ACCESSION: MSBNK-Eawag-EQ325056
RECORD_TITLE: Microcystin-RR; LC-ESI-QFT; MS2; CE: 90; R=35000; [M-H]-
DATE: 2015.08.25
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3250
CH$NAME: Microcystin-RR
CH$NAME: (5R,8R,11R,12S,15S,18S,19S,22R)-8,15-bis[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-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C49H75N13O12
CH$EXACT_MASS: 1037.56581
CH$SMILES: O=C2N[C@@H](\C=C\C(=C\[C@H](C)[C@@H](OC)Cc1ccccc1)C)[C@@H](C(=O)N[C@@H](C(=O)O)CCC(=O)N(/C(=C)C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)O)[C@@H](C(=O)N[C@H]2CCC/N=C(\N)N)C)CCC/N=C(\N)N)C)C)C
CH$IUPAC: InChI=1S/C49H75N13O12/c1-26(24-27(2)37(74-8)25-32-14-10-9-11-15-32)18-19-33-28(3)40(64)60-36(46(70)71)20-21-38(63)62(7)31(6)43(67)56-30(5)42(66)59-35(17-13-23-55-49(52)53)45(69)61-39(47(72)73)29(4)41(65)58-34(44(68)57-33)16-12-22-54-48(50)51/h9-11,14-15,18-19,24,27-30,33-37,39H,6,12-13,16-17,20-23,25H2,1-5,7-8H3,(H,56,67)(H,57,68)(H,58,65)(H,59,66)(H,60,64)(H,61,69)(H,70,71)(H,72,73)(H4,50,51,54)(H4,52,53,55)/b19-18+,26-24+/t27-,28-,29-,30+,33-,34-,35+,36+,37-,39+/m0/s1
CH$LINK: CAS
111755-37-4
CH$LINK: PUBCHEM
CID:23305170
CH$LINK: INCHIKEY
JIGDOBKZMULDHS-CJYJKAEFSA-N
CH$LINK: CHEMSPIDER
4942840
AC$INSTRUMENT: Q Exactive Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 90 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$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$CHROMATOGRAPHY: RETENTION_TIME 9.1 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 1036.5585
MS$FOCUSED_ION: PRECURSOR_M/Z 1036.5585
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$DATA_PROCESSING: DEPROFILE Spline
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-01q9-3900000000-801a45c0c5e3c98223a8
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
72.0092 C2H2NO2- 1 72.0091 1.08
72.0455 C3H6NO- 1 72.0455 0.59
73.0296 C3H5O2- 1 73.0295 0.78
74.0248 C2H4NO2- 1 74.0248 0.65
80.0506 C5H6N- 1 80.0506 -0.03
81.0459 C4H5N2- 1 81.0458 1.34
82.0173 C3H2N2O- 1 82.0173 0.96
82.0299 C4H4NO- 1 82.0298 0.76
83.0252 C3H3N2O- 1 83.0251 1.49
83.0614 C4H7N2- 1 83.0615 -0.38
84.0455 C4H6NO- 1 84.0455 0.27
85.0408 C3H5N2O- 1 85.0407 1.22
85.0773 C4H9N2- 1 85.0771 1.74
86.0248 C3H4NO2- 1 86.0248 0.21
86.0611 C4H8NO- 1 86.0611 0.03
87.0564 C3H7N2O- 1 87.0564 0.27
88.0404 C3H6NO2- 1 88.0404 0.43
92.0507 C6H6N- 1 92.0506 1.38
93.0459 C5H5N2- 1 93.0458 1.27
94.03 C5H4NO- 1 94.0298 1.3
95.0252 C4H3N2O- 1 95.0251 1.3
95.0614 C5H7N2- 1 95.0615 -0.33
96.033 C4H4N2O- 1 96.0329 0.92
96.0455 C5H6NO- 1 96.0455 -0.08
97.0407 C4H5N2O- 1 97.0407 -0.07
98.0123 C3H2N2O2- 1 98.0122 1.67
98.025 C4H4NO2- 1 98.0248 2.12
98.0612 C5H8NO- 1 98.0611 0.64
