ACCESSION: MSBNK-Eawag-EQ325256
RECORD_TITLE: Nodularin; LC-ESI-QFT; MS2; CE: 90; 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 90 (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$SPLASH: splash10-03l0-9700000000-fb99338740c9479f1c1e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
58.0298 C2H4NO- 1 58.0298 -0.82
58.041 CH4N3- 1 58.0411 -1.56
65.9986 C3NO- 1 65.9985 1.56
66.0349 C4H4N- 1 66.0349 -0.19
67.0189 C4H3O- 1 67.0189 -0.72
67.0302 C3H3N2- 1 67.0302 1.17
68.0507 C4H6N- 1 68.0506 1.72
70.0299 C3H4NO- 1 70.0298 0.89
71.0251 C2H3N2O- 1 71.0251 -0.09
71.0503 C4H7O- 1 71.0502 1.01
72.0092 C2H2NO2- 1 72.0091 1.08
72.0455 C3H6NO- 1 72.0455 -0.24
73.0296 C3H5O2- 1 73.0295 0.64
74.0247 C2H4NO2- 1 74.0248 -0.03
80.0507 C5H6N- 1 80.0506 0.96
81.0221 C4H3NO- 1 81.022 1.45
81.0459 C4H5N2- 1 81.0458 0.47
82.0298 C4H4NO- 1 82.0298 0.15
83.0615 C4H7N2- 1 83.0615 0.1
84.0455 C4H6NO- 1 84.0455 -0.09
85.0296 C4H5O2- 1 85.0295 1.26
85.066 C5H9O- 1 85.0659 1.19
86.0249 C3H4NO2- 1 86.0248 1.95
86.0612 C4H8NO- 1 86.0611 1.19
94.0299 C5H4NO- 1 94.0298 0.88
95.0251 C4H3N2O- 1 95.0251 0.46
95.0376 C5H5NO- 1 95.0377 -0.34
95.0615 C5H7N2- 1 95.0615 0.82
96.0455 C5H6NO- 1 96.0455 0.24
97.0657 C6H9O- 1 97.0659 -1.43
98.0613 C5H8NO- 1 98.0611 1.35
102.0559 C4H8NO2- 1 102.0561 -1.2
106.0664 C7H8N- 1 106.0662 1.67
107.0377 C6H5NO- 1 107.0377 0.07
108.0455 C6H6NO- 1 108.0455 0.12
109.0169 C5H3NO2- 1 109.0169 -0.06
109.0408 C5H5N2O- 1 109.0407 0.95
110.0248 C5H4NO2- 1 110.0248 0.16
110.0486 C5H6N2O- 1 110.0486 0.08
111.0327 C5H5NO2- 1 111.0326 0.84
111.0565 C5H7N2O- 1 111.0564 1.29
112.0404 C5H6NO2- 1 112.0404 0.25
112.0768 C6H10NO- 1 112.0768 0.47
113.072 C5H9N2O- 1 113.072 -0.06
121.0407 C6H5N2O- 1 121.0407 -0.14
121.0534 C7H7NO- 1 121.0533 0.48
122.0246 C6H4NO2- 1 122.0248 -1
122.0487 C6H6N2O- 1 122.0486 1.05
122.061 C7H8NO- 1 122.0611 -0.72
122.0974 C8H12N- 1 122.0975 -1.33
123.0327 C6H5NO2- 1 123.0326 0.76
123.0566 C6H7N2O- 1 123.0564 1.74
124.0402 C6H6NO2- 1 124.0404 -1.31
124.0768 C7H10NO- 1 124.0768 -0.14
127.0514 C5H7N2O2- 1 127.0513 0.78
128.0354 C5H6NO3- 1 128.0353 0.49
130.0983 C5H12N3O- 1 130.0986 -1.89
135.0565 C7H7N2O- 1 135.0564 0.84
136.0404 C7H6NO2- 1 136.0404 0.13
137.0721 C7H9N2O- 1 137.072 0.17
138.0559 C7H8NO2- 1 138.0561 -0.88
139.0515 C6H7N2O2- 1 139.0513 1.36
148.0403 C8H6NO2- 1 148.0404 -0.76
149.0481 C8H7NO2- 1 149.0482 -0.92
163.0876 C9H11N2O- 1 163.0877 -0.22
PK$NUM_PEAK: 65
PK$PEAK: m/z int. rel.int.
58.0298 54804.8 166
58.041 28659.1 87
65.9986 4939.8 15
66.0349 79068.5 240
67.0189 30284.8 92
67.0302 15710.9 47
68.0507 17900.3 54
70.0299 17339.2 52
71.0251 3635 11
71.0503 4575.7 13
72.0092 23993.9 73
72.0455 162238.9 494
73.0296 33510.3 102
74.0247 127474.6 388
80.0507 15855.3 48
81.0221 15851.1 48
81.0459 6644.1 20
82.0298 109413.5 333
83.0615 32502.8 99
84.0455 232892.1 709
85.0296 5436.3 16
85.066 16071.8 48
86.0249 4978.2 15
86.0612 3748.5 11
94.0299 19498.5 59
95.0251 68684.2 209
95.0376 18889.9 57
95.0615 3991.6 12
96.0455 23672 72
97.0657 4834.3 14
98.0613 7729 23
102.0559 5481.2 16
106.0664 8146.8 24
107.0377 4527.6 13
108.0455 26999.9 82
109.0169 6652.6 20
109.0408 20603 62
110.0248 327884.1 999
110.0486 30709.6 93
111.0327 7570.7 23
111.0565 16419.3 50
112.0404 80287.7 244
112.0768 26889.8 81
113.072 74840.9 228
121.0407 26383 80
121.0534 7309.5 22
122.0246 5567.9 16
122.0487 47708.9 145
122.061 5385.1 16
122.0974 4898.5 14
123.0327 56282.7 171
123.0566 5805.1 17
124.0402 5494 16
124.0768 6938.9 21
127.0514 20932.6 63
128.0354 98885.5 301
130.0983 15159.2 46
135.0565 22058.1 67
136.0404 4940.7 15
137.0721 17974.8 54
138.0559 24484.3 74
139.0515 7314.1 22
148.0403 4980.7 15
149.0481 9337.2 28
163.0876 5331 16
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