MassBank Record: MSBNK-RIKEN-PR300275
ACCESSION: MSBNK-RIKEN-PR300275
RECORD_TITLE: 5(S)-5-carboxystrictosidine; 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$NAME: 5(S)-5-carboxystrictosidine
CH$COMPOUND_CLASS: Terpene glycosides
CH$FORMULA: C28H34N2O11
CH$EXACT_MASS: 574.583
CH$SMILES: COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](C=C)[C@@H]1C[C@@H]1N[C@@H](CC2=C1NC1=CC=CC=C21)C(O)=O
CH$IUPAC: InChI=1S/C28H34N2O11/c1-3-12-14(8-18-21-15(9-19(29-18)25(35)36)13-6-4-5-7-17(13)30-21)16(26(37)38-2)11-39-27(12)41-28-24(34)23(33)22(32)20(10-31)40-28/h3-7,11-12,14,18-20,22-24,27-34H,1,8-10H2,2H3,(H,35,36)/t12-,14+,18+,19+,20-,22-,23+,24-,27+,28+/m1/s1
CH$LINK: INCHIKEY
LHKZIVMTXZLOTP-RMKGEEGASA-N
AC$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$CHROMATOGRAPHY: RETENTION_TIME 4.13255
AC$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$FOCUSED_ION: PRECURSOR_M/Z 575.2235364
PK$SPLASH: splash10-014i-0970000000-1fc4632700a00c1c5a30
PK$NUM_PEAK: 709
PK$PEAK: m/z int. rel.int.
52.83704 6.0 6
55.0183 8.0 8
59.01082 5.0 5
61.02826 18.0 18
61.81018 6.0 6
69.03231 41.0 41
69.04046 8.0 8
70.04131 11.0 11
71.01353 11.0 11
71.04626 11.0 11
73.02925 9.0 9
74.02183 9.0 9
77.03968 21.0 21
79.05259 25.0 25
79.05982 5.0 5
81.02451 7.0 7
81.03495 39.0 39
83.01665 8.0 8
84.04258 12.0 12
85.01755 9.0 9
85.02878 276.0 276
85.05842 6.0 6
86.03116 7.0 7
87.01845 6.0 6
87.03935 9.0 9
91.05011 6.0 6
91.05992 25.0 25
93.07107 9.0 9
94.04513 9.0 9
95.04942 72.0 72
95.06005 10.0 10
97.0133 7.0 7
97.03 190.0 190
97.05649 10.0 10
99.03684 13.0 13
99.04359 32.0 32
99.05097 17.0 17
99.99019 5.0 5
101.02655 8.0 8
103.0386 26.0 26
103.05465 66.0 66
105.03075 13.0 13
105.0386 16.0 16
105.06915 7.0 7
106.06434 29.0 29
106.07303 13.0 13
107.04765 26.0 26
107.05285 12.0 12
107.57391 5.0 5
108.07872 32.0 32
109.02083 13.0 13
109.02951 71.0 71
109.07533 7.0 7
110.03242 10.0 10
110.07225 30.0 30
111.04073 15.0 15
115.04321 11.0 11
115.05856 8.0 8
116.0462 6.0 6
117.0387 7.0 7
117.05079 12.0 12
117.05606 27.0 27
117.06736 48.0 48
117.12143 10.0 10
118.06377 239.0 239
118.08151 7.0 7
118.46607 8.0 8
119.07064 6.0 6
121.06203 46.0 46
121.07227 8.0 8
122.07194 13.0 13
123.02538 6.0 6
123.04443 67.0 67
123.0498 38.0 38
124.03499 9.0 9
124.04427 6.0 6
126.05193 30.0 30
126.05809 13.0 13
126.26483 6.0 6
127.03442 48.0 48
127.04135 56.0 56
127.05072 13.0 13
127.55091 6.0 6
128.03232 6.0 6
128.04459 9.0 9
129.028 10.0 10
129.07158 14.0 14
129.86531 10.0 10
130.01141 8.0 8
130.02185 7.0 7
130.03896 9.0 9
130.04735 14.0 14
130.06555 358.0 358
130.86485 11.0 11
131.04475 47.0 47
131.05299 24.0 24
131.07176 48.0 48
131.08093 7.0 7