99.0564 C4H7N2O- 1 99.0564 -0.06
101.072 C4H9N2O- 1 101.072 -0.36
102.0559 C4H8NO2- 1 102.0561 -1.1
106.0661 C7H8N- 1 106.0662 -0.88
107.0617 C6H7N2- 1 107.0615 2.32
108.0214 C6H4O2- 1 108.0217 -2.94
108.0329 C5H4N2O- 1 108.0329 0.27
108.0455 C6H6NO- 1 108.0455 0.49
109.017 C5H3NO2- 1 109.0169 0.95
109.0408 C5H5N2O- 1 109.0407 0.4
109.0771 C6H9N2- 1 109.0771 -0.48
110.0248 C5H4NO2- 1 110.0248 0.35
110.0486 C5H6N2O- 1 110.0486 -0.1
111.0202 C4H3N2O2- 1 111.02 1.7
111.0565 C5H7N2O- 1 111.0564 1.2
112.0405 C5H6NO2- 1 112.0404 1.05
112.0768 C6H10NO- 1 112.0768 -0.25
112.0882 C5H10N3- 1 112.088 1.6
113.0357 C4H5N2O2- 1 113.0357 0.79
113.0721 C5H9N2O- 1 113.072 0.38
120.0456 C7H6NO- 1 120.0455 1.27
121.0408 C6H5N2O- 1 121.0407 0.36
121.0533 C7H7NO- 1 121.0533 -0.35
122.0245 C6H4NO2- 1 122.0248 -1.98
122.0486 C6H6N2O- 1 122.0486 0.15
122.0975 C8H12N- 1 122.0975 0.22
123.0201 C5H3N2O2- 1 123.02 0.89
123.0328 C6H5NO2- 1 123.0326 1.49
123.0439 C5H5N3O- 1 123.0438 1.05
123.0565 C6H7N2O- 1 123.0564 0.92
124.0404 C6H6NO2- 1 124.0404 -0.26
124.0517 C5H6N3O- 1 124.0516 0.68
124.0768 C7H10NO- 1 124.0768 0.26
125.0357 C5H5N2O2- 1 125.0357 0.31
125.0594 C5H7N3O- 1 125.0595 -0.72
125.0719 C6H9N2O- 1 125.072 -1.25
127.0513 C5H7N2O2- 1 127.0513 -0.01
127.0878 C6H11N2O- 1 127.0877 0.97
128.0354 C5H6NO3- 1 128.0353 0.34
130.0986 C5H12N3O- 1 130.0986 -0.04
131.0827 C5H11N2O2- 1 131.0826 0.37
133.0408 C7H5N2O- 1 133.0407 0.7
135.0326 C7H5NO2- 1 135.0326 0.02
135.0566 C7H7N2O- 1 135.0564 1.66
136.0407 C7H6NO2- 1 136.0404 2.19
136.0641 C7H8N2O- 1 136.0642 -0.82
137.0721 C7H9N2O- 1 137.072 0.17
138.0434 C6H6N2O2- 1 138.0435 -0.7
138.056 C7H8NO2- 1 138.0561 -0.52
139.0752 C6H9N3O- 1 139.0751 0.36
139.0876 C7H11N2O- 1 139.0877 -0.69
140.083 C6H10N3O- 1 140.0829 0.17
141.0675 C6H9N2O2- 1 141.067 3.54
141.1034 C7H13N2O- 1 141.1033 0.45
148.0881 C8H10N3- 1 148.088 0.6
149.0718 C8H9N2O- 1 149.072 -1.52
150.0558 C8H8NO2- 1 150.0561 -1.35
151.051 C7H7N2O2- 1 151.0513 -2.32
152.0829 C7H10N3O- 1 152.0829 -0.37
153.0672 C7H9N2O2- 1 153.067 1.43
154.0986 C7H12N3O- 1 154.0986 -0.04
156.0779 C6H10N3O2- 1 156.0779 0
156.1143 C7H14N3O- 1 156.1142 0.41
158.1299 C7H16N3O- 1 158.1299 -0.23
163.0875 C9H11N2O- 1 163.0877 -1.14
165.0786 C7H9N4O- 1 165.0782 2.34
166.0985 C8H12N3O- 1 166.0986 -0.82
167.0828 C8H11N2O2- 1 167.0826 1.07
168.1141 C8H14N3O- 1 168.1142 -0.87
170.1299 C8H16N3O- 1 170.1299 0.14
180.1139 C9H14N3O- 1 180.1142 -1.97
181.098 C9H13N2O2- 1 181.0983 -1.55
181.1096 C8H13N4O- 1 181.1095 0.64
182.0939 C8H12N3O2- 1 182.0935 1.92
183.125 C8H15N4O- 1 183.1251 -0.79
184.1091 C8H14N3O2- 1 184.1092 -0.49
201.1361 C8H17N4O2- 2 201.1357 1.79
PK$NUM_PEAK: 105
PK$PEAK: m/z int. rel.int.
