MassBank Record: MSBNK-RIKEN-PR304540
ACCESSION: MSBNK-RIKEN-PR304540
RECORD_TITLE: Hydroxygardnutine; 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$NAME: Hydroxygardnutine
CH$COMPOUND_CLASS: Macroline alkaloids
CH$FORMULA: C20H22N2O3
CH$EXACT_MASS: 338.407
CH$SMILES: COC1=CC2=C(C=C1)C1=C(N2)C2CC3C4COC1C4N2CC3=CCO
CH$IUPAC: InChI=1S/C20H22N2O3/c1-24-11-2-3-12-15(6-11)21-18-16-7-13-10(4-5-23)8-22(16)19-14(13)9-25-20(19)17(12)18/h2-4,6,13-14,16,19-21,23H,5,7-9H2,1H3
CH$LINK: INCHIKEY
OUONWRIEOZGMSQ-UHFFFAOYSA-N
AC$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$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$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 -2.75 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$CHROMATOGRAPHY: RETENTION_TIME 3.605183
AC$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$FOCUSED_ION: PRECURSOR_M/Z 337.15576614783
PK$SPLASH: splash10-0002-0952000000-89dc137ae30afeb4f618
PK$NUM_PEAK: 125
PK$PEAK: m/z int. rel.int.
107.04189 21.0 21
118.73746 17.0 17
122.05614 13.0 13
131.03377 27.0 27
143.02858 11.0 11
144.04805 19.0 19
145.04855 16.0 16
150.98407 20.0 20
153.06012 12.0 12
154.04735 11.0 11
168.06331 12.0 12
168.078 53.0 53
169.045 28.0 28
170.06227 326.0 326
171.05566 29.0 29
171.06371 81.0 81
172.07278 48.0 48
181.05409 88.0 88
182.04526 172.0 172
182.05441 146.0 146
183.04253 37.0 37
183.05302 168.0 168
183.06665 15.0 15
184.06165 52.0 52
195.05493 152.0 152
196.04514 22.0 22
196.06238 1000.0 999
196.0851 13.0 13
196.09846 12.0 12
197.05481 16.0 16
197.06927 288.0 288
197.07845 72.0 72
198.05435 48.0 48
198.07755 14.0 14
199.05591 165.0 165
199.0706 77.0 77
199.08922 12.0 12
199.92595 16.0 16
200.07388 39.0 39
209.05788 31.0 31
210.05443 14.0 14
210.06274 12.0 12
211.05965 12.0 12
211.08525 20.0 20
212.06386 24.0 24
212.07883 15.0 15
212.0985 27.0 27
214.0816 21.0 21
221.07812 26.0 26
222.07336 13.0 13
223.08163 12.0 12
223.09045 14.0 14
224.07098 14.0 14
233.08548 18.0 18
234.06857 38.0 38
234.07808 33.0 33
235.08791 31.0 31
235.09848 11.0 11
236.07065 24.0 24
236.09015 57.0 57
237.06801 12.0 12
237.1048 11.0 11
238.10428 13.0 13
247.06779 27.0 27
247.09709 16.0 16
248.07004 14.0 14
248.09123 147.0 147
248.10522 58.0 58
249.09317 36.0 36
249.10008 93.0 93
250.07205 11.0 11
250.10478 16.0 16
251.07658 12.0 12
251.11852 20.0 20
252.10609 19.0 19
253.09285 15.0 15
258.0733 17.0 17
258.0863 16.0 16
259.09311 26.0 26
260.08759 13.0 13
261.1008 55.0 55
261.10999 14.0 14
263.11301 85.0 85
264.09549 28.0 28
264.1217 46.0 46
264.13351 13.0 13
264.69885 11.0 11
265.08667 16.0 16
266.095 26.0 26
266.10782 80.0 80
267.11826 31.0 31
273.05606 17.0 17
273.10614 43.0 43
274.06931 17.0 17
274.10172 29.0 29
274.11624 50.0 50
275.11337 24.0 24
276.07343 12.0 12
276.08267 11.0 11
277.12579 12.0 12
278.10229 14.0 14
278.13477 30.0 30
279.11172 17.0 17
280.134 11.0 11
289.08029 14.0 14
289.09372 21.0 21
289.14056 28.0 28
291.1283 24.0 24
292.12228 63.0 63
293.13153 12.0 12
294.13553 147.0 147
295.11316 12.0 12
296.14856 12.0 12
302.11499 11.0 11
303.10327 39.0 39
319.14529 12.0 12
320.14496 24.0 24
321.11548 17.0 17
322.12286 97.0 97
322.13321 366.0 366
323.12466 84.0 84
323.14008 102.0 102
323.15381 12.0 12
325.13254 12.0 12
337.15149 50.0 50
//