ACCESSION: MSBNK-NaToxAq-NA003312
RECORD_TITLE: Retrorsine; LC-ESI-ITFT; MS2; CE: 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75% (nominal)
AC$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$SPLASH: splash10-006x-9800000000-39219dd21443452355a6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0543 C4H7+ 1 55.0542 1.44
  67.0542 C5H7+ 1 67.0542 -0.97
  68.0494 C4H6N+ 1 68.0495 -0.79
  71.0491 C4H7O+ 1 71.0491 -0.24
  77.0386 C6H5+ 1 77.0386 0.27
  79.0542 C6H7+ 1 79.0542 -0.36
  80.0495 C5H6N+ 1 80.0495 0.22
  81.0572 C5H7N+ 1 81.0573 -0.86
  81.0699 C6H9+ 1 81.0699 0.05
  82.0651 C5H8N+ 1 82.0651 0.14
  83.049 C5H7O+ 1 83.0491 -1.4
  84.0443 C4H6NO+ 1 84.0444 -0.85
  91.0542 C7H7+ 1 91.0542 -0.3
  92.0494 C6H6N+ 1 92.0495 -0.69
  93.0573 C6H7N+ 1 93.0573 -0.05
  93.0699 C7H9+ 1 93.0699 -0.16
  94.0651 C6H8N+ 1 94.0651 -0.16
  95.0491 C6H7O+ 1 95.0491 -0.34
  95.0732 C6H9N+ 1 95.073 2.8
  95.0855 C7H11+ 1 95.0855 0.05
  96.0808 C6H10N+ 1 96.0808 -0.17
  103.0541 C8H7+ 1 103.0542 -0.76
  105.0573 C7H7N+ 1 105.0573 0.24
  105.0698 C8H9+ 1 105.0699 -0.52
  106.0652 C7H8N+ 1 106.0651 0.81
  107.0728 C7H9N+ 1 107.073 -1.47
  107.0856 C8H11+ 1 107.0855 1.14
  108.0808 C7H10N+ 1 108.0808 -0.11
  109.0649 C7H9O+ 1 109.0648 0.79
  109.0886 C7H11N+ 1 109.0886 0.11
  110.06 C6H8NO+ 1 110.06 -0.29
  110.0964 C7H12N+ 1 110.0964 -0.09
  111.0806 C7H11O+ 1 111.0804 1.14
  112.0756 C6H10NO+ 1 112.0757 -0.95
  118.0651 C8H8N+ 1 118.0651 -0.4
  119.0731 C8H9N+ 1 119.073 1.15
  120.0808 C8H10N+ 1 120.0808 0.01
  121.0647 C8H9O+ 1 121.0648 -0.57
  121.0888 C8H11N+ 1 121.0886 1.53
  122.0964 C8H12N+ 1 122.0964 -0.16
  123.0804 C8H11O+ 1 123.0804 -0.42
  136.0757 C8H10NO+ 1 136.0757 0.27
  138.0913 C8H12NO+ 1 138.0913 -0.18
  139.0758 C8H11O2+ 1 139.0754 3.47
  140.1068 C8H14NO+ 1 140.107 -1.07
  151.0752 C9H11O2+ 1 151.0754 -1.15
  154.0862 C8H12NO2+ 1 154.0863 -0.63
  156.1019 C8H14NO2+ 1 156.1019 -0.15
  220.133 C13H18NO2+ 1 220.1332 -0.83
  276.1597 C16H22NO3+ 1 276.1594 1.02
  324.1805 C17H26NO5+ 1 324.1805 -0.23
  352.1767 C18H26NO6+ 1 352.1755 3.49
PK$NUM_PEAK: 52
PK$PEAK: m/z int. rel.int.
  55.0543 1164.3 22
  67.0542 19132.5 367
  68.0494 5721.4 109
  71.0491 1080.3 20
  77.0386 4212.9 80
  79.0542 10581.1 203
  80.0495 13405.4 257
  81.0572 3219.5 61
  81.0699 12807.9 245
  82.0651 9736.4 186
  83.049 2540.4 48
  84.0443 1892.6 36
  91.0542 17415.9 334
  92.0494 3038.5 58
  93.0573 1198.6 22
  93.0699 20488.8 393
  94.0651 49976.6 958
  95.0491 2951.4 56
  95.0732 2224.6 42
  95.0855 19956.7 382
  96.0808 23372.2 448
  103.0541 9315.2 178
  105.0573 1652.9 31
  105.0698 7054.8 135
  106.0652 1941.4 37
  107.0728 3486.4 66
  107.0856 2021.2 38
  108.0808 14195.4 272
  109.0649 3911.8 75
  109.0886 2854.6 54
  110.06 2544.1 48
  110.0964 7775.9 149
  111.0806 1571.8 30
  112.0756 1213.1 23
  118.0651 9078.5 174
  119.0731 1955.6 37
  120.0808 52070 999
  121.0647 2863.3 54
  121.0888 3138.3 60
  122.0964 12777.9 245
  123.0804 13694.7 262
  136.0757 2578.3 49
  138.0913 37959.2 728
  139.0758 1589.6 30
  140.1068 1881.4 36
  151.0752 7553.7 144
  154.0862 2018 38
  156.1019 2509.4 48
  220.133 6180.6 118
  276.1597 1190.8 22
  324.1805 1297.2 24
  352.1767 1847.3 35
//