ACCESSION: MSBNK-Eawag-EQ299208
RECORD_TITLE: MCLR; 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 2992
COMMENT: NaToxAq - Natural Toxins and Drinking Water Quality - From Source to Tap (https://natoxaq.ku.dk)
CH$NAME: MCLR
CH$NAME: Microcystin LR
CH$NAME: (5R,8S,11R,12S,15S,18S,19S,22R)-15-[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
CH$COMPOUND_CLASS: NA
CH$FORMULA: C49H74N10O12
CH$EXACT_MASS: 994.5488
CH$SMILES: CO[C@@H](Cc1ccccc1)[C@@H](C)/C=C(C)/C=C/[C@@H]2NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](C)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](C)NC(=O)C(=C)N(C)C(=O)CC[C@@H](NC(=O)[C@H]2C)C(O)=O)C(O)=O
CH$IUPAC: InChI=1S/C49H74N10O12/c1-26(2)23-37-46(66)58-40(48(69)70)30(6)42(62)55-35(17-14-22-52-49(50)51)45(65)54-34(19-18-27(3)24-28(4)38(71-10)25-33-15-12-11-13-16-33)29(5)41(61)56-36(47(67)68)20-21-39(60)59(9)32(8)44(64)53-31(7)43(63)57-37/h11-13,15-16,18-19,24,26,28-31,34-38,40H,8,14,17,20-23,25H2,1-7,9-10H3,(H,53,64)(H,54,65)(H,55,62)(H,56,61)(H,57,63)(H,58,66)(H,67,68)(H,69,70)(H4,50,51,52)/b19-18+,27-24+/t28-,29-,30-,31+,34-,35-,36+,37-,38-,40+/m0/s1
CH$LINK: CAS
101043-37-2
CH$LINK: CHEBI
6925
CH$LINK: KEGG
C05371
CH$LINK: PUBCHEM
CID:445434
CH$LINK: INCHIKEY
ZYZCGGRZINLQBL-GWRQVWKTSA-N
CH$LINK: CHEMSPIDER
393078
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 8.590 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B MeOH with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 498.282
MS$FOCUSED_ION: PRECURSOR_M/Z 995.556
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$SPLASH: splash10-0ukd-9700000000-64dbe2ffd927dc03e6a3
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
69.0335 C4H5O+ 1 69.0335 -0.41
70.0651 C4H8N+ 1 70.0651 -0.79
71.0492 C4H7O+ 1 71.0491 0.19
72.0807 C4H10N+ 1 72.0808 -0.91
77.0385 C6H5+ 1 77.0386 -1.23
78.0462 C6H6+ 1 78.0464 -2.91
79.0541 C6H7+ 1 79.0542 -1.36
80.0495 C5H6N+ 1 80.0495 -0.29
81.0336 C5H5O+ 1 81.0335 0.83
82.0287 C4H4NO+ 1 82.0287 -0.93
82.0651 C5H8N+ 1 82.0651 -0.57
84.0444 C4H6NO+ 1 84.0444 0.26
85.0285 C4H5O2+ 1 85.0284 1.51
85.076 C4H9N2+ 1 85.076 0.11
86.0599 C4H8NO+ 1 86.06 -1.76
86.0964 C5H12N+ 1 86.0964 -0.17
91.0542 C7H7+ 1 91.0542 -0.16
92.0621 C7H8+ 1 92.0621 0.78
93.0698 C7H9+ 1 93.0699 -0.36
94.0653 C6H8N+ 1 94.0651 1.96
95.0491 C6H7O+ 1 95.0491 -0.3
96.0444 C5H6NO+ 1 96.0444 0.33
97.0761 C5H9N2+ 1 97.076 1.18
98.0601 C5H8NO+ 1 98.06 0.42
99.0191 C3H3N2O2+ 1 99.0189 1.75
99.0917 C5H11N2+ 1 99.0917 0.35
102.0464 C8H6+ 1 102.0464 0.34
103.0542 C8H7+ 1 103.0542 -0.58
105.0447 C6H5N2+ 1 105.0447 -0.37
105.0698 C8H9+ 1 105.0699 -0.64
107.0855 C8H11+ 1 107.0855 -0.21
109.0646 C7H9O+ 1 109.0648 -1.48
110.06 C6H8NO+ 1 110.06 -0.1
112.087 C5H10N3+ 1 112.0869 0.61
113.0234 C5H5O3+ 1 113.0233 0.92
115.0542 C9H7+ 1 115.0542 -0.44
116.0621 C9H8+ 1 116.0621 0.11
117.0698 C9H9+ 1 117.0699 -0.73
119.0605 C7H7N2+ 1 119.0604 0.75
119.0854 C9H11+ 1 119.0855 -0.84
120.057 C8H8O+ 1 120.057 0.58
120.0805 C8H10N+ 1 120.0808 -2.71
121.0758 C7H9N2+ 1 121.076 -1.58
127.0865 C6H11N2O+ 1 127.0866 -0.82
128.0619 C10H8+ 1 128.0621 -0.95
129.0696 C10H9+ 1 129.0699 -2.44
131.0852 C10H11+ 1 131.0855 -2.23
135.0807 C9H11O+ 1 135.0804 2.25
165.07 C13H9+ 1 165.0699 0.82
167.0821 C8H11N2O2+ 1 167.0815 3.36
PK$NUM_PEAK: 51
PK$PEAK: m/z int. rel.int.
69.0335 18237.1 14
70.0651 789937 618
71.0492 13343.4 10
72.0807 14664.5 11
77.0385 93054.9 72
78.0462 10817.1 8
79.0541 203081.9 158
80.0495 53001.2 41
81.0336 17181.1 13
82.0287 40431.5 31
82.0651 59426.9 46
84.0444 128277.4 100
85.0285 12902.2 10
85.076 15718.1 12
86.0599 13165 10
86.0964 42697.3 33
91.0542 711036.3 556
92.0621 16504 12
93.0698 53243.6 41
94.0653 26611.4 20
95.0491 745600.1 583
95.0603 31559.8 24
96.0444 17632.6 13
97.0761 49266.2 38
98.0601 52627.7 41
99.0191 12934 10
99.0917 31158.8 24
102.0464 60224 47
103.0542 1275995.1 999
105.0447 274202.7 214
105.0698 334290.4 261
107.0855 114076.8 89
109.0646 40572.8 31
110.06 10833.2 8
112.087 29655 23
113.0234 17858.4 13
115.0542 167501.4 131
116.0621 16619 13
117.0698 40385.6 31
119.0605 31450 24
119.0854 13607.1 10
120.057 17871.3 13
120.0805 14785.1 11
121.0758 48867 38
127.0865 97034.1 75
128.0619 27561.3 21
129.0696 15914.9 12
131.0852 12215.7 9
135.0807 12322.3 9
165.07 15017.5 11
167.0821 16317 12
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