MassBank Record: MSBNK-RIKEN-PR310646
ACCESSION: MSBNK-RIKEN-PR310646
RECORD_TITLE: Anthranoyllycoctonine; 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$NAME: Anthranoyllycoctonine
CH$COMPOUND_CLASS: Alkaloids
CH$FORMULA: C32H46N2O8
CH$EXACT_MASS: 586.726
CH$SMILES: CCN1CC2(COC(=O)C3=C(N)C=CC=C3)CCC(OC)C34C5CC6C(OC)C5C(O)(CC6OC)C(O)(C(OC)C23)C14
CH$IUPAC: InChI=1S/C32H46N2O8/c1-6-34-15-29(16-42-27(35)17-9-7-8-10-20(17)33)12-11-22(39-3)31-19-13-18-21(38-2)14-30(36,23(19)24(18)40-4)32(37,28(31)34)26(41-5)25(29)31/h7-10,18-19,21-26,28,36-37H,6,11-16,33H2,1-5H3
CH$LINK: INCHIKEY
NNDHDYDFEDRMGH-UHFFFAOYSA-N
AC$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$CHROMATOGRAPHY: RETENTION_TIME 5.5
AC$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$FOCUSED_ION: PRECURSOR_M/Z 587.33269
PK$SPLASH: splash10-000i-0000090000-28caa5c6fde5c80d87b4
PK$NUM_PEAK: 760
PK$PEAK: m/z int. rel.int.
58.06441 22.0 0
59.05033 24.0 0
61.04482 23.0 0
72.08203 27.0 0
75.04194 43.0 1
75.04856 65.0 1
79.04984 18.0 0
84.0841 35.0 0
87.07152 17.0 0
87.57155 44.0 1
88.32826 39.0 0
92.04278 20.0 0
93.06844 20.0 0
95.05328 18.0 0
95.68053 33.0 0
99.0826 24.0 0
99.10529 35.0 0
102.09355 30.0 0
105.0715 25.0 0
108.08059 856.0 11
108.6591 18.0 0
109.06397 30.0 0
109.0848 23.0 0
109.09098 23.0 0
110.09991 30.0 0
111.04 22.0 0
114.09229 20.0 0
117.06122 48.0 1
120.0299 43.0 1
120.04502 1235.0 16
121.04532 27.0 0
121.05331 77.0 1
121.06306 19.0 0
121.44611 21.0 0
122.07478 25.0 0
122.08282 47.0 1
122.09513 253.0 3
122.10249 134.0 2
123.10036 46.0 1
124.10152 22.0 0
124.11037 48.0 1
126.08564 49.0 1
129.06853 54.0 1
129.14075 45.0 1
130.00551 25.0 0
130.05896 19.0 0
130.08087 46.0 1
134.09651 41.0 1
135.08658 31.0 0
136.07527 24.0 0
137.05939 24.0 0
138.08519 20.0 0
138.09074 72.0 1
138.23007 26.0 0
141.08554 22.0 0
143.12291 24.0 0
144.09091 20.0 0
145.06638 20.0 0
146.11069 24.0 0
147.10307 28.0 0
149.42528 17.0 0
151.06363 17.0 0
151.07118 28.0 0
152.10114 21.0 0
154.12527 153.0 2
154.60948 19.0 0
155.08707 62.0 1
158.09026 25.0 0
158.10451 54.0 1
159.06548 45.0 1
159.0755 43.0 1
160.09731 21.0 0
160.83551 23.0 0
161.11662 25.0 0
161.17107 17.0 0
163.05882 20.0 0
164.10605 21.0 0
168.0994 17.0 0
169.11102 50.0 1
171.07549 33.0 0
171.08459 32.0 0
172.08891 23.0 0
172.12907 25.0 0
173.06213 17.0 0
173.09937 37.0 0
174.10036 44.0 1
176.10727 18.0 0
176.14288 29.0 0
177.08531 19.0 0
177.09622 22.0 0
180.0851 20.0 0
183.10745 17.0 0
185.09102 20.0 0
185.12099 18.0 0
185.8645 17.0 0
186.07916 19.0 0
186.11131 32.0 0
186.12741 21.0 0
187.05725 20.0 0
187.11061 17.0 0
187.14133 17.0 0
188.06702 27.0 0
188.11122 17.0 0
189.0984 21.0 0
189.12149 24.0 0
193.08607 17.0 0
193.10374 21.0 0
194.11929 22.0 0
195.11044 78.0 1
197.0923 41.0 1
