ACCESSION: MSBNK-Eawag-EQ299253
RECORD_TITLE: MCLR; LC-ESI-QFT; MS2; CE: 45%; R=17500; [M-H]-
DATE: 2020.02.03
AUTHORS: E. Janssen [dtc], B. Lauper [com]
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) Eawag 2019
COMMENT: CONFIDENCE standard compound
COMMENT: UCHEM_ID 2992
COMMENT: NaToxAq - Natural Toxins and Drinking Water Quality - From Source to Tap (https://natoxaq.ku.dk)
CH$NAME: MCLR
CH$NAME: Microcystin LR
CH$NAME: (5R,8S,11R,12S,15S,18S,19S,22R)-15-[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
CH$COMPOUND_CLASS: NA
CH$FORMULA: C49H74N10O12
CH$EXACT_MASS: 994.5488
CH$SMILES: CO[C@@H](Cc1ccccc1)[C@@H](C)/C=C(C)/C=C/[C@@H]2NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](C)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](C)NC(=O)C(=C)N(C)C(=O)CC[C@@H](NC(=O)[C@H]2C)C(O)=O)C(O)=O
CH$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$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 45 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
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 8.567 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B MeOH with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 190.9277
MS$FOCUSED_ION: PRECURSOR_M/Z 993.5415
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 2.99.1
PK$SPLASH: splash10-00or-0930000000-5be2169ba221cfbc4396
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
72.0456 C3H6NO- 1 72.0455 1.04
73.0296 C3H5O2- 1 73.0295 1.23
74.0247 C2H4NO2- 1 74.0248 -1.01
82.0297 C4H4NO- 1 82.0298 -1.94
84.0455 C4H6NO- 1 84.0455 0.33
87.0563 C3H7N2O- 1 87.0564 -1.14
98.0612 C5H8NO- 1 98.0611 0.91
99.0564 C4H7N2O- 1 99.0564 -0.35
100.0405 C4H6NO2- 1 100.0404 1.41
110.0247 C5H4NO2- 1 110.0248 -0.08
110.0611 C6H8NO- 1 110.0611 -0.44
112.0403 C5H6NO2- 1 112.0404 -0.62
123.0563 C6H7N2O- 1 123.0564 -0.9
124.0403 C6H6NO2- 1 124.0404 -1.05
125.072 C6H9N2O- 1 125.072 -0.32
127.0513 C5H7N2O2- 1 127.0513 0.06
127.0876 C6H11N2O- 1 127.0877 -0.61
128.0353 C5H6NO3- 1 128.0353 -0.08
129.1032 C6H13N2O- 1 129.1033 -1.41
130.0871 C6H12NO2- 1 130.0874 -1.85
130.0975 C3H10N6- 1 130.0972 2.23
131.086 C10H11- 1 131.0866 -4.39
136.1133 C9H14N- 1 136.1132 0.93
138.0438 C6H6N2O2- 1 138.0435 2.15
138.0566 C7H8NO2- 1 138.0561 4.11
139.0876 C7H11N2O- 1 139.0877 -0.58
150.0558 C8H8NO2- 1 150.0561 -1.47
153.0668 C7H9N2O2- 1 153.067 -0.77
153.1025 C6H11N5- 1 153.102 3.36
154.0989 C7H12N3O- 1 154.0986 2.33
155.0824 C7H11N2O2- 1 155.0826 -1.14
155.1184 C8H15N2O- 2 155.119 -3.75
163.0867 C7H9N5- 1 163.0863 2.34
165.1029 C9H13N2O- 1 165.1033 -2.49
167.0823 C8H11N2O2- 1 167.0826 -1.59
168.1136 C6H12N6- 2 168.1129 3.96
170.0932 C7H12N3O2- 1 170.0935 -1.6
171.1145 C8H15N2O2- 1 171.1139 3.6
180.114 C9H14N3O- 1 180.1142 -1.54
181.0618 C8H9N2O3- 1 181.0619 -0.16
181.0977 C9H13N2O2- 2 181.0983 -2.9
182.1293 C9H16N3O- 2 182.1299 -3.47
183.1129 C7H13N5O- 1 183.1126 2.03
186.1246 C8H16N3O2- 1 186.1248 -1.01
198.1239 C7H14N6O- 2 198.1235 1.98
200.1396 C7H16N6O- 2 200.1391 2.25
206.0923 C8H10N6O- 1 206.0922 0.46
208.1084 C8H12N6O- 2 208.1078 2.92
211.0717 C7H9N5O3- 2 211.0711 2.98
212.1397 C8H16N6O- 2 212.1391 2.74
222.1224 C8H18N2O5- 3 222.1221 1.38
226.1187 C8H14N6O2- 2 226.1184 1.61
248.1141 C10H18NO6- 3 248.114 0.39
265.1656 C11H19N7O- 4 265.1657 -0.18
280.1703 C19H22NO- 5 280.1707 -1.38
283.1761 C11H21N7O2- 4 283.1762 -0.48
293.1602 C12H19N7O2- 4 293.1606 -1.13
313.1803 C4H25N8O8- 4 313.1801 0.8
338.2225 C19H26N6- 5 338.2224 0.23
PK$NUM_PEAK: 60
PK$PEAK: m/z int. rel.int.
72.0456 9553 15
73.0296 12594.3 19
74.0247 28415.2 45
82.0297 16250.1 25
84.0455 20952.5 33
87.0563 9364 14
98.0612 9551 15
99.0564 49447.2 78
100.0405 13388 21
110.0247 84438.5 133
110.0611 6623.2 10
112.0403 40380.4 64
123.0563 19169.9 30
124.0403 62430.4 99
125.072 18242.4 28
127.0513 22747.8 36
127.0876 9686.3 15
128.0353 629521.8 999
129.1032 88222.3 140
130.0871 12669.2 20
130.0975 4715.7 7
131.086 27019.6 42
136.1133 4847.4 7
138.0438 7247.1 11
138.0566 7102.5 11
139.0876 64002.9 101
150.0558 30111.1 47
153.0668 100275.4 159
153.1025 11566 18
154.0989 9033.3 14
155.0824 43964 69
155.1184 10429.2 16
163.0867 7862.8 12
165.0662 6805.2 10
165.1029 147287.3 233
167.0823 29013.9 46
168.1136 13713.8 21
170.0932 24620.8 39
171.1145 11890 18
180.114 76898.1 122
181.0618 13359 21
181.0977 39425.4 62
182.1293 100658.6 159
183.1129 21458.5 34
186.1246 5761.8 9
198.1239 34943 55
200.1396 113032 179
206.0923 23657.1 37
208.1084 22533.1 35
211.0717 22295.2 35
212.1397 9764.6 15
222.1224 12479 19
226.1187 29403.4 46
248.1141 14277.6 22
265.1656 316424.2 502
280.1703 7387.4 11
283.1761 97838.6 155
293.1602 14941.7 23
313.1803 17158.5 27
338.2225 16788.2 26
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