ACCESSION: MSBNK-Eawag-EQ325105
RECORD_TITLE: MCYR; LC-ESI-QFT; MS2; CE: 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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$SPLASH: splash10-0zfu-4900000000-9207ab1fa47c6f191cd6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
74.0235 C2H4NO2+ 1 74.0237 -2.5
77.0385 C6H5+ 1 77.0386 -0.73
79.0542 C6H7+ 1 79.0542 -0.01
80.0495 C5H6N+ 1 80.0495 -0.1
81.0335 C5H5O+ 1 81.0335 0.45
81.07 C6H9+ 1 81.0699 1.67
82.0287 C4H4NO+ 1 82.0287 0.09
82.0651 C5H8N+ 1 82.0651 -0.11
84.0444 C4H6NO+ 1 84.0444 0.62
85.0284 C4H5O2+ 1 85.0284 -0.29
85.076 C4H9N2+ 1 85.076 0.11
86.06 C4H8NO+ 1 86.06 0.1
87.0792 C3H9N3+ 1 87.0791 1.12
91.0543 C7H7+ 1 91.0542 0.6
92.062 C7H8+ 1 92.0621 -0.96
93.0699 C7H9+ 1 93.0699 0.21
94.065 C6H8N+ 1 94.0651 -1.45
95.0492 C6H7O+ 1 95.0491 0.42
95.0597 C5H7N2+ NA 95.0604 -7
96.0444 C5H6NO+ 1 96.0444 -0.23
96.0808 C6H10N+ 1 96.0808 0.4
97.0761 C5H9N2+ 1 97.076 0.55
98.0601 C5H8NO+ 1 98.06 0.66
99.019 C3H3N2O2+ 1 99.0189 1.21
99.0917 C5H11N2+ 1 99.0917 0.42
102.0464 C8H6+ 1 102.0464 0.26
102.0545 C4H8NO2+ 1 102.055 -4.83
103.0543 C8H7+ 1 103.0542 0.23
105.0448 C6H5N2+ 1 105.0447 0.8
105.0699 C8H9+ 1 105.0699 0.23
107.0492 C7H7O+ 1 107.0491 0.58
107.0855 C8H11+ 1 107.0855 0
108.0681 C6H8N2+ 1 108.0682 -1.19
108.0811 C7H10N+ 1 108.0808 3.37
109.0648 C7H9O+ 1 109.0648 0.2
111.0551 C5H7N2O+ 1 111.0553 -1.76
112.0869 C5H10N3+ 1 112.0869 0
113.0234 C5H5O3+ 1 113.0233 0.38
113.0709 C5H9N2O+ 1 113.0709 -0.47
114.0552 C5H8NO2+ 1 114.055 2.01
114.1025 C5H12N3+ 1 114.1026 -0.44
115.0542 C9H7+ 1 115.0542 -0.11
115.0867 C5H11N2O+ 1 115.0866 1.03
116.062 C9H8+ 1 116.0621 -0.48
117.0572 C8H7N+ 1 117.0573 -0.77
117.0698 C9H9+ 1 117.0699 -0.34
118.0652 C8H8N+ 1 118.0651 0.54
119.0492 C8H7O+ 1 119.0491 0.2
119.0603 C7H7N2+ 1 119.0604 -0.79
119.0855 C9H11+ 1 119.0855 -0.58
120.0568 C8H8O+ 1 120.057 -1.77
120.0809 C8H10N+ 1 120.0808 0.78
121.076 C7H9N2+ 1 121.076 -0.38
122.0708 C6H8N3+ 1 122.0713 -4.08
123.0554 C6H7N2O+ 1 123.0553 0.81
123.0917 C7H11N2+ 1 123.0917 -0.18
125.0708 C6H9N2O+ 1 125.0709 -1.37
127.0866 C6H11N2O+ 1 127.0866 0.08
128.062 C10H8+ 1 128.0621 -0.6
128.0704 C6H10NO2+ 1 128.0706 -1.85
129.0696 C10H9+ 1 129.0699 -1.85
130.0498 C5H8NO3+ 1 130.0499 -0.51
130.0649 C9H8N+ 1 130.0651 -1.78
130.0782 C10H10+ 1 130.0777 3.71
131.0852 C10H11+ 1 131.0855 -2.46
132.0814 C9H10N+ 1 132.0808 4.76
133.1012 C10H13+ 1 133.1012 0.02
135.0805 C9H11O+ 1 135.0804 0.11
135.1167 C10H15+ 1 135.1168 -0.75
136.0757 C8H10NO+ 1 136.0757 0.26
138.0554 C7H8NO2+ 1 138.055 2.9
138.066 C6H8N3O+ 1 138.0662 -1.21
