ACCESSION: MSBNK-Eawag-EQ368808
RECORD_TITLE: LSD; LC-ESI-QFT; MS2; CE: 150; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 (nominal)
AC$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$SPLASH: splash10-0udi-0900000000-13f625dd18f626bcc890
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  50.0151 C4H2+ 1 50.0151 -0.43
  51.0229 C4H3+ 1 51.0229 -0.91
  53.0386 C4H5+ 1 53.0386 -0.12
  54.0338 C3H4N+ 1 54.0338 -0.29
  55.0178 C3H3O+ 1 55.0178 -0.57
  56.0495 C3H6N+ 1 56.0495 0.44
  63.0227 C5H3+ 1 63.0229 -3.75
  65.0385 C5H5+ 1 65.0386 -1.79
  68.0495 C4H6N+ 1 68.0495 -0.23
  70.0651 C4H8N+ 1 70.0651 -0.65
  72.0444 C3H6NO+ 1 72.0444 -0.42
  74.015 C6H2+ 1 74.0151 -1.91
  74.0964 C4H12N+ 1 74.0964 -0.89
  75.0228 C6H3+ 1 75.0229 -2.09
  76.0306 C6H4+ 1 76.0308 -1.34
  77.0385 C6H5+ 1 77.0386 -1.51
  78.0464 C6H6+ 1 78.0464 -0.28
  86.0149 C7H2+ 1 86.0151 -2.69
  87.0229 C7H3+ 1 87.0229 -0.76
  89.0385 C7H5+ 1 89.0386 -0.52
  90.0465 C7H6+ 1 90.0464 1.31
  91.0542 C7H7+ 1 91.0542 -0.51
  95.0491 C6H7O+ 1 95.0491 -0.22
  99.0229 C8H3+ 1 99.0229 0.14
  102.0464 C8H6+ 1 102.0464 -0.02
  103.0542 C8H7+ 1 103.0542 -0.26
  105.0447 C6H5N2+ 1 105.0447 -0.23
  113.0385 C9H5+ 1 113.0386 -0.59
  114.0464 C9H6+ 1 114.0464 0.25
  115.0542 C9H7+ 1 115.0542 -0.06
  116.0496 C8H6N+ 1 116.0495 0.81
  116.062 C9H8+ 1 116.0621 -0.53
  117.0573 C8H7N+ 1 117.0573 -0.18
  117.0699 C9H9+ 1 117.0699 -0.23
  119.0492 C8H7O+ 1 119.0491 0.66
  125.0386 C10H5+ 1 125.0386 0.51
  126.0464 C10H6+ 1 126.0464 0.07
  127.0542 C10H7+ 1 127.0542 -0.21
  128.0494 C9H6N+ 1 128.0495 -0.82
  128.062 C10H8+ 1 128.0621 -0.09
  129.0446 C8H5N2+ 1 129.0447 -1.2
  129.0575 C9H7N+ 1 129.0573 1.39
  129.0699 C10H9+ 1 129.0699 -0.05
  130.0653 C9H8N+ 1 130.0651 1.03
  132.0571 C9H8O+ 1 132.057 0.63
  137.0385 C11H5+ 1 137.0386 -0.27
  138.0464 C11H6+ 1 138.0464 0.35
  139.0542 C11H7+ 1 139.0542 -0.05
  140.0495 C10H6N+ 1 140.0495 0.32
  140.062 C11H8+ 1 140.0621 -0.37
  141.0574 C10H7N+ 1 141.0573 0.49
  141.07 C11H9+ 1 141.0699 0.59
  142.0652 C10H8N+ 1 142.0651 0.52
  143.0494 C10H7O+ 1 143.0491 1.74
  145.0648 C10H9O+ 1 145.0648 0.13
  149.0386 C12H5+ 1 149.0386 0.29
  150.0465 C12H6+ 1 150.0464 0.46
  151.0542 C12H7+ 1 151.0542 -0.04
  152.062 C12H8+ 1 152.0621 -0.08
  153.0573 C11H7N+ 1 153.0573 -0.33
  153.0699 C12H9+ 1 153.0699 -0.04
  154.0651 C11H8N+ 1 154.0651 -0.23
  155.0603 C10H7N2+ 1 155.0604 -0.22
  156.0574 C11H8O+ 1 156.057 2.52
  156.081 C11H10N+ 1 156.0808 1.44
  162.0463 C13H6+ 1 162.0464 -0.69
  163.0542 C13H7+ 1 163.0542 -0.16
  164.0497 C12H6N+ 1 164.0495 1.31
  164.062 C13H8+ 1 164.0621 -0.31
  165.058 C12H7N+ 1 165.0573 4.18
  165.0699 C13H9+ 1 165.0699 0.02
  166.0651 C12H8N+ 1 166.0651 0.15
  167.0729 C12H9N+ 1 167.073 -0.18
  168.0569 C12H8O+ 1 168.057 -0.28
  168.0808 C12H10N+ 1 168.0808 0.14
  169.0648 C12H9O+ 1 169.0648 -0.13
  170.06 C11H8NO+ 1 170.06 -0.18
  172.0524 C11H8O2+ 1 172.0519 2.96
  176.0624 C14H8+ 1 176.0621 2.04
  177.0572 C13H7N+ 1 177.0573 -0.57
  178.0651 C13H8N+ 1 178.0651 0.14
  179.0604 C12H7N2+ 1 179.0604 0.36
  179.0727 C13H9N+ 1 179.073 -1.51
  180.0571 C13H8O+ 1 180.057 0.46
  180.0807 C13H10N+ 1 180.0808 -0.31
  181.0651 C13H9O+ 1 181.0648 1.54
  181.0759 C12H9N2+ 1 181.076 -0.69
  181.0884 C13H11N+ 1 181.0886 -1.27
  182.06 C12H8NO+ 1 182.06 -0.33
  183.0679 C12H9NO+ 1 183.0679 0.08
  183.0807 C13H11O+ 1 183.0804 1.25
