ACCESSION: MSBNK-Eawag-EQ368805
RECORD_TITLE: LSD; LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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$SPLASH: splash10-0a59-0950000000-9c191fa0ec244df4b1e6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0178 C3H3O+ 1 55.0178 -0.02
56.0495 C3H6N+ 1 56.0495 -0.1
68.0494 C4H6N+ 1 68.0495 -0.38
70.0651 C4H8N+ 1 70.0651 -0.22
72.0444 C3H6NO+ 1 72.0444 -0.42
72.0807 C4H10N+ 1 72.0808 -0.63
74.0964 C4H12N+ 1 74.0964 -0.48
83.0491 C5H7O+ 1 83.0491 -0.26
86.0964 C5H12N+ 1 86.0964 -0.53
94.0652 C6H8N+ 1 94.0651 0.58
100.0757 C5H10NO+ 1 100.0757 0
115.0542 C9H7+ 1 115.0542 0.2
117.0572 C8H7N+ 1 117.0573 -0.69
127.054 C10H7+ 1 127.0542 -1.78
128.062 C10H8+ 1 128.0621 -0.48
128.1069 C7H14NO+ 1 128.107 -0.39
129.0699 C10H9+ 1 129.0699 -0.05
130.0651 C9H8N+ 1 130.0651 -0.12
139.0544 C11H7+ 1 139.0542 1.17
141.0701 C11H9+ 1 141.0699 1.65
142.0651 C10H8N+ 1 142.0651 -0.11
144.0808 C10H10N+ 1 144.0808 0.03
151.0539 C12H7+ 1 151.0542 -2.16
152.062 C12H8+ 1 152.0621 -0.41
153.0699 C12H9+ 1 153.0699 0.15
154.0651 C11H8N+ 1 154.0651 0.09
155.0728 C11H9N+ 1 155.073 -1.23
155.0854 C12H11+ 1 155.0855 -0.69
156.0808 C11H10N+ 1 156.0808 0.48
163.0542 C13H7+ 1 163.0542 -0.35
164.0618 C13H8+ 1 164.0621 -1.59
165.0699 C13H9+ 1 165.0699 0.38
166.0654 C12H8N+ 1 166.0651 1.71
166.0777 C13H10+ 1 166.0777 0.17
167.073 C12H9N+ 1 167.073 0.35
167.0854 C13H11+ 1 167.0855 -1
168.057 C12H8O+ 1 168.057 0.44
168.0808 C12H10N+ 1 168.0808 0.26
169.065 C12H9O+ 1 169.0648 1.06
169.076 C11H9N2+ 1 169.076 0.09
169.0888 C12H11N+ 1 169.0886 0.88
170.0964 C12H12N+ 1 170.0964 -0.15
171.0805 C12H11O+ 1 171.0804 0.58
177.0703 C14H9+ 1 177.0699 2.33
178.0651 C13H8N+ 1 178.0651 0.14
178.0777 C14H10+ 1 178.0777 -0.12
179.0729 C13H9N+ 1 179.073 0
179.0857 C14H11+ 1 179.0855 0.91
180.0808 C13H10N+ 1 180.0808 0.02
181.0648 C13H9O+ 1 181.0648 -0.23
181.076 C12H9N2+ 1 181.076 -0.19
181.0885 C13H11N+ 1 181.0886 -0.34
182.0838 C12H10N2+ 1 182.0838 -0.05
182.0964 C13H12N+ 1 182.0964 0.08
183.0801 C13H11O+ 1 183.0804 -1.92
183.0918 C12H11N2+ 1 183.0917 0.57
184.0516 C12H8O2+ 1 184.0519 -1.25
190.0651 C14H8N+ 1 190.0651 -0.24
191.0729 C14H9N+ 1 191.073 -0.06
192.0808 C14H10N+ 1 192.0808 -0.03
193.0761 C13H9N2+ 1 193.076 0.18
193.0887 C14H11N+ 1 193.0886 0.36
194.0601 C13H8NO+ 1 194.06 0.31
194.0839 C13H10N2+ 1 194.0838 0.05
194.0965 C14H12N+ 1 194.0964 0.23
195.0917 C13H11N2+ 1 195.0917 0.39
195.1043 C14H13N+ 1 195.1043 0.25
196.0996 C13H12N2+ 1 196.0995 0.61
196.1121 C14H14N+ 1 196.1121 -0.03
197.1073 C13H13N2+ 1 197.1073 0.13
204.0808 C15H10N+ 1 204.0808 0.27
205.0762 C14H9N2+ 1 205.076 0.61
206.0602 C14H8NO+ 1 206.06 0.92
206.0839 C14H10N2+ 1 206.0838 0.49
