ACCESSION: MSBNK-Eawag-EQ325153
RECORD_TITLE: MCYR; LC-ESI-QFT; MS2; CE: 45%; 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 3251
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$NAME: MCYR
CH$NAME: Microcystin YR
CH$NAME: (5R,8S,11R,12S,15S,18S,19S,22R)-15-[3-(diaminomethylideneamino)propyl]-8-[(4-hydroxyphenyl)methyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
CH$COMPOUND_CLASS: NA
CH$FORMULA: C52H72N10O13
CH$EXACT_MASS: 1044.5280
CH$SMILES: CO[C@@H](Cc1ccccc1)[C@@H](C)\C=C(C)\C=C\[C@@H]2NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](C)[C@@H](NC(=O)[C@H](Cc3ccc(O)cc3)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$IUPAC: InChI=1S/C52H72N10O13/c1-28(25-29(2)41(75-8)27-34-13-10-9-11-14-34)16-21-37-30(3)44(65)59-39(50(71)72)22-23-42(64)62(7)33(6)47(68)56-32(5)46(67)60-40(26-35-17-19-36(63)20-18-35)49(70)61-43(51(73)74)31(4)45(66)58-38(48(69)57-37)15-12-24-55-52(53)54/h9-11,13-14,16-21,25,29-32,37-41,43,63H,6,12,15,22-24,26-27H2,1-5,7-8H3,(H,56,68)(H,57,69)(H,58,66)(H,59,65)(H,60,67)(H,61,70)(H,71,72)(H,73,74)(H4,53,54,55)/b21-16+,28-25+/t29-,30-,31-,32+,37-,38-,39+,40-,41-,43+/m0/s1
CH$LINK: CAS
101064-48-6
CH$LINK: KEGG
C19997
CH$LINK: PUBCHEM
CID:6437088
CH$LINK: INCHIKEY
OWHASZQTEFAUJC-GJRPNUFSSA-N
CH$LINK: CHEMSPIDER
21258165
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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 % (nominal)
AC$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 8.062 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 1043.5208
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$SPLASH: splash10-056r-1910000000-d953d9ba1621c8c7cf86
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
72.0456 C3H6NO- 1 72.0455 1.04
73.0294 C3H5O2- 1 73.0295 -0.96
73.0406 C2H5N2O- 1 73.0407 -2.26
74.0248 C2H4NO2- 1 74.0248 0.64
82.0299 C4H4NO- 1 82.0298 0.29
83.0251 C3H3N2O- 1 83.0251 0.2
84.0454 C4H6NO- 1 84.0455 -0.85
87.0565 C3H7N2O- 1 87.0564 1.58
93.0349 C6H5O- 1 93.0346 3.02
97.0409 C4H5N2O- 1 97.0407 1.47
99.0202 C3H3N2O2- 1 99.02 2.28
99.0565 C4H7N2O- 1 99.0564 0.65
100.0405 C4H6NO2- 1 100.0404 1.11
107.0504 C7H7O- 1 107.0502 1.19
109.0408 C5H5N2O- 1 109.0407 0.76
110.0248 C5H4NO2- 1 110.0248 0.54
110.0609 C6H8NO- 1 110.0611 -2.11
111.0207 C4H3N2O2- NA 111.02 6.57
112.0405 C5H6NO2- 1 112.0404 0.67
113.0358 C4H5N2O2- 1 113.0357 1.42
119.0503 C8H7O- 1 119.0502 0.85
123.0564 C6H7N2O- 1 123.0564 0.28
124.0404 C6H6NO2- 1 124.0404 -0.19
124.0513 C5H6N3O- 1 124.0516 -3.04
125.0722 C6H9N2O- 1 125.072 1.14
126.0674 C5H8N3O- 1 126.0673 0.71
127.0514 C5H7N2O2- 1 127.0513 1.14
128.0354 C5H6NO3- 1 128.0353 0.28
130.0987 C5H12N3O- 1 130.0986 0.94
131.0867 C10H11- 1 131.0866 0.73
135.0564 C7H7N2O- 1 135.0564 0.46
138.0431 C6H6N2O2- 1 138.0435 -2.83
139.0514 C6H7N2O2- 1 139.0513 0.8
140.0822 C4H8N6- 1 140.0816 4.54
141.0676 C6H9N2O2- 1 141.067 4.63
142.0621 C5H8N3O2- 1 142.0622 -0.67
144.0453 C9H6NO- 1 144.0455 -1.57
144.0775 C5H10N3O2- 1 144.0779 -2.52
149.072 C8H9N2O- 1 149.072 -0.56
150.056 C8H8NO2- 1 150.0561 -0.46
