ACCESSION: MSBNK-Eawag-EQ325255
RECORD_TITLE: Nodularin; LC-ESI-QFT; MS2; CE: 75; 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 75 (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$SPLASH: splash10-03l0-6900000000-4a6abb06358b0240323d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
58.0298 C2H4NO- 1 58.0298 -0.47
58.0411 CH4N3- 1 58.0411 -0.01
59.0139 C2H3O2- 1 59.0139 0.29
66.0349 C4H4N- 1 66.0349 -0.65
67.019 C4H3O- 1 67.0189 0.17
67.0302 C3H3N2- 1 67.0302 -0.17
68.0143 C3H2NO- 1 68.0142 1.07
68.0506 C4H6N- 1 68.0506 0.25
70.0299 C3H4NO- 1 70.0298 1.47
71.025 C2H3N2O- 1 71.0251 -0.51
71.0502 C4H7O- 1 71.0502 -1.24
72.0091 C2H2NO2- 1 72.0091 0.11
72.0455 C3H6NO- 1 72.0455 -0.1
73.0296 C3H5O2- 1 73.0295 0.78
74.0248 C2H4NO2- 1 74.0248 0.11
80.0507 C5H6N- 1 80.0506 0.96
81.022 C4H3NO- 1 81.022 -0.15
81.0459 C4H5N2- 1 81.0458 0.6
82.0298 C4H4NO- 1 82.0298 0.03
83.0615 C4H7N2- 1 83.0615 0.34
84.0455 C4H6NO- 1 84.0455 0.27
85.0296 C4H5O2- 1 85.0295 1.02
85.0659 C5H9O- 1 85.0659 0.25
86.0612 C4H8NO- 1 86.0611 0.49
91.0554 C7H7- 1 91.0553 0.4
94.0297 C5H4NO- 1 94.0298 -1.25
94.0662 C6H8N- 1 94.0662 -0.46
95.025 C4H3N2O- 1 95.0251 -0.8
95.0376 C5H5NO- 1 95.0377 -0.13
96.0089 C4H2NO2- 1 96.0091 -2.31
96.0455 C5H6NO- 1 96.0455 0.24
97.0658 C6H9O- 1 97.0659 -0.6
98.0248 C4H4NO2- 1 98.0248 0.39
98.0612 C5H8NO- 1 98.0611 0.23
99.0561 C4H7N2O- 1 99.0564 -2.69
101.072 C4H9N2O- 1 101.072 -0.46
102.056 C4H8NO2- 1 102.0561 -0.8
106.0661 C7H8N- 1 106.0662 -0.97
107.0377 C6H5NO- 1 107.0377 0.35
108.033 C5H4N2O- 1 108.0329 0.91
108.0455 C6H6NO- 1 108.0455 0.21
108.0819 C7H10N- 1 108.0819 0.53
109.0169 C5H3NO2- 1 109.0169 0.21
109.0407 C5H5N2O- 1 109.0407 -0.52
110.0248 C5H4NO2- 1 110.0248 0.16
110.0485 C5H6N2O- 1 110.0486 -0.19
111.0325 C5H5NO2- 1 111.0326 -0.33
111.0564 C5H7N2O- 1 111.0564 0.39
112.0404 C5H6NO2- 1 112.0404 0.16
112.0768 C6H10NO- 1 112.0768 0.02
112.088 C5H10N3- 1 112.088 -0.19
113.072 C5H9N2O- 1 113.072 0.03
118.0663 C8H8N- 1 118.0662 0.91
121.0408 C6H5N2O- 1 121.0407 0.44
121.0533 C7H7NO- 1 121.0533 0.15
122.0247 C6H4NO2- 1 122.0248 -0.59
122.0486 C6H6N2O- 1 122.0486 0.23
122.0611 C7H8NO- 1 122.0611 -0.14
122.0975 C8H12N- 1 122.0975 -0.35
123.0326 C6H5NO2- 1 123.0326 0.43
123.0563 C6H7N2O- 1 123.0564 -0.78
124.0277 C5H4N2O2- 1 124.0278 -0.69
124.0403 C6H6NO2- 1 124.0404 -1.06
124.0768 C7H10NO- 1 124.0768 0.34
127.0514 C5H7N2O2- 1 127.0513 0.54
128.0354 C5H6NO3- 1 128.0353 0.42
130.0986 C5H12N3O- 1 130.0986 -0.2
134.0612 C8H8NO- 1 134.0611 0.24
135.0563 C7H7N2O- 1 135.0564 -0.49
136.0402 C7H6NO2- 1 136.0404 -1.78
