MassBank Record: MSBNK-RIKEN-PR310632
ACCESSION: MSBNK-RIKEN-PR310632
RECORD_TITLE: Ethylrhoeagenine; 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: Annotation level-1
CH$NAME: Ethylrhoeagenine
CH$COMPOUND_CLASS: Alkaloids
CH$FORMULA: C22H23NO6
CH$EXACT_MASS: 397.427
CH$SMILES: CCOC1OC2C(N(C)CCC3=C2C=C2OCOC2=C3)C2=C1C1=C(OCO1)C=C2
CH$IUPAC: InChI=1S/C22H23NO6/c1-3-24-22-18-13(4-5-15-21(18)28-11-25-15)19-20(29-22)14-9-17-16(26-10-27-17)8-12(14)6-7-23(19)2/h4-5,8-9,19-20,22H,3,6-7,10-11H2,1-2H3
CH$LINK: INCHIKEY
RKBDCPZCGRWNMP-UHFFFAOYSA-N
AC$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$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$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$CHROMATOGRAPHY: RETENTION_TIME 5.15
AC$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$FOCUSED_ION: PRECURSOR_M/Z 398.15981
PK$SPLASH: splash10-0udj-0319000000-fe0269069a9f0b5d6d5d
PK$NUM_PEAK: 338
PK$PEAK: m/z int. rel.int.
77.04141 18.0 1
82.07845 20.0 2
103.05025 20.0 2
103.06011 26.0 2
104.06429 43.0 3
115.05807 20.0 2
118.07014 26.0 2
119.04609 17.0 1
128.05313 21.0 2
131.04868 23.0 2
132.04909 18.0 1
132.08527 48.0 4
133.18866 26.0 2
135.04439 83.0 6
136.05106 20.0 2
146.05643 27.0 2
147.04427 22.0 2
147.06668 39.0 3
148.04353 19.0 1
148.05624 77.0 6
149.05901 325.0 25
151.05612 17.0 1
158.06181 20.0 2
159.04398 48.0 4
159.07037 28.0 2
160.0442 18.0 1
160.07828 39.0 3
161.04393 91.0 7
162.06123 23.0 2
162.07008 25.0 2
162.08226 17.0 1
163.02658 17.0 1
163.07558 149.0 12
164.07277 39.0 3
165.05751 17.0 1
165.07799 18.0 1
166.32341 24.0 2
167.86674 17.0 1
168.0417 19.0 1
171.70041 20.0 2
174.01689 30.0 2
174.05576 43.0 3
174.06689 36.0 3
175.06035 69.0 5
175.06874 23.0 2
176.06833 84.0 7
177.06749 52.0 4
177.07959 48.0 4
178.07022 21.0 2
178.08057 71.0 6
179.07732 18.0 1
182.10152 25.0 2
185.04544 22.0 2
186.05458 17.0 1
187.0601 18.0 1
188.05107 54.0 4
188.07101 2988.0 233
189.03268 21.0 2
189.04733 31.0 2
189.07512 1052.0 82
190.0408 105.0 8
190.04965 263.0 21
190.08679 6224.0 485
190.29861 21.0 2
191.05588 19.0 1
191.08829 921.0 72
191.10709 17.0 1
191.71259 17.0 1
192.05719 22.0 2
192.09552 55.0 4
193.0601 35.0 3
193.27795 40.0 3
194.07294 20.0 2
195.05545 27.0 2
195.33336 17.0 1
196.08347 22.0 2
200.99562 27.0 2
204.05116 29.0 2
204.06578 22.0 2
204.07307 34.0 3
204.09517 26.0 2
205.05847 136.0 11
205.06961 157.0 12
206.06253 24.0 2
206.07401 25.0 2
207.06944 31.0 2
207.08168 58.0 5
207.09421 18.0 1
207.45573 17.0 1
209.06189 53.0 4
215.98672 25.0 2
217.04837 19.0 1
217.07712 20.0 2
217.62036 29.0 2
218.0645 40.0 3
219.07782 62.0 5
221.05353 63.0 5
221.06898 24.0 2
221.08403 32.0 2
222.07832 23.0 2
222.64935 17.0 1
223.0524 19.0 1
223.0699 75.0 6
224.08911 36.0 3
224.96112 24.0 2
225.09393 20.0 2
226.12138 34.0 3
227.7827 28.0 2
228.08911 24.0 2
229.22784 19.0 1
231.83937 24.0 2
233.01062 24.0 2
233.05931 293.0 23
233.06929 88.0 7
233.17999 26.0 2
234.06265 102.0 8
234.36905 18.0 1
235.07062 328.0 26
235.0882 125.0 10
236.0602 47.0 4
236.08383 55.0 4
237.05426 36.0 3
237.11198 113.0 9
237.26218 31.0 2
240.88721 27.0 2
241.18788 59.0 5
242.86424 21.0 2
245.05997 45.0 4
246.08723 58.0 5
246.0952 24.0 2
246.10876 19.0 1
247.05965 41.0 3
247.07655 200.0 16
247.19464 17.0 1
248.07059 21.0 2
248.10248 68.0 5
249.09251 23.0 2
250.06996 48.0 4
250.09235 17.0 1
250.1375 19.0 1
251.06657 64.0 5
251.08751 21.0 2
