ACCESSION: MSBNK-Eawag-EQ299203
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 POSITIVE
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 8.590 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B MeOH with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 498.282
MS$FOCUSED_ION: PRECURSOR_M/Z 995.556
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$SPLASH: splash10-052r-2920000000-98830169c9402d73beaf
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
69.0334 C4H5O+ 1 69.0335 -0.85
70.0651 C4H8N+ 1 70.0651 -0.57
77.0385 C6H5+ 1 77.0386 -0.73
79.0541 C6H7+ 1 79.0542 -1.65
82.0287 C4H4NO+ 1 82.0287 -0.93
82.0652 C5H8N+ 1 82.0651 1.01
84.0444 C4H6NO+ 1 84.0444 0.08
86.0964 C5H12N+ 1 86.0964 -0.53
87.0792 C3H9N3+ 1 87.0791 0.6
91.0542 C7H7+ 1 91.0542 -0.33
93.0699 C7H9+ 1 93.0699 0.13
94.065 C6H8N+ 1 94.0651 -1.37
95.049 C6H7O+ 1 95.0491 -1.03
95.0603 C5H7N2+ 1 95.0604 -0.82
95.0853 C7H11+ 1 95.0855 -2.48
96.081 C6H10N+ 1 96.0808 2.54
97.0761 C5H9N2+ 1 97.076 0.39
98.0601 C5H8NO+ 1 98.06 0.97
99.0916 C5H11N2+ 1 99.0917 -0.58
102.055 C4H8NO2+ 1 102.055 0.33
103.0542 C8H7+ 1 103.0542 -0.36
105.0698 C8H9+ 1 105.0699 -0.35
107.0855 C8H11+ 1 107.0855 -0.28
109.0648 C7H9O+ 1 109.0648 0.2
110.06 C6H8NO+ 1 110.06 -0.44
112.0869 C5H10N3+ 1 112.0869 -0.34
113.0709 C5H9N2O+ 1 113.0709 -0.2
114.1026 C5H12N3+ 1 114.1026 0.1
115.0543 C9H7+ 1 115.0542 0.56
115.0866 C5H11N2O+ 1 115.0866 -0.23
116.0705 C5H10NO2+ 1 116.0706 -0.95
117.0698 C9H9+ 1 117.0699 -0.27
119.0854 C9H11+ 1 119.0855 -0.65
120.0809 C8H10N+ 1 120.0808 0.66
121.1011 C9H13+ 1 121.1012 -0.3
124.0756 C7H10NO+ 1 124.0757 -0.64
124.112 C8H14N+ 1 124.1121 -0.52
127.0865 C6H11N2O+ 1 127.0866 -0.4
128.0705 C6H10NO2+ 1 128.0706 -0.78
129.0695 C10H9+ 1 129.0699 -3.27
130.0498 C5H8NO3+ 1 130.0499 -0.86
130.0973 C5H12N3O+ 1 130.0975 -1.07
131.0855 C10H11+ 1 131.0855 -0.01
133.101 C10H13+ 1 133.1012 -1.59
135.0804 C9H11O+ 1 135.0804 -0.57
135.1167 C10H15+ 1 135.1168 -1.2
138.0549 C7H8NO2+ 1 138.055 -0.09
139.0877 C7H11N2O+ NA 139.0866 7.68
139.0977 C6H11N4+ 1 139.0978 -0.79
140.0707 C7H10NO2+ 1 140.0706 0.49
140.0817 C6H10N3O+ 1 140.0818 -1.05
141.0658 C6H9N2O2+ 1 141.0659 -0.23
143.085 C11H11+ 1 143.0855 -3.45
145.1011 C11H13+ 1 145.1012 -0.62
146.0965 C10H12N+ 1 146.0964 0.36
147.0771 C5H11N2O3+ 1 147.0764 4.32
