ACCESSION: MSBNK-Eawag-EQ324604
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)
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$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$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$CHROMATOGRAPHY: RETENTION_TIME 10.516 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B MeOH with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 164.9846
MS$FOCUSED_ION: PRECURSOR_M/Z 910.492
MS$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: splash10-0a70-2900000000-7779ab8a866d4e597919
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0386 C5H5+ 1 65.0386 -0.21
67.0543 C5H7+ 1 67.0542 1.82
69.0335 C4H5O+ 1 69.0335 -0.3
69.0698 C5H9+ 1 69.0699 -0.53
70.0651 C4H8N+ 1 70.0651 -0.57
74.0237 C2H4NO2+ 1 74.0237 1.1
77.0386 C6H5+ 1 77.0386 0.75
79.0542 C6H7+ 1 79.0542 -0.4
80.0494 C5H6N+ 1 80.0495 -0.96
81.0698 C6H9+ 1 81.0699 -0.88
82.0287 C4H4NO+ 1 82.0287 -0.75
82.0651 C5H8N+ 1 82.0651 -0.2
84.0444 C4H6NO+ 1 84.0444 0.17
84.0808 C5H10N+ 1 84.0808 0.7
86.0964 C5H12N+ 1 86.0964 -0.35
89.0708 C3H9N2O+ 1 89.0709 -1.64
91.0543 C7H7+ 1 91.0542 0.26
93.0699 C7H9+ 1 93.0699 0.29
94.0651 C6H8N+ 1 94.0651 -0.15
95.0491 C6H7O+ 1 95.0491 0.02
95.0856 C7H11+ 1 95.0855 1.13
96.0807 C6H10N+ 1 96.0808 -0.48
99.0917 C5H11N2+ 1 99.0917 -0.19
102.055 C4H8NO2+ 1 102.055 0.11
103.0542 C8H7+ 1 103.0542 0.01
105.045 C6H5N2+ 1 105.0447 2.9
105.0699 C8H9+ 1 105.0699 0.02
107.0855 C8H11+ 1 107.0855 -0.21
108.0682 C6H8N2+ 1 108.0682 0.43
108.0809 C7H10N+ 1 108.0808 1.33
109.0649 C7H9O+ 1 109.0648 0.9
110.0601 C6H8NO+ 1 110.06 0.81
110.0963 C7H12N+ 1 110.0964 -1.42
112.0394 C5H6NO2+ 1 112.0393 0.71
112.0759 C6H10NO+ 1 112.0757 2.13
112.112 C7H14N+ 1 112.1121 -0.94
113.0232 C5H5O3+ 1 113.0233 -0.91
113.0711 C5H9N2O+ 1 113.0709 1.62
115.0544 C9H7+ 1 115.0542 1.29
117.0698 C9H9+ 1 117.0699 -0.34
119.0604 C7H7N2+ 1 119.0604 0.49
119.0855 C9H11+ 1 119.0855 -0.39
120.0571 C8H8O+ 1 120.057 1.47
120.0808 C8H10N+ 1 120.0808 0.53
120.0933 C9H12+ 1 120.0934 -0.45
121.0759 C7H9N2+ 1 121.076 -0.76
121.1013 C9H13+ 1 121.1012 0.64
122.0599 C7H8NO+ 1 122.06 -0.8
122.0966 C8H12N+ 1 122.0964 1.44
123.0916 C7H11N2+ 1 123.0917 -0.99
124.0757 C7H10NO+ 1 124.0757 -0.09
124.1121 C8H14N+ 1 124.1121 0.03
125.0709 C6H9N2O+ 1 125.0709 -0.52
127.0866 C6H11N2O+ 1 127.0866 -0.16
128.0619 C10H8+ 1 128.0621 -0.95
128.0707 C6H10NO2+ 1 128.0706 0.65
129.0698 C10H9+ 1 129.0699 -0.43
130.0499 C5H8NO3+ 1 130.0499 -0.04
130.0652 C9H8N+ 1 130.0651 0.33
130.0775 C10H10+ 1 130.0777 -1.8
131.0855 C10H11+ 1 131.0855 -0.13
132.0809 C9H10N+ 1 132.0808 1.3
133.1012 C10H13+ 1 133.1012 0.48
135.0804 C9H11O+ 1 135.0804 -0.35
135.1167 C10H15+ 1 135.1168 -0.63
138.0549 C7H8NO2+ 1 138.055 -0.53
139.0867 C7H11N2O+ 1 139.0866 1.09
140.0706 C7H10NO2+ 1 140.0706 -0.27
143.0855 C11H11+ 1 143.0855 -0.36
145.101 C11H13+ 1 145.1012 -1.25
146.0962 C10H12N+ 1 146.0964 -1.31
146.1086 C11H14+ 1 146.109 -2.79
149.071 C8H9N2O+ 1 149.0709 0.71
151.0868 C8H11N2O+ 1 151.0866 1.57
