ACCESSION: MSBNK-Eawag-EQ325109
RECORD_TITLE: MCYR; LC-ESI-QFT; MS2; CE: 180%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 180 % (nominal)
AC$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$SPLASH: splash10-0zfv-8900000000-f3df689f1486c7ac5422
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
77.0385 C6H5+ 1 77.0386 -0.44
79.0542 C6H7+ 1 79.0542 0.09
80.0495 C5H6N+ 1 80.0495 0.18
81.0334 C5H5O+ 1 81.0335 -1.15
81.0448 C4H5N2+ 1 81.0447 0.42
81.07 C6H9+ 1 81.0699 1.67
82.0289 C4H4NO+ 1 82.0287 1.67
82.0652 C5H8N+ 1 82.0651 0.82
84.0444 C4H6NO+ 1 84.0444 0.53
85.0285 C4H5O2+ 1 85.0284 1.24
85.0761 C4H9N2+ 1 85.076 0.74
89.0384 C7H5+ 1 89.0386 -1.74
91.0543 C7H7+ 1 91.0542 0.85
92.062 C7H8+ 1 92.0621 -0.63
93.0572 C6H7N+ 1 93.0573 -0.58
93.07 C7H9+ 1 93.0699 0.86
94.0412 C6H6O+ 1 94.0413 -0.98
94.0652 C6H8N+ 1 94.0651 1.06
95.0492 C6H7O+ 1 95.0491 0.66
96.0443 C5H6NO+ 1 96.0444 -0.63
97.076 C5H9N2+ 1 97.076 -0.39
98.0601 C5H8NO+ 1 98.06 0.19
99.0187 C3H3N2O2+ 1 99.0189 -1.56
99.0917 C5H11N2+ 1 99.0917 -0.19
102.0465 C8H6+ 1 102.0464 0.94
103.0543 C8H7+ 1 103.0542 0.46
105.0448 C6H5N2+ 1 105.0447 0.72
105.0699 C8H9+ 1 105.0699 0.45
106.0527 C6H6N2+ 1 106.0525 1.83
106.0651 C7H8N+ 1 106.0651 -0.5
107.0492 C7H7O+ 1 107.0491 0.72
107.0855 C8H11+ 1 107.0855 0.22
108.0807 C7H10N+ 1 108.0808 -0.3
109.0648 C7H9O+ 1 109.0648 0.41
110.0596 C6H8NO+ 1 110.06 -3.84
112.087 C5H10N3+ 1 112.0869 0.27
113.0232 C5H5O3+ 1 113.0233 -0.71
113.0708 C5H9N2O+ 1 113.0709 -1.14
115.0543 C9H7+ 1 115.0542 0.76
116.0621 C9H8+ 1 116.0621 0.11
117.0575 C8H7N+ 1 117.0573 1.51
117.07 C9H9+ 1 117.0699 1.29
118.0651 C8H8N+ 1 118.0651 -0.04
119.0493 C8H7O+ 1 119.0491 0.97
119.0602 C7H7N2+ 1 119.0604 -1.24
119.0857 C9H11+ 1 119.0855 1.85
120.0571 C8H8O+ 1 120.057 0.89
120.0806 C8H10N+ 1 120.0808 -1.12
121.076 C7H9N2+ 1 121.076 0.06
122.0841 C7H10N2+ 1 122.0838 2.34
122.0968 C8H12N+ 1 122.0964 3.19
127.0867 C6H11N2O+ 1 127.0866 0.74
128.0619 C10H8+ 1 128.0621 -1.19
129.0697 C10H9+ 1 129.0699 -1.02
131.0853 C10H11+ 1 131.0855 -1.76
135.0807 C9H11O+ 1 135.0804 1.69
136.0758 C8H10NO+ 1 136.0757 0.93
146.0602 C9H8NO+ 1 146.06 1.05
149.0711 C8H9N2O+ 1 149.0709 1.12
165.0698 C13H9+ 1 165.0699 -0.66
167.0819 C8H11N2O2+ 1 167.0815 2.18
170.0965 C12H12N+ 1 170.0964 0.39
PK$NUM_PEAK: 64
PK$PEAK: m/z int. rel.int.
77.0385 113849.5 65
79.0542 258537.5 149
80.0495 72507.1 41
81.0334 18731.5 10
81.0448 9351.1 5
81.07 12346.6 7
82.0289 49140.2 28
82.0652 87452 50
84.0444 180023.2 104
85.0285 26993 15
85.0761 21429.7 12
89.0384 17444.3 10
91.0543 1390108.5 803
92.062 14539.8 8
93.0572 10458.3 6
93.07 108176.2 62
94.0412 6856 3
94.0652 43111.7 24
95.0492 958022.9 553
95.0602 47781 27
95.0855 10035.7 5
96.0443 27810.7 16
97.076 70431.5 40
98.0601 100641.5 58
99.0187 32231.2 18
99.0917 53109.1 30
102.0465 85376.5 49
103.0543 1728322.9 999
105.0448 322084 186
105.0699 471497.5 272
106.0527 15838.9 9
106.0651 10633.9 6
107.0492 77848 44
107.0855 203013.8 117
108.0807 18994.6 10
109.0648 61696 35
110.0596 10116.1 5
112.087 47739 27
113.0232 33772.9 19
113.0708 17600.6 10
115.0543 216272 125
116.0621 24092.8 13
117.0575 12416.8 7
117.07 76771.8 44
118.0651 23487 13
119.0493 121171.8 70
119.0602 33070.5 19
119.0857 21459.7 12
120.0571 42611.7 24
120.0806 22141.1 12
121.076 62411.2 36
122.0841 9113.4 5
122.0968 7976.7 4
127.0867 133126.1 76
128.0619 37126 21
129.0697 18707.5 10
131.0853 18643.1 10
135.0807 23457.9 13
136.0758 79148.6 45
146.0602 14123.7 8
149.0711 24026.3 13
165.0698 22354.1 12
167.0819 24320.9 14
170.0965 6637.2 3
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