ACCESSION: MSBNK-Eawag-EQ324654
RECORD_TITLE: MCLA; LC-ESI-QFT; MS2; CE: 60%; 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)
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 60 % (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: splash10-0059-1900000000-59ab2f34c4f4d5219e83
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
72.0454 C3H6NO- 1 72.0455 -0.86
73.0295 C3H5O2- 1 73.0295 0.08
74.0248 C2H4NO2- 1 74.0248 0.43
82.0298 C4H4NO- 1 82.0298 0.11
82.0661 C5H8N- 1 82.0662 -1.59
84.0455 C4H6NO- 1 84.0455 0.14
87.0566 C3H7N2O- 1 87.0564 2.54
88.0403 C3H6NO2- 1 88.0404 -0.84
96.0455 C5H6NO- 1 96.0455 0.25
96.082 C6H10N- 1 96.0819 1.59
97.0408 C4H5N2O- 1 97.0407 0.21
98.0613 C5H8NO- 1 98.0611 1.77
99.0564 C4H7N2O- 1 99.0564 0.57
108.0455 C6H6NO- 1 108.0455 0.1
109.0172 C5H3NO2- 1 109.0169 2.08
109.0404 C5H5N2O- 1 109.0407 -3.02
110.0248 C5H4NO2- 1 110.0248 0.26
110.0611 C6H8NO- 1 110.0611 -0.1
111.0201 C4H3N2O2- 1 111.02 1.01
111.0566 C5H7N2O- 1 111.0564 1.89
112.0409 C5H6NO2- 1 112.0404 4.01
112.0768 C6H10NO- 1 112.0768 0.11
113.0357 C4H5N2O2- 1 113.0357 0.81
122.0975 C8H12N- 1 122.0975 0.16
123.0327 C6H5NO2- 1 123.0326 1.38
123.0563 C6H7N2O- 1 123.0564 -0.77
124.0404 C6H6NO2- 1 124.0404 0.36
125.0356 C5H5N2O2- 1 125.0357 -0.19
125.0597 C5H7N3O- 1 125.0595 2.26
125.0718 C6H9N2O- 1 125.072 -2.27
127.0512 C5H7N2O2- 1 127.0513 -0.96
128.0353 C5H6NO3- 1 128.0353 -0.08
129.1033 C6H13N2O- 1 129.1033 0.01
130.0875 C6H12NO2- 1 130.0874 1.08
135.0565 C7H7N2O- 1 135.0564 1.14
137.0719 C7H9N2O- 1 137.072 -0.67
138.0432 C6H6N2O2- 1 138.0435 -1.72
139.0518 C6H7N2O2- 1 139.0513 3.32
139.0875 C7H11N2O- 1 139.0877 -1.68
150.056 C8H8NO2- 1 150.0561 -0.25
152.0825 C7H10N3O- 1 152.0829 -2.97
153.0668 C7H9N2O2- 1 153.067 -0.77
153.103 C8H13N2O- 1 153.1033 -2.12
155.0821 C7H11N2O2- 1 155.0826 -3.5
155.1187 C8H15N2O- 1 155.119 -1.88
163.0512 C8H7N2O2- 1 163.0513 -0.88
165.0662 C6H7N5O- 2 165.0656 3.29
165.103 C9H13N2O- 1 165.1033 -1.76
167.0822 C8H11N2O2- 1 167.0826 -2.32
169.1339 C7H15N5- 2 169.1333 3.33
170.0921 C5H10N6O- 1 170.0922 -0.35
180.1135 C7H12N6- 2 180.1129 3.54
182.1292 C7H14N6- 2 182.1285 3.4
183.1133 C9H15N2O2- 2 183.1139 -3.3
198.1236 C7H14N6O- 1 198.1235 0.9
200.1395 C7H16N6O- 2 200.1391 2.02
208.1078 C8H12N6O- 1 208.1078 -0.01
265.1658 C12H25O6- 3 265.1657 0.61
PK$NUM_PEAK: 58
PK$PEAK: m/z int. rel.int.
72.0454 18943.1 68
73.0295 8270.1 29
74.0248 26152.1 93
82.0298 18284.9 65
82.0661 15743.1 56
84.0455 38637.7 138
87.0566 34370.6 123
88.0403 4709.5 16
96.0455 7967.2 28
96.082 9114 32
97.0408 17400.8 62
98.0613 6840.2 24
99.0564 63115.4 226
108.0455 4760.7 17
109.0172 6351.5 22
109.0404 13323.2 47
110.0248 71866 258
110.0611 10365.5 37
111.0201 9573.7 34
111.0566 28904.7 103
112.0409 22779.7 81
112.0768 14938.2 53
113.0357 30079.5 108
122.0975 9753.5 35
123.0327 13551.7 48
123.0563 21492.8 77
124.0404 52938.3 190
125.0356 7511.3 26
125.0597 10212.7 36
125.0718 22895.4 82
127.0512 15581.3 56
128.0353 277938.3 999
129.1033 102198.1 367
130.0875 7331.3 26
135.0565 9433.8 33
137.0719 25633.3 92
138.0432 13827.3 49
139.0518 5574.3 20
139.0875 55727.3 200
150.056 23502 84
152.0825 5440.2 19
153.0668 36208.8 130
153.103 9068.1 32
155.0821 31277.2 112
155.1187 11088.5 39
163.0512 12181.5 43
165.0662 4719.9 16
165.103 88742.9 318
167.0822 15167.6 54
169.1339 5909.7 21
170.0921 7388.5 26
180.1135 52813.3 189
182.1292 155195.3 557
183.1133 14474.3 52
198.1236 12203.2 43
200.1395 36577.5 131
208.1078 11996.3 43
265.1658 30948.1 111
//
