ACCESSION: MSBNK-NaToxAq-NA003215
RECORD_TITLE: Seneciphylline; LC-ESI-ITFT; MS2; CE: 65%; 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 2297
CH$NAME: Seneciphylline
CH$NAME: (1R,4Z,7R,17R)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-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: C18H23NO5
CH$EXACT_MASS: 333.1576
CH$SMILES: C/C=C\1/CC(=C)[C@@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC1=O)(C)O
CH$IUPAC: InChI=1S/C18H23NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,14-15,22H,2,6-10H2,1,3H3/b12-4-/t14-,15-,18-/m1/s1
CH$LINK: CAS
480-81-9
CH$LINK: CHEBI
9108
CH$LINK: KEGG
C10391
CH$LINK: PUBCHEM
CID:5281750
CH$LINK: INCHIKEY
FCEVNJIUIMLVML-QPSVUOIXSA-N
CH$LINK: CHEMSPIDER
4445064
CH$LINK: COMPTOX
DTXSID8026016
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$MASS_SPECTROMETRY: COLLISION_ENERGY 65% (nominal)
AC$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, 95/5/0 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 2.029 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 334.1649
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$SPLASH: splash10-059f-6900000000-48e757475757b8d8f3d0
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0387 C5H5+ 1 65.0386 2.02
67.0542 C5H7+ 1 67.0542 -0.63
68.0494 C4H6N+ 1 68.0495 -0.45
77.0386 C6H5+ 1 77.0386 0.07
79.0542 C6H7+ 1 79.0542 0.21
80.0495 C5H6N+ 1 80.0495 0.12
81.0573 C5H7N+ 1 81.0573 -0.01
81.0699 C6H9+ 1 81.0699 -0.33
82.0651 C5H8N+ 1 82.0651 0.04
84.0444 C4H6NO+ 1 84.0444 0.69
91.0542 C7H7+ 1 91.0542 0.2
92.0495 C6H6N+ 1 92.0495 0.14
93.0573 C6H7N+ 1 93.0573 -0.13
93.0699 C7H9+ 1 93.0699 -0.08
94.0651 C6H8N+ 1 94.0651 -0.16
95.0492 C6H7O+ 1 95.0491 0.14
95.073 C6H9N+ 1 95.073 0.64
95.0855 C7H11+ 1 95.0855 -0.11
96.0808 C6H10N+ 1 96.0808 -0.25
103.0542 C8H7+ 1 103.0542 0.13
105.0574 C7H7N+ 1 105.0573 1.11
105.0698 C8H9+ 1 105.0699 -0.52
106.0653 C7H8N+ 1 106.0651 2.04
107.073 C7H9N+ 1 107.073 0.03
107.0855 C8H11+ 1 107.0855 -0.43
108.0808 C7H10N+ 1 108.0808 -0.11
109.0648 C7H9O+ 1 109.0648 0.09
109.0887 C7H11N+ 1 109.0886 0.74
110.06 C6H8NO+ 1 110.06 -0.01
110.0965 C7H12N+ 1 110.0964 0.33
112.0753 C6H10NO+ 1 112.0757 -3.26
117.0695 C9H9+ 1 117.0699 -2.98
118.065 C8H8N+ 1 118.0651 -0.66
119.0724 C8H9N+ 1 119.073 -4.75
120.0808 C8H10N+ 1 120.0808 -0.12
121.065 C8H9O+ 1 121.0648 2.08
121.0886 C8H11N+ 1 121.0886 -0.3
122.0964 C8H12N+ 1 122.0964 -0.04
123.0804 C8H11O+ 1 123.0804 -0.29
133.0647 C9H9O+ 1 133.0648 -0.78
135.0803 C9H11O+ 1 135.0804 -1.33
136.0758 C8H10NO+ 1 136.0757 1.16
138.0913 C8H12NO+ 1 138.0913 -0.07
140.1072 C8H14NO+ 1 140.107 1.44
151.0754 C9H11O2+ 1 151.0754 0.47
156.1019 C8H14NO2+ 1 156.1019 -0.05
246.1488 C15H20NO2+ 1 246.1489 -0.32
306.1699 C17H24NO4+ 1 306.17 -0.42
334.1649 C18H24NO5+ 1 334.1649 0.12
PK$NUM_PEAK: 49
PK$PEAK: m/z int. rel.int.
65.0387 1398 17
67.0542 12871.8 160
68.0494 6296 78
77.0386 3918.7 48
79.0542 10338.1 128
80.0495 14347.4 178
81.0573 3882.5 48
81.0699 12986.1 161
82.0651 11432.2 142
84.0444 2002.4 24
91.0542 19993.5 249
92.0495 2576.4 32
93.0573 1833.9 22
93.0699 21530.8 268
94.0651 68434.7 852
95.0492 1746.4 21
95.073 2851.5 35
95.0855 6778.5 84
96.0808 27196.4 338
103.0542 10925.7 136
105.0574 1182.7 14
105.0698 12435.7 154
106.0653 3614.1 45
107.073 6659.5 82
107.0855 3869.6 48
108.0808 22976.4 286
109.0648 20317.9 253
109.0887 1951.8 24
110.06 3753.6 46
110.0965 12378.7 154
112.0753 1487.7 18
117.0695 1536 19
118.065 9155.7 114
119.0724 1636.9 20
120.0808 79597.2 991
121.065 1738.2 21
121.0886 4823.7 60
122.0964 16973.4 211
123.0804 15930.9 198
133.0647 3878.6 48
135.0803 1104.6 13
136.0758 1656.6 20
138.0913 80187.9 999
140.1072 2183.7 27
151.0754 10617 132
156.1019 3507.4 43
246.1488 2262.5 28
306.1699 18478 230
334.1649 18675.5 232
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