197.13881 18.0 0
198.09593 18.0 0
198.12952 29.0 0
199.07141 21.0 0
199.11102 24.0 0
201.07152 17.0 0
201.10902 41.0 1
201.14114 25.0 0
202.12308 139.0 2
203.08159 20.0 0
203.09062 23.0 0
203.10863 34.0 0
203.12221 21.0 0
203.1687 33.0 0
204.09155 24.0 0
204.10049 30.0 0
205.13129 45.0 1
205.48538 23.0 0
205.89703 18.0 0
207.11565 110.0 1
207.25125 27.0 0
207.9819 28.0 0
208.11111 65.0 1
209.10277 108.0 1
209.13353 18.0 0
210.08144 49.0 1
211.09653 21.0 0
211.11201 21.0 0
211.12032 21.0 0
211.14256 30.0 0
212.1442 23.0 0
213.11394 20.0 0
213.13478 22.0 0
214.13007 23.0 0
215.10315 44.0 1
216.10933 18.0 0
216.1326 34.0 0
217.12001 23.0 0
217.1396 25.0 0
218.0925 17.0 0
219.10875 21.0 0
219.12299 40.0 1
219.16237 28.0 0
220.07419 35.0 0
220.12442 60.0 1
220.14026 48.0 1
221.09756 32.0 0
221.10442 65.0 1
221.13287 54.0 1
221.55994 17.0 0
222.12602 66.0 1
223.08267 17.0 0
224.06885 22.0 0
224.11673 17.0 0
224.15039 17.0 0
225.12299 40.0 1
226.11852 22.0 0
226.15544 22.0 0
228.13376 32.0 0
229.1008 17.0 0
230.10191 30.0 0
230.15508 21.0 0
231.08621 18.0 0
231.11844 40.0 1
231.14644 35.0 0
231.70331 17.0 0
231.90027 30.0 0
232.16135 17.0 0
233.12447 34.0 0
234.15242 29.0 0
234.18903 20.0 0
235.10448 21.0 0
235.13625 19.0 0
236.1115 69.0 1
236.14734 19.0 0
236.38983 17.0 0
237.10922 28.0 0
237.11821 37.0 0
237.12927 20.0 0
237.14702 33.0 0
238.1308 34.0 0
239.06485 22.0 0
239.14864 44.0 1
240.09914 20.0 0
240.14508 57.0 1
241.06561 19.0 0
241.13556 22.0 0
241.1537 18.0 0
242.14693 19.0 0
243.08386 19.0 0
244.14729 33.0 0
246.121 24.0 0
247.10748 39.0 0
247.12613 18.0 0
248.13179 19.0 0
249.11813 46.0 1
249.12758 44.0 1
249.14169 20.0 0
250.12195 18.0 0
250.15997 17.0 0
250.32945 25.0 0
251.13597 73.0 1
251.14905 75.0 1
251.15779 17.0 0
252.14333 25.0 0
252.1519 18.0 0
253.12012 20.0 0
253.1563 20.0 0
253.16707 47.0 1
253.17578 36.0 0
253.32133 18.0 0
254.79401 21.0 0
255.14937 38.0 0
257.10089 21.0 0
257.11618 89.0 1
257.13138 77.0 1
258.12991 21.0 0
258.1391 19.0 0
258.15118 21.0 0
258.15973 25.0 0
259.12701 18.0 0
259.14618 20.0 0
261.11633 17.0 0
261.15866 23.0 0
264.13702 22.0 0
264.26251 18.0 0
265.12683 100.0 1
265.15274 25.0 0
265.92267 17.0 0
266.09256 40.0 1
266.13373 21.0 0
266.16122 20.0 0
266.84436 17.0 0
267.14551 19.0 0
268.12585 21.0 0
268.14377 18.0 0
268.16974 17.0 0
269.13901 24.0 0
269.15247 79.0 1
269.17569 21.0 0
270.08414 45.0 1
271.12335 23.0 0
271.22598 20.0 0
272.13995 20.0 0
272.18573 20.0 0
272.36765 17.0 0
274.10638 21.0 0
275.15701 31.0 0
276.13406 25.0 0
276.1427 19.0 0
276.16681 20.0 0
277.12207 18.0 0
277.14261 27.0 0
278.15573 40.0 1
279.12839 52.0 1
279.14008 106.0 1
279.16806 21.0 0
281.12979 19.0 0
282.13428 24.0 0
283.14465 18.0 0
283.24045 17.0 0
285.14417 21.0 0
286.17471 19.0 0
