ACCESSION: MSBNK-Eawag-EQ325254
RECORD_TITLE: Nodularin; LC-ESI-QFT; MS2; CE: 60; 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 60 (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$SPLASH: splash10-03fr-4900000000-09c10738c1e9a207edb4
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
58.0298 C2H4NO- 1 58.0298 -0.82
58.041 CH4N3- 1 58.0411 -0.53
65.9985 C3NO- 1 65.9985 -0.87
66.0349 C4H4N- 1 66.0349 -0.5
67.019 C4H3O- 1 67.0189 0.32
67.0302 C3H3N2- 1 67.0302 0.72
68.0142 C3H2NO- 1 68.0142 -0.55
68.0506 C4H6N- 1 68.0506 0.69
69.0346 C4H5O- 1 69.0346 0.02
70.0298 C3H4NO- 1 70.0298 -0.82
70.0663 C4H8N- 1 70.0662 0.67
71.0503 C4H7O- 1 71.0502 1.15
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
80.0507 C5H6N- 1 80.0506 1.21
81.022 C4H3NO- 1 81.022 0.47
81.0459 C4H5N2- 1 81.0458 1.21
82.0299 C4H4NO- 1 82.0298 0.28
83.0614 C4H7N2- 1 83.0615 -0.62
84.0455 C4H6NO- 1 84.0455 0.03
85.0294 C4H5O2- 1 85.0295 -0.62
85.0659 C5H9O- 1 85.0659 -0.33
86.0612 C4H8NO- 1 86.0611 0.84
91.0553 C7H7- 1 91.0553 0.07
94.0298 C5H4NO- 1 94.0298 -0.82
95.0251 C4H3N2O- 1 95.0251 0.57
95.0377 C5H5NO- 1 95.0377 0.82
95.0615 C5H7N2- 1 95.0615 0.19
96.0091 C4H2NO2- 1 96.0091 -0.44
96.0329 C4H4N2O- 1 96.0329 0.3
96.0455 C5H6NO- 1 96.0455 0.03
96.0821 C6H10N- 1 96.0819 1.95
98.0247 C4H4NO2- 1 98.0248 -0.94
98.0611 C5H8NO- 1 98.0611 -0.08
99.0563 C4H7N2O- 1 99.0564 -0.87
100.0041 C3H2NO3- 1 100.004 0.83
100.0404 C4H6NO2- 1 100.0404 -0.32
101.0719 C4H9N2O- 1 101.072 -1.75
102.056 C4H8NO2- 1 102.0561 -0.41
106.0663 C7H8N- 1 106.0662 0.63
107.0376 C6H5NO- 1 107.0377 -0.49
107.0502 C7H7O- 1 107.0502 -0.08
108.0327 C5H4N2O- 1 108.0329 -1.59
108.0456 C6H6NO- 1 108.0455 0.76
108.0818 C7H10N- 1 108.0819 -0.77
109.0169 C5H3NO2- 1 109.0169 -0.06
109.0408 C5H5N2O- 1 109.0407 0.77
110.0248 C5H4NO2- 1 110.0248 0.25
110.0611 C6H8NO- 1 110.0611 -0.61
111.0326 C5H5NO2- 1 111.0326 0.39
111.0565 C5H7N2O- 1 111.0564 0.84
112.0404 C5H6NO2- 1 112.0404 0.34
112.0769 C6H10NO- 1 112.0768 0.65
113.0721 C5H9N2O- 1 113.072 0.12
114.056 C5H8NO2- 1 114.0561 -0.02
120.0819 C8H10N- 1 120.0819 0.56
121.0407 C6H5N2O- 1 121.0407 0.03
121.0531 C7H7NO- 1 121.0533 -1.42
122.0486 C6H6N2O- 1 122.0486 0.56
122.0611 C7H8NO- 1 122.0611 -0.39
122.0975 C8H12N- 1 122.0975 -0.19
123.0326 C6H5NO2- 1 123.0326 0.11
123.0564 C6H7N2O- 1 123.0564 0.27
124.0279 C5H4N2O2- 1 124.0278 0.68
124.0403 C6H6NO2- 1 124.0404 -0.74
124.0767 C7H10NO- 1 124.0768 -0.71
125.0719 C6H9N2O- 1 125.072 -1.01
126.0563 C6H8NO2- 1 126.0561 1.65
127.0513 C5H7N2O2- 1 127.0513 0.15
128.0354 C5H6NO3- 1 128.0353 0.34
130.0513 C5H8NO3- 1 130.051 2.33
130.0985 C5H12N3O- 1 130.0986 -0.43
131.0867 C10H11- 1 131.0866 0.96
135.0565 C7H7N2O- 1 135.0564 0.77
136.0403 C7H6NO2- 1 136.0404 -0.82
136.0516 C6H6N3O- 1 136.0516 -0.41
136.0767 C8H10NO- 1 136.0768 -0.64
137.072 C7H9N2O- 1 137.072 -0.27
138.056 C7H8NO2- 1 138.0561 -0.38
138.0672 C6H8N3O- 1 138.0673 -0.47
139.0514 C6H7N2O2- 1 139.0513 0.86
139.0875 C7H11N2O- 1 139.0877 -1.49
140.0715 C7H10NO2- 1 140.0717 -1.16
140.0828 C6H10N3O- 1 140.0829 -0.68