139.0871 C7H11N2O+ 1 139.0866 3.4
140.0819 C6H10N3O+ 1 140.0818 0.58
141.0657 C6H9N2O2+ 1 141.0659 -1.1
143.086 C11H11+ 1 143.0855 3.27
145.1012 C11H13+ 1 145.1012 -0.09
146.0597 C9H8NO+ 1 146.06 -2.3
147.0437 C9H7O2+ 1 147.0441 -2.74
149.0709 C8H9N2O+ 1 149.0709 -0.42
151.0868 C8H11N2O+ 1 151.0866 1.07
153.1023 C8H13N2O+ 1 153.1022 0.63
157.1079 C6H13N4O+ 1 157.1084 -2.88
160.0756 C10H10NO+ 1 160.0757 -0.29
160.1115 C11H14N+ 1 160.1121 -3.78
165.0698 C13H9+ 1 165.0699 -0.29
167.0816 C8H11N2O2+ 1 167.0815 0.81
168.0656 C8H10NO3+ 1 168.0655 0.35
172.1125 C12H14N+ 1 172.1121 2.45
178.0988 C11H14O2+ 1 178.0988 -0.3
195.077 C9H11N2O3+ 1 195.0764 2.75
201.0991 C9H15NO4+ 2 201.0996 -2.43
213.0872 C9H13N2O4+ 1 213.087 1.17
PK$NUM_PEAK: 96
PK$PEAK: m/z int. rel.int.
74.0235 6370.7 3
77.0385 89544 51
79.0542 222121 127
80.0495 62773.1 36
81.0335 11289.1 6
81.07 11484.5 6
82.0287 50104.7 28
82.0651 101689.4 58
84.0444 268023.6 153
85.0284 27285.6 15
85.076 22858.5 13
86.06 26748.6 15
87.0792 12748.4 7
91.0543 1082089.2 620
92.062 14010.6 8
93.0699 158035.1 90
94.065 42386.1 24
95.0492 544658 312
95.0597 72447.8 41
95.0855 12643.6 7
96.0444 20436.1 11
96.0808 14628.8 8
96.7392 15440.9 8
97.0761 103488 59
98.0601 155606 89
99.019 52229.2 29
99.0917 95065.5 54
102.0464 51921.6 29
102.0545 11722.5 6
103.0543 1741731.1 999
105.0448 172127.2 98
105.0699 708136.9 406
107.0492 74816.2 42
107.0855 488813.6 280
108.0681 10392.5 5
108.0811 13249.1 7
109.0648 69332.1 39
111.0551 6008.4 3
112.0869 142559.4 81
113.0234 47202.5 27
113.0709 42943.9 24
114.0552 23122.6 13
114.1025 14008.1 8
115.0542 265880.8 152
115.0867 71698 41
116.062 12055.4 6
117.0572 11061.4 6
117.0698 187780.2 107
118.0652 20156.2 11
119.0492 149624.3 85
119.0603 34916.4 20
119.0855 42286.7 24
120.0568 31543.9 18
120.0809 39424.6 22
121.0674 7757.9 4
121.076 65289.2 37
122.0708 8324.1 4
123.0554 8312.4 4
123.0917 16254.9 9
125.0708 15020.8 8
127.0866 476903.2 273
128.062 23943.6 13
128.0704 6756 3
129.0696 21053.8 12
130.0498 21144.4 12
130.0649 10390.2 5
130.0782 6628.6 3
131.0852 43605.8 25
132.0814 6362.6 3
133.1012 17042.4 9
135.0805 200004.3 114
135.1167 68414.9 39
136.0757 324924.7 186
138.0554 14831.4 8
138.066 12959 7
139.0871 13189.3 7
140.0819 27233.2 15
141.0657 81712 46
143.086 11217.7 6
145.1012 15358.3 8
146.0597 16946 9
147.0437 18722.9 10
149.0709 56954.7 32
151.0868 13379 7
153.1023 9874.8 5
157.1079 7211.8 4
160.0756 10490.3 6
160.1115 10536.3 6
165.0698 18228.8 10
167.0816 137339.5 78
168.0656 16875.1 9
172.1125 11799.9 6
178.0988 8137.2 4
195.077 37790.6 21
201.0991 10545.8 6
213.0872 16076.7 9
//
