ACCESSION: MSBNK-Eawag-EQ324952
RECORD_TITLE: MCLW; LC-ESI-QFT; MS2; CE: 30%; 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$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 30 % (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$CHROMATOGRAPHY: RETENTION_TIME 11.783 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B MeOH with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 1023.5204
MS$FOCUSED_ION: PRECURSOR_M/Z 1023.5197
MS$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: splash10-056r-5951101000-227dfcb3692bbd7dc469
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
73.0295 C3H5O2- 1 73.0295 -0.44
74.0248 C2H4NO2- 1 74.0248 0.43
84.0455 C4H6NO- 1 84.0455 0.33
96.0453 C5H6NO- 1 96.0455 -2.45
99.0202 C3H3N2O2- 1 99.02 1.97
99.0564 C4H7N2O- 1 99.0564 -0.35
100.0038 C3H2NO3- 1 100.004 -1.78
100.0403 C4H6NO2- 1 100.0404 -0.95
110.0248 C5H4NO2- 1 110.0248 0.75
112.0405 C5H6NO2- 1 112.0404 0.74
123.0565 C6H7N2O- 1 123.0564 0.65
124.0404 C6H6NO2- 1 124.0404 -0.31
127.0514 C5H7N2O2- 1 127.0513 0.9
128.0354 C5H6NO3- 1 128.0353 0.28
129.1032 C6H13N2O- 1 129.1033 -1.05
130.0507 C5H8NO3- 1 130.051 -1.9
130.087 C6H12NO2- 1 130.0874 -2.91
131.0865 C10H11- 1 131.0866 -0.9
135.0569 C7H7N2O- 1 135.0564 3.63
138.0556 C7H8NO2- 1 138.0561 -3.29
139.0876 C7H11N2O- 1 139.0877 -0.69
140.0719 C7H10NO2- 1 140.0717 1.29
141.0673 C6H9N2O2- 1 141.067 2.57
142.0508 C6H8NO3- 1 142.051 -1.51
142.0659 C10H8N- 1 142.0662 -1.92
149.0354 C7H5N2O2- 1 149.0357 -1.62
150.0197 C7H4NO3- 1 150.0197 -0.09
150.0561 C8H8NO2- 1 150.0561 0.36
153.0668 C7H9N2O2- 1 153.067 -0.87
155.0827 C7H11N2O2- 1 155.0826 0.73
165.0669 C8H9N2O2- 1 165.067 -0.31
165.1028 C9H13N2O- 2 165.1033 -3.23
166.0867 C9H12NO2- 2 166.0874 -3.78
167.0455 C5H5N5O2- 2 167.0449 3.58
167.0824 C8H11N2O2- 1 167.0826 -1.14
170.0927 C5H10N6O- 2 170.0922 3.15
171.077 C7H11N2O3- 2 171.0775 -3.12
171.1136 C8H15N2O2- 1 171.1139 -1.75
180.0777 C8H10N3O2- 1 180.0779 -0.65
180.1009 C7H16O5- 3 180.1003 3.44
180.1144 C9H14N3O- 1 180.1142 0.91
181.0612 C8H9N2O3- 2 181.0619 -3.44
182.1296 C9H16N3O- 1 182.1299 -1.8
183.1131 C7H13N5O- 2 183.1126 3.2
184.0607 C6H8N4O3- 2 184.0602 2.96
185.0713 C9H7N5- 2 185.0707 3.09
185.1295 C9H17N2O2- 1 185.1296 -0.07
195.113 C8H13N5O- 2 195.1126 2.39
198.0874 C6H10N6O2- 1 198.0871 1.72
198.1239 C7H14N6O- 2 198.1235 2.37
200.1397 C7H16N6O- 2 200.1391 2.86
202.0984 C11H12N3O- 1 202.0986 -0.76
205.0974 C9H11N5O- 2 205.0969 2.63
210.0876 C7H10N6O2- 2 210.0871 2.4
211.0714 C7H9N5O3- 1 211.0711 1.24
212.1396 C8H16N6O- 2 212.1391 2.23
222.1605 C12H20N3O- 2 222.1612 -2.89
223.1079 C9H13N5O2- 2 223.1075 2.02
226.1189 C8H14N6O2- 2 226.1184 2.35
228.0769 C10H8N6O- 2 228.0765 1.9
234.041 C11H8NO5- 3 234.0408 0.76
238.1199 C11H16N3O3- 2 238.1197 0.79
