ACCESSION: MSBNK-Eawag-EQ325206
RECORD_TITLE: Nodularin; 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 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 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$CHROMATOGRAPHY: RETENTION_TIME 9.6 min
AC$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$SPLASH: splash10-0uk9-9800000000-db6d321a444464e089a6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
58.0652 C3H8N+ 1 58.0651 0.42
59.0478 CH5N3+ 1 59.0478 0.19
60.0557 CH6N3+ 1 60.0556 0.94
63.0228 C5H3+ 1 63.0229 -1.21
65.0386 C5H5+ 1 65.0386 0.51
67.0542 C5H7+ 1 67.0542 0.2
68.0495 C4H6N+ 1 68.0495 0.06
69.0335 C4H5O+ 1 69.0335 0.42
69.0699 C5H9+ 1 69.0699 -0.1
70.0651 C4H8N+ 1 70.0651 -0.08
71.0491 C4H7O+ 1 71.0491 -0.16
72.0808 C4H10N+ 1 72.0808 -0.08
74.0235 C2H4NO2+ 1 74.0237 -2.36
77.0386 C6H5+ 1 77.0386 -0.35
78.0464 C6H6+ 1 78.0464 -0.02
79.0542 C6H7+ 1 79.0542 0.17
80.0495 C5H6N+ 1 80.0495 0.8
81.0335 C5H5O+ 1 81.0335 0.23
81.0572 C5H7N+ 1 81.0573 -1.12
81.0699 C6H9+ 1 81.0699 0.53
82.0287 C4H4NO+ 1 82.0287 -0.12
82.0652 C5H8N+ 1 82.0651 0.42
83.0492 C5H7O+ 1 83.0491 0.71
83.0604 C4H7N2+ 1 83.0604 0.31
84.0444 C4H6NO+ 1 84.0444 0.12
85.0284 C4H5O2+ 1 85.0284 0.4
85.0761 C4H9N2+ 1 85.076 0.77
86.0601 C4H8NO+ 1 86.06 0.46
89.0388 C7H5+ 1 89.0386 2.06
91.0542 C7H7+ 1 91.0542 -0.07
92.0621 C7H8+ 1 92.0621 0.2
93.0699 C7H9+ 1 93.0699 -0.07
94.0651 C6H8N+ 1 94.0651 -0.17
95.0491 C6H7O+ 1 95.0491 -0.01
95.0603 C5H7N2+ 1 95.0604 -0.36
96.0444 C5H6NO+ 1 96.0444 0.41
96.0683 C5H8N2+ 1 96.0682 0.52
96.0808 C6H10N+ 1 96.0808 0.56
97.0761 C5H9N2+ 1 97.076 0.47
98.0601 C5H8NO+ 1 98.06 0.3
99.0189 C3H3N2O2+ 1 99.0189 0.06
100.0757 C5H10NO+ 1 100.0757 0.3
102.0465 C8H6+ 1 102.0464 1.16
102.055 C4H8NO2+ 1 102.055 0.64
103.0543 C8H7+ 1 103.0542 0.32
104.0619 C8H8+ 1 104.0621 -1.75
105.0448 C6H5N2+ 1 105.0447 0.34
105.0699 C8H9+ 1 105.0699 0.03
106.0651 C7H8N+ 1 106.0651 -0.62
106.0777 C8H10+ 1 106.0777 0.08
107.0855 C8H11+ 1 107.0855 0.12
108.0808 C7H10N+ 1 108.0808 0.22
109.0648 C7H9O+ 1 109.0648 0.17
109.0761 C6H9N2+ 1 109.076 0.42
110.0235 C5H4NO2+ 1 110.0237 -1.32
110.0601 C6H8NO+ 1 110.06 0.09
110.0712 C5H8N3+ 1 110.0713 -0.49
110.0963 C7H12N+ 1 110.0964 -1.51
111.0553 C5H7N2O+ 1 111.0553 0.01
112.087 C5H10N3+ 1 112.0869 0.5
113.0234 C5H5O3+ 1 113.0233 0.53
113.071 C5H9N2O+ 1 113.0709 0.45
114.055 C5H8NO2+ 1 114.055 0.4
114.1026 C5H12N3+ 1 114.1026 0.58
115.0542 C9H7+ 1 115.0542 -0.06
115.0867 C5H11N2O+ 1 115.0866 0.79
116.0619 C9H8+ 1 116.0621 -1.31
117.0699 C9H9+ 1 117.0699 -0.23
118.0651 C8H8N+ 1 118.0651 -0.47
119.0605 C7H7N2+ 1 119.0604 0.88
119.0855 C9H11+ 1 119.0855 -0.14
120.0571 C8H8O+ 1 120.057 0.7
120.0682 C7H8N2+ 1 120.0682 -0.41
120.0807 C8H10N+ 1 120.0808 -0.46
120.0934 C9H12+ 1 120.0934 0.65
121.0646 C8H9O+ 1 121.0648 -1.66
121.0759 C7H9N2+ 1 121.076 -1.11
122.06 C7H8NO+ 1 122.06 -0.58
122.0839 C7H10N2+ 1 122.0838 0.17
122.0964 C8H12N+ 1 122.0964 -0.21
123.0554 C6H7N2O+ 1 123.0553 0.66
124.0394 C6H6NO2+ 1 124.0393 0.93
124.0516 C7H8O2+ 1 124.0519 -1.94
124.0756 C7H10NO+ 1 124.0757 -0.33
125.071 C6H9N2O+ 1 125.0709 0.41
127.0865 C6H11N2O+ 1 127.0866 -0.78
128.0621 C10H8+ 1 128.0621 0.22
129.0697 C10H9+ 1 129.0699 -1.29
130.0499 C5H8NO3+ 1 130.0499 0.54
130.0649 C9H8N+ 1 130.0651 -2.04
130.0778 C10H10+ 1 130.0777 0.76
130.0977 C5H12N3O+ 1 130.0975 1.32
131.0856 C10H11+ 1 131.0855 0.25
133.0649 C9H9O+ 1 133.0648 0.44
