ACCESSION: MSBNK-Eawag-EQ325253
RECORD_TITLE: Nodularin; LC-ESI-QFT; MS2; CE: 45; R=35000; [M-H]-
DATE: 2015.08.25
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3252
CH$NAME: Nodularin
CH$NAME: (2Z,5R,6S,9S,12S,13S,16R)-9-[3-(diaminomethylideneamino)propyl]-2-ethylidene-12-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,6,13-trimethyl-3,7,10,14,19-pentaoxo-1,4,8,11,15-pentazacyclononadecane-5,16-dicarboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C41H60N8O10
CH$EXACT_MASS: 824.44324
CH$SMILES: NC(=N)NCCC[C@@H]2NC(=O)[C@@H](C)[C@@H](NC(=O)C(=C\C)\N(C)C(=O)CC[C@@H](NC(=O)[C@@H](C)[C@H](/C=C/C(/C)=C/[C@H](C)[C@H](Cc1ccccc1)OC)NC2=O)C(=O)O)C(O)=O
CH$IUPAC: InChI=1S/C41H60N8O10/c1-8-31-38(54)48-34(40(57)58)26(5)36(52)46-29(15-12-20-44-41(42)43)37(53)45-28(25(4)35(51)47-30(39(55)56)18-19-33(50)49(31)6)17-16-23(2)21-24(3)32(59-7)22-27-13-10-9-11-14-27/h8-11,13-14,16-17,21,24-26,28-30,32,34H,12,15,18-20,22H2,1-7H3,(H,45,53)(H,46,52)(H,47,51)(H,48,54)(H,55,56)(H,57,58)(H4,42,43,44)/b17-16+,23-21+,31-8-/t24-,25-,26-,28-,29-,30+,32-,34+/m0/s1
CH$LINK: CAS
118399-22-7
CH$LINK: KEGG
C15713
CH$LINK: PUBCHEM
CID:14217092
CH$LINK: INCHIKEY
IXBQSRWSVIBXNC-HSKGSTCASA-N
CH$LINK: CHEMSPIDER
10471625
CH$LINK: COMPTOX
DTXSID60880022
AC$INSTRUMENT: Q Exactive 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$MASS_SPECTROMETRY: RESOLUTION 35000
AC$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$CHROMATOGRAPHY: RETENTION_TIME 9.7 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 823.4366
MS$FOCUSED_ION: PRECURSOR_M/Z 823.436
MS$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 1.9.6
PK$SPLASH: splash10-03fr-2900000000-e2f770f19c52d6fecd86
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
58.0298 C2H4NO- 1 58.0298 -0.99
58.0411 CH4N3- 1 58.0411 -0.18
66.0349 C4H4N- 1 66.0349 0.11
67.0189 C4H3O- 1 67.0189 -0.87
67.0302 C3H3N2- 1 67.0302 -0.03
69.0346 C4H5O- 1 69.0346 0.89
70.0299 C3H4NO- 1 70.0298 0.61
70.0662 C4H8N- 1 70.0662 0.39
71.0503 C4H7O- 1 71.0502 0.16
72.0092 C2H2NO2- 1 72.0091 0.81
72.0455 C3H6NO- 1 72.0455 -0.1
73.0295 C3H5O2- 1 73.0295 -0.31
74.0247 C2H4NO2- 1 74.0248 -0.03
80.0506 C5H6N- 1 80.0506 0.84
81.022 C4H3NO- 1 81.022 0.47
81.0459 C4H5N2- 1 81.0458 0.35
82.0298 C4H4NO- 1 82.0298 0.15
83.0615 C4H7N2- 1 83.0615 0.46
84.0455 C4H6NO- 1 84.0455 -0.09
85.0295 C4H5O2- 1 85.0295 0.32
86.0248 C3H4NO2- 1 86.0248 0.79
86.0612 C4H8NO- 1 86.0611 0.61
91.0554 C7H7- 1 91.0553 1.17
94.0298 C5H4NO- 1 94.0298 -0.29
94.0663 C6H8N- 1 94.0662 0.61
95.0378 C5H5NO- 1 95.0377 0.92
95.0614 C5H7N2- 1 95.0615 -0.86
96.0455 C5H6NO- 1 96.0455 -0.08
96.082 C6H10N- 1 96.0819 1.01
97.0408 C4H5N2O- 1 97.0407 0.96
98.0247 C4H4NO2- 1 98.0248 -0.63
