ACCESSION: MSBNK-NaToxAq-NA003682
RECORD_TITLE: Retrorsine; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 100% (nominal)
AC$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 1.527 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$SPLASH: splash10-000x-9300000000-c9c4c674414312664e1a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  65.0386 C5H5+ 1 65.0386 0.79
  67.0417 C4H5N+ 1 67.0417 0.6
  67.0542 C5H7+ 1 67.0542 -0.24
  68.0494 C4H6N+ 1 68.0495 -0.87
  77.0386 C6H5+ 1 77.0386 0.22
  78.0337 C5H4N+ 1 78.0338 -1.55
  79.0543 C6H7+ 1 79.0542 0.33
  80.0495 C5H6N+ 1 80.0495 0.13
  81.0575 C5H7N+ 1 81.0573 1.96
  81.0699 C6H9+ 1 81.0699 0.6
  82.0651 C5H8N+ 1 82.0651 0.02
  83.0492 C5H7O+ 1 83.0491 1.13
  84.044 C4H6NO+ 1 84.0444 -4.08
  91.0543 C7H7+ 1 91.0542 0.63
  92.0495 C6H6N+ 1 92.0495 -0.03
  93.0574 C6H7N+ 1 93.0573 0.94
  93.0699 C7H9+ 1 93.0699 0.66
  94.0651 C6H8N+ 1 94.0651 0.03
  95.0493 C6H7O+ 1 95.0491 2.09
  95.0856 C7H11+ 1 95.0855 0.47
  96.0807 C6H10N+ 1 96.0808 -0.53
  103.0543 C8H7+ 1 103.0542 0.93
  105.0574 C7H7N+ 1 105.0573 0.59
  105.0699 C8H9+ 1 105.0699 0.34
  106.0651 C7H8N+ 1 106.0651 0.08
  107.073 C7H9N+ 1 107.073 0.38
  108.0808 C7H10N+ 1 108.0808 0.45
  110.0601 C6H8NO+ 1 110.06 0.68
  110.0966 C7H12N+ 1 110.0964 1.15
  118.0651 C8H8N+ 1 118.0651 0.03
  119.0731 C8H9N+ 1 119.073 1.19
  120.0808 C8H10N+ 1 120.0808 0.43
  122.0966 C8H12N+ 1 122.0964 1.38
  123.0807 C8H11O+ 1 123.0804 2.05
  136.0753 C8H10NO+ 1 136.0757 -2.63
  138.0915 C8H12NO+ 1 138.0913 1.16
  156.1025 C8H14NO2+ 1 156.1019 3.78
PK$NUM_PEAK: 37
PK$PEAK: m/z int. rel.int.
  65.0386 2522.9 82
  67.0417 1544 50
  67.0542 18569 608
  68.0494 4853.5 158
  77.0386 7814 255
  78.0337 1180.2 38
  79.0543 10779.6 352
  80.0495 13199 432
  81.0575 3457.4 113
  81.0699 10091 330
  82.0651 8663.9 283
  83.0492 1229.9 40
  84.044 1095.7 35
  91.0543 17314.4 566
  92.0495 2600.6 85
  93.0574 3272.7 107
  93.0699 8755.8 286
  94.0651 30509.5 999
  95.0493 1758.4 57
  95.0856 6346.4 207
  96.0807 8724.4 285
  103.0543 4811.8 157
  105.0574 1436.3 47
  105.0699 4261.7 139
  106.0651 4556.8 149
  107.073 2046.2 67
  108.0808 7975.8 261
  110.0601 2367.1 77
  110.0966 1506.1 49
  118.0651 5795.3 189
  119.0731 1043.5 34
  120.0808 15138.6 495
  122.0966 3215.4 105
  123.0807 2229.6 73
  136.0753 1341.7 43
  138.0915 3007.6 98
  156.1025 1169.5 38
//