ACCESSION: MSBNK-Eawag-EQ368804
RECORD_TITLE: LSD; LC-ESI-QFT; MS2; CE: 60; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$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$SPLASH: splash10-0a59-0790000000-23c97e35c2a6af1238be
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0179 C3H3O+ 1 55.0178 0.16
56.0495 C3H6N+ 1 56.0495 -0.28
68.0494 C4H6N+ 1 68.0495 -0.38
70.0651 C4H8N+ 1 70.0651 -0.37
72.0443 C3H6NO+ 1 72.0444 -0.7
72.0807 C4H10N+ 1 72.0808 -0.63
74.0964 C4H12N+ 1 74.0964 -0.89
83.0491 C5H7O+ 1 83.0491 -0.26
86.0964 C5H12N+ 1 86.0964 -0.76
100.0756 C5H10NO+ 1 100.0757 -0.6
128.107 C7H14NO+ 1 128.107 -0.24
129.0698 C10H9+ 1 129.0699 -0.67
130.0651 C9H8N+ 1 130.0651 -0.04
139.0536 C11H7+ 1 139.0542 -4.36
142.0653 C10H8N+ 1 142.0651 0.95
144.0809 C10H10N+ 1 144.0808 0.65
153.0699 C12H9+ 1 153.0699 -0.17
154.0651 C11H8N+ 1 154.0651 -0.04
155.0729 C11H9N+ 1 155.073 -0.26
155.0857 C12H11+ 1 155.0855 1.37
156.0808 C11H10N+ 1 156.0808 0.09
165.0699 C13H9+ 1 165.0699 0.08
166.0648 C12H8N+ 1 166.0651 -1.78
167.0729 C12H9N+ 1 167.073 -0.06
167.0855 C13H11+ 1 167.0855 -0.34
168.0807 C12H10N+ 1 168.0808 -0.21
170.0963 C12H12N+ 1 170.0964 -0.74
178.0646 C13H8N+ 1 178.0651 -3.12
179.0727 C13H9N+ 1 179.073 -1.34
179.0854 C14H11+ 1 179.0855 -0.71
180.0807 C13H10N+ 1 180.0808 -0.31
181.0648 C13H9O+ 1 181.0648 0.27
181.0757 C12H9N2+ 1 181.076 -1.68
181.0885 C13H11N+ 1 181.0886 -0.45
182.0841 C12H10N2+ 1 182.0838 1.48
182.0964 C13H12N+ 1 182.0964 -0.25
183.0803 C13H11O+ 1 183.0804 -0.83
190.065 C14H8N+ 1 190.0651 -0.56
191.0729 C14H9N+ 1 191.073 -0.37
192.0807 C14H10N+ 1 192.0808 -0.19
193.0761 C13H9N2+ 1 193.076 0.18
193.0886 C14H11N+ 1 193.0886 0.2
194.0602 C13H8NO+ 1 194.06 1.03
194.0837 C13H10N2+ 1 194.0838 -0.72
194.0964 C14H12N+ 1 194.0964 -0.03
195.0918 C13H11N2+ 1 195.0917 0.74
195.1042 C14H13N+ 1 195.1043 -0.41
196.0994 C13H12N2+ 1 196.0995 -0.71
196.1121 C14H14N+ 1 196.1121 -0.03
197.1073 C13H13N2+ 1 197.1073 0.08
205.0757 C14H9N2+ 1 205.076 -1.78
206.0849 C14H10N2+ 1 206.0838 4.9
206.0965 C15H12N+ 1 206.0964 0.31
207.068 C14H9NO+ 1 207.0679 0.65
207.0917 C14H11N2+ 1 207.0917 0.22
208.0758 C14H10NO+ 1 208.0757 0.33
208.0994 C14H12N2+ 1 208.0995 -0.34
209.1072 C14H13N2+ 1 209.1073 -0.69
210.0913 C14H12NO+ 1 210.0913 -0.34
220.0758 C15H10NO+ 1 220.0757 0.5
220.0995 C15H12N2+ 1 220.0995 -0.14
221.1073 C15H13N2+ 1 221.1073 -0.02
222.1151 C15H14N2+ 1 222.1151 -0.22
223.123 C15H15N2+ 1 223.123 0.02
224.1307 C15H16N2+ 1 224.1308 -0.31
236.0939 C15H12N2O+ 1 236.0944 -2.39
251.1182 C16H15N2O+ 1 251.1179 1.44
253.1698 C17H21N2+ 1 253.1699 -0.34
281.1648 C18H21N2O+ 1 281.1648 -0.03
309.1825 C19H23N3O+ 1 309.1836 -3.44
PK$NUM_PEAK: 70
PK$PEAK: m/z int. rel.int.
55.0179 1182425.5 5
56.0495 3497355.5 16
68.0494 609355.2 2
70.0651 661601.4 3
72.0443 15433083 71
72.0807 5937725.5 27
74.0964 36037700 168
83.0491 533564.4 2
86.0964 619351.2 2
100.0756 11208624 52
128.107 9602945 44
129.0698 3088236 14
130.0651 874610.1 4
139.0536 308216.2 1
142.0653 655418.2 3
144.0809 517052.2 2
153.0699 13386680 62
154.0651 7916575 36
155.0729 707852.1 3
155.0857 285481.1 1
156.0808 10515933 49
165.0699 3568375.8 16
166.0648 712633.8 3
167.0729 16110000 75
167.0855 1357734 6
168.0807 8215359.5 38
170.0963 535483.6 2
178.0646 1129763.8 5
179.0727 2484172.2 11
179.0854 679082.7 3
180.0807 214204992 999
181.0648 6380134.5 29
181.0757 749385.6 3
181.0885 10475178 48
182.0841 11585570 54
182.0964 29957716 139
183.0803 231126.2 1
190.065 10287732 47
191.0729 31352016 146
192.0807 46867352 218
193.0761 9981784 46
193.0886 5639946 26
194.0602 2061247.9 9
194.0837 2492915 11
194.0964 15135637 70
195.0918 1070378.5 4
195.1042 6820641.5 31
196.0994 788807.3 3
196.1121 10177188 47
197.1073 27601232 128
205.0757 1150899.9 5
206.0849 1357457.8 6
206.0965 2905329.5 13
207.068 48655072 226
207.0917 67764536 316
208.0758 192750032 898
208.0994 116085120 541
209.1072 2599251.5 12
210.0913 6982527.5 32
220.0758 2650163.8 12
220.0995 2335158.2 10
221.1073 20900524 97
222.1151 7620401.5 35
223.123 137746608 642
224.1307 1509446.2 7
236.0939 1316780.4 6
251.1182 1768509.9 8
253.1698 2588282.8 12
281.1648 9461500 44
309.1825 322714.5 1
//
