MassBank Record: MSBNK-RIKEN-PR303595
ACCESSION: MSBNK-RIKEN-PR303595
RECORD_TITLE: Cinobufagin; 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$NAME: Cinobufagin
CH$COMPOUND_CLASS: Bufanolides and derivatives
CH$FORMULA: C26H34O6
CH$EXACT_MASS: 442.552
CH$SMILES: CC(=O)O[C@H]1[C@H]2O[C@]22[C@@H]3CC[C@@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]2(C)[C@H]1C1=COC(=O)C=C1
CH$IUPAC: InChI=1S/C26H34O6/c1-14(27)31-22-21(15-4-7-20(29)30-13-15)25(3)11-9-18-19(26(25)23(22)32-26)6-5-16-12-17(28)8-10-24(16,18)2/h4,7,13,16-19,21-23,28H,5-6,8-12H2,1-3H3/t16-,17+,18+,19-,21+,22-,23-,24+,25-,26-/m1/s1
CH$LINK: INCHIKEY
SCULJPGYOQQXTK-OLRINKBESA-N
AC$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$CHROMATOGRAPHY: RETENTION_TIME 7.508033
AC$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$FOCUSED_ION: PRECURSOR_M/Z 443.2428153
PK$SPLASH: splash10-0a4i-1910000000-149452ffef80a6cf4247
PK$NUM_PEAK: 548
PK$PEAK: m/z int. rel.int.
53.03534 8.0 8
53.0381 19.0 19
55.0529 16.0 16
55.05751 8.0 8
57.03447 5.0 5
65.03762 7.0 7
65.04102 8.0 8
67.05421 155.0 155
67.84463 6.0 6
68.99648 23.0 23
68.99971 14.0 14
69.03471 7.0 7
69.07149 18.0 18
69.94567 6.0 6
77.03738 112.0 112
77.04219 32.0 32
78.04222 13.0 13
79.05122 72.0 72
79.05573 219.0 219
80.0596 47.0 47
80.06482 9.0 9
80.75572 7.0 7
81.03004 20.0 20
81.06945 214.0 214
82.06842 8.0 8
82.07409 5.0 5
83.01845 9.0 9
83.04671 13.0 13
83.0857 15.0 15
84.08734 15.0 15
88.03669 7.0 7
88.67721 8.0 8
90.99564 10.0 10
91.0549 654.0 653
92.0601 40.0 40
93.02884 6.0 6
93.03362 22.0 22
93.0705 348.0 348
94.07482 41.0 41
95.01427 27.0 27
95.03361 7.0 7
95.04076 14.0 14
95.04967 318.0 318
95.08595 294.0 294
96.05311 27.0 27
96.08826 27.0 27
96.52808 8.0 8
96.56179 6.0 6
97.02335 10.0 10
97.02991 12.0 12
97.06665 27.0 27
99.0423 6.0 6
103.05219 18.0 18
103.05673 34.0 34
103.06368 14.0 14
103.32026 5.0 5
105.02856 7.0 7
105.03643 25.0 25
105.05801 7.0 7
105.07053 1000.0 999
105.49677 5.0 5
106.07221 82.0 82
106.08194 12.0 12
106.35599 5.0 5
106.57771 6.0 6
107.04295 14.0 14
107.0498 69.0 69
107.08566 393.0 393
107.65139 9.0 9
108.05211 6.0 6
108.08881 49.0 49
108.64893 6.0 6
109.01643 16.0 16
109.02886 456.0 456
109.0639 71.0 71
109.09806 42.0 42
109.10497 40.0 40
110.02685 6.0 6
110.03337 7.0 7
110.06396 5.0 5
110.10855 6.0 6
111.0127 5.0 5
111.04501 28.0 28
111.08391 6.0 6
111.19462 6.0 6
111.28903 6.0 6
114.49299 7.0 7
115.05443 151.0 151
116.06172 40.0 40
117.06966 347.0 347
118.04419 11.0 11
118.06358 6.0 6
118.0742 75.0 75
118.51762 10.0 10
119.0469 24.0 24
119.08649 537.0 536
120.0588 8.0 8
