ACCESSION: MSBNK-NaToxAq-NA003601
RECORD_TITLE: Tetrahydropalmatin; LC-ESI-ITFT; MS2; CE: 95%; 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 95% (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-a91b5756ecad88455cd9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
77.0386 C6H5+ 1 77.0386 0.22
78.0464 C6H6+ 1 78.0464 0.27
79.0542 C6H7+ 1 79.0542 0.04
90.0464 C7H6+ 1 90.0464 0.49
91.0542 C7H7+ 1 91.0542 -0.04
92.0619 C7H8+ 1 92.0621 -1.22
93.0699 C7H9+ 1 93.0699 0.58
95.049 C6H7O+ 1 95.0491 -1.52
102.0464 C8H6+ 1 102.0464 -0.12
103.0542 C8H7+ 1 103.0542 -0.33
104.062 C8H8+ 1 104.0621 -0.03
105.0335 C7H5O+ 1 105.0335 0.35
105.0699 C8H9+ 1 105.0699 0.05
107.0491 C7H7O+ 1 107.0491 -0.21
108.057 C7H8O+ 1 108.057 0.3
109.0647 C7H9O+ 1 109.0648 -0.54
115.054 C9H7+ 1 115.0542 -2.28
117.0572 C8H7N+ 1 117.0573 -1.22
118.0413 C8H6O+ 1 118.0413 -0.18
118.0651 C8H8N+ 1 118.0651 -0.36
119.0491 C8H7O+ 1 119.0491 -0.04
119.073 C8H9N+ 1 119.073 0.17
120.057 C8H8O+ 1 120.057 0.03
120.0807 C8H10N+ 1 120.0808 -0.52
121.0648 C8H9O+ 1 121.0648 -0.15
122.0726 C8H10O+ 1 122.0726 0.12
124.0518 C7H8O2+ 1 124.0519 -0.54
130.0651 C9H8N+ 1 130.0651 -0.25
131.0729 C9H9N+ 1 131.073 -0.13
132.057 C9H8O+ 1 132.057 -0.08
133.0521 C8H7NO+ 1 133.0522 -0.63
133.0646 C9H9O+ 1 133.0648 -1.34
134.06 C8H8NO+ 1 134.06 -0.62
134.0726 C9H10O+ 1 134.0726 -0.3
135.0441 C8H7O2+ 1 135.0441 0.22
135.0803 C9H11O+ 1 135.0804 -1.09
139.0752 C8H11O2+ 1 139.0754 -0.89
145.0523 C9H7NO+ 1 145.0522 0.42
145.0649 C10H9O+ 1 145.0648 0.61
146.06 C9H8NO+ 1 146.06 -0.22
146.0731 C10H10O+ 1 146.0726 3.63
147.0679 C9H9NO+ 1 147.0679 0.19
148.0519 C9H8O2+ 1 148.0519 0.12
148.0756 C9H10NO+ 1 148.0757 -0.34
149.0468 C8H7NO2+ 1 149.0471 -2.54
149.0595 C9H9O2+ 1 149.0597 -1.33
150.0675 C9H10O2+ 1 150.0675 -0.41
151.0748 C9H11O2+ 1 151.0754 -3.75
158.0599 C10H8NO+ 1 158.06 -1.07
158.0728 C11H10O+ 1 158.0726 0.94
159.0679 C10H9NO+ 1 159.0679 0.17
160.0756 C10H10NO+ 1 160.0757 -0.69
161.0595 C10H9O2+ 1 161.0597 -1.32
161.0833 C10H11NO+ 1 161.0835 -1.45
162.055 C9H8NO2+ 1 162.055 0.11
162.0911 C10H12NO+ 1 162.0913 -1.35
163.063 C9H9NO2+ 1 163.0628 1.14
165.091 C10H13O2+ 1 165.091 0.08
174.055 C10H8NO2+ 1 174.055 0.23
175.0627 C10H9NO2+ 1 175.0628 -0.56
176.0706 C10H10NO2+ 1 176.0706 -0.13
177.0783 C10H11NO2+ 1 177.0784 -0.48
179.086 C14H11+ 1 179.0855 2.38
188.0705 C11H10NO2+ 1 188.0706 -0.42
190.0862 C11H12NO2+ 1 190.0863 -0.42
192.1018 C11H14NO2+ 1 192.1019 -0.58
195.0809 C14H11O+ 1 195.0804 2.16
203.0849 C16H11+ 1 203.0855 -3.29
207.0805 C15H11O+ 1 207.0804 0.4
218.073 C16H10O+ 1 218.0726 1.55
