ACCESSION: MSBNK-Eawag-EQ325104
RECORD_TITLE: MCYR; 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 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 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 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$SPLASH: splash10-0pdr-2900000000-67bc9342b0e7ff1f8a8c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
74.06 C3H8NO+ 1 74.06 -0.55
77.0385 C6H5+ 1 77.0386 -1.62
79.0542 C6H7+ 1 79.0542 -0.11
80.0494 C5H6N+ 1 80.0495 -1.34
81.0696 C6H9+ 1 81.0699 -3.6
82.0288 C4H4NO+ 1 82.0287 1.02
82.0652 C5H8N+ 1 82.0651 0.36
83.0603 C4H7N2+ 1 83.0604 -0.75
84.0444 C4H6NO+ 1 84.0444 0.53
85.0285 C4H5O2+ 1 85.0284 1.15
85.0758 C4H9N2+ 1 85.076 -2.93
86.06 C4H8NO+ 1 86.06 0.1
87.0793 C3H9N3+ 1 87.0791 1.82
91.0543 C7H7+ 1 91.0542 0.51
92.0623 C7H8+ 1 92.0621 2.93
93.07 C7H9+ 1 93.0699 1.19
94.0652 C6H8N+ 1 94.0651 0.82
95.0492 C6H7O+ 1 95.0491 0.42
95.0601 C5H7N2+ 1 95.0604 -2.74
95.0854 C7H11+ 1 95.0855 -1.28
96.0443 C5H6NO+ 1 96.0444 -0.55
96.0807 C6H10N+ 1 96.0808 -0.79
97.0761 C5H9N2+ 1 97.076 0.39
98.0601 C5H8NO+ 1 98.06 0.35
99.019 C3H3N2O2+ 1 99.0189 1.06
99.0917 C5H11N2+ 1 99.0917 0.04
100.0754 C5H10NO+ 1 100.0757 -2.97
101.0711 C4H9N2O+ 1 101.0709 1.15
102.0465 C8H6+ 1 102.0464 1.16
102.0549 C4H8NO2+ 1 102.055 -0.34
103.0542 C8H7+ 1 103.0542 0.16
105.0449 C6H5N2+ 1 105.0447 1.45
105.0699 C8H9+ 1 105.0699 0.38
107.0855 C8H11+ 1 107.0855 0.14
108.0806 C7H10N+ 1 108.0808 -1.71
109.0648 C7H9O+ 1 109.0648 -0.15
110.0601 C6H8NO+ 1 110.06 0.25
111.0553 C5H7N2O+ 1 111.0553 0.37
112.0392 C5H6NO2+ 1 112.0393 -1.26
112.0869 C5H10N3+ 1 112.0869 0.13
113.0232 C5H5O3+ 1 113.0233 -1.11
113.0709 C5H9N2O+ 1 113.0709 -0.54
114.0549 C5H8NO2+ 1 114.055 -0.87
114.1026 C5H12N3+ 1 114.1026 0.23
115.0543 C9H7+ 1 115.0542 0.56
115.0867 C5H11N2O+ 1 115.0866 0.83
116.0624 C9H8+ 1 116.0621 3.27
116.0702 C5H10NO2+ 1 116.0706 -3.12
117.0699 C9H9+ 1 117.0699 0.05
119.0491 C8H7O+ 1 119.0491 0
119.0603 C7H7N2+ 1 119.0604 -0.92
119.0854 C9H11+ 1 119.0855 -0.77
120.0571 C8H8O+ 1 120.057 1.4
120.0806 C8H10N+ 1 120.0808 -1.12
121.076 C7H9N2+ 1 121.076 -0.38
121.1008 C9H13+ 1 121.1012 -2.76
122.0601 C7H8NO+ 1 122.06 0.88
122.0713 C6H8N3+ 1 122.0713 -0.08
122.0968 C8H12N+ 1 122.0964 2.75
123.0918 C7H11N2+ 1 123.0917 1.06
124.076 C7H10NO+ 1 124.0757 2.25
