ACCESSION: MSBNK-NaToxAq-NA003599
RECORD_TITLE: Tetrahydropalmatin; LC-ESI-ITFT; MS2; CE: 85%; 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 85% (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: splash10-004l-0900000000-cf263a2d69d7b27afd39
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
77.0386 C6H5+ 1 77.0386 0.91
79.0542 C6H7+ 1 79.0542 -0.64
90.0466 C7H6+ 1 90.0464 2.1
91.0541 C7H7+ 1 91.0542 -1.38
93.0694 C7H9+ 1 93.0699 -4.91
103.0541 C8H7+ 1 103.0542 -1.07
104.0619 C8H8+ 1 104.0621 -1.42
105.0698 C8H9+ 1 105.0699 -0.6
107.049 C7H7O+ 1 107.0491 -0.92
108.0571 C7H8O+ 1 108.057 0.86
115.0539 C9H7+ 1 115.0542 -2.41
117.0699 C9H9+ 1 117.0699 0.39
118.0413 C8H6O+ 1 118.0413 0.01
118.0648 C8H8N+ 1 118.0651 -2.68
119.049 C8H7O+ 1 119.0491 -1
119.0728 C8H9N+ 1 119.073 -1.5
120.0569 C8H8O+ 1 120.057 -0.54
121.0647 C8H9O+ 1 121.0648 -0.59
122.0725 C8H10O+ 1 122.0726 -0.7
124.0516 C7H8O2+ 1 124.0519 -2.01
130.0651 C9H8N+ 1 130.0651 -0.49
131.0729 C9H9N+ 1 131.073 -0.6
132.0568 C9H8O+ 1 132.057 -1.12
133.0523 C8H7NO+ 1 133.0522 0.63
133.0647 C9H9O+ 1 133.0648 -0.77
134.06 C8H8NO+ 1 134.06 -0.39
134.0725 C9H10O+ 1 134.0726 -0.64
135.044 C8H7O2+ 1 135.0441 -0.69
135.0803 C9H11O+ 1 135.0804 -0.97
136.0513 C8H8O2+ 1 136.0519 -3.93
137.0604 C8H9O2+ 1 137.0597 4.89
145.0643 C10H9O+ 1 145.0648 -3.39
146.06 C9H8NO+ 1 146.06 -0.32
146.0727 C10H10O+ 1 146.0726 0.6
147.0678 C9H9NO+ 1 147.0679 -0.33
148.0756 C9H10NO+ 1 148.0757 -0.85
149.0472 C8H7NO2+ 1 149.0471 0.43
149.0595 C9H9O2+ 1 149.0597 -1.12
150.0674 C9H10O2+ 1 150.0675 -0.92
151.0749 C9H11O2+ 1 151.0754 -2.84
158.0727 C11H10O+ 1 158.0726 0.26
159.0678 C10H9NO+ 1 159.0679 -0.5
160.0756 C10H10NO+ 1 160.0757 -0.69
161.0597 C10H9O2+ 1 161.0597 0.01
161.0833 C10H11NO+ 1 161.0835 -1.45
162.0547 C9H8NO2+ 1 162.055 -1.86
162.0915 C10H12NO+ 1 162.0913 0.91
165.0909 C10H13O2+ 1 165.091 -0.57
174.0548 C10H8NO2+ 1 174.055 -1.18
175.0625 C10H9NO2+ 1 175.0628 -1.52
175.0751 C11H11O2+ 1 175.0754 -1.71
176.0705 C10H10NO2+ 1 176.0706 -0.65
177.0783 C10H11NO2+ 1 177.0784 -0.99
190.0861 C11H12NO2+ 1 190.0863 -0.66
192.1017 C11H14NO2+ 1 192.1019 -1.3
234.104 C17H14O+ 1 234.1039 0.53
235.0747 C16H11O2+ 1 235.0754 -2.75
235.0992 C16H13NO+ 1 235.0992 0.21
236.1062 C16H14NO+ 1 236.107 -3.22
237.0905 C16H13O2+ 1 237.091 -2.22
249.0911 C17H13O2+ 1 249.091 0.4
250.0992 C17H14O2+ 1 250.0988 1.32
252.1016 C16H14NO2+ 1 252.1019 -1.16
254.1169 C16H16NO2+ 1 254.1176 -2.4
264.1014 C17H14NO2+ 1 264.1019 -1.88
265.0858 C17H13O3+ 1 265.0859 -0.4
278.1184 C18H16NO2+ 1 278.1176 3.02
279.1243 C18H17NO2+ 1 279.1254 -4.04
280.0974 C17H14NO3+ 1 280.0968 2.06
282.1113 C17H16NO3+ 1 282.1125 -3.99
294.1119 C18H16NO3+ 1 294.1125 -2.07
296.1284 C18H18NO3+ 1 296.1281 0.85
306.1131 C19H16NO3+ 1 306.1125 2.21
308.1291 C19H18NO3+ 1 308.1281 3.21
324.1226 C19H18NO4+ 1 324.123 -1.46
PK$NUM_PEAK: 75
PK$PEAK: m/z int. rel.int.
77.0386 4440 6
79.0542 21100.5 29
90.0466 1685.5 2
91.0541 12961.2 17
93.0694 2019.3 2
103.0541 22803.6 31
104.0619 6180.4 8
105.0698 43602.3 60
107.049 25121.3 34
108.0571 2282.1 3
115.0539 3337.5 4
117.0699 1785.3 2
118.0413 9460.2 13
118.0648 5646.5 7
119.049 10480.1 14
119.0728 3106.4 4
120.0569 12758.5 17
121.0647 33398.2 46
122.0725 8560.3 11
124.0516 2299.5 3
130.0651 5896.8 8
131.0729 249178.9 344
132.0568 4591 6
133.0523 2191.4 3
133.0647 22733.2 31
134.06 3076.9 4
134.0725 34489.6 47
135.044 41519.9 57
135.0803 11137.7 15
136.0513 4521.2 6
137.0604 2576 3
145.0643 2307.9 3
146.06 15095.1 20
146.0727 2413.4 3
147.0678 71904.1 99
148.0756 347069.9 479
149.0472 1989.4 2
149.0595 13507.7 18
150.0674 102601 141
151.0749 19445.6 26
158.0727 5002.7 6
159.0678 105510 145
160.0756 49005.1 67
161.0597 2275.3 3
161.0833 15895.5 21
162.0547 6237.7 8
162.0915 2895.5 3
165.0909 66578.8 91
174.0548 12085.1 16
175.0625 6588.5 9
175.0751 1690.3 2
176.0705 560644.8 774
177.0783 372314.5 514
190.0861 39845.2 55
192.1017 723287.5 999
234.104 2284.9 3
235.0747 2218.7 3
235.0992 2037.7 2
236.1062 2724.3 3
237.0905 2869.6 3
249.0911 1783.5 2
250.0992 3346.4 4
252.1016 2717.8 3
254.1169 2055.9 2
264.1014 6939 9
265.0858 2554.8 3
278.1184 5118.3 7
279.1243 2990 4
280.0974 1850.3 2
282.1113 3491.7 4
294.1119 3047.6 4
296.1284 5742.8 7
306.1131 5724.5 7
308.1291 2255.9 3
324.1226 9259.8 12
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