ACCESSION: MSBNK-Eawag-EQ324653
RECORD_TITLE: MCLA; 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 3246
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$NAME: MCLA
CH$NAME: Microcystin LA
CH$NAME: (5R,8S,11R,12S,15S,18S,19S,22R)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,15,19-pentamethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
CH$COMPOUND_CLASS: NA
CH$FORMULA: C46H67N7O12
CH$EXACT_MASS: 909.4848
CH$SMILES: CO[C@@H](Cc1ccccc1)[C@@H](C)\C=C(C)\C=C\[C@@H]2NC(=O)[C@H](C)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$IUPAC: InChI=1S/C46H67N7O12/c1-24(2)21-35-44(60)52-38(46(63)64)28(6)40(56)47-29(7)41(57)49-33(18-17-25(3)22-26(4)36(65-11)23-32-15-13-12-14-16-32)27(5)39(55)50-34(45(61)62)19-20-37(54)53(10)31(9)43(59)48-30(8)42(58)51-35/h12-18,22,24,26-30,33-36,38H,9,19-21,23H2,1-8,10-11H3,(H,47,56)(H,48,59)(H,49,57)(H,50,55)(H,51,58)(H,52,60)(H,61,62)(H,63,64)/b18-17+,25-22+/t26-,27-,28-,29-,30+,33-,34+,35-,36-,38+/m0/s1
CH$LINK: CAS
96180-79-9
CH$LINK: PUBCHEM
CID:6437382
CH$LINK: INCHIKEY
DIAQQISRBBDJIM-DRSCAGMXSA-N
CH$LINK: CHEMSPIDER
4941946
AC$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$CHROMATOGRAPHY: RETENTION_TIME 10.539 min
AC$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$FOCUSED_ION: PRECURSOR_M/Z 908.4775
MS$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-0920000000-7dc9ba3ead4de93794d7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
72.0454 C3H6NO- 1 72.0455 -0.97
73.0295 C3H5O2- 1 73.0295 -0.55
74.0249 C2H4NO2- 1 74.0248 1.57
82.0297 C4H4NO- 1 82.0298 -1.57
82.0662 C5H8N- 1 82.0662 0.18
84.0454 C4H6NO- 1 84.0455 -1.13
87.0564 C3H7N2O- 1 87.0564 0.17
97.0406 C4H5N2O- 1 97.0407 -1.67
99.0564 C4H7N2O- 1 99.0564 0.5
100.0041 C3H2NO3- 1 100.004 1.27
100.0403 C4H6NO2- 1 100.0404 -0.95
109.0406 C5H5N2O- 1 109.0407 -1.55
110.0248 C5H4NO2- 1 110.0248 0.26
111.0565 C5H7N2O- 1 111.0564 0.86
112.0405 C5H6NO2- 1 112.0404 0.53
112.0769 C6H10NO- 1 112.0768 1.2
113.0358 C4H5N2O2- 1 113.0357 1.48
123.033 C6H5NO2- 1 123.0326 3.55
123.0562 C6H7N2O- 1 123.0564 -1.7
124.0404 C6H6NO2- 1 124.0404 0.12
125.0719 C6H9N2O- 1 125.072 -0.81
127.0515 C5H7N2O2- 1 127.0513 1.2
127.088 C6H11N2O- 1 127.0877 2.51
128.0353 C5H6NO3- 1 128.0353 0.04
129.1032 C6H13N2O- 1 129.1033 -0.7
130.0874 C6H12NO2- 1 130.0874 0.49
131.0866 C10H11- 1 131.0866 0.15
135.0565 C7H7N2O- 1 135.0564 1.14
137.0718 C7H9N2O- 1 137.072 -1.89
138.056 C7H8NO2- 1 138.0561 -0.64
139.0512 C6H7N2O2- 1 139.0513 -0.85
139.0876 C7H11N2O- 1 139.0877 -0.69
140.0718 C7H10NO2- 1 140.0717 0.53