120.08755 65.0 65
120.92895 6.0 6
121.02493 57.0 57
121.03242 42.0 42
121.06419 181.0 181
121.10178 65.0 65
122.06811 8.0 8
122.07491 10.0 10
122.10437 18.0 18
122.29816 8.0 8
123.01255 9.0 9
123.04623 211.0 211
123.06008 9.0 9
123.08031 15.0 15
123.11586 9.0 9
123.12231 13.0 13
123.49832 7.0 7
123.79686 8.0 8
124.04531 14.0 14
124.11564 8.0 8
125.01116 7.0 7
125.01901 9.0 9
125.04755 7.0 7
125.0583 8.0 8
125.07247 10.0 10
125.09564 10.0 10
126.02879 6.0 6
126.78154 10.0 10
127.03947 7.0 7
127.04988 42.0 42
127.05641 18.0 18
127.44798 5.0 5
128.04616 6.0 6
128.06317 197.0 197
129.04105 6.0 6
129.06894 439.0 439
129.17261 5.0 5
129.21492 11.0 11
130.07167 23.0 23
130.0799 116.0 116
130.12238 7.0 7
131.0443 7.0 7
131.05193 39.0 39
131.06871 5.0 5
131.08597 624.0 623
132.0502 13.0 13
132.06235 46.0 46
132.07483 6.0 6
132.0876 42.0 42
132.10072 5.0 5
132.14755 10.0 10
133.02843 25.0 25
133.06685 72.0 72
133.08327 5.0 5
133.10112 267.0 267
133.53908 9.0 9
134.02425 8.0 8
134.04341 6.0 6
134.0681 18.0 18
134.09836 7.0 7
134.10905 9.0 9
135.03665 8.0 8
135.04568 25.0 25
135.06194 8.0 8
135.07594 15.0 15
135.08331 22.0 22
135.10893 16.0 16
135.11707 60.0 60
135.12761 5.0 5
136.04778 6.0 6
136.12076 17.0 17
137.05946 7.0 7
139.04118 44.0 44
139.05675 6.0 6
140.31299 7.0 7
140.42395 9.0 9
141.03467 10.0 10
141.07137 245.0 245
142.07706 204.0 204
142.64417 9.0 9
143.04961 7.0 7
143.08595 399.0 399
144.056 58.0 58
144.063 28.0 28
144.09192 161.0 161
145.06308 49.0 49
145.07207 23.0 23
145.10123 505.0 504
145.2122 5.0 5
146.07326 20.0 20
146.10596 46.0 46
147.04099 15.0 15
147.07964 123.0 123
147.11545 191.0 191
147.12459 33.0 33
147.23351 5.0 5
148.0488 17.0 17
148.07663 6.0 6
148.12143 13.0 13
149.02415 95.0 95
149.05725 42.0 42
149.09732 5.0 5
149.10489 14.0 14
149.13098 6.0 6
150.0585 6.0 6
151.01758 6.0 6
151.03163 29.0 29
151.0401 159.0 159
151.07204 14.0 14
151.1124 7.0 7
151.60312 11.0 11
152.04189 20.0 20
152.0545 7.0 7
152.06308 28.0 28
152.11119 8.0 8
153.05107 6.0 6
153.06548 58.0 58
153.07089 143.0 143
154.05826 12.0 12
154.0761 48.0 48
154.08672 17.0 17
155.07265 12.0 12
155.08591 261.0 261
155.9985 6.0 6
156.05283 13.0 13
156.07993 10.0 10
156.09052 26.0 26
156.09781 42.0 42
157.00665 12.0 12
157.06471 201.0 201
157.08742 13.0 13
157.10159 258.0 258
158.06496 15.0 15
158.07318 6.0 6
158.1059 40.0 40
158.12202 9.0 9
159.08199 75.0 75
159.09001 20.0 20
159.11761 380.0 380
160.05025 21.0 21
160.0808 6.0 6
160.08925 7.0 7
160.11768 29.0 29
160.12303 12.0 12
161.0441 8.0 8
161.05591 7.0 7
161.06535 16.0 16
161.0732 6.0 6