206.0964 C15H12N+ 1 206.0964 -0.27
207.0681 C14H9NO+ 1 207.0679 1.13
207.0917 C14H11N2+ 1 207.0917 0.22
208.0758 C14H10NO+ 1 208.0757 0.53
208.0995 C14H12N2+ 1 208.0995 0
209.0837 C14H11NO+ 1 209.0835 0.74
209.1073 C14H13N2+ 1 209.1073 -0.31
210.0912 C14H12NO+ 1 210.0913 -0.48
212.0464 C11H6N3O2+ 1 212.0455 4.37
219.0916 C15H11N2+ 1 219.0917 -0.52
220.0758 C15H10NO+ 1 220.0757 0.45
220.0996 C15H12N2+ 1 220.0995 0.36
221.1074 C15H13N2+ 1 221.1073 0.25
222.1151 C15H14N2+ 1 222.1151 -0.36
223.123 C15H15N2+ 1 223.123 0.16
224.131 C15H16N2+ 1 224.1308 1.12
235.0862 C15H11N2O+ 1 235.0866 -1.57
236.0941 C15H12N2O+ 1 236.0944 -1.42
253.1702 C17H21N2+ 1 253.1699 0.93
281.164 C18H21N2O+ 1 281.1648 -3.09
PK$NUM_PEAK: 94
PK$PEAK: m/z int. rel.int.
55.0178 2138539.2 9
56.0495 3770711.5 16
68.0494 706846.7 3
70.0651 1328846.2 5
72.0444 18518472 82
72.0807 4333487 19
74.0964 27898940 124
83.0491 271533.5 1
86.0964 1581786.1 7
94.0652 562234.9 2
100.0757 3906677.5 17
115.0542 1430857.8 6
117.0572 230347.8 1
127.054 256970.2 1
128.062 937529.6 4
128.1069 4653241 20
129.0699 8124415 36
130.0651 1653346.8 7
139.0544 326240.5 1
141.0701 1709800.5 7
142.0651 899633.8 4
144.0808 777877.5 3
151.0539 655984.6 2
152.062 10092835 45
153.0699 76017360 339
154.0651 19678746 87
155.0728 1046176.3 4
155.0854 2176142 9
156.0808 7742577.5 34
163.0542 616580.8 2
164.0618 1582535.2 7
165.0699 12396450 55
166.0654 1348932.2 6
166.0777 934013.9 4
167.073 43239056 193
167.0854 3469111 15
168.057 638088.9 2
168.0808 12733693 56
169.065 297571.5 1
169.076 301529.8 1
169.0888 224300.6 1
170.0964 802406.4 3
171.0805 1003542.2 4
177.0703 244008.9 1
178.0651 3582483.2 16
178.0777 280858.7 1
179.0729 10857621 48
179.0857 683805.9 3
180.0808 223669616 999
181.0648 14689941 65
181.076 5311544.5 23
181.0885 19690018 87
182.0838 25270254 112
182.0964 21940498 97
183.0801 500090.3 2
183.0918 274875.3 1
184.0516 572833.9 2
190.0651 18447834 82
191.0729 66891916 298
192.0808 50384632 225
193.0761 21985950 98
193.0887 5147402 22
194.0601 3644690.5 16
194.0839 1841971 8
194.0965 16633445 74
195.0917 1774498.8 7
195.1043 9437060 42
196.0996 1705551.5 7
196.1121 5554657 24
197.1073 14526462 64
204.0808 642932.4 2
205.0762 4278355 19
206.0602 817295.8 3
206.0839 4463899.5 19
206.0964 2180012.2 9
207.0681 98384120 439
207.0917 175071712 781
208.0758 71748944 320
208.0995 68300248 305
209.0837 333106.9 1
209.1073 3072760.5 13
210.0912 2140056 9
212.0464 248214.8 1
219.0916 773960.6 3
220.0758 933559.8 4
220.0996 5913394.5 26
221.1074 22953210 102
222.1151 5985714 26
223.123 32009854 142
224.131 316543.8 1
235.0862 674547.2 3
236.0941 532927.4 2
253.1702 251908.3 1
281.164 282913.5 1
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