MassBank Record: MSBNK-RIKEN-PR308889
ACCESSION: MSBNK-RIKEN-PR308889
RECORD_TITLE: Syrosingopine; 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$NAME: Syrosingopine
CH$COMPOUND_CLASS: Alkaloids
CH$FORMULA: C35H42N2O11
CH$EXACT_MASS: 666.724
CH$SMILES: CCOC(=O)OC1=C(OC)C=C(C=C1OC)C(=O)OC1CC2CN3CCC4=C(NC5=CC(OC)=CC=C45)C3CC2C(C1OC)C(=O)OC
CH$IUPAC: InChI=1S/C35H42N2O11/c1-7-46-35(40)48-31-26(42-3)12-18(13-27(31)43-4)33(38)47-28-14-19-17-37-11-10-22-21-9-8-20(41-2)15-24(21)36-30(22)25(37)16-23(19)29(32(28)44-5)34(39)45-6/h8-9,12-13,15,19,23,25,28-29,32,36H,7,10-11,14,16-17H2,1-6H3
CH$LINK: INCHIKEY
ZCDNRPPFBQDQHR-UHFFFAOYSA-N
AC$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$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$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$CHROMATOGRAPHY: RETENTION_TIME 6.72
AC$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$FOCUSED_ION: PRECURSOR_M/Z 665.27158
PK$SPLASH: splash10-014i-0110029000-d1bb9ed727c51d9179ce
PK$NUM_PEAK: 112
PK$PEAK: m/z int. rel.int.
89.02413 33.0 6
122.95447 19.0 3
123.00791 52.0 10
124.0191 18.0 3
137.01743 19.0 3
138.03188 41.0 8
139.03665 25.0 5
150.03545 18.0 3
151.00418 24.0 4
152.04381 20.0 4
153.06056 21.0 4
165.01714 20.0 4
165.02577 54.0 10
166.02531 22.0 4
166.99979 50.0 9
168.00543 91.0 17
177.92242 18.0 3
179.03612 41.0 8
181.01295 64.0 12
181.0284 37.0 7
182.01421 23.0 4
183.03857 28.0 5
195.02925 263.0 48
196.02956 33.0 6
196.03726 76.0 14
197.04134 27.0 5
209.00865 71.0 13
209.06638 21.0 4
210.05374 110.0 20
213.11031 20.0 4
225.07512 231.0 42
225.09143 19.0 3
226.07637 19.0 3
226.08763 18.0 3
227.08249 29.0 5
233.08696 19.0 3
241.05179 24.0 4
251.1261 20.0 4
255.05037 107.0 20
266.08505 18.0 3
269.06686 461.0 84
270.06866 22.0 4
271.08133 35.0 6
272.58292 23.0 4
316.12982 21.0 4
319.17728 20.0 4
320.14597 21.0 4
327.04166 20.0 4
330.15326 20.0 4
337.09503 40.0 7
337.3819 21.0 4
341.29346 45.0 8
346.16806 24.0 4
363.16809 25.0 5
363.17957 18.0 3
364.19055 28.0 5
377.2298 20.0 4
380.1597 20.0 4
380.18402 26.0 5
403.81128 24.0 4
405.64993 29.0 5
424.17783 19.0 3
427.63712 32.0 6
431.21432 27.0 5
441.84402 32.0 6
455.16553 24.0 4
468.1658 22.0 4
486.21631 18.0 3
496.17068 23.0 4
504.23932 18.0 3
511.19269 44.0 8
543.23663 20.0 4
550.26337 20.0 4
555.19409 19.0 3
557.11127 23.0 4
560.19354 20.0 4
561.16443 18.0 3
563.21356 18.0 3
575.23315 74.0 14
575.26154 18.0 3
576.21997 19.0 3
576.24219 66.0 12
577.20349 28.0 5
577.24261 20.0 4
578.22614 44.0 8
578.2431 58.0 11
578.27692 19.0 3
579.21252 40.0 7
580.22266 21.0 4
587.18365 21.0 4
590.18451 24.0 4
592.23584 86.0 16
593.25031 377.0 69
593.28461 21.0 4
594.22791 18.0 3
594.25714 104.0 19
594.29584 20.0 4
595.24847 62.0 11
595.89374 18.0 3
606.23517 24.0 4
621.26562 33.0 6
621.29291 51.0 9
622.29199 39.0 7
624.28644 22.0 4
650.24225 166.0 30
650.2738 49.0 9
651.23383 75.0 14
651.26086 26.0 5
652.21881 22.0 4
652.25104 18.0 3
653.26965 25.0 5
665.27252 5451.0 999
//