ACCESSION: MSBNK-RIKEN-PR300153
RECORD_TITLE: Koumine; LC-ESI-QTOF; MS2
DATE: 2019.03.28
AUTHORS: Tetsuya Mori, Center for Sustainable Resource Science, RIKEN
LICENSE: CC BY-NC-SA
PUBLICATION: Tsugawa H., Nakabayashi R., Mori T., Yamada Y., Takahashi M., Rai A., Sugiyama R., Yamamoto H., Nakaya T., Yamazaki M., Kooke R., Bac-Molenaar JA., Oztolan-Erol N., Keurentjes JJB., Arita M., Saito K. (2019) "A cheminformatics approach to characterize metabolomes in stable-isotope-labeled organisms" Nature Methods 16(4):295-298. [doi:10.1038/s41592-019-0358-2]
COMMENT: registered in RIKEN PlaSMA

CH$NAME: Koumine
CH$COMPOUND_CLASS: 3-alkylindoles
CH$FORMULA: C₂₀H₂₂N₂O
CH$EXACT_MASS: 306.409
CH$SMILES: CN1C[C@@]2(C=C)[C@@H]3C[C@@H]4OC[C@@H]3[C@@H]1C[C@]21C4=NC2=CC=CC=C12
CH$IUPAC: InChI=1S/C20H22N2O/c1-3-19-11-22(2)16-9-20(19)13-6-4-5-7-15(13)21-18(20)17-8-14(19)12(16)10-23-17/h3-7,12,14,16-17H,1,8-11H2,2H3/t12-,14+,16-,17-,19-,20-/m0/s1
CH$LINK: INCHIKEY VTLYEMHGPMGUOT-XMHJOAAQSA-N

AC$INSTRUMENT: LC, Waters Acquity UPLC System; MS, Waters Xevo G2 Q-Tof
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 6V
AC$MASS_SPECTROMETRY: DESOLVATION_GAS_FLOW 800/h
AC$MASS_SPECTROMETRY: DESOLVATION_TEMPERATURE 450 C
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$CHROMATOGRAPHY: CAPILLARY_VOLTAGE +3.00 kV
AC$CHROMATOGRAPHY: COLUMN_NAME Acquity bridged ethyl hybrid C18 (1.7 um, 2.1 mm * 100 mm, Waters)
AC$CHROMATOGRAPHY: COLUMN_TEMPERATURE 40 C
AC$CHROMATOGRAPHY: FLOW_GRADIENT A/B = (99.5%/0.5% at 0 min, 99.5%/0.5% at 0.1 min, 20%/80% at 10 min, 0.5%/99.5% at 10.1 min, 0.5%/99.5% at 12.0 min, 99.5%/0.5% at 12.1 min, 99.5%/0.5% at 15.0 min)
AC$CHROMATOGRAPHY: FLOW_RATE 0.3 ml/min at 0 min, 0.3 ml/min at 10 min, 0.4 ml/min at 10.1 min, 0.4 ml/min at 14.4 min, 0.3 ml/min at 14.5 min
AC$CHROMATOGRAPHY: RETENTION_TIME 3.584467
AC$CHROMATOGRAPHY: SOLVENT A water including 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B acetonitrile including 0.1% formic acid

MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_M/Z 307.1804898

PK$SPLASH: splash10-0159-0960000000-04fcd0b254c1ab3bb927
PK$NUM_PEAK: 304
PK$PEAK: m/z int. rel.int.
