ACCESSION: MSBNK-Eawag-EQ324655
RECORD_TITLE: MCLA; LC-ESI-QFT; MS2; CE: 75%; 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 3246
COMMENT: NaToxAq - Natural Toxins and Drinking Water Quality - From Source to Tap (https://natoxaq.ku.dk)
COMMENT: EQ cyanopeptide spectra replaced with more comprehensive acquisition.
CH$NAME: MCLA
CH$NAME: Microcystin LA
CH$NAME: (5R,8S,11R,12S,15S,18S,19S,22R)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,15,19-pentamethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
CH$COMPOUND_CLASS: NA
CH$FORMULA: C46H67N7O12
CH$EXACT_MASS: 909.4848
CH$SMILES: CO[C@@H](Cc1ccccc1)[C@@H](C)\C=C(C)\C=C\[C@@H]2NC(=O)[C@H](C)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$IUPAC: InChI=1S/C46H67N7O12/c1-24(2)21-35-44(60)52-38(46(63)64)28(6)40(56)47-29(7)41(57)49-33(18-17-25(3)22-26(4)36(65-11)23-32-15-13-12-14-16-32)27(5)39(55)50-34(45(61)62)19-20-37(54)53(10)31(9)43(59)48-30(8)42(58)51-35/h12-18,22,24,26-30,33-36,38H,9,19-21,23H2,1-8,10-11H3,(H,47,56)(H,48,59)(H,49,57)(H,50,55)(H,51,58)(H,52,60)(H,61,62)(H,63,64)/b18-17+,25-22+/t26-,27-,28-,29-,30+,33-,34+,35-,36-,38+/m0/s1
CH$LINK: CAS
96180-79-9
CH$LINK: PUBCHEM
CID:6437382
CH$LINK: INCHIKEY
DIAQQISRBBDJIM-DRSCAGMXSA-N
CH$LINK: CHEMSPIDER
4941946
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (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$CHROMATOGRAPHY: RETENTION_TIME 10.539 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B MeOH with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 190.9277
MS$FOCUSED_ION: PRECURSOR_M/Z 908.4775
MS$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: splash10-020r-3900000000-6555c1e1bb41fd282ab9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
66.0349 C4H4N- 1 66.0349 -0.4
72.0093 C2H2NO2- 1 72.0091 2.87
72.0455 C3H6NO- 1 72.0455 0.3
74.0248 C2H4NO2- 1 74.0248 0.33
80.0506 C5H6N- 1 80.0506 0.91
82.0298 C4H4NO- 1 82.0298 -0.73
82.0662 C5H8N- 1 82.0662 -0.47
84.0457 C4H6NO- 1 84.0455 2.05
87.0566 C3H7N2O- 1 87.0564 1.93
96.0455 C5H6NO- 1 96.0455 0.49
96.0817 C6H10N- 1 96.0819 -1.82
97.0407 C4H5N2O- 1 97.0407 -0.89
99.0566 C4H7N2O- 1 99.0564 2.65
108.0329 C5H4N2O- 1 108.0329 -0.22
109.0166 C5H3NO2- 1 109.0169 -2.68
109.0409 C5H5N2O- 1 109.0407 1.46
110.0248 C5H4NO2- 1 110.0248 0.82
111.0199 C4H3N2O2- 1 111.02 -1.12
111.0566 C5H7N2O- 1 111.0564 1.48
112.0401 C5H6NO2- 1 112.0404 -2.8
112.0767 C6H10NO- 1 112.0768 -0.43
113.036 C4H5N2O2- 1 113.0357 3.24
123.0327 C6H5NO2- 1 123.0326 0.76
123.0564 C6H7N2O- 1 123.0564 0.47
124.0406 C6H6NO2- 1 124.0404 1.59
125.0594 C5H7N3O- 1 125.0595 -0.18
125.0721 C6H9N2O- 1 125.072 0.53
127.0509 C5H7N2O2- 1 127.0513 -2.82
128.0353 C5H6NO3- 1 128.0353 0.16
129.1033 C6H13N2O- 1 129.1033 -0.34
137.0719 C7H9N2O- 1 137.072 -0.78
138.0434 C6H6N2O2- 1 138.0435 -0.51
138.0561 C7H8NO2- 1 138.0561 0.25
139.0874 C7H11N2O- 1 139.0877 -2.34
150.0557 C8H8NO2- 1 150.0561 -2.39
153.1031 C8H13N2O- 1 153.1033 -1.52
155.0828 C7H11N2O2- 1 155.0826 1.03
155.1192 C8H15N2O- 1 155.119 1.66
167.0819 C8H11N2O2- 2 167.0826 -3.97
180.1135 C7H12N6- 2 180.1129 3.37
182.1289 C7H14N6- 1 182.1285 2.23
PK$NUM_PEAK: 41
PK$PEAK: m/z int. rel.int.
66.0349 10007.3 100
72.0093 4023 40
72.0455 24581.4 246
74.0248 25513.7 256
80.0506 5827.3 58
82.0298 13942.7 140
82.0662 18419 184
84.0457 40255.6 404
87.0566 34104.8 342
96.0455 9560.8 96
96.0817 9418.4 94
97.0407 18610.2 186
99.0566 21272.8 213
108.0329 10397.8 104
109.0166 5511.5 55
109.0409 14389.4 144
110.0248 78836.6 791
111.0199 7767.4 78
111.0566 7667.5 77
112.0401 22520.2 226
112.0767 19440.6 195
113.036 21492.9 215
123.0327 14856.6 149
123.0564 10691.8 107
124.0406 31088.8 312
125.0594 15860.5 159
125.0721 10831.2 108
127.0509 5020.2 50
128.0353 99474.4 999
129.1033 43573.4 437
137.0719 12746.1 128
138.0434 15757.4 158
138.0561 12862.7 129
139.0874 25105.8 252
150.0557 14714.9 147
153.1031 5139 51
155.0828 7227.6 72
155.1192 5932.9 59
167.0819 6782.8 68
180.1135 18323.4 184
182.1289 66097.4 663
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