251.09727 18.0 1
252.07162 55.0 4
252.11581 24.0 2
253.09122 37.0 3
257.17001 21.0 2
259.04355 20.0 2
259.07193 20.0 2
261.02362 17.0 1
261.04828 154.0 12
261.06223 137.0 11
261.07297 49.0 4
262.05042 18.0 1
262.06787 59.0 5
262.08279 17.0 1
263.04779 49.0 4
263.06979 232.0 18
263.09164 45.0 4
264.06851 115.0 9
264.08063 43.0 3
264.11047 59.0 5
265.08084 46.0 4
266.1243 29.0 2
267.04526 18.0 1
267.06519 19.0 1
267.87845 40.0 3
267.94656 25.0 2
268.10593 17.0 1
268.12265 21.0 2
269.14444 57.0 4
269.74283 18.0 1
273.06735 23.0 2
274.07758 26.0 2
274.09341 31.0 2
275.07355 199.0 16
275.10007 22.0 2
276.07407 64.0 5
276.09982 145.0 11
276.11227 87.0 7
277.06171 17.0 1
277.07883 19.0 1
277.0899 57.0 4
277.62665 21.0 2
278.01306 21.0 2
278.12805 21.0 2
279.06573 89.0 7
280.08063 23.0 2
281.01138 20.0 2
281.03888 34.0 3
281.07645 28.0 2
282.07089 24.0 2
282.08347 64.0 5
289.05078 18.0 1
289.07309 43.0 3
290.08209 72.0 6
290.10147 28.0 2
291.04169 20.0 2
291.06784 377.0 29
291.09299 24.0 2
291.11142 17.0 1
291.1745 25.0 2
292.06543 56.0 4
292.08005 49.0 4
292.10489 107.0 8
293.07159 191.0 15
293.08551 199.0 16
294.00146 35.0 3
294.06802 58.0 5
294.08707 73.0 6
294.11148 103.0 8
294.13187 20.0 2
295.0665 24.0 2
295.08466 39.0 3
295.11099 71.0 6
295.12549 46.0 4
296.08768 53.0 4
296.31201 36.0 3
297.3378 19.0 1
299.9538 21.0 2
301.02209 17.0 1
301.04449 18.0 1
302.0527 27.0 2
302.18454 28.0 2
302.78052 24.0 2
303.0499 294.0 23
303.0668 643.0 50
303.09662 32.0 2
303.11011 17.0 1
304.06247 121.0 9
304.07602 107.0 8
304.0925 55.0 4
304.10077 98.0 8
304.98849 24.0 2
305.05203 61.0 5
305.06873 37.0 3
305.08826 70.0 5
305.10269 46.0 4
305.11166 39.0 3
306.04712 20.0 2
306.06009 39.0 3
306.07373 37.0 3
306.095 38.0 3
306.11859 45.0 4
307.04578 18.0 1
307.09488 55.0 4
307.12988 24.0 2
308.07419 38.0 3
308.08774 79.0 6
308.10391 88.0 7
309.06436 109.0 8
309.07556 88.0 7
309.09854 157.0 12
310.07782 33.0 3
312.94611 17.0 1
313.02457 37.0 3
313.35358 28.0 2
314.83231 18.0 1
317.08615 17.0 1
318.07315 104.0 8
319.0791 117.0 9
319.08997 86.0 7
320.04105 17.0 1
320.0921 1552.0 121
321.06949 71.0 6
321.09293 481.0 37
321.10486 189.0 15
322.01309 26.0 2
322.07706 77.0 6
322.0929 77.0 6
322.10757 146.0 11
322.14966 23.0 2
323.08624 136.0 11
323.11203 22.0 2
323.12704 35.0 3
323.37811 18.0 1
324.12048 222.0 17
324.54095 19.0 1
325.12436 45.0 4
332.08957 17.0 1
333.09 64.0 5
333.92957 23.0 2
334.00897 38.0 3
334.10849 1879.0 146
335.10443 166.0 13
335.11429 436.0 34
336.08127 35.0 3
336.09991 142.0 11
336.129 27.0 2
337.05966 23.0 2
337.08557 112.0 9
337.10217 148.0 12
337.12344 28.0 2
338.11926 23.0 2
338.86905 20.0 2
339.85306 21.0 2
340.01932 19.0 1
345.39056 17.0 1
349.86411 26.0 2
350.09647 32.0 2
350.74658 17.0 1
351.0943 41.0 3
351.63959 20.0 2
351.91156 28.0 2
352.03781 18.0 1
352.05429 90.0 7
352.07425 156.0 12
352.11838 12815.0 999
352.1713 53.0 4
352.20428 17.0 1
352.46527 17.0 1
353.12183 3179.0 248
354.08829 20.0 2
354.11893 304.0 24
354.13254 206.0 16
355.02051 19.0 1
355.12378 42.0 3
357.22174 17.0 1
359.71161 18.0 1
360.27451 25.0 2
368.66602 23.0 2
373.43225 22.0 2
378.55438 27.0 2
380.14432 225.0 18
380.16092 124.0 10
381.13611 35.0 3
381.15631 69.0 5
382.15079 18.0 1
383.16263 25.0 2
392.5195 17.0 1
395.65759 20.0 2
397.69058 61.0 5
398.0332 18.0 1
398.10489 67.0 5
398.12332 120.0 9
398.15897 10360.0 808
398.20813 58.0 5
398.25363 18.0 1
//