149.071 C8H9N2O+ 1 149.0709 0.5
151.0863 C8H11N2O+ 1 151.0866 -1.76
152.1186 C8H14N3+ 1 152.1182 2.27
153.1024 C8H13N2O+ 1 153.1022 1.03
155.0814 C7H11N2O2+ 1 155.0815 -0.72
156.1243 C6H14N5+ 1 156.1244 -0.44
157.1084 C6H13N4O+ 1 157.1084 0.13
157.1331 C8H17N2O+ 1 157.1335 -3.02
158.0923 C6H12N3O2+ 1 158.0924 -0.86
161.0962 C11H13O+ 1 161.0961 0.59
162.1277 C11H16N+ 1 162.1277 0.13
163.1117 C11H15O+ 1 163.1117 -0.25
167.0816 C8H11N2O2+ 1 167.0815 0.44
172.0721 C6H10N3O3+ 1 172.0717 2.29
172.1121 C12H14N+ 1 172.1121 0.24
174.135 C6H16N5O+ 1 174.1349 0.48
175.1192 C6H15N4O2+ 1 175.119 1.17
181.1333 C10H17N2O+ 1 181.1335 -1.57
182.1038 C7H12N5O+ 1 182.1036 0.81
183.088 C7H11N4O2+ 1 183.0877 1.98
183.1133 C9H15N2O2+ 1 183.1128 2.95
195.0767 C9H11N2O3+ 1 195.0764 1.19
196.0611 C10H6N5+ 2 196.0618 -3.3
196.1085 C9H14N3O2+ 2 196.1081 2.14
197.1281 C10H17N2O2+ 1 197.1285 -1.62
198.1241 C9H16N3O2+ 2 198.1237 2.08
200.1144 C7H14N5O2+ 1 200.1142 0.9
201.0984 C7H13N4O3+ 1 201.0982 1.13
206.0927 C10H12N3O2+ 1 206.0924 1.45
208.1088 C12H16O3+ 2 208.1094 -2.94
209.0921 C10H13N2O3+ 1 209.0921 0.35
209.1305 CH23NO10+ NA 209.1316 -5.47
211.071 C9H11N2O4+ 2 211.0713 -1.49
212.1505 C9H18N5O+ 1 212.1506 -0.59
213.0873 C9H13N2O4+ 2 213.087 1.38
213.1332 C7H15N7O+ 2 213.1333 -0.39
218.154 C14H20NO+ 2 218.1539 0.23
223.1204 C12H17NO3+ 1 223.1203 0.49
224.1038 C12H16O4+ 2 224.1043 -2.25
225.135 C10H17N4O2+ 2 225.1346 1.82
226.119 C10H16N3O3+ 2 226.1186 1.79
227.1022 C10H15N2O4+ 2 227.1026 -2.06
237.1247 H21N4O10+ 1 237.1252 -2.19
237.1639 C18H21+ 4 237.1638 0.45
239.0665 C10H11N2O5+ 3 239.0662 1.16
240.145 C10H18N5O2+ 3 240.1455 -1.95
241.1304 C12H19NO4+ 2 241.1309 -1.76
244.1291 C10H18N3O4+ 1 244.1292 -0.46
246.1488 C15H20NO2+ 3 246.1489 -0.27
251.1139 C11H15N4O3+ 1 251.1139 -0.02
258.1565 C10H20N5O3+ 2 258.1561 1.56
259.1811 C3H31O12+ 4 259.181 0.25
263.1874 CH31N2O12+ 5 263.1872 0.81
267.1567 C11H19N6O2+ 2 267.1564 1.13
269.1253 C12H13N8+ 3 269.1258 -1.72
280.2136 H28N10O7+ 4 280.2137 -0.31
282.1866 C6H22N10O3+ 4 282.1871 -1.82
285.1675 C11H21N6O3+ 2 285.167 1.77
286.1514 C11H20N5O4+ 3 286.151 1.32
303.1783 C12H19N10+ 3 303.1789 -1.94
306.1911 C13H22N8O+ 5 306.1911 -0.05
347.1958 C3H27N10O9+ 4 347.1957 0.42
375.1921 C6H29N7O11+ 6 375.192 0.48
469.3282 C26H41N6O2+ 8 469.3286 -0.72
PK$NUM_PEAK: 122
PK$PEAK: m/z int. rel.int.
