ACCESSION: MSBNK-Eawag-EQ325108
RECORD_TITLE: MCYR; LC-ESI-QFT; MS2; CE: 150%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 % (nominal)
AC$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$SPLASH: splash10-0zfv-7900000000-9a12480ad776f999e67b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
74.0239 C2H4NO2+ 1 74.0237 2.86
77.0385 C6H5+ 1 77.0386 -1.43
79.0542 C6H7+ 1 79.0542 -0.2
80.0495 C5H6N+ 1 80.0495 0.56
81.0334 C5H5O+ 1 81.0335 -0.58
81.07 C6H9+ 1 81.0699 1.67
82.0287 C4H4NO+ 1 82.0287 -0.65
82.0651 C5H8N+ 1 82.0651 0.08
84.0444 C4H6NO+ 1 84.0444 0.17
85.0283 C4H5O2+ 1 85.0284 -1.45
85.0761 C4H9N2+ 1 85.076 1.37
86.0601 C4H8NO+ 1 86.06 0.81
89.0386 C7H5+ 1 89.0386 -0.11
91.0543 C7H7+ 1 91.0542 0.6
92.0622 C7H8+ 1 92.0621 1.52
93.0573 C6H7N+ 1 93.0573 0.08
93.0699 C7H9+ 1 93.0699 0.54
94.0415 C6H6O+ 1 94.0413 1.53
94.0652 C6H8N+ 1 94.0651 0.74
95.0492 C6H7O+ 1 95.0491 0.34
95.0604 C5H7N2+ 1 95.0604 -0.25
96.0445 C5H6NO+ 1 96.0444 1.52
96.0809 C6H10N+ 1 96.0808 1.11
97.0761 C5H9N2+ 1 97.076 1.18
98.06 C5H8NO+ 1 98.06 -0.2
99.0191 C3H3N2O2+ 1 99.0189 1.9
99.0915 C5H11N2+ 1 99.0917 -1.81
102.0464 C8H6+ 1 102.0464 -0.11
103.0542 C8H7+ 1 103.0542 0.16
105.0448 C6H5N2+ 1 105.0447 0.51
105.0699 C8H9+ 1 105.0699 0.16
106.0525 C6H6N2+ 1 106.0525 -0.69
106.0649 C7H8N+ 1 106.0651 -2.23
107.0492 C7H7O+ 1 107.0491 0.22
107.0855 C8H11+ 1 107.0855 0.14
108.0686 C6H8N2+ 1 108.0682 3.47
108.0811 C7H10N+ 1 108.0808 3.44
109.0649 C7H9O+ 1 109.0648 1.04
110.06 C6H8NO+ 1 110.06 -0.51
112.087 C5H10N3+ 1 112.0869 0.95
113.023 C5H5O3+ 1 113.0233 -3.27
115.0542 C9H7+ 1 115.0542 -0.17
115.0866 C5H11N2O+ 1 115.0866 0.5
116.062 C9H8+ 1 116.0621 -0.48
117.0575 C8H7N+ 1 117.0573 1.9
117.0699 C9H9+ 1 117.0699 0.31
118.065 C8H8N+ 1 118.0651 -0.95
119.0492 C8H7O+ 1 119.0491 0.32
119.0604 C7H7N2+ 1 119.0604 -0.02
119.0854 C9H11+ 1 119.0855 -1.48
120.0571 C8H8O+ 1 120.057 0.83
120.0809 C8H10N+ 1 120.0808 1.23
121.0759 C7H9N2+ 1 121.076 -0.82
125.0711 C6H9N2O+ 1 125.0709 1.68
127.0866 C6H11N2O+ 1 127.0866 -0.04
128.0619 C10H8+ 1 128.0621 -1.19
129.0697 C10H9+ 1 129.0699 -1.14
130.0653 C9H8N+ 1 130.0651 1.5
131.0857 C10H11+ 1 131.0855 1.62
135.0804 C9H11O+ 1 135.0804 -0.46
136.0758 C8H10NO+ 1 136.0757 0.93
149.0712 C8H9N2O+ 1 149.0709 1.42
162.0553 C9H8NO2+ 1 162.055 2.03
165.07 C13H9+ 1 165.0699 1.01
167.0814 C8H11N2O2+ 1 167.0815 -0.38
PK$NUM_PEAK: 65
PK$PEAK: m/z int. rel.int.
74.0239 6342.8 3
77.0385 112362.2 62
79.0542 276234 154
80.0495 79639.6 44
81.0334 14546 8
81.07 13822.1 7
82.0287 42694.8 23
82.0651 86339.5 48
84.0444 170274.5 95
85.0283 21690 12
85.0761 23995.4 13
86.0601 11977.2 6
89.0386 10563.5 5
91.0543 1463990.5 817
92.0622 15824.3 8
93.0573 13877.1 7
93.0699 88207.2 49
94.0415 7699.4 4
94.0652 40501.6 22
95.0492 905013 505
95.0604 64259.2 35
96.0445 25627.5 14
96.0809 10484.3 5
97.0761 64223.6 35
98.06 87969.1 49
99.0191 21340.9 11
99.0915 36993.7 20
102.0464 72894.9 40
103.0542 1788316.6 999
105.0448 320433.1 179
105.0699 480443.9 268
106.0525 11759.2 6
106.0649 14554.8 8
107.0492 83029.1 46
107.0855 184930.5 103
108.0686 13537.9 7
108.0811 8007.5 4
109.0649 63717.5 35
110.06 17042.5 9
112.087 44936.6 25
113.023 35449.2 19
115.0542 245003.5 136
115.0866 16586.1 9
116.062 22328.2 12
117.0575 14890.3 8
117.0699 76615.3 42
118.065 20850.2 11
119.0492 125406.7 70
119.0604 29826 16
119.0854 28671.2 16
120.0571 28601.8 15
120.0809 20599.1 11
121.0759 77293.4 43
125.0711 7678.9 4
127.0866 131049.3 73
128.0619 26231.1 14
129.0697 20519.7 11
130.0653 11455.8 6
131.0857 17433.9 9
135.0804 25527.4 14
136.0758 74609.8 41
149.0712 18833.1 10
162.0553 8819.6 4
165.07 21961.4 12
167.0814 27376.6 15
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