ACCESSION: MSBNK-Eawag-EA299212
RECORD_TITLE: Microcystin-LR; LC-ESI-ITFT; MS2; CE: 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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: splash10-0zi9-2900000000-cf3960dcb15b3f8c8758
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
70.065 C4H8N+ 1 70.0651 -1.51
82.0653 C5H8N+ 1 82.0651 1.51
84.0443 C4H6NO+ 1 84.0444 -1.67
86.0963 C5H12N+ 1 86.0964 -1.11
91.054 C7H7+ 1 91.0542 -2.27
93.0696 C7H9+ 1 93.0699 -2.97
98.06 C5H8NO+ 1 98.06 -0.41
103.0541 C8H7+ 1 103.0542 -1.62
105.0697 C8H9+ 1 105.0699 -1.87
107.0853 C8H11+ 1 107.0855 -1.84
112.0868 C5H10N3+ 1 112.0869 -0.75
115.0539 C9H7+ 1 115.0542 -2.67
115.0862 C5H11N2O+ 1 115.0866 -3.82
117.0697 C9H9+ 1 117.0699 -1.51
127.0864 C6H11N2O+ 1 127.0866 -1.1
135.0802 C9H11O+ 1 135.0804 -1.94
135.1167 C10H15+ 1 135.1168 -0.57
182.1029 C7H12N5O+ 3 182.1036 -4.1
PK$NUM_PEAK: 18
PK$PEAK: m/z int. rel.int.
70.065 6533.9 243
82.0653 1790.4 66
84.0443 3071.4 114
86.0963 3653 136
91.054 5399.3 201
93.0696 2049.5 76
98.06 1899.9 70
103.0541 26755.8 999
105.0697 11402.6 425
107.0853 15233.4 568
112.0868 4487.6 167
115.0539 2284.7 85
115.0862 2588.2 96
117.0697 6664.1 248
127.0864 14837 553
135.0802 13979.4 521
135.1167 2305.6 86
182.1029 1478.5 55
//