  65.04172 19.0 19
  68.04902 13.0 13
  68.06393 6.0 6
  69.06758 9.0 9
  70.06435 96.0 96
  70.07336 10.0 10
  70.42714 6.0 6
  77.01773 11.0 11
  77.03621 9.0 9
  78.26517 6.0 6
  79.05365 10.0 10
  80.0581 7.0 7
  81.05716 37.0 37
  82.06503 21.0 21
  85.07783 12.0 12
  87.06703 9.0 9
  91.0542 29.0 29
  92.04687 30.0 30
  93.04352 13.0 13
  94.06291 60.0 60
  95.06418 13.0 13
  96.07556 18.0 18
  98.06313 9.0 9
  103.04971 13.0 13
  103.05523 6.0 6
  104.06 6.0 6
  105.05396 9.0 9
  105.06612 7.0 7
  105.07189 10.0 10
  107.06713 7.0 7
  108.07965 6.0 6
  108.08426 10.0 10
  110.10147 7.0 7
  114.04404 6.0 6
  114.43972 11.0 11
  115.04705 10.0 10
  115.05672 31.0 31
  115.57507 10.0 10
  116.0462 14.0 14
  116.05545 11.0 11
  117.04877 15.0 15
  117.05901 41.0 41
  117.06786 12.0 12
  118.06242 6.0 6
  119.06329 5.0 5
  119.07435 6.0 6
  120.0689 6.0 6
  120.08017 70.0 70
  121.08598 28.0 28
  124.06927 6.0 6
  127.0415 8.0 8
  127.05263 14.0 14
  127.5997 6.0 6
  128.01779 6.0 6
  128.0385 10.0 10
  128.04819 24.0 24
  128.05969 107.0 107
  129.05864 16.0 16
  129.06776 63.0 63
  129.07761 7.0 7
  130.06332 233.0 233
  130.47189 6.0 6
  131.06714 5.0 5
  131.07309 21.0 21
  132.06125 12.0 12
  132.07704 31.0 31
  132.08495 6.0 6
  133.08539 10.0 10
  133.12328 5.0 5
  134.09573 35.0 35
  134.10381 27.0 27
  135.1098 6.0 6
  139.06013 13.0 13
  140.04581 7.0 7
  140.06343 6.0 6
  141.0656 13.0 13
  142.05272 9.0 9
  142.06552 35.0 35
  143.07265 46.0 46
  143.08133 9.0 9
  144.06577 12.0 12
  144.07768 25.0 25
  144.24281 11.0 11
  144.79318 7.0 7
  145.02557 14.0 14
  145.03989 6.0 6
  145.07712 6.0 6
  148.11137 7.0 7
  149.11838 6.0 6
  151.03229 12.0 12
  151.05147 11.0 11
  151.76543 8.0 8
  152.05374 50.0 50
  152.06154 45.0 45
  152.06735 16.0 16
  152.09163 7.0 7
  153.06354 17.0 17
  153.0724 25.0 25
  154.06471 65.0 65
  154.07454 23.0 23
  154.11008 5.0 5
  155.07924 38.0 38
  155.85315 7.0 7
  156.07823 18.0 18
  157.09596 7.0 7
  158.04695 5.0 5
  158.0558 12.0 12
  158.06442 9.0 9
  159.05537 9.0 9
  159.38416 6.0 6
  162.04897 5.0 5
  165.04919 8.0 8
  165.0732 49.0 49
  165.132 14.0 14
  166.04449 6.0 6
  166.05251 9.0 9
  166.06444 90.0 90
  166.07404 29.0 29
  166.08293 7.0 7
  166.97176 8.0 8
  167.04445 9.0 9
  167.07205 662.0 661
  167.0921 22.0 22
  168.05373 8.0 8
  168.07977 437.0 437
  168.81837 6.0 6
  169.06033 10.0 10
  169.07835 32.0 32
  169.08688 17.0 17
  169.09511 6.0 6
  171.08067 7.0 7
  171.09732 5.0 5
  172.07062 10.0 10
  173.08025 12.0 12
  176.05956 7.0 7
  176.81244 6.0 6
  177.05869 5.0 5
  177.06442 12.0 12
  177.07809 8.0 8
  178.03049 7.0 7
  178.04729 10.0 10
  178.05638 29.0 29
  178.06516 95.0 95
  178.07986 34.0 34
  179.05075 6.0 6
  179.06465 41.0 41
  179.07426 163.0 163
  180.03772 8.0 8
  180.05475 7.0 7
  180.08037 1000.0 999
  180.38869 5.0 5
  181.06784 15.0 15
  181.08687 327.0 327
  182.09055 124.0 124