239.1028 C9H13N5O3- 2 239.1024 1.74
240.1343 C9H16N6O2- 2 240.134 1.04
265.1657 C12H25O6- 2 265.1657 0.03
267.0988 C12H15N2O5- 2 267.0986 0.54
270.1239 H22N4O12- 3 270.124 -0.24
278.0923 C14H10N6O- 3 278.0922 0.65
283.1762 C11H21N7O2- 4 283.1762 -0.16
284.1605 C11H20N6O3- 2 284.1602 0.94
293.1609 C13H25O7- 3 293.1606 1.24
294.146 C14H20N3O4- 5 294.1459 0.19
296.1029 C14H12N6O2- 3 296.1027 0.46
307.1777 C15H23N4O3- 4 307.1776 0.42
311.1719 C14H23N4O4- 3 311.1725 -1.74
312.1956 C18H24N4O- 6 312.1956 0.25
323.2097 C18H29NO4- 3 323.2102 -1.53
325.1876 C15H25N4O4- 3 325.1881 -1.77
330.2063 C18H26N4O2- 5 330.2061 0.59
337.189 C17H21N8- 4 337.1895 -1.38
352.1915 C22H26NO3- 3 352.1918 -1.02
367.1991 C17H27N4O5- 6 367.1987 1.2
368.2293 C16H34NO8- 4 368.229 0.9
370.2034 C23H24N5- 5 370.2037 -0.87
375.174 C26H21N3- 5 375.1741 -0.14
377.1855 C21H23N5O2- 5 377.1857 -0.51
380.2254 C12H34N3O10- 5 380.225 1.07
394.2101 C18H28N5O5- 5 394.2096 1.39
411.2655 C25H35N2O3- 4 411.2653 0.54
412.2208 C18H30N5O6- 5 412.2202 1.5
424.2129 C24H24N8- 6 424.2129 -0.2
437.2448 C26H33N2O4- 5 437.2446 0.51
441.2423 C28H31N3O2- 6 441.2422 0.28
442.2526 C18H38N2O10- 6 442.2532 -1.3
445.2519 C31H31N3- 6 445.2523 -0.92
451.2621 C15H39N4O11- 8 451.2621 -0.06
455.2708 C16H37N7O8- 5 455.2709 -0.35
468.2461 C21H34N5O7- 6 468.2464 -0.53
472.2977 C16H40N8O8- 6 472.2975 0.51
480.2475 C24H36N2O8- 4 480.2477 -0.48
481.2364 C28H29N6O2- 6 481.2357 1.25
506.2703 C34H36NO3- 6 506.2701 0.48
507.2527 C32H33N3O3- 6 507.2527 -0.15
516.2884 C19H42N5O11- 8 516.2886 -0.49
524.2853 C25H40N4O8- 7 524.2852 0.28
563.3592 C32H51O8- 6 563.3589 0.45
566.3024 C35H40N3O4- 8 566.3024 -0.02
609.3093 C37H37N8O- 8 609.3096 -0.45
610.2928 C22H42N8O12- 6 610.2928 -0.01
627.3199 C37H39N8O2- 7 627.3201 -0.42
635.3268 C41H41N5O2- 8 635.3266 0.43
647.3786 C34H53N3O9- 8 647.3787 -0.25
667.3132 C38H43N4O7- 8 667.3137 -0.83
708.3992 C40H56N2O9- 9 708.3991 0.07
709.371 C39H53N2O10- 7 709.3706 0.58
716.38 C41H48N8O4- 9 716.3804 -0.61
720.3407 C41H46N5O7- 7 720.3403 0.54
721.3258 C43H47NO9- 9 721.3256 0.19
725.426 C40H59N3O9- 8 725.4257 0.44
742.3608 C44H48N5O6- 6 742.361 -0.23
760.3729 C46H52N2O8- 7 760.3729 -0.05
778.3832 C46H54N2O9- 8 778.3835 -0.34
803.3778 C45H51N6O8- 7 803.3774 0.52
804.3627 C47H52N2O10- 6 804.3627 -0.02
809.3923 C49H53N4O7- 8 809.392 0.37
820.3987 C53H56O8- 7 820.3981 0.76
831.4097 C49H57N3O9- 7 831.41 -0.41
851.4398 C53H55N8O3- 7 851.4403 -0.49
876.4526 C47H64N4O12- 5 876.4526 -0.01
911.5052 C51H69N5O10- 5 911.505 0.19
944.4892 C50H68N6O12- 2 944.4901 -0.89
961.5175 C50H71N7O12- 2 961.5166 0.96
979.5288 C53H71N8O10- 1 979.5299 -1.12
987.4948 C54H67N8O10- 1 987.4986 -3.79
1005.5096 C54H69N8O11- 1 1005.5091 0.51
1023.5199 C54H71N8O12- 1 1023.5197 0.19
PK$NUM_PEAK: 136
PK$PEAK: m/z int. rel.int.
