ACCESSION: MSBNK-NaToxAq-NA003238
RECORD_TITLE: Tetrahydropalmatin; LC-ESI-ITFT; MS2; CE: 80%; 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 80% (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-0900000000-0fd31487a997f0f1c953
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
77.0384 C6H5+ 1 77.0386 -1.81
79.0543 C6H7+ 1 79.0542 0.79
91.0542 C7H7+ 1 91.0542 -0.55
103.0543 C8H7+ 1 103.0542 0.35
104.0623 C8H8+ 1 104.0621 2.26
105.0699 C8H9+ 1 105.0699 0.36
107.0492 C7H7O+ 1 107.0491 0.51
108.0573 C7H8O+ 1 108.057 3.19
118.0415 C8H6O+ 1 118.0413 1.46
119.0492 C8H7O+ 1 119.0491 0.49
120.0571 C8H8O+ 1 120.057 0.88
121.0648 C8H9O+ 1 121.0648 0.32
122.0728 C8H10O+ 1 122.0726 1.2
131.073 C9H9N+ 1 131.073 0.67
132.0571 C9H8O+ 1 132.057 0.95
133.0649 C9H9O+ 1 133.0648 1.05
134.0727 C9H10O+ 1 134.0726 0.7
135.0442 C8H7O2+ 1 135.0441 1.22
135.0805 C9H11O+ 1 135.0804 0.25
136.0522 C8H8O2+ 1 136.0519 1.99
145.0655 C10H9O+ 1 145.0648 4.79
146.0603 C9H8NO+ 1 146.06 2.05
147.068 C9H9NO+ 1 147.0679 1.09
148.0521 C9H8O2+ 1 148.0519 1.63
148.0758 C9H10NO+ 1 148.0757 0.56
149.06 C9H9O2+ 1 149.0597 2.23
150.0676 C9H10O2+ 1 150.0675 0.58
151.0754 C9H11O2+ 1 151.0754 0.06
158.073 C11H10O+ 1 158.0726 2.36
159.068 C10H9NO+ 1 159.0679 0.92
160.0758 C10H10NO+ 1 160.0757 0.91
161.0836 C10H11NO+ 1 161.0835 0.34
162.0551 C9H8NO2+ 1 162.055 0.76
164.0832 C10H12O2+ 1 164.0832 -0.01
165.0911 C10H13O2+ 1 165.091 0.82
174.0552 C10H8NO2+ 1 174.055 1.67
174.0673 C11H10O2+ 1 174.0675 -1.42
174.0915 C11H12NO+ 1 174.0913 0.92
175.0633 C10H9NO2+ 1 175.0628 3.06
175.0758 C11H11O2+ 1 175.0754 2.52
176.0707 C10H10NO2+ 1 176.0706 0.79
177.0785 C10H11NO2+ 1 177.0784 0.53
189.0787 C11H11NO2+ 1 189.0784 1.44
190.0864 C11H12NO2+ 1 190.0863 0.96
192.102 C11H14NO2+ 1 192.1019 0.32
204.1023 C12H14NO2+ 1 204.1019 1.93
221.0962 C16H13O+ 1 221.0961 0.7
237.0908 C16H13O2+ 1 237.091 -0.74
250.0991 C17H14O2+ 1 250.0988 0.98
251.1075 C17H15O2+ 1 251.1067 3.47
275.1316 C19H17NO+ 1 275.1305 4
278.1185 C18H16NO2+ 1 278.1176 3.3
280.1335 C18H18NO2+ 1 280.1332 1.23
293.1164 C19H17O3+ 1 293.1172 -2.72
294.1134 C18H16NO3+ 1 294.1125 3.07
296.1279 C18H18NO3+ 1 296.1281 -0.75
298.1433 C18H20NO3+ 1 298.1438 -1.44
306.1139 C19H16NO3+ 1 306.1125 4.73
308.1293 C19H18NO3+ 1 308.1281 3.73
310.1083 C18H16NO4+ 1 310.1074 3.06
322.1442 C20H20NO3+ 1 322.1438 1.3
324.1225 C19H18NO4+ 1 324.123 -1.58
326.1397 C19H20NO4+ 1 326.1387 3.21
340.1543 C20H22NO4+ 1 340.1543 -0.22
PK$NUM_PEAK: 64
PK$PEAK: m/z int. rel.int.
77.0384 1228.1 2
79.0543 8812.8 16
91.0542 4964.2 9
103.0543 9258.5 17
104.0623 2911.9 5
105.0699 23377.3 44
107.0492 9836.2 18
108.0573 1156.8 2
118.0415 4695.6 8
119.0492 4900.8 9
120.0571 5512.4 10
121.0648 13475.9 25
122.0728 3909.9 7
131.073 84078 160
132.0571 2019.4 3
133.0649 11772.9 22
134.0727 17391 33
135.0442 15625.8 29
135.0805 5324.9 10
136.0522 2664.6 5
145.0655 1775.3 3
146.0603 4725.2 9
147.068 24926.7 47
148.0521 7454 14
148.0758 139212 266
149.06 4164.6 7
150.0676 65394.1 125
151.0754 9792.3 18
158.073 1873 3
159.068 53250.9 101
160.0758 18472.4 35
161.0836 7003.5 13
162.0551 2572.1 4
164.0832 1203 2
165.0911 44620.6 85
174.0552 4712.9 9
174.0673 1757.1 3
174.0915 1322.8 2
175.0633 2599.8 4
175.0758 1360.5 2
176.0707 234767.7 449
177.0785 206909.9 396
189.0787 1966.8 3
190.0864 24803.3 47
192.102 521712.8 999
204.1023 1195.1 2
221.0962 1154.5 2
237.0908 2037.3 3
250.0991 2376.3 4
251.1075 1287.1 2
275.1316 1135.2 2
278.1185 1921.8 3
280.1335 2130.3 4
293.1164 1215.7 2
294.1134 1684.1 3
296.1279 2835.3 5
298.1433 1739 3
306.1139 1953.8 3
308.1293 2072.9 3
310.1083 1674.2 3
322.1442 2045.8 3
324.1225 4296 8
326.1397 1198.8 2
340.1543 3718.8 7
//
