ACCESSION: MSBNK-Eawag-EQ324901
RECORD_TITLE: MCLW; LC-ESI-QFT; MS2; CE: 15%; 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 15 % (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: splash10-0axu-5011293171-a495110e645529d64165
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
86.0964 C5H12N+ 1 86.0964 -0.17
107.0858 C8H11+ 1 107.0855 2.5
124.1116 C8H14N+ 1 124.1121 -4.03
135.0804 C9H11O+ 1 135.0804 -0.57
155.0817 C7H11N2O2+ 1 155.0815 1.15
159.0923 C10H11N2+ 1 159.0917 3.65
163.1116 C11H15O+ 1 163.1117 -0.71
175.1113 C12H15O+ 1 175.1117 -2.61
195.0765 C9H11N2O3+ 1 195.0764 0.41
213.087 C9H13N2O4+ 1 213.087 0.09
218.1539 C14H20NO+ 2 218.1539 -0.26
226.1582 CH26N2O10+ 2 226.1582 0.19
237.1637 C18H21+ 4 237.1638 -0.45
246.149 C15H20NO2+ 3 246.1489 0.6
258.1856 C3H26N6O7+ 3 258.1857 -0.76
265.1594 C5H23N5O7+ 3 265.1592 0.7
268.1659 C13H22N3O3+ 2 268.1656 1.09
288.1345 CH20N8O9+ 3 288.1348 -0.8
292.1541 C16H22NO4+ 3 292.1543 -0.67
297.185 C20H25O2+ 5 297.1849 0.39
310.1647 C15H18N8+ 5 310.1649 -0.66
314.2111 C20H28NO2+ 4 314.2115 -1.01
315.1449 C16H19N4O3+ 3 315.1452 -0.75
316.1296 C2H20N8O10+ 5 316.1297 -0.22
333.1556 C16H21N4O4+ 5 333.1557 -0.43
347.196 C19H27N2O4+ 3 347.1965 -1.46
351.2016 C16H31O8+ 4 351.2013 0.68
357.1801 C18H23N5O3+ 3 357.1795 1.48
375.1913 C20H27N2O5+ 4 375.1914 -0.36
394.2 C22H26N4O3+ 5 394.1999 0.14
397.2077 C18H29N4O6+ 5 397.2082 -1.19
401.2178 C21H29N4O4+ 5 401.2183 -1.34
423.1887 C20H23N8O3+ 4 423.1888 -0.22
426.2271 C24H26N8+ 5 426.2275 -0.93
429.2133 C22H29N4O5+ 6 429.2132 0.07
443.2557 C13H39N4O12+ 6 443.2559 -0.36
446.2348 C16H36N3O11+ 7 446.2344 0.83
463.2617 C31H33N3O+ 8 463.2618 -0.16
472.255 C24H34N5O5+ 6 472.2554 -1
477.2381 C28H33N2O5+ 6 477.2384 -0.62
482.2387 C24H36NO9+ 4 482.2385 0.41
491.2543 C29H35N2O5+ 5 491.254 0.43
499.2664 C25H35N6O5+ 4 499.2663 0.08
500.2501 C39H32+ 6 500.2499 0.47
508.2394 C37H32O2+ 8 508.2397 -0.58
509.2643 C29H37N2O6+ 6 509.2646 -0.52
517.2766 C39H35N+ 5 517.2764 0.31
518.2651 C30H36N3O5+ 7 518.2649 0.27
531.317 C27H47O10+ 6 531.3164 1.24
537.2794 C25H39N5O8+ 7 537.2793 0.23
541.2988 C26H43N3O9+ 7 541.2994 -0.99
548.2791 C36H38NO4+ 7 548.2795 -0.84
552.2435 C40H30N3+ 8 552.2434 0.12
555.2916 C27H43N2O10+ 6 555.2912 0.66
559.3123 C29H43N4O7+ 7 559.3126 -0.52
573.307 C33H41N4O5+ 8 573.3071 -0.31
580.3015 C32H42N3O7+ 7 580.3017 -0.33
582.3029 C43H38N2+ 7 582.303 -0.02
583.2873 C29H39N6O7+ 8 583.2875 -0.38
600.3138 C29H42N7O7+ 10 600.314 -0.36
601.3087 C42H39N3O+ 9 601.3088 -0.14
610.2958 C27H42N6O10+ 8 610.2957 0.19
619.3229 C32H47N2O10+ 7 619.3225 0.63
624.305 C35H40N6O5+ 6 624.3055 -0.8
629.334 C36H45N4O6+ 6 629.3334 0.95
649.3018 C38H41N4O6+ 7 649.3021 -0.4
661.3584 C36H53O11+ 8 661.3582 0.32
662.3635 C32H50N6O9+ 10 662.3634 0.12
665.3865 C46H51NO3+ 10 665.3863 0.18
666.3245 C33H44N7O8+ 10 666.3246 -0.2
679.382 C36H51N6O7+ 8 679.3814 0.86
684.3401 C40H48N2O8+ 8 684.3405 -0.54
687.3707 C48H49NO3+ 10 687.3707 -0.04
688.3551 C34H50N5O10+ 9 688.3552 -0.17
693.3863 C38H53N4O8+ 8 693.3858 0.72
694.3174 C46H40N5O2+ 8 694.3177 -0.38
702.3581 C34H50N6O10+ 10 702.3583 -0.28
706.3934 C39H54N4O8+ 9 706.3936 -0.34
711.3447 C46H43N6O2+ 9 711.3442 0.75
712.33 C34H46N7O10+ 11 712.3301 -0.06
729.358 C36H51N5O11+ 10 729.358 0.12
738.3078 C47H40N5O4+ 9 738.3075 0.45
