ACCESSION: MSBNK-Eawag-EQ325205
RECORD_TITLE: Nodularin; LC-ESI-QFT; MS2; CE: 75; 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 3252
CH$NAME: Nodularin
CH$NAME: (2Z,5R,6S,9S,12S,13S,16R)-9-[3-(diaminomethylideneamino)propyl]-2-ethylidene-12-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,6,13-trimethyl-3,7,10,14,19-pentaoxo-1,4,8,11,15-pentazacyclononadecane-5,16-dicarboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C41H60N8O10
CH$EXACT_MASS: 824.44324
CH$SMILES: NC(=N)NCCC[C@@H]2NC(=O)[C@@H](C)[C@@H](NC(=O)C(=C\C)\N(C)C(=O)CC[C@@H](NC(=O)[C@@H](C)[C@H](/C=C/C(/C)=C/[C@H](C)[C@H](Cc1ccccc1)OC)NC2=O)C(=O)O)C(O)=O
CH$IUPAC: InChI=1S/C41H60N8O10/c1-8-31-38(54)48-34(40(57)58)26(5)36(52)46-29(15-12-20-44-41(42)43)37(53)45-28(25(4)35(51)47-30(39(55)56)18-19-33(50)49(31)6)17-16-23(2)21-24(3)32(59-7)22-27-13-10-9-11-14-27/h8-11,13-14,16-17,21,24-26,28-30,32,34H,12,15,18-20,22H2,1-7H3,(H,45,53)(H,46,52)(H,47,51)(H,48,54)(H,55,56)(H,57,58)(H4,42,43,44)/b17-16+,23-21+,31-8-/t24-,25-,26-,28-,29-,30+,32-,34+/m0/s1
CH$LINK: CAS
118399-22-7
CH$LINK: KEGG
C15713
CH$LINK: PUBCHEM
CID:14217092
CH$LINK: INCHIKEY
IXBQSRWSVIBXNC-HSKGSTCASA-N
CH$LINK: CHEMSPIDER
10471625
CH$LINK: COMPTOX
DTXSID60880022
AC$INSTRUMENT: Q Exactive 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 75 (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$CHROMATOGRAPHY: RETENTION_TIME 9.6 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 825.4499
MS$FOCUSED_ION: PRECURSOR_M/Z 825.4505
MS$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$SPLASH: splash10-0zmi-6900000000-26772f5dc467c7f02e8a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
58.0652 C3H8N+ 1 58.0651 0.94
59.0478 CH5N3+ 1 59.0478 0.87
60.0557 CH6N3+ 1 60.0556 0.94
63.0228 C5H3+ 1 63.0229 -1.37
65.0386 C5H5+ 1 65.0386 0.36
67.0542 C5H7+ 1 67.0542 -0.4
68.0495 C4H6N+ 1 68.0495 0.06
69.0335 C4H5O+ 1 69.0335 0.13
69.07 C5H9+ 1 69.0699 1.06
70.0651 C4H8N+ 1 70.0651 -0.51
71.0491 C4H7O+ 1 71.0491 -0.44
72.0807 C4H10N+ 1 72.0808 -0.91
74.0237 C2H4NO2+ 1 74.0237 0.48
74.0601 C3H8NO+ 1 74.06 0.13
77.0385 C6H5+ 1 77.0386 -1.12
78.0463 C6H6+ 1 78.0464 -1.3
79.0542 C6H7+ 1 79.0542 -0.21
80.0495 C5H6N+ 1 80.0495 0.18
81.0334 C5H5O+ 1 81.0335 -0.76
81.0699 C6H9+ 1 81.0699 -0.33
