ACCESSION: MSBNK-NaToxAq-NA000634
RECORD_TITLE: Jacobine; LC-ESI-ITFT; MS2; CE: 65%; R=15000; [M+H]+
DATE: 2019.02.28
AUTHORS: Tobias Schulze, Jawameer Hama, Hubert Schupke, Martin Krauss, Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany and University of Copenhagen (UCPH), Denmark
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2019
COMMENT: CONFIDENCE Reference Standard (Level 1)
COMMENT: INTERNAL_ID 145

CH$NAME: Jacobine
CH$NAME: (1R,3`S,4S,6R,7R,17R)-7-hydroxy-3`,6,7-trimethylspiro[2,9-dioxa-14-azatricyclo[9.5.1.0^{14,17}]heptadec-11-ene-4,2`-oxirane]-3,8-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₈H₂₅NO₆
CH$EXACT_MASS: 351.1682
CH$SMILES: C[C@@H]1O[C@@]11C[C@@H](C)[C@@](C)(O)C(=O)OCC2=CCN3CC[C@@H](OC1=O)[C@@H]23
CH$IUPAC: InChI=1S/C18H25NO6/c1-10-8-18(11(2)25-18)16(21)24-13-5-7-19-6-4-12(14(13)19)9-23-15(20)17(10,3)22/h4,10-11,13-14,22H,5-9H2,1-3H3/t10-,11+,13-,14-,17-,18+/m1/s1
CH$LINK: CAS 471-14-7
CH$LINK: CHEBI 6080
CH$LINK: KEGG C10339
CH$LINK: PUBCHEM CID:442741
CH$LINK: INCHIKEY IAPHXJRHXBQDQJ-WKMWQDDRSA-N
CH$LINK: CHEMSPIDER 391085

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 CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 65 % (nominal)
AC$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 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 1.302 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 352.1753
MS$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 2.11.0

PK$SPLASH: splash10-0a59-0396000000-959ffdddc742d2d6923d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  115.0756 C6H11O2+ 1 115.0754 2.34
  120.0808 C8H10N+ 1 120.0808 -0.09
  122.0965 C8H12N+ 1 122.0964 0.58
  123.1043 C8H13N+ 1 123.1043 0.14
  138.0916 C8H12NO+ 1 138.0913 1.56
  140.107 C8H14NO+ 1 140.107 0.3
  144.0803 C10H10N+ 1 144.0808 -3.56
  146.0965 C10H12N+ 1 146.0964 0.44
  147.0807 C10H11O+ 1 147.0804 1.72
  148.0755 C9H10NO+ 1 148.0757 -1.47
  149.096 C10H13O+ 1 149.0961 -0.77
  155.1067 C9H15O2+ 1 155.1067 0.24
  162.0913 C10H12NO+ 1 162.0913 -0.45
  165.0906 C10H13O2+ 1 165.091 -2.18
  172.1114 C12H14N+ 1 172.1121 -4.03
  173.1193 C12H15N+ 1 173.1199 -3.65
  174.1272 C12H16N+ 1 174.1277 -3.1
  183.102 C10H15O3+ 1 183.1016 2.38
  185.1191 C13H15N+ 1 185.1199 -4.28
  190.0863 C11H12NO2+ 1 190.0863 0.35
  198.128 C14H16N+ 1 198.1277 1.33
  200.1434 C14H18N+ 1 200.1434 -0.06
  204.1381 C13H18NO+ 1 204.1383 -0.92
  210.1124 C11H16NO3+ 1 210.1125 -0.31
  211.0962 C11H15O4+ 1 211.0965 -1.59
  216.138 C14H18NO+ 1 216.1383 -1.25
  218.1537 C14H20NO+ 1 218.1539 -1.32
  219.1254 C13H17NO2+ 1 219.1254 -0.09
  234.1488 C14H20NO2+ 1 234.1489 -0.3
  236.1641 C14H22NO2+ 1 236.1645 -1.91
  244.1333 C15H18NO2+ 1 244.1332 0.21
  250.144 C14H20NO3+ 1 250.1438 0.89
  262.1437 C15H20NO3+ 1 262.1438 -0.16
  264.1591 C15H22NO3+ 1 264.1594 -1.18
  280.1542 C15H22NO4+ 1 280.1543 -0.53
  290.1385 C16H20NO4+ 1 290.1387 -0.63
  306.1695 C17H24NO4+ 1 306.17 -1.62
  308.1493 C16H22NO5+ 1 308.1492 0.02
  324.181 C17H26NO5+ 1 324.1805 1.41
PK$NUM_PEAK: 39
PK$PEAK: m/z int. rel.int.
  115.0756 2822.4 12
  120.0808 26443.7 118
  122.0965 9512.8 42
  123.1043 11625.7 51
  138.0916 1992.3 8
  140.107 2503.4 11
  144.0803 1546.1 6
  146.0965 2579.6 11
  147.0807 1630.6 7
  148.0755 1889 8
  149.096 1217.5 5
  155.1067 33707.9 150
  162.0913 11771.5 52
  165.0906 1891.4 8
  172.1114 1100.1 4
  173.1193 1092.1 4
  174.1272 1604.7 7
  183.102 1465.3 6
  185.1191 1265.3 5
  190.0863 2557.9 11
  198.128 1019.7 4
  200.1434 13387.1 59
  204.1381 11926.9 53
  210.1124 1903.9 8
  211.0962 2649.4 11
  216.138 8789 39
  218.1537 8981.1 40
  219.1254 1870.2 8
  234.1488 18414.5 82
  236.1641 2217.7 9
  244.1333 6449.6 28
  250.144 1754.6 7
  262.1437 83908.3 375
  264.1591 14218.1 63
  280.1542 169860 759
  290.1385 3320.2 14
  306.1695 3592.5 16
  308.1493 223399.7 999
  324.181 10585.7 47
//