quality - From Source to Tap (https://natoxaq.ku.dk)
COMMENT: EQ cyanopeptide spectra replaced with more comprehensive acquisition.
CH$NAME: MCLF
CH$NAME: Microcystin LF
CH$NAME: 15-benzyl-18-[(1E,3E)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
CH$COMPOUND_CLASS: NA
CH$FORMULA: C52H71N7O12
CH$EXACT_MASS: 985.5161
CH$SMILES: COC(Cc1ccccc1)C(C)/C=C(C)/C=C/C2NC(=O)C(Cc3ccccc3)NC(=O)C(C)C(NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(=C)N(C)C(=O)CCC(NC(=O)C2C)C(O)=O)C(O)=O
CH$IUPAC: InChI=1S/C52H71N7O12/c1-29(2)25-40-50(66)58-44(52(69)70)33(6)46(62)56-41(27-36-17-13-11-14-18-36)49(65)54-38(22-21-30(3)26-31(4)42(71-10)28-37-19-15-12-16-20-37)32(5)45(61)55-39(51(67)68)23-24-43(60)59(9)35(8)48(64)53-34(7)47(63)57-40/h11-22,26,29,31-34,38-42,44H,8,23-25,27-28H2,1-7,9-10H3,(H,53,64)(H,54,65)(H,55,61)(H,56,62)(H,57,63)(H,58,66)(H,67,68)(H,69,70)/b22-21+,30-26+
CH$LINK: PUBCHEM
CID:6442256
CH$LINK: INCHIKEY
FEVBMCJUKWWWBT-BNIOFCGNSA-N
CH$LINK: CHEMSPIDER
4946344
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 45 % (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$CHROMATOGRAPHY: RETENTION_TIME 12.295 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B MeOH with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 190.9277
MS$FOCUSED_ION: PRECURSOR_M/Z 984.5088
MS$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: splash10-00or-0920000000-9218d80467e9245fb44b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
72.0454 C3H6NO- 1 72.0455 -1.07
73.0296 C3H5O2- 1 73.0295 0.81
74.0249 C2H4NO2- 1 74.0248 1.88
82.0298 C4H4NO- 1 82.0298 -0.17
82.0663 C5H8N- 1 82.0662 0.64
84.0455 C4H6NO- 1 84.0455 -0.13
87.0568 C3H7N2O- 1 87.0564 4.38
88.0406 C3H6NO2- 1 88.0404 1.93
91.0556 C7H7- 1 91.0553 2.64
96.0455 C5H6NO- 1 96.0455 0.65
98.0249 C4H4NO2- 1 98.0248 1.47
98.0612 C5H8NO- 1 98.0611 0.68
99.0565 C4H7N2O- 1 99.0564 0.8
100.0403 C4H6NO2- 1 100.0404 -0.88
109.0406 C5H5N2O- 1 109.0407 -1.13
110.0248 C5H4NO2- 1 110.0248 0.89
112.0405 C5H6NO2- 1 112.0404 0.53
112.0768 C6H10NO- 1 112.0768 0.52
113.0357 C4H5N2O2- 1 113.0357 0.07
118.0659 C8H8N- 1 118.0662 -2.68
122.0488 C6H6N2O- 1 122.0486 1.69
122.0613 C7H8NO- 1 122.0611 1.36
123.0328 C6H5NO2- 1 123.0326 1.75
123.0566 C6H7N2O- 1 123.0564 1.65
124.0403 C6H6NO2- 1 124.0404 -0.44
125.0356 C5H5N2O2- 1 125.0357 -0.07
125.0722 C6H9N2O- 1 125.072 1.45
127.0513 C5H7N2O2- 1 127.0513 -0.3
127.0876 C6H11N2O- 1 127.0877 -0.97
128.0354 C5H6NO3- 1 128.0353 0.4
129.1034 C6H13N2O- 1 129.1033 0.13
130.0873 C6H12NO2- 1 130.0874 -0.56
131.0869 C10H11- 1 131.0866 2.25
136.1131 C9H14N- 1 136.1132 -0.41
137.0719 C7H9N2O- 1 137.072 -0.78
138.0435 C6H6N2O2- 1 138.0435 0.05
139.0876 C7H11N2O- 1 139.0877 -0.8
141.0672 C6H9N2O2- 1 141.067 1.49
146.0611 C9H8NO- 1 146.0611 0.06
150.056 C8H8NO2- 1 150.0561 -0.35
152.083 C7H10N3O- 1 152.0829 0.24
153.0668 C7H9N2O2- 1 153.067 -1.06
153.1032 C8H13N2O- 1 153.1033 -0.72
155.0825 C7H11N2O2- 1 155.0826 -0.94
