ACCESSION: MSBNK-NaToxAq-NA003245
RECORD_TITLE: Echimidine N-oxide; LC-ESI-ITFT; MS2; CE: 65%; R=15000; [M+H]+
DATE: 2020.02.22
AUTHORS: Tobias Schulze, Martin Krauss, Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
LICENSE: CC0
COPYRIGHT: Copyright (C) 2020 by Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
COMMENT: CONFIDENCE Reference Standard (Level 1)
COMMENT: INTERNAL_ID 2305
CH$NAME: Echimidine N-oxide
CH$NAME: [(7R,8R)-7-[(Z)-2-methylbut-2-enoyl]oxy-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2R)-2,3-dihydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C20H31NO8
CH$EXACT_MASS: 413.2050
CH$SMILES: C/C=C(/C)\C(=O)O[C@@H]1CC[N+]2([C@@H]1C(=CC2)COC(=O)[C@@]([C@H](C)O)(C(C)(C)O)O)[O-]
CH$IUPAC: InChI=1S/C20H31NO8/c1-6-12(2)17(23)29-15-8-10-21(27)9-7-14(16(15)21)11-28-18(24)20(26,13(3)22)19(4,5)25/h6-7,13,15-16,22,25-26H,8-11H2,1-5H3/b12-6-/t13-,15+,16+,20-,21?/m0/s1
CH$LINK: PUBCHEM
CID:76334042
CH$LINK: INCHIKEY
KDJGEXAPDZNXSD-KCFAIRMISA-N
CH$LINK: CHEMSPIDER
31146616
AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 65% (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex Evo C18 2.6 um 50x2.1 mm, Phenomenex
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min, 95/5 at 24.3 min, 95/5/0 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 6.568 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 414.2116
MS$FOCUSED_ION: PRECURSOR_M/Z 414.2122
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 2.14.1
PK$SPLASH: splash10-0uki-3930000000-7a9fe15dba077205a590
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0385 C4H5+ 1 53.0386 -2.35
55.0541 C4H7+ 1 55.0542 -1.82
67.0416 C4H5N+ 1 67.0417 -1.04
67.0542 C5H7+ 1 67.0542 0.05
68.0495 C4H6N+ 1 68.0495 -0.12
79.0543 C6H7+ 1 79.0542 0.99
80.0495 C5H6N+ 1 80.0495 0.5
81.0335 C5H5O+ 1 81.0335 0.63
81.0573 C5H7N+ 1 81.0573 -0.39
81.0699 C6H9+ 1 81.0699 0.61
82.0415 C5H6O+ 1 82.0413 2.72
82.0653 C5H8N+ 1 82.0651 1.9
83.0492 C5H7O+ 1 83.0491 0.44
84.0444 C4H6NO+ 1 84.0444 0.69
91.0542 C7H7+ 1 91.0542 -0.39
93.0574 C6H7N+ 1 93.0573 0.6
93.0697 C7H9+ 1 93.0699 -1.72
94.0652 C6H8N+ 1 94.0651 0.33
95.049 C6H7O+ 1 95.0491 -1.71
95.073 C6H9N+ 1 95.073 0.72
97.0645 C6H9O+ 1 97.0648 -3.24
98.0603 C5H8NO+ 1 98.06 2.5
106.0652 C7H8N+ 1 106.0651 0.45
107.0731 C7H9N+ 1 107.073 1.1
107.0856 C8H11+ 1 107.0855 0.36
108.0808 C7H10N+ 1 108.0808 0.25
109.0648 C7H9O+ 1 109.0648 0.37
109.0886 C7H11N+ 1 109.0886 0.25
110.0601 C6H8NO+ 1 110.06 0.54
111.0679 C6H9NO+ 1 111.0679 0.2
112.0757 C6H10NO+ 1 112.0757 0.07
118.0652 C8H8N+ 1 118.0651 0.5
119.073 C8H9N+ 1 119.073 0.44
120.0808 C8H10N+ 1 120.0808 0.33
121.0887 C8H11N+ 1 121.0886 1.09
122.0595 C7H8NO+ 1 122.06 -4.53
