ACCESSION: MSBNK-Eawag-EQ325106
RECORD_TITLE: MCYR; LC-ESI-QFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$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$SPLASH: splash10-0zfu-7900000000-44fab1f34f636cace18e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
73.0635 C2H7N3+ 1 73.0634 1.18
74.0236 C2H4NO2+ 1 74.0237 -0.44
75.0229 C6H3+ 1 75.0229 -0.87
77.0385 C6H5+ 1 77.0386 -0.93
78.0462 C6H6+ 1 78.0464 -2.42
79.0542 C6H7+ 1 79.0542 0.18
80.0495 C5H6N+ 1 80.0495 0.37
81.0336 C5H5O+ 1 81.0335 1.67
81.0699 C6H9+ 1 81.0699 -0.22
82.0288 C4H4NO+ 1 82.0287 0.37
82.0651 C5H8N+ 1 82.0651 0.08
84.0445 C4H6NO+ 1 84.0444 0.71
85.0286 C4H5O2+ 1 85.0284 1.78
85.076 C4H9N2+ 1 85.076 -0.24
86.0602 C4H8NO+ 1 86.06 1.7
91.0543 C7H7+ 1 91.0542 0.85
92.062 C7H8+ 1 92.0621 -1.05
93.0699 C7H9+ 1 93.0699 0.29
94.0411 C6H6O+ 1 94.0413 -1.96
94.065 C6H8N+ 1 94.0651 -1.04
95.0492 C6H7O+ 1 95.0491 0.42
95.0603 C5H7N2+ 1 95.0604 -0.58
96.0446 C5H6NO+ 1 96.0444 1.68
96.0683 C5H8N2+ 1 96.0682 1.54
96.0808 C6H10N+ 1 96.0808 0.4
97.0761 C5H9N2+ 1 97.076 0.63
98.0601 C5H8NO+ 1 98.06 0.35
99.0191 C3H3N2O2+ 1 99.0189 2.37
99.0916 C5H11N2+ 1 99.0917 -0.5
102.0464 C8H6+ 1 102.0464 0.19
103.0543 C8H7+ 1 103.0542 0.38
105.0448 C6H5N2+ 1 105.0447 0.36
105.0699 C8H9+ 1 105.0699 0.52
106.0524 C6H6N2+ 1 106.0525 -1.41
107.0492 C7H7O+ 1 107.0491 0.94
107.0856 C8H11+ 1 107.0855 0.5
108.0683 C6H8N2+ 1 108.0682 0.72
108.0808 C7H10N+ 1 108.0808 -0.23
109.0648 C7H9O+ 1 109.0648 0.41
109.0763 C6H9N2+ 1 109.076 2.34
110.0601 C6H8NO+ 1 110.06 0.81
112.0869 C5H10N3+ 1 112.0869 -0.07
113.0232 C5H5O3+ 1 113.0233 -1.45
113.0712 C5H9N2O+ 1 113.0709 2.57
114.1025 C5H12N3+ 1 114.1026 -0.5
115.0543 C9H7+ 1 115.0542 0.49
115.0867 C5H11N2O+ 1 115.0866 0.7
116.062 C9H8+ 1 116.0621 -0.28
117.0575 C8H7N+ 1 117.0573 1.84
117.0698 C9H9+ 1 117.0699 -0.73
118.0651 C8H8N+ 1 118.0651 -0.5
119.0492 C8H7O+ 1 119.0491 0.77
119.0857 C9H11+ 1 119.0855 1.53
120.0568 C8H8O+ 1 120.057 -1.77
120.0809 C8H10N+ 1 120.0808 1.29
121.0761 C7H9N2+ 1 121.076 0.81
122.0595 C7H8NO+ 1 122.06 -4.24
123.0916 C7H11N2+ 1 123.0917 -0.93
127.0867 C6H11N2O+ 1 127.0866 0.5
128.0621 C10H8+ 1 128.0621 0.12
129.0704 C10H9+ 1 129.0699 4.06
130.0498 C5H8NO3+ 1 130.0499 -0.16
131.0856 C10H11+ 1 131.0855 0.45
135.0803 C9H11O+ 1 135.0804 -0.8
136.0758 C8H10NO+ 1 136.0757 0.48
141.0665 C6H9N2O2+ 1 141.0659 4.64
144.0804 C10H10N+ 1 144.0808 -2.75
145.0643 C10H9O+ 1 145.0648 -3.61
149.0713 C8H9N2O+ 1 149.0709 2.45
165.0703 C13H9+ 1 165.0699 2.86
167.0817 C8H11N2O2+ 1 167.0815 0.99
170.0968 C12H12N+ 1 170.0964 2.18
178.0783 H12N5O6+ 2 178.0782 0.77
PK$NUM_PEAK: 74
PK$PEAK: m/z int. rel.int.
73.0635 6773.7 3
74.0236 13552 7
75.0229 7852 4
77.0385 114834.8 62
78.0462 11247.2 6
79.0542 293642.2 160
80.0495 89898.4 49
81.0336 18062.5 9
81.0699 21138.7 11
82.0288 48757.3 26
82.0651 100355.8 54
84.0445 185427.8 101
85.0286 25160.5 13
85.076 21793 11
86.0602 24021.6 13
91.0543 1400272.2 765
92.062 20291 11
93.0699 104064.1 56
94.0411 9105.5 4
94.065 44530.9 24
95.0492 816304.8 446
95.0603 63725.6 34
95.0857 8923.7 4
96.0446 28971.7 15
96.0683 9536.3 5
96.0808 11337.7 6
97.0761 83313 45
98.0601 96589 52
99.0191 35663.2 19
99.0916 54574.5 29
102.0464 70568.7 38
103.0543 1827133.9 999
105.0448 269883.9 147
105.0699 559250.5 305
106.0524 12827.4 7
107.0492 76733.5 41
107.0856 234299.6 128
108.0683 11000.5 6
108.0808 15568.2 8
109.0648 61634.4 33
109.0763 9910.1 5
110.0601 20030.8 10
112.0869 66310.4 36
113.0232 41398.1 22
113.0712 21589 11
114.1025 7938.3 4
115.0543 261719.3 143
115.0867 20570.1 11
116.062 16904 9
117.0575 13019.1 7
117.0698 77170 42
118.0651 22643 12
119.0492 129506 70
119.0857 33175.3 18
120.0568 29901.1 16
120.0809 18974.4 10
121.0761 71659.1 39
122.0595 9387.2 5
123.0916 10242 5
127.0867 173119.3 94
128.0621 32652.9 17
129.0704 29299 16
130.0498 9765.3 5
131.0856 24121.1 13
135.0803 40414.2 22
136.0758 128409.6 70
141.0665 25944.4 14
144.0804 6734.5 3
145.0643 7287.4 3
149.0713 22290.8 12
165.0703 28007.6 15
167.0817 43810.7 23
170.0968 7913.6 4
178.0783 7608.1 4
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