ACCESSION: MSBNK-Eawag-EQ299205
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 POSITIVE
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 8.590 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$SPLASH: splash10-0zmi-6900000000-b6e392a7ef815f605fea
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  69.0335 C4H5O+ 1 69.0335 -0.19
  69.0698 C5H9+ 1 69.0699 -0.75
  70.0651 C4H8N+ 1 70.0651 -0.57
  71.0492 C4H7O+ 1 71.0491 0.3
  72.0807 C4H10N+ 1 72.0808 -1.34
  77.0385 C6H5+ 1 77.0386 -1.62
  79.0542 C6H7+ 1 79.0542 -0.69
  80.0494 C5H6N+ 1 80.0495 -0.39
  81.07 C6H9+ 1 81.0699 1.01
  82.0288 C4H4NO+ 1 82.0287 0.74
  82.0651 C5H8N+ 1 82.0651 0.08
  84.0444 C4H6NO+ 1 84.0444 0.17
  85.0283 C4H5O2+ 1 85.0284 -1.19
  85.076 C4H9N2+ 1 85.076 0.02
  86.0601 C4H8NO+ 1 86.06 0.9
  86.0964 C5H12N+ 1 86.0964 -0.44
  91.0542 C7H7+ 1 91.0542 0.09
  92.0621 C7H8+ 1 92.0621 0.03
  93.0699 C7H9+ 1 93.0699 -0.04
  94.0651 C6H8N+ 1 94.0651 -0.31
  95.0491 C6H7O+ 1 95.0491 -0.14
  95.0597 C5H7N2+ NA 95.0604 -7.4
  96.0444 C5H6NO+ 1 96.0444 0.01
  97.076 C5H9N2+ 1 97.076 -0.08
  98.06 C5H8NO+ 1 98.06 -0.43
  99.0187 C3H3N2O2+ 1 99.0189 -1.56
  99.0916 C5H11N2+ 1 99.0917 -0.81
  102.0462 C8H6+ 1 102.0464 -1.9
  103.0542 C8H7+ 1 103.0542 -0.29
  105.0448 C6H5N2+ 1 105.0447 0.43
  105.0699 C8H9+ 1 105.0699 -0.06
  107.0855 C8H11+ 1 107.0855 -0.57
  108.0806 C7H10N+ 1 108.0808 -1.22
  109.0648 C7H9O+ 1 109.0648 0.34
  110.06 C6H8NO+ 1 110.06 -0.03
  112.0394 C5H6NO2+ 1 112.0393 1.05
  112.0869 C5H10N3+ 1 112.0869 -0.34
  113.0232 C5H5O3+ 1 113.0233 -0.98
  113.0706 C5H9N2O+ 1 113.0709 -3.17
  114.1025 C5H12N3+ 1 114.1026 -0.97
  115.0542 C9H7+ 1 115.0542 0.09
  115.0866 C5H11N2O+ 1 115.0866 -0.1
  116.062 C9H8+ 1 116.0621 -0.28
  117.0698 C9H9+ 1 117.0699 -0.34
  119.0603 C7H7N2+ 1 119.0604 -0.34
  119.0854 C9H11+ 1 119.0855 -0.77
  120.0569 C8H8O+ 1 120.057 -0.19
  120.0805 C8H10N+ 1 120.0808 -2.39
  121.0759 C7H9N2+ 1 121.076 -0.82
  122.0961 C8H12N+ 1 122.0964 -2.37
  123.0917 C7H11N2+ 1 123.0917 -0.06
  125.0706 C6H9N2O+ 1 125.0709 -3.08
  127.0865 C6H11N2O+ 1 127.0866 -0.52
  128.0619 C10H8+ 1 128.0621 -1.55
  129.0697 C10H9+ 1 129.0699 -1.14
  130.05 C5H8NO3+ 1 130.0499 0.78
  130.0972 C5H12N3O+ 1 130.0975 -2.01
  131.0851 C10H11+ 1 131.0855 -3.27
  135.0803 C9H11O+ 1 135.0804 -0.8
  135.1168 C10H15+ 1 135.1168 -0.41
  138.055 C7H8NO2+ 1 138.055 0.35
  140.0819 C6H10N3O+ 1 140.0818 0.58
  141.0656 C6H9N2O2+ 1 141.0659 -2.07
  145.1013 C11H13+ 1 145.1012 0.75
  146.0963 C10H12N+ 1 146.0964 -1.1
  149.0709 C8H9N2O+ 1 149.0709 -0.21
  153.1027 C8H13N2O+ 1 153.1022 2.72
  155.0818 C7H11N2O2+ 1 155.0815 1.84
  167.0816 C8H11N2O2+ 1 167.0815 0.35
  195.0767 C9H11N2O3+ 1 195.0764 1.19
  213.0874 C9H13N2O4+ 2 213.087 1.81
PK$NUM_PEAK: 72
PK$PEAK: m/z int. rel.int.
  69.0335 27207 18
  69.0698 11460.9 7
  70.0651 1071117.1 721
  71.0492 18919.4 12
  72.0807 25108.1 16
  77.0385 63172.7 42
  79.0542 193311.9 130
  80.0494 40168.7 27
  81.07 13752.2 9
  82.0288 45453.7 30
  82.0651 90191.5 60
  84.0444 242841.1 163
  85.0283 20735.3 13
  85.076 23902.7 16
  86.0601 24310.6 16
  86.0964 159657.2 107
  91.0542 575105.9 387
  92.0621 9099.8 6
  93.0699 171229.3 115
  94.0651 32588.7 21
  95.0491 416485.7 280
  95.0597 66109.4 44
  95.0857 14511.8 9
  96.0444 22999.2 15
  97.076 99409.3 66
  98.06 128213.9 86
  99.0187 51116.3 34
  99.0916 87851.4 59
  102.0462 29737.7 20
  103.0542 1483129.6 999
  105.0448 140568.6 94
  105.0699 591159.7 398
  107.0855 462280.5 311
  108.0806 11397 7
  109.0648 44042.8 29
  110.06 30471.8 20
  112.0394 12904.5 8
  112.0869 133651.2 90
  113.0232 38973 26
  113.0706 36850.1 24
  114.1025 23939 16
  115.0542 200839.4 135
  115.0866 68049.1 45
  116.062 20683 13
  117.0698 158254.7 106
  119.0603 32027.1 21
  119.0854 39569.1 26
  120.0569 32057 21
  120.0805 36841.1 24
  121.0759 52722.6 35
  122.0961 7213.6 4
  123.0917 15628.6 10
  125.0706 10444.2 7
  127.0865 471823.7 317
  128.0619 23149.9 15
  129.0697 23614.1 15
  130.05 18388.4 12
  130.0972 12267.8 8
  131.0851 28671.6 19
  135.0803 189904.6 127
  135.1168 58679.4 39
  138.055 22830.8 15
  140.0819 30846.4 20
  141.0656 65706.4 44
  145.1013 10190.7 6
  146.0963 9441.5 6
  149.0709 54087.2 36
  153.1027 10850.7 7
  155.0818 23571.5 15
  167.0816 104800 70
  195.0767 33524.6 22
  213.0874 26389.5 17
//