ACCESSION: MSBNK-NaToxAq-NA003237
RECORD_TITLE: Tetrahydropalmatin; LC-ESI-ITFT; MS2; CE: 75%; 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 75% (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: splash10-002f-0900000000-1b6bd841d9bf670af95e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
79.0543 C6H7+ 1 79.0542 0.6
91.0542 C7H7+ 1 91.0542 -0.39
103.0542 C8H7+ 1 103.0542 -0.54
104.062 C8H8+ 1 104.0621 -0.53
105.0698 C8H9+ 1 105.0699 -0.3
107.0491 C7H7O+ 1 107.0491 -0.27
108.0569 C7H8O+ 1 108.057 -0.41
118.0411 C8H6O+ 1 118.0413 -1.97
119.0492 C8H7O+ 1 119.0491 0.49
120.057 C8H8O+ 1 120.057 -0.13
121.0647 C8H9O+ 1 121.0648 -0.38
122.0726 C8H10O+ 1 122.0726 -0.43
131.0729 C9H9N+ 1 131.073 -0.14
133.0648 C9H9O+ 1 133.0648 0.14
134.0726 C9H10O+ 1 134.0726 -0.21
135.044 C8H7O2+ 1 135.0441 -0.25
135.0802 C9H11O+ 1 135.0804 -1.45
136.0517 C8H8O2+ 1 136.0519 -1.6
137.0599 C8H9O2+ 1 137.0597 1.64
146.0601 C9H8NO+ 1 146.06 0.27
147.0679 C9H9NO+ 1 147.0679 0.37
148.0519 C9H8O2+ 1 148.0519 0.09
148.0757 C9H10NO+ 1 148.0757 -0.16
149.0595 C9H9O2+ 1 149.0597 -1.56
150.0675 C9H10O2+ 1 150.0675 -0.24
151.0751 C9H11O2+ 1 151.0754 -1.65
158.0727 C11H10O+ 1 158.0726 0.53
159.0679 C10H9NO+ 1 159.0679 0.25
160.0755 C10H10NO+ 1 160.0757 -1.47
161.0835 C10H11NO+ 1 161.0835 0.05
162.0551 C9H8NO2+ 1 162.055 0.67
164.084 C10H12O2+ 1 164.0832 4.73
165.091 C10H13O2+ 1 165.091 -0.01
174.0548 C10H8NO2+ 1 174.055 -0.88
174.0671 C11H10O2+ 1 174.0675 -2.56
174.0918 C11H12NO+ 1 174.0913 2.49
175.063 C10H9NO2+ 1 175.0628 1.32
175.0751 C11H11O2+ 1 175.0754 -1.23
176.0706 C10H10NO2+ 1 176.0706 0.01
177.0784 C10H11NO2+ 1 177.0784 -0.24
190.0863 C11H12NO2+ 1 190.0863 0.32
192.1018 C11H14NO2+ 1 192.1019 -0.47
204.102 C12H14NO2+ 1 204.1019 0.36
249.0913 C17H13O2+ 1 249.091 1.34
250.0989 C17H14O2+ 1 250.0988 0.24
251.1068 C17H15O2+ 1 251.1067 0.56
263.1076 C18H15O2+ 1 263.1067 3.64
265.1218 C18H17O2+ 1 265.1223 -1.78
278.1166 C18H16NO2+ 1 278.1176 -3.28
280.1331 C18H18NO2+ 1 280.1332 -0.41
281.1168 C18H17O3+ 1 281.1172 -1.63
293.1158 C19H17O3+ 1 293.1172 -4.8
294.1499 C19H20NO2+ 1 294.1489 3.56
296.1283 C18H18NO3+ 1 296.1281 0.49
298.1439 C18H20NO3+ 1 298.1438 0.3
306.1117 C19H16NO3+ 1 306.1125 -2.64
308.128 C19H18NO3+ 1 308.1281 -0.43
310.1065 C18H16NO4+ 1 310.1074 -2.75
310.1437 C19H20NO3+ 1 310.1438 -0.31
312.1602 C19H22NO3+ 1 312.1594 2.34
322.1426 C20H20NO3+ 1 322.1438 -3.63
324.1225 C19H18NO4+ 1 324.123 -1.77
325.1303 C19H19NO4+ 1 325.1309 -1.62
326.1386 C19H20NO4+ 1 326.1387 -0.25
340.1543 C20H22NO4+ 1 340.1543 -0.13
PK$NUM_PEAK: 65
PK$PEAK: m/z int. rel.int.
79.0543 8747.3 10
91.0542 5146.7 6
103.0542 7785.7 9
104.062 1782.7 2
105.0698 31378.6 38
107.0491 6991.4 8
108.0569 1379.1 1
118.0411 5549.8 6
119.0492 3806.8 4
120.057 5847.2 7
121.0647 12649.2 15
122.0726 5535.5 6
131.0729 65603.6 81
133.0648 17046.4 21
134.0726 19578.9 24
135.044 17205.1 21
135.0802 7901.5 9
136.0517 2706.3 3
137.0599 1701 2
146.0601 3550.4 4
147.0679 16914 20
148.0519 6251.4 7
148.0757 124505.8 154
149.0595 4063.1 5
150.0675 92168.9 114
151.0751 16650.7 20
158.0727 3654.5 4
159.0679 50097.7 62
160.0755 16583.6 20
161.0835 8047.9 9
162.0551 1360.5 1
164.084 1412.5 1
165.091 80839.8 100
174.0548 3028.5 3
174.0671 1771.3 2
174.0918 1351.1 1
175.063 3776 4
175.0751 1536.1 1
176.0706 213870.5 265
177.0784 239464 296
190.0863 30849 38
192.1018 806120.9 999
204.102 1752.6 2
249.0913 1488.3 1
250.0989 1524.7 1
251.1068 1662.6 2
263.1076 1643.5 2
265.1218 2802.1 3
278.1166 1003 1
280.1331 2885.2 3
281.1168 2963.4 3
293.1158 2405.7 2
294.1499 1619.5 2
296.1283 3002.2 3
298.1439 3366 4
306.1117 2893.8 3
308.128 2649.3 3
310.1065 1943.2 2
310.1437 2699.2 3
312.1602 2671.7 3
322.1426 3584.5 4
324.1225 3486.1 4
325.1303 2614.7 3
326.1386 1083.7 1
340.1543 8802.3 10
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