ACCESSION: MSBNK-Eawag-EQ368807
RECORD_TITLE: LSD; LC-ESI-QFT; MS2; CE: 120; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 (nominal)
AC$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$SPLASH: splash10-0udi-0910000000-1290ea9b7cef58a34f85
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0228 C4H3+ 1 51.0229 -2.48
54.0338 C3H4N+ 1 54.0338 -0.29
55.0179 C3H3O+ 1 55.0178 0.16
55.0542 C4H7+ 1 55.0542 0.06
56.0495 C3H6N+ 1 56.0495 0.26
63.0228 C5H3+ 1 63.0229 -2.48
68.0494 C4H6N+ 1 68.0495 -1.55
70.0651 C4H8N+ 1 70.0651 -0.79
72.0443 C3H6NO+ 1 72.0444 -0.84
72.0808 C4H10N+ 1 72.0808 -0.22
74.0964 C4H12N+ 1 74.0964 -0.89
77.0385 C6H5+ 1 77.0386 -1.38
86.0964 C5H12N+ 1 86.0964 -0.76
89.0384 C7H5+ 1 89.0386 -1.87
91.0543 C7H7+ 1 91.0542 0.59
94.065 C6H8N+ 1 94.0651 -0.8
95.0491 C6H7O+ 1 95.0491 -0.01
103.0542 C8H7+ 1 103.0542 0.23
105.0447 C6H5N2+ 1 105.0447 -0.61
115.0542 C9H7+ 1 115.0542 -0.06
116.062 C9H8+ 1 116.0621 -0.01
117.0573 C8H7N+ 1 117.0573 -0.01
126.0465 C10H6+ 1 126.0464 0.54
127.0542 C10H7+ 1 127.0542 0.11
128.062 C10H8+ 1 128.0621 -0.25
129.0573 C9H7N+ 1 129.0573 0.07
129.0698 C10H9+ 1 129.0699 -0.44
130.0652 C9H8N+ 1 130.0651 0.34
139.0542 C11H7+ 1 139.0542 -0.05
140.0499 C10H6N+ 1 140.0495 2.96
140.062 C11H8+ 1 140.0621 -0.23
141.0574 C10H7N+ 1 141.0573 0.7
141.0699 C11H9+ 1 141.0699 0.02
142.0653 C10H8N+ 1 142.0651 1.02
143.0726 C10H9N+ 1 143.073 -2.31
144.0573 C10H8O+ 1 144.057 2.59
145.0648 C10H9O+ 1 145.0648 0.34
150.0466 C12H6+ 1 150.0464 1.46
151.0542 C12H7+ 1 151.0542 0.09
152.062 C12H8+ 1 152.0621 -0.08
153.0573 C11H7N+ 1 153.0573 0.06
153.0699 C12H9+ 1 153.0699 -0.17
154.0651 C11H8N+ 1 154.0651 -0.23
155.0603 C10H7N2+ 1 155.0604 -0.22
155.0729 C11H9N+ 1 155.073 -0.26
156.0572 C11H8O+ 1 156.057 1.37
156.0808 C11H10N+ 1 156.0808 0.48
163.0542 C13H7+ 1 163.0542 -0.22
164.062 C13H8+ 1 164.0621 -0.31
165.0699 C13H9+ 1 165.0699 0.08
166.0651 C12H8N+ 1 166.0651 -0.03
167.0729 C12H9N+ 1 167.073 0
168.0569 C12H8O+ 1 168.057 -0.28
168.0807 C12H10N+ 1 168.0808 -0.39
169.0648 C12H9O+ 1 169.0648 -0.07
170.0599 C11H8NO+ 1 170.06 -0.82
171.0804 C12H11O+ 1 171.0804 -0.13
172.0519 C11H8O2+ 1 172.0519 -0.18
176.0617 C14H8+ 1 176.0621 -1.77
177.0571 C13H7N+ 1 177.0573 -0.91
177.07 C14H9+ 1 177.0699 0.75
178.0651 C13H8N+ 1 178.0651 0.08
179.0605 C12H7N2+ 1 179.0604 0.81
179.0728 C13H9N+ 1 179.073 -0.79
180.057 C13H8O+ 1 180.057 0.08
180.0807 C13H10N+ 1 180.0808 -0.31
181.0648 C13H9O+ 1 181.0648 -0.06
181.076 C12H9N2+ 1 181.076 -0.25
181.0882 C13H11N+ 1 181.0886 -1.94
182.0839 C12H10N2+ 1 182.0838 0.22
182.0966 C13H12N+ 1 182.0964 0.79
183.0683 C12H9NO+ 1 183.0679 2.32
184.0519 C12H8O2+ 1 184.0519 0.16
184.0755 C12H10NO+ 1 184.0757 -0.87
185.0471 C11H7NO2+ 1 185.0471 0.11
189.0575 C14H7N+ 1 189.0573 0.84
190.0651 C14H8N+ 1 190.0651 -0.29
191.0729 C14H9N+ 1 191.073 -0.37
192.0681 C13H8N2+ 1 192.0682 -0.47
192.0807 C14H10N+ 1 192.0808 -0.34
193.0761 C13H9N2+ 1 193.076 0.18
193.0886 C14H11N+ 1 193.0886 -0.16
