ACCESSION: MSBNK-Eawag-EQ324701
RECORD_TITLE: MCLF; 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 3247
COMMENT: NaToxAq - Natural Toxins and Drinking Water Quality - From Source to Tap (https://natoxaq.ku.dk)
CH$NAME: MCLF
CH$NAME: Microcystin LF
CH$NAME: 15-benzyl-18-[(1E,3E)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
CH$COMPOUND_CLASS: NA
CH$FORMULA: C52H71N7O12
CH$EXACT_MASS: 985.5161
CH$SMILES: COC(Cc1ccccc1)C(C)/C=C(C)/C=C/C2NC(=O)C(Cc3ccccc3)NC(=O)C(C)C(NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(=C)N(C)C(=O)CCC(NC(=O)C2C)C(O)=O)C(O)=O
CH$IUPAC: InChI=1S/C52H71N7O12/c1-29(2)25-40-50(66)58-44(52(69)70)33(6)46(62)56-41(27-36-17-13-11-14-18-36)49(65)54-38(22-21-30(3)26-31(4)42(71-10)28-37-19-15-12-16-20-37)32(5)45(61)55-39(51(67)68)23-24-43(60)59(9)35(8)48(64)53-34(7)47(63)57-40/h11-22,26,29,31-34,38-42,44H,8,23-25,27-28H2,1-7,9-10H3,(H,53,64)(H,54,65)(H,55,61)(H,56,62)(H,57,63)(H,58,66)(H,67,68)(H,69,70)/b22-21+,30-26+
CH$LINK: PUBCHEM
CID:6442256
CH$LINK: INCHIKEY
FEVBMCJUKWWWBT-BNIOFCGNSA-N
CH$LINK: CHEMSPIDER
4946344
AC$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$CHROMATOGRAPHY: RETENTION_TIME 12.318 min
AC$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$FOCUSED_ION: PRECURSOR_M/Z 986.5233
MS$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: splash10-0f9i-0011672096-0f500cd2a92a9e6ebef7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
124.1113 C8H14N+ NA 124.1121 -6.18
135.0803 C9H11O+ 1 135.0804 -0.91
163.1118 C11H15O+ 1 163.1117 0.5
195.0765 C9H11N2O3+ 1 195.0764 0.49
218.1541 C14H20NO+ 2 218.1539 0.51
226.1587 C16H20N+ 3 226.159 -1.59
237.1236 C12H17N2O3+ 1 237.1234 0.79
237.1641 C4H23N5O6+ 3 237.1643 -0.98
246.1487 C15H20NO2+ 4 246.1489 -0.7
249.1232 C13H17N2O3+ 2 249.1234 -0.76
258.1855 C3H26N6O7+ 3 258.1857 -0.88
265.1591 C5H23N5O7+ 3 265.1592 -0.22
268.1656 C13H22N3O3+ 2 268.1656 0.07
277.1191 H19N7O10+ 4 277.1188 1.09
294.145 C14H20N3O4+ 3 294.1448 0.72
297.1851 C20H25O2+ 3 297.1849 0.7
314.2117 C20H28NO2+ 3 314.2115 0.73
320.2004 C7H32N2O11+ 4 320.2001 0.96
347.1962 C19H27N2O4+ 4 347.1965 -0.93
352.227 C23H30NO2+ 4 352.2271 -0.38
375.1914 C20H27N2O5+ 4 375.1914 -0.2
380.2231 C10H32N6O9+ 4 380.2225 1.55
389.2201 C8H33N6O11+ 5 389.2202 -0.13
394.2014 C24H28NO4+ 5 394.2013 0.29
397.207 C17H33O10+ 4 397.2068 0.49
407.2288 C20H31N4O5+ 5 407.2289 -0.34
433.245 C22H33N4O5+ 5 433.2445 1.16
446.2286 C23H32N3O6+ 4 446.2286 0.18
449.2423 C25H31N5O3+ 4 449.2421 0.46
460.2554 C23H34N5O5+ 4 460.2554 -0.12
461.2391 C23H33N4O6+ 4 461.2395 -0.73
477.2384 C28H33N2O5+ 5 477.2384 -0.05
478.266 C23H36N5O6+ 4 478.266 -0.03
479.2519 C25H37NO8+ 4 479.2514 1.04
508.2373 C20H36N4O11+ 7 508.2375 -0.33
509.2646 C29H37N2O6+ 4 509.2646 -0.1
516.2825 C28H40N2O7+ 5 516.283 -1.01
541.3009 C28H45O10+ 5 541.3007 0.37
543.2919 C41H37N+ 6 543.2921 -0.3
544.2764 C27H38N5O7+ 6 544.2766 -0.23
548.2757 C31H38N3O6+ 5 548.2755 0.37
559.3125 C29H43N4O7+ 6 559.3126 -0.3
561.303 C27H41N6O7+ 7 561.3031 -0.22
580.3031 C34H44O8+ 6 580.3031 0.09
627.3142 C31H43N6O8+ 7 627.3137 0.89
