ACCESSION: MSBNK-Eawag-EQ299204
RECORD_TITLE: MCLR; LC-ESI-QFT; MS2; CE: 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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$SPLASH: splash10-0pki-4900000000-f0dd953912c41d9ccedd
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
69.0333 C4H5O+ 1 69.0335 -2.29
70.0651 C4H8N+ 1 70.0651 -0.24
71.0491 C4H7O+ 1 71.0491 -0.67
72.0808 C4H10N+ 1 72.0808 0.46
74.0601 C3H8NO+ 1 74.06 0.48
77.0386 C6H5+ 1 77.0386 -0.04
79.0542 C6H7+ 1 79.0542 -0.49
82.0288 C4H4NO+ 1 82.0287 0.83
82.0651 C5H8N+ 1 82.0651 0.08
84.0444 C4H6NO+ 1 84.0444 0.08
85.0285 C4H5O2+ 1 85.0284 0.79
85.076 C4H9N2+ 1 85.076 -0.78
86.0964 C5H12N+ 1 86.0964 -0.26
87.079 C3H9N3+ 1 87.0791 -1.07
91.0542 C7H7+ 1 91.0542 0.09
93.0699 C7H9+ 1 93.0699 0.62
94.0651 C6H8N+ 1 94.0651 -0.64
95.0491 C6H7O+ 1 95.0491 0.02
95.06 C5H7N2+ 1 95.0604 -4.27
95.0857 C7H11+ 1 95.0855 1.45
96.0442 C5H6NO+ 1 96.0444 -1.82
96.0809 C6H10N+ 1 96.0808 1.35
97.0761 C5H9N2+ 1 97.076 0.71
98.06 C5H8NO+ 1 98.06 -0.2
99.019 C3H3N2O2+ 1 99.0189 1.21
99.0918 C5H11N2+ 1 99.0917 0.89
102.0462 C8H6+ 1 102.0464 -2.13
102.0548 C4H8NO2+ 1 102.055 -1.99
103.0542 C8H7+ 1 103.0542 0.01
105.0447 C6H5N2+ 1 105.0447 0
105.0699 C8H9+ 1 105.0699 0.09
107.0855 C8H11+ 1 107.0855 -0.21
109.0647 C7H9O+ 1 109.0648 -0.64
110.0601 C6H8NO+ 1 110.06 0.81
112.0392 C5H6NO2+ 1 112.0393 -0.72
112.0869 C5H10N3+ 1 112.0869 -0.14
113.0232 C5H5O3+ 1 113.0233 -0.84
113.071 C5H9N2O+ 1 113.0709 0.81
114.0548 C5H8NO2+ 1 114.055 -1.27
114.1027 C5H12N3+ 1 114.1026 0.7
115.0544 C9H7+ 1 115.0542 1.55
115.0866 C5H11N2O+ 1 115.0866 -0.23
117.0698 C9H9+ 1 117.0699 -0.27
119.0604 C7H7N2+ 1 119.0604 0.24
119.0855 C9H11+ 1 119.0855 -0.45
120.0569 C8H8O+ 1 120.057 -0.95
120.0808 C8H10N+ 1 120.0808 0.15
121.0761 C7H9N2+ 1 121.076 0.37
121.101 C9H13+ 1 121.1012 -1.75
122.06 C7H8NO+ 1 122.06 -0.49
123.0915 C7H11N2+ 1 123.0917 -1.67
124.0757 C7H10NO+ 1 124.0757 -0.27
124.1121 C8H14N+ 1 124.1121 0.03
125.0708 C6H9N2O+ 1 125.0709 -1.13
127.0866 C6H11N2O+ 1 127.0866 -0.1
128.0619 C10H8+ 1 128.0621 -1.07
128.0702 C6H10NO2+ 1 128.0706 -3.28
129.0696 C10H9+ 1 129.0699 -2.2
130.0498 C5H8NO3+ 1 130.0499 -0.63
130.0975 C5H12N3O+ 1 130.0975 0.34
131.0856 C10H11+ 1 131.0855 0.45
133.101 C10H13+ 1 133.1012 -1.59
135.0804 C9H11O+ 1 135.0804 -0.46
135.1167 C10H15+ 1 135.1168 -1.09
138.055 C7H8NO2+ 1 138.055 0.58
138.0656 C6H8N3O+ 1 138.0662 -4.53
139.0977 C6H11N4+ 1 139.0978 -0.57
140.0715 C7H10NO2+ NA 140.0706 6.37
140.0817 C6H10N3O+ 1 140.0818 -1.16
141.0657 C6H9N2O2+ 1 141.0659 -0.77
143.0856 C11H11+ 1 143.0855 0.49
146.0968 C10H12N+ 1 146.0964 2.24
149.0709 C8H9N2O+ 1 149.0709 -0.52
151.0862 C8H11N2O+ 1 151.0866 -2.67
153.102 C8H13N2O+ 1 153.1022 -1.36
155.0815 C7H11N2O2+ 1 155.0815 0.26
157.1085 C6H13N4O+ 1 157.1084 0.42
158.0923 C6H12N3O2+ 1 158.0924 -0.96
