ACCESSION: MSBNK-Athens_Univ-AU162511
RECORD_TITLE: LSD; LC-ESI-QTOF; MS2; HILIC; CE: 50 eV; R=35000; [M+H]+
DATE: 2016.02.25
AUTHORS: Nikiforos Alygizakis, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 1625
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: 323.1997624
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$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 50 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME ACQUITY UPLC BEH Amide 1.7 um 2.1x100mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 0/100 at 0-2 min, 95/5 at 12 min, 95/5 at 17 min, 0/100 at 17.1, 0/100 at 25 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 6.231 min
AC$CHROMATOGRAPHY: SOLVENT A Water with 0.01% formic acid and 1mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B Acetonitrile:Water 95:5 with 0.01% formic acid and 1mM ammonium formate
MS$FOCUSED_ION: BASE_PEAK 324.2081
MS$FOCUSED_ION: PRECURSOR_M/Z 324.207
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 1.99.10
PK$SPLASH: splash10-0a4i-0790000000-c1d98104c145eaf2d8fb
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
128.1065 C7H14NO+ 1 128.107 -4.01
129.0694 C10H9+ 1 129.0699 -3.99
141.069 C11H9+ 1 141.0699 -6.06
152.0614 C12H8+ 1 152.0621 -4.25
153.0567 C11H7N+ 1 153.0573 -4.16
153.0691 C12H9+ 1 153.0699 -5.14
154.065 C11H8N+ 1 154.0651 -0.94
155.0696 C10[13]CH8N+ 1 155.069 3.53
155.0841 C12H11+ 1 155.0855 -9.27
156.0799 C11H10N+ 1 156.0808 -5.51
164.0611 C13H8+ 1 164.0621 -5.73
165.0691 C13H9+ 1 165.0699 -4.4
166.0661 C12H8N+ 1 166.0651 5.68
167.0725 C12H9N+ 1 167.073 -2.85
168.0793 C12H10N+ 1 168.0808 -8.88
169.0831 C11[13]CH10N+ 1 169.0847 -9.3
178.0649 C13H8N+ 1 178.0651 -1.08
179.0719 C13H9N+ 1 179.073 -6.05
180.0803 C13H10N+ 1 180.0808 -2.67
181.0647 C13H9O+ 2 181.0648 -0.33
181.0865 C13H11N+ 1 181.0886 -11.7
182.0844 C12H10N2+ 1 182.0838 2.99
182.0922 C13H12N+ 1 182.0964 -23.29
183.0871 C11[13]CH10N2+ 1 183.0878 -3.57
183.0963 C12[13]CH12N+ 1 183.1003 -22.1
190.0644 C14H8N+ 1 190.0651 -3.69
191.0725 C14H9N+ 1 191.073 -2.28
192.08 C14H10N+ 1 192.0808 -3.78
193.077 C13H9N2+ 1 193.076 5.23
194.0802 C12[13]CH9N2+ 1 194.0799 1.18
194.0954 C14H12N+ 1 194.0964 -5.13
195.1027 C14H13N+ 1 195.1043 -8.06
196.1104 C14H14N+ 1 196.1121 -8.36
197.1072 C13H13N2+ 1 197.1073 -0.8
198.1096 C12[13]CH13N2+ 1 198.1112 -8.12
205.0758 C14H9N2+ 1 205.076 -1
206.0834 C14H10N2+ 1 206.0838 -2.12
207.0676 C14H9NO+ 1 207.0679 -1.34
207.0916 C14H11N2+ 1 207.0917 -0.34
208.0749 C14H10NO+ 1 208.0757 -3.72
208.0982 C14H12N2+ 1 208.0995 -6.02
209.0782 C13[13]CH10NO+ 1 209.0796 -6.59
209.1027 C13[13]CH12N2+ 1 209.1034 -3.17
220.099 C15H12N2+ 1 220.0995 -2.46
221.1069 C15H13N2+ 1 221.1073 -1.95
222.1132 C15H14N2+ 1 222.1151 -8.75
223.1225 C15H15N2+ 1 223.123 -1.93
224.126 C14[13]CH15N2+ 1 224.1269 -4.07
PK$NUM_PEAK: 48
PK$PEAK: m/z int. rel.int.
128.1065 25320 10
129.0694 30408 13
141.069 13812 5
152.0614 67852 29
153.0567 12252 5
153.0691 200916 87
154.065 168100 72
155.0696 28444 12
155.0841 11848 5
156.0799 34880 15
164.0611 14552 6
165.0691 82832 35
166.0661 19800 8
167.0725 431096 186
168.0793 128508 55
169.0831 14492 6
178.0649 19560 8
179.0719 37032 16
180.0803 992928 430
181.0647 38584 16
181.0865 337688 146
182.0844 271208 117
182.0922 190884 82
183.0871 32612 14
183.0963 27992 12
190.0644 48252 20
191.0725 323588 140
192.08 514624 223
193.077 257356 111
194.0802 42400 18
194.0954 204384 88
195.1027 127832 55
196.1104 80416 34
197.1072 213344 92
198.1096 26112 11
205.0758 43360 18
206.0834 52188 22
207.0676 362524 157
207.0916 2303612 999
208.0749 436816 189
208.0982 1606872 696
209.0782 45404 19
209.1027 153448 66
220.099 61752 26
221.1069 348120 150
222.1132 112056 48
223.1225 743028 322
224.126 88824 38
//
