ACCESSION: MSBNK-Eawag-EQ368806
RECORD_TITLE: LSD; LC-ESI-QFT; MS2; CE: 90; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3688
CH$NAME: LSD
CH$NAME: D-Lysergic acid N,N-diethylamide
CH$NAME: N,N-diethyl-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C20H25N3O
CH$EXACT_MASS: 323.19976
CH$SMILES: CCN(CC)C(=O)C1CN(C2CC3=CNC4=CC=CC(=C34)C2=C1)C
CH$IUPAC: InChI=1S/C20H25N3O/c1-4-23(5-2)20(24)14-9-16-15-7-6-8-17-19(15)13(11-21-17)10-18(16)22(3)12-14/h6-9,11,14,18,21H,4-5,10,12H2,1-3H3
CH$LINK: CAS
50-37-3
CH$LINK: PUBCHEM
CID:3981
CH$LINK: INCHIKEY
VAYOSLLFUXYJDT-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
3843
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 90 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 5.6 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 324.2062
MS$FOCUSED_ION: PRECURSOR_M/Z 324.207
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 1.9.6
PK$SPLASH: splash10-0pc3-0930000000-ed70d4cec92b18d512f6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
54.0339 C3H4N+ 1 54.0338 1.19
55.0178 C3H3O+ 1 55.0178 -0.2
56.0495 C3H6N+ 1 56.0495 -0.28
58.0651 C3H8N+ 1 58.0651 -0.1
68.0494 C4H6N+ 1 68.0495 -0.82
70.0651 C4H8N+ 1 70.0651 -0.94
72.0443 C3H6NO+ 1 72.0444 -0.7
72.0807 C4H10N+ 1 72.0808 -0.77
74.0964 C4H12N+ 1 74.0964 -0.75
84.0443 C4H6NO+ 1 84.0444 -1.07
86.0964 C5H12N+ 1 86.0964 -0.07
94.065 C6H8N+ 1 94.0651 -0.91
100.0755 C5H10NO+ 1 100.0757 -1.6
103.0542 C8H7+ 1 103.0542 -0.65
115.0542 C9H7+ 1 115.0542 -0.32
116.062 C9H8+ 1 116.0621 -0.1
117.0573 C8H7N+ 1 117.0573 -0.01
126.0462 C10H6+ 1 126.0464 -1.52
127.054 C10H7+ 1 127.0542 -1.94
128.062 C10H8+ 1 128.0621 -0.09
128.1069 C7H14NO+ 1 128.107 -0.63
129.0698 C10H9+ 1 129.0699 -0.44
130.0652 C9H8N+ 1 130.0651 0.34
139.0541 C11H7+ 1 139.0542 -0.7
140.0491 C10H6N+ 1 140.0495 -2.75
140.062 C11H8+ 1 140.0621 -0.44
141.0698 C11H9+ 1 141.0699 -0.4
142.0651 C10H8N+ 1 142.0651 0.17
144.0808 C10H10N+ 1 144.0808 -0.04
145.0648 C10H9O+ 1 145.0648 -0.01
151.0539 C12H7+ 1 151.0542 -2.03
152.062 C12H8+ 1 152.0621 -0.01
153.0699 C12H9+ 1 153.0699 -0.04
154.0651 C11H8N+ 1 154.0651 -0.23
155.0603 C10H7N2+ 1 155.0604 -0.35
155.0729 C11H9N+ 1 155.073 -0.07
155.0855 C12H11+ 1 155.0855 -0.3
156.0808 C11H10N+ 1 156.0808 -0.1
163.0541 C13H7+ 1 163.0542 -0.53
164.062 C13H8+ 1 164.0621 -0.31
165.0699 C13H9+ 1 165.0699 0.2
166.0652 C12H8N+ 1 166.0651 0.27
166.0772 C13H10+ 1 166.0777 -2.96
167.073 C12H9N+ 1 167.073 0.12
168.057 C12H8O+ 1 168.057 0.2
168.0808 C12H10N+ 1 168.0808 -0.03
169.0649 C12H9O+ 1 169.0648 0.64
169.0762 C11H9N2+ 1 169.076 1.27
169.0884 C12H11N+ 1 169.0886 -1.19
170.0599 C11H8NO+ 1 170.06 -0.71
170.0964 C12H12N+ 1 170.0964 -0.33
171.0805 C12H11O+ 1 171.0804 0.05
177.0701 C14H9+ 1 177.0699 0.98
178.0651 C13H8N+ 1 178.0651 0.08
179.0729 C13H9N+ 1 179.073 -0.23
180.0572 C13H8O+ 1 180.057 1.24
180.0807 C13H10N+ 1 180.0808 -0.14
181.0647 C13H9O+ 1 181.0648 -0.39
181.0759 C12H9N2+ 1 181.076 -0.58
181.0885 C13H11N+ 1 181.0886 -0.78
182.0838 C12H10N2+ 1 182.0838 -0.22
182.0964 C13H12N+ 1 182.0964 -0.14
183.0917 C12H11N2+ 1 183.0917 0.14
184.0518 C12H8O2+ 1 184.0519 -0.49
184.0756 C12H10NO+ 1 184.0757 -0.38
