ACCESSION: MSBNK-NaToxAq-NA003311
RECORD_TITLE: Retrorsine; LC-ESI-ITFT; MS2; CE: 70%; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 70% (nominal)
AC$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 1.607 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 143.0015
MS$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$SPLASH: splash10-00dv-7900000000-e8d04b9c362a5627634c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0385 C4H5+ 1 53.0386 -1.77
  67.0415 C4H5N+ 1 67.0417 -1.84
  67.0542 C5H7+ 1 67.0542 -0.29
  68.0495 C4H6N+ 1 68.0495 -0.23
  69.0698 C5H9+ 1 69.0699 -0.92
  71.0491 C4H7O+ 1 71.0491 -0.56
  77.0386 C6H5+ 1 77.0386 0.17
  79.0543 C6H7+ 1 79.0542 0.99
  80.0495 C5H6N+ 1 80.0495 0.79
  81.0335 C5H5O+ 1 81.0335 -0.31
  81.0574 C5H7N+ 1 81.0573 1.31
  81.0699 C6H9+ 1 81.0699 0.61
  82.0652 C5H8N+ 1 82.0651 0.79
  83.0492 C5H7O+ 1 83.0491 0.99
  84.0445 C4H6NO+ 1 84.0444 1.87
  91.0543 C7H7+ 1 91.0542 0.28
  92.0496 C6H6N+ 1 92.0495 0.97
  93.0572 C6H7N+ 1 93.0573 -0.62
  93.0699 C7H9+ 1 93.0699 0.08
  94.0651 C6H8N+ 1 94.0651 0.25
  95.0492 C6H7O+ 1 95.0491 0.38
  95.0729 C6H9N+ 1 95.073 -0.49
  95.0855 C7H11+ 1 95.0855 0.21
  96.0808 C6H10N+ 1 96.0808 0.47
  99.0442 C5H7O2+ 1 99.0441 1
  103.0542 C8H7+ 1 103.0542 0.13
  105.0574 C7H7N+ 1 105.0573 0.89
  105.0699 C8H9+ 1 105.0699 0.65
  106.0649 C7H8N+ 1 106.0651 -1.85
  107.0731 C7H9N+ 1 107.073 1.1
  107.0857 C8H11+ 1 107.0855 1.36
  108.0808 C7H10N+ 1 108.0808 0.53
  109.0648 C7H9O+ 1 109.0648 -0.12
  109.0888 C7H11N+ 1 109.0886 1.79
  110.0601 C6H8NO+ 1 110.06 0.96
  110.0965 C7H12N+ 1 110.0964 0.88
  111.0806 C7H11O+ 1 111.0804 1.21
  112.0756 C6H10NO+ 1 112.0757 -0.74
  118.0651 C8H8N+ 1 118.0651 -0.4
  119.0727 C8H9N+ 1 119.073 -1.8
  120.0808 C8H10N+ 1 120.0808 0.52
  121.0648 C8H9O+ 1 121.0648 -0.12
  121.0887 C8H11N+ 1 121.0886 0.96
  122.0964 C8H12N+ 1 122.0964 -0.04
  123.0805 C8H11O+ 1 123.0804 0.39
  136.0756 C8H10NO+ 1 136.0757 -0.97
  138.0914 C8H12NO+ 1 138.0913 0.37
  139.0755 C8H11O2+ 1 139.0754 0.95
  140.107 C8H14NO+ 1 140.107 0.24
  151.0755 C9H11O2+ 1 151.0754 1.07
  156.1018 C8H14NO2+ 1 156.1019 -0.93
  169.086 C9H13O3+ 1 169.0859 0.31
  220.1334 C13H18NO2+ 1 220.1332 0.69
  236.1281 C13H18NO3+ 1 236.1281 0.09
  276.1594 C16H22NO3+ 1 276.1594 0.03
  324.1807 C17H26NO5+ 1 324.1805 0.52
  352.1761 C18H26NO6+ 1 352.1755 1.93
PK$NUM_PEAK: 57
PK$PEAK: m/z int. rel.int.
  53.0385 1758.3 25
  67.0415 1002.9 14
  67.0542 15129.9 216
  68.0495 5223.6 74
  69.0698 1204.9 17
  71.0491 1051.1 15
  77.0386 3893.4 55
  79.0543 8986.7 128
  80.0495 11413.9 163
  81.0335 1206.8 17
  81.0574 3165.4 45
  81.0699 10811.8 154
  82.0652 10743 153
  83.0492 2139.9 30
  84.0445 1747.1 24
  91.0543 14695.6 210
  92.0496 2664 38
  93.0572 2144.2 30
  93.0699 20473.4 292
  94.0651 48253.2 690
  95.0492 1654.6 23
  95.0729 2695.4 38
  95.0855 19520.7 279
  96.0808 28007.6 400
  99.0442 2349 33
  103.0542 9943.6 142
  105.0574 1605.5 22
  105.0699 7659.1 109
  106.0649 1588.2 22
  107.0731 2515.9 35
  107.0857 3250.9 46
  108.0808 14109.5 201
  109.0648 4434.7 63
  109.0888 1556.4 22
  110.0601 2340.9 33
  110.0965 7940.2 113
  111.0806 2329.3 33
  112.0756 1297 18
  118.0651 6922 99
  119.0727 1940 27
  120.0808 69839.1 999
  121.0648 3452.8 49
  121.0887 4157 59
  122.0964 13938.6 199
  123.0805 19083.2 272
  136.0756 3742.8 53
  138.0914 62026.9 887
  139.0755 1442.5 20
  140.107 3259.3 46
  151.0755 9142 130
  156.1018 3126.6 44
  169.086 2211.6 31
  220.1334 9105.6 130
  236.1281 1525.9 21
  276.1594 2545.6 36
  324.1807 6056 86
  352.1761 5786.4 82
//