ACCESSION: MSBNK-Eawag-EQ325102
RECORD_TITLE: MCYR; 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 3251
COMMENT: NaToxAq - Natural Toxins and Drinking Water Quality - From Source to Tap (https://natoxaq.ku.dk)
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 POSITIVE
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 8.039 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B MeOH with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 523.2719
MS$FOCUSED_ION: PRECURSOR_M/Z 1045.5353
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$SPLASH: splash10-0002-9752112002-5196eed3a1e9420337cb
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
84.0443 C4H6NO+ 1 84.0444 -1.1
91.054 C7H7+ 1 91.0542 -2.92
93.0701 C7H9+ 1 93.0699 2.75
103.0544 C8H7+ 1 103.0542 1.34
105.0698 C8H9+ 1 105.0699 -0.35
107.0855 C8H11+ 1 107.0855 -0.43
112.0869 C5H10N3+ 1 112.0869 -0.14
115.0866 C5H11N2O+ 1 115.0866 0.17
117.0701 C9H9+ 1 117.0699 1.68
124.0757 C7H10NO+ 1 124.0757 -0.15
124.1124 C8H14N+ 1 124.1121 2.67
127.0866 C6H11N2O+ 1 127.0866 0.32
129.1138 C5H13N4+ 1 129.1135 2.27
130.05 C5H8NO3+ 1 130.0499 0.78
130.0977 C5H12N3O+ 1 130.0975 1.39
131.0858 C10H11+ 1 131.0855 2.08
135.0804 C9H11O+ 1 135.0804 -0.35
135.1167 C10H15+ 1 135.1168 -0.63
136.0757 C8H10NO+ 1 136.0757 0.15
138.0554 C7H8NO2+ 1 138.055 3.01
139.0979 C6H11N4+ 1 139.0978 0.2
140.0821 C6H10N3O+ 1 140.0818 1.78
141.066 C6H9N2O2+ 1 141.0659 1.07
145.1017 C11H13+ 1 145.1012 3.38
155.0815 C7H11N2O2+ 1 155.0815 0.26
156.1244 C6H14N5+ 1 156.1244 0.25
157.1085 C6H13N4O+ 1 157.1084 0.42
158.0922 C6H12N3O2+ 1 158.0924 -1.15
161.0956 C11H13O+ 1 161.0961 -3.2
162.1282 C11H16N+ 1 162.1277 2.86
163.1118 C11H15O+ 1 163.1117 0.32
167.0817 C8H11N2O2+ 1 167.0815 1.08
168.0652 C8H10NO3+ 1 168.0655 -1.74
173.0966 C12H13O+ 1 173.0961 2.88
174.135 C6H16N5O+ 1 174.1349 0.56
175.1192 C6H15N4O2+ 1 175.119 1.26
182.0819 C9H12NO3+ 1 182.0812 4.11
182.1042 C7H12N5O+ 2 182.1036 3.32
183.0882 C7H11N4O2+ 2 183.0877 2.98
195.0773 C9H11N2O3+ 1 195.0764 4.48
195.1178 CH17N5O6+ 3 195.1173 2.64
198.1244 C11H18O3+ 2 198.125 -3.31
200.1145 C7H14N5O2+ 1 200.1142 1.36
201.0985 C7H13N4O3+ 1 201.0982 1.44
206.0935 C12H14O3+ 1 206.0937 -1.43