82.0287 C4H4NO+ 1 82.0287 -0.12
82.0651 C5H8N+ 1 82.0651 -0.07
83.0492 C5H7O+ 1 83.0491 0.35
83.0605 C4H7N2+ 1 83.0604 1.63
84.0444 C4H6NO+ 1 84.0444 -0.12
85.0284 C4H5O2+ 1 85.0284 0.28
85.076 C4H9N2+ 1 85.076 -0.06
86.0601 C4H8NO+ 1 86.06 0.58
88.0756 C4H10NO+ 1 88.0757 -0.57
91.0542 C7H7+ 1 91.0542 -0.29
92.0621 C7H8+ 1 92.0621 0.42
93.0698 C7H9+ 1 93.0699 -0.39
94.065 C6H8N+ 1 94.0651 -0.8
95.0491 C6H7O+ 1 95.0491 -0.33
95.0603 C5H7N2+ 1 95.0604 -0.68
96.0443 C5H6NO+ 1 96.0444 -0.42
96.0807 C6H10N+ 1 96.0808 -0.48
97.076 C5H9N2+ 1 97.076 -0.05
98.06 C5H8NO+ 1 98.06 0
99.019 C3H3N2O2+ 1 99.0189 0.57
100.0756 C5H10NO+ 1 100.0757 -0.7
102.0465 C8H6+ 1 102.0464 0.77
102.055 C4H8NO2+ 1 102.055 0.25
103.0542 C8H7+ 1 103.0542 -0.06
104.0576 C3H8N2O2+ 1 104.058 -4.12
104.0621 C8H8+ 1 104.0621 0.18
105.0447 C6H5N2+ 1 105.0447 -0.33
105.0699 C8H9+ 1 105.0699 -0.16
106.0651 C7H8N+ 1 106.0651 -0.43
107.0855 C8H11+ 1 107.0855 -0.25
108.0808 C7H10N+ 1 108.0808 0.13
109.0648 C7H9O+ 1 109.0648 -0.29
109.076 C6H9N2+ 1 109.076 0.14
110.0601 C6H8NO+ 1 110.06 1
110.0963 C7H12N+ 1 110.0964 -0.78
111.0554 C5H7N2O+ 1 111.0553 0.55
112.0869 C5H10N3+ 1 112.0869 0.06
113.0233 C5H5O3+ 1 113.0233 0
113.0709 C5H9N2O+ 1 113.0709 0.01
114.055 C5H8NO2+ 1 114.055 0.48
114.1027 C5H12N3+ 1 114.1026 1.11
115.0542 C9H7+ 1 115.0542 -0.14
115.0866 C5H11N2O+ 1 115.0866 0.09
116.062 C9H8+ 1 116.0621 -0.27
116.0708 C5H10NO2+ 1 116.0706 1.25
117.0698 C9H9+ 1 117.0699 -0.31
118.0653 C8H8N+ 1 118.0651 1.22
119.0604 C7H7N2+ 1 119.0604 0.13
119.0855 C9H11+ 1 119.0855 -0.56
120.0569 C8H8O+ 1 120.057 -0.3
120.0681 C7H8N2+ 1 120.0682 -0.83
120.0807 C8H10N+ 1 120.0808 -0.21
120.0934 C9H12+ 1 120.0934 0.15
121.0648 C8H9O+ 1 121.0648 -0.18
121.0762 C7H9N2+ 1 121.076 1.45
121.1013 C9H13+ 1 121.1012 1.18
122.06 C7H8NO+ 1 122.06 -0.08
122.0714 C6H8N3+ 1 122.0713 0.71
122.0841 C7H10N2+ 1 122.0838 1.64
122.0964 C8H12N+ 1 122.0964 -0.38
123.0553 C6H7N2O+ 1 123.0553 0.01
123.0803 C8H11O+ 1 123.0804 -1.15
123.0915 C7H11N2+ 1 123.0917 -1.01
124.0393 C6H6NO2+ 1 124.0393 0.36
124.0519 C7H8O2+ 1 124.0519 0.4
124.0757 C7H10NO+ 1 124.0757 0.08
124.087 C6H10N3+ 1 124.0869 0.86
125.0709 C6H9N2O+ 1 125.0709 -0.07
126.0549 C6H8NO2+ 1 126.055 -0.12
126.0914 C7H12NO+ 1 126.0913 0.16