155.1188 C8H15N2O- 1 155.119 -1.29
165.0663 C8H9N2O2- 2 165.067 -3.83
165.1028 C9H13N2O- 1 165.1033 -2.96
166.0866 C7H10N4O- 2 166.086 3.3
166.0993 C10H14O2- 2 166.0999 -3.7
167.0823 C8H11N2O2- 1 167.0826 -1.59
169.1346 C9H17N2O- 1 169.1346 -0.28
170.0931 C7H12N3O2- 1 170.0935 -2.5
171.0775 C7H11N2O3- 1 171.0775 0.09
171.1152 C8H15N2O2- NA 171.1139 7.53
180.0774 C8H10N3O2- 1 180.0779 -2.43
180.1142 C9H14N3O- 1 180.1142 -0.44
181.0617 C8H9N2O3- 1 181.0619 -1.08
181.0982 C9H13N2O2- 1 181.0983 -0.54
182.1292 C7H14N6- 2 182.1285 3.65
183.1132 C7H13N5O- 2 183.1126 3.28
194.129 C8H14N6- 2 194.1285 2.5
195.1139 C10H15N2O2- 1 195.1139 0.12
198.1237 C7H14N6O- 1 198.1235 1.21
200.1396 C7H16N6O- 2 200.1391 2.48
208.1085 C10H14N3O2- 2 208.1092 -3.16
211.0712 C7H9N5O3- 1 211.0711 0.59
212.1401 C10H18N3O2- 2 212.1405 -1.58
213.1032 C13H13N2O- 2 213.1033 -0.86
214.0868 C13H12NO2- 2 214.0874 -2.7
222.1246 C11H16N3O2- 1 222.1248 -0.93
222.1608 C12H20N3O- 2 222.1612 -1.93
226.119 C8H14N6O2- 2 226.1184 2.75
238.1554 C10H18N6O- 2 238.1548 2.54
240.172 C12H22N3O2- 2 240.1718 0.94
265.1657 C12H25O6- 3 265.1657 0.15
283.1764 C12H27O7- 3 283.1762 0.58
293.1609 C13H25O7- 3 293.1606 1.04
311.175 C17H21N5O- 5 311.1752 -0.54
313.1812 C20H25O3- 2 313.1809 0.76
384.233 C27H30NO- 5 384.2333 -0.67
PK$NUM_PEAK: 80
PK$PEAK: m/z int. rel.int.
72.0454 22828.8 25
73.0296 17221.2 18
74.0249 34514.5 37
82.0298 19236.1 21
82.0663 25525.2 28
84.0455 48370.3 53
87.0568 28072.2 30
88.0406 5319.8 5
91.0556 7111.4 7
96.0455 11725.1 12
98.0249 8950.5 9
98.0612 8736.9 9
99.0565 99516.1 109
100.0403 25480 27
109.0406 10956.1 12
110.0248 493882.4 542
112.0405 76922.2 84
112.0768 12935.3 14
113.0357 23464.2 25
118.0659 12865 14
122.0488 7029.5 7
122.0613 11177.6 12
123.0328 14122.9 15
123.0566 35379.2 38
124.0403 113674.4 124
125.0356 15808.6 17
125.0722 19425.4 21
127.0513 73511.4 80
127.0876 9742.3 10
128.0354 909645.1 999
129.1034 150958.8 165
130.0873 18979.2 20
131.0869 36515.7 40
136.1131 7431.5 8
137.0719 15627.2 17
138.0435 19518.9 21
139.0876 107144.6 117
141.0672 8942.3 9
146.0611 34111.3 37
150.056 25726.2 28
152.083 5647 6
153.0668 155272.1 170
153.1032 15037.2 16
155.0825 73861.4 81
155.1188 13894.8 15
165.0663 16332.7 17
165.1028 208949.5 229
166.0866 8793.7 9
166.0993 6218.7 6
167.0823 37459.3 41
169.1346 9874.1 10
170.0931 37275.7 40
171.0775 6551.4 7
171.1152 16937.3 18
180.0774 7807 8
180.1142 106021 116
181.0617 15696 17
181.0982 12841 14
182.1292 178762.8 196
183.1132 47376 52
194.129 7891.9 8
195.1139 10736.7 11
198.1237 43158.2 47
200.1396 180518.6 198
208.1085 22916.7 25
211.0712 28102.6 30
212.1401 20195.2 22
213.1032 18542.6 20
214.0868 15209.1 16
222.1246 22553.4 24
222.1608 14472.6 15
226.119 45740.2 50
238.1554 10081.1 11
240.172 6529 7
265.1657 444008.6 487
283.1764 107595.3 118
293.1609 17807.7 19
311.175 12413.6 13
313.1812 17759.8 19
384.233 17517.6 19
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