ACCESSION: MSBNK-NaToxAq-NA003235
RECORD_TITLE: Tetrahydropalmatin; LC-ESI-ITFT; MS2; CE: 65%; 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 65% (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-d51cdd97f09cd9b9aca9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
79.0542 C6H7+ 1 79.0542 0.02
91.0541 C7H7+ 1 91.0542 -1.22
103.0541 C8H7+ 1 103.0542 -1.13
105.0698 C8H9+ 1 105.0699 -1.1
107.0489 C7H7O+ 1 107.0491 -2.41
118.0413 C8H6O+ 1 118.0413 -0.35
119.0493 C8H7O+ 1 119.0491 1.2
120.057 C8H8O+ 1 120.057 0.31
121.0647 C8H9O+ 1 121.0648 -0.88
122.0726 C8H10O+ 1 122.0726 -0.11
131.0729 C9H9N+ 1 131.073 -0.49
133.0647 C9H9O+ 1 133.0648 -0.67
134.0725 C9H10O+ 1 134.0726 -0.89
135.044 C8H7O2+ 1 135.0441 -0.48
135.0803 C9H11O+ 1 135.0804 -0.77
136.0513 C8H8O2+ 1 136.0519 -4.4
147.0679 C9H9NO+ 1 147.0679 0.16
148.0756 C9H10NO+ 1 148.0757 -0.67
149.0597 C9H9O2+ 1 149.0597 0.28
150.0674 C9H10O2+ 1 150.0675 -0.85
151.0751 C9H11O2+ 1 151.0754 -1.76
158.0722 C11H10O+ 1 158.0726 -2.66
159.0678 C10H9NO+ 1 159.0679 -0.51
160.0755 C10H10NO+ 1 160.0757 -1.47
161.0833 C10H11NO+ 1 161.0835 -1.46
164.1067 C10H14NO+ 1 164.107 -1.53
165.0909 C10H13O2+ 1 165.091 -0.75
174.0552 C10H8NO2+ 1 174.055 1.58
174.0678 C11H10O2+ 1 174.0675 1.83
174.0911 C11H12NO+ 1 174.0913 -1.1
175.063 C10H9NO2+ 1 175.0628 1.4
175.0749 C11H11O2+ 1 175.0754 -2.45
176.0705 C10H10NO2+ 1 176.0706 -0.68
177.0783 C10H11NO2+ 1 177.0784 -0.85
189.0786 C11H11NO2+ 1 189.0784 1.12
189.0909 C12H13O2+ 1 189.091 -0.67
190.0863 C11H12NO2+ 1 190.0863 0
192.1017 C11H14NO2+ 1 192.1019 -1.03
204.1014 C12H14NO2+ 1 204.1019 -2.33
205.1098 C12H15NO2+ 1 205.1097 0.58
250.0979 C17H14O2+ 1 250.0988 -3.78
265.1222 C18H17O2+ 1 265.1223 -0.4
275.1304 C19H17NO+ 1 275.1305 -0.33
280.133 C18H18NO2+ 1 280.1332 -0.84
281.1173 C18H17O3+ 1 281.1172 0.33
293.1169 C19H17O3+ 1 293.1172 -1.26
294.1488 C19H20NO2+ 1 294.1489 -0.28
297.1119 C18H17O4+ 1 297.1121 -0.87
298.1434 C18H20NO3+ 1 298.1438 -1.24
308.1286 C19H18NO3+ 1 308.1281 1.55
309.1126 C19H17O4+ 1 309.1121 1.42
310.1437 C19H20NO3+ 1 310.1438 -0.12
312.1597 C19H22NO3+ 1 312.1594 0.97
322.1434 C20H20NO3+ 1 322.1438 -1.16
326.1382 C19H20NO4+ 1 326.1387 -1.56
340.154 C20H22NO4+ 1 340.1543 -1.03
356.1869 C21H26NO4+ 1 356.1856 3.68
PK$NUM_PEAK: 57
PK$PEAK: m/z int. rel.int.
79.0542 6604.2 3
91.0541 4101.1 2
103.0541 8301.1 4
105.0698 34817.7 19
107.0489 5845.5 3
118.0413 3851.6 2
119.0493 2848.7 1
120.057 4765.5 2
121.0647 10913.8 6
122.0726 4135.4 2
131.0729 24449.4 13
133.0647 22708.3 12
134.0725 21508.3 12
135.044 14450.3 8
135.0803 14100 7
136.0513 4318.3 2
147.0679 8006.5 4
148.0756 67906.4 38
149.0597 4250.1 2
150.0674 143233.1 80
151.0751 31432.8 17
158.0722 2056.2 1
159.0678 31381.7 17
160.0755 10551.4 5
161.0833 9119.5 5
164.1067 1866.4 1
165.0909 220457 123
174.0552 2073.5 1
174.0678 5061.4 2
174.0911 2600.1 1
175.063 2229.5 1
175.0749 2714.3 1
176.0705 141704.4 79
177.0783 240547.6 134
189.0786 2134.1 1
189.0909 7006.4 3
190.0863 53445.9 29
192.1017 1780693.8 999
204.1014 7610.1 4
205.1098 11729.3 6
250.0979 2106.2 1
265.1222 4158.3 2
275.1304 2228 1
280.133 5101.1 2
281.1173 6197.8 3
293.1169 10161.6 5
294.1488 3494.8 1
297.1119 2190.5 1
298.1434 7300 4
308.1286 10793 6
309.1126 2442.7 1
310.1437 4748.3 2
312.1597 6408.1 3
322.1434 11367.9 6
326.1382 6256.6 3
340.154 28474.3 15
356.1869 2424 1
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