ACCESSION: MSBNK-RIKEN-PR300157
RECORD_TITLE: Hirsutine; 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$NAME: Hirsutine
CH$COMPOUND_CLASS: Corynanthean-type alkaloids
CH$FORMULA: C₂₂H₂₈N₂O₃
CH$EXACT_MASS: 368.477
CH$SMILES: CC[C@H]1CN2CCC3=C(NC4=CC=CC=C34)[C@H]2C[C@@H]1\C(=C/OC)C(=O)OC
CH$IUPAC: InChI=1S/C22H28N2O3/c1-4-14-12-24-10-9-16-15-7-5-6-8-19(15)23-21(16)20(24)11-17(14)18(13-26-2)22(25)27-3/h5-8,13-14,17,20,23H,4,9-12H2,1-3H3/b18-13+/t14-,17-,20+/m0/s1
CH$LINK: INCHIKEY NMLUOJBSAYAYEM-AZQGJTAVSA-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 5.850083
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 369.2172692

PK$SPLASH: splash10-0006-0910000000-12f553b8bb5fae1cfc8c
PK$NUM_PEAK: 151
PK$PEAK: m/z int. rel.int.
  56.05014 8.0 8
  75.0444 79.0 79
  77.0372 12.0 12
  79.05393 26.0 26
  82.06142 5.0 5
  84.08103 42.0 42
  85.02672 8.0 8
  91.05317 43.0 43
  93.05634 5.0 5
  93.06959 11.0 11
  95.04643 26.0 26
  95.05231 23.0 23
  103.05667 22.0 22
  105.06954 13.0 13
  106.0651 7.0 7
  108.05669 13.0 13
  108.07578 12.0 12
  108.08152 21.0 21
  109.06171 5.0 5
  110.09337 36.0 36
  110.09872 18.0 18
  111.10104 5.0 5
  115.04231 9.0 9
  115.05488 83.0 83
  116.05547 17.0 17
  116.06219 7.0 7
  117.05402 18.0 18
  117.07015 154.0 154
  118.06522 40.0 40
  119.04688 6.0 6
  119.06824 7.0 7
  119.08396 6.0 6
  121.09201 8.0 8
  122.06657 9.0 9
  122.09362 21.0 21
  123.07631 5.0 5
  123.08224 9.0 9
  124.11303 7.0 7
  125.09368 7.0 7
  127.05333 107.0 107
  128.05138 45.0 45
  128.06248 41.0 41
  129.05721 58.0 58
  129.06845 46.0 46
  129.07541 15.0 15
  130.06587 119.0 119
  131.07404 15.0 15
  132.07547 9.0 9
  132.08318 21.0 21
  134.10074 6.0 6
  141.07285 10.0 10
  142.0535 9.0 9
  142.06502 64.0 64
  143.05132 8.0 8
  143.07298 259.0 259
  144.0416 8.0 8
  144.05362 12.0 12
  144.08055 1000.0 999
  145.06155 6.0 6
  145.08424 120.0 120
  146.09706 24.0 24
  152.06845 23.0 23
  153.06787 12.0 12
  153.07561 8.0 8
  154.05321 13.0 13
  154.06497 60.0 60
  154.12663 7.0 7
  155.07185 92.0 92
  156.07399 19.0 19
  156.08194 39.0 39
  157.08708 21.0 21
  158.09398 35.0 35
  158.10027 37.0 37
  159.09596 9.0 9
  165.06549 12.0 12
  165.07393 12.0 12
  166.05658 6.0 6
  166.0872 6.0 6
  167.07376 74.0 74
  168.07146 33.0 33
  168.08014 115.0 115
  169.07976 25.0 25
  169.08984 24.0 24
  170.0843 11.0 11
  170.0968 75.0 75
  171.09256 20.0 20
  171.10045 5.0 5
  172.11217 5.0 5
  180.08072 78.0 78
  180.10814 5.0 5
  181.08376 33.0 33
  181.09157 27.0 27
  182.08366 6.0 6
  182.09381 25.0 25
  182.10141 36.0 36
  183.08778 13.0 13
  183.1012 8.0 8
  191.07153 37.0 37
  192.06659 5.0 5
  192.0766 13.0 13
  193.08469 27.0 27
  194.05856 10.0 10
  194.09454 56.0 56
  195.08913 6.0 6
  195.10297 21.0 21
  195.10928 11.0 11
  196.10605 19.0 19
  196.11388 6.0 6
  197.10124 15.0 15
  197.11082 9.0 9
  204.08044 35.0 35
  205.07404 9.0 9
  205.09111 30.0 30
  206.09467 65.0 65
  207.06367 6.0 6
  207.09866 36.0 36
  207.11015 13.0 13
  208.07745 13.0 13
  208.0948 14.0 14
  208.11192 24.0 24
  209.0845 7.0 7
  209.10052 7.0 7
  216.07899 5.0 5
  217.0901 18.0 18
  218.08189 8.0 8
  218.09772 37.0 37
  219.10223 15.0 15
  220.11127 10.0 10
  221.08957 9.0 9
  221.10872 80.0 80
  222.09204 9.0 9
  222.1042 7.0 7
  222.11256 10.0 10
  222.12344 14.0 14
  223.10202 12.0 12
  223.12939 9.0 9
  224.13969 10.0 10
  225.14146 8.0 8
  230.09244 11.0 11
  231.10231 9.0 9
  232.10614 17.0 17
  233.09763 6.0 6
  233.11295 7.0 7
  234.11093 9.0 9
  235.12184 10.0 10
  235.13272 5.0 5
  236.11157 5.0 5
  246.13071 5.0 5
  251.1515 18.0 18
  251.16496 6.0 6
  275.11371 8.0 8
//