72.0092 5975.9 61
72.0455 19795.2 202
73.0296 6131.4 62
74.0248 17979.5 183
80.0506 2548.3 26
81.0459 6635.3 67
82.0173 8334.9 85
82.0299 28894.3 295
83.0252 5593.2 57
83.0614 18587.2 189
84.0455 45941.5 469
85.0408 5034.6 51
85.0773 1988.9 20
86.0248 1875.8 19
86.0611 1255.5 12
87.0564 40451.9 413
88.0404 2824.7 28
92.0507 1197.9 12
93.0459 2500.6 25
94.03 6601.9 67
95.0252 14196.2 145
95.0614 1749.4 17
96.033 2952.9 30
96.0455 10050.3 102
97.0407 11284 115
98.0123 2254.1 23
98.025 3002.2 30
98.0612 1601.4 16
99.0564 21659.4 221
101.072 1893.8 19
102.0559 1964 20
106.0661 1657.6 16
107.0617 2001.6 20
108.0214 5653.2 57
108.0329 23639.2 241
108.0455 7588.3 77
109.017 5909.8 60
109.0408 33496.4 342
109.0771 2446.3 24
110.0248 97782.2 999
110.0486 8008.5 81
111.0202 12147.1 124
111.0565 8657 88
112.0405 22844.1 233
112.0768 1590.6 16
112.0882 2912 29
113.0357 23099.7 235
113.0721 29790.1 304
120.0456 1326.2 13
121.0408 6459.5 65
121.0533 1493 15
122.0245 2172.9 22
122.0486 7314.9 74
122.0975 2421.8 24
123.0201 5646.4 57
123.0328 8465.8 86
123.0439 6838.6 69
123.0565 8311.6 84
124.0404 26242.8 268
124.0517 2502.3 25
124.0768 2073.9 21
125.0357 5708.7 58
125.0594 22678.7 231
125.0719 1894.4 19
127.0513 12481 127
127.0878 3060 31
128.0354 43713.7 446
130.0986 37159.1 379
131.0827 6608.7 67
133.0408 1470.3 15
135.0326 9517 97
135.0566 7931.7 81
136.0407 2206.2 22
136.0641 3598.7 36
137.0721 20844.1 212
138.0434 11835.3 120
138.056 2677.1 27
139.0752 1505 15
139.0876 6219.9 63
140.083 27097 276
141.0675 1286.6 13
141.1034 2253.7 23
148.0881 1225.7 12
149.0718 6764.2 69
150.0558 10181.6 104
151.051 1708.3 17
152.0829 1804 18
153.0672 1765.8 18
154.0986 6574.3 67
156.0779 5624.7 57
156.1143 5205.7 53
158.1299 2478.9 25
163.0875 1819.3 18
165.0786 1507.5 15
166.0985 53773.7 549
167.0828 1985.9 20
168.1141 1925.5 19
170.1299 1764.5 18
180.1139 2101.7 21
181.098 3675.5 37
181.1096 6851.8 70
182.0939 1418.5 14
183.125 30358.6 310
184.1091 1930.6 19
201.1361 1701.8 17
//
