MassBank Record: MSBNK-RIKEN-PR300154
ACCESSION: MSBNK-RIKEN-PR300154
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$SMILES: COC1=CC2=C(C=C1)C1=C(N2)[C@@H]2C[C@@H]3[C@@H]4CO[C@H]1[C@@H]4N2C\C3=C\CO
CH$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/b10-4-/t13-,14-,16-,19+,20+/m0/s1
CH$LINK: INCHIKEY
OUONWRIEOZGMSQ-NUUNSNFRSA-N
AC$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$CHROMATOGRAPHY: RETENTION_TIME 3.602583
AC$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$FOCUSED_ION: PRECURSOR_M/Z 339.170319
PK$SPLASH: splash10-0a4i-1940000000-e250f28ef10d97de3d71
PK$NUM_PEAK: 399
PK$PEAK: m/z int. rel.int.
67.04012 10.0 10
67.05087 5.0 5
67.05482 6.0 6
70.06926 12.0 12
73.68494 5.0 5
77.01773 6.0 6
77.0379 81.0 81
78.04526 13.0 13
79.04752 11.0 11
79.05414 66.0 66
79.06266 7.0 7
79.56647 6.0 6
80.04607 72.0 72
80.05215 32.0 32
80.05753 6.0 6
81.0532 20.0 20
82.06434 9.0 9
83.04227 14.0 14
83.05121 8.0 8
83.05809 11.0 11
89.0362 7.0 7
91.02821 12.0 12
91.05466 159.0 159
92.05205 33.0 33
92.06097 16.0 16
93.04848 10.0 10
93.05581 22.0 22
93.06496 7.0 7
93.07155 11.0 11
93.07893 5.0 5
94.05766 14.0 14
94.06633 43.0 43
94.07588 14.0 14
95.07147 7.0 7
95.84502 5.0 5
103.01502 8.0 8
103.03484 7.0 7
103.05449 124.0 124
104.0546 27.0 27
104.05967 13.0 13
105.03258 12.0 12
105.05586 31.0 31
105.06779 16.0 16
105.98315 12.0 12
106.06673 229.0 229
107.07088 50.0 50
108.06711 5.0 5
108.08393 43.0 43
108.9974 13.0 13
109.05617 14.0 14
110.08952 21.0 21
110.09879 18.0 18
112.08134 6.0 6
113.08457 6.0 6
113.23512 10.0 10
113.97014 8.0 8
115.05662 7.0 7
117.02838 6.0 6
117.05115 19.0 19
117.05929 140.0 140
118.06239 88.0 88
118.07228 14.0 14
119.05156 8.0 8
119.07164 31.0 31
119.07679 20.0 20
120.06795 14.0 14
120.08227 132.0 132
121.08224 8.0 8
122.06116 12.0 12
122.10217 7.0 7
123.82735 8.0 8
124.0596 9.0 9
124.07564 5.0 5
125.07162 11.0 11
127.05182 7.0 7
127.05862 9.0 9
128.05013 6.0 6
128.05861 16.0 16
129.05927 8.0 8
129.0686 16.0 16
130.03046 9.0 9
130.06403 394.0 394
131.06604 21.0 21
131.07486 74.0 74
132.03947 31.0 31
132.04556 18.0 18
132.0547 11.0 11
132.07108 7.0 7
133.05409 40.0 40
133.6068 5.0 5
136.07051 6.0 6
136.0789 21.0 21
137.07211 7.0 7
137.08171 6.0 6
138.08485 6.0 6
139.04887 5.0 5
139.16885 6.0 6
140.04546 7.0 7
141.05832 5.0 5
142.047 7.0 7
142.06119 10.0 10
142.06992 7.0 7
143.06046 14.0 14
143.07336 83.0 83
144.05641 14.0 14
144.06822 7.0 7
144.08107 139.0 139
144.24945 5.0 5
144.80028 7.0 7
