ACCESSION: MSBNK-Eawag-EQ324603
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$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$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$CHROMATOGRAPHY: RETENTION_TIME 10.516 min
AC$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$FOCUSED_ION: PRECURSOR_M/Z 910.492
MS$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: splash10-052r-1910000000-80ddb4201de7e640a2fb
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0387 C5H5+ 1 65.0386 1.19
69.0335 C4H5O+ 1 69.0335 -0.3
69.0698 C5H9+ 1 69.0699 -0.75
77.0383 C6H5+ 1 77.0386 -3.11
79.0541 C6H7+ 1 79.0542 -0.97
82.0651 C5H8N+ 1 82.0651 -0.39
84.0444 C4H6NO+ 1 84.0444 0.08
84.0807 C5H10N+ 1 84.0808 -0.48
86.0964 C5H12N+ 1 86.0964 -0.35
89.0709 C3H9N2O+ 1 89.0709 0.07
91.0543 C7H7+ 1 91.0542 0.26
93.0699 C7H9+ 1 93.0699 0.37
94.0651 C6H8N+ 1 94.0651 0.17
95.0492 C6H7O+ 1 95.0491 0.1
95.0856 C7H11+ 1 95.0855 0.57
96.0808 C6H10N+ 1 96.0808 -0.16
99.0915 C5H11N2+ 1 99.0917 -1.42
102.0549 C4H8NO2+ 1 102.055 -0.57
103.0542 C8H7+ 1 103.0542 -0.21
105.0699 C8H9+ 1 105.0699 0.16
107.0855 C8H11+ 1 107.0855 -0.14
108.0806 C7H10N+ 1 108.0808 -1.36
109.0649 C7H9O+ 1 109.0648 0.62
110.0601 C6H8NO+ 1 110.06 0.81
112.0756 C6H10NO+ 1 112.0757 -0.79
112.112 C7H14N+ 1 112.1121 -0.33
115.0542 C9H7+ 1 115.0542 -0.64
117.0699 C9H9+ 1 117.0699 0.12
119.0603 C7H7N2+ 1 119.0604 -0.85
119.0854 C9H11+ 1 119.0855 -0.77
121.0648 C8H9O+ 1 121.0648 -0.23
121.1014 C9H13+ 1 121.1012 1.65
122.0963 C8H12N+ 1 122.0964 -0.75
124.0758 C7H10NO+ 1 124.0757 1.08
124.1122 C8H14N+ 1 124.1121 0.83
127.0866 C6H11N2O+ 1 127.0866 -0.1
128.062 C10H8+ 1 128.0621 -0.6
128.0705 C6H10NO2+ 1 128.0706 -0.66
129.0699 C10H9+ 1 129.0699 -0.19
130.05 C5H8NO3+ 1 130.0499 0.78
131.0855 C10H11+ 1 131.0855 0.1
133.101 C10H13+ 1 133.1012 -1.13
135.0804 C9H11O+ 1 135.0804 -0.46
135.1167 C10H15+ 1 135.1168 -0.63
136.0755 C8H10NO+ 1 136.0757 -1.53
138.0549 C7H8NO2+ 1 138.055 -0.42
139.0872 C7H11N2O+ 1 139.0866 4.5
140.0706 C7H10NO2+ 1 140.0706 -0.05
141.1016 C7H13N2O+ 1 141.1022 -4.19
143.0857 C11H11+ 1 143.0855 1.35
145.1012 C11H13+ 1 145.1012 -0.09
146.0963 C10H12N+ 1 146.0964 -0.58
149.0708 C8H9N2O+ 1 149.0709 -0.83
152.0705 C8H10NO2+ 1 152.0706 -0.57
152.1071 C9H14NO+ 1 152.107 0.78
155.0815 C7H11N2O2+ 1 155.0815 -0.33
156.0658 C7H10NO3+ 1 156.0655 1.61
157.1011 C12H13+ 1 157.1012 -0.31
157.1334 C8H17N2O+ 1 157.1335 -0.59
159.117 C12H15+ 1 159.1168 0.93
161.0958 C11H13O+ 1 161.0961 -1.68
162.1274 C11H16N+ 1 162.1277 -1.94
163.1117 C11H15O+ 1 163.1117 0.04
167.0816 C8H11N2O2+ 1 167.0815 0.35
168.0656 C8H10NO3+ 1 168.0655 0.35
169.0998 C13H13+ NA 169.1012 -8.26
171.0802 C12H11O+ 1 171.0804 -1.48
171.1174 C13H15+ 1 171.1168 3.46
173.0922 C7H13N2O3+ 1 173.0921 0.73
180.1388 C11H18NO+ 1 180.1383 2.93
181.101 C14H13+ 2 181.1012 -0.81
181.1335 C10H17N2O+ 1 181.1335 -0.22
183.0771 C8H11N2O3+ 1 183.0764 3.49
183.1494 C10H19N2O+ 1 183.1492 0.9
185.1289 C9H17N2O2+ 1 185.1285 2.46
187.112 C13H15O+ 1 187.1117 1.15
188.1071 C12H14NO+ 1 188.107 0.49
188.1434 C13H18N+ 1 188.1434 -0.04
190.1228 C12H16NO+ 1 190.1226 0.76
193.099 H19NO10+ NA 193.1003 -7.03
194.1651 C11H20N3+ 1 194.1652 -0.55
195.0767 C9H11N2O3+ 1 195.0764 1.58
195.1168 C15H15+ 3 195.1168 -0.23
196.0604 C9H10NO4+ 1 196.0604 -0.06
