ACCESSION: MSBNK-Eawag-EQ325107
RECORD_TITLE: MCYR; LC-ESI-QFT; MS2; CE: 120%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 % (nominal)
AC$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$SPLASH: splash10-0zfv-8900000000-1a9983e7b92ca4f8064b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
74.0236 C2H4NO2+ 1 74.0237 -0.96
77.0385 C6H5+ 1 77.0386 -1.13
79.0542 C6H7+ 1 79.0542 0.09
80.0495 C5H6N+ 1 80.0495 0.09
81.0336 C5H5O+ 1 81.0335 1.67
81.0699 C6H9+ 1 81.0699 0.82
82.0289 C4H4NO+ 1 82.0287 1.67
82.0652 C5H8N+ 1 82.0651 0.36
84.0445 C4H6NO+ 1 84.0444 0.99
85.0284 C4H5O2+ 1 85.0284 -0.56
85.076 C4H9N2+ 1 85.076 -0.15
86.06 C4H8NO+ 1 86.06 -0.87
89.0383 C7H5+ 1 89.0386 -3.45
91.0543 C7H7+ 1 91.0542 0.76
92.0622 C7H8+ 1 92.0621 1.69
93.0575 C6H7N+ 1 93.0573 2.21
93.0699 C7H9+ 1 93.0699 0.13
94.0413 C6H6O+ 1 94.0413 -0.09
94.0651 C6H8N+ 1 94.0651 -0.64
95.0492 C6H7O+ 1 95.0491 0.58
95.0603 C5H7N2+ 1 95.0604 -0.33
96.0444 C5H6NO+ 1 96.0444 0.25
97.0761 C5H9N2+ 1 97.076 0.55
98.0601 C5H8NO+ 1 98.06 0.35
99.0188 C3H3N2O2+ 1 99.0189 -0.56
99.0917 C5H11N2+ 1 99.0917 0.73
102.0464 C8H6+ 1 102.0464 -0.48
103.0543 C8H7+ 1 103.0542 0.31
105.0448 C6H5N2+ 1 105.0447 0.58
105.0699 C8H9+ 1 105.0699 0.38
106.0521 C6H6N2+ 1 106.0525 -4.43
107.0491 C7H7O+ 1 107.0491 -0.56
107.0855 C8H11+ 1 107.0855 0.22
109.065 C7H9O+ 1 109.0648 1.46
110.06 C6H8NO+ 1 110.06 -0.1
112.087 C5H10N3+ 1 112.0869 0.75
113.0234 C5H5O3+ 1 113.0233 0.58
113.0707 C5H9N2O+ 1 113.0709 -2.22
114.0549 C5H8NO2+ 1 114.055 -0.27
115.0543 C9H7+ 1 115.0542 0.49
116.0619 C9H8+ 1 116.0621 -1.27
117.0699 C9H9+ 1 117.0699 0.18
118.0648 C8H8N+ 1 118.0651 -2.95
119.0492 C8H7O+ 1 119.0491 0.2
119.0601 C7H7N2+ 1 119.0604 -2.01
120.057 C8H8O+ 1 120.057 0.13
121.076 C7H9N2+ 1 121.076 -0.13
122.0599 C7H8NO+ 1 122.06 -0.87
127.0866 C6H11N2O+ 1 127.0866 -0.16
128.062 C10H8+ 1 128.0621 -0.72
129.07 C10H9+ 1 129.0699 1.22
130.0501 C5H8NO3+ 1 130.0499 1.95
130.0652 C9H8N+ 1 130.0651 0.21
131.0854 C10H11+ 1 131.0855 -1.06
135.0804 C9H11O+ 1 135.0804 -0.23
135.1165 C10H15+ 1 135.1168 -2.55
136.0759 C8H10NO+ 1 136.0757 1.27
144.0806 C10H10N+ 1 144.0808 -1.16
146.0596 C9H8NO+ 1 146.06 -3.34
149.071 C8H9N2O+ 1 149.0709 0.09
165.0697 C13H9+ 1 165.0699 -1.12
167.0817 C8H11N2O2+ 1 167.0815 0.9
170.096 C12H12N+ 1 170.0964 -2.57
PK$NUM_PEAK: 65
PK$PEAK: m/z int. rel.int.
74.0236 11423.3 6
77.0385 123157.3 69
79.0542 283332.7 159
80.0495 87566.9 49
81.0336 21341.9 12
81.0699 18115.5 10
82.0289 41612.3 23
82.0652 95422.9 53
84.0445 188506.6 106
85.0284 33772.8 19
85.076 20938.1 11
86.06 18891.8 10
89.0383 18338.1 10
91.0543 1503601.5 846
92.0622 13593.8 7
93.0575 12020.4 6
93.0699 94527.2 53
94.0413 6704 3
94.0651 35566 20
95.0492 988867.4 556
95.0603 58557 32
95.0856 14238.1 8
96.0444 25818.9 14
97.0761 72458.9 40
98.0601 102807.2 57
99.0188 22315.8 12
99.0917 43214 24
102.0464 70886.9 39
103.0543 1774034.4 999
105.0448 321907.9 181
105.0699 479230.1 269
106.0521 6641.7 3
107.0491 67853 38
107.0855 203172.7 114
109.065 64196.2 36
110.06 8913.1 5
112.087 47927.9 26
113.0234 39280.5 22
113.0707 14155.3 7
114.0549 8929.1 5
115.0543 274822.9 154
115.0865 13460 7
116.0619 17805 10
117.0699 78173.4 44
118.0648 32386.6 18
119.0492 118147.1 66
119.0601 33118.6 18
120.057 32417.6 18
121.076 65470.6 36
122.0599 10487.6 5
127.0866 134498.7 75
128.062 33296.3 18
129.07 24825.5 13
130.0501 8435.9 4
130.0652 13011.7 7
131.0854 23207.1 13
135.0804 31954.7 17
135.1165 6462.2 3
136.0759 84806.5 47
144.0806 9079.6 5
146.0596 8789 4
149.071 26573.4 14
165.0697 22769.1 12
167.0817 26995.5 15
170.096 10411.4 5
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