145.04611 31.0 31
145.05473 54.0 54
145.06425 11.0 11
145.0853 45.0 45
146.015 7.0 7
146.02213 7.0 7
146.05157 10.0 10
146.05957 15.0 15
146.06693 13.0 13
146.08409 7.0 7
147.05704 18.0 18
147.06892 20.0 20
147.07935 13.0 13
148.07735 23.0 23
149.08162 5.0 5
150.08734 10.0 10
150.0943 7.0 7
152.05714 15.0 15
153.07239 7.0 7
154.05769 23.0 23
154.06552 10.0 10
155.07425 48.0 48
156.06805 29.0 29
156.07944 17.0 17
157.05566 15.0 15
157.0752 16.0 16
157.08975 9.0 9
158.05978 1000.0 999
158.4415 6.0 6
158.57774 6.0 6
159.03717 8.0 8
159.06303 170.0 170
159.07222 47.0 47
160.04472 6.0 6
160.05484 7.0 7
160.07339 181.0 181
160.08458 43.0 43
161.07675 6.0 6
162.07874 6.0 6
162.09375 10.0 10
165.07059 28.0 28
166.04919 13.0 13
166.05687 6.0 6
166.06963 8.0 8
166.77505 7.0 7
167.06055 9.0 9
167.07376 76.0 76
167.09247 9.0 9
168.06435 12.0 12
168.08139 65.0 65
169.04909 15.0 15
169.08382 31.0 31
170.04372 7.0 7
170.05661 25.0 25
170.0663 15.0 15
170.08893 23.0 23
171.067 74.0 74
172.05611 12.0 12
172.06477 8.0 8
172.07765 103.0 103
172.54276 11.0 11
172.70374 7.0 7
173.08446 179.0 179
174.05623 8.0 8
174.08813 35.0 35
175.05515 6.0 6
176.03305 7.0 7
178.06931 5.0 5
178.08681 7.0 7
179.07172 10.0 10
179.08368 7.0 7
179.27563 8.0 8
179.92245 7.0 7
180.07881 64.0 64
180.08707 19.0 19
180.18326 7.0 7
181.0892 26.0 26
181.22801 10.0 10
182.06038 21.0 21
182.08708 7.0 7
182.09563 13.0 13
183.06467 37.0 37
183.07613 14.0 14
184.06102 11.0 11
184.07159 34.0 34
184.6382 7.0 7
185.04561 10.0 10
185.06375 7.0 7
185.07562 30.0 30
186.07965 21.0 21
186.08842 44.0 44
188.10394 26.0 26
191.07097 22.0 22
191.08627 26.0 26
192.06218 13.0 13
192.07214 52.0 52
192.08478 40.0 40
192.09941 12.0 12
193.08786 119.0 119
193.256 7.0 7
194.08821 50.0 50
195.06569 8.0 8
195.09219 30.0 30
195.10112 18.0 18
196.06549 7.0 7
196.07175 18.0 18
196.08151 16.0 16
196.09689 8.0 8
196.10527 14.0 14
196.11537 7.0 7
196.12247 5.0 5
197.06935 7.0 7
197.0789 14.0 14
197.08786 14.0 14
197.10381 9.0 9
198.05559 6.0 6
198.08076 14.0 14
198.09392 24.0 24
199.05675 18.0 18
199.08829 24.0 24
200.05219 6.0 6
200.07103 15.0 15
202.92012 7.0 7
204.05591 6.0 6
204.06851 12.0 12
204.08495 37.0 37
205.05231 6.0 6
205.0701 12.0 12
205.08362 16.0 16
205.09308 38.0 38
206.08649 73.0 73
206.10358 46.0 46
206.95834 10.0 10
207.01308 6.0 6
207.07385 8.0 8
207.08371 23.0 23
207.10451 20.0 20
208.05934 11.0 11
208.07574 59.0 59
208.10124 45.0 45
208.11534 6.0 6
209.0907 11.0 11
210.08568 43.0 43