219.0801 C16H11O+ 1 219.0804 -1.59
221.0959 C16H13O+ 1 221.0961 -0.76
223.0761 C15H11O2+ 1 223.0754 3.38
233.0961 C17H13O+ 1 233.0961 0.07
235.0759 C16H11O2+ 1 235.0754 2.38
235.099 C16H13NO+ 1 235.0992 -0.5
236.1077 C16H14NO+ 1 236.107 2.79
237.091 C16H13O2+ 1 237.091 0.1
249.0909 C17H13O2+ 1 249.091 -0.27
250.0861 C16H12NO2+ 1 250.0863 -0.74
250.0986 C17H14O2+ 1 250.0988 -0.82
251.0699 C16H11O3+ 1 251.0703 -1.57
252.1026 C16H14NO2+ 1 252.1019 2.78
264.1021 C17H14NO2+ 1 264.1019 0.67
265.0855 C17H13O3+ 1 265.0859 -1.55
266.1172 C17H16NO2+ 1 266.1176 -1.51
278.1174 C18H16NO2+ 1 278.1176 -0.6
279.1261 C18H17NO2+ 1 279.1254 2.41
292.0958 C18H14NO3+ 1 292.0968 -3.56
294.1135 C18H16NO3+ 1 294.1125 3.53
296.128 C18H18NO3+ 1 296.1281 -0.49
306.1125 C19H16NO3+ 1 306.1125 0.02
324.1231 C19H18NO4+ 1 324.123 0.33
PK$NUM_PEAK: 93
PK$PEAK: m/z int. rel.int.
77.0386 6305 12
78.0464 3080.6 6
79.0542 20012.5 40
90.0464 3149.3 6
91.0542 17076.2 34
92.0619 1985.9 4
93.0699 3242.3 6
95.049 1489.5 3
102.0464 2354.8 4
103.0542 20825.9 42
104.062 7541.9 15
105.0335 2335.1 4
105.0699 25413.8 51
107.0491 30994.9 63
108.057 3053.1 6
109.0647 1177 2
115.054 2781.2 5
117.0572 1129.7 2
118.0413 7718.9 15
118.0651 12893.2 26
119.0491 12000.8 24
119.073 8728.7 17
120.057 12906.2 26
120.0807 2700.6 5
121.0648 32386 66
122.0726 5186.3 10
124.0518 1983 4
130.0651 14770.4 30
131.0729 267448.9 546
132.057 2297.7 4
133.0521 6690.4 13
133.0646 11933.2 24
134.06 6597.2 13
134.0726 22819 46
135.0441 36707.3 75
135.0803 5212 10
139.0752 1154.4 2
145.0523 1266.6 2
145.0649 2052.3 4
146.06 16061.2 32
146.0731 2022 4
147.0679 74709.6 152
148.0519 16087.5 32
148.0756 319989.3 654
149.0468 1921.4 3
149.0595 9824.3 20
150.0675 55608.9 113
151.0748 9184.2 18
158.0599 2468.7 5
158.0728 3071.2 6
159.0679 66171.9 135
160.0756 41381.7 84
161.0595 2199.8 4
161.0833 9547.5 19
162.055 6304.5 12
162.0911 1753.4 3
163.063 2697.3 5
165.091 26003.6 53
174.055 17500.6 35
175.0627 4116.6 8
176.0706 488512.4 999
177.0783 193938 396
179.086 1850.2 3
188.0705 1796.6 3
190.0862 19451.2 39
192.1018 241228.3 493
195.0809 1399 2
203.0849 1704.8 3
207.0805 2608.9 5
218.073 1735.4 3
219.0801 2199.8 4
221.0959 3253.8 6
223.0761 1694.4 3
233.0961 1267.4 2
235.0759 3505.2 7
235.099 1497.9 3
236.1077 1834.9 3
237.091 2210.8 4
249.0909 3248.8 6
250.0861 2197.4 4
250.0986 1983.6 4
251.0699 1449.1 2
252.1026 1379 2
264.1021 4428.6 9
265.0855 1057.9 2
266.1172 1743.1 3
278.1174 3197.6 6
279.1261 1224.2 2
292.0958 1934.9 3
294.1135 2321.1 4
296.128 3387.2 6
306.1125 3622.6 7
324.1231 4047.3 8
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