287.12756 32.0 0
287.14032 26.0 0
288.14099 19.0 0
291.14761 25.0 0
292.1308 18.0 0
292.14114 36.0 0
292.77591 17.0 0
293.1431 57.0 1
293.16449 21.0 0
294.14661 27.0 0
294.17847 102.0 1
294.19217 22.0 0
295.19357 23.0 0
295.50284 25.0 0
295.51501 24.0 0
296.17386 27.0 0
296.20743 50.0 1
297.15118 35.0 0
297.17303 40.0 1
298.15457 21.0 0
298.1712 17.0 0
298.19849 21.0 0
299.21365 21.0 0
300.20242 78.0 1
300.51666 20.0 0
300.64273 17.0 0
302.21634 28.0 0
303.89426 20.0 0
304.16263 54.0 1
304.17749 41.0 1
304.50092 17.0 0
305.99527 23.0 0
306.17053 21.0 0
307.57336 18.0 0
307.80911 36.0 0
308.08591 33.0 0
308.18259 22.0 0
308.19684 35.0 0
308.21457 76.0 1
308.26871 46.0 1
309.13254 25.0 0
309.14261 30.0 0
309.15613 23.0 0
309.20694 78.0 1
310.16223 31.0 0
310.18329 24.0 0
311.15704 17.0 0
311.17862 39.0 0
311.57251 28.0 0
311.70938 21.0 0
312.17203 46.0 1
312.1954 50.0 1
312.20862 59.0 1
312.97885 22.0 0
313.20236 18.0 0
314.17459 20.0 0
315.20944 34.0 0
315.80859 17.0 0
316.1944 20.0 0
320.36819 30.0 0
320.60892 17.0 0
320.96075 23.0 0
321.15817 52.0 1
321.18304 18.0 0
321.45813 27.0 0
322.07965 25.0 0
322.1767 79.0 1
322.28964 22.0 0
323.07834 18.0 0
323.15448 26.0 0
323.172 21.0 0
325.19269 21.0 0
325.43332 31.0 0
326.17142 23.0 0
326.19083 19.0 0
326.21201 178.0 2
326.23117 48.0 1
327.16885 46.0 1
327.20801 17.0 0
327.27481 27.0 0
328.10434 21.0 0
328.16852 29.0 0
328.22745 26.0 0
329.18384 19.0 0
330.14374 25.0 0
332.18652 21.0 0
333.27383 18.0 0
334.18884 22.0 0
335.6543 33.0 0
336.19424 212.0 3
336.21213 69.0 1
337.16461 23.0 0
337.20117 41.0 1
338.19922 17.0 0
339.14841 20.0 0
340.1665 22.0 0
340.20999 66.0 1
340.22888 119.0 2
340.2439 43.0 1
341.17209 18.0 0
341.19769 17.0 0
341.21628 36.0 0
341.24683 21.0 0
342.19635 70.0 1
342.20966 28.0 0
342.2298 20.0 0
343.17719 21.0 0
343.19153 18.0 0
344.19073 28.0 0
344.21198 61.0 1
344.22668 97.0 1
344.24692 17.0 0
345.1246 25.0 0
345.21658 39.0 0
345.3913 22.0 0
345.90826 30.0 0
346.11069 32.0 0
346.27365 24.0 0
347.00101 17.0 0
347.23825 52.0 1
348.00449 21.0 0
349.20248 43.0 1
350.60123 17.0 0
352.1633 22.0 0
352.94232 17.0 0
353.15756 22.0 0
353.28922 18.0 0
353.33701 25.0 0
353.36548 21.0 0
354.15982 26.0 0
354.17944 51.0 1
354.20126 498.0 6
354.21411 197.0 3
354.56766 18.0 0
355.19559 64.0 1
355.20883 62.0 1
355.22565 97.0 1
356.1095 17.0 0
356.22083 40.0 1
356.29468 20.0 0
357.13016 59.0 1
357.20013 18.0 0
357.82599 19.0 0
358.18579 20.0 0
358.22235 61.0 1
358.23471 170.0 2
358.49323 25.0 0
358.59271 20.0 0
359.13541 21.0 0
359.23608 21.0 0
359.24622 65.0 1
359.25635 22.0 0
359.94611 17.0 0
360.22192 19.0 0
360.24521 22.0 0
360.5162 18.0 0
362.21692 17.0 0
363.233 18.0 0
365.21811 21.0 0
365.47128 28.0 0
365.68619 18.0 0
366.17313 45.0 1
366.9603 24.0 0
