ACCESSION: MSBNK-Eawag-EQ299255
RECORD_TITLE: MCLR; LC-ESI-QFT; MS2; CE: 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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$SPLASH: splash10-01u0-2900000000-eea59949c3f9f98600db
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  72.0454 C3H6NO- 1 72.0455 -1.18
  74.0248 C2H4NO2- 1 74.0248 0.12
  82.0297 C4H4NO- 1 82.0298 -1.47
  82.0661 C5H8N- 1 82.0662 -2.05
  84.0455 C4H6NO- 1 84.0455 0.33
  87.0564 C3H7N2O- 1 87.0564 0.17
  96.0456 C5H6NO- 1 96.0455 1.28
  96.082 C6H10N- 1 96.0819 1.19
  97.0403 C4H5N2O- 1 97.0407 -4.82
  99.0562 C4H7N2O- 1 99.0564 -1.66
  108.0451 C6H6NO- 1 108.0455 -3.64
  109.0407 C5H5N2O- 1 109.0407 -0.5
  110.0248 C5H4NO2- 1 110.0248 -0.01
  111.0197 C4H3N2O2- 1 111.02 -2.84
  112.0403 C5H6NO2- 1 112.0404 -0.56
  112.0766 C6H10NO- 1 112.0768 -1.25
  113.0357 C4H5N2O2- 1 113.0357 0.61
  123.0327 C6H5NO2- 1 123.0326 1.2
  123.0564 C6H7N2O- 1 123.0564 -0.03
  124.0406 C6H6NO2- 1 124.0404 1.78
  125.0594 C5H7N3O- 1 125.0595 -0.36
  127.0512 C5H7N2O2- 1 127.0513 -0.42
  128.0353 C5H6NO3- 1 128.0353 -0.2
  129.1034 C6H13N2O- 1 129.1033 0.25
  138.0432 C6H6N2O2- 1 138.0435 -2.05
  139.0876 C7H11N2O- 1 139.0877 -0.91
  150.0554 C8H8NO2- 2 150.0561 -4.42
  153.0663 C7H9N2O2- 2 153.067 -4.06
  155.1189 C8H15N2O- 1 155.119 -0.51
  165.1025 C7H11N5- 1 165.102 2.96
  180.1136 C9H14N3O- 2 180.1142 -3.41
  182.1289 C7H14N6- 1 182.1285 2.14
PK$NUM_PEAK: 32
PK$PEAK: m/z int. rel.int.
  72.0454 16685 202
  74.0248 24144.5 293
  82.0297 18618.5 226
  82.0661 14120.2 171
  84.0455 22495.2 273
  87.0564 15183.8 184
  96.0456 5202.4 63
  96.082 8413 102
  97.0403 6095.5 74
  99.0562 16049.5 195
  108.0451 5111.6 62
  109.0407 15197.2 184
  110.0248 79303 963
  111.0197 6380.5 77
  112.0403 20400.4 247
  112.0766 11108.2 135
  113.0357 11872.1 144
  123.0327 7945.3 96
  123.0564 9219.8 112
  124.0406 22187 269
  125.0594 16119.9 195
  127.0512 9155.7 111
  128.0353 82183.9 999
  129.1034 56959.7 692
  138.0432 13800.2 167
  139.0876 23344.1 283
  150.0554 15179.5 184
  153.0663 5765.5 70
  155.1189 6358 77
  165.1025 27087.8 329
  180.1136 21634.3 262
  182.1289 81881.2 995
//