ACCESSION: MSBNK-Eawag-EQ299252
RECORD_TITLE: MCLR; LC-ESI-QFT; MS2; CE: 30%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 % (nominal)
AC$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$SPLASH: splash10-004i-0640010009-192486901fb224a3828f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  110.0249 C5H4NO2- 1 110.0248 1.3
  124.0399 C6H6NO2- 1 124.0404 -3.7
  128.0352 C5H6NO3- 1 128.0353 -0.55
  129.1034 C6H13N2O- 1 129.1033 0.72
  153.0661 C5H7N5O- 1 153.0656 3.42
  165.1037 C9H13N2O- 1 165.1033 2.03
  170.0924 C5H10N6O- 1 170.0922 1.45
  184.0608 C6H8N4O3- 2 184.0602 3.21
  200.1394 C7H16N6O- 1 200.1391 1.64
  211.0716 C7H9N5O3- 2 211.0711 2.4
  226.119 C8H14N6O2- 2 226.1184 2.62
  240.1346 C9H16N6O2- 2 240.134 2.32
  248.1146 C10H18NO6- 3 248.114 2.49
  265.1656 C11H19N7O- 4 265.1657 -0.29
  266.1249 C10H20NO7- 3 266.1245 1.26
  283.176 C11H21N7O2- 4 283.1762 -0.7
  293.1611 C13H25O7- 4 293.1606 1.87
  311.1715 C13H27O8- 4 311.1711 1.28
  412.2202 C18H30N5O6- 7 412.2202 0.02
  536.3255 C31H38N9- 9 536.3256 -0.17
  579.3247 C25H47N4O11- 10 579.3247 0.06
  580.313 C30H46NO10- 8 580.3127 0.47
  691.3446 C34H45N9O7- 11 691.3447 -0.14
  708.3894 C42H52N4O6- 10 708.3892 0.16
  774.3818 C38H50N10O8- 6 774.3819 -0.07
  801.4267 C37H57N10O10- 6 801.4265 0.29
  958.4985 C49H68N9O11- NA 958.5044 -6.13
  975.531 C49H71N10O11- 1 975.5309 0.04
  993.5432 C49H73N10O12- 1 993.5415 1.74
PK$NUM_PEAK: 29
PK$PEAK: m/z int. rel.int.
  110.0249 6597.1 11
  124.0399 13538.8 22
  128.0352 444062.5 742
  129.1034 8475.3 14
  153.0661 18550.9 31
  165.1037 9481.5 15
  170.0924 6979 11
  184.0608 15502.4 25
  200.1394 27709 46
  211.0716 17020.9 28
  226.119 11357.9 18
  240.1346 19784.7 33
  248.1146 14909.8 24
  265.1656 69904.1 116
  266.1249 5701.9 9
  283.176 150383 251
  293.1611 8697 14
  311.1715 57745.9 96
  412.2202 39365.9 65
  536.3255 6258 10
  579.3247 8537 14
  580.313 74554.3 124
  691.3446 14519.2 24
  708.3894 25228.3 42
  774.3818 38331.5 64
  801.4267 8172.4 13
  958.4985 25918.1 43
  975.531 597306.6 999
  993.5432 59757.4 99
//