  184.0515 C12H8O2+ 1 184.0519 -1.85
  184.0756 C12H10NO+ 1 184.0757 -0.38
  185.0472 C11H7NO2+ 1 185.0471 0.54
  188.0499 C14H6N+ 1 188.0495 2.15
  189.0573 C14H7N+ 1 189.0573 -0.16
  190.065 C14H8N+ 1 190.0651 -0.45
  191.0609 C13H7N2+ 1 191.0604 2.54
  191.0729 C14H9N+ 1 191.073 -0.37
  192.0682 C13H8N2+ 1 192.0682 -0.15
  192.0808 C14H10N+ 1 192.0808 0.28
  193.0761 C13H9N2+ 1 193.076 0.34
  193.0889 C14H11N+ 1 193.0886 1.34
  194.0597 C13H8NO+ 1 194.06 -1.81
  194.0965 C14H12N+ 1 194.0964 0.43
  196.0519 C13H8O2+ 1 196.0519 -0.11
  198.0917 C13H12NO+ 1 198.0913 1.61
  205.0761 C14H9N2+ 1 205.076 0.27
  206.0599 C14H8NO+ 1 206.06 -0.54
  206.0839 C14H10N2+ 1 206.0838 0.39
  207.0917 C14H11N2+ 1 207.0917 -0.07
  211.063 C13H9NO2+ 1 211.0628 0.95
  219.0917 C15H11N2+ 1 219.0917 0.3
  221.1072 C15H13N2+ 1 221.1073 -0.38
PK$NUM_PEAK: 114
PK$PEAK: m/z int. rel.int.
  50.0151 749872.4 3
  51.0229 833937 3
  53.0386 1885412.4 8
  54.0338 1085153.1 5
  55.0178 1930711.6 8
  56.0495 994750.5 4
  63.0227 991761.7 4
  65.0385 914305.4 4
  68.0495 300203.4 1
  70.0651 276184.4 1
  72.0444 261262.5 1
  74.015 535880.4 2
  74.0964 751887.5 3
  75.0228 1256074.1 5
  76.0306 497579.7 2
  77.0385 2703630.2 12
  78.0464 1195114 5
  86.0149 263815.2 1
  87.0229 588737.5 2
  89.0385 3293710.5 15
  90.0465 1004197.1 4
  91.0542 964484.2 4
  95.0491 4818795 22
  99.0229 569090.6 2
  102.0464 3044283 14
  103.0542 2362245 10
  105.0447 3419307.8 15
  113.0385 1440324.1 6
  114.0464 1641368.6 7
  115.0542 15412047 71
  116.0496 257645.8 1
  116.062 1294989 5
  117.0573 1159123.1 5
  117.0699 274532.2 1
  119.0492 614362.2 2
  125.0386 1970370.2 9
  126.0464 14101734 65
  127.0542 13802438 63
  128.0494 758616.1 3
  128.062 8695896 40
  129.0446 1690688.5 7
  129.0575 219267.9 1
  129.0699 926448.4 4
  130.0653 964602.4 4
  132.0571 525635.3 2
  137.0385 255040.9 1
  138.0464 1162553.8 5
  139.0542 56966700 262
  140.0495 8781007 40
  140.062 10633970 49
  141.0574 1188684.1 5
  141.07 1725909.2 7
  142.0652 702398.2 3
  143.0494 264218.9 1
  145.0648 9888925 45
  149.0386 219405.3 1
  150.0465 12666644 58
  151.0542 16757410 77
  152.062 216651360 999
  153.0573 6660180 30
  153.0699 18043582 83
  154.0651 19888798 91
  155.0603 25104500 115
  156.0574 602806.2 2
  156.081 217046.6 1
  162.0463 943618.2 4
  163.0542 32157718 148
  164.0497 2473639.5 11
  164.062 25577602 117
  165.058 4227580 19
  165.0699 20399278 94
  166.0651 20795696 95
  167.0729 9714214 44
  168.0569 9098058 41
  168.0808 639615.4 2
  169.0648 40722148 187
  170.06 1485441.5 6
  172.0524 290460.6 1
  176.0624 506671.1 2
  177.0572 2212692.2 10
  178.0651 31057810 143
  179.0604 22736292 104
  179.0727 12547215 57
  180.0571 2684450.8 12
  180.0807 18414410 84
  181.0651 483839.7 2
  181.0759 2404020.5 11
  181.0884 271382.3 1
  182.06 662916.1 3
  183.0679 891036.9 4
  183.0807 293381.4 1
  184.0515 881165.9 4
  184.0756 966307.9 4
  185.0472 1130276.1 5
  188.0499 989285.8 4
  189.0573 581373 2
  190.065 4631245 21
  191.0609 1118844.8 5
  191.0729 10529767 48
  192.0682 9706925 44
  192.0808 2590761.2 11
  193.0761 2912505.5 13
  193.0889 578998 2
  194.0597 510005.3 2
  194.0965 1378280.9 6
  196.0519 3960984.8 18
  198.0917 240368 1
  205.0761 15972078 73
  206.0599 711661.4 3
  206.0839 9619645 44
  207.0917 7568577.5 34
  211.063 1797925 8
  219.0917 513814.5 2
  221.1072 257584.3 1
//