98.0612 C5H8NO- 1 98.0611 0.23
100.0041 C3H2NO3- 1 100.004 0.73
100.0405 C4H6NO2- 1 100.0404 0.78
101.072 C4H9N2O- 1 101.072 -0.36
102.056 C4H8NO2- 1 102.0561 -0.12
106.0661 C7H8N- 1 106.0662 -1.06
107.0249 C5H3N2O- 1 107.0251 -1.37
107.0502 C7H7O- 1 107.0502 -0.64
108.0455 C6H6NO- 1 108.0455 -0.07
108.0567 C5H6N3- 1 108.0567 0.09
108.0819 C7H10N- 1 108.0819 -0.03
109.0407 C5H5N2O- 1 109.0407 -0.7
110.0248 C5H4NO2- 1 110.0248 0.16
110.0612 C6H8NO- 1 110.0611 0.3
111.0326 C5H5NO2- 1 111.0326 0.21
111.0563 C5H7N2O- 1 111.0564 -0.78
112.0404 C5H6NO2- 1 112.0404 0.07
112.0768 C6H10NO- 1 112.0768 0.11
112.088 C5H10N3- 1 112.088 -0.01
113.0721 C5H9N2O- 1 113.072 0.21
114.0561 C5H8NO2- 1 114.0561 0.07
121.0406 C6H5N2O- 1 121.0407 -0.71
121.0532 C7H7NO- 1 121.0533 -0.76
122.0486 C6H6N2O- 1 122.0486 0.4
122.0611 C7H8NO- 1 122.0611 -0.55
122.0975 C8H12N- 1 122.0975 0.22
123.0325 C6H5NO2- 1 123.0326 -0.63
123.0565 C6H7N2O- 1 123.0564 1.17
124.0404 C6H6NO2- 1 124.0404 -0.26
124.0767 C7H10NO- 1 124.0768 -0.38
125.0355 C5H5N2O2- 1 125.0357 -0.97
125.0719 C6H9N2O- 1 125.072 -1.33
126.0559 C6H8NO2- 1 126.0561 -1.13
127.0513 C5H7N2O2- 1 127.0513 0.23
128.0353 C5H6NO3- 1 128.0353 0.26
129.0389 H7N3O5- 1 129.0391 -1.93
130.0509 C5H8NO3- 1 130.051 -0.51
130.0986 C5H12N3O- 1 130.0986 -0.12
131.0866 C10H11- 1 131.0866 -0.26
135.0564 C7H7N2O- 1 135.0564 -0.2
136.0403 C7H6NO2- 1 136.0404 -0.38
136.0516 C6H6N3O- 1 136.0516 -0.19
136.0767 C8H10NO- 1 136.0768 -0.35
137.072 C7H9N2O- 1 137.072 -0.34
138.056 C7H8NO2- 1 138.0561 -0.38
138.0672 C6H8N3O- 1 138.0673 -0.4
139.0513 C6H7N2O2- 1 139.0513 -0.08
139.0876 C7H11N2O- 1 139.0877 -0.91
140.0717 C7H10NO2- 1 140.0717 0.06
140.0827 C6H10N3O- 1 140.0829 -1.4
141.0668 C6H9N2O2- 1 141.067 -1
142.0509 C6H8NO3- 1 142.051 -0.26
145.0616 C5H9N2O3- 1 145.0619 -1.49
146.0459 C5H8NO4- 1 146.0459 0.06
149.0719 C8H9N2O- 1 149.072 -1.18
150.0558 C8H8NO2- 1 150.0561 -1.41
150.0924 C9H12NO- 1 150.0924 -0.32
151.0877 C8H11N2O- 1 151.0877 -0.11
152.0718 C8H10NO2- 1 152.0717 0.38
153.1031 C8H13N2O- 1 153.1033 -1.22
154.0985 C7H12N3O- 1 154.0986 -0.88
155.0825 C7H11N2O2- 1 155.0826 -0.91
155.0937 C6H11N4O- 1 155.0938 -0.93
156.0779 C6H10N3O2- 1 156.0779 0.45
163.0875 C9H11N2O- 1 163.0877 -1.02
164.0717 C9H10NO2- 1 164.0717 -0.2
166.0744 C8H10N2O2- 1 166.0748 -2.45
168.1139 C8H14N3O- 1 168.1142 -2.17
169.0978 C8H13N2O2- 1 169.0983 -2.67
171.118 C13H15- 1 171.1179 0.39
176.108 C11H14NO- 1 176.1081 -0.44
178.0984 C9H12N3O- 1 178.0986 -1.21
179.0825 C9H11N2O2- 1 179.0826 -0.73
180.1143 C9H14N3O- 1 180.1142 0.14
181.0982 C9H13N2O2- 1 181.0983 -0.23
198.1246 C9H16N3O2- 1 198.1248 -0.86
206.0937 C10H12N3O2- 1 206.0935 0.87
PK$NUM_PEAK: 108
PK$PEAK: m/z int. rel.int.