367.58328 22.0 0
368.20084 45.0 1
368.22806 56.0 1
368.24408 18.0 0
369.2175 26.0 0
369.23697 39.0 0
370.20923 25.0 0
371.2413 19.0 0
372.18036 20.0 0
372.21918 120.0 2
372.24652 56.0 1
373.20276 40.0 1
373.23157 36.0 0
373.25443 30.0 0
374.24042 22.0 0
375.21219 20.0 0
375.2814 19.0 0
376.23584 47.0 1
384.20425 18.0 0
386.18423 21.0 0
386.22891 499.0 6
386.24091 436.0 6
387.2283 75.0 1
387.24155 189.0 2
387.30765 17.0 0
387.6868 19.0 0
387.98193 27.0 0
388.18024 24.0 0
388.22662 17.0 0
389.23914 20.0 0
389.99579 18.0 0
390.25851 47.0 1
390.28931 38.0 0
390.31802 19.0 0
390.35028 21.0 0
391.03397 17.0 0
391.16748 19.0 0
391.21448 18.0 0
391.25525 18.0 0
391.75012 17.0 0
394.62299 20.0 0
397.19794 47.0 1
398.45706 39.0 0
399.6701 29.0 0
400.24283 89.0 1
401.2435 17.0 0
401.27133 23.0 0
401.336 24.0 0
402.16092 18.0 0
402.20453 18.0 0
402.25854 24.0 0
403.229 18.0 0
403.51822 33.0 0
403.8877 21.0 0
404.02316 19.0 0
404.16345 17.0 0
404.18271 27.0 0
404.20523 38.0 0
404.24121 649.0 8
404.26028 229.0 3
404.28873 24.0 0
405.19226 41.0 1
405.21259 24.0 0
405.23163 49.0 1
405.24896 120.0 2
405.26935 105.0 1
406.05377 20.0 0
406.24884 21.0 0
406.37921 17.0 0
406.47006 22.0 0
407.44022 19.0 0
409.47476 19.0 0
413.63159 25.0 0
413.94772 21.0 0
414.33807 24.0 0
417.51788 18.0 0
417.9678 20.0 0
418.19537 19.0 0
418.23215 18.0 0
418.24951 154.0 2
418.27646 85.0 1
418.33182 25.0 0
419.19171 19.0 0
419.24557 42.0 1
419.26089 24.0 0
419.28256 39.0 0
419.98404 17.0 0
420.27783 19.0 0
421.05423 27.0 0
422.68799 18.0 0
422.85327 21.0 0
426.19403 20.0 0
428.10373 36.0 0
429.8309 28.0 0
429.93903 17.0 0
430.11264 30.0 0
431.22269 42.0 1
434.20929 47.0 1
434.23615 18.0 0
435.2504 55.0 1
435.28012 17.0 0
436.25433 172.0 2
436.27194 299.0 4
436.28702 73.0 1
436.33325 33.0 0
437.23755 17.0 0
437.25467 36.0 0
437.28024 37.0 0
437.29333 19.0 0
443.12671 21.0 0
443.22925 24.0 0
444.3114 18.0 0
444.84164 20.0 0
444.99445 17.0 0
445.1954 20.0 0
445.22968 37.0 0
445.24954 171.0 2
445.27335 24.0 0
446.24765 20.0 0
446.26443 19.0 0
447.67926 19.0 0
449.2446 18.0 0
449.64499 29.0 0
451.18845 17.0 0
459.23627 20.0 0
459.38837 17.0 0
459.83716 18.0 0
460.00015 45.0 1
461.66254 17.0 0
463.21216 31.0 0
463.25641 42.0 1
463.28088 112.0 1
464.22504 22.0 0
464.2691 34.0 0
468.28119 158.0 2
468.30124 252.0 3
468.69098 24.0 0
469.28458 82.0 1
469.3111 98.0 1
470.04514 25.0 0
470.29868 57.0 1
470.33807 17.0 0
471.07941 57.0 1
473.23868 80.0 1
473.26627 126.0 2
474.23746 39.0 0
474.2601 19.0 0
474.358 17.0 0
474.89224 18.0 0
477.22153 20.0 0
477.25333 58.0 1
477.26978 124.0 2
477.28412 236.0 3
477.38422 20.0 0
478.22009 23.0 0
478.25656 97.0 1
478.27573 130.0 2
478.42352 21.0 0
479.26877 24.0 0
479.29886 18.0 0
480.13623 20.0 0
480.28592 17.0 0
481.15189 20.0 0