141.0664 C6H9N2O2- 1 141.067 -4.05
141.1033 C7H13N2O- 1 141.1033 -0.19
147.0565 C8H7N2O- 1 147.0564 0.84
148.0403 C8H6NO2- 1 148.0404 -0.42
148.0638 C8H8N2O- 1 148.0642 -3.05
149.0482 C8H7NO2- 1 149.0482 0.02
149.0718 C8H9N2O- 1 149.072 -1.79
150.0559 C8H8NO2- 1 150.0561 -0.95
150.0927 C9H12NO- 1 150.0924 1.81
151.0874 C8H11N2O- 1 151.0877 -1.76
152.0714 C8H10NO2- 1 152.0717 -2.05
152.0829 C7H10N3O- 1 152.0829 0.03
153.1032 C8H13N2O- 1 153.1033 -0.76
154.0984 C7H12N3O- 1 154.0986 -1.01
155.0826 C7H11N2O2- 1 155.0826 0.06
155.1186 C8H15N2O- 1 155.119 -2.36
156.0777 C6H10N3O2- 1 156.0779 -0.83
162.0555 C9H8NO2- 2 162.0561 -3.53
163.0874 C9H11N2O- 1 163.0877 -1.57
164.0716 C9H10NO2- 1 164.0717 -0.87
166.0745 C8H10N2O2- 1 166.0748 -1.54
168.114 C8H14N3O- 1 168.1142 -1.64
169.098 C8H13N2O2- 1 169.0983 -1.37
180.1142 C9H14N3O- 1 180.1142 -0.25
181.0982 C9H13N2O2- 1 181.0983 -0.12
198.125 C9H16N3O2- 1 198.1248 0.76
PK$NUM_PEAK: 112
PK$PEAK: m/z int. rel.int.
58.0298 82847.4 109
58.041 34335 45
65.9985 5622 7
66.0349 78846.3 104
67.019 20221.5 26
67.0302 35808.9 47
68.0142 3685.7 4
68.0506 8966.2 11
69.0346 4688.6 6
70.0298 15853.5 21
70.0663 6353.6 8
71.0503 15712.9 20
72.0092 23425.9 31
72.0455 258886.8 343
73.0295 75339.1 99
74.0247 216958.9 287
80.0507 20844.3 27
81.022 7877.5 10
81.0459 17883.8 23
82.0299 202684.1 268
83.0614 39730.5 52
84.0455 391711.2 519
85.0294 9372.3 12
85.0659 18717.1 24
86.0612 20217.6 26
91.0553 18060.1 23
94.0298 19015 25
95.0251 23249 30
95.0377 21337 28
95.0615 5548.7 7
96.0091 4689.5 6
96.0329 11896.4 15
96.0455 64953.4 86
96.0821 4688.2 6
98.0247 15331.8 20
98.0611 40433.6 53
99.0563 5226 6
100.0041 6630.7 8
100.0404 3610.5 4
101.0719 17068.2 22
102.056 25158 33
106.0663 7908.8 10
107.0376 6273.5 8
107.0502 4412.1 5
108.0327 4044.7 5
108.0456 34094.1 45
108.0818 25222.1 33
109.0169 8031 10
109.0408 42423.6 56
110.0248 716250.9 949
110.0611 44067 58
111.0326 21042.9 27
111.0565 33813.5 44
112.0404 263154.2 348
112.0769 64753.3 85
113.0721 425835 564
114.056 16153.1 21
120.0819 9369.6 12
121.0407 21907.9 29
121.0531 23524.1 31
122.0486 104826.3 139
122.0611 29174 38
122.0975 57669.4 76
123.0326 81386.2 107
123.0564 18996.4 25
124.0279 6861 9
124.0403 24184 32
124.0767 23530.1 31
125.0719 6174.2 8
126.0563 4652.6 6
127.0513 71992.2 95
128.0354 753325.8 999
130.0513 4199.7 5
130.0985 59831.6 79
131.0867 49292.9 65
135.0565 29089.8 38
136.0403 18899.8 25
136.0516 5196.8 6
136.0767 30395.6 40
137.072 169102.8 224
138.056 147848.9 196
138.0672 23759.2 31
139.0514 71818.8 95
139.0875 14477.3 19
140.0715 24430.8 32
140.0828 8652.9 11
141.0664 4938.4 6
141.1033 6680.9 8
147.0565 4845.4 6
148.0403 5844.4 7
148.0638 4886.6 6
149.0482 9678.7 12
149.0718 20387 27
150.0559 8998.1 11
150.0927 3863.2 5
151.0874 32261.1 42
152.0714 14707.4 19
152.0829 5037.6 6
153.1032 44869.1 59
154.0984 27268.7 36
155.0826 4586.5 6
155.1186 4283.9 5
156.0777 6365.3 8
162.0555 4202.8 5
163.0874 16069.3 21
164.0716 24790.2 32
166.0745 6449.6 8
168.114 40811.7 54
169.098 5701.1 7
180.1142 48351.9 64
181.0982 65900.6 87
198.125 4448.4 5
//
