MassBank Record: MSBNK-RIKEN-PR301027
ACCESSION: MSBNK-RIKEN-PR301027
RECORD_TITLE: Isoreserpin; 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$NAME: Isoreserpin
CH$COMPOUND_CLASS: Yohimbine alkaloids
CH$FORMULA: C33H40N2O9
CH$EXACT_MASS: 608.688
CH$SMILES: CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C([C@@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
CH$IUPAC: InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24+,27-,28+,31+/m1/s1
CH$LINK: INCHIKEY
QEVHRUUCFGRFIF-VPHNHGCZSA-N
AC$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$CHROMATOGRAPHY: RETENTION_TIME 6.11695
AC$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$FOCUSED_ION: PRECURSOR_M/Z 609.2806573
PK$SPLASH: splash10-00dj-0910000000-d32d1fe3d5ec13a4d96c
PK$NUM_PEAK: 131
PK$PEAK: m/z int. rel.int.
79.05487 20.0 20
81.07239 6.0 6
82.0659 6.0 6
91.05386 13.0 13
94.06528 10.0 10
96.05855 7.0 7
109.06501 20.0 20
111.03876 6.0 6
111.04556 14.0 14
111.05298 5.0 5
115.05346 14.0 14
117.06554 6.0 6
117.07252 6.0 6
118.06447 10.0 10
120.08081 13.0 13
122.04067 9.0 9
123.0817 8.0 8
124.05019 11.0 11
129.0705 9.0 9
130.06602 10.0 10
131.07213 34.0 34
131.07819 10.0 10
132.07635 12.0 12
132.08322 17.0 17
133.09294 5.0 5
139.07553 47.0 47
142.06627 23.0 23
143.07404 51.0 51
144.08226 44.0 44
145.09381 5.0 5
146.09995 5.0 5
147.06911 9.0 9
147.08281 16.0 16
148.07768 46.0 46
152.04811 64.0 64
158.06424 7.0 7
159.06871 170.0 170
160.06422 8.0 8
160.07642 65.0 65
161.08104 29.0 29
162.09377 19.0 19
163.07596 5.0 5
164.10533 11.0 11
167.07069 107.0 107
168.07362 16.0 16
169.08768 7.0 7
172.07892 13.0 13
173.08241 16.0 16
174.05681 10.0 10
174.09172 1000.0 999
175.07669 10.0 10
175.09479 142.0 142
176.07594 6.0 6
176.09282 12.0 12
176.10196 15.0 15
176.11337 8.0 8
184.0799 5.0 5
185.0825 10.0 10
185.09061 5.0 5
186.08975 20.0 20
187.0997 13.0 13
188.10803 23.0 23
189.10767 9.0 9
190.09 8.0 8
192.08231 5.0 5
192.1017 102.0 102
193.08914 5.0 5
193.10684 10.0 10
193.12015 7.0 7
195.0396 6.0 6
195.06573 945.0 944
196.04807 5.0 5
196.06369 39.0 39
196.07089 89.0 89
197.06792 11.0 11
197.08237 12.0 12
198.09489 7.0 7
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204.10336 42.0 42
210.09442 13.0 13
211.0972 12.0 12
212.10094 6.0 6
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215.12027 6.0 6
222.11372 10.0 10
224.10497 8.0 8
224.13031 10.0 10
226.12355 7.0 7
227.12189 15.0 15
228.11829 6.0 6
236.10641 5.0 5
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238.1337 5.0 5
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248.09969 6.0 6
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261.10223 7.0 7
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264.13681 7.0 7
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266.14191 12.0 12
267.15433 5.0 5
273.12012 5.0 5
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275.11847 5.0 5
275.13257 7.0 7
276.1369 14.0 14
276.14832 9.0 9
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289.14554 6.0 6
290.11725 6.0 6
290.13324 6.0 6
304.13458 7.0 7
336.16644 11.0 11
338.09927 6.0 6
349.15076 5.0 5
365.18594 15.0 15
366.1926 9.0 9
448.19904 13.0 13
//