185.0469 C11H7NO2+ 1 185.0471 -1.3
190.0651 C14H8N+ 1 190.0651 -0.29
191.0729 C14H9N+ 1 191.073 -0.21
192.0807 C14H10N+ 1 192.0808 -0.24
193.0761 C13H9N2+ 1 193.076 0.13
193.0885 C14H11N+ 1 193.0886 -0.63
194.0599 C13H8NO+ 1 194.06 -0.83
194.0964 C14H12N+ 1 194.0964 0.07
195.0918 C13H11N2+ 1 195.0917 0.8
195.1041 C14H13N+ 1 195.1043 -0.72
196.0519 C13H8O2+ 1 196.0519 -0.06
196.0996 C13H12N2+ 1 196.0995 0.77
196.1119 C14H14N+ 1 196.1121 -1.15
197.1073 C13H13N2+ 1 197.1073 -0.18
204.081 C15H10N+ 1 204.0808 1.29
205.0762 C14H9N2+ 1 205.076 0.66
206.0602 C14H8NO+ 1 206.06 0.87
206.0839 C14H10N2+ 1 206.0838 0.39
206.0961 C15H12N+ 1 206.0964 -1.39
207.0681 C14H9NO+ 1 207.0679 0.99
207.0917 C14H11N2+ 1 207.0917 -0.02
208.0757 C14H10NO+ 1 208.0757 0.24
208.0995 C14H12N2+ 1 208.0995 0
209.0832 C14H11NO+ 1 209.0835 -1.6
209.1072 C14H13N2+ 1 209.1073 -0.6
219.0917 C15H11N2+ 1 219.0917 0.12
220.0994 C15H12N2+ 1 220.0995 -0.23
221.1073 C15H13N2+ 1 221.1073 -0.02
222.1152 C15H14N2+ 1 222.1151 0.32
223.123 C15H15N2+ 1 223.123 0.29
235.0862 C15H11N2O+ 1 235.0866 -1.78
PK$NUM_PEAK: 97
PK$PEAK: m/z int. rel.int.
54.0339 265554.9 1
55.0178 3844779.8 21
56.0495 3179343.8 17
58.0651 296505.1 1
68.0494 592654.9 3
70.0651 1124519 6
72.0443 10163412 56
72.0807 2977922.8 16
74.0964 16924472 94
84.0443 236719.9 1
86.0964 1146318 6
94.065 295799.6 1
100.0755 1111765.8 6
103.0542 261184.3 1
115.0542 3321809.2 18
116.062 518234.9 2
117.0573 912483.9 5
126.0462 260839.7 1
127.054 519407.6 2
128.062 3475393.2 19
128.1069 1449511 8
129.0698 9473971 52
130.0652 2334254.8 12
139.0541 1883573.6 10
140.0491 274137.7 1
140.062 2905776.8 16
141.0698 3309126 18
142.0651 538274.1 2
144.0808 810879.2 4
145.0648 792055.6 4
151.0539 1495859.6 8
152.062 49387052 274
153.0699 126429512 703
154.0651 27719968 154
155.0603 2514149.8 13
155.0729 2851648 15
155.0855 2453325.2 13
156.0808 3512454.2 19
163.0541 2358441.8 13
164.062 10037685 55
165.0699 20982212 116
166.0652 4742594 26
166.0772 991057.6 5
167.073 57598732 320
168.057 3695577.8 20
168.0808 9311330 51
169.0649 2772497.8 15
169.0762 525748.1 2
169.0884 248167.6 1
170.0599 236583.9 1
170.0964 777462.5 4
171.0805 2303386.5 12
177.0701 195552.1 1
178.0651 16068870 89
179.0614 2129687 11
179.0729 22161250 123
180.0572 11411018 63
180.0807 135521248 754
181.0647 15020099 83
181.0759 11680280 65
181.0885 20262216 112
182.0838 21377314 119
182.0964 9205632 51
183.0917 184491.3 1
184.0518 3672144.2 20
184.0756 620722.9 3
185.0469 300095.2 1
190.0651 14836200 82
191.0729 67700264 376
192.0807 36803220 204
193.0761 24770358 137
193.0885 3444023 19
194.0599 2391851 13
194.0964 14773716 82
195.0918 1547250.1 8
195.1041 4504296 25
196.0519 287765.3 1
196.0996 1334694 7
196.1119 1216806.9 6
197.1073 3804507.2 21
204.081 928511.7 5
205.0762 8290198.5 46
206.0602 2031304.6 11
206.0839 9980617 55
206.0961 956414.7 5
207.0681 75727256 421
207.0917 179439360 999
208.0757 13718805 76
208.0995 18453166 102
209.0832 182868.3 1
209.1072 1761797 9
219.0917 1122033.5 6
220.0994 6168422.5 34
221.1073 16335721 90
222.1152 1846034.2 10
223.123 6367910 35
235.0862 758794.4 4
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