750.3449 C51H46N2O4+ 11 750.3452 -0.37
757.4288 C42H57N6O7+ 9 757.4283 0.62
790.4113 C53H52N5O2+ 9 790.4116 -0.26
795.3654 C50H47N6O4+ 8 795.3653 0.07
828.4331 C49H58N5O7+ 8 828.4331 0.08
840.465 C46H62N7O8+ 6 840.4654 -0.52
845.4541 C41H63N7O12+ 5 845.4529 1.44
846.4391 C44H60N7O10+ 6 846.4396 -0.58
856.425 C47H60N4O11+ 5 856.4253 -0.41
873.4497 C45H61N8O10+ 4 873.4505 -0.88
874.434 C45H60N7O11+ 4 874.4345 -0.61
891.4605 C45H63N8O11+ 3 891.4611 -0.6
892.4612 C51H64N4O10+ 6 892.4617 -0.6
897.4745 C49H65N6O10+ 5 897.4757 -1.27
907.4546 C45H63N8O12+ 4 907.456 -1.51
924.4858 C50H66N7O10+ 4 924.4866 -0.88
948.4872 C52H66N7O10+ 2 948.4866 0.68
962.5033 C53H68N7O10+ 1 962.5022 1.09
975.4978 C53H67N8O10+ 1 975.4975 0.31
976.4816 C53H66N7O11+ 1 976.4815 0.12
979.5287 C53H71N8O10+ 1 979.5288 -0.11
980.5125 C53H70N7O11+ 1 980.5128 -0.31
990.4998 C54H68N7O11+ 1 990.4971 2.68
993.5077 C53H69N8O11+ 1 993.508 -0.32
1007.5239 C54H71N8O11+ 1 1007.5237 0.21
1008.5072 C54H70N7O12+ 1 1008.5077 -0.47
1025.5335 C54H73N8O12+ 1 1025.5342 -0.7
PK$NUM_PEAK: 109
PK$PEAK: m/z int. rel.int.
86.0964 23877.5 4
107.0858 27947.4 5
124.1116 17274.1 3
135.0804 122285.7 23
155.0817 15570.8 2
159.0923 38647.8 7
163.1116 306040.2 57
175.1113 26085.8 4
195.0765 178896.3 33
213.087 197344.7 37
218.1539 36036.7 6
226.1582 54425.4 10
237.1637 45743.3 8
246.149 64521.4 12
258.1856 767265.9 145
265.1594 143227.6 27
268.1659 101094 19
288.1345 300847.6 56
292.1541 93566.1 17
297.185 291022 55
310.1647 29335.5 5
314.2111 39460.1 7
315.1449 22720 4
316.1296 120059.5 22
333.1556 722698.8 136
347.196 82712.6 15
351.2016 18494.6 3
357.1801 55389.5 10
375.1913 1674156.5 317
394.2 31307 5
397.2077 335841.6 63
401.2178 20543.9 3
423.1887 24601.2 4
426.2271 157232.8 29
429.2133 140620.2 26
443.2557 25550 4
446.2348 2176304.8 412
463.2617 25128 4
472.255 384157.1 72
477.2381 409340.1 77
482.2387 38918.5 7
491.2543 27723.3 5
499.2664 457603.1 86
500.2501 1235833.1 234
508.2394 106306.6 20
509.2643 1428180.2 270
517.2766 5262390.5 996
518.2651 28151.1 5
531.317 77636.3 14
537.2794 23657.7 4
541.2988 71994.1 13
548.2791 259828.6 49
552.2435 50449.6 9
555.2916 395124.8 74
559.3123 2123868.8 402
573.307 44662.4 8
580.3015 899461.3 170
582.3029 657870.4 124
583.2873 2939059.2 556
600.3138 2315322.8 438
601.3087 66484.4 12
610.2958 21459.3 4
619.3229 310917.9 58
624.305 82177.4 15
629.334 30121.7 5
649.3018 70026.4 13
661.3584 208962 39
662.3635 19896.7 3
665.3865 50426.9 9
666.3245 168758.8 31
679.382 62176.8 11
684.3401 55685.8 10
687.3707 32133.8 6
688.3551 310705.1 58
693.3863 1306063.1 247
694.3174 219022.9 41
702.3581 90683.4 17
706.3934 247179 46
711.3447 411691.6 77
712.33 425804.3 80
729.358 96525.9 18
738.3078 69187.3 13
750.3449 189329.8 35
757.4288 238435.1 45
790.4113 257579.3 48
795.3654 306409.6 58
828.4331 114438.3 21
840.465 901727 170
845.4541 171723.5 32
846.4391 904839.8 171
856.425 257914.9 48
873.4497 1729082.8 327
874.434 3708623.2 702
891.4605 4884225 924
892.4612 67350.5 12
897.4745 38360.4 7
907.4546 17678.7 3
924.4858 142834.1 27
948.4872 167153.6 31
962.5033 167945.8 31
975.4978 274446 51
976.4816 461114.2 87
979.5287 191646.1 36
980.5125 862126.2 163
990.4998 230491.2 43
993.5077 685378.8 129
1007.5239 2156988 408
1008.5072 1994731.2 377
1025.5335 5275453.5 999
//
