ACCESSION: MSBNK-Eawag-EQ324601
RECORD_TITLE: MCLA; 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 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 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$CHROMATOGRAPHY: RETENTION_TIME 10.516 min
AC$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: splash10-0a6r-0013741933-6097f6ec347d201dd279
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
86.0967 C5H12N+ 1 86.0964 3.1
124.1117 C8H14N+ 1 124.1121 -3.11
135.0799 C9H11O+ 1 135.0804 -3.96
155.0818 C7H11N2O2+ 1 155.0815 1.74
163.1117 C11H15O+ 1 163.1117 -0.34
173.0925 C7H13N2O3+ 1 173.0921 2.76
195.0768 C9H11N2O3+ 1 195.0764 1.89
213.0873 C9H13N2O4+ 2 213.087 1.67
218.114 C8H16N3O4+ 3 218.1135 2.06
218.1541 C14H20NO+ 2 218.1539 0.58
226.1592 C16H20N+ 3 226.159 0.97
237.1636 C18H21+ 3 237.1638 -0.64
246.149 C15H20NO2+ 3 246.1489 0.66
258.1856 C3H26N6O7+ 3 258.1857 -0.64
265.1591 C5H23N5O7+ 3 265.1592 -0.45
268.1662 C13H22N3O3+ 3 268.1656 2.46
292.1552 C2H24N6O10+ 4 292.1548 1.25
297.1855 C6H27N5O8+ 4 297.1854 0.33
331.1977 C14H27N4O5+ 4 331.1976 0.34
352.2277 C9H32N6O8+ 4 352.2276 0.35
357.1784 C17H27NO7+ 3 357.1782 0.52
375.1914 C20H27N2O5+ 4 375.1914 -0.2
384.2244 C17H30N5O5+ 4 384.2241 0.59
385.2081 C17H29N4O6+ 4 385.2082 -0.22
397.2094 C20H31NO7+ 3 397.2095 -0.19
402.2346 C17H32N5O6+ 4 402.2347 -0.17
446.2284 C23H32N3O6+ 4 446.2286 -0.44
449.2429 C27H33N2O4+ 5 449.2435 -1.31
454.231 C22H34N2O8+ 4 454.231 0.07
463.2594 C28H35N2O4+ 5 463.2591 0.49
467.2619 C21H35N6O6+ 6 467.2613 1.36
468.2453 C21H34N5O7+ 5 468.2453 -0.02
477.2387 C14H35N7O11+ 6 477.2389 -0.34
485.2716 C21H37N6O7+ 5 485.2718 -0.49
504.2812 C39H36+ 5 504.2812 0.07
508.2406 C23H34N5O8+ 6 508.2402 0.76
509.2643 C29H37N2O6+ 5 509.2646 -0.64
541.3007 C28H45O10+ 6 541.3007 0.03
548.2741 C29H36N6O5+ 6 548.2742 -0.07
551.284 C27H41N3O9+ 6 551.2837 0.52
559.3122 C29H43N4O7+ 6 559.3126 -0.73
564.3403 C30H48N2O8+ 5 564.3405 -0.4
579.2758 C38H35N4O2+ 7 579.2755 0.67
580.3012 C32H42N3O7+ 6 580.3017 -0.86
591.349 C28H51N2O11+ 7 591.3487 0.48
596.3047 C28H44N4O10+ 7 596.3052 -0.91
597.2877 C26H41N6O10+ 8 597.2879 -0.21
614.3113 C37H44NO7+ 6 614.3112 0.03
635.3044 C44H37N5+ 8 635.3043 0.02
642.3871 C36H54N2O8+ 6 642.3875 -0.62
647.3804 C37H51N4O6+ 6 647.3803 0.07
661.3594 C37H49N4O7+ 6 661.3596 -0.23
675.3721 C35H53N3O10+ 6 675.3725 -0.71
680.3249 C30H46N7O11+ 6 680.325 -0.05
688.3544 C34H50N5O10+ 5 688.3552 -1.23
693.3859 C38H53N4O8+ 6 693.3858 0.2