161.09674 9.0 9
161.13104 64.0 64
161.14452 17.0 17
161.5027 5.0 5
162.14001 28.0 28
163.08925 6.0 6
163.10956 17.0 17
164.04649 6.0 6
165.03505 8.0 8
165.05835 35.0 35
165.07162 202.0 202
166.05771 11.0 11
166.07088 44.0 44
166.07835 135.0 135
166.30017 7.0 7
167.02885 13.0 13
167.08488 194.0 194
168.08049 23.0 23
168.09796 52.0 52
168.15977 15.0 15
168.45171 5.0 5
169.05441 15.0 15
169.06511 31.0 31
169.10051 91.0 91
169.11366 11.0 11
170.07332 32.0 32
170.09294 6.0 6
170.10544 52.0 52
170.14494 9.0 9
171.05046 9.0 9
171.06201 11.0 11
171.07497 30.0 30
171.08536 64.0 64
171.10655 14.0 14
171.1194 83.0 83
172.08887 13.0 13
172.10797 10.0 10
172.12611 18.0 18
173.05753 50.0 50
173.06653 13.0 13
173.09227 8.0 8
173.10274 22.0 22
173.12067 5.0 5
173.13211 60.0 60
174.05913 5.0 5
174.13655 7.0 7
174.14281 5.0 5
175.04099 11.0 11
175.07413 75.0 75
175.15126 11.0 11
176.06873 18.0 18
177.05534 18.0 18
177.06859 7.0 7
177.08783 8.0 8
178.06036 9.0 9
178.08015 47.0 47
178.09912 6.0 6
179.06407 12.0 12
179.0769 57.0 57
179.08591 97.0 97
180.08205 7.0 7
180.09154 36.0 36
180.10307 6.0 6
181.06609 53.0 53
181.10126 143.0 143
182.06512 8.0 8
182.07495 18.0 18
182.10117 23.0 23
182.10881 48.0 48
182.71945 5.0 5
183.04874 6.0 6
183.07658 8.0 8
183.08688 23.0 23
183.0956 16.0 16
183.11322 89.0 89
183.11993 34.0 34
184.08368 14.0 14
184.09171 14.0 14
184.12207 27.0 27
184.17804 10.0 10
185.05412 21.0 21
185.10327 24.0 24
185.12325 13.0 13
185.13428 71.0 71
186.09837 6.0 6
186.13153 31.0 31
186.14694 10.0 10
186.22945 5.0 5
186.83868 5.0 5
187.07773 28.0 28
187.14536 214.0 214
187.16669 10.0 10
188.11075 8.0 8
188.13327 10.0 10
188.14075 11.0 11
188.15831 16.0 16
189.06085 6.0 6
190.07307 7.0 7
190.08331 29.0 29
191.08417 46.0 46
191.09299 20.0 20
192.09138 80.0 80
193.08626 13.0 13
193.09669 46.0 46
193.106 38.0 38
194.0715 7.0 7
194.0827 7.0 7
194.09073 5.0 5
194.10672 30.0 30
194.11548 16.0 16
195.08348 53.0 53
195.11559 88.0 88
196.08636 26.0 26
196.12349 40.0 40
196.13721 6.0 6
197.05554 6.0 6
197.0928 17.0 17
197.10242 17.0 17
197.11102 21.0 21
197.12437 12.0 12
197.13527 14.0 14
197.71101 8.0 8
198.09152 6.0 6
198.10789 11.0 11
198.13472 17.0 17
198.14713 20.0 20
199.07294 12.0 12
199.10986 31.0 31
199.12013 7.0 7
199.13707 14.0 14
199.15402 40.0 40
200.06888 8.0 8
200.11786 5.0 5
200.14952 16.0 16
200.15561 30.0 30
201.06308 15.0 15
201.07275 12.0 12
201.08965 16.0 16
202.07649 5.0 5
202.13539 9.0 9
203.07553 51.0 51
203.09708 15.0 15
204.06804 7.0 7
204.09425 53.0 53
205.06084 15.0 15
205.09079 13.0 13
205.10606 47.0 47
206.08339 6.0 6
