ACCESSION: MSBNK-NaToxAq-NA000534
RECORD_TITLE: Jacobine; LC-ESI-ITFT; MS2; CE: 45%; 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 125

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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 % (nominal)
AC$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 1.289 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 352.1752
MS$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$SPLASH: splash10-0a59-0396000000-0f3314e9e59ad7044439
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  110.0966 C7H12N+ 1 110.0964 1.88
  115.0756 C6H11O2+ 1 115.0754 1.83
  118.065 C8H8N+ 1 118.0651 -0.71
  120.0808 C8H10N+ 1 120.0808 0.54
  122.0965 C8H12N+ 1 122.0964 0.42
  123.1043 C8H13N+ 1 123.1043 0.4
  134.0966 C9H12N+ 1 134.0964 1.56
  136.0759 C8H10NO+ 1 136.0757 1.59
  137.0956 C9H13O+ 1 137.0961 -3.36
  138.0914 C8H12NO+ 1 138.0913 0.76
  140.1072 C8H14NO+ 1 140.107 1.27
  146.0963 C10H12N+ 1 146.0964 -0.79
  148.0759 C9H10NO+ 1 148.0757 1.11
  155.1067 C9H15O2+ 1 155.1067 0.6
  158.0968 C11H12N+ 1 158.0964 2.38
  162.0914 C10H12NO+ 1 162.0913 0.57
  165.0911 C10H13O2+ 1 165.091 0.79
  172.1117 C12H14N+ 1 172.1121 -1.9
  174.1283 C12H16N+ 1 174.1277 3.02
  183.1022 C10H15O3+ 1 183.1016 3.29
  185.1196 C13H15N+ 1 185.1199 -1.83
  190.086 C11H12NO2+ 1 190.0863 -1.55
  193.1098 C11H15NO2+ 1 193.1097 0.21
  200.1434 C14H18N+ 1 200.1434 0.33
  201.1123 C10H17O4+ 1 201.1121 0.57
  204.1384 C13H18NO+ 1 204.1383 0.37
  211.0962 C11H15O4+ 1 211.0965 -1.5
  216.1385 C14H18NO+ 1 216.1383 0.9
  218.154 C14H20NO+ 1 218.1539 0.05
  219.1255 C13H17NO2+ 1 219.1254 0.37
  234.1488 C14H20NO2+ 1 234.1489 -0.16
  236.1641 C14H22NO2+ 1 236.1645 -1.83
  244.1331 C15H18NO2+ 1 244.1332 -0.43
  250.1436 C14H20NO3+ 1 250.1438 -0.78
  262.1439 C15H20NO3+ 1 262.1438 0.46
  264.1595 C15H22NO3+ 1 264.1594 0.24
  280.1544 C15H22NO4+ 1 280.1543 0.3
  290.1389 C16H20NO4+ 1 290.1387 0.9
  306.1702 C17H24NO4+ 1 306.17 0.65
  308.1495 C16H22NO5+ 1 308.1492 0.7
  324.1807 C17H26NO5+ 1 324.1805 0.49
PK$NUM_PEAK: 41
PK$PEAK: m/z int. rel.int.
  110.0966 1159.3 3
  115.0756 3606.3 11
  118.065 1660.5 5
  120.0808 38291 119
  122.0965 15192.8 47
  123.1043 18533.4 57
  134.0966 1518.6 4
  136.0759 1382.2 4
  137.0956 2311.7 7
  138.0914 2888 9
  140.1072 4195.1 13
  146.0963 2909.6 9
  148.0759 2441.8 7
  155.1067 53102.6 166
  158.0968 1570.2 4
  162.0914 14930.1 46
  165.0911 2741.6 8
  172.1117 2338.1 7
  174.1283 2107.6 6
  183.1022 2533.3 7
  185.1196 1412 4
  190.086 3482.4 10
  193.1098 1146.1 3
  200.1434 16851.5 52
  201.1123 1476.6 4
  204.1384 15436.1 48
  211.0962 3589.5 11
  216.1385 12136.7 37
  218.154 14253.1 44
  219.1255 1607.5 5
  234.1488 28603.1 89
  236.1641 2037.1 6
  244.1331 6404.3 20
  250.1436 1935.4 6
  262.1439 112410.8 351
  264.1595 19607.9 61
  280.1544 245657.6 768
  290.1389 5514.4 17
  306.1702 3791.6 11
  308.1495 319318.8 999
  324.1807 12556.2 39
//