ACCESSION: MSBNK-NaToxAq-NA000582
RECORD_TITLE: Jacobine; LC-ESI-ITFT; MS2; CE: 40%; 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 135

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$MASS_SPECTROMETRY: COLLISION_ENERGY 40 % (nominal)
AC$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 1.310 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$SPLASH: splash10-0a59-0396000000-72b86ac27553cf1569b5
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  108.0809 C7H10N+ 1 108.0808 0.75
  110.0964 C7H12N+ 1 110.0964 -0.11
  115.0754 C6H11O2+ 1 115.0754 0.52
  118.0651 C8H8N+ 1 118.0651 -0.3
  120.0808 C8H10N+ 1 120.0808 0.24
  122.0965 C8H12N+ 1 122.0964 0.32
  123.1043 C8H13N+ 1 123.1043 0.25
  138.0914 C8H12NO+ 1 138.0913 0.17
  140.107 C8H14NO+ 1 140.107 0.33
  144.0811 C10H10N+ 1 144.0808 2.28
  146.0964 C10H12N+ 1 146.0964 -0.09
  147.0807 C10H11O+ 1 147.0804 1.8
  148.0757 C9H10NO+ 1 148.0757 -0.27
  149.0964 C10H13O+ 1 149.0961 2.16
  155.1067 C9H15O2+ 1 155.1067 0.35
  162.0913 C10H12NO+ 1 162.0913 -0.15
  165.0911 C10H13O2+ 1 165.091 0.73
  172.1116 C12H14N+ 1 172.1121 -2.59
  174.1278 C12H16N+ 1 174.1277 0.67
  183.1015 C10H15O3+ 1 183.1016 -0.48
  186.1278 C13H16N+ 1 186.1277 0.3
  190.0861 C11H12NO2+ 1 190.0863 -0.74
  193.0857 C11H13O3+ 1 193.0859 -1.25
  200.1434 C14H18N+ 1 200.1434 0.13
  204.1384 C13H18NO+ 1 204.1383 0.4
  210.1128 C11H16NO3+ 1 210.1125 1.51
  211.0964 C11H15O4+ 1 211.0965 -0.27
  216.1383 C14H18NO+ 1 216.1383 0.27
  218.1539 C14H20NO+ 1 218.1539 -0.36
  234.1489 C14H20NO2+ 1 234.1489 0.3
  236.1642 C14H22NO2+ 1 236.1645 -1.18
  244.1332 C15H18NO2+ 1 244.1332 0.01
  250.1428 C14H20NO3+ 1 250.1438 -4
  262.1439 C15H20NO3+ 1 262.1438 0.33
  264.1594 C15H22NO3+ 1 264.1594 -0.23
  280.1544 C15H22NO4+ 1 280.1543 0.16
  290.1386 C16H20NO4+ 1 290.1387 -0.39
  306.1703 C17H24NO4+ 1 306.17 1.18
  308.1494 C16H22NO5+ 1 308.1492 0.43
  324.1805 C17H26NO5+ 1 324.1805 -0.01
PK$NUM_PEAK: 40
PK$PEAK: m/z int. rel.int.
  108.0809 993.5 2
  110.0964 1189.3 3
  115.0754 3933.5 11
  118.0651 1905.6 5
  120.0808 42058.3 119
  122.0965 16993.5 48
  123.1043 18967 53
  138.0914 1835.3 5
  140.107 4830.2 13
  144.0811 1691.4 4
  146.0964 2898.3 8
  147.0807 1978.4 5
  148.0757 3279.2 9
  149.0964 1983.7 5
  155.1067 55370.6 157
  162.0913 16252.5 46
  165.0911 2843.2 8
  172.1116 1575.6 4
  174.1278 4112.1 11
  183.1015 3622.9 10
  186.1278 1354.4 3
  190.0861 2878 8
  193.0857 1846.3 5
  200.1434 18804.3 53
  204.1384 15972.1 45
  210.1128 1777 5
  211.0964 4921.6 13
  216.1383 13184.2 37
  218.1539 17356.4 49
  234.1489 30099.8 85
  236.1642 2583.3 7
  244.1332 6481.9 18
  250.1428 2345.5 6
  262.1439 126369.5 358
  264.1594 23635.7 67
  280.1544 256521.5 728
  290.1386 6228.6 17
  306.1703 5622.9 15
  308.1494 351876.8 999
  324.1805 11840 33
//