ACCESSION: MSBNK-RIKEN-PR301322
RECORD_TITLE: Mitragynine; 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$NAME: Mitragynine
CH$COMPOUND_CLASS: Corynanthean-type alkaloids
CH$FORMULA: C₂₃H₃₀N₂O₄
CH$EXACT_MASS: 398.503
CH$SMILES: CC[C@@H]1CN2CCC3=C(NC4=C3C(OC)=CC=C4)[C@@H]2C[C@@H]1\C(=C/OC)C(=O)OC
CH$IUPAC: InChI=1S/C23H30N2O4/c1-5-14-12-25-10-9-15-21-18(7-6-8-20(21)28-3)24-22(15)19(25)11-16(14)17(13-27-2)23(26)29-4/h6-8,13-14,16,19,24H,5,9-12H2,1-4H3/b17-13+/t14-,16+,19+/m1/s1
CH$LINK: INCHIKEY LELBFTMXCIIKKX-QVRQZEMUSA-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 5.539417
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 399.2278339

PK$SPLASH: splash10-00fr-0951000000-c1a4d10845350fc00ac1
PK$NUM_PEAK: 93
PK$PEAK: m/z int. rel.int.
  75.04469 8.0 8
  84.08175 13.0 13
  95.04683 7.0 7
  108.08134 16.0 16
  110.09727 180.0 180
  111.09395 7.0 7
  111.103 13.0 13
  117.07265 9.0 9
  122.09784 10.0 10
  126.05383 5.0 5
  129.05518 107.0 107
  130.06166 6.0 6
  138.05685 9.0 9
  139.07544 15.0 15
  144.07628 7.0 7
  144.08243 19.0 19
  146.09633 15.0 15
  147.10115 5.0 5
  148.0755 6.0 6
  152.07227 20.0 20
  154.12321 5.0 5
  155.06956 6.0 6
  159.06776 71.0 71
  160.07442 28.0 28
  162.09012 10.0 10
  163.07445 5.0 5
  166.09056 11.0 11
  168.10352 80.0 80
  169.10309 9.0 9
  169.11249 5.0 5
  171.10341 29.0 29
  174.05702 12.0 12
  174.09209 1000.0 999
  174.13023 7.0 7
  175.09491 142.0 142
  176.1028 15.0 15
  177.09123 7.0 7
  178.11775 7.0 7
  178.1277 8.0 8
  180.10159 13.0 13
  182.1179 16.0 16
  186.09329 22.0 22
  188.10773 27.0 27
  194.11761 56.0 56
  195.12096 9.0 9
  198.09627 6.0 6
  199.09793 15.0 15
  199.10805 5.0 5
  200.10753 99.0 99
  201.10066 6.0 6
  201.11288 11.0 11
  202.12212 26.0 26
  206.11998 24.0 24
  207.11917 6.0 6
  210.0932 13.0 13
  211.09686 6.0 6
  212.10905 18.0 18
  224.11037 7.0 7
  224.13245 7.0 7
  226.14426 344.0 344
  227.15067 42.0 42
  229.13512 15.0 15
  236.11243 9.0 9
  238.08363 5.0 5
  238.09273 11.0 11
  238.14455 336.0 336
  239.14674 51.0 51
  240.15321 9.0 9
  254.11818 5.0 5
  255.14932 34.0 34
  255.15984 10.0 10
  256.15652 6.0 6
  264.10837 8.0 8
  264.13617 10.0 10
  266.11911 20.0 20
  266.16129 6.0 6
  268.13391 7.0 7
  270.1076 9.0 9
  270.11673 20.0 20
  281.16589 9.0 9
  283.17361 7.0 7
  283.18768 9.0 9
  292.1376 7.0 7
  296.12689 16.0 16
  320.15051 6.0 6
  324.164 9.0 9
  326.17798 6.0 6
  328.15115 12.0 12
  335.17682 6.0 6
  367.20248 48.0 48
  368.20337 18.0 18
  371.19818 5.0 5
  399.23044 161.0 161
//