124.112 C8H14N+ 1 124.1121 -0.77
125.0709 C6H9N2O+ 1 125.0709 -0.46
126.0661 C5H8N3O+ 1 126.0662 -0.56
127.0866 C6H11N2O+ 1 127.0866 0.14
128.0619 C10H8+ 1 128.0621 -1.19
128.0705 C6H10NO2+ 1 128.0706 -1.02
129.07 C10H9+ 1 129.0699 0.75
130.0501 C5H8NO3+ 1 130.0499 1.83
130.0975 C5H12N3O+ 1 130.0975 0.46
131.0856 C10H11+ 1 131.0855 0.22
133.1013 C10H13+ 1 133.1012 0.71
135.0804 C9H11O+ 1 135.0804 -0.01
135.1168 C10H15+ 1 135.1168 -0.41
136.0757 C8H10NO+ 1 136.0757 0.37
138.0551 C7H8NO2+ 1 138.055 0.8
138.0656 C6H8N3O+ 1 138.0662 -4.09
139.0868 C7H11N2O+ 1 139.0866 1.2
139.0978 C6H11N4+ 1 139.0978 0.09
140.0713 C7H10NO2+ NA 140.0706 5.07
140.0818 C6H10N3O+ 1 140.0818 -0.07
141.0658 C6H9N2O2+ 1 141.0659 -0.12
143.0855 C11H11+ 1 143.0855 -0.36
145.1012 C11H13+ 1 145.1012 0.12
146.0965 C10H12N+ 1 146.0964 0.67
147.0441 C9H7O2+ 1 147.0441 0.58
149.0711 C8H9N2O+ 1 149.0709 1.22
151.0863 C8H11N2O+ 1 151.0866 -1.66
152.0707 C8H10NO2+ 1 152.0706 0.44
152.0814 C7H10N3O+ 1 152.0818 -2.59
153.1026 C8H13N2O+ 1 153.1022 2.42
155.0815 C7H11N2O2+ 1 155.0815 -0.03
157.1087 C6H13N4O+ 1 157.1084 1.68
158.0924 C6H12N3O2+ 1 158.0924 0.11
160.0759 C10H10NO+ 1 160.0757 1.33
162.0912 C10H12NO+ 1 162.0913 -0.66
162.1034 C11H14O+ 1 162.1039 -3.03
163.1119 C11H15O+ 1 163.1117 0.88
164.0702 C9H10NO2+ 1 164.0706 -2.54
165.1021 C9H13N2O+ 1 165.1022 -1.11
167.0816 C8H11N2O2+ 1 167.0815 0.62
168.0656 C8H10NO3+ 1 168.0655 0.71
172.1119 C12H14N+ 1 172.1121 -1.27
174.0909 C11H12NO+ 1 174.0913 -2.5
174.1349 C6H16N5O+ 1 174.1349 -0.49
178.0975 C9H12N3O+ 1 178.0975 0.3
179.0838 C14H11+ NA 179.0855 -9.72
181.099 C9H13N2O2+ NA 181.0972 10.19
182.1043 C7H12N5O+ 2 182.1036 3.49
183.0883 C7H11N4O2+ 2 183.0877 3.39
193.0984 C10H13N2O2+ NA 193.0972 6.5
195.0767 C9H11N2O3+ 1 195.0764 1.19
195.1162 H21NO10+ 2 195.116 1.05
196.0608 C9H10NO4+ 2 196.0604 2.05
198.1239 C9H16N3O2+ 1 198.1237 1.23
200.1145 C7H14N5O2+ 1 200.1142 1.66
201.0983 C7H13N4O3+ 1 201.0982 0.6
208.108 C10H14N3O2+ 1 208.1081 -0.45
209.0923 C10H13N2O3+ 1 209.0921 1.23
211.0719 C9H11N2O4+ 2 211.0713 2.56
213.0873 C9H13N2O4+ 2 213.087 1.52
224.1033 C10H14N3O3+ 2 224.103 1.69
226.1193 C10H16N3O3+ 2 226.1186 2.94
226.1592 C16H20N+ 4 226.159 0.77
233.0917 C12H13N2O3+ 2 233.0921 -1.39
239.0662 C9H5N9+ 2 239.0662 -0.23
PK$NUM_PEAK: 128
PK$PEAK: m/z int. rel.int.
