ACCESSION: MSBNK-NaToxAq-NA003602
RECORD_TITLE: Tetrahydropalmatin; LC-ESI-ITFT; MS2; CE: 100%; 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 100% (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: splash10-004j-0900000000-57197c204acd68d2e537
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
77.0386 C6H5+ 1 77.0386 -0.28
79.0542 C6H7+ 1 79.0542 -0.35
90.0462 C7H6+ 1 90.0464 -2.13
91.0542 C7H7+ 1 91.0542 -0.46
92.0618 C7H8+ 1 92.0621 -2.3
93.0698 C7H9+ 1 93.0699 -0.49
102.0463 C8H6+ 1 102.0464 -0.64
103.0542 C8H7+ 1 103.0542 -0.4
104.062 C8H8+ 1 104.0621 -0.61
105.0332 C7H5O+ 1 105.0335 -2.99
105.0699 C8H9+ 1 105.0699 -0.24
107.0491 C7H7O+ 1 107.0491 -0.35
108.0572 C7H8O+ 1 108.057 1.92
109.0646 C7H9O+ 1 109.0648 -1.31
115.0542 C9H7+ 1 115.0542 -0.22
117.0568 C8H7N+ 1 117.0573 -4.15
117.0698 C9H9+ 1 117.0699 -0.39
118.0412 C8H6O+ 1 118.0413 -1.41
118.0651 C8H8N+ 1 118.0651 -0.29
119.0491 C8H7O+ 1 119.0491 -0.68
119.0729 C8H9N+ 1 119.073 -0.41
120.0569 C8H8O+ 1 120.057 -0.47
120.0805 C8H10N+ 1 120.0808 -2.49
121.0648 C8H9O+ 1 121.0648 -0.21
122.0725 C8H10O+ 1 122.0726 -0.82
124.0514 C7H8O2+ 1 124.0519 -3.49
130.0651 C9H8N+ 1 130.0651 -0.25
131.0729 C9H9N+ 1 131.073 -0.6
132.057 C9H8O+ 1 132.057 0.15
133.0522 C8H7NO+ 1 133.0522 -0.06
133.0647 C9H9O+ 1 133.0648 -0.65
134.0601 C8H8NO+ 1 134.06 0.29
134.0725 C9H10O+ 1 134.0726 -1.21
135.044 C8H7O2+ 1 135.0441 -0.57
135.0802 C9H11O+ 1 135.0804 -2.1
136.0515 C8H8O2+ 1 136.0519 -2.92
137.0593 C8H9O2+ 1 137.0597 -2.79
145.0652 C10H9O+ 1 145.0648 3.13
146.06 C9H8NO+ 1 146.06 -0.53
146.0727 C10H10O+ 1 146.0726 0.49
147.0678 C9H9NO+ 1 147.0679 -0.23
148.0519 C9H8O2+ 1 148.0519 0.01
148.0756 C9H10NO+ 1 148.0757 -0.75
149.0468 C8H7NO2+ 1 149.0471 -2.13
149.0595 C9H9O2+ 1 149.0597 -1.63
150.0674 C9H10O2+ 1 150.0675 -0.92
151.075 C9H11O2+ 1 151.0754 -2.03
158.0603 C10H8NO+ 1 158.06 1.34
159.0678 C10H9NO+ 1 159.0679 -0.31
160.0756 C10H10NO+ 1 160.0757 -0.78
161.0834 C10H11NO+ 1 161.0835 -0.88
162.0547 C9H8NO2+ 1 162.055 -1.3
163.0625 C9H9NO2+ 1 163.0628 -1.67
165.0909 C10H13O2+ 1 165.091 -0.84
174.0549 C10H8NO2+ 1 174.055 -0.39
175.063 C10H9NO2+ 1 175.0628 1.27
176.0705 C10H10NO2+ 1 176.0706 -0.65
177.0783 C10H11NO2+ 1 177.0784 -0.99
190.0863 C11H12NO2+ 1 190.0863 0.38
191.085 C15H11+ 1 191.0855 -2.93
192.1017 C11H14NO2+ 1 192.1019 -1.06
195.0804 C14H11O+ 1 195.0804 -0.42
202.0782 C16H10+ 1 202.0777 2.44
203.0849 C16H11+ 1 203.0855 -2.99
205.0647 C15H9O+ 1 205.0648 -0.33
207.0802 C15H11O+ 1 207.0804 -0.93
