ACCESSION: MSBNK-NaToxAq-NA003603
RECORD_TITLE: Tetrahydropalmatin; LC-ESI-ITFT; MS2; CE: 105%; 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 105% (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: splash10-005a-0900000000-bb144c00c2c3a48d30e8
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 0.57
79.0542 C6H7+ 1 79.0542 -0.73
90.0464 C7H6+ 1 90.0464 0.16
91.0541 C7H7+ 1 91.0542 -0.88
92.062 C7H8+ 1 92.0621 -1.06
93.0698 C7H9+ 1 93.0699 -0.65
102.0463 C8H6+ 1 102.0464 -0.64
103.0541 C8H7+ 1 103.0542 -0.85
104.062 C8H8+ 1 104.0621 -0.76
105.0333 C7H5O+ 1 105.0335 -1.39
105.0698 C8H9+ 1 105.0699 -0.67
107.049 C7H7O+ 1 107.0491 -0.92
108.0568 C7H8O+ 1 108.057 -1.47
115.0542 C9H7+ 1 115.0542 -0.29
117.0574 C8H7N+ 1 117.0573 0.74
118.0412 C8H6O+ 1 118.0413 -0.57
118.0651 C8H8N+ 1 118.0651 -0.36
119.0492 C8H7O+ 1 119.0491 0.22
119.0729 C8H9N+ 1 119.073 -0.47
120.057 C8H8O+ 1 120.057 0.03
120.0809 C8H10N+ 1 120.0808 0.88
121.0647 C8H9O+ 1 121.0648 -0.52
122.0725 C8H10O+ 1 122.0726 -0.63
124.0517 C7H8O2+ 1 124.0519 -1.58
130.065 C9H8N+ 1 130.0651 -0.72
131.0729 C9H9N+ 1 131.073 -0.6
132.0568 C9H8O+ 1 132.057 -1.01
133.0522 C8H7NO+ 1 133.0522 -0.4
133.0647 C9H9O+ 1 133.0648 -0.77
134.0599 C8H8NO+ 1 134.06 -1.19
134.0725 C9H10O+ 1 134.0726 -0.98
135.044 C8H7O2+ 1 135.0441 -0.57
135.0802 C9H11O+ 1 135.0804 -2.1
145.0525 C9H7NO+ 1 145.0522 2.21
146.06 C9H8NO+ 1 146.06 -0.12
147.0678 C9H9NO+ 1 147.0679 -0.23
148.0756 C9H10NO+ 1 148.0757 -0.75
149.0597 C9H9O2+ 1 149.0597 -0.1
150.0674 C9H10O2+ 1 150.0675 -1.12
151.0751 C9H11O2+ 1 151.0754 -1.83
158.0595 C10H8NO+ 1 158.06 -3.2
159.0678 C10H9NO+ 1 159.0679 -0.5
160.0756 C10H10NO+ 1 160.0757 -0.59
161.0834 C10H11NO+ 1 161.0835 -0.41
162.0548 C9H8NO2+ 1 162.055 -1.11
162.0919 C10H12NO+ 1 162.0913 3.26
163.0627 C9H9NO2+ 1 163.0628 -0.45
165.091 C10H13O2+ 1 165.091 -0.2
174.0549 C10H8NO2+ 1 174.055 -0.21
175.063 C10H9NO2+ 1 175.0628 1.35
176.0705 C10H10NO2+ 1 176.0706 -0.65
177.0782 C10H11NO2+ 1 177.0784 -1.17
190.0859 C11H12NO2+ 1 190.0863 -2.03
191.085 C15H11+ 1 191.0855 -3.01
192.1017 C11H14NO2+ 1 192.1019 -1.22
195.08 C14H11O+ 1 195.0804 -2.46
202.0769 C16H10+ 1 202.0777 -3.83
205.0649 C15H9O+ 1 205.0648 0.71
207.0801 C15H11O+ 1 207.0804 -1.45
218.0718 C16H10O+ 1 218.0726 -3.7
219.08 C16H11O+ 1 219.0804 -1.87
221.0957 C16H13O+ 1 221.0961 -1.73
223.075 C15H11O2+ 1 223.0754 -1.55
235.0753 C16H11O2+ 1 235.0754 -0.41
235.0999 C16H13NO+ 1 235.0992 3.33
236.1064 C16H14NO+ 1 236.107 -2.31
237.0916 C16H13O2+ 1 237.091 2.55
238.0983 C16H14O2+ 1 238.0988 -2.21
252.1019 C16H14NO2+ 1 252.1019 0.05
263.0938 C17H13NO2+ 1 263.0941 -0.9
264.1011 C17H14NO2+ 1 264.1019 -3.15
278.1181 C18H16NO2+ 1 278.1176 1.81
280.0959 C17H14NO3+ 1 280.0968 -3.17
PK$NUM_PEAK: 74
PK$PEAK: m/z int. rel.int.
77.0386 5009 14
78.0464 1870.9 5
79.0542 12161.2 34
90.0464 3299.9 9
91.0541 15630.9 44
92.062 2071.3 5
93.0698 3566.7 10
102.0463 4954.4 14
103.0541 16068.1 45
104.062 6767.8 19
105.0333 1779.1 5
105.0698 13361.6 38
107.049 24810.1 70
108.0568 1415.7 4
115.0542 3300.2 9
117.0574 2021.2 5
118.0412 4731.9 13
118.0651 21945.8 62
119.0492 10403.3 29
119.0729 11821.1 33
120.057 6978.6 19
120.0809 2174.9 6
121.0647 26831.9 76
122.0725 1434.7 4
124.0517 1196 3
130.065 29792.8 84
131.0729 217221.7 617
132.0568 2318.4 6
133.0522 10531.5 29
133.0647 5997.7 17
134.0599 5929.9 16
134.0725 12243.6 34
135.044 19194.3 54
135.0802 1808.6 5
145.0525 1407 4
146.06 16183.5 46
147.0678 57519.7 163
148.0756 240470.9 684
149.0597 7572.9 21
150.0674 23604.5 67
151.0751 3317.1 9
158.0595 1629.6 4
159.0678 25552.8 72
160.0756 29389 83
161.0834 3914.2 11
162.0548 3049.3 8
162.0919 1085.6 3
163.0627 2034.3 5
165.091 9381.7 26
174.0549 25159 71
175.063 2410.6 6
176.0705 351141.9 999
177.0782 73008.4 207
190.0859 7074.8 20
191.085 1920.4 5
192.1017 63906 181
195.08 1540.4 4
202.0769 1562.4 4
205.0649 1363 3
207.0801 3105.1 8
218.0718 2118.3 6
219.08 2397.1 6
221.0957 1680.8 4
223.075 1384.7 3
235.0753 2015.7 5
235.0999 2031.5 5
236.1064 2017.8 5
237.0916 1218.2 3
238.0983 1295.7 3
252.1019 2015.6 5
263.0938 1675.6 4
264.1011 2639.2 7
278.1181 1833.4 5
280.0959 1420.6 4
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