ACCESSION: MSBNK-NaToxAq-NA003532
RECORD_TITLE: Retrorsine N-oxide; LC-ESI-ITFT; MS2; CE: 100%; 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 2284
CH$NAME: Retrorsine N-oxide
CH$NAME: Unii-51819grv4U
CH$NAME: (1R,4Z,6R,7S,14S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-14-oxido-2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C18H25NO7
CH$EXACT_MASS: 367.1631
CH$SMILES: C/C=C\1/C[C@H]([C@@](C(=O)OCC2=CC[N@@+]3([C@H]2[C@@H](CC3)OC1=O)[O-])(CO)O)C
CH$IUPAC: InChI=1S/C18H25NO7/c1-3-12-8-11(2)18(23,10-20)17(22)25-9-13-4-6-19(24)7-5-14(15(13)19)26-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3-/t11-,14-,15-,18-,19-/m1/s1
CH$LINK: PUBCHEM
CID:76972338
CH$LINK: INCHIKEY
IDIMIWQPUHURPV-BJODLBMNSA-N
CH$LINK: CHEMSPIDER
32697679
AC$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 100% (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$CHROMATOGRAPHY: RETENTION_TIME 2.074 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 143.0016
MS$FOCUSED_ION: PRECURSOR_M/Z 368.1704
MS$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: splash10-0006-9600000000-b519a2499f0d7f6a5712
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0385 C4H5+ 1 53.0386 -1.01
65.0386 C5H5+ 1 65.0386 -0.03
66.0463 C5H6+ 1 66.0464 -2.21
67.0416 C4H5N+ 1 67.0417 -0.08
67.0542 C5H7+ 1 67.0542 -0.35
68.0494 C4H6N+ 1 68.0495 -1.2
77.0387 C6H5+ 1 77.0386 1.7
79.0543 C6H7+ 1 79.0542 1
80.0495 C5H6N+ 1 80.0495 0.51
81.0335 C5H5O+ 1 81.0335 0.15
81.0574 C5H7N+ 1 81.0573 0.64
81.0699 C6H9+ 1 81.0699 0.88
82.0651 C5H8N+ 1 82.0651 0.29
83.0492 C5H7O+ 1 83.0491 1.22
84.0442 C4H6NO+ 1 84.0444 -2.27
91.0542 C7H7+ 1 91.0542 0.13
92.0495 C6H6N+ 1 92.0495 -0.03
93.0573 C6H7N+ 1 93.0573 0.36
93.0699 C7H9+ 1 93.0699 0.09
94.0651 C6H8N+ 1 94.0651 0.11
95.0729 C6H9N+ 1 95.073 -1.02
95.0854 C7H11+ 1 95.0855 -0.89
96.0442 C5H6NO+ 1 96.0444 -2.11
96.0809 C6H10N+ 1 96.0808 0.9
98.0603 C5H8NO+ 1 98.06 2.55
105.07 C8H9+ 1 105.0699 1.07
106.0652 C7H8N+ 1 106.0651 0.66
107.073 C7H9N+ 1 107.073 0.3
108.0443 C6H6NO+ 1 108.0444 -0.81
108.0808 C7H10N+ 1 108.0808 0.31
110.0601 C6H8NO+ 1 110.06 0.4
111.0675 C6H9NO+ 1 111.0679 -3.1
117.0574 C8H7N+ 1 117.0573 0.61
118.0651 C8H8N+ 1 118.0651 0.09
119.0729 C8H9N+ 1 119.073 -0.41
120.0808 C8H10N+ 1 120.0808 0.18
122.0964 C8H12N+ 1 122.0964 -0.3
123.0801 C8H11O+ 1 123.0804 -2.67
136.0757 C8H10NO+ 1 136.0757 0.29
138.091 C8H12NO+ 1 138.0913 -2.26
139.0751 C8H11O2+ 1 139.0754 -1.88
PK$NUM_PEAK: 41
PK$PEAK: m/z int. rel.int.
53.0385 1522.6 13
65.0386 1356.3 11
66.0463 2972.2 25
67.0416 3153.3 27
67.0542 8062.2 69
68.0494 1458.7 12
77.0387 2618 22
79.0543 8262.4 71
80.0495 27848.7 241
81.0335 1402.1 12
81.0574 3052.4 26
81.0699 10923.7 94
82.0651 1507.1 13
83.0492 1962.3 17
84.0442 1329.8 11
91.0542 11550.8 100
92.0495 7165.8 62
93.0573 39103.8 338
93.0699 2975.5 25
94.0651 115259.8 999
95.0729 4305.4 37
95.0854 4555.9 39
96.0442 1367.9 11
96.0809 2487 21
98.0603 1068.3 9
105.07 2134.4 18
106.0652 13945 120
107.073 3006.7 26
108.0443 1235.9 10
108.0808 16661.5 144
110.0601 2114.2 18
111.0675 1616.9 14
117.0574 6568.8 56
118.0651 38099.9 330
119.0729 10404.1 90
120.0808 50402.6 436
122.0964 2560.6 22
123.0801 1770.8 15
136.0757 37237.3 322
138.091 1281.9 11
139.0751 1131.3 9
//