69.0334 20452.7 13
70.0651 745787 497
77.0385 11990.1 7
79.0541 57840.2 38
82.0287 7463.4 4
82.0652 21144.7 14
84.0444 250428.9 166
86.0964 520528.8 347
87.0792 13854.7 9
91.0542 169514 113
93.0699 136718.7 91
94.065 9502.8 6
95.049 50405.1 33
95.0603 31919.2 21
95.0853 15852.4 10
96.081 7533.3 5
97.0761 47422.6 31
98.0601 44481.5 29
99.0916 31788 21
102.055 29801.3 19
103.0542 340771.8 227
105.045 13653.7 9
105.0698 347635.9 231
107.0855 700235.6 466
109.0648 17401.7 11
110.06 12118.9 8
112.0393 17728.7 11
112.0869 402331.6 268
113.0709 91268.9 60
114.1026 61172.2 40
115.0543 54484.8 36
115.0866 222495.3 148
116.0705 8698.6 5
117.0698 170527.2 113
119.0854 33415.3 22
120.0809 41855.9 27
121.1011 12896.5 8
124.0756 22308.2 14
124.112 46764.8 31
127.0865 652852 435
128.0705 14513.9 9
129.0695 11779 7
130.0498 43601.9 29
130.0973 30154.2 20
131.0855 45541.6 30
133.101 18835.7 12
135.0804 1498555.1 999
135.1167 525028.3 350
138.0549 85910.2 57
139.0877 11146 7
139.0977 30611.3 20
140.0707 15626.8 10
140.0817 122319.9 81
141.0658 97210.7 64
143.085 20194.9 13
145.1011 33130 22
146.0965 15140.3 10
147.0771 20808.8 13
149.071 23489.1 15
151.0863 14137.4 9
152.1186 14321.5 9
153.1024 19675.3 13
155.0814 466599.3 311
156.1243 49145.6 32
157.1084 246638.4 164
157.1331 34513.9 23
158.0923 76990.7 51
161.0962 30845.1 20
162.1277 22694.5 15
163.1117 277578.9 185
167.0816 140546.3 93
172.0721 13997.8 9
172.1121 30492 20
174.135 160581.1 107
175.1192 55916.3 37
181.1333 16399.3 10
182.1038 50337.2 33
183.088 79671.2 53
183.1133 9365.9 6
195.0767 132307.3 88
196.0611 19932.5 13
196.1085 25191.9 16
197.1281 14985.2 9
198.1241 33500.7 22
200.1144 274881 183
201.0984 93860.6 62
206.0927 16500.9 11
208.1088 32130.6 21
209.0921 22630.8 15
209.1305 57020.1 38
211.071 23060.2 15
212.1505 16909.8 11
213.0873 561804 374
213.1332 52032.8 34
218.154 52023.1 34
223.1204 62056.8 41
224.1038 36609.1 24
225.135 42279.7 28
226.119 123917.1 82
227.1022 11550.5 7
237.1247 17425.6 11
237.1639 45844.8 30
239.0665 115805.8 77
240.145 26480.7 17
241.1304 29641.5 19
244.1291 43454.4 28
246.1488 44033.4 29
251.1139 22125.5 14
258.1565 22784.2 15
259.1811 9071.2 6
263.1874 32245.1 21
267.1567 12301.1 8
269.1253 99622.2 66
280.2136 34858.6 23
282.1866 20732 13
285.1675 63921.6 42
286.1514 36939.3 24
303.1783 37976.5 25
306.1911 14304.2 9
347.1958 22848 15
375.1921 44922.3 29
469.3282 14184 9
//