197.129 C10H17N2O2+ 1 197.1285 2.87
200.1032 C8H14N3O3+ 1 200.103 1.14
201.0872 C8H13N2O4+ 1 201.087 1.07
209.1308 CH23NO10+ 1 209.1316 -3.94
211.0713 C9H11N2O4+ 1 211.0713 -0.26
213.0873 C9H13N2O4+ 2 213.087 1.6
218.1144 C9H12N7+ 3 218.1149 -2.32
218.1543 H22N6O7+ 2 218.1544 -0.84
222.1606 C12H20N3O+ 2 222.1601 2.48
225.1238 C11H17N2O3+ 1 225.1234 2.04
226.1594 C2H22N6O6+ 2 226.1595 -0.53
232.0973 C13H14NO3+ 1 232.0968 2.25
237.1244 H21N4O10+ 2 237.1252 -3.48
237.1637 C18H21+ 3 237.1638 -0.25
239.0672 C11H7N6O+ 2 239.0676 -1.69
243.1339 C11H19N2O4+ 1 243.1339 -0.12
246.1492 CH22N6O8+ 3 246.1494 -0.53
258.1854 C17H24NO+ 3 258.1852 0.5
259.1807 C16H23N2O+ 4 259.1805 0.94
265.1595 C5H23N5O7+ 3 265.1592 1.04
268.1652 C13H22N3O3+ 2 268.1656 -1.41
269.113 C12H17N2O5+ 2 269.1132 -0.83
282.1859 C5H26N6O7+ 3 282.1857 0.43
319.2025 C4H29N7O9+ 3 319.2021 1.05
329.1861 C19H25N2O3+ 3 329.186 0.38
347.1976 C20H23N6+ 5 347.1979 -0.91
375.1903 C18H25N5O4+ 4 375.1901 0.61
384.2275 C22H30N3O3+ 3 384.2282 -1.7
PK$NUM_PEAK: 112
PK$PEAK: m/z int. rel.int.
65.0387 15059.6 12
69.0335 43992.3 37
69.0698 11809.1 10
77.0383 12381.9 10
79.0541 90220.8 77
82.0651 48718.3 41
84.0444 177876.6 152
84.0807 13902.1 11
86.0964 907116.6 779
89.0709 27344.1 23
91.0543 286253.8 245
93.0699 160712.1 138
94.0651 15526.3 13
95.0492 33842.2 29
95.0856 33137 28
96.0808 10726.6 9
99.0915 41894.1 35
102.0549 34456.6 29
103.0542 223060.5 191
105.0699 301838.3 259
107.0855 1163125.9 999
108.0806 9280 7
109.0649 23053.2 19
110.0601 41924.5 36
112.0756 14379.4 12
112.112 17655.2 15
115.0542 29909.8 25
117.0699 116699 100
119.0603 11778.1 10
119.0854 46677.3 40
121.0648 11671.3 10
121.1014 25388.2 21
122.0963 22606.6 19
124.0758 57119.9 49
124.1122 93062.6 79
127.0866 888892.1 763
128.062 14859.9 12
128.0705 43648.2 37
129.0699 29716.4 25
130.05 54808.9 47
131.0855 96245.2 82
133.101 54356.8 46
135.0804 1151132.1 988
135.1167 857119.1 736
136.0755 13735.6 11
138.0549 201658.5 173
139.0872 10659.6 9
140.0706 25008 21
141.1016 6947.1 5
143.0857 67122.1 57
145.1012 76622.3 65
146.0963 37623.8 32
149.0708 48405.5 41
152.0705 28201.3 24
152.1071 7273.2 6
155.0815 611617.9 525
156.0658 41054 35
157.1011 15913.3 13
157.1334 92717.7 79
159.117 43407.7 37
161.0958 45976.4 39
162.1274 50328.6 43
163.1117 559265.4 480
167.0816 243662.3 209
168.0656 20102.8 17
169.0998 16560 14
171.0802 15234 13
171.1174 28197.1 24
173.0922 382565.7 328
180.1388 7184.1 6
181.101 43007.2 36
181.1335 25708.6 22
183.0771 11168.3 9
183.1494 12462 10
185.1289 16511.1 14
187.112 22056.4 18
188.1071 18375.2 15
188.1434 26824 23
190.1228 21778.2 18
193.099 17800.8 15
194.1651 13314 11
195.0767 221259.2 190
195.1168 47804.9 41
196.0604 38797.2 33
197.129 24263.7 20
200.1032 16132.1 13
201.0872 192470 165
209.1308 84321.2 72
211.0713 19288.5 16
213.0873 805978.9 692
218.1144 33528.5 28
218.1543 94134.3 80
222.1606 13395.3 11
225.1238 8355 7
226.1594 108017 92
232.0973 6249.5 5
237.1244 19899.8 17
237.1637 85645.6 73
239.0672 90453.9 77
243.1339 70619.8 60
246.1492 84338.5 72
258.1854 20113.9 17
259.1807 16392.5 14
265.1595 26582.9 22
268.1652 25001 21
269.113 12956.8 11
282.1859 16871 14
319.2025 19232 16
329.1861 18139.2 15
347.1976 20287.5 17
375.1903 28154.9 24
384.2275 15440.3 13
//