153.102 C8H13N2O+ 1 153.1022 -1.76
155.0814 C7H11N2O2+ 1 155.0815 -0.92
156.0653 C7H10NO3+ 1 156.0655 -1.33
157.1016 C12H13+ 1 157.1012 2.61
157.1335 C8H17N2O+ 1 157.1335 -0.01
158.0961 C11H12N+ 1 158.0964 -2.18
159.0805 C11H11O+ 1 159.0804 0.12
159.1168 C12H15+ 1 159.1168 -0.03
160.1118 C11H14N+ 1 160.1121 -1.87
161.0962 C11H13O+ 1 161.0961 0.69
162.1277 C11H16N+ 1 162.1277 -0.15
163.1118 C11H15O+ 1 163.1117 0.13
166.0776 C13H10+ 1 166.0777 -0.41
167.0816 C8H11N2O2+ 1 167.0815 0.44
168.0653 C8H10NO3+ 1 168.0655 -1.28
169.1001 C13H13+ NA 169.1012 -6.54
173.0924 C7H13N2O3+ 1 173.0921 1.79
180.0931 C14H12+ 2 180.0934 -1.3
181.1333 C10H17N2O+ 1 181.1335 -1.4
188.1069 C12H14NO+ 1 188.107 -0.49
188.1439 C13H18N+ 1 188.1434 2.71
195.0767 C9H11N2O3+ 1 195.0764 1.42
196.0604 C9H10NO4+ 1 196.0604 -0.06
209.1309 CH23NO10+ 1 209.1316 -3.43
213.0874 C9H13N2O4+ 2 213.087 1.74
226.1586 C16H20N+ 3 226.159 -1.79
239.0665 C10H11N2O5+ 2 239.0662 1.09
PK$NUM_PEAK: 102
PK$PEAK: m/z int. rel.int.
65.0386 32168.3 22
67.0543 26910 18
69.0335 74169.9 50
69.0698 22891.9 15
70.0651 17548.2 12
74.0237 16510.2 11
77.0386 19445.2 13
79.0542 212003.1 145
80.0494 22228.2 15
81.0698 17294.2 11
82.0287 23196.5 15
82.0651 130820.3 89
84.0444 233660.9 160
84.0808 24390.8 16
86.06 18204.5 12
86.0964 620691.8 426
89.0708 15814.5 10
91.0543 508786 349
93.0699 296523.5 203
94.0651 33028.2 22
95.0491 93560.1 64
95.0856 35785.4 24
96.0807 21067.5 14
99.0917 138079.7 94
102.055 28351 19
103.0542 603182.6 414
105.045 36671.1 25
105.0699 594452.8 408
107.0855 1453425.4 999
108.0682 9754.9 6
108.0809 16834.1 11
109.0649 63638.4 43
110.0601 81916.1 56
110.0963 13641.2 9
112.0394 9298 6
112.0759 14951.2 10
112.112 19939.2 13
113.0232 48771 33
113.0711 8078.2 5
115.0544 79978.8 54
117.0698 201310.6 138
119.0604 32296.8 22
119.0855 80732.8 55
120.0571 11605.9 7
120.0808 22450.2 15
120.0933 13020.3 8
121.0759 46106.5 31
121.1013 22665.3 15
122.0599 16822 11
122.0966 23361.7 16
123.0916 26867.7 18
124.0757 35582.7 24
124.1121 43216.8 29
125.0709 18003.4 12
127.0866 1135783 780
128.0619 29633.4 20
128.0707 54386.3 37
129.0698 45015.6 30
130.0499 45588.6 31
130.0652 18384.4 12
130.0775 9158.7 6
131.0855 98343.8 67
132.0809 16361.1 11
133.1012 64983.9 44
135.0804 585735.7 402
135.1167 499614.7 343
138.0549 124066.1 85
139.0867 20405.5 14
140.0706 15086.9 10
143.0855 53814.2 36
145.101 84384.2 58
146.0962 44631.7 30
146.1086 15076.8 10
149.071 88128.2 60
151.0868 10805.9 7
153.102 11323.4 7
155.0814 194840.7 133
156.0653 55636.1 38
157.1016 8618.6 5
157.1335 19649.9 13
158.0961 8562 5
159.0805 15545.2 10
159.1168 18286.1 12
160.1118 12557.5 8
161.0962 31408.1 21
162.1277 23304.1 16
163.1118 173861.8 119
166.0776 6958.6 4
167.0816 336778.9 231
168.0653 27341.4 18
169.1001 10860.3 7
173.0924 118572.6 81
180.0931 18778.9 12
181.1333 28343.2 19
188.1069 9115.6 6
188.1439 18554.7 12
195.0767 142330.9 97
196.0604 22255.5 15
209.1309 12110.8 8
213.0874 203395.7 139
226.1586 35444.3 24
239.0665 21553.9 14
//
