ACCESSION: MSBNK-Eawag-EQ299209
RECORD_TITLE: MCLR; LC-ESI-QFT; MS2; CE: 180%; 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 POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 180 % (nominal)
AC$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 8.590 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B MeOH with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 498.282
MS$FOCUSED_ION: PRECURSOR_M/Z 995.556
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$SPLASH: splash10-0ukd-9700000000-96bd42dbfacd9bf3c03a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  69.0334 C4H5O+ 1 69.0335 -1.19
  70.0651 C4H8N+ 1 70.0651 -0.68
  72.0808 C4H10N+ 1 72.0808 -0.28
  77.0385 C6H5+ 1 77.0386 -1.33
  78.0462 C6H6+ 1 78.0464 -2.72
  79.0542 C6H7+ 1 79.0542 -0.88
  80.0494 C5H6N+ 1 80.0495 -0.87
  81.0335 C5H5O+ 1 81.0335 0.55
  82.0286 C4H4NO+ 1 82.0287 -2.05
  82.0651 C5H8N+ 1 82.0651 -0.11
  84.0444 C4H6NO+ 1 84.0444 -0.1
  85.0285 C4H5O2+ 1 85.0284 1.24
  85.0759 C4H9N2+ 1 85.076 -1.32
  86.0599 C4H8NO+ 1 86.06 -1.94
  86.0964 C5H12N+ 1 86.0964 -0.53
  91.0542 C7H7+ 1 91.0542 -0.07
  92.0624 C7H8+ 1 92.0621 3.76
  93.0697 C7H9+ 1 93.0699 -1.51
  94.0652 C6H8N+ 1 94.0651 0.5
  95.0491 C6H7O+ 1 95.0491 -0.3
  95.0602 C5H7N2+ 1 95.0604 -1.94
  96.0443 C5H6NO+ 1 96.0444 -0.87
  97.076 C5H9N2+ 1 97.076 0
  98.06 C5H8NO+ 1 98.06 -0.35
  99.0187 C3H3N2O2+ 1 99.0189 -1.64
  99.0915 C5H11N2+ 1 99.0917 -1.89
  102.0464 C8H6+ 1 102.0464 0.04
  103.0542 C8H7+ 1 103.0542 -0.51
  105.0447 C6H5N2+ 1 105.0447 -0.22
  105.0698 C8H9+ 1 105.0699 -0.49
  107.0855 C8H11+ 1 107.0855 -0.14
  109.0648 C7H9O+ 1 109.0648 0.27
  112.0868 C5H10N3+ 1 112.0869 -1.43
  113.023 C5H5O3+ 1 113.0233 -2.8
  113.0707 C5H9N2O+ 1 113.0709 -1.82
  115.0542 C9H7+ 1 115.0542 -0.24
  116.0619 C9H8+ 1 116.0621 -1.27
  117.0699 C9H9+ 1 117.0699 -0.21
  119.0607 C7H7N2+ 1 119.0604 2.61
  119.0856 C9H11+ 1 119.0855 0.25
  120.0569 C8H8O+ 1 120.057 -0.5
  120.0806 C8H10N+ 1 120.0808 -1.25
  121.076 C7H9N2+ 1 121.076 -0.45
  127.0866 C6H11N2O+ 1 127.0866 -0.22
  128.0619 C10H8+ 1 128.0621 -1.19
  129.0698 C10H9+ 1 129.0699 -0.67
  131.0854 C10H11+ 1 131.0855 -0.6
  135.0802 C9H11O+ 1 135.0804 -1.47
  149.0709 C8H9N2O+ 1 149.0709 -0.11
  165.07 C13H9+ 1 165.0699 0.64
  167.082 C8H11N2O2+ 1 167.0815 3.09
PK$NUM_PEAK: 51
PK$PEAK: m/z int. rel.int.
  69.0334 14983.6 11
  70.0651 816001 602
  72.0808 18445.8 13
  77.0385 90683.8 66
  78.0462 5285.6 3
  79.0542 195836.6 144
  80.0494 56024.5 41
  81.0335 18823 13
  82.0286 33138.9 24
  82.0651 66947.9 49
  84.0444 136452.8 100
  85.0285 10938.3 8
  85.0759 16902.8 12
  86.0599 14341.4 10
  86.0964 34334.2 25
  91.0542 677797.1 500
  92.0624 12141.6 8
  93.0697 54201.1 40
  94.0652 23328.6 17
  95.0491 763497.9 563
  95.0602 45210.4 33
  96.0443 16446.1 12
  97.076 49914.5 36
  98.06 58510.5 43
  99.0187 12841.7 9
  99.0915 24191.3 17
  102.0464 63407.5 46
  103.0542 1353173.1 999
  105.0447 266986.7 197
  105.0698 332258.8 245
  107.0855 121216.1 89
  109.0648 27261.4 20
  112.0868 28129.5 20
  113.023 24849.9 18
  113.0707 12567.9 9
  115.0542 167660.5 123
  116.0619 17138.5 12
  117.0699 44047 32
  119.0607 27103.8 20
  119.0856 15082.3 11
  120.0569 18039.1 13
  120.0806 16034 11
  121.076 51536.4 38
  127.0866 89147.8 65
  128.0619 22129.6 16
  129.0698 19217.8 14
  131.0854 7741 5
  135.0802 11984.9 8
  149.0709 13127.8 9
  165.07 16639.2 12
  167.082 13224.5 9
//