ACCESSION: MSBNK-Eawag-EQ299207
RECORD_TITLE: MCLR; LC-ESI-QFT; MS2; CE: 120%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 % (nominal)
AC$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$SPLASH: splash10-0ukd-9700000000-3bbb094719b1f3c59f5b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  69.0335 C4H5O+ 1 69.0335 0.69
  70.0651 C4H8N+ 1 70.0651 -0.57
  71.0492 C4H7O+ 1 71.0491 0.73
  72.0807 C4H10N+ 1 72.0808 -1.23
  77.0384 C6H5+ 1 77.0386 -1.82
  79.0542 C6H7+ 1 79.0542 -0.2
  80.0494 C5H6N+ 1 80.0495 -0.77
  81.0335 C5H5O+ 1 81.0335 0.64
  82.0288 C4H4NO+ 1 82.0287 0.55
  82.065 C5H8N+ 1 82.0651 -1.5
  84.0444 C4H6NO+ 1 84.0444 0.08
  85.0283 C4H5O2+ 1 85.0284 -1.1
  85.076 C4H9N2+ 1 85.076 -0.24
  86.0601 C4H8NO+ 1 86.06 1.17
  86.0965 C5H12N+ 1 86.0964 0.45
  89.0385 C7H5+ 1 89.0386 -0.97
  91.0542 C7H7+ 1 91.0542 0.09
  92.0621 C7H8+ 1 92.0621 0.2
  93.0698 C7H9+ 1 93.0699 -0.94
  94.0653 C6H8N+ 1 94.0651 1.55
  95.0491 C6H7O+ 1 95.0491 -0.06
  96.0443 C5H6NO+ 1 96.0444 -0.55
  97.076 C5H9N2+ 1 97.076 -0.39
  98.0601 C5H8NO+ 1 98.06 0.42
  99.0916 C5H11N2+ 1 99.0917 -0.89
  102.0465 C8H6+ 1 102.0464 0.49
  103.0542 C8H7+ 1 103.0542 -0.29
  105.0447 C6H5N2+ 1 105.0447 0
  105.0699 C8H9+ 1 105.0699 -0.13
  106.0524 C6H6N2+ 1 106.0525 -1.56
  107.0855 C8H11+ 1 107.0855 0
  108.0681 C6H8N2+ 1 108.0682 -0.77
  108.0809 C7H10N+ 1 108.0808 0.83
  109.0649 C7H9O+ 1 109.0648 0.97
  112.0869 C5H10N3+ 1 112.0869 -0.07
  113.0234 C5H5O3+ 1 113.0233 0.51
  113.0707 C5H9N2O+ 1 113.0709 -1.89
  115.0542 C9H7+ 1 115.0542 -0.17
  116.0619 C9H8+ 1 116.0621 -0.94
  117.07 C9H9+ 1 117.0699 0.84
  119.0607 C7H7N2+ 1 119.0604 3.12
  120.057 C8H8O+ 1 120.057 0.07
  120.0808 C8H10N+ 1 120.0808 0.27
  121.0759 C7H9N2+ 1 121.076 -0.7
  127.0866 C6H11N2O+ 1 127.0866 -0.22
  128.062 C10H8+ 1 128.0621 -0.48
  129.0701 C10H9+ 1 129.0699 2.05
  131.0854 C10H11+ 1 131.0855 -0.71
  135.08 C9H11O+ 1 135.0804 -3.17
  149.071 C8H9N2O+ 1 149.0709 0.2
  165.0701 C13H9+ 1 165.0699 1.29
PK$NUM_PEAK: 52
PK$PEAK: m/z int. rel.int.
  69.0335 14347.8 9
  70.0651 861227.2 587
  71.0492 20830.8 14
  72.0807 15226.8 10
  77.0384 94524.8 64
  79.0542 230548.4 157
  80.0494 64457.6 43
  81.0335 19762.3 13
  82.0288 45306.1 30
  82.065 63283.4 43
  84.0444 137361.8 93
  85.0283 12473.9 8
  85.076 13827 9
  86.0601 12359.2 8
  86.0965 29401.7 20
  89.0385 10751.5 7
  91.0542 769595.3 524
  92.0621 19017.7 12
  93.0698 75040.4 51
  94.0653 38063.1 25
  95.0491 801374.4 546
  95.0603 33859.1 23
  96.0443 23416.1 15
  97.076 50263.7 34
  98.0601 54579.6 37
  99.0916 23437 15
  102.0465 68828 46
  103.0542 1464863.4 999
  105.0447 269886.7 184
  105.0699 354860.4 242
  106.0524 14681.2 10
  107.0855 128042.9 87
  108.0681 7491.7 5
  108.0809 15933.7 10
  109.0649 45109.9 30
  112.0869 24455.7 16
  113.0234 25898.4 17
  113.0707 11272.1 7
  115.0542 216412.6 147
  116.0619 17165.3 11
  117.07 41867.2 28
  119.0607 26498.5 18
  120.057 21384.2 14
  120.0808 16958.3 11
  121.0759 54193.4 36
  127.0866 96495.1 65
  128.062 23289.5 15
  129.0701 15990.1 10
  131.0854 12003.1 8
  135.08 12038.1 8
  149.071 17697.7 12
  165.0701 15493.9 10
//