ACCESSION: MSBNK-Eawag-EQ299254
RECORD_TITLE: MCLR; LC-ESI-QFT; MS2; CE: 60%; 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 2992
COMMENT: NaToxAq - Natural Toxins and Drinking Water Quality - From Source to Tap (https://natoxaq.ku.dk)

CH$NAME: MCLR
CH$NAME: Microcystin LR
CH$NAME: (5R,8S,11R,12S,15S,18S,19S,22R)-15-[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
CH$COMPOUND_CLASS: NA
CH$FORMULA: C₄₉H₇₄N₁₀O₁₂
CH$EXACT_MASS: 994.5488
CH$SMILES: CO[C@@H](Cc1ccccc1)[C@@H](C)/C=C(C)/C=C/[C@@H]2NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](C)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](C)NC(=O)C(=C)N(C)C(=O)CC[C@@H](NC(=O)[C@H]2C)C(O)=O)C(O)=O
CH$IUPAC: InChI=1S/C49H74N10O12/c1-26(2)23-37-46(66)58-40(48(69)70)30(6)42(62)55-35(17-14-22-52-49(50)51)45(65)54-34(19-18-27(3)24-28(4)38(71-10)25-33-15-12-11-13-16-33)29(5)41(61)56-36(47(67)68)20-21-39(60)59(9)32(8)44(64)53-31(7)43(63)57-37/h11-13,15-16,18-19,24,26,28-31,34-38,40H,8,14,17,20-23,25H2,1-7,9-10H3,(H,53,64)(H,54,65)(H,55,62)(H,56,61)(H,57,63)(H,58,66)(H,67,68)(H,69,70)(H4,50,51,52)/b19-18+,27-24+/t28-,29-,30-,31+,34-,35-,36+,37-,38-,40+/m0/s1
CH$LINK: CAS 101043-37-2
CH$LINK: CHEBI 6925
CH$LINK: KEGG C05371
CH$LINK: PUBCHEM CID:445434
CH$LINK: INCHIKEY ZYZCGGRZINLQBL-GWRQVWKTSA-N
CH$LINK: CHEMSPIDER 393078

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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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 8.567 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B MeOH with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 190.9277
MS$FOCUSED_ION: PRECURSOR_M/Z 993.5415
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$SPLASH: splash10-0059-1900000000-4cbfbe1764358a160723
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  72.0455 C3H6NO- 1 72.0455 -0.12
  73.0295 C3H5O2- 1 73.0295 0.6
  74.0249 C2H4NO2- 1 74.0248 2.19
  82.0297 C4H4NO- 1 82.0298 -1.47
  82.0663 C5H8N- 1 82.0662 0.83
  84.0455 C4H6NO- 1 84.0455 0.51
  87.0565 C3H7N2O- 1 87.0564 0.96
  99.0565 C4H7N2O- 1 99.0564 1.19
  109.0408 C5H5N2O- 1 109.0407 0.34
  110.0248 C5H4NO2- 1 110.0248 0.54
  111.0199 C4H3N2O2- 1 111.02 -0.78
  112.0405 C5H6NO2- 1 112.0404 1.01
  112.0767 C6H10NO- 1 112.0768 -0.57
  113.0356 C4H5N2O2- 1 113.0357 -0.2
  122.0974 C8H12N- 1 122.0975 -0.78
  123.0562 C6H7N2O- 1 123.0564 -1.45
  124.0405 C6H6NO2- 1 124.0404 0.61
  125.0594 C5H7N3O- 1 125.0595 -0.12
  127.0512 C5H7N2O2- 1 127.0513 -0.66
  128.0353 C5H6NO3- 1 128.0353 0.16
  129.1034 C6H13N2O- 1 129.1033 0.25
  130.0877 C6H12NO2- 1 130.0874 2.84
  130.0978 C3H10N6- 1 130.0972 4.22
  138.0434 C6H6N2O2- 1 138.0435 -0.84
  138.0553 C5H6N4O- 1 138.0547 4.34
  139.0877 C7H11N2O- 1 139.0877 -0.15
  150.0558 C8H8NO2- 1 150.0561 -1.47
  153.0665 C7H9N2O2- 1 153.067 -3.26
  153.1032 C8H13N2O- 1 153.1033 -1.12
  155.0828 C7H11N2O2- 1 155.0826 1.13
  155.1188 C8H15N2O- 1 155.119 -0.9
  163.0882 C9H11N2O- 1 163.0877 3.18
  165.1027 C9H13N2O- 2 165.1033 -4.07
  167.0822 C8H11N2O2- 1 167.0826 -2.51
  168.1144 C8H14N3O- 1 168.1142 1.15
  180.1134 C7H12N6- 2 180.1129 3.03
  181.0977 C9H13N2O2- 2 181.0983 -3.15
  182.1291 C7H14N6- 2 182.1285 3.15
  183.1132 C7H13N5O- 2 183.1126 3.36
  198.1243 C9H16N3O2- 2 198.1248 -2.64
  200.1396 C7H16N6O- 2 200.1391 2.56
  206.0923 C8H10N6O- 1 206.0922 0.83
  208.1087 C10H14N3O2- 2 208.1092 -2.28
  265.1661 C12H25O6- 3 265.1657 1.53
PK$NUM_PEAK: 44
PK$PEAK: m/z int. rel.int.
  72.0455 14820.1 56
  73.0295 10973.2 42
  74.0249 21681.9 83
  82.0297 13322.8 51
  82.0663 10506.8 40
  84.0455 24119.7 92
  87.0565 21264 81
  99.0565 48031.8 183
  109.0408 13226.8 50
  110.0248 92773.5 355
  111.0199 7413.9 28
  112.0405 30408.6 116
  112.0767 12875.6 49
  113.0356 16416.4 62
  122.0974 6343.5 24
  123.0562 9932.7 38
  124.0405 44086.4 168
  125.0594 7760.2 29
  127.0512 17713.5 67
  128.0353 260919.1 999
  129.1034 89327 342
  130.0877 8216.8 31
  130.0978 8590.8 32
  138.0434 22139.1 84
  138.0553 9786 37
  139.0877 57503.6 220
  150.0558 25958.4 99
  153.0665 41768 159
  153.1032 14663 56
  155.0828 24120.2 92
  155.1188 7479.7 28
  163.0882 6814.9 26
  165.1027 83396.3 319
  167.0822 12330.1 47
  168.1144 7544.1 28
  180.1134 72129.1 276
  181.0977 28572.1 109
  182.1291 144802 554
  183.1132 18746.1 71
  198.1243 20656.5 79
  200.1396 47335.6 181
  206.0923 10396 39
  208.1087 14573.2 55
  265.1661 38373.3 146
//