136.0767 C8H10NO- 1 136.0768 -0.86
137.0482 C7H7NO2- 1 137.0482 -0.05
137.0719 C7H9N2O- 1 137.072 -1.36
138.056 C7H8NO2- 1 138.0561 -0.09
138.0672 C6H8N3O- 1 138.0673 -0.76
139.0514 C6H7N2O2- 1 139.0513 0.57
139.0751 C6H9N3O- 1 139.0751 0
139.0879 C7H11N2O- 1 139.0877 1.68
140.0828 C6H10N3O- 1 140.0829 -0.9
141.1036 C7H13N2O- 1 141.1033 1.8
147.0566 C8H7N2O- 1 147.0564 1.45
149.048 C8H7NO2- 1 149.0482 -1.19
149.0717 C8H9N2O- 1 149.072 -2.19
151.088 C8H11N2O- 1 151.0877 2.21
152.0717 C8H10NO2- 1 152.0717 -0.15
153.1031 C8H13N2O- 1 153.1033 -1.22
163.0874 C9H11N2O- 1 163.0877 -1.51
164.0714 C9H10NO2- 1 164.0717 -1.78
168.114 C8H14N3O- 1 168.1142 -1.46
180.1142 C9H14N3O- 1 180.1142 0.02
181.098 C9H13N2O2- 1 181.0983 -1.44
PK$NUM_PEAK: 91
PK$PEAK: m/z int. rel.int.
58.0298 56857.4 116
58.0411 20991.3 43
59.0139 4199.3 8
66.0349 96695.5 198
67.019 24314.7 49
67.0302 32751.8 67
68.0143 4015.9 8
68.0506 25089.7 51
70.0299 8035.2 16
71.025 3655.3 7
71.0502 5464.9 11
72.0091 19762.8 40
72.0455 211875.9 435
73.0296 32834.8 67
74.0248 166389.8 342
80.0507 15151.6 31
81.022 7156.4 14
81.0459 8909.5 18
82.0298 187249.4 385
83.0615 51897.6 106
84.0455 282274.9 580
85.0296 5072.2 10
85.0659 22671.5 46
86.0612 15502.2 31
91.0554 4323.5 8
94.0297 17650.4 36
94.0662 5123.5 10
95.025 42071.3 86
95.0376 17819.7 36
96.0089 5043.3 10
96.0455 36611 75
97.0658 6035.3 12
98.0248 5818 11
98.0612 16340.2 33
99.0561 5308.1 10
101.072 9022.6 18
102.056 16657.2 34
106.0661 6635.1 13
107.0377 7385.4 15
108.033 4747.2 9
108.0455 21997 45
108.0819 5801.3 11
109.0169 17922 36
109.0407 20628.4 42
110.0248 485821 999
110.0485 39792.5 81
111.0325 4378.5 9
111.0564 21975.3 45
112.0404 130360.1 268
112.0768 34291.5 70
112.088 6730.3 13
113.072 151537.2 311
118.0663 4877.4 10
121.0408 31395.7 64
121.0533 16905.7 34
122.0247 5689 11
122.0486 74450.7 153
122.0611 22592.2 46
122.0975 21446.6 44
123.0326 77708.1 159
123.0563 15354.9 31
124.0277 4764.2 9
124.0403 8584.3 17
124.0768 9082.1 18
127.0514 36041.1 74
128.0354 258815 532
130.0986 32435.5 66
134.0612 5425.7 11
135.0563 26571 54
136.0402 8486 17
136.0767 15184 31
137.0482 17759.7 36
137.0719 58918.7 121
138.056 66340.9 136
138.0672 5295 10
139.0514 16450.4 33
139.0751 4950.2 10
139.0879 5356.9 11
140.0828 5913.4 12
141.1036 5852.2 12
147.0566 4541.4 9
149.048 4419.9 9
149.0717 5818.7 11
151.088 5008.4 10
152.0717 3894.8 8
153.1031 9155.2 18
163.0874 5200.3 10
164.0714 14870.2 30
168.114 24478.8 50
180.1142 7768.8 15
181.098 20317.2 41
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