ACCESSION: MSBNK-NaToxAq-NA003600
RECORD_TITLE: Tetrahydropalmatin; LC-ESI-ITFT; MS2; CE: 90%; 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 90% (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$CHROMATOGRAPHY: RETENTION_TIME 7.471 min
AC$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: splash10-004m-0900000000-6feba622641f6b9e596c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
77.0387 C6H5+ 1 77.0386 1.8
78.0464 C6H6+ 1 78.0464 -0.02
79.0542 C6H7+ 1 79.0542 -0.35
90.0465 C7H6+ 1 90.0464 0.92
91.0542 C7H7+ 1 91.0542 -0.21
92.062 C7H8+ 1 92.0621 -0.89
93.0699 C7H9+ 1 93.0699 0.25
95.0492 C6H7O+ 1 95.0491 0.32
102.0465 C8H6+ 1 102.0464 1.23
103.0542 C8H7+ 1 103.0542 -0.62
104.062 C8H8+ 1 104.0621 -0.1
105.0699 C8H9+ 1 105.0699 -0.17
107.0491 C7H7O+ 1 107.0491 -0.35
108.057 C7H8O+ 1 108.057 0.37
109.0645 C7H9O+ 1 109.0648 -2.57
115.0543 C9H7+ 1 115.0542 0.84
117.0576 C8H7N+ 1 117.0573 2.76
118.0413 C8H6O+ 1 118.0413 0.01
118.0651 C8H8N+ 1 118.0651 0.16
119.049 C8H7O+ 1 119.0491 -0.87
119.0729 C8H9N+ 1 119.073 -0.15
120.0569 C8H8O+ 1 120.057 -0.28
120.0808 C8H10N+ 1 120.0808 0.43
121.0647 C8H9O+ 1 121.0648 -0.46
122.0726 C8H10O+ 1 122.0726 -0.26
130.065 C9H8N+ 1 130.0651 -0.61
131.0729 C9H9N+ 1 131.073 -0.25
132.057 C9H8O+ 1 132.057 0.38
133.0524 C8H7NO+ 1 133.0522 1.66
133.0648 C9H9O+ 1 133.0648 -0.19
134.0602 C8H8NO+ 1 134.06 1.2
134.0726 C9H10O+ 1 134.0726 -0.42
135.044 C8H7O2+ 1 135.0441 -0.35
135.0803 C9H11O+ 1 135.0804 -1.2
136.0517 C8H8O2+ 1 136.0519 -1.46
137.0598 C8H9O2+ 1 137.0597 0.77
139.0753 C8H11O2+ 1 139.0754 -0.23
145.065 C10H9O+ 1 145.0648 1.13
146.0602 C9H8NO+ 1 146.06 0.82
146.073 C10H10O+ 1 146.0726 2.69
147.0679 C9H9NO+ 1 147.0679 0.08
148.0756 C9H10NO+ 1 148.0757 -0.44
149.0467 C8H7NO2+ 1 149.0471 -3.05
149.0593 C9H9O2+ 1 149.0597 -2.66
150.0674 C9H10O2+ 1 150.0675 -0.72
151.0749 C9H11O2+ 1 151.0754 -3.14
158.0604 C10H8NO+ 1 158.06 2.11
158.0721 C11H10O+ 1 158.0726 -3.5
159.0679 C10H9NO+ 1 159.0679 -0.02
160.0755 C10H10NO+ 1 160.0757 -0.97
161.0594 C10H9O2+ 1 161.0597 -1.98
161.0833 C10H11NO+ 1 161.0835 -1.45
162.0549 C9H8NO2+ 1 162.055 -0.36
162.0911 C10H12NO+ 1 162.0913 -1.73
163.0631 C9H9NO2+ 1 163.0628 1.7
165.0909 C10H13O2+ 1 165.091 -0.38
174.055 C10H8NO2+ 1 174.055 0.05
175.0629 C10H9NO2+ 1 175.0628 0.57
175.0753 C11H11O2+ 1 175.0754 -0.58
176.0706 C10H10NO2+ 1 176.0706 -0.3
177.0783 C10H11NO2+ 1 177.0784 -0.56
179.0863 C14H11+ 1 179.0855 4.51
188.0709 C11H10NO2+ 1 188.0706 1.45
190.0862 C11H12NO2+ 1 190.0863 -0.1
192.1018 C11H14NO2+ 1 192.1019 -0.74
