ACCESSION: MSBNK-RIKEN-PR300114
RECORD_TITLE: Tabersonine; 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$NAME: Tabersonine
CH$COMPOUND_CLASS: Plumeran-type alkaloids
CH$FORMULA: C₂₁H₂₄N₂O₂
CH$EXACT_MASS: 336.435
CH$SMILES: CC[C@@]12CC(C(=O)OC)=C3NC4=CC=CC=C4[C@@]33CCN(CC=C1)[C@@H]23
CH$IUPAC: InChI=1S/C21H24N2O2/c1-3-20-9-6-11-23-12-10-21(19(20)23)15-7-4-5-8-16(15)22-17(21)14(13-20)18(24)25-2/h4-9,19,22H,3,10-13H2,1-2H3/t19-,20-,21-/m0/s1
CH$LINK: INCHIKEY FNGGIPWAZSFKCN-ACRUOGEOSA-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 5.19835
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 337.1910545

PK$SPLASH: splash10-066s-0941000000-c1f31df4947af4d13cbb
PK$NUM_PEAK: 190
PK$PEAK: m/z int. rel.int.
  67.05357 10.0 10
  79.05508 12.0 12
  80.05028 14.0 14
  91.0546 24.0 24
  93.06908 28.0 28
  94.06393 10.0 10
  95.08482 7.0 7
  107.07089 17.0 17
  107.07884 6.0 6
  108.07057 8.0 8
  108.07837 33.0 33
  108.0835 22.0 22
  109.08424 5.0 5
  109.09342 5.0 5
  109.10023 14.0 14
  110.09554 29.0 29
  115.05604 6.0 6
  118.06275 7.0 7
  119.08862 15.0 15
  120.08171 18.0 18
  121.08891 9.0 9
  122.08323 6.0 6
  122.09663 86.0 86
  123.09997 26.0 26
  129.06836 14.0 14
  130.06488 33.0 33
  131.07434 6.0 6
  132.07854 21.0 21
  132.08876 7.0 7
  134.09615 82.0 82
  135.10321 8.0 8
  136.09541 12.0 12
  136.11147 382.0 382
  137.1111 20.0 20
  137.11778 21.0 21
  141.07446 10.0 10
  142.0605 8.0 8
  142.06573 19.0 19
  143.0704 16.0 16
  143.08449 16.0 16
  144.08015 155.0 155
  145.08185 12.0 12
  146.09056 16.0 16
  146.09897 6.0 6
  147.10391 7.0 7
  148.10832 8.0 8
  153.0679 8.0 8
  154.0632 51.0 51
  155.06734 12.0 12
  155.07408 28.0 28
  156.08025 244.0 244
  157.08205 34.0 34
  157.09192 23.0 23
  158.06384 5.0 5
  158.0946 15.0 15
  160.0762 19.0 19
  162.09215 38.0 38
  167.05939 7.0 7
  167.07376 35.0 35
  168.03949 12.0 12
  168.04996 5.0 5
  168.06216 9.0 9
  168.07996 1000.0 999
  169.05556 5.0 5
  169.08302 144.0 144
  169.10632 5.0 5
  170.04797 6.0 6
  170.05453 15.0 15
  170.06538 23.0 23
  170.09476 291.0 291
  171.09258 41.0 41
  171.10248 33.0 33
  172.06868 6.0 6
  172.10042 7.0 7
  174.08559 11.0 11
  174.09555 20.0 20
  180.08376 6.0 6
  181.09398 5.0 5
  182.05992 5.0 5
  182.09927 5.0 5
  183.06511 12.0 12
  184.04738 6.0 6
  184.07558 65.0 65
  185.1033 7.0 7
  186.08966 6.0 6
  188.0701 25.0 25
  194.06017 7.0 7
  194.09343 10.0 10
  194.10443 8.0 8
  194.11699 11.0 11
  196.0751 408.0 408
  197.05984 12.0 12
  197.07776 71.0 71
  198.08911 31.0 31
  198.09807 18.0 18
  200.10258 16.0 16
  202.08908 54.0 54
  203.09055 6.0 6
  204.07756 5.0 5
  206.11688 22.0 22
  207.09534 5.0 5
  208.10683 11.0 11
  210.09592 8.0 8
  210.13377 6.0 6
  212.09784 5.0 5
  214.08846 14.0 14
  215.08737 7.0 7
  216.08354 5.0 5
  216.10379 50.0 50
  217.09489 14.0 14
  217.1071 16.0 16
  218.08672 6.0 6
  218.099 11.0 11
  219.09676 29.0 29
  220.09938 13.0 13
  220.11613 7.0 7
  221.10918 9.0 9
  222.12674 11.0 11
  223.12975 10.0 10
  228.1012 308.0 308
  229.10461 49.0 49
  230.10501 5.0 5
  230.11977 22.0 22
  231.10455 23.0 23
  232.10925 15.0 15
  233.10738 27.0 27
  234.10387 9.0 9
  234.11443 8.0 8
  234.12715 27.0 27
  235.12566 55.0 55
  236.10976 6.0 6
  236.1244 16.0 16
  236.13716 23.0 23
  236.1459 30.0 30
  237.1028 5.0 5
  237.13496 6.0 6
  237.15742 6.0 6
  242.10768 6.0 6
  243.10953 9.0 9
  244.13759 8.0 8
  245.11902 5.0 5
  247.09853 5.0 5
  247.11578 27.0 27
  247.12796 31.0 31
  248.09438 8.0 8
  248.11682 9.0 9
  248.14117 51.0 51
  249.13831 294.0 294
  250.10114 7.0 7
  250.12003 7.0 7
  250.14182 64.0 64
  250.16176 10.0 10
  251.15318 7.0 7
  259.12692 9.0 9
  260.13538 14.0 14
  260.14676 22.0 22
  261.13269 9.0 9
  261.14743 14.0 14
  262.14236 19.0 19
  262.15897 7.0 7
  263.1413 11.0 11
  263.15665 28.0 28
  264.15527 15.0 15
  264.17432 7.0 7
  265.11465 8.0 8
  275.11685 31.0 31
  275.1582 31.0 31
  276.12653 12.0 12
  276.15823 11.0 11
  276.17303 10.0 10
  277.13211 38.0 38
  277.16455 81.0 81
  277.17587 89.0 89
  278.13293 12.0 12
  278.14905 18.0 18
  278.16809 46.0 46
  278.18427 11.0 11
  279.16504 5.0 5
  279.18048 9.0 9
  288.12784 9.0 9
  303.14713 55.0 55
  303.15897 27.0 27
  304.14722 14.0 14
  305.16418 427.0 427
  306.16833 121.0 121
  307.12167 6.0 6
  307.15756 10.0 10
  307.17493 15.0 15
  308.14862 6.0 6
  337.18649 103.0 103
//