210.09645 30.0 30
210.10814 6.0 6
210.12332 7.0 7
211.10272 15.0 15
212.0959 5.0 5
215.08075 14.0 14
216.09259 7.0 7
217.07437 7.0 7
217.08348 7.0 7
217.09406 16.0 16
218.08548 32.0 32
218.10213 54.0 54
219.05997 21.0 21
219.08574 24.0 24
219.09726 34.0 34
219.1113 8.0 8
220.0782 33.0 33
220.09155 50.0 50
220.10542 19.0 19
220.11499 10.0 10
221.08696 41.0 41
221.10123 7.0 7
221.11621 7.0 7
222.05806 17.0 17
222.0878 12.0 12
222.10602 12.0 12
223.07954 9.0 9
223.0977 17.0 17
223.10674 7.0 7
224.10841 15.0 15
225.07771 19.0 19
225.10841 21.0 21
225.13159 7.0 7
226.09006 6.0 6
226.09955 6.0 6
228.81587 5.0 5
230.09018 16.0 16
230.09811 5.0 5
231.0865 6.0 6
231.09735 6.0 6
232.07808 45.0 45
232.10362 19.0 19
232.11415 21.0 21
233.08144 7.0 7
233.10252 29.0 29
233.12451 22.0 22
234.07185 9.0 9
234.07831 16.0 16
234.09079 33.0 33
234.114 8.0 8
235.08809 31.0 31
235.12105 6.0 6
236.07088 10.0 10
236.08917 6.0 6
236.10695 10.0 10
237.09525 7.0 7
237.10526 7.0 7
237.12015 10.0 10
238.08447 8.0 8
238.0994 5.0 5
239.12598 6.0 6
241.10921 7.0 7
242.08418 6.0 6
242.10051 14.0 14
243.09079 11.0 11
244.0731 5.0 5
244.08606 7.0 7
244.10236 8.0 8
244.11824 5.0 5
245.04584 6.0 6
245.07483 8.0 8
245.08464 13.0 13
245.0956 20.0 20
245.11409 51.0 51
245.56767 8.0 8
246.06223 7.0 7
246.0817 42.0 42
246.10402 22.0 22
246.12238 46.0 46
247.06735 6.0 6
247.082 15.0 15
247.09598 6.0 6
247.11949 25.0 25
248.06641 6.0 6
248.09581 55.0 55
248.10471 21.0 21
248.11607 7.0 7
249.07881 11.0 11
249.09521 9.0 9
249.10587 16.0 16
250.10635 19.0 19
250.11674 10.0 10
251.10515 6.0 6
251.12207 50.0 50
251.31929 7.0 7
251.34367 26.0 26
257.07306 5.0 5
258.08859 7.0 7
258.11823 7.0 7
259.08896 8.0 8
259.10092 25.0 25
259.12076 6.0 6
260.08838 21.0 21
260.10486 12.0 12
260.14572 11.0 11
261.08926 16.0 16
261.11026 44.0 44
261.13013 9.0 9
262.09177 5.0 5
262.10495 32.0 32
262.13101 10.0 10
263.08295 8.0 8
263.10602 6.0 6
263.12073 44.0 44
263.1362 5.0 5
264.13107 19.0 19
265.06036 9.0 9
265.08237 5.0 5
265.103 28.0 28
265.11218 8.0 8
266.09677 9.0 9
267.11896 9.0 9
269.07834 6.0 6
273.10342 5.0 5
273.12479 7.0 7
274.13306 7.0 7
275.108 21.0 21
275.12109 6.0 6
276.1196 7.0 7
277.13196 39.0 39
277.14343 22.0 22
278.10913 8.0 8
278.13516 14.0 14
279.09589 14.0 14
279.10907 18.0 18
279.12094 5.0 5
279.13531 5.0 5
280.10724 7.0 7
286.11188 6.0 6
288.09363 9.0 9
292.11856 10.0 10
293.09848 7.0 7
293.13333 37.0 37
294.1322 9.0 9
294.14078 5.0 5
296.14517 6.0 6
298.40015 7.0 7
//