122.0964 C8H12N+ 1 122.0964 -0.47
124.0758 C7H10NO+ 1 124.0757 0.54
126.0914 C7H12NO+ 1 126.0913 0.84
132.0808 C9H10N+ 1 132.0808 0.32
134.0966 C9H12N+ 1 134.0964 1.23
136.0757 C8H10NO+ 1 136.0757 0.38
137.0836 C8H11NO+ 1 137.0835 0.26
138.0913 C8H12NO+ 1 138.0913 -0.07
140.0707 C7H10NO2+ 1 140.0706 0.96
141.0911 C8H13O2+ 1 141.091 0.38
146.0965 C10H12N+ 1 146.0964 0.21
147.1044 C10H13N+ 1 147.1043 1.14
148.1123 C10H14N+ 1 148.1121 1.43
152.1068 C9H14NO+ 1 152.107 -1.49
154.0863 C8H12NO2+ 1 154.0863 0.55
160.1124 C11H14N+ 1 160.1121 2
161.0832 C10H11NO+ 1 161.0835 -1.75
162.0914 C10H12NO+ 1 162.0913 0.52
164.1071 C10H14NO+ 1 164.107 0.79
169.0728 C8H11NO3+ 1 169.0733 -3.11
172.0969 C8H14NO3+ 1 172.0968 0.67
174.0915 C11H12NO+ 1 174.0913 0.92
174.1278 C12H16N+ 1 174.1277 0.52
176.1076 C11H14NO+ 1 176.107 3.43
190.1228 C12H16NO+ 1 190.1226 0.59
191.1302 C12H17NO+ 1 191.1305 -1.56
192.1012 C11H14NO2+ 1 192.1019 -3.81
192.1384 C12H18NO+ 1 192.1383 0.36
202.1223 C13H16NO+ 1 202.1226 -1.56
218.1176 C13H16NO2+ 1 218.1176 0.22
219.1251 C13H17NO2+ 1 219.1254 -1.25
220.1333 C13H18NO2+ 1 220.1332 0.35
236.1281 C13H18NO3+ 1 236.1281 0.02
237.1362 C13H19NO3+ 1 237.1359 1.19
254.1387 C13H20NO4+ 1 254.1387 0.24
338.1613 C17H24NO6+ 1 338.1598 4.33
PK$NUM_PEAK: 72
PK$PEAK: m/z int. rel.int.
53.0385 1593.6 8
55.0541 31708.9 176
67.0416 1277.8 7
67.0542 3236.6 17
68.0495 6683.2 37
79.0543 7229.2 40
80.0495 13013.2 72
81.0335 1225.4 6
81.0573 3161.7 17
81.0699 11812 65
82.0415 1693.9 9
82.0653 4681.9 26
83.0492 116083.8 645
84.0444 11237.6 62
91.0542 5943.1 33
93.0574 34556.7 192
93.0697 2649.7 14
94.0652 40482.1 224
95.049 1802.6 10
95.073 10214.9 56
97.0645 1497.6 8
98.0603 2521.7 14
106.0652 58940.6 327
107.0731 7243.7 40
107.0856 2503.8 13
108.0808 25020.5 139
109.0648 9551.2 53
109.0886 5006.5 27
110.0601 6310.6 35
111.0679 24247.4 134
112.0757 6399.5 35
118.0652 22522.4 125
119.073 47578 264
120.0808 81285.2 451
121.0887 8101.5 45
122.0595 1427.7 7
122.0964 4522 25
124.0758 11305.7 62
126.0914 4414.9 24
132.0808 1605.1 8
134.0966 1719.3 9
136.0757 89693.3 498
137.0836 110221.1 612
138.0913 11972.8 66
140.0707 1335.4 7
141.0911 82393.8 457
146.0965 2483.7 13
147.1044 3633.2 20
148.1123 3657.5 20
152.1068 4814.8 26
154.0863 57963.9 322
160.1124 3217.6 17
161.0832 1815 10
162.0914 1694.9 9
164.1071 1573.9 8
169.0728 1207 6
172.0969 4039.9 22
174.0915 1878.2 10
174.1278 6871.5 38
176.1076 4118.4 22
190.1228 6615.8 36
191.1302 1783.5 9
192.1012 1257 6
192.1384 8727.2 48
202.1223 2432.7 13
218.1176 12639.2 70
219.1251 4183.3 23
220.1333 54221.2 301
236.1281 1161.7 6
237.1362 9132.7 50
254.1387 179746.3 999
338.1613 1435.4 7
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