  183.09518 12.0 12
  184.07414 7.0 7
  184.09399 7.0 7
  184.11386 7.0 7
  186.39622 5.0 5
  187.07797 6.0 6
  189.06728 8.0 8
  189.0759 9.0 9
  190.04921 13.0 13
  190.06032 30.0 30
  190.07307 20.0 20
  190.08585 6.0 6
  191.03789 11.0 11
  191.07309 148.0 148
  191.08784 22.0 22
  192.07635 167.0 167
  192.09705 6.0 6
  192.29416 6.0 6
  192.39642 6.0 6
  193.07979 70.0 70
  193.09294 136.0 136
  193.77403 8.0 8
  194.04184 6.0 6
  194.06364 8.0 8
  194.08058 23.0 23
  194.09679 259.0 259
  194.11588 8.0 8
  195.09615 42.0 42
  195.10913 16.0 16
  196.04149 13.0 13
  196.05403 10.0 10
  196.06732 63.0 63
  196.07794 158.0 158
  196.10799 7.0 7
  196.24284 9.0 9
  197.07059 11.0 11
  197.07899 44.0 44
  197.08676 34.0 34
  197.10381 9.0 9
  198.0573 17.0 17
  201.07634 11.0 11
  202.06131 42.0 42
  202.07976 18.0 18
  203.05428 14.0 14
  203.07899 39.0 39
  203.64407 9.0 9
  204.06503 90.0 90
  204.08144 755.0 754
  204.99887 5.0 5
  205.06485 23.0 23
  205.08563 373.0 373
  206.05811 10.0 10
  206.07608 23.0 23
  206.08714 99.0 99
  206.09633 204.0 204
  207.09184 20.0 20
  207.10382 96.0 96
  208.10175 22.0 22
  208.1138 30.0 30
  209.05824 8.0 8
  209.10095 11.0 11
  212.11588 8.0 8
  214.04703 10.0 10
  214.05743 7.0 7
  215.06224 16.0 16
  215.07176 16.0 16
  216.08287 157.0 157
  216.68881 5.0 5
  217.05733 13.0 13
  217.0894 381.0 381
  218.07349 6.0 6
  218.09569 303.0 303
  219.05075 12.0 12
  219.08955 81.0 81
  219.09961 87.0 87
  219.11078 53.0 53
  220.06047 6.0 6
  220.0784 11.0 11
  220.08681 15.0 15
  220.10109 44.0 44
  220.1167 119.0 119
  221.10249 11.0 11
  221.11308 45.0 45
  222.10486 6.0 6
  222.11989 6.0 6
  223.12727 10.0 10
  228.0786 20.0 20
  229.07092 19.0 19
  229.0914 31.0 31
  230.04547 6.0 6
  230.05583 7.0 7
  230.09613 258.0 258
  230.28438 6.0 6
  231.09799 70.0 70
  231.10803 31.0 31
  232.07048 15.0 15
  232.08305 11.0 11
  232.10268 65.0 65
  232.1257 18.0 18
  232.16467 6.0 6
  233.0818 6.0 6
  233.0979 26.0 26
  233.11215 73.0 73
  233.12395 14.0 14
  234.09575 9.0 9
  234.12288 34.0 34
  234.1308 15.0 15
  235.11903 20.0 20
  235.12976 31.0 31
  235.48169 7.0 7
  236.13814 27.0 27
  238.1078 8.0 8
  238.11992 15.0 15
  238.13499 10.0 10
  239.08961 10.0 10
  239.13399 7.0 7
  241.09056 34.0 34
  241.10381 11.0 11
  242.0874 19.0 19
  242.09949 25.0 25
  243.08319 13.0 13
  243.09325 40.0 40
  243.11623 9.0 9
  243.1265 8.0 8
  244.09892 6.0 6
  244.11624 70.0 70
  245.10388 12.0 12
  245.11906 18.0 18
  246.1093 15.0 15
  246.1436 6.0 6
  247.12053 14.0 14
  247.13451 44.0 44
  248.06627 6.0 6
  248.13065 6.0 6
  254.08894 8.0 8
  254.23318 5.0 5
  254.80579 14.0 14
  256.11163 13.0 13
  257.10196 7.0 7
  257.1116 6.0 6
  258.11978 17.0 17
  259.10834 12.0 12
  259.1218 11.0 11
  260.1044 10.0 10
  260.11948 11.0 11
  261.14713 9.0 9
  262.11053 5.0 5
  266.14917 8.0 8
  280.10046 7.0 7
  307.17542 45.0 45
//