ACCESSION: MSBNK-Eawag-EQ299206
RECORD_TITLE: MCLR; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$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 8.590 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$SPLASH: splash10-0zmi-9800000000-83556d4b347ee314d32f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
69.0334 C4H5O+ 1 69.0335 -1.19
69.0697 C5H9+ 1 69.0699 -2.52
70.0651 C4H8N+ 1 70.0651 -0.35
71.049 C4H7O+ 1 71.0491 -1.85
72.0807 C4H10N+ 1 72.0808 -1.65
77.0385 C6H5+ 1 77.0386 -1.33
79.0542 C6H7+ 1 79.0542 -0.59
80.0495 C5H6N+ 1 80.0495 -0.29
81.0336 C5H5O+ 1 81.0335 0.92
82.0287 C4H4NO+ 1 82.0287 0.09
82.065 C5H8N+ 1 82.0651 -1.41
84.0444 C4H6NO+ 1 84.0444 0.17
85.0284 C4H5O2+ 1 85.0284 -0.11
85.076 C4H9N2+ 1 85.076 0.2
86.06 C4H8NO+ 1 86.06 -0.87
86.0964 C5H12N+ 1 86.0964 -0.17
91.0543 C7H7+ 1 91.0542 0.26
92.0621 C7H8+ 1 92.0621 0.36
93.0699 C7H9+ 1 93.0699 -0.2
94.0652 C6H8N+ 1 94.0651 0.82
95.0491 C6H7O+ 1 95.0491 0.02
95.0603 C5H7N2+ 1 95.0604 -0.41
96.0443 C5H6NO+ 1 96.0444 -0.94
96.0806 C6H10N+ 1 96.0808 -1.35
97.076 C5H9N2+ 1 97.076 -0.55
98.06 C5H8NO+ 1 98.06 -0.35
99.0192 C3H3N2O2+ 1 99.0189 3.21
99.0917 C5H11N2+ 1 99.0917 -0.19
102.0464 C8H6+ 1 102.0464 -0.26
103.0542 C8H7+ 1 103.0542 -0.21
105.0447 C6H5N2+ 1 105.0447 -0.29
105.0699 C8H9+ 1 105.0699 -0.13
107.0855 C8H11+ 1 107.0855 0.14
108.0806 C7H10N+ 1 108.0808 -1.36
109.0649 C7H9O+ 1 109.0648 1.18
110.0602 C6H8NO+ 1 110.06 1.01
112.0869 C5H10N3+ 1 112.0869 -0.41
113.0231 C5H5O3+ 1 113.0233 -1.65
113.0708 C5H9N2O+ 1 113.0709 -0.87
115.0543 C9H7+ 1 115.0542 0.36
115.0866 C5H11N2O+ 1 115.0866 0.04
116.0622 C9H8+ 1 116.0621 0.9
117.0698 C9H9+ 1 117.0699 -0.47
119.0604 C7H7N2+ 1 119.0604 -0.02
119.0856 C9H11+ 1 119.0855 0.38
120.057 C8H8O+ 1 120.057 -0.06
120.0809 C8H10N+ 1 120.0808 0.72
121.076 C7H9N2+ 1 121.076 -0.45
127.0865 C6H11N2O+ 1 127.0866 -0.7
128.0621 C10H8+ 1 128.0621 0.71
129.0698 C10H9+ 1 129.0699 -0.79
131.0855 C10H11+ 1 131.0855 -0.48
135.0804 C9H11O+ 1 135.0804 -0.35
139.0869 C7H11N2O+ 1 139.0866 2.41
141.0669 C6H9N2O2+ NA 141.0659 7.66
149.071 C8H9N2O+ 1 149.0709 0.71
165.07 C13H9+ 1 165.0699 0.92
167.0819 C8H11N2O2+ 1 167.0815 2.18
PK$NUM_PEAK: 60
PK$PEAK: m/z int. rel.int.
69.0334 17621.8 12
69.0697 5719.9 4
70.0651 887742.9 633
71.049 16830.3 12
72.0807 27740.4 19
77.0385 77446.4 55
79.0542 215397.2 153
80.0495 67007.1 47
81.0336 15201.3 10
82.0287 43828.7 31
82.065 74335.3 53
84.0444 164288.3 117
84.0807 7446.1 5
85.0284 29995.5 21
85.076 21834 15
86.06 19533.5 13
86.0964 61885.8 44
91.0543 676572.5 483
92.0621 13322.7 9
93.0699 87109 62
94.0652 33345.3 23
95.0491 624814.9 446
95.0603 43597.3 31
95.0854 10175.7 7
96.0443 23815.8 17
96.0806 11746.8 8
97.076 68800.6 49
98.06 80862.4 57
99.0192 27154.3 19
99.0917 53737.3 38
102.0464 48199.9 34
103.0542 1399028.1 999
105.0447 198665.2 141
105.0699 429680.9 306
107.0855 209495.4 149
108.0806 10038 7
109.0649 45950.6 32
110.0602 18100.3 12
112.0869 50588.3 36
113.0231 27309.2 19
113.0708 23309.5 16
115.0543 194090.2 138
115.0866 21952.4 15
116.0622 20459.9 14
117.0698 79276 56
119.0604 26075.2 18
119.0856 19766 14
120.057 25806.6 18
120.0809 29006.1 20
121.076 47154.5 33
127.0865 174043.7 124
128.0621 25737.1 18
129.0698 17436.3 12
131.0855 17694.9 12
135.0804 37870.4 27
139.0869 6824.3 4
141.0669 17025.1 12
149.071 23911.1 17
165.07 14117.3 10
167.0819 31412.8 22
//
