ACCESSION: MSBNK-Eawag-EA299207
RECORD_TITLE: Microcystin-LR; LC-ESI-ITFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$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$SPLASH: splash10-0udi-3900000000-27f58caa566d1237d91d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  70.0651 C4H8N+ 1 70.0651 -0.65
  79.054 C6H7+ 1 79.0542 -2.36
  82.065 C5H8N+ 1 82.0651 -0.92
  84.0441 C4H6NO+ 1 84.0444 -3.81
  86.0964 C5H12N+ 1 86.0964 -0.07
  91.0542 C7H7+ 1 91.0542 -0.84
  93.0697 C7H9+ 1 93.0699 -2.11
  98.0596 C5H8NO+ 1 98.06 -4.8
  103.0541 C8H7+ 1 103.0542 -0.84
  105.0697 C8H9+ 1 105.0699 -1.59
  107.0855 C8H11+ 1 107.0855 -0.34
  115.0543 C9H7+ 1 115.0542 0.9
  117.0696 C9H9+ 1 117.0699 -1.94
  127.0865 C6H11N2O+ 1 127.0866 -0.78
  167.0808 C8H11N2O2+ 2 167.0815 -4.27
PK$NUM_PEAK: 15
PK$PEAK: m/z int. rel.int.
  70.0651 17714.6 180
  79.054 4777.3 48
  82.065 2161.2 22
  84.0441 5900.6 60
  86.0964 4017 40
  91.0542 19165.1 195
  93.0697 6203.3 63
  98.0596 3774.3 38
  103.0541 98047.2 999
  105.0697 30947.6 315
  107.0855 16130 164
  115.0543 6688.8 68
  117.0696 9744 99
  127.0865 16269.1 165
  167.0808 3232.8 32
//