ACCESSION: MSBNK-Eawag-EA299211
RECORD_TITLE: Microcystin-LR; LC-ESI-ITFT; MS2; CE: 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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: splash10-0550-1900000000-4feaa237ddd530a268e5
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
70.065 C4H8N+ 1 70.0651 -1.79
84.0443 C4H6NO+ 1 84.0444 -1.31
86.0962 C5H12N+ 1 86.0964 -2.27
91.0538 C7H7+ 1 91.0542 -4.69
93.0698 C7H9+ 1 93.0699 -0.82
95.0599 C5H7N2+ 1 95.0604 -4.89
103.0541 C8H7+ 1 103.0542 -1.52
105.0697 C8H9+ 1 105.0699 -1.21
107.0854 C8H11+ 1 107.0855 -1.28
112.0868 C5H10N3+ 1 112.0869 -1.37
114.1025 C5H12N3+ 1 114.1026 -0.3
115.0866 C5H11N2O+ 1 115.0866 -0.26
117.0698 C9H9+ 1 117.0699 -0.83
120.0804 C8H10N+ 1 120.0808 -3.05
127.0864 C6H11N2O+ 1 127.0866 -1.49
130.0493 C5H8NO3+ 1 130.0499 -4.61
131.0857 C10H11+ 1 131.0855 1.7
133.101 C10H13+ 1 133.1012 -1.48
135.0802 C9H11O+ 1 135.0804 -1.56
135.1166 C10H15+ 1 135.1168 -1.61
138.0548 C7H8NO2+ 1 138.055 -1.12
140.0817 C6H10N3O+ 1 140.0818 -0.63
141.0658 C6H9N2O2+ 1 141.0659 -0.24
155.0814 C7H11N2O2+ 1 155.0815 -0.86
157.1082 C6H13N4O+ 1 157.1084 -1.07
163.1121 C11H15O+ 1 163.1117 2.14
167.0812 C8H11N2O2+ 1 167.0815 -1.7
174.1341 C6H16N5O+ 2 174.1349 -4.57
195.0757 C9H11N2O3+ 2 195.0764 -3.53
196.0996 C13H12N2+ 1 196.0995 0.66
200.1132 C7H14N5O2+ 3 200.1142 -4.85
213.0867 C9H13N2O4+ 2 213.087 -1.47
223.1191 C10H15N4O2+ 1 223.119 0.66
239.0664 C10H11N2O5+ 2 239.0662 0.55
PK$NUM_PEAK: 34
PK$PEAK: m/z int. rel.int.
70.065 14026.7 255
84.0443 5136.9 93
86.0962 7059.9 128
91.0538 3732 67
93.0698 5775.1 105
95.0599 1902.1 34
103.0541 16413.2 298
105.0697 19961.3 363
107.0854 26104.8 474
112.0868 11949.6 217
114.1025 2247.4 40
115.0866 5745.3 104
117.0698 11052.2 201
120.0804 1673 30
127.0864 44355.5 806
130.0493 2656.7 48
131.0857 1939.7 35
133.101 1885.3 34
135.0802 54910.9 999
135.1166 15798.4 287
138.0548 1886.5 34
140.0817 2488.7 45
141.0658 4209.7 76
155.0814 6498.2 118
157.1082 2999.8 54
163.1121 2919.6 53
167.0812 6570.7 119
174.1341 3246.7 59
195.0757 3378.4 61
196.0996 2835.7 51
200.1132 3595.6 65
213.0867 7174.6 130
223.1191 1748 31
239.0664 2007.7 36
//
