ACCESSION: MSBNK-Eawag-EA299209
RECORD_TITLE: Microcystin-LR; LC-ESI-ITFT; MS2; CE: 30%; R=15000; [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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
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$SPLASH: splash10-000b-0974020006-8bb5d8293d1caa5cc678
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  70.0652 C4H8N+ 1 70.0651 1.2
  86.0962 C5H12N+ 1 86.0964 -2.85
  107.0854 C8H11+ 1 107.0855 -1.56
  112.0866 C5H10N3+ 1 112.0869 -2.53
  127.0865 C6H11N2O+ 1 127.0866 -0.47
  135.0802 C9H11O+ 1 135.0804 -2.01
  135.1166 C10H15+ 1 135.1168 -1.31
  155.0814 C7H11N2O2+ 1 155.0815 -0.48
  156.124 C6H14N5+ 1 156.1244 -2.57
  163.1116 C11H15O+ 1 163.1117 -0.87
  174.1346 C6H16N5O+ 1 174.1349 -1.93
  195.076 C9H11N2O3+ 2 195.0764 -2.04
  200.1141 C7H14N5O2+ 1 200.1142 -0.41
  213.0867 C9H13N2O4+ 1 213.087 -1.24
  241.1295 C10H17N4O3+ 1 241.1295 0.1
  244.1283 C8H16N6O3+ 2 244.1278 1.89
  246.148 C13H18N4O+ 2 246.1475 1.98
  258.1847 CH24N9O6+ 4 258.1844 1.14
  265.1576 C17H19N3+ 3 265.1573 0.87
  268.1652 C13H22N3O3+ 2 268.1656 -1.45
  285.1663 C11H21N6O3+ 3 285.167 -2.23
  286.1499 C11H20N5O4+ 3 286.151 -3.74
  292.1523 C14H20N4O3+ 4 292.153 -2.23
  347.1954 C5H29N7O10+ 6 347.197 -4.81
  375.1909 C4H27N10O10+ 6 375.1906 0.82
  382.2083 C16H32NO9+ 6 382.2072 3.04
  397.21 C4H31N9O12+ 6 397.2087 3.4
  399.2349 C17H31N6O5+ 5 399.235 -0.46
  446.2277 C21H30N6O5+ 8 446.2272 1.05
  553.3082 C23H45N4O11+ 9 553.3079 0.46
  570.3362 C23H48N5O11+ 10 570.3345 3.08
  571.3586 C28H45N9O4+ 7 571.3589 -0.51
  599.3541 C28H49N5O9+ 9 599.3525 2.69
  967.5647 C48H75N10O11+ 1 967.5611 3.64
  995.5554 C49H75N10O12+ 1 995.556 -0.66
PK$NUM_PEAK: 35
PK$PEAK: m/z int. rel.int.
  70.0652 2301.9 49
  86.0962 3094.4 66
  107.0854 4453.2 95
  112.0866 3148.7 67
  127.0865 4981 106
  135.0802 19458 417
  135.1166 4895.7 105
  155.0814 3188.3 68
  156.124 3742 80
  163.1116 10129.5 217
  174.1346 11982.3 257
  195.076 2244.3 48
  200.1141 3470.1 74
  213.0867 15488.6 332
  241.1295 2854.6 61
  244.1283 2225.8 47
  246.148 2029.4 43
  258.1847 6160.7 132
  265.1576 3047.9 65
  268.1652 2511.2 53
  285.1663 10504.5 225
  286.1499 6988.2 149
  292.1523 1748 37
  347.1954 4087.6 87
  375.1909 19242.3 412
  382.2083 4078.4 87
  397.21 2739.4 58
  399.2349 2324.7 49
  446.2277 5496.8 117
  553.3082 8719.4 187
  570.3362 2544.4 54
  571.3586 1676.9 35
  599.3541 6458.5 138
  967.5647 3697.1 79
  995.5554 46575.9 999
//