194.0603 C13H8NO+ 1 194.06 1.18
194.0837 C13H10N2+ 1 194.0838 -0.82
194.0965 C14H12N+ 1 194.0964 0.12
195.0922 C13H11N2+ 1 195.0917 2.85
195.1042 C14H13N+ 1 195.1043 -0.41
196.0519 C13H8O2+ 1 196.0519 -0.06
196.0758 C13H10NO+ 1 196.0757 0.41
198.0913 C13H12NO+ 1 198.0913 -0.31
204.0811 C15H10N+ 1 204.0808 1.54
205.0761 C14H9N2+ 1 205.076 0.37
206.0602 C14H8NO+ 1 206.06 0.92
206.0839 C14H10N2+ 1 206.0838 0.34
207.0683 C14H9NO+ 1 207.0679 1.86
207.0917 C14H11N2+ 1 207.0917 0.12
208.0759 C14H10NO+ 1 208.0757 0.77
208.0998 C14H12N2+ 1 208.0995 1.25
211.0628 C13H9NO2+ 1 211.0628 0.33
212.0465 C11H6N3O2+ 1 212.0455 4.89
219.0917 C15H11N2+ 1 219.0917 0.16
220.0995 C15H12N2+ 1 220.0995 -0.14
221.1073 C15H13N2+ 1 221.1073 0.11
223.1232 C15H15N2+ 1 223.123 0.83
PK$NUM_PEAK: 104
PK$PEAK: m/z int. rel.int.
51.0228 204267.5 1
54.0338 879297.3 4
55.0179 2817860 14
55.0542 200489.7 1
56.0495 2109698.8 10
63.0228 500522.8 2
68.0494 526003.8 2
70.0651 641541.6 3
72.0443 2233471 11
72.0808 936345.5 4
74.0964 4642183.5 23
77.0385 624906.8 3
86.0964 205424.2 1
89.0384 211452.1 1
91.0543 306740.5 1
94.065 275662.9 1
95.0491 597888.5 3
103.0542 1615964.4 8
105.0447 610724.8 3
115.0542 9599357 48
116.062 1711344.4 8
117.0573 1538098.4 7
126.0465 2194261.8 11
127.0542 5419561.5 27
128.062 8892496 44
129.0573 270745.5 1
129.0698 4507814 22
130.0652 2417987 12
139.0542 19480400 98
140.0499 2128804 10
140.062 15315617 77
141.0574 817317 4
141.0699 3873116.8 19
142.0653 745190.6 3
143.0726 202986.2 1
144.0573 506781.1 2
145.0648 5690638.5 28
150.0466 1615734.6 8
151.0542 8052696 40
152.062 198341760 999
153.0573 6758611.5 34
153.0699 70681720 356
154.0651 32016588 161
155.0603 16210164 81
155.0729 3342443 16
156.0572 209686.5 1
156.0808 1293576.4 6
163.0542 12036338 60
164.062 31877252 160
165.0699 28766620 144
166.0651 21890812 110
167.0729 35915260 180
168.0569 12581822 63
168.0807 3262503.8 16
169.0648 16605942 83
170.0599 1606877.8 8
171.0804 1197631.8 6
172.0519 956010.9 4
176.0617 240769.5 1
177.0571 825074.9 4
177.07 247965.2 1
178.0651 42823028 215
179.0605 11714426 59
179.0728 15796827 79
180.057 13718784 69
180.0807 55606156 280
181.0648 4010847.5 20
181.076 10044792 50
181.0882 4869986 24
182.0839 4662456 23
182.0966 540709.9 2
183.0683 238368.1 1
184.0519 4029962.2 20
184.0755 2383715.2 12
185.0471 1580467.5 7
189.0575 850886.9 4
190.0651 9751357 49
191.0729 27890404 140
192.0681 11995823 60
192.0807 11932159 60
193.0761 12311103 62
193.0886 1784330.2 8
194.0603 737506.7 3
194.0837 609704.8 3
194.0965 8625325 43
195.0922 446450.2 2
195.1042 457047.2 2
196.0519 3386386 17
196.0758 200363.4 1
198.0913 1053552.2 5
204.0811 526722.2 2
205.0761 15379020 77
206.0602 3982817.8 20
206.0839 23835182 120
207.0683 8807726 44
207.0917 68304568 344
208.0759 213318.3 1
208.0998 1813506.5 9
211.0628 833747.3 4
212.0465 2028333.4 10
219.0917 906890.5 4
220.0995 2301443.8 11
221.1073 3984634 20
223.1232 563456.1 2
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