133.076 C8H9N2+ 1 133.076 -0.04
134.0965 C9H12N+ 1 134.0964 0.4
135.0805 C9H11O+ 1 135.0804 0.29
135.0917 C8H11N2+ 1 135.0917 -0.04
135.1168 C10H15+ 1 135.1168 -0.5
136.0757 C8H10NO+ 1 136.0757 0.29
136.0995 C8H12N2+ 1 136.0995 -0.22
137.1073 C8H13N2+ 1 137.1073 0.11
138.0662 C6H8N3O+ 1 138.0662 -0.13
138.0913 C8H12NO+ 1 138.0913 -0.44
140.0818 C6H10N3O+ 1 140.0818 -0.56
141.0655 C6H9N2O2+ 1 141.0659 -2.37
142.0781 C11H10+ 1 142.0777 3.01
143.0862 C11H11+ 1 143.0855 4.84
144.0807 C10H10N+ 1 144.0808 -0.39
145.1012 C11H13+ 1 145.1012 0.37
146.0598 C9H8NO+ 1 146.06 -1.92
147.0917 C9H11N2+ 1 147.0917 0.51
151.0864 C8H11N2O+ 1 151.0866 -1.45
153.1022 C8H13N2O+ 1 153.1022 -0.39
163.0865 C9H11N2O+ 1 163.0866 -0.43
165.07 C13H9+ 1 165.0699 0.44
165.1023 C9H13N2O+ 1 165.1022 0.18
170.0966 C12H12N+ 1 170.0964 0.73
172.112 C12H14N+ 1 172.1121 -0.73
179.0856 C14H11+ 2 179.0855 0.19
181.0972 C9H13N2O2+ 1 181.0972 0.2
209.0918 C10H13N2O3+ 1 209.0921 -1.24
PK$NUM_PEAK: 122
PK$PEAK: m/z int. rel.int.
58.0652 36311.4 1
59.0478 137630.6 4
60.0557 363772.8 12
63.0228 32323.1 1
65.0386 1033885 35
67.0542 495723.8 17
68.0495 828786.6 28
69.0335 333296.2 11
69.0699 106390.5 3
70.0651 19388076 669
71.0491 335192.2 11
72.0808 484155.9 16
74.0235 60050.3 2
77.0386 1054765.6 36
78.0464 40455 1
79.0542 3348475.9 115
80.0495 280937.5 9
81.0335 228723.9 7
81.0572 39348.8 1
81.0699 225886.8 7
82.0287 497149.7 17
82.0652 167015.1 5
83.0492 300542.1 10
83.0604 52013.9 1
84.0444 2602125.9 89
85.0284 477058.4 16
85.0761 176220.7 6
86.0601 158944.3 5
89.0388 54130.4 1
91.0542 10155773.3 350
92.0621 281703.6 9
93.0699 1597489.1 55
94.0651 765905 26
95.0491 10290208.4 355
95.0603 568218.4 19
96.0444 225467.8 7
96.0683 57532.6 1
96.0808 206974.7 7
97.0761 1164637.6 40
98.0601 995821.9 34
99.0189 270847.7 9
100.0757 236748.1 8
102.0465 618845.8 21
102.055 33702.2 1
103.0543 28945340.1 999
104.0619 37688.5 1
105.0448 1874081.6 64
105.0699 7711962.8 266
106.0651 103725 3
106.0777 39409.6 1
107.0855 3019769.5 104
108.0808 378267.7 13
109.0648 924672.7 31
109.0761 227460.9 7
110.0235 43946.3 1
110.0601 103143.1 3
110.0712 48756 1
110.0963 34650.3 1
111.0553 56497.6 1
112.087 528398.8 18
113.0234 492866.4 17
113.071 198227.9 6
114.055 55551.4 1
114.1026 113399.4 3
115.0542 3226047.8 111
115.0867 257320.9 8
116.0619 272625.9 9
117.0699 1620624.9 55
118.0651 72391.9 2
119.0605 214120.6 7
119.0855 309881.6 10
120.0571 628963.4 21
120.0682 160691.1 5
120.0807 334452.3 11
120.0934 104920.2 3
121.0646 34200 1
121.0759 34140.1 1
122.06 47596.8 1
122.0839 45665.1 1
122.0964 43463.2 1
123.0554 31313.2 1
124.0394 40498.5 1
124.0516 31119.2 1
124.0756 43108.7 1
125.071 241710.7 8
127.0865 184357.8 6
128.0621 304465.3 10
129.0697 237627 8
130.0499 158644.7 5
130.0649 68741.6 2
130.0778 96972.7 3
130.0977 32628.1 1
131.0856 258177.3 8
133.0649 36144.3 1
133.076 53294.8 1
134.0965 49843.2 1
135.0805 598844.1 20
135.0917 1085658.7 37
135.1168 131491 4
136.0757 157436.2 5
136.0995 153673.5 5
137.1073 169373.5 5
138.0662 49352.2 1
138.0913 57340.8 1
140.0818 31685.1 1
141.0655 194959.6 6
142.0781 37967.6 1
143.0862 36644.5 1
144.0807 37988.8 1
145.1012 32119.4 1
146.0598 29427.1 1
147.0917 34402.3 1
151.0864 31558.7 1
153.1022 413756.7 14
163.0865 161681.3 5
165.07 202139 6
165.1023 30499 1
170.0966 50666.6 1
172.112 46532.8 1
179.0856 113718.2 3
181.0972 322009.9 11
209.0918 43109.1 1
//
