ACCESSION: MSBNK-Eawag-EA299203
RECORD_TITLE: Microcystin-LR; LC-ESI-ITFT; MS2; CE: 30%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 % (nominal)
AC$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$SPLASH: splash10-01p2-0983000006-ef0c54c471dd9253a6c8
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  70.065 C4H8N+ 1 70.0651 -1.51
  86.0964 C5H12N+ 1 86.0964 -0.3
  107.0854 C8H11+ 1 107.0855 -1.46
  112.0868 C5H10N3+ 1 112.0869 -0.93
  127.0864 C6H11N2O+ 1 127.0866 -1.25
  135.0802 C9H11O+ 1 135.0804 -1.56
  135.1166 C10H15+ 1 135.1168 -1.38
  155.0811 C7H11N2O2+ 1 155.0815 -2.73
  156.1246 C6H14N5+ 1 156.1244 1.59
  157.1084 C6H13N4O+ 1 157.1084 0.33
  163.1112 C11H15O+ 1 163.1117 -3.14
  174.1349 C6H16N5O+ 1 174.1349 -0.32
  195.0763 C9H11N2O3+ 1 195.0764 -0.4
  196.1004 C13H12N2+ 2 196.0995 4.85
  213.0866 C9H13N2O4+ 2 213.087 -1.56
  218.1522 C12H18N4+ 2 218.1526 -1.78
  237.1623 C2H21N8O5+ 1 237.1629 -2.58
  240.1437 C8H16N8O+ 3 240.1442 -1.78
  241.1296 C10H17N4O3+ 1 241.1295 0.34
  244.1283 C8H16N6O3+ 2 244.1278 1.89
  246.1486 C15H20NO2+ 3 246.1489 -1.24
  258.1847 CH24N9O6+ 4 258.1844 1.18
  265.1569 C17H19N3+ 2 265.1573 -1.5
  268.1666 C13H22N3O3+ 2 268.1656 3.92
  269.1248 C11H17N4O4+ 3 269.1244 1.22
  285.1668 C11H21N6O3+ 3 285.167 -0.58
  286.1508 C11H20N5O4+ 3 286.151 -0.49
  292.1531 C14H20N4O3+ 4 292.153 0.4
  347.1956 C5H29N7O10+ 4 347.197 -4.15
  375.1909 C4H27N10O10+ 5 375.1906 0.71
  446.2279 C22H26N10O+ 8 446.2286 -1.4
  571.3604 C30H47N6O5+ 8 571.3602 0.34
  910.5023 C45H68N9O11+ 3 910.5033 -1.12
  967.5601 C48H75N10O11+ 1 967.5611 -1.04
  995.5555 C49H75N10O12+ 1 995.556 -0.54
PK$NUM_PEAK: 35
PK$PEAK: m/z int. rel.int.
  70.065 5465 53
  86.0964 8607.1 84
  107.0854 8148.8 80
  112.0868 7955.4 78
  127.0864 9258 91
  135.0802 36518 360
  135.1166 13006.7 128
  155.0811 8835.2 87
  156.1246 6670.8 65
  157.1084 10484.1 103
  163.1112 20574 202
  174.1349 21505.3 212
  195.0763 3277.2 32
  196.1004 3556.7 35
  213.0866 31723.9 312
  218.1522 2780.5 27
  237.1623 3239.1 31
  240.1437 3246.1 32
  241.1296 6201.7 61
  244.1283 6820.5 67
  246.1486 5537.8 54
  258.1847 10661.3 105
  265.1569 5258.7 51
  268.1666 7479.1 73
  269.1248 12683 125
  285.1668 19209.9 189
  286.1508 17437.9 172
  292.1531 3584.4 35
  347.1956 9233.9 91
  375.1909 41490.2 409
  446.2279 11757.9 115
  571.3604 4950.8 48
  910.5023 3966.6 39
  967.5601 9975.2 98
  995.5555 101271.2 999
//