74.06 8416.7 6
77.0385 34764.9 25
79.0542 193055 139
80.0494 41301.6 29
81.0696 12833.6 9
82.0288 31844.2 22
82.0652 107422.3 77
83.0603 7740 5
84.0444 365202.2 263
84.0809 8778.3 6
85.0285 12470.2 8
85.0758 29981.6 21
86.06 21616.6 15
87.0793 14684.9 10
91.0543 743507.9 535
92.0623 8340.2 6
93.07 281246.2 202
94.0652 36048.7 25
95.0492 316798.5 228
95.0601 66141.9 47
95.0854 19233.1 13
96.0443 15306.3 11
96.0807 13669.9 9
97.0761 132381.9 95
98.0601 163260 117
99.019 46428.4 33
99.0917 137781.9 99
100.0754 10417.5 7
101.0711 6924.9 4
102.0465 23021 16
102.0549 20258.2 14
103.0542 1386311.2 999
105.0449 90700.6 65
105.0699 867763.2 625
107.0491 35782.7 25
107.0855 944768.5 680
108.0806 20425.6 14
109.0648 58765.6 42
110.0601 40318.7 29
111.0553 7913.2 5
112.0392 30297.2 21
112.0869 363619.8 262
113.0232 34334.9 24
113.0709 83668.4 60
114.0549 13970 10
114.1026 75516.2 54
115.0543 188067.6 135
115.0867 201649.1 145
116.0624 13681.3 9
116.0702 14490.5 10
117.0699 334547.5 241
119.0491 158597.2 114
119.0603 24213.1 17
119.0854 58164.2 41
120.0571 41468 29
120.0806 50768.8 36
121.076 38306.2 27
121.1008 14382.4 10
122.0601 25925.2 18
122.0713 13757.3 9
122.0968 15548.6 11
123.0918 19263.6 13
124.076 31950.5 23
124.112 24186.5 17
125.0709 17956.5 12
126.0661 10037.8 7
127.0866 1009006.7 727
128.0619 13632.4 9
128.0705 19303.1 13
129.07 35419.7 25
130.0501 52727.9 37
130.0975 30865.3 22
131.0856 60239.5 43
133.1013 36815 26
135.0804 951050.2 685
135.1168 331186.7 238
136.0757 830746.8 598
138.0551 80439.5 57
138.0656 15120.3 10
139.0868 26907.7 19
139.0978 28355.7 20
140.0713 13297.9 9
140.0818 91394.5 65
141.0658 240927.2 173
143.0855 15489.8 11
145.1012 37624.7 27
146.0965 14948.3 10
147.0441 32840.7 23
149.0711 72079 51
151.0863 19804.8 14
152.0707 14668.9 10
152.0814 9438.3 6
153.1026 34727.9 25
155.0815 124855.5 89
157.1087 83466.3 60
158.0924 45772.9 32
160.0759 11251.5 8
162.0912 10546.9 7
162.1034 12890.9 9
163.1119 73598.5 53
164.0702 14937.4 10
165.1021 8686.2 6
167.0816 270804.7 195
168.0656 22991.8 16
172.1119 31744.1 22
174.0909 11932 8
174.1349 20462.6 14
178.0975 21855.5 15
179.0838 11625.8 8
181.099 31772.2 22
182.1043 48211 34
183.0883 46968.1 33
193.0984 12544.1 9
195.0767 122692.5 88
195.1162 13518.1 9
196.0608 18223.1 13
198.1239 15430.5 11
200.1145 79331.7 57
201.0983 47919.1 34
208.108 15145.5 10
209.0923 17119.4 12
211.0719 20575 14
213.0873 180891 130
224.1033 14906.1 10
226.1193 34777.2 25
226.1592 12527.4 9
233.0917 8350.2 6
239.0662 31956.2 23
//