127.0865 C6H11N2O+ 1 127.0866 -0.62
128.0342 C5H6NO3+ 1 128.0342 -0.46
128.0622 C10H8+ 1 128.0621 0.85
129.0696 C10H9+ 1 129.0699 -2.22
130.0498 C5H8NO3+ 1 130.0499 -0.38
130.0649 C9H8N+ 1 130.0651 -1.89
130.0778 C10H10+ 1 130.0777 0.91
130.0975 C5H12N3O+ 1 130.0975 -0.14
131.0854 C10H11+ 1 131.0855 -0.66
132.0809 C9H10N+ 1 132.0808 1.17
133.0762 C8H9N2+ 1 133.076 1.17
133.1013 C10H13+ 1 133.1012 1.23
135.0804 C9H11O+ 1 135.0804 -0.45
135.0915 C8H11N2+ 1 135.0917 -1.44
135.1167 C10H15+ 1 135.1168 -0.94
136.0755 C8H10NO+ 1 136.0757 -1.1
136.0994 C8H12N2+ 1 136.0995 -0.51
137.071 C7H9N2O+ 1 137.0709 0.15
137.1071 C8H13N2+ 1 137.1073 -1.49
138.0661 C6H8N3O+ 1 138.0662 -0.71
138.0914 C8H12NO+ 1 138.0913 0.07
139.0977 C6H11N4+ 1 139.0978 -0.6
140.0817 C6H10N3O+ 1 140.0818 -1.2
141.0655 C6H9N2O2+ 1 141.0659 -2.23
143.0857 C11H11+ 1 143.0855 0.93
144.0808 C10H10N+ 1 144.0808 0.1
145.1013 C11H13+ 1 145.1012 0.92
146.0602 C9H8NO+ 1 146.06 1.23
147.0916 C9H11N2+ 1 147.0917 -0.44
148.1125 C10H14N+ 1 148.1121 3.07
150.0915 C9H12NO+ 1 150.0913 0.86
150.1027 C8H12N3+ 1 150.1026 0.84
151.0867 C8H11N2O+ 1 151.0866 0.67
152.071 C8H10NO2+ 1 152.0706 2.6
153.1022 C8H13N2O+ 1 153.1022 -0.13
154.0865 C8H12NO2+ 1 154.0863 1.59
155.0857 C12H11+ 1 155.0855 1.25
157.1085 C6H13N4O+ 1 157.1084 0.72
162.1026 C9H12N3+ 1 162.1026 -0.09
163.0864 C9H11N2O+ 1 163.0866 -1.04
163.1119 C11H15O+ 1 163.1117 0.97
164.0708 C9H10NO2+ 1 164.0706 1.13
164.1181 C9H14N3+ 1 164.1182 -0.69
165.0697 C13H9+ 1 165.0699 -0.83
165.1024 C9H13N2O+ 1 165.1022 0.97
166.0779 C13H10+ 1 166.0777 1.19
170.0965 C12H12N+ 1 170.0964 0.2
171.0767 C7H11N2O3+ 1 171.0764 1.47
172.1121 C12H14N+ 1 172.1121 -0.15
173.096 C12H13O+ 1 173.0961 -0.3
178.0977 C9H12N3O+ 1 178.0975 1.02
179.0855 C14H11+ 2 179.0855 -0.21
180.0933 C14H12+ 2 180.0934 -0.51
180.1127 C9H14N3O+ 2 180.1131 -2.6
181.0969 C9H13N2O2+ 1 181.0972 -1.35
182.0813 C9H12NO3+ 1 182.0812 0.99
182.1033 C7H12N5O+ 1 182.1036 -1.9
192.1134 C10H14N3O+ 1 192.1131 1.31
199.1074 C9H15N2O3+ 1 199.1077 -1.45
201.0984 C7H13N4O3+ 1 201.0982 0.71
208.1086 C10H14N3O2+ 2 208.1081 2.68
209.092 C10H13N2O3+ 1 209.0921 -0.52
219.1133 C12H15N2O2+ 1 219.1128 2.08
227.1028 C10H15N2O4+ 1 227.1026 0.69
PK$NUM_PEAK: 154
PK$PEAK: m/z int. rel.int.
