ACCESSION: MSBNK-Eawag-EA299210
RECORD_TITLE: Microcystin-LR; LC-ESI-ITFT; MS2; CE: 45%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 % (nominal)
AC$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: splash10-000i-1920000000-1d8fc4b63d699bcd8229
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
70.065 C4H8N+ 1 70.0651 -1.22
84.0443 C4H6NO+ 1 84.0444 -1.07
86.0963 C5H12N+ 1 86.0964 -1.46
93.0697 C7H9+ 1 93.0699 -1.47
103.0541 C8H7+ 1 103.0542 -1.42
105.0697 C8H9+ 1 105.0699 -1.3
107.0854 C8H11+ 1 107.0855 -1.56
112.0868 C5H10N3+ 1 112.0869 -1.01
113.071 C5H9N2O+ 1 113.0709 0.36
114.1024 C5H12N3+ 1 114.1026 -1.79
115.0544 C9H7+ 1 115.0542 1.85
115.0865 C5H11N2O+ 1 115.0866 -0.43
117.0697 C9H9+ 1 117.0699 -1.59
127.0864 C6H11N2O+ 1 127.0866 -1.33
130.0499 C5H8NO3+ 1 130.0499 0.08
135.0802 C9H11O+ 1 135.0804 -1.49
135.1167 C10H15+ 1 135.1168 -0.94
138.0549 C7H8NO2+ 1 138.055 -0.33
140.0814 C6H10N3O+ 1 140.0818 -2.77
141.0655 C6H9N2O2+ 1 141.0659 -2.23
155.0813 C7H11N2O2+ 1 155.0815 -1.57
156.1242 C6H14N5+ 1 156.1244 -1.04
157.1081 C6H13N4O+ 1 157.1084 -1.51
157.1336 C8H17N2O+ 1 157.1335 0.7
163.1116 C11H15O+ 1 163.1117 -1.11
167.0814 C8H11N2O2+ 1 167.0815 -0.38
174.1346 C6H16N5O+ 1 174.1349 -1.93
175.1195 C6H15N4O2+ 2 175.119 3.19
182.1036 C7H12N5O+ 1 182.1036 -0.36
183.0872 C7H11N4O2+ 3 183.0877 -2.58
195.0761 C9H11N2O3+ 1 195.0764 -1.48
196.0603 C9H10NO4+ 1 196.0604 -0.89
196.0994 C13H12N2+ 1 196.0995 -0.51
198.1233 C9H16N3O2+ 2 198.1237 -2.14
200.1139 C7H14N5O2+ 1 200.1142 -1.65
201.0978 C7H13N4O3+ 2 201.0982 -2.17
213.0866 C9H13N2O4+ 2 213.087 -1.56
213.1341 C9H17N4O2+ 2 213.1346 -2.22
218.1536 C12H18N4+ 2 218.1526 4.64
223.1187 C10H15N4O2+ 3 223.119 -1.04
225.1338 C10H17N4O2+ 3 225.1346 -3.39
226.1182 C10H16N3O3+ 2 226.1186 -1.94
237.1632 C2H21N8O5+ 3 237.1629 1
239.0656 C9H5N9+ 3 239.0662 -2.73
241.129 C10H17N4O3+ 3 241.1295 -2.18
244.1289 C10H18N3O4+ 2 244.1292 -1.03
246.1471 C13H18N4O+ 3 246.1475 -1.84
269.1235 C11H17N4O4+ 3 269.1244 -3.35
285.1668 C11H21N6O3+ 3 285.167 -0.72
286.1504 C11H20N5O4+ 3 286.151 -1.89
303.1784 C11H23N6O4+ 3 303.1775 2.77
347.1982 C5H29N7O10+ 5 347.197 3.28
375.1903 C18H25N5O4+ 7 375.1901 0.57
PK$NUM_PEAK: 53
PK$PEAK: m/z int. rel.int.
70.065 18977.9 165
84.0443 7106.3 61
86.0963 18836.4 164
93.0697 3900.8 34
103.0541 4903.3 42
105.0697 11915.8 103
107.0854 27293.3 237
112.0868 13169.1 114
113.071 2184.9 19
114.1024 2348.1 20
115.0544 1812.9 15
115.0865 10805 94
117.0697 5477.4 47
127.0864 50886.6 443
130.0499 2575.9 22
135.0802 114610.8 999
135.1167 37805 329
138.0549 2382.1 20
140.0814 6838.5 59
141.0655 3674.7 32
155.0813 18676.7 162
156.1242 3583 31
157.1081 13434.1 117
157.1336 1718.9 14
163.1116 14771.7 128
167.0814 6137.9 53
174.1346 15246.9 132
175.1195 2283.6 19
182.1036 3206.2 27
183.0872 3681 32
195.0761 5499.9 47
196.0603 2398.9 20
196.0994 1653.9 14
198.1233 1875.9 16
200.1139 19678 171
201.0978 4405.5 38
213.0866 42051.3 366
213.1341 5084.1 44
218.1536 2185.7 19
223.1187 4364.4 38
225.1338 3570.8 31
226.1182 7781.9 67
237.1632 4504.3 39
239.0656 8166.6 71
241.129 1579.3 13
244.1289 4178.6 36
246.1471 2453.5 21
269.1235 5334.9 46
285.1668 4798.8 41
286.1504 3270.4 28
303.1784 4142.1 36
347.1982 2669.8 23
375.1903 5278.8 46
//