58.0298 51969.6 25
58.0411 19393 9
66.0349 61102.8 29
67.0189 7633.9 3
67.0302 48092.2 23
69.0346 8183.2 3
70.0299 8849 4
70.0662 6753 3
71.0503 5843.3 2
72.0092 17968.7 8
72.0455 192679.4 93
73.0295 91894.8 44
74.0247 281667.9 137
80.0506 23333 11
81.022 6582.2 3
81.0459 9090.5 4
82.0298 277392.1 134
83.0615 22893.5 11
84.0455 536927.5 261
85.0295 24006.7 11
86.0248 7635.5 3
86.0612 27708.4 13
91.0554 33150.9 16
94.0298 16413.1 7
94.0663 7437 3
95.0378 20872 10
95.0614 7740.3 3
96.0455 80095.2 38
96.082 8410.6 4
97.0408 7368.1 3
98.0247 17234.2 8
98.0612 109807.6 53
100.0041 34115.9 16
100.0405 21507.8 10
101.072 43345.3 21
102.056 48269.3 23
106.0661 8580.8 4
107.0249 5141.1 2
107.0502 5958.9 2
108.0455 38996.7 18
108.0567 6282.4 3
108.0819 34315.9 16
109.0407 34442.9 16
110.0248 833953.9 405
110.0612 47854.2 23
111.0326 42976 20
111.0563 34018.2 16
112.0404 439116.6 213
112.0768 64516.9 31
112.088 28838.9 14
113.0721 823356.7 400
114.0561 45774.7 22
121.0406 16300.2 7
121.0532 26823.4 13
122.0486 93521.6 45
122.0611 52021.3 25
122.0975 29222.6 14
123.0325 43682.2 21
123.0565 20684.5 10
124.0404 84934.8 41
124.0767 27783.5 13
125.0355 4784 2
125.0719 4506.8 2
126.0559 7962 3
127.0513 108610 52
128.0353 2052958.1 999
129.0389 5930.7 2
130.0509 72857.8 35
130.0986 35080.2 17
131.0866 203312.6 98
135.0564 21580.2 10
136.0403 7923.9 3
136.0516 20561.2 10
136.0767 48227.4 23
137.072 479565 233
138.056 284945.7 138
138.0672 133513.1 64
139.0513 153735 74
139.0876 30148.8 14
140.0717 55527.6 27
140.0827 29643.2 14
141.0668 33714.2 16
142.0509 15965.3 7
145.0616 9708.9 4
146.0459 7749.3 3
149.0719 89667.6 43
150.0558 27967.7 13
150.0924 7011.3 3
151.0877 43272 21
152.0718 24372.2 11
153.1031 35766.9 17
154.0985 36491.8 17
155.0825 39963.6 19
155.0937 6218.7 3
156.0779 21142.3 10
163.0875 35693.9 17
164.0717 46815.9 22
166.0744 4130.3 2
168.1139 51925.6 25
169.0978 4778.5 2
171.118 8072.1 3
176.108 17828.4 8
178.0984 18395 8
179.0825 17709.8 8
180.1143 81688.4 39
181.0982 108512.4 52
198.1246 16777.8 8
206.0937 4719.2 2
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