ACCESSION: MSBNK-NaToxAq-NA003236
RECORD_TITLE: Tetrahydropalmatin; LC-ESI-ITFT; MS2; CE: 70%; 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 70% (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: splash10-0006-0900000000-14d82fb9ee916a6c55f2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
77.0387 C6H5+ 1 77.0386 0.97
79.0542 C6H7+ 1 79.0542 -0.56
91.0543 C7H7+ 1 91.0542 0.7
103.0542 C8H7+ 1 103.0542 -0.61
104.0619 C8H8+ 1 104.0621 -1.48
105.0699 C8H9+ 1 105.0699 -0.23
107.0491 C7H7O+ 1 107.0491 -0.42
118.0415 C8H6O+ 1 118.0413 1.52
119.049 C8H7O+ 1 119.0491 -1.49
120.0569 C8H8O+ 1 120.057 -0.58
121.0647 C8H9O+ 1 121.0648 -0.88
122.0725 C8H10O+ 1 122.0726 -0.93
131.0729 C9H9N+ 1 131.073 -0.02
132.0571 C9H8O+ 1 132.057 1.06
133.0647 C9H9O+ 1 133.0648 -0.32
134.0726 C9H10O+ 1 134.0726 -0.21
135.0441 C8H7O2+ 1 135.0441 0.09
135.0804 C9H11O+ 1 135.0804 -0.09
136.0518 C8H8O2+ 1 136.0519 -0.81
137.0593 C8H9O2+ 1 137.0597 -2.92
145.0647 C10H9O+ 1 145.0648 -0.68
146.0601 C9H8NO+ 1 146.06 0.27
147.0679 C9H9NO+ 1 147.0679 0.57
148.0757 C9H10NO+ 1 148.0757 -0.16
149.0595 C9H9O2+ 1 149.0597 -1.05
150.0675 C9H10O2+ 1 150.0675 -0.24
151.075 C9H11O2+ 1 151.0754 -2.66
158.0726 C11H10O+ 1 158.0726 -0.15
159.0679 C10H9NO+ 1 159.0679 -0.03
160.0755 C10H10NO+ 1 160.0757 -1.28
161.0591 C10H9O2+ 1 161.0597 -3.89
161.0835 C10H11NO+ 1 161.0835 0.05
162.0547 C9H8NO2+ 1 162.055 -1.5
164.0829 C10H12O2+ 1 164.0832 -1.78
164.1068 C10H14NO+ 1 164.107 -1.16
165.091 C10H13O2+ 1 165.091 -0.01
174.0552 C10H8NO2+ 1 174.055 1.58
174.0675 C11H10O2+ 1 174.0675 -0.01
175.0628 C10H9NO2+ 1 175.0628 -0.17
175.0756 C11H11O2+ 1 175.0754 1.56
176.0706 C10H10NO2+ 1 176.0706 0.01
177.0784 C10H11NO2+ 1 177.0784 -0.16
189.0784 C11H11NO2+ 1 189.0784 -0.09
189.0908 C12H13O2+ 1 189.091 -1.07
190.0864 C11H12NO2+ 1 190.0863 0.56
192.1018 C11H14NO2+ 1 192.1019 -0.55
204.102 C12H14NO2+ 1 204.1019 0.36
205.1098 C12H15NO2+ 1 205.1097 0.21
221.0963 C16H13O+ 1 221.0961 0.77
237.0908 C16H13O2+ 1 237.091 -0.8
249.0909 C17H13O2+ 1 249.091 -0.5
250.0993 C17H14O2+ 1 250.0988 1.89
263.1076 C18H15O2+ 1 263.1067 3.64
264.1152 C18H16O2+ 1 264.1145 2.54
265.1216 C18H17O2+ 1 265.1223 -2.58
275.1314 C19H17NO+ 1 275.1305 3.45
278.1166 C18H16NO2+ 1 278.1176 -3.28
280.1336 C18H18NO2+ 1 280.1332 1.33
281.117 C18H17O3+ 1 281.1172 -0.65
293.117 C19H17O3+ 1 293.1172 -0.84
294.1487 C19H20NO2+ 1 294.1489 -0.69
296.1293 C18H18NO3+ 1 296.1281 3.99
297.1111 C18H17O4+ 1 297.1121 -3.44
298.1439 C18H20NO3+ 1 298.1438 0.5
306.1116 C19H16NO3+ 1 306.1125 -2.84
308.1279 C19H18NO3+ 1 308.1281 -0.63
309.112 C19H17O4+ 1 309.1121 -0.35
310.1446 C19H20NO3+ 1 310.1438 2.54
312.1593 C19H22NO3+ 1 312.1594 -0.3
322.1435 C20H20NO3+ 1 322.1438 -0.69
324.1233 C19H18NO4+ 1 324.123 0.77
324.1607 C20H22NO3+ 1 324.1594 3.85
325.1313 C19H19NO4+ 1 325.1309 1.48
326.1384 C19H20NO4+ 1 326.1387 -0.9
340.1541 C20H22NO4+ 1 340.1543 -0.58
PK$NUM_PEAK: 75
PK$PEAK: m/z int. rel.int.
77.0387 1321.8 1
79.0542 7197.5 6
91.0543 4752 4
103.0542 8762.7 7
104.0619 2525.3 2
105.0699 34270 29
107.0491 5066.5 4
118.0415 3712.1 3
119.049 3426.2 2
120.0569 5489.6 4
121.0647 11682.4 10
122.0725 3216.8 2
131.0729 45706.1 39
132.0571 1289.6 1
133.0647 19942.2 17
134.0726 22181.7 19
135.0441 15226.1 13
135.0804 12251 10
136.0518 3113 2
137.0593 1639.2 1
145.0647 1307 1
146.0601 2600.2 2
147.0679 12680.7 11
148.0757 98486 85
149.0595 5008.6 4
150.0675 117522.7 102
151.075 22760.5 19
158.0726 4341.4 3
159.0679 40089.8 34
160.0755 13402.3 11
161.0591 1465.9 1
161.0835 9239 8
162.0547 2259.5 1
164.0829 2276.9 1
164.1068 1817.3 1
165.091 125254.2 108
174.0552 2500.1 2
174.0675 3721.1 3
175.0628 2530.1 2
175.0756 2666.3 2
176.0706 176309.4 153
177.0784 249996.9 217
189.0784 2436.1 2
189.0908 2414.4 2
190.0864 37681.9 32
192.1018 1148606.2 999
204.102 2136.2 1
205.1098 4874.6 4
221.0963 1247.8 1
237.0908 1551.2 1
249.0909 2055.7 1
250.0993 2803.3 2
263.1076 1275.3 1
264.1152 1251.4 1
265.1216 3482 3
275.1314 1216.3 1
278.1166 1267.1 1
280.1336 3405 2
281.117 4924.5 4
293.117 5273.2 4
294.1487 2385.9 2
296.1293 2916.7 2
297.1111 1924.9 1
298.1439 4435.3 3
306.1116 2012.3 1
308.1279 4418.8 3
309.112 1517.7 1
310.1446 3221.8 2
312.1593 3819.8 3
322.1435 7010.4 6
324.1233 1943.4 1
324.1607 1622.6 1
325.1313 2252.6 1
326.1384 4067.3 3
340.1541 17060.9 14
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