ACCESSION: MSBNK-Eawag-EA299205
RECORD_TITLE: Microcystin-LR; LC-ESI-ITFT; MS2; CE: 60%; R=7500; [M+H]+
DATE: 2014.01.14
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2012 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 2992

CH$NAME: Microcystin-LR
CH$NAME: (5R,8R,11R,12S,15S,18S,19S,22R)-15-{3-[(Diaminomethylene)amino]propyl}-8-isobutyl-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenyl-1,3-heptadien-1-yl]-1,5,12,19-tetramethyl-2-methylene-3,6,9,13,16,20 ,25-heptaoxo-1,4,7,10,14,17,21-heptaazacyclopentacosane-11,22-dicarboxylic acid
CH$NAME: (5R,8S,11R,12S,15S,18S,19S,22R)-15-(3-guanidinopropyl)-8-isobutyl-3,6,9,13,16,20,25-heptaketo-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenyl-hepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylene-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₄₉H₇₄N₁₀O₁₂
CH$EXACT_MASS: 994.5488
CH$SMILES: CC1C(NC(=O)C(NC(=O)C(C(NC(=O)C(NC(=O)C(NC(=O)C(=C)N(C(=O)CCC(NC1=O)C(=O)O)C)C)CC(C)C)C(=O)O)C)CCCN=C(N)N)C=CC(=CC(C)C(CC2=CC=CC=C2)OC)C
CH$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$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 7500
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 10.2 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 498.2811
MS$FOCUSED_ION: PRECURSOR_M/Z 995.556
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Spline
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 1.3.1

PK$SPLASH: splash10-0550-1900000000-af6bd851a6ff5983b9e8
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  70.0651 C4H8N+ 1 70.0651 -0.79
  79.0542 C6H7+ 1 79.0542 -0.46
  82.0653 C5H8N+ 1 82.0651 2.73
  84.0443 C4H6NO+ 1 84.0444 -0.84
  86.0964 C5H12N+ 1 86.0964 0.16
  91.0541 C7H7+ 1 91.0542 -1.5
  93.0697 C7H9+ 1 93.0699 -1.47
  95.0604 C5H7N2+ 1 95.0604 -0.15
  97.076 C5H9N2+ 1 97.076 -0.77
  98.0598 C5H8NO+ 1 98.06 -2.14
  99.0916 C5H11N2+ 1 99.0917 -0.65
  103.0541 C8H7+ 1 103.0542 -1.03
  105.0697 C8H9+ 1 105.0699 -1.21
  107.0854 C8H11+ 1 107.0855 -0.9
  112.0868 C5H10N3+ 1 112.0869 -1.01
  113.0714 C5H9N2O+ 1 113.0709 4.16
  114.1024 C5H12N3+ 1 114.1026 -1.87
  115.0542 C9H7+ 1 115.0542 -0.49
  115.0865 C5H11N2O+ 1 115.0866 -0.69
  117.0698 C9H9+ 1 117.0699 -0.66
  127.0864 C6H11N2O+ 1 127.0866 -1.1
  130.0496 C5H8NO3+ 1 130.0499 -2.07
  130.0975 C5H12N3O+ 1 130.0975 0.09
  133.1011 C10H13+ 1 133.1012 -0.88
  135.0803 C9H11O+ 1 135.0804 -0.75
  135.1166 C10H15+ 1 135.1168 -1.46
  138.0546 C7H8NO2+ 1 138.055 -2.35
  140.0815 C6H10N3O+ 1 140.0818 -2.63
  141.0658 C6H9N2O2+ 1 141.0659 -0.1
  149.0709 C8H9N2O+ 1 149.0709 -0.33
  153.1021 C8H13N2O+ 1 153.1022 -0.78
  155.081 C7H11N2O2+ 1 155.0815 -3.06
  157.1079 C6H13N4O+ 1 157.1084 -2.78
  167.0816 C8H11N2O2+ 1 167.0815 0.45
  174.1342 C6H16N5O+ 2 174.1349 -4.52
  182.1028 C7H12N5O+ 3 182.1036 -4.48
  195.0766 C9H11N2O3+ 1 195.0764 1.13
  200.114 C7H14N5O2+ 1 200.1142 -1
  201.0982 C7H13N4O3+ 1 201.0982 -0.23
  213.0867 C9H13N2O4+ 2 213.087 -1.33
  239.0667 C10H11N2O5+ 3 239.0662 1.85
PK$NUM_PEAK: 41
PK$PEAK: m/z int. rel.int.
  70.0651 44989.4 324
  79.0542 3300 23
  82.0653 2393.3 17
  84.0443 17483.6 126
  86.0964 16296.5 117
  91.0541 9912 71
  93.0697 14112.7 101
  95.0604 3472.3 25
  97.076 4561.3 32
  98.0598 5919.8 42
  99.0916 4169 30
  103.0541 40563.9 292
  105.0697 49365.8 356
  107.0854 66711.8 481
  112.0868 23692.2 170
  113.0714 3664.8 26
  114.1024 6950.3 50
  115.0542 6406.1 46
  115.0865 17464.7 126
  117.0698 26584.5 191
  127.0864 99830.1 720
  130.0496 3880.4 27
  130.0975 3642.8 26
  133.1011 3265.1 23
  135.0803 138460.7 999
  135.1166 46551.2 335
  138.0546 5577.9 40
  140.0815 9745.6 70
  141.0658 14580.3 105
  149.0709 3423.9 24
  153.1021 3483.8 25
  155.081 16368.1 118
  157.1079 9889.7 71
  167.0816 13640.9 98
  174.1342 6181.5 44
  182.1028 5008.6 36
  195.0766 6863.9 49
  200.114 9581.5 69
  201.0982 4358.2 31
  213.0867 23089.6 166
  239.0667 6358.2 45
//