151.0878 C8H11N2O- 1 151.0877 0.88
152.0719 C8H10NO2- 1 152.0717 1.26
152.0829 C7H10N3O- 1 152.0829 -0.26
153.0669 C7H9N2O2- 1 153.067 -0.07
154.0979 C5H10N6- 2 154.0972 4.11
156.0778 C6H10N3O2- 1 156.0779 -0.28
162.0557 C9H8NO2- 1 162.0561 -1.89
163.0872 C9H11N2O- 1 163.0877 -2.99
165.067 C8H9N2O2- 1 165.067 0.42
167.0826 C8H11N2O2- 1 167.0826 -0.22
168.1135 C6H12N6- 2 168.1129 3.51
169.0493 C6H7N3O3- 1 169.0493 0.11
170.0565 C6H8N3O3- 2 170.0571 -3.43
170.0932 C7H12N3O2- 1 170.0935 -2.05
171.1176 C13H15- 1 171.1179 -1.89
172.0766 C11H10NO- 1 172.0768 -0.98
179.0821 C9H11N2O2- 2 179.0826 -2.66
180.0649 C7H8N4O2- 1 180.0653 -1.99
180.079 C10H12O3- 1 180.0792 -0.99
180.1141 C9H14N3O- 1 180.1142 -0.61
181.0975 C7H11N5O- 2 181.0969 3.17
184.1092 C8H14N3O2- 1 184.1092 0.41
198.1244 C9H16N3O2- 2 198.1248 -2.18
205.0602 C8H7N5O2- 1 205.0605 -1.42
205.0972 C9H11N5O- 1 205.0969 1.29
206.0919 C8H10N6O- 1 206.0922 -1.31
207.0771 C10H11N2O3- 2 207.0775 -1.81
209.1035 C8H17O6- 3 209.1031 2.22
210.0874 C7H10N6O2- 2 210.0871 1.45
211.0719 C9H11N2O4- 2 211.0724 -2.66
223.1192 C9H19O6- 3 223.1187 2.4
227.1139 C8H19O7- 3 227.1136 1.3
250.1183 C10H14N6O2- 1 250.1184 -0.12
280.1697 C3H22N9O6- 5 280.1699 -0.69
313.182 C6H27N5O9- 4 313.1814 1.87
315.1449 C14H17N7O2- 6 315.1449 -0.06
333.1563 C16H21N4O4- 4 333.1568 -1.49
338.224 C21H28N3O- 7 338.2238 0.59
370.2514 C24H34O3- 7 370.2513 0.16
PK$NUM_PEAK: 79
PK$PEAK: m/z int. rel.int.
72.0456 10331.1 17
73.0294 10991 18
73.0406 24676.7 41
74.0248 20676 34
82.0299 13436 22
83.0251 20540.2 34
84.0454 22701.6 38
87.0565 22501.3 37
93.0349 14351.6 24
97.0409 6313.3 10
99.0202 27327.9 45
99.0565 53496.3 89
100.0405 7783.9 13
107.0504 9991.5 16
109.0408 293846.6 493
110.0248 102755.8 172
110.0609 6008.6 10
111.0207 5895 9
112.0405 32439.2 54
113.0358 47950.9 80
119.0503 55605.8 93
123.0564 31592.4 53
124.0404 63241.6 106
124.0513 14210.7 23
125.0722 13840.6 23
126.0674 21518.4 36
127.0514 43120.5 72
128.0354 594830 999
130.0987 5632.4 9
131.0867 26644.6 44
135.0564 10711.5 17
138.0431 6795.1 11
139.0514 11910.7 20
140.0822 8712.3 14
141.0676 7750.5 13
142.0621 22110 37
144.0453 8109.3 13
144.0775 81314.1 136
149.072 6979 11
150.056 19603.8 32
151.0878 6151.6 10
152.0719 7821.2 13
152.0829 9885.4 16
153.0669 85980.5 144
154.0979 7793.1 13
156.0778 25833.4 43
162.0557 182877.3 307
163.0872 10778.2 18
165.067 7189.8 12
167.0826 22386.5 37
168.1135 9610.5 16
169.0493 13161.2 22
170.0565 24697 41
170.0932 58617.4 98
171.1176 10502.3 17
172.0766 6357 10
179.0821 24920.3 41
180.0649 6274 10
180.079 5869.1 9
180.1141 22682.2 38
181.0975 44971.3 75
184.1092 6876.4 11
198.1244 20636.8 34
205.0602 14553.5 24
205.0972 10677.9 17
206.0919 26990.9 45
207.0771 11521.2 19
209.1035 121538.4 204
210.0874 7578.4 12
211.0719 13717 23
223.1192 6284.2 10
227.1139 134837.2 226
250.1183 32801 55
280.1697 8143 13
313.182 18069.3 30
315.1449 27186.8 45
333.1563 66358.5 111
338.224 23370 39
370.2514 14675.2 24
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