132.08221 16.0 16
132.0927 9.0 9
133.01674 23.0 23
133.02991 38.0 38
133.06123 10.0 10
134.06601 7.0 7
135.04256 30.0 30
136.03435 5.0 5
137.03014 5.0 5
137.04877 7.0 7
137.05577 19.0 19
137.06334 41.0 41
138.00845 21.0 21
138.0638 8.0 8
138.08922 11.0 11
138.38324 5.0 5
139.01997 10.0 10
139.03877 62.0 62
139.06709 14.0 14
140.04494 7.0 7
140.06668 13.0 13
140.07587 46.0 46
141.08086 21.0 21
141.53069 6.0 6
142.01685 9.0 9
142.04601 11.0 11
142.06294 33.0 33
142.67961 7.0 7
143.05138 6.0 6
143.06361 13.0 13
143.076 86.0 86
143.62479 7.0 7
144.04189 12.0 12
144.08179 817.0 816
144.98393 6.0 6
145.048 18.0 18
145.06377 7.0 7
145.08333 119.0 119
145.09985 11.0 11
145.12701 6.0 6
146.04015 7.0 7
146.06042 1000.0 999
147.04097 21.0 21
147.06235 134.0 134
147.07266 41.0 41
147.94502 5.0 5
148.0403 11.0 11
148.05051 6.0 6
148.06941 15.0 15
148.07747 15.0 15
148.99866 6.0 6
149.01814 6.0 6
149.07098 12.0 12
149.09294 6.0 6
150.05641 11.0 11
151.03815 66.0 66
151.04576 29.0 29
151.99533 6.0 6
152.04678 17.0 17
152.4877 8.0 8
153.05171 6.0 6
153.09419 7.0 7
153.64447 6.0 6
153.98952 6.0 6
154.04526 9.0 9
154.06479 263.0 263
155.04948 15.0 15
155.07092 37.0 37
155.07698 33.0 33
155.08887 12.0 12
156.03094 9.0 9
156.04956 8.0 8
156.06734 26.0 26
156.08058 210.0 210
157.09126 19.0 19
157.10184 6.0 6
158.01935 6.0 6
158.05702 30.0 30
158.07024 12.0 12
158.09698 280.0 280
159.02678 5.0 5
159.03674 17.0 17
159.0448 49.0 49
159.05565 6.0 6
159.09596 38.0 38
159.47601 5.0 5
160.04929 12.0 12
160.0585 18.0 18
160.06998 12.0 12
160.07655 12.0 12
160.10808 6.0 6
160.50027 6.0 6
161.05392 9.0 9
161.56689 5.0 5
162.05978 14.0 14
163.0209 7.0 7
163.03899 7.0 7
164.03685 5.0 5
164.06873 9.0 9
164.07494 11.0 11
165.01175 19.0 19
165.02922 16.0 16
165.05452 806.0 805
165.07094 14.0 14
165.26425 6.0 6
166.0631 63.0 63
166.19362 7.0 7
167.05197 7.0 7
167.07173 284.0 284
168.05513 30.0 30
168.08092 997.0 996
168.67119 5.0 5
169.03194 7.0 7
169.07983 600.0 599
169.11719 12.0 12
169.8658 9.0 9
170.05936 128.0 128
170.07996 70.0 70
170.09164 76.0 76
170.10344 20.0 20
171.06612 5.0 5
171.09279 6.0 6
171.10745 8.0 8
172.06178 30.0 30
172.07498 13.0 13
172.08714 13.0 13
172.63181 6.0 6
173.05971 6.0 6
173.07584 15.0 15
173.08928 7.0 7
173.90681 6.0 6
174.05223 8.0 8
174.0899 7.0 7
174.87492 10.0 10
175.03146 7.0 7
176.03456 10.0 10
176.05246 11.0 11
176.06912 13.0 13
176.07816 13.0 13
177.05569 15.0 15
177.06912 12.0 12
178.05132 7.0 7
178.07205 6.0 6
178.54832 6.0 6
178.95325 6.0 6
179.06406 21.0 21
179.07594 32.0 32
180.07812 207.0 207
180.08768 149.0 149
181.07649 48.0 48
181.0876 49.0 49
181.09613 15.0 15
181.38118 6.0 6