206.09756 24.0 24
206.10851 6.0 6
206.82539 6.0 6
207.08475 19.0 19
207.11894 68.0 68
208.08717 32.0 32
208.11392 9.0 9
208.13379 7.0 7
209.062 7.0 7
209.08882 16.0 16
209.0994 41.0 41
209.12935 39.0 39
209.14061 23.0 23
210.10274 13.0 13
210.14455 6.0 6
210.66255 17.0 17
211.07114 6.0 6
211.08737 7.0 7
211.09863 19.0 19
211.11569 23.0 23
211.15341 7.0 7
212.08087 9.0 9
212.11722 6.0 6
212.12592 7.0 7
212.16287 6.0 6
213.08788 8.0 8
213.15569 5.0 5
213.17751 14.0 14
214.16663 14.0 14
215.07513 14.0 14
215.0867 24.0 24
215.10275 9.0 9
215.17781 19.0 19
216.06819 6.0 6
216.08778 11.0 11
217.1024 6.0 6
218.07449 6.0 6
218.09561 8.0 8
218.1176 15.0 15
219.08208 5.0 5
219.12183 18.0 18
220.08345 14.0 14
220.09209 8.0 8
220.12451 24.0 24
221.10449 47.0 47
221.12563 19.0 19
221.13774 32.0 32
222.03287 7.0 7
222.07312 7.0 7
222.10405 15.0 15
222.13321 6.0 6
222.14609 7.0 7
223.10425 8.0 8
223.14392 10.0 10
223.1507 29.0 29
223.16733 9.0 9
224.08711 15.0 15
224.14682 17.0 17
224.16594 6.0 6
224.7641 6.0 6
225.09016 36.0 36
225.13148 17.0 17
225.16428 8.0 8
226.093 8.0 8
226.14673 5.0 5
226.71913 5.0 5
227.10233 7.0 7
227.11693 6.0 6
227.1712 16.0 16
228.08995 12.0 12
229.08565 7.0 7
230.11649 6.0 6
231.08702 7.0 7
231.12256 12.0 12
233.06126 10.0 10
233.10057 6.0 6
233.12326 11.0 11
233.13954 27.0 27
234.12369 7.0 7
235.11977 17.0 17
235.14417 18.0 18
235.15506 6.0 6
235.16779 11.0 11
236.10941 7.0 7
237.10019 8.0 8
237.13626 5.0 5
237.174 25.0 25
238.17003 32.0 32
239.08774 6.0 6
239.11633 11.0 11
239.1857 9.0 9
241.12946 6.0 6
241.16769 7.0 7
242.11494 6.0 6
242.16628 11.0 11
243.1102 15.0 15
244.13121 14.0 14
245.1339 5.0 5
245.14691 8.0 8
246.10565 9.0 9
246.1402 11.0 11
247.15181 32.0 32
247.70332 7.0 7
248.12378 14.0 14
249.15482 8.0 8
249.16498 7.0 7
250.14119 6.0 6
250.16736 6.0 6
250.17809 13.0 13
251.15683 6.0 6
251.19188 7.0 7
252.09033 6.0 6
252.10979 5.0 5
253.12024 6.0 6
253.20668 6.0 6
254.10631 9.0 9
254.18359 7.0 7
255.1461 9.0 9
255.17828 11.0 11
259.10309 7.0 7
259.16245 9.0 9
261.16528 7.0 7
262.13998 6.0 6
262.17999 6.0 6
264.15054 7.0 7
265.11676 7.0 7
267.12051 6.0 6
269.08026 7.0 7
271.14038 7.0 7
271.81641 6.0 6
273.13623 5.0 5
273.15042 10.0 10
274.13608 7.0 7
274.1687 5.0 5
277.18277 7.0 7
279.13879 6.0 6
279.40622 8.0 8
279.8952 11.0 11
283.08344 5.0 5
285.0112 5.0 5
285.13535 5.0 5
285.1814 6.0 6
286.16864 6.0 6
287.17792 13.0 13
288.11035 6.0 6
289.15891 6.0 6
291.20963 8.0 8
292.8089 5.0 5
299.13156 5.0 5
301.20731 9.0 9
320.21268 6.0 6
327.23526 14.0 14
377.1185 8.0 8
391.47446 10.0 10
415.62466 7.0 7
//