162.1024 C9H12N3+ 1 162.1026 -0.77
163.1116 C11H15O+ 1 163.1117 -1.09
167.0815 C8H11N2O2+ 1 167.0815 0.08
168.066 C8H10NO3+ 1 168.0655 2.71
169.0985 C8H13N2O2+ NA 169.0972 7.68
172.1119 C12H14N+ 1 172.1121 -1.09
175.1193 C6H15N4O2+ 1 175.119 1.96
178.0977 C9H12N3O+ 1 178.0975 1.33
181.1336 C10H17N2O+ 1 181.1335 0.46
182.104 C7H12N5O+ 1 182.1036 2.23
183.0878 C7H11N4O2+ 1 183.0877 0.56
183.1139 C9H15N2O2+ NA 183.1128 5.86
195.0766 C9H11N2O3+ 1 195.0764 0.96
196.0606 C9H10NO4+ 1 196.0604 1.03
200.1146 C7H14N5O2+ 2 200.1142 1.97
201.0986 C7H13N4O3+ 2 201.0982 1.74
211.0715 C9H11N2O4+ 1 211.0713 0.61
213.0871 C9H13N2O4+ 1 213.087 0.59
223.1189 C10H15N4O2+ 1 223.119 -0.4
226.1192 C10H16N3O3+ 2 226.1186 2.74
226.1587 C16H20N+ 4 226.159 -1.39
239.0664 C10H11N2O5+ 3 239.0662 0.84
PK$NUM_PEAK: 102
PK$PEAK: m/z int. rel.int.
69.0333 28091.6 27
70.0651 1032992.8 999
71.0491 15754.8 15
72.0808 24515.1 23
74.0601 7433.5 7
77.0386 21159 20
79.0542 158633.5 153
82.0288 28949.5 27
82.0651 76338 73
84.0444 304600.8 294
84.0807 6315 6
85.0285 7090.3 6
85.076 17395.5 16
86.06 9836.6 9
86.0964 307136.1 297
87.079 15795.9 15
91.0542 342390 331
93.0699 210427.3 203
94.0651 20428 19
95.0491 204201.4 197
95.06 42434 41
95.0857 14062.8 13
96.0442 9855.2 9
96.0809 15293.7 14
97.0761 108299.2 104
98.06 114390.4 110
99.019 26868.4 25
99.0918 83364 80
102.0462 19962 19
102.0548 19805 19
103.0542 1013829.8 980
105.0447 73047 70
105.0699 675697.9 653
107.0855 721978.9 698
109.0647 45399.9 43
110.0601 37840.7 36
112.0392 20465.2 19
112.0869 316736.8 306
113.0232 22850.2 22
113.071 57847.3 55
114.0548 17841.3 17
114.1027 49812.2 48
115.0544 141512.6 136
115.0866 177645.1 171
117.0698 249673.1 241
119.0604 22203.8 21
119.0855 31254.4 30
120.0569 23272 22
120.0808 46045.8 44
121.0761 19915.6 19
121.101 11716.6 11
122.06 13428.2 12
123.0915 18217.7 17
124.0757 26140.7 25
124.1121 23596.3 22
125.0708 8395.6 8
127.0866 828353.1 801
128.0619 13371 12
128.0702 12516.3 12
129.0696 13758.2 13
130.0498 28841.4 27
130.0975 31134 30
131.0856 45078.4 43
133.101 25825.7 24
135.0804 738059.8 713
135.1167 245356.5 237
138.055 69358.6 67
138.0656 10150.4 9
139.0977 27757 26
140.0715 11672.5 11
140.0817 80014.8 77
141.0657 168552.1 163
143.0856 18996.6 18
146.0968 11337.8 10
149.0709 61322.9 59
151.0862 11485.9 11
153.102 29187.2 28
155.0815 142154.1 137
157.1085 71643.8 69
158.0923 38296.8 37
162.1024 6086.3 5
163.1116 65764.3 63
167.0815 191643.2 185
168.066 19749.2 19
169.0985 8635.2 8
172.1119 27011 26
175.1193 14187.2 13
178.0977 16486.5 15
181.1336 13316.3 12
182.104 36327.7 35
183.0878 35425.8 34
183.1139 13570.1 13
195.0766 87837.8 84
196.0606 19208.8 18
200.1146 64647.7 62
201.0986 43911.3 42
211.0715 13192.5 12
213.0871 156827.3 151
223.1189 10029.5 9
226.1192 23297 22
226.1587 11590.5 11
239.0664 31571.8 30
//