207.1134 C11H15N2O2+ 1 207.1128 3.03
209.1335 C2H19N5O6+ 4 209.133 2.51
210.1361 C11H18N2O2+ 1 210.1363 -1.03
213.0873 C9H13N2O4+ 2 213.087 1.67
213.1336 C8H21O6+ 3 213.1333 1.45
217.1341 H25O12+ 2 217.1341 0.03
218.1544 H22N6O7+ 2 218.1544 0
223.1213 H21N3O10+ 2 223.1221 -3.97
224.1037 C12H16O4+ 2 224.1043 -2.66
225.1352 C10H17N4O2+ 2 225.1346 2.84
226.1602 C2H22N6O6+ 3 226.1595 2.77
235.1096 H19N4O10+ 2 235.1096 0.34
237.164 C18H21+ 4 237.1638 1.03
239.0666 C10H11N2O5+ 3 239.0662 1.6
240.1457 C10H18N5O2+ 2 240.1455 0.98
241.1296 C10H17N4O3+ 1 241.1295 0.26
243.1463 C12H21NO4+ 2 243.1465 -0.89
244.1298 C10H18N3O4+ 3 244.1292 2.35
246.1493 CH22N6O8+ 2 246.1494 -0.41
257.1727 C10H21N6O2+ 2 257.1721 2.41
258.1567 C12H22N2O4+ 2 258.1574 -2.58
258.1862 C3H26N6O7+ 4 258.1857 1.72
259.1085 H17N7O9+ 3 259.1082 1.05
264.1605 CH24N6O9+ 4 264.1599 2.09
267.1579 C13H21N3O3+ 2 267.1577 0.45
268.141 C11H18N5O3+ 2 268.1404 2.02
269.1256 C12H13N8+ 3 269.1258 -0.59
276.1811 C13H26NO5+ 5 276.1805 2.11
282.1851 C19H24NO+ 5 282.1852 -0.47
285.1671 C11H21N6O3+ 2 285.167 0.6
286.1513 C11H20N5O4+ 3 286.151 1
287.1037 C16H11N6+ 4 287.104 -0.98
290.1471 C11H16N9O+ 3 290.1472 -0.39
292.1555 C17H18N5+ 5 292.1557 -0.55
293.1133 C14H17N2O5+ 5 293.1132 0.27
297.1865 C7H23N9O4+ 3 297.1868 -0.89
300.1352 C18H20O4+ 4 300.1356 -1.2
303.1782 C11H23N6O4+ 3 303.1775 2.17
310.1051 CH20N5O13+ 5 310.1052 -0.5
310.1374 C11H22N2O8+ 3 310.1371 1.19
314.1467 C13H16N9O+ 4 314.1472 -1.74
318.1449 C16H20N3O4+ 5 318.1448 0.31
329.1858 C19H25N2O3+ 5 329.186 -0.54
331.202 C5H29N7O9+ 5 331.2021 -0.25
336.1561 C2H24N8O11+ 6 336.1559 0.48
347.1966 C19H27N2O4+ 5 347.1965 0.21
365.2348 C24H31NO2+ 5 365.2349 -0.46
371.1712 C19H23N4O4+ 6 371.1714 -0.5
375.1915 C20H27N2O5+ 7 375.1914 0.04
388.1988 C5H28N10O10+ 6 388.1984 1.01
389.1816 C19H25N4O5+ 6 389.1819 -1
397.2616 C11H37N6O9+ 7 397.2617 -0.25
400.2243 C23H26N7+ 8 400.2244 -0.24
415.1628 C22H25NO7+ 7 415.1626 0.56
432.1876 C20H26N5O6+ 8 432.1878 -0.41
446.2298 C24H28N7O2+ 8 446.2299 -0.15
447.1874 C21H27N4O7+ 7 447.1874 -0.1
449.214 C34H27N+ 7 449.2138 0.37
465.2802 C20H35N9O4+ 7 465.2807 -1.03
488.3231 C26H42N5O4+ 8 488.3231 -0.12
495.3116 C32H39N4O+ 10 495.3118 -0.47
