ACCESSION: MSBNK-NaToxAq-NA003234
RECORD_TITLE: Tetrahydropalmatin; LC-ESI-ITFT; MS2; CE: 60%; 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 2302
CH$NAME: Tetrahydropalmatin
CH$NAME: D-Tetrahydropalmatine
CH$NAME: (13aR)-2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C21H25NO4
CH$EXACT_MASS: 355.1784
CH$SMILES: COC1=C(C2=C(C[C@@H]3C4=CC(=C(C=C4CCN3C2)OC)OC)C=C1)OC
CH$IUPAC: InChI=1S/C21H25NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,10-11,17H,7-9,12H2,1-4H3/t17-/m1/s1
CH$LINK: CAS
3520-14-7
CH$LINK: PUBCHEM
CID:969488
CH$LINK: INCHIKEY
AEQDJSLRWYMAQI-QGZVFWFLSA-N
CH$LINK: CHEMSPIDER
839542
CH$LINK: COMPTOX
DTXSID80359548
AC$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 60% (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$CHROMATOGRAPHY: RETENTION_TIME 7.478 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 356.1854
MS$FOCUSED_ION: PRECURSOR_M/Z 356.1856
MS$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: splash10-0006-0900000000-d5d46aca657d24826691
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
79.0542 C6H7+ 1 79.0542 0.12
103.0545 C8H7+ 1 103.0542 3.09
105.0699 C8H9+ 1 105.0699 -0.01
107.0495 C7H7O+ 1 107.0491 3
118.0415 C8H6O+ 1 118.0413 1.72
120.0571 C8H8O+ 1 120.057 1.07
121.0647 C8H9O+ 1 121.0648 -0.38
122.0728 C8H10O+ 1 122.0726 1.64
131.073 C9H9N+ 1 131.073 0.09
133.0648 C9H9O+ 1 133.0648 0.02
134.0725 C9H10O+ 1 134.0726 -0.55
135.0441 C8H7O2+ 1 135.0441 0.65
135.0804 C9H11O+ 1 135.0804 -0.32
136.0518 C8H8O2+ 1 136.0519 -0.25
147.0678 C9H9NO+ 1 147.0679 -0.46
148.0757 C9H10NO+ 1 148.0757 0.15
149.0601 C9H9O2+ 1 149.0597 2.54
150.0675 C9H10O2+ 1 150.0675 -0.03
151.075 C9H11O2+ 1 151.0754 -2.06
158.073 C11H10O+ 1 158.0726 2.17
159.0678 C10H9NO+ 1 159.0679 -0.23
160.0756 C10H10NO+ 1 160.0757 -0.52
161.0833 C10H11NO+ 1 161.0835 -1.18
164.0833 C10H12O2+ 1 164.0832 1.01
165.091 C10H13O2+ 1 165.091 0.17
174.0674 C11H10O2+ 1 174.0675 -0.63
175.075 C11H11O2+ 1 175.0754 -1.75
176.0706 C10H10NO2+ 1 176.0706 -0.16
177.0784 C10H11NO2+ 1 177.0784 -0.16
189.0791 C11H11NO2+ 1 189.0784 3.78
189.0912 C12H13O2+ 1 189.091 0.78
190.0864 C11H12NO2+ 1 190.0863 0.72
192.1018 C11H14NO2+ 1 192.1019 -0.39
204.1018 C12H14NO2+ 1 204.1019 -0.54
205.11 C12H15NO2+ 1 205.1097 1.4
249.0903 C17H13O2+ 1 249.091 -2.77
264.1155 C18H16O2+ 1 264.1145 4.04
265.1225 C18H17O2+ 1 265.1223 0.75
280.133 C18H18NO2+ 1 280.1332 -0.63
281.1176 C18H17O3+ 1 281.1172 1.3
293.1169 C19H17O3+ 1 293.1172 -0.95
294.1477 C19H20NO2+ 1 294.1489 -3.81
297.1124 C18H17O4+ 1 297.1121 0.87
298.1438 C18H20NO3+ 1 298.1438 -0.01
308.1295 C19H18NO3+ 1 308.1281 4.42
309.1125 C19H17O4+ 1 309.1121 1.32
310.1447 C19H20NO3+ 1 310.1438 2.93
312.1597 C19H22NO3+ 1 312.1594 0.78
322.1439 C20H20NO3+ 1 322.1438 0.45
324.1599 C20H22NO3+ 1 324.1594 1.5
326.139 C19H20NO4+ 1 326.1387 0.87
340.1545 C20H22NO4+ 1 340.1543 0.5
356.1857 C21H26NO4+ 1 356.1856 0.09
PK$NUM_PEAK: 53
PK$PEAK: m/z int. rel.int.
79.0542 3413.1 1
103.0545 4053.3 1
105.0699 30197.4 14
107.0495 3206.9 1
118.0415 2669.6 1
120.0571 4985.4 2
121.0647 7177.5 3
122.0728 2220 1
131.073 11428.3 5
133.0648 21764.9 10
134.0725 16883.2 8
135.0441 9530 4
135.0804 16939.7 8
136.0518 5617 2
147.0678 3801.6 1
148.0757 36733.6 17
149.0601 2556.1 1
150.0675 151248.8 73
151.075 38080.5 18
158.073 5841.9 2
159.0678 18745.1 9
160.0756 4533.6 2
161.0833 5189.6 2
164.0833 3885 1
165.091 326618.3 159
174.0674 3945.5 1
175.075 2719.3 1
176.0706 78176.2 38
177.0784 175503.4 85
189.0791 3188.2 1
189.0912 9717.3 4
190.0864 55341.6 26
192.1018 2050362.4 999
204.1018 10433.3 5
205.11 15376.8 7
249.0903 2495.7 1
264.1155 2472.2 1
265.1225 4819.7 2
280.133 4286 2
281.1176 5563.5 2
293.1169 12821.6 6
294.1477 2416.6 1
297.1124 2425.3 1
298.1438 7395.6 3
308.1295 11602.6 5
309.1125 5440.7 2
310.1447 4139.1 2
312.1597 8695.2 4
322.1439 12911.9 6
324.1599 5432.4 2
326.139 9558.1 4
340.1545 37942.6 18
356.1857 12385.1 6
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