181.42874 8.0 8
182.05234 12.0 12
182.06221 39.0 39
182.07404 18.0 18
182.09529 366.0 366
182.10478 90.0 90
182.97191 6.0 6
183.04924 6.0 6
183.06584 15.0 15
183.07442 23.0 23
183.08907 28.0 28
183.10187 82.0 82
183.11726 17.0 17
184.05927 21.0 21
184.07449 50.0 50
184.09753 12.0 12
184.11678 9.0 9
184.94711 11.0 11
185.07985 7.0 7
185.11148 11.0 11
186.05516 10.0 10
186.07997 11.0 11
186.10254 8.0 8
187.07779 6.0 6
188.02167 13.0 13
188.07162 609.0 608
189.05615 18.0 18
189.07704 54.0 54
189.12738 8.0 8
190.05867 13.0 13
190.07628 9.0 9
190.92415 9.0 9
191.0246 6.0 6
191.07146 31.0 31
192.04558 7.0 7
192.0695 45.0 45
192.08018 101.0 101
192.09001 44.0 44
193.08733 45.0 45
193.09773 8.0 8
194.04567 6.0 6
194.06166 26.0 26
194.08047 34.0 34
194.09805 129.0 129
195.04758 6.0 6
195.05453 6.0 6
195.07175 47.0 47
195.08308 24.0 24
195.10107 73.0 73
196.0713 67.0 67
196.07936 67.0 67
196.0937 8.0 8
196.10614 21.0 21
197.06769 16.0 16
197.07761 15.0 15
197.11356 6.0 6
198.04823 9.0 9
198.05609 8.0 8
198.08601 15.0 15
199.06577 8.0 8
200.04898 6.0 6
200.07098 117.0 117
200.07935 30.0 30
201.07143 12.0 12
202.09068 5.0 5
203.00507 5.0 5
203.07274 16.0 16
204.04289 10.0 10
204.07568 62.0 62
204.08597 106.0 106
205.02841 12.0 12
205.06343 7.0 7
205.08051 73.0 73
205.09433 114.0 114
206.06689 10.0 10
206.08092 31.0 31
206.09457 156.0 156
206.105 59.0 59
207.06604 13.0 13
207.07698 10.0 10
207.08624 14.0 14
207.10017 14.0 14
207.11121 10.0 10
208.06151 29.0 29
208.07947 149.0 149
208.10417 7.0 7
208.11702 32.0 32
209.05898 5.0 5
209.07507 27.0 27
209.08463 14.0 14
209.11032 19.0 19
209.11578 7.0 7
210.04788 18.0 18
210.06619 7.0 7
210.0928 258.0 258
210.1286 18.0 18
211.09488 75.0 75
211.10574 20.0 20
212.06558 21.0 21
212.11255 11.0 11
213.06619 18.0 18
213.07361 12.0 12
213.08653 38.0 38
214.08025 30.0 30
214.09174 81.0 81
215.03552 14.0 14
215.07484 21.0 21
215.08632 86.0 86
215.19159 8.0 8
216.03987 8.0 8
216.06064 6.0 6
216.08096 58.0 58
216.10016 21.0 21
217.06496 12.0 12
217.08855 55.0 55
218.04453 8.0 8
218.05637 16.0 16
218.06563 5.0 5
218.09767 129.0 129
219.09644 82.0 82
219.10675 35.0 35
219.11653 7.0 7
219.9888 8.0 8
220.05414 14.0 14
220.07755 311.0 311
220.11435 183.0 183
221.05791 16.0 16
221.08488 137.0 137
221.10307 35.0 35
221.11945 22.0 22
222.02701 6.0 6
222.04512 8.0 8
222.06833 9.0 9
222.0873 81.0 81
222.09833 48.0 48
222.11852 19.0 19
223.0519 7.0 7
223.06381 26.0 26
223.09474 44.0 44
223.12245 8.0 8
224.05994 20.0 20
224.07092 112.0 112
224.10907 35.0 35
224.84671 9.0 9
225.06467 7.0 7
225.07912 45.0 45
225.09644 7.0 7
225.10767 13.0 13
226.07466 7.0 7
226.09045 57.0 57
226.11478 10.0 10