502.2422 C25H34N4O7+ 7 502.2422 -0.09
519.2662 C22H39N4O10+ 8 519.2661 0.34
520.2502 C22H38N3O11+ 9 520.2501 0.21
537.2811 C27H41N2O9+ 7 537.2807 0.8
542.2725 C27H42O11+ 9 542.2722 0.58
560.2804 C23H40N6O10+ 10 560.28 0.56
571.3594 C29H51N2O9+ 8 571.3589 0.85
575.2952 C28H41N5O8+ 8 575.295 0.49
582.3266 C29H42N8O5+ 9 582.3273 -1.11
584.2957 C29H40N6O7+ 9 584.2953 0.65
585.278 C28H43NO12+ 10 585.278 0.1
597.3418 C34H43N7O3+ 9 597.3422 -0.61
599.3556 C31H47N6O6+ 9 599.3552 0.66
602.3048 C28H46N2O12+ 11 602.3045 0.41
603.2884 C27H39N8O8+ 12 603.2885 -0.3
609.2945 C35H39N5O5+ 9 609.2946 -0.08
617.3677 C33H51N3O8+ 8 617.3671 1.04
620.3155 C43H42NO3+ 11 620.3159 -0.64
625.3362 C34H47N3O8+ 10 625.3358 0.62
643.3415 C42H41N7+ 10 643.3418 -0.4
669.3022 C35H45N2O11+ 10 669.3018 0.59
682.3932 C37H54N4O8+ 10 682.3936 -0.54
686.326 C31H44N9O9+ 12 686.3257 0.58
700.4061 C39H58NO10+ 11 700.4055 0.87
710.3865 C50H50N2O2+ 13 710.3867 -0.28
713.342 C39H47N5O8+ 9 713.3419 0.1
714.3216 C48H44NO5+ 13 714.3214 0.28
725.4334 C36H61N4O11+ 10 725.4331 0.31
726.3906 C32H54N8O11+ 13 726.3907 -0.11
728.3986 C38H56N4O10+ 10 728.3991 -0.72
731.3483 C34H49N7O11+ 12 731.3485 -0.24
758.3129 C36H42N10O9+ 10 758.3131 -0.25
760.3626 C34H50N9O11+ 12 760.3624 0.19
775.3365 C47H45N5O6+ 9 775.3364 0.1
788.3607 C38H48N10O9+ 11 788.36 0.84
851.4494 C51H59N6O6+ 7 851.4491 0.44
854.4764 C42H64N9O10+ 7 854.4771 -0.83
866.438 C52H54N10O3+ 6 866.4375 0.55
876.4256 C43H58N9O11+ 5 876.425 0.62
882.4791 C52H68NO11+ 5 882.4787 0.47
894.4345 C43H60N9O12+ 4 894.4356 -1.24
911.463 C45H65N7O13+ 4 911.4635 -0.55
915.5077 C46H71N6O13+ 5 915.5074 0.4
916.4883 C44H68N8O13+ 4 916.49 -1.94
934.4988 C51H66N8O9+ 2 934.4947 4.37
957.5539 C50H73N10O9+ 1 957.5557 -1.86
960.4808 C48H66N9O12+ 3 960.4825 -1.81
973.55 C50H73N10O10+ 1 973.5506 -0.62
983.5353 C51H71N10O10+ 2 983.5349 0.4
996.4899 C52H68N8O12+ NA 996.4951 -5.24
999.5298 C51H71N10O11+ 1 999.5298 -0.02
1000.5142 C51H70N9O12+ 1 1000.5138 0.34
1017.5401 C51H73N10O12+ 1 1017.5404 -0.33
1027.5244 C52H71N10O12+ 1 1027.5247 -0.36
1028.5091 C52H70N9O13+ 1 1028.5088 0.34
1045.5355 C52H73N10O13+ 1 1045.5353 0.16
PK$NUM_PEAK: 162
PK$PEAK: m/z int. rel.int.
