ACCESSION: MSBNK-Eawag-EQ324652
RECORD_TITLE: MCLA; LC-ESI-QFT; MS2; CE: 30%; 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 30 % (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: splash10-004l-0951100040-cdca0e2e06d96d9373f5
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
84.0457 C4H6NO- 1 84.0455 2.96
100.0403 C4H6NO2- 1 100.0404 -1.33
110.0249 C5H4NO2- 1 110.0248 1.23
113.0356 C4H5N2O2- 1 113.0357 -0.07
124.0404 C6H6NO2- 1 124.0404 -0.19
127.0513 C5H7N2O2- 1 127.0513 -0.12
128.0353 C5H6NO3- 1 128.0353 -0.08
129.1032 C6H13N2O- 1 129.1033 -1.05
137.0719 C7H9N2O- 1 137.072 -1
138.056 C7H8NO2- 1 138.0561 -0.2
139.0875 C7H11N2O- 1 139.0877 -1.13
153.0668 C7H9N2O2- 1 153.067 -0.87
155.0825 C7H11N2O2- 1 155.0826 -0.94
165.1024 C7H11N5- 1 165.102 2.59
167.0826 C8H11N2O2- 1 167.0826 0.05
170.0932 C7H12N3O2- 1 170.0935 -1.69
181.0616 C8H9N2O3- 1 181.0619 -1.67
182.1289 C7H14N6- 1 182.1285 2.14
183.1136 C9H15N2O2- 1 183.1139 -1.47
184.0606 C6H8N4O3- 2 184.0602 2.38
198.0877 C6H10N6O2- 2 198.0871 3.03
200.1394 C7H16N6O- 1 200.1391 1.34
211.0709 C7H9N5O3- 1 211.0711 -0.78
226.119 C8H14N6O2- 2 226.1184 2.75
240.1339 C9H16N6O2- 2 240.134 -0.67
265.1657 C12H25O6- 3 265.1657 0.15
283.1761 C11H21N7O2- 3 283.1762 -0.37
293.1612 C13H25O7- 3 293.1606 1.97
295.1806 C4H29N3O11- 4 295.1808 -0.56
311.1719 C14H23N4O4- 3 311.1725 -1.84
323.2095 C16H27N4O3- 3 323.2089 2.06
327.207 C5H33N3O12- 5 327.207 0.14
412.2192 C17H34NO10- 4 412.2188 0.82
424.2137 C11H32N6O11- 6 424.2135 0.53
451.2618 C28H31N6- 6 451.2616 0.47
468.2458 C35H32O- 6 468.2459 -0.16
495.2509 C14H37N7O12- 5 495.2506 0.73
623.3106 C35H45NO9- 5 623.31 0.99
645.3269 C33H47N3O10- 6 645.3267 0.36
689.3166 C34H47N3O12- 6 689.3165 0.15
864.4828 C45H66N7O10- NA 864.4877 -5.6
890.4675 C46H64N7O11- 1 890.4669 0.65
908.4793 C46H66N7O12- 1 908.4775 1.97
PK$NUM_PEAK: 43
PK$PEAK: m/z int. rel.int.
84.0457 4288.5 8
100.0403 8696.9 17
110.0249 7295.5 14
113.0356 8945.5 17
124.0404 26513.2 52
127.0513 7445 14
128.0353 508314.7 999
129.1032 13899.5 27
137.0719 10229.6 20
138.056 8481.7 16
139.0875 6925.1 13
153.0668 31338.2 61
155.0825 15090.2 29
165.1024 16236.5 31
167.0826 7755.1 15
170.0932 14238.9 27
181.0616 31528.9 61
182.1289 9627.9 18
183.1136 5245.4 10
184.0606 18014.8 35
198.0877 7550.1 14
200.1394 51234.1 100
211.0709 20927.9 41
226.119 17130.6 33
240.1339 21347 41
265.1657 123020.9 241
283.1761 197601 388
293.1612 10228.7 20
295.1806 12966.4 25
311.1719 47701.2 93
323.2095 10603.9 20
327.207 34041.1 66
412.2192 30092.6 59
424.2137 9537.6 18
451.2618 17904.3 35
468.2458 12903.1 25
495.2509 72104.9 141
623.3106 7173.6 14
645.3269 22287 43
689.3166 26796.9 52
864.4828 7271.1 14
890.4675 338983.2 666
908.4793 37241.4 73
//