481.2713 110.0 1
482.63437 17.0 0
482.65533 18.0 0
483.01639 17.0 0
487.79056 31.0 0
488.2562 22.0 0
488.27002 17.0 0
490.23337 24.0 0
490.29178 18.0 0
491.21793 31.0 0
491.25613 370.0 5
492.25302 60.0 1
492.28854 17.0 0
493.14011 25.0 0
494.90872 32.0 0
495.23547 35.0 0
495.28503 47.0 1
496.21088 18.0 0
496.28174 18.0 0
496.29602 28.0 0
497.04446 17.0 0
497.29581 26.0 0
498.14554 18.0 0
499.3035 18.0 0
504.45755 17.0 0
505.19458 18.0 0
505.23682 24.0 0
505.27414 452.0 6
505.30063 63.0 1
505.3197 37.0 0
505.39764 25.0 0
506.22787 41.0 1
506.25204 45.0 1
506.27954 126.0 2
506.62952 20.0 0
506.72037 18.0 0
507.26822 23.0 0
507.36105 36.0 0
507.47739 20.0 0
507.87341 22.0 0
508.31009 20.0 0
509.26779 114.0 1
509.30048 349.0 4
509.3364 18.0 0
509.38733 17.0 0
510.27625 19.0 0
510.29749 65.0 1
510.49518 18.0 0
510.61084 23.0 0
511.10791 18.0 0
515.42773 20.0 0
517.01691 17.0 0
519.29163 18.0 0
520.29797 25.0 0
521.2876 19.0 0
522.9397 31.0 0
523.2226 18.0 0
523.24164 118.0 2
523.26898 711.0 9
523.29388 733.0 9
523.31549 147.0 2
523.35016 20.0 0
524.255 48.0 1
524.29004 310.0 4
524.56769 17.0 0
524.76324 20.0 0
524.77905 20.0 0
525.26752 37.0 0
525.30377 75.0 1
525.82697 26.0 0
526.08405 18.0 0
526.27979 17.0 0
526.29877 20.0 0
526.95709 18.0 0
527.47278 22.0 0
534.27765 21.0 0
535.29187 18.0 0
535.34552 34.0 0
537.04095 23.0 0
537.25507 17.0 0
537.28094 150.0 2
537.29846 177.0 2
537.31696 87.0 1
538.28381 55.0 1
538.30865 21.0 0
538.91656 17.0 0
539.1048 18.0 0
539.315 20.0 0
540.06055 43.0 1
540.98645 27.0 0
542.54205 19.0 0
542.82812 17.0 0
543.08795 20.0 0
545.51068 17.0 0
553.27081 17.0 0
553.30084 40.0 1
554.33948 20.0 0
554.87488 19.0 0
555.30884 1330.0 17
555.49091 27.0 0
556.30988 506.0 6
556.37476 17.0 0
556.64368 18.0 0
556.93652 25.0 0
556.9541 22.0 0
557.24487 18.0 0
557.31219 72.0 1
557.74628 19.0 0
557.92053 17.0 0
557.93939 20.0 0
558.31671 19.0 0
558.85797 20.0 0
559.13861 20.0 0
559.32953 47.0 1
560.98718 18.0 0
567.90997 18.0 0
569.26672 58.0 1
569.30902 248.0 3
569.33069 213.0 3
569.45349 17.0 0
570.23517 17.0 0
570.297 86.0 1
570.33191 43.0 1
570.34912 70.0 1
571.36292 23.0 0
572.34705 33.0 0
572.41815 29.0 0
574.52094 20.0 0
575.14166 17.0 0
575.80756 18.0 0
575.9624 22.0 0
576.112 18.0 0
576.17261 17.0 0
576.21674 17.0 0
577.01282 20.0 0
579.88226 30.0 0
582.14093 19.0 0
582.93848 24.0 0
583.53387 17.0 0
585.10181 17.0 0
585.29749 122.0 2
585.31964 564.0 7
585.3501 132.0 2
585.89496 22.0 0
586.23492 18.0 0
586.30829 495.0 6
586.3327 480.0 6
586.74976 27.0 0
586.76617 20.0 0
586.94958 21.0 0
587.03735 18.0 0
587.06854 19.0 0
587.13794 22.0 0
587.16376 42.0 1
587.2251 189.0 2
587.24915 752.0 10
587.27441 208.0 3
587.33392 78015.0 999
587.41071 1291.0 17
587.48474 59.0 1
587.5014 21.0 0
//
