ACCESSION: MSBNK-NaToxAq-NA002940
RECORD_TITLE: Ajmalicine; LC-ESI-ITFT; MS2; CE: 40%; R=15000; [M+H]+
DATE: 2020.02.21
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 2326

CH$NAME: Ajmalicine
CH$NAME: methyl (1S,15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₁H₂₄N₂O₃
CH$EXACT_MASS: 352.1787
CH$SMILES: C[C@H]1[C@H]2CN3CCc4c5ccccc5[nH]c4[C@@H]3C[C@@H]2C(=CO1)C(=O)OC
CH$IUPAC: InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16+,19-/m0/s1
CH$LINK: CAS 483-04-5
CH$LINK: CHEBI 2524
CH$LINK: KEGG C09024
CH$LINK: PUBCHEM CID:441975
CH$LINK: INCHIKEY GRTOGORTSDXSFK-XJTZBENFSA-N
CH$LINK: CHEMSPIDER 390541
CH$LINK: COMPTOX DTXSID60904151

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$MASS_SPECTROMETRY: COLLISION_ENERGY 40% (nominal)
AC$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, 95/5/0 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 7.574 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 353.1856
MS$FOCUSED_ION: PRECURSOR_M/Z 353.186
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$SPLASH: splash10-0006-0921000000-863effe4393e0ab1ad25
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  68.0494 C4H6N+ 1 68.0495 -1.41
  81.0698 C6H9+ 1 81.0699 -1.2
  84.0807 C5H10N+ 1 84.0808 -0.98
  108.0806 C7H10N+ 1 108.0808 -1.87
  109.0649 C7H9O+ 1 109.0648 0.87
  124.0391 C6H6NO2+ 1 124.0393 -1.44
  130.065 C9H8N+ 1 130.0651 -1.27
  144.0806 C10H10N+ 1 144.0808 -1.1
  149.0595 C9H9O2+ 1 149.0597 -1.22
  150.0907 C9H12NO+ 1 150.0913 -4.41
  156.0805 C11H10N+ 1 156.0808 -1.82
  158.0963 C11H12N+ 1 158.0964 -1.03
  162.0914 C10H12NO+ 1 162.0913 0.53
  164.0703 C9H10NO2+ 1 164.0706 -1.75
  167.0701 C9H11O3+ 1 167.0703 -1.32
  168.1018 C9H14NO2+ 1 168.1019 -0.61
  170.0962 C12H12N+ 1 170.0964 -1.15
  172.1118 C12H14N+ 1 172.1121 -1.39
  178.0861 C10H12NO2+ 1 178.0863 -0.87
  181.0853 C10H13O3+ 1 181.0859 -3.49
  182.0963 C13H12N+ 1 182.0964 -0.66
  185.1072 C12H13N2+ 1 185.1073 -0.69
  194.117 C11H16NO2+ 1 194.1176 -2.66
  196.0967 C10H14NO3+ 1 196.0968 -0.48
  199.1228 C13H15N2+ 1 199.123 -0.82
  208.0967 C11H14NO3+ 1 208.0968 -0.44
  208.1123 C15H14N+ 1 208.1121 0.97
  210.1122 C11H16NO3+ 1 210.1125 -1.16
  222.1122 C12H16NO3+ 1 222.1125 -1.07
  222.1274 C16H16N+ 1 222.1277 -1.67
  224.1069 C15H14NO+ 1 224.107 -0.33
  225.1393 C15H17N2+ 1 225.1386 2.89
  234.1275 C17H16N+ 1 234.1277 -1.09
  238.0871 C15H12NO2+ 1 238.0863 3.7
  250.0856 C16H12NO2+ 1 250.0863 -2.46
  250.1226 C17H16NO+ 1 250.1226 -0.36
  251.1542 C17H19N2+ 1 251.1543 -0.43
  252.1017 C16H14NO2+ 1 252.1019 -0.72
  253.1699 C17H21N2+ 1 253.1699 -0.04
  254.1175 C16H16NO2+ 1 254.1176 -0.04
  262.1216 C18H16NO+ 1 262.1226 -3.85
  264.1385 C18H18NO+ 1 264.1383 0.71
  266.1167 C17H16NO2+ 1 266.1176 -3.03
  276.1389 C19H18NO+ 1 276.1383 2.23
  277.1323 C18H17N2O+ 1 277.1335 -4.42
  278.1172 C18H16NO2+ 1 278.1176 -1.25
  284.1279 C17H18NO3+ 1 284.1281 -0.7
  292.1326 C19H18NO2+ 1 292.1332 -1.9
  293.1647 C19H21N2O+ 1 293.1648 -0.4
  303.1492 C20H19N2O+ 1 303.1492 0.09
  304.1335 C20H18NO2+ 1 304.1332 0.87
  310.1443 C19H20NO3+ 1 310.1438 1.81
  321.1596 C20H21N2O2+ 1 321.1598 -0.61
  324.159 C20H22NO3+ 1 324.1594 -1.36
  335.175 C21H23N2O2+ 1 335.1754 -1.29
  336.1585 C21H22NO3+ 1 336.1594 -2.67
  353.1857 C21H25N2O3+ 1 353.186 -0.85
PK$NUM_PEAK: 57
PK$PEAK: m/z int. rel.int.
  68.0494 4388.7 3
  81.0698 1562.6 1
  84.0807 2444.1 1
  108.0806 5564.6 4
  109.0649 1783.6 1
  124.0391 5218.3 3
  130.065 6847.2 5
  144.0806 1365234.8 999
  149.0595 1489.9 1
  150.0907 1642.8 1
  156.0805 12992.6 9
  158.0963 22654.8 16
  162.0914 1734 1
  164.0703 5600.5 4
  167.0701 7160.1 5
  168.1018 1839.4 1
  170.0962 37411 27
  172.1118 1681.4 1
  178.0861 69872.8 51
  181.0853 2506.1 1
  182.0963 12549.3 9
  185.1072 9830.3 7
  194.117 1397.7 1
  196.0967 14241.9 10
  199.1228 22277.4 16
  208.0967 6965.3 5
  208.1123 2551.1 1
  210.1122 182978.1 133
  222.1122 46525 34
  222.1274 3205.8 2
  224.1069 3002.6 2
  225.1393 3788.8 2
  234.1275 3624.1 2
  238.0871 1636.7 1
  250.0856 1504.1 1
  250.1226 4664.2 3
  251.1542 11576 8
  252.1017 23855.1 17
  253.1699 1703.7 1
  254.1175 6795.2 4
  262.1216 1722.2 1
  264.1385 2976.5 2
  266.1167 1419.8 1
  276.1389 2011.5 1
  277.1323 1755.1 1
  278.1172 18625.1 13
  284.1279 33723.8 24
  292.1326 7595 5
  293.1647 7033 5
  303.1492 3651.2 2
  304.1335 2537.5 1
  310.1443 2310.9 1
  321.1596 45281.6 33
  324.159 6465.4 4
  335.175 3357.6 2
  336.1585 6260.6 4
  353.1857 280243.3 205
//