227.09731 42.0 42
228.07338 17.0 17
228.10765 9.0 9
229.07643 13.0 13
229.09435 40.0 40
229.11787 9.0 9
230.01709 7.0 7
230.05237 18.0 18
230.08997 73.0 73
230.10187 81.0 81
230.74162 7.0 7
231.08601 8.0 8
231.1024 43.0 43
231.11565 7.0 7
232.07774 26.0 26
232.10088 27.0 27
232.11171 38.0 38
233.07443 17.0 17
233.08676 28.0 28
233.09782 9.0 9
233.11665 16.0 16
233.58537 9.0 9
234.04611 6.0 6
234.06491 6.0 6
234.09273 96.0 96
234.11861 37.0 37
234.13129 77.0 77
235.0386 9.0 9
235.05493 20.0 20
235.0616 50.0 50
235.08766 20.0 20
235.10492 13.0 13
235.12648 11.0 11
236.05186 10.0 10
236.0647 20.0 20
236.07632 27.0 27
236.10503 50.0 50
236.14165 8.0 8
237.07872 16.0 16
237.09613 40.0 40
237.11337 6.0 6
237.93091 6.0 6
238.00214 7.0 7
238.05862 8.0 8
238.07811 133.0 133
238.0892 333.0 333
238.12222 17.0 17
239.08096 54.0 54
239.09608 102.0 102
239.12219 8.0 8
240.07611 6.0 6
240.09169 25.0 25
240.10326 72.0 72
240.11339 18.0 18
241.0813 11.0 11
241.10696 18.0 18
242.08748 7.0 7
242.1032 6.0 6
242.91774 5.0 5
243.07628 7.0 7
243.09601 21.0 21
243.10341 47.0 47
244.06815 6.0 6
244.08621 23.0 23
244.11224 241.0 241
244.13321 14.0 14
245.10884 51.0 51
245.12607 33.0 33
246.02531 7.0 7
246.04651 23.0 23
246.06671 8.0 8
246.08842 36.0 36
246.10849 24.0 24
246.12845 42.0 42
247.0583 25.0 25
247.06973 16.0 16
247.08914 31.0 31
247.1087 23.0 23
247.11986 57.0 57
247.13197 20.0 20
247.27206 7.0 7
247.53194 5.0 5
247.60754 8.0 8
248.07167 303.0 303
248.10638 59.0 59
248.13405 23.0 23
248.47112 6.0 6
249.05217 15.0 15
249.06824 49.0 49
249.07806 84.0 84
249.11247 23.0 23
249.89418 5.0 5
250.05489 14.0 14
250.08467 209.0 209
250.09409 117.0 117
250.12169 14.0 14
251.07747 25.0 25
251.08794 101.0 101
251.10576 27.0 27
251.94887 7.0 7
252.09491 30.0 30
252.10596 49.0 49
252.11729 26.0 26
252.14554 15.0 15
253.08748 12.0 12
253.11499 47.0 47
253.12807 5.0 5
254.08313 30.0 30
254.10277 60.0 60
254.11784 11.0 11
255.06949 7.0 7
255.09724 11.0 11
255.10977 21.0 21
255.15947 8.0 8
256.06906 10.0 10
256.08923 6.0 6
256.10199 15.0 15
256.11288 18.0 18
256.12628 12.0 12
257.08575 43.0 43
257.09747 18.0 18
258.06787 11.0 11
258.09402 60.0 60
258.11655 18.0 18
259.03415 6.0 6
259.07465 5.0 5
259.09903 70.0 70
260.05087 11.0 11
260.07785 7.0 7
260.10785 46.0 46
261.07162 13.0 13
261.08765 17.0 17
261.11465 23.0 23
261.12408 31.0 31
262.06689 16.0 16
262.08685 16.0 16
262.10229 33.0 33
262.12967 71.0 71
263.07687 100.0 100
263.08929 55.0 55
263.10074 40.0 40
263.12405 58.0 58
263.16727 9.0 9
264.10187 14.0 14
264.14096 14.0 14
265.06396 18.0 18
265.08661 41.0 41
265.09787 107.0 107
265.10703 126.0 126
265.96182 8.0 8
266.0813 191.0 191