640.3684 C46H46N3+ 7 640.3686 -0.37
655.3076 C46H41NO3+ 8 655.3081 -0.75
661.3591 C37H49N4O7+ 7 661.3596 -0.78
663.3526 C38H45N7O4+ 7 663.3528 -0.25
667.3809 C49H49NO+ 9 667.3809 -0.02
672.3339 C44H42N5O2+ 7 672.3333 0.92
673.3191 C32H45N6O10+ 10 673.3192 -0.12
675.375 C38H51N4O7+ 7 675.3752 -0.34
688.3551 C34H50N5O10+ 8 688.3552 -0.17
693.3857 C38H53N4O8+ 8 693.3858 -0.07
699.2985 C33H43N6O11+ 9 699.2984 0.14
711.3335 C47H43N4O3+ 9 711.333 0.75
718.4181 C42H58N2O8+ 7 718.4188 -0.93
719.3652 C39H51N4O9+ 7 719.3651 0.26
723.4055 C50H51N4O+ 9 723.4057 -0.37
751.401 C51H51N4O2+ 7 751.4007 0.41
756.3571 C51H44N6O+ 6 756.3571 0.03
801.4544 C44H61N6O8+ 6 801.4545 -0.2
806.4454 C44H62N4O10+ 5 806.446 -0.8
807.4275 C42H59N6O10+ 6 807.4287 -1.48
817.4111 C43H57N6O10+ 4 817.4131 -2.4
822.4286 C43H60N5O11+ 4 822.4284 0.29
824.4536 C42H62N7O10+ 3 824.4553 -2.04
834.4393 C43H60N7O10+ 3 834.4396 -0.38
835.4236 C43H59N6O11+ 4 835.4236 -0.09
852.4496 C43H62N7O11+ 3 852.4502 -0.66
885.4753 C48H65N6O10+ 4 885.4757 -0.4
909.4736 C50H65N6O10+ 2 909.4757 -2.26
923.4922 C51H67N6O10+ 1 923.4913 0.91
936.4868 C51H66N7O10+ 1 936.4866 0.24
937.4743 C51H65N6O11+ 1 937.4706 4.01
940.5179 C51H70N7O10+ 1 940.5179 -0.01
954.497 C51H68N7O11+ 1 954.4971 -0.16
968.5125 C52H70N7O11+ 1 968.5128 -0.25
969.4958 C52H69N6O12+ 1 969.4968 -1.07
986.5229 C52H72N7O12+ 1 986.5233 -0.5
PK$NUM_PEAK: 81
PK$PEAK: m/z int. rel.int.
124.1113 10895.6 4
135.0803 66934.3 26
163.1118 145206.7 58
195.0765 88040.5 35
218.1541 16754.5 6
226.1587 20191.6 8
237.1236 11753.1 4
237.1641 24556 9
246.1487 25510.7 10
249.1232 61530.5 24
258.1855 312126.3 125
265.1591 83588.1 33
268.1656 54229.3 21
277.1191 21961.7 8
294.145 259264.4 104
297.1851 144971.3 58
314.2117 15663.8 6
320.2004 14820.7 5
347.1962 53789 21
352.227 15984.1 6
375.1914 876477.4 352
380.2231 39208.7 15
389.2201 14731.7 5
394.2014 15622.6 6
397.207 77690.1 31
407.2288 505645.9 203
433.245 56349.6 22
446.2286 539541.1 216
449.2423 16163.3 6
460.2554 156679.8 62
461.2391 273301.6 109
477.2384 203217.3 81
478.266 2026317 814
479.2519 15660.7 6
508.2373 50805 20
509.2646 716049 287
516.2825 85023.6 34
541.3009 23565.5 9
543.2919 225179.8 90
544.2764 853442.9 343
548.2757 89586.8 36
559.3125 887381.8 356
561.303 987382.1 396
580.3031 479683.9 192
627.3142 40343.9 16
640.3684 17874.6 7
655.3076 69728.1 28
661.3591 87900.4 35
663.3526 24149.2 9
667.3809 83417.1 33
672.3339 149818.8 60
673.3191 144312.7 58
675.375 20821.1 8
688.3551 81676.7 32
693.3857 485889.8 195
699.2985 24390.3 9
711.3335 55957.1 22
718.4181 78440.4 31
719.3652 19719.3 7
723.4055 20042 8
751.401 106083.2 42
756.3571 112394.8 45
801.4544 290441.4 116
806.4454 73830.4 29
807.4275 183845 73
817.4111 77817.4 31
822.4286 38718.7 15
824.4536 31952 12
834.4393 763861.5 307
835.4236 1260006.6 506
852.4496 2485310.8 999
885.4753 60278.7 24
909.4736 19843 7
923.4922 16014.3 6
936.4868 85046.9 34
937.4743 95616.8 38
940.5179 65243 26
954.497 259859.4 104
968.5125 830893.9 333
969.4958 448796.6 180
986.5229 1899556.4 763
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