58.0652 60978.7 2
59.0478 125349.7 4
60.0557 394084.7 15
63.0228 35283.7 1
65.0386 570239.8 22
67.0542 290860.1 11
68.0495 662333.4 25
69.0335 459375.8 17
69.07 107099.4 4
70.0651 21596261.7 833
71.0491 289476.9 11
72.0807 536487.6 20
74.0237 30453.5 1
74.0601 38049 1
77.0385 598246.4 23
78.0463 46455.6 1
79.0542 2744977.3 105
80.0495 209566.1 8
81.0334 129527.4 4
81.0699 171912 6
82.0287 469435.2 18
82.0651 177817.4 6
83.0492 358173.3 13
83.0605 38141.5 1
84.0444 3068396.7 118
85.0284 535683.1 20
85.076 256522 9
86.0601 168951.7 6
88.0756 38406.5 1
91.0542 8062782.7 311
92.0621 121870.9 4
93.0698 2677825.7 103
94.065 687966.9 26
95.0491 5690989.9 219
95.0603 769949.2 29
96.0443 318411.3 12
96.0807 218450.1 8
97.076 1212174.2 46
98.06 1422350.8 54
99.019 319720.9 12
100.0756 255960.3 9
102.0465 435136.1 16
102.055 59757 2
103.0542 25883758.7 999
104.0576 31049.3 1
104.0621 29580.4 1
105.0447 1160325.5 44
105.0699 10079085.7 389
106.0651 117619.8 4
107.0855 6588102.1 254
108.0808 458868.5 17
109.0648 917985.1 35
109.076 205034.8 7
110.0601 59227.6 2
110.0963 187972.5 7
111.0554 56971.9 2
112.0869 1645143.9 63
113.0233 596593.2 23
113.0709 427576.5 16
114.055 138873.8 5
114.1027 247552.1 9
115.0542 3167779.7 122
115.0866 852139.5 32
116.062 242542.3 9
116.0708 62009.5 2
117.0698 2797310.6 107
118.0653 31413.4 1
119.0604 252745.2 9
119.0855 516254.7 19
120.0569 574194.2 22
120.0681 29652.1 1
120.0807 511208.2 19
120.0934 138000.9 5
121.0648 46540.1 1
121.0762 38823.2 1
121.1013 47675.1 1
122.06 26769.3 1
122.0714 39666.1 1
122.0841 40487 1
122.0964 107105.1 4
123.0553 110071.9 4
123.0803 27014.6 1
123.0915 37410.9 1
124.0393 114589.8 4
124.0519 36322.4 1
124.0757 357550.8 13
124.087 29065.9 1
125.0709 493085.3 19
126.0549 46689.5 1
126.0914 172947 6
127.0865 452503.7 17
128.0342 35093.8 1
128.0622 175754.2 6
129.0696 328996.2 12
130.0498 431842 16
130.0649 43323.2 1
130.0778 49689.3 1
130.0975 228497.4 8
131.0854 443771.3 17
132.0809 34213.8 1
133.0762 46148.3 1
133.1013 152279.6 5
135.0804 3240456.9 125
135.0915 1286665.2 49
135.1167 753090.8 29
136.0755 314465.7 12
136.0994 216572.9 8
137.071 98959.6 3
137.1071 284032.7 10
138.0661 72082.6 2
138.0914 134642.2 5
139.0977 44260.1 1
140.0817 247962.9 9
141.0655 611796.8 23
143.0857 101519.4 3
144.0808 29427.6 1
145.1013 168748.2 6
146.0602 44593.9 1
147.0916 34716.9 1
148.1125 31807.9 1
150.0915 44136.1 1
150.1027 61300.5 2
151.0867 112986.9 4
152.071 56411.2 2
153.1022 970375.7 37
154.0865 111378.1 4
155.0857 39578.3 1
157.1085 97132.5 3
162.1026 53260.6 2
163.0864 661089.1 25
163.1119 120709 4
164.0708 156552.7 6
164.1181 40543.9 1
165.0697 150605.8 5
165.1024 170387.8 6
166.0779 41048.2 1
170.0965 112573.4 4
171.0767 46088 1
172.1121 101448.1 3
173.096 29654.2 1
178.0977 35764.8 1
179.0855 121383.3 4
180.0933 60252.5 2
180.1127 45423 1
181.0969 1473454.3 56
182.0813 194536.6 7
182.1033 122203.1 4
192.1134 56075.3 2
199.1074 50764.7 1
201.0984 51002.4 1
208.1086 27878.2 1
209.092 369466.5 14
219.1133 28746 1
227.1028 56296.5 2
//
