ACCESSION: MSBNK-NaToxAq-NA002938
RECORD_TITLE: Retrorsine; LC-ESI-ITFT; MS2; CE: 55%; R=15000; [M+H]+
DATE: 2020.02.21
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 2325
CH$NAME: Retrorsine
CH$NAME: (1R,4Z,6R,7S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C18H25NO6
CH$EXACT_MASS: 351.1682
CH$SMILES: C/C=C\1/C[C@H]([C@@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC1=O)(CO)O)C
CH$IUPAC: InChI=1S/C18H25NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3-/t11-,14-,15-,18-/m1/s1
CH$LINK: CAS
480-54-6
CH$LINK: CHEBI
8822
CH$LINK: KEGG
C10364
CH$LINK: PUBCHEM
CID:5281743
CH$LINK: INCHIKEY
BCJMNZRQJAVDLD-CQRYIUNCSA-N
CH$LINK: CHEMSPIDER
10202249
CH$LINK: COMPTOX
DTXSID6021242
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$MASS_SPECTROMETRY: COLLISION_ENERGY 55% (nominal)
AC$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 1.617 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 143.0014
MS$FOCUSED_ION: PRECURSOR_M/Z 352.1755
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$SPLASH: splash10-0fki-3904000000-a7efbc6208dec6e6fd33
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0542 C5H7+ 1 67.0542 -0.71
68.0494 C4H6N+ 1 68.0495 -0.62
79.0542 C6H7+ 1 79.0542 -0.65
80.0495 C5H6N+ 1 80.0495 -0.32
81.0698 C6H9+ 1 81.0699 -0.54
82.0651 C5H8N+ 1 82.0651 0.14
91.0542 C7H7+ 1 91.0542 -0.36
93.0699 C7H9+ 1 93.0699 0.02
94.0651 C6H8N+ 1 94.0651 -0.03
95.0855 C7H11+ 1 95.0855 0.08
96.0808 C6H10N+ 1 96.0808 -0.05
103.0543 C8H7+ 1 103.0542 1.1
105.07 C8H9+ 1 105.0699 1.24
107.0856 C8H11+ 1 107.0855 0.51
108.0807 C7H10N+ 1 108.0808 -0.67
109.0646 C7H9O+ 1 109.0648 -1.79
110.0601 C6H8NO+ 1 110.06 0.12
110.0964 C7H12N+ 1 110.0964 -0.1
118.0651 C8H8N+ 1 118.0651 0.13
120.0808 C8H10N+ 1 120.0808 0.01
121.0645 C8H9O+ 1 121.0648 -2.33
121.0885 C8H11N+ 1 121.0886 -0.8
122.0964 C8H12N+ 1 122.0964 -0.36
123.0804 C8H11O+ 1 123.0804 -0.18
125.0961 C8H13O+ 1 125.0961 0.13
138.0913 C8H12NO+ 1 138.0913 -0.14
139.0753 C8H11O2+ 1 139.0754 -0.54
140.1069 C8H14NO+ 1 140.107 -0.91
151.0753 C9H11O2+ 1 151.0754 -0.21
156.1019 C8H14NO2+ 1 156.1019 0.26
169.086 C9H13O3+ 1 169.0859 0.52
220.1332 C13H18NO2+ 1 220.1332 -0.07
276.1593 C16H22NO3+ 1 276.1594 -0.35
306.1706 C17H24NO4+ 1 306.17 2.04
308.1856 C17H26NO4+ 1 308.1856 -0.14
322.1646 C17H24NO5+ 1 322.1649 -0.85
324.1806 C17H26NO5+ 1 324.1805 0.2
352.1754 C18H26NO6+ 1 352.1755 -0.05
PK$NUM_PEAK: 38
PK$PEAK: m/z int. rel.int.
67.0542 4528.8 44
68.0494 2863.7 27
79.0542 3085.6 29
80.0495 5314.9 51
81.0698 5521.9 53
82.0651 6207.4 60
91.0542 7183.5 69
93.0699 15869.6 154
94.0651 39228.8 381
95.0855 11401.6 110
96.0808 15075.7 146
103.0543 5455.8 53
105.07 2792.5 27
107.0856 2718 26
108.0807 8654.9 84
109.0646 2339.5 22
110.0601 2506 24
110.0964 7495.7 72
118.0651 4473.6 43
120.0808 102808.3 999
121.0645 2431 23
121.0885 5460.6 53
122.0964 17856.4 173
123.0804 16214 157
125.0961 1645.5 15
138.0913 100617.4 977
139.0753 1336 12
140.1069 4205.2 40
151.0753 11260.5 109
156.1019 2308.1 22
169.086 6742 65
220.1332 9964.2 96
276.1593 7860.5 76
306.1706 1434 13
308.1856 1443.5 14
322.1646 3846.5 37
324.1806 37552.3 364
352.1754 100139.7 973
//