150.056 C8H8NO2- 1 150.0561 -0.35
151.0873 C8H11N2O- 1 151.0877 -2.25
152.0823 C7H10N3O- 2 152.0829 -3.87
153.0667 C7H9N2O2- 1 153.067 -1.96
153.1028 C8H13N2O- 1 153.1033 -3.31
155.0823 C7H11N2O2- 1 155.0826 -1.63
155.1186 C8H15N2O- 1 155.119 -2.67
163.0508 C8H7N2O2- 1 163.0513 -2.94
165.0663 C8H9N2O2- 2 165.067 -3.83
165.1029 C9H13N2O- 1 165.1033 -2.59
166.0986 C8H12N3O- 1 166.0986 -0.12
167.0823 C8H11N2O2- 1 167.0826 -1.96
170.0934 C7H12N3O2- 1 170.0935 -0.7
180.1141 C9H14N3O- 1 180.1142 -0.7
181.061 C6H7N5O2- 2 181.0605 2.63
182.1291 C7H14N6- 2 182.1285 3.15
183.1136 C9H15N2O2- 1 183.1139 -1.8
195.1135 C10H15N2O2- 2 195.1139 -2.07
198.1241 C9H16N3O2- 2 198.1248 -3.33
200.1396 C7H16N6O- 2 200.1391 2.25
208.1085 C10H14N3O2- 2 208.1092 -3.09
211.0715 C7H9N5O3- 2 211.0711 1.75
212.1399 C10H18N3O2- 2 212.1405 -2.73
222.1245 C11H16N3O2- 2 222.1248 -1.2
222.1599 C10H18N6- 1 222.1598 0.41
225.1114 C10H15N3O3- 2 225.1119 -2.09
226.1187 C8H14N6O2- 2 226.1184 1.54
240.1705 C10H20N6O- 1 240.1704 0.18
265.1656 C11H19N7O- 3 265.1657 -0.18
283.1762 C11H21N7O2- 4 283.1762 -0.05
311.172 C14H23N4O4- 3 311.1725 -1.54
313.181 C20H25O3- 3 313.1809 0.18
327.207 C5H33N3O12- 5 327.207 -0.05
PK$NUM_PEAK: 66
PK$PEAK: m/z int. rel.int.
72.0454 12624 21
73.0295 6920.3 11
74.0249 23952.5 39
82.0297 11526.1 19
82.0662 10039.4 16
84.0454 27265.4 45
87.0564 22411.2 37
97.0406 12675.1 21
99.0564 56712.9 94
100.0041 4840 8
100.0403 19511.5 32
109.0406 8883.4 14
110.0248 56193.1 93
111.0565 33511.4 55
112.0405 28258 47
112.0769 10649.1 17
113.0358 34662.9 57
123.033 7599.7 12
123.0562 23510.8 39
124.0404 66093.5 110
125.0719 22107 36
127.0515 23816.9 39
127.088 12150.1 20
128.0353 600006 999
129.1032 85377.5 142
130.0874 13278.7 22
131.0866 23783.1 39
135.0565 4306.4 7
137.0718 45106.7 75
138.056 49605.5 82
139.0512 5467.3 9
139.0876 82528.7 137
140.0718 8446.6 14
150.056 19152.9 31
151.0873 6118.1 10
152.0823 5915.9 9
153.0667 87228.7 145
153.1028 6629.3 11
155.0823 66714.9 111
155.1186 9361.6 15
163.0508 21776.9 36
165.0663 13724.6 22
165.1029 135839.9 226
166.0986 5571.2 9
167.0823 25813.4 42
170.0934 16129.3 26
180.1141 62077 103
181.061 32299.8 53
182.1291 98039.6 163
183.1136 22089.4 36
195.1135 7708.6 12
198.1241 30851 51
200.1396 104204.1 173
208.1085 16139.6 26
211.0715 11795.4 19
212.1399 15650.5 26
222.1245 15261.3 25
222.1599 9137.2 15
225.1114 5326.8 8
226.1187 16286.4 27
240.1705 5704.9 9
265.1656 268510.5 447
283.1762 69261.8 115
311.172 8919.4 14
313.181 14805.4 24
327.207 21431.5 35
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