73.0295 10746 4
74.0248 15107.2 6
84.0455 10838.4 4
96.0453 6625 2
99.0202 9341.4 3
99.0564 28349.7 11
100.0038 8818.3 3
100.0403 22379.5 9
110.0248 193063.4 81
112.0405 32798.7 13
123.0565 19696 8
124.0404 221655.3 93
127.0514 53946.2 22
128.0354 2370160 999
129.1032 58479.1 24
130.0507 11875.4 5
130.087 14971.8 6
131.0865 9486.4 3
135.0569 7262.9 3
138.0556 12773.6 5
139.0876 35526.9 14
140.0719 8794.9 3
141.0673 23509.4 9
142.0508 8291.8 3
142.0659 19166.5 8
149.0354 22631.1 9
150.0197 7589.3 3
150.0561 14410.7 6
153.0668 107684.3 45
155.0827 52635.5 22
165.0669 8967 3
165.1028 74879.7 31
166.0867 11676.3 4
167.0455 28593.2 12
167.0824 31576.1 13
170.0927 49003 20
171.077 23205.6 9
171.1136 17014.9 7
180.0777 6888 2
180.1009 13847.1 5
180.1144 19314.2 8
181.0612 61160.2 25
182.1296 29802.9 12
183.1131 19788.6 8
184.0607 80282.2 33
185.0713 21381.1 9
185.1295 8837.2 3
195.113 20002.9 8
198.0874 21298.7 8
198.1239 19472.1 8
200.1397 176657.2 74
202.0984 9939.7 4
205.0974 21371.4 9
210.0876 16983.1 7
211.0714 83833.1 35
212.1396 36818 15
222.1605 10811 4
223.1079 26964.4 11
226.1189 87407.7 36
228.0769 25204.2 10
234.041 8238.1 3
238.1199 11453.2 4
239.1028 17145.9 7
240.1343 107047 45
265.1657 532415.7 224
267.0988 12240.3 5
270.1239 15138.1 6
278.0923 11123.1 4
283.1762 913586.2 385
284.1605 26363.9 11
293.1609 53002.3 22
294.146 21860.2 9
296.1029 119642.2 50
307.1777 17864.9 7
311.1719 268687.2 113
312.1956 14305.4 6
323.2097 27848.6 11
325.1876 27889.5 11
330.2063 7299.5 3
337.189 20592.1 8
352.1915 10089.8 4
367.1991 6435.6 2
368.2293 12934 5
370.2034 32921.9 13
375.174 18782.3 7
377.1855 16007.1 6
380.2254 14744 6
394.2101 47807.1 20
411.2655 13073.4 5
412.2208 193622 81
424.2129 62122.6 26
437.2448 61614.9 25
441.2423 13523.5 5
442.2526 20471 8
445.2519 12881.1 5
451.2621 8482.5 3
455.2708 77766.3 32
468.2461 66087.9 27
472.2977 13702.3 5
480.2475 36762.6 15
481.2364 27209.2 11
506.2703 29493.2 12
507.2527 17229.5 7
516.2884 34453.7 14
524.2853 12249 5
563.3592 16308.5 6
566.3024 63812.8 26
609.3093 58116 24
610.2928 459597.6 193
627.3199 26084.3 10
635.3268 21284.1 8
647.3786 8841.1 3
667.3132 76684.5 32
708.3992 110943.4 46
709.371 8024.5 3
716.38 20341.5 8
720.3407 17118.8 7
721.3258 75324.7 31
725.426 40417.6 17
742.3608 12150.2 5
760.3729 86539 36
778.3832 12495.7 5
803.3778 106689.8 44
804.3627 213595.3 90
809.3923 12669.4 5
820.3987 24920.5 10
831.4097 17157.1 7
851.4398 10104.9 4
876.4526 16379.8 6
911.5052 138094.1 58
944.4892 49633 20
961.5175 44007.4 18
979.5288 69768.4 29
987.4948 33595 14
1005.5096 1963972 827
1023.5199 156961.7 66
//