84.0443 38403.5 11
91.054 34439.9 10
93.0701 20539.5 5
103.0544 45101.6 13
105.0698 43764.5 12
107.0855 225718.2 65
112.0869 213970.5 62
115.0866 68663.4 20
117.0701 30415.5 8
124.0757 7752.2 2
124.1124 45335.7 13
127.0866 130703.4 38
129.1138 22052.5 6
130.05 11761.8 3
130.0977 9636 2
131.0858 20316.4 5
135.0804 636704.7 185
135.1167 233310.4 68
136.0757 393456.1 114
138.0554 29493.3 8
139.0979 40349 11
140.0821 21326.2 6
141.066 8793.4 2
145.1017 15008.7 4
155.0815 277693.8 81
156.1244 142038.3 41
157.1085 206621.2 60
158.0922 39927.1 11
161.0956 28650.3 8
162.1282 9520.2 2
163.1118 341491.5 99
167.0817 33703.8 9
168.0652 7402 2
173.0966 11012.8 3
174.135 390415.4 113
175.1192 30390.3 8
182.0819 13938.7 4
182.1042 8210.3 2
183.0882 25750.8 7
195.0773 62270.1 18
195.1178 8061.5 2
198.1244 19032.3 5
200.1145 170270.2 49
201.0985 37131.3 10
206.0935 10237 2
207.1134 20848.9 6
209.1335 24406.1 7
210.1361 17388.2 5
213.0873 539136.8 157
213.1336 48476.9 14
217.1341 9818.7 2
218.1544 52105 15
223.1213 47595.9 13
224.1037 18839.4 5
225.1352 37466.6 10
226.1602 29132.7 8
235.1096 14737.2 4
237.164 85394.1 24
239.0666 58586.6 17
240.1457 47462.9 13
241.1296 85755.9 25
243.1463 29875.8 8
244.1298 104427.7 30
246.1493 119441.4 34
257.1727 34206.6 9
258.1567 35862.7 10
258.1862 106013.7 30
259.1085 20993.5 6
264.1605 17710 5
267.1579 24776.5 7
268.141 76047.3 22
269.1256 163062.2 47
276.1811 8696.2 2
282.1851 36304.3 10
285.1671 266575.9 77
286.1513 219996.2 64
287.1037 74731.4 21
290.1471 11370.2 3
292.1555 45172.3 13
293.1133 57403 16
297.1865 18427.3 5
300.1352 32181.8 9
303.1782 117538.5 34
310.1051 16969.6 4
310.1374 10876.4 3
314.1467 11362.7 3
318.1449 147044 42
329.1858 42002.1 12
331.202 9249 2
336.1561 16709 4
347.1966 113087.4 33
365.2348 10971.5 3
371.1712 15947.6 4
375.1915 500499.6 146
388.1988 15408.6 4
389.1816 47612 13
397.2616 30675.8 8
400.2243 10329.8 3
415.1628 13347.6 3
432.1876 189384.7 55
446.2298 113638.4 33
447.1874 74588.6 21
449.214 141451 41
465.2802 14248.6 4
488.3231 92827.3 27
495.3116 13954.4 4
502.2422 25342.8 7
519.2662 44607.3 13
520.2502 108037.9 31
537.2811 29832.1 8
542.2725 15194.5 4
560.2804 31927.2 9
571.3594 175614.6 51
575.2952 97627.3 28
582.3266 31155.2 9
584.2957 14616 4
585.278 40652.2 11
597.3418 19482.2 5
599.3556 323078.2 94
602.3048 204420.8 59
603.2884 359902 105
609.2945 15025.8 4
617.3677 21745.7 6
620.3155 217221.2 63
625.3362 64628.2 18
643.3415 10181.1 2
669.3022 21948.2 6
682.3932 65336.2 19
686.326 28801.3 8
700.4061 25209.7 7
710.3865 53432.8 15
713.342 17798.5 5
714.3216 15693.2 4
725.4334 17150.8 5
726.3906 23266.8 6
728.3986 72234.3 21
731.3483 60180.9 17
758.3129 38035.2 11
760.3626 13624 3
775.3365 110206.8 32
788.3607 25408.9 7
851.4494 16842.8 4
854.4764 15749.5 4
866.438 43997.5 12
876.4256 17803.9 5
882.4791 23760.6 6
894.4345 134596.8 39
911.463 182453.3 53
915.5077 140449.5 41
916.4883 58716 17
934.4988 55044.5 16
957.5539 11646.3 3
960.4808 242101.5 70
973.55 209630.9 61
983.5353 29762.5 8
996.4899 42100.4 12
999.5298 71018 20
1000.5142 121724.7 35
1017.5401 531555.6 155
1027.5244 157611.4 46
1028.5091 141963.1 41
1045.5355 3421977 999
//