218.0717 C16H10O+ 1 218.0726 -3.98
219.0805 C16H11O+ 1 219.0804 0.08
221.0966 C16H13O+ 1 221.0961 2.41
223.0746 C15H11O2+ 1 223.0754 -3.19
233.0967 C17H13O+ 1 233.0961 2.5
235.0751 C16H11O2+ 1 235.0754 -1.19
235.0993 C16H13NO+ 1 235.0992 0.41
236.1065 C16H14NO+ 1 236.107 -1.92
237.0915 C16H13O2+ 1 237.091 1.97
249.0911 C17H13O2+ 1 249.091 0.28
250.0856 C16H12NO2+ 1 250.0863 -2.45
251.0705 C16H11O3+ 1 251.0703 1.11
252.1014 C16H14NO2+ 1 252.1019 -2.13
263.0949 C17H13NO2+ 1 263.0941 3.16
264.1006 C17H14NO2+ 1 264.1019 -4.76
278.1168 C18H16NO2+ 1 278.1176 -2.58
280.0962 C17H14NO3+ 1 280.0968 -2.19
282.1123 C17H16NO3+ 1 282.1125 -0.75
294.112 C18H16NO3+ 1 294.1125 -1.76
296.1291 C18H18NO3+ 1 296.1281 3.32
306.1127 C19H16NO3+ 1 306.1125 0.71
324.122 C19H18NO4+ 1 324.123 -3.34
PK$NUM_PEAK: 88
PK$PEAK: m/z int. rel.int.
77.0386 5513.9 12
79.0542 15106.6 35
90.0462 2788.2 6
91.0542 15396.3 35
92.0618 2190.2 5
93.0698 4237.8 9
102.0463 2057.8 4
103.0542 18238.1 42
104.062 7310 16
105.0332 1757.5 4
105.0699 21597.1 50
107.0491 27342.2 63
108.0572 1556.3 3
109.0646 1780.7 4
115.0542 3480.2 8
117.0568 1426 3
117.0698 1473.1 3
118.0412 7766.3 18
118.0651 19118.8 44
119.0491 11220.2 26
119.0729 9630.7 22
120.0569 10113.2 23
120.0805 2326 5
121.0648 32554.7 75
122.0725 4349.4 10
124.0514 1768.2 4
130.0651 20844.9 48
131.0729 258398.1 600
132.057 2348.1 5
133.0522 8592.2 19
133.0647 7708.2 17
134.0601 5590 12
134.0725 17564.2 40
135.044 27641.1 64
135.0802 2577.3 5
136.0515 1565.3 3
137.0593 1212.8 2
145.0652 1380.8 3
146.06 18138.7 42
146.0727 1442.2 3
147.0678 68397.7 159
148.0519 15400 35
148.0756 280590.4 652
149.0468 2006.5 4
149.0595 10321.3 23
150.0674 37506 87
151.075 5528.9 12
158.0603 2630.6 6
159.0678 46910.4 109
160.0756 34084 79
161.0834 8205.4 19
162.0547 5833.3 13
163.0625 1946.3 4
165.0909 14816.6 34
174.0549 23323.7 54
175.063 4188.8 9
176.0705 429661.3 999
177.0783 124039.9 288
190.0863 10521.8 24
191.085 1749.5 4
192.1017 133078.8 309
195.0804 2093.2 4
202.0782 1209.5 2
203.0849 1448.8 3
205.0647 1502.7 3
207.0802 3207.4 7
218.0717 1304.4 3
219.0805 2014.6 4
221.0966 1687.4 3
223.0746 1347.1 3
233.0967 2267.2 5
235.0751 2176.4 5
235.0993 1524.1 3
236.1065 2543.1 5
237.0915 2136.3 4
249.0911 1536.5 3
250.0856 1246.9 2
251.0705 1517 3
252.1014 1831.8 4
263.0949 1155.2 2
264.1006 2338.3 5
278.1168 2083.8 4
280.0962 1318.8 3
282.1123 2557.6 5
294.112 1278.8 2
296.1291 1624.5 3
306.1127 3119.2 7
324.122 2882.6 6
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