266.10681 12.0 12
267.09021 47.0 47
267.25604 8.0 8
267.84766 5.0 5
267.9321 8.0 8
268.11816 16.0 16
270.07889 9.0 9
270.09781 25.0 25
270.11548 6.0 6
271.09546 29.0 29
271.108 46.0 46
271.12222 17.0 17
272.05457 6.0 6
272.07623 29.0 29
272.1109 132.0 132
273.0983 13.0 13
273.10828 41.0 41
273.13284 30.0 30
274.08087 11.0 11
274.10342 40.0 40
274.12662 32.0 32
275.08289 12.0 12
275.09821 22.0 22
275.12244 18.0 18
276.07004 29.0 29
276.09238 21.0 21
276.10019 55.0 55
276.11343 22.0 22
276.12335 7.0 7
276.14359 8.0 8
277.06799 16.0 16
277.09433 7.0 7
278.08752 44.0 44
278.10864 8.0 8
279.12085 13.0 13
280.08862 24.0 24
280.10605 10.0 10
280.13821 13.0 13
281.09149 8.0 8
281.1235 6.0 6
282.09717 18.0 18
282.11823 5.0 5
282.58588 5.0 5
283.01682 13.0 13
283.09735 53.0 53
284.06171 5.0 5
284.09543 23.0 23
284.11411 7.0 7
284.14084 9.0 9
285.08331 24.0 24
285.11176 13.0 13
285.12405 7.0 7
285.23987 6.0 6
285.36816 6.0 6
285.44574 7.0 7
286.07175 8.0 8
286.08878 45.0 45
286.0983 20.0 20
286.85431 13.0 13
288.06421 8.0 8
288.09396 11.0 11
288.10654 13.0 13
289.13983 10.0 10
289.74048 8.0 8
290.11752 92.0 92
290.138 14.0 14
291.0849 5.0 5
291.10321 12.0 12
291.11984 23.0 23
291.30472 9.0 9
293.08521 26.0 26
293.11047 30.0 30
293.13 12.0 12
294.07034 11.0 11
294.08801 29.0 29
294.14612 9.0 9
295.09396 40.0 40
295.13394 6.0 6
296.0687 5.0 5
296.09229 12.0 12
296.67078 10.0 10
298.07828 8.0 8
299.0878 8.0 8
299.09824 8.0 8
300.05112 8.0 8
300.0986 25.0 25
300.11038 22.0 22
300.12115 12.0 12
300.33737 8.0 8
301.08572 8.0 8
301.10275 7.0 7
301.12094 17.0 17
301.70862 7.0 7
302.07825 6.0 6
302.09793 12.0 12
302.1127 5.0 5
302.55493 11.0 11
304.1019 9.0 9
304.12671 6.0 6
305.14462 6.0 6
306.11493 13.0 13
307.10999 6.0 6
308.13757 14.0 14
308.84091 9.0 9
309.06342 7.0 7
309.14191 8.0 8
310.09967 10.0 10
311.08575 18.0 18
311.11221 11.0 11
314.09647 7.0 7
314.12445 6.0 6
316.09277 6.0 6
316.10202 7.0 7
316.11667 11.0 11
317.09418 8.0 8
317.11243 8.0 8
317.13062 13.0 13
317.14758 16.0 16
318.05743 9.0 9
318.10068 11.0 11
318.12363 39.0 39
319.11478 9.0 9
319.12814 8.0 8
322.90332 6.0 6
325.12912 13.0 13
326.10599 8.0 8
326.12399 9.0 9
327.07675 7.0 7
327.10971 7.0 7
328.05664 7.0 7
328.09253 13.0 13
331.08847 8.0 8
332.11569 10.0 10
334.08575 9.0 9
335.14014 9.0 9
335.15207 6.0 6
336.1076 8.0 8
339.1449 14.0 14
342.05722 7.0 7
346.09042 10.0 10
346.10297 7.0 7
347.10489 11.0 11
360.12576 7.0 7
363.13443 10.0 10
365.09009 10.0 10
378.14026 12.0 12
380.41302 7.0 7
401.83859 11.0 11
404.46268 5.0 5
439.60181 10.0 10
466.5174 10.0 10
483.89624 16.0 16
495.46301 13.0 13
511.50253 6.0 6
526.03796 5.0 5
575.23328 26.0 26
//