195.0807 C14H11O+ 1 195.0804 1.45
207.0811 C15H11O+ 1 207.0804 3.27
219.08 C16H11O+ 1 219.0804 -1.87
221.0963 C16H13O+ 1 221.0961 1.1
223.0755 C15H11O2+ 1 223.0754 0.78
233.0962 C17H13O+ 1 233.0961 0.6
234.1043 C17H14O+ 1 234.1039 1.51
235.0758 C16H11O2+ 1 235.0754 1.73
236.1072 C16H14NO+ 1 236.107 0.73
237.0908 C16H13O2+ 1 237.091 -0.99
238.0994 C16H14O2+ 1 238.0988 2.34
249.091 C17H13O2+ 1 249.091 -0.15
250.0994 C17H14O2+ 1 250.0988 2.29
254.1177 C16H16NO2+ 1 254.1176 0.42
264.1022 C17H14NO2+ 1 264.1019 1.01
266.1177 C17H16NO2+ 1 266.1176 0.44
278.1167 C18H16NO2+ 1 278.1176 -3.02
279.125 C18H17NO2+ 1 279.1254 -1.19
282.1131 C17H16NO3+ 1 282.1125 2.28
292.0968 C18H14NO3+ 1 292.0968 -0.12
296.1277 C18H18NO3+ 1 296.1281 -1.52
306.1121 C19H16NO3+ 1 306.1125 -1.18
308.1288 C19H18NO3+ 1 308.1281 2.22
324.1233 C19H18NO4+ 1 324.123 0.8
PK$NUM_PEAK: 89
PK$PEAK: m/z int. rel.int.
77.0387 5602.6 9
78.0464 1688.5 3
79.0542 22939.8 40
90.0465 1928.8 3
91.0542 17289.1 30
92.062 2890.7 5
93.0699 2658.6 4
95.0492 1853 3
102.0465 1816.1 3
103.0542 22633.4 40
104.062 8851 15
105.0699 35389.6 63
107.0491 29552 52
108.057 2375.1 4
109.0645 2086.9 3
115.0543 1963 3
117.0576 1695.5 3
118.0413 10553.6 18
118.0651 9225.9 16
119.049 11190.7 19
119.0729 7653.5 13
120.0569 12342.2 21
120.0808 2046.3 3
121.0647 31874.7 56
122.0726 7573.2 13
130.065 11198.3 19
131.0729 271044.8 482
132.057 3954.9 7
133.0524 2934.8 5
133.0648 17395.3 30
134.0602 5615.1 10
134.0726 29749.9 53
135.044 40760.3 72
135.0803 7042.9 12
136.0517 3582.5 6
137.0598 1362.5 2
139.0753 1802.2 3
145.065 1669.7 2
146.0602 13132 23
146.073 2255.5 4
147.0679 74017.9 131
148.0756 366648.8 653
149.0467 2302.9 4
149.0593 8852.9 15
150.0674 87087.4 155
151.0749 15892.5 28
158.0604 3563 6
158.0721 3014.7 5
159.0679 85266.6 151
160.0755 47992.4 85
161.0594 3078.1 5
161.0833 12461.9 22
162.0549 7813 13
162.0911 3704.5 6
163.0631 3249.4 5
165.0909 45596.7 81
174.055 12302.9 21
175.0629 4594 8
175.0753 1416.1 2
176.0706 560643.6 999
177.0783 280318.7 499
179.0863 1694.9 3
188.0709 1946.9 3
190.0862 27342.3 48
192.1018 444604.2 792
195.0807 2597.6 4
207.0811 2397.9 4
219.08 2937.7 5
221.0963 1681.9 2
223.0755 1750.6 3
233.0962 1481.5 2
234.1043 1767.9 3
235.0758 3522.1 6
236.1072 2834.9 5
237.0908 2928.7 5
238.0994 1467.1 2
249.091 2452.3 4
250.0994 3251.6 5
254.1177 1706.6 3
264.1022 5857 10
266.1177 3386.1 6
278.1167 3952.9 7
279.125 1634.2 2
282.1131 2115 3
292.0968 2845.8 5
296.1277 5059.8 9
306.1121 4418.7 7
308.1288 2512 4
324.1233 4626.8 8
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