725.4232 C38H57N6O8+ 6 725.4232 -0.1
730.4131 C36H56N7O9+ 4 730.4134 -0.41
731.4004 C40H59O12+ 6 731.4001 0.41
740.3985 C39H56N4O10+ 5 740.3991 -0.87
741.3801 C37H53N6O10+ 3 741.3818 -2.27
758.4076 C37H56N7O10+ 3 758.4083 -0.93
759.3919 C37H55N6O11+ 3 759.3923 -0.53
776.4187 C37H58N7O11+ 2 776.4189 -0.2
777.4171 C41H57N6O9+ 5 777.4182 -1.3
781.4494 C41H61N6O9+ 5 781.4495 -0.11
822.4267 C43H60N5O11+ 2 822.4284 -2.09
860.4554 C45H62N7O10+ 1 860.4553 0.11
861.4397 C45H61N6O11+ 1 861.4393 0.52
864.4859 C45H66N7O10+ 1 864.4866 -0.8
865.4723 C45H65N6O11+ 1 865.4706 2.01
875.4529 C46H63N6O11+ 1 875.4549 -2.37
878.4662 C45H64N7O11+ 1 878.4658 0.38
882.4975 C45H68N7O11+ 1 882.4971 0.39
892.4814 C46H66N7O11+ 1 892.4815 -0.07
893.4649 C46H65N6O12+ 1 893.4655 -0.69
910.4919 C46H68N7O12+ 1 910.492 -0.14
PK$NUM_PEAK: 77
PK$PEAK: m/z int. rel.int.
86.0967 9092.4 4
124.1117 8487.1 4
135.0799 43517.7 20
155.0818 8220.2 3
163.1117 129647.5 61
173.0925 23725.5 11
195.0768 86044.1 40
213.0873 92762.8 43
218.114 139900.3 65
218.1541 18514.1 8
226.1592 16816.8 7
237.1636 13548.8 6
246.149 22085.7 10
258.1856 246029.2 116
265.1591 63075.6 29
268.1662 49351 23
292.1552 36233.9 17
297.1855 116440 54
331.1977 300347 141
352.2277 11062.4 5
357.1784 11196 5
375.1914 840994 396
384.2244 58712.5 27
385.2081 151896.8 71
397.2094 42073.7 19
402.2346 1404904.4 662
446.2284 401045.2 189
449.2429 12539.7 5
454.231 19510.7 9
463.2594 9620.3 4
467.2619 144450.9 68
468.2453 578485.4 272
477.2387 165548.8 78
485.2716 734294.2 346
504.2812 34023.8 16
508.2406 22170.6 10
509.2643 677785.1 319
541.3007 13265.5 6
548.2741 77915.3 36
551.284 30029.1 14
559.3122 673727.9 317
564.3403 19629.7 9
579.2758 45469 21
580.3012 338261.9 159
591.349 48194.5 22
596.3047 81427.6 38
597.2877 130348.9 61
614.3113 29784.6 14
635.3044 28129.4 13
642.3871 48246 22
647.3804 22826.9 10
661.3594 71258.9 33
675.3721 98035.2 46
680.3249 93447.6 44
688.3544 77919.9 36
693.3859 377877 178
725.4232 177473.7 83
730.4131 48345.7 22
731.4004 64450.6 30
740.3985 22496.6 10
741.3801 69436.9 32
758.4076 550301 259
759.3919 1068291.5 503
776.4187 2118639.8 999
777.4171 12875.8 6
781.4494 15389.9 7
822.4267 35522.8 16
860.4554 63991.9 30
861.4397 64671 30
864.4859 38161.4 17
865.4723 32558.9 15
875.4529 61092.3 28
878.4662 182980.7 86
882.4975 24885.7 11
892.4814 539464.5 254
893.4649 367040.8 173
910.4919 1443369.4 680
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