ACCESSION: MSBNK-RIKEN-PR301805
RECORD_TITLE: Oxyacanthine; 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$NAME: Oxyacanthine
CH$COMPOUND_CLASS: Lignans, neolignans and related compounds
CH$FORMULA: C₃₇H₄₀N₂O₆
CH$EXACT_MASS: 608.735
CH$SMILES: COC1=C2OC3=C4C(CC5=CC=C(OC6=C(O)C=CC(C[C@H]7N(C)CCC(=C1)C7=C2)=C6)C=C5)N(C)CCC4=CC(OC)=C3OC
CH$IUPAC: InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(41-3)33-21-27(24)28(38)17-23-8-11-30(40)31(18-23)44-26-9-6-22(7-10-26)16-29-35-25(13-15-39(29)2)20-34(42-4)36(43-5)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29?/m1/s1
CH$LINK: INCHIKEY HGNHIFJNOKGSKI-FICMROCWSA-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 3.764483
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 609.2959135

PK$SPLASH: splash10-0a4i-0011069000-b1f1a7edb4033fcdb010
PK$NUM_PEAK: 103
PK$PEAK: m/z int. rel.int.
  129.07954 5.0 5
  146.09561 5.0 5
  176.1028 5.0 5
  176.11111 17.0 17
  181.08206 9.0 9
  183.07397 6.0 6
  188.07788 5.0 5
  188.10388 8.0 8
  190.08525 10.0 10
  193.09586 7.0 7
  199.02615 5.0 5
  204.09631 13.0 13
  213.08995 9.0 9
  219.12209 11.0 11
  220.13562 5.0 5
  222.09361 5.0 5
  222.11983 17.0 17
  225.08429 9.0 9
  225.09584 6.0 6
  234.11447 17.0 17
  236.12872 8.0 8
  237.08795 9.0 9
  239.11427 5.0 5
  251.10236 6.0 6
  252.11375 9.0 9
  253.06342 6.0 6
  255.105 6.0 6
  265.92444 5.0 5
  269.12982 5.0 5
  274.21521 10.0 10
  279.08795 11.0 11
  282.12701 6.0 6
  283.10873 10.0 10
  305.4967 5.0 5
  309.14554 7.0 7
  314.17239 7.0 7
  332.02805 6.0 6
  339.13419 5.0 5
  345.14435 6.0 6
  345.15756 5.0 5
  351.13913 7.0 7
  354.16348 7.0 7
  355.13049 5.0 5
  361.15173 6.0 6
  364.1626 5.0 5
  365.16928 9.0 9
  366.19809 6.0 6
  369.1413 9.0 9
  371.15628 6.0 6
  374.14438 10.0 10
  376.67068 7.0 7
  381.16669 10.0 10
  381.18127 22.0 22
  381.19412 6.0 6
  382.19278 9.0 9
  386.14981 5.0 5
  386.17227 10.0 10
  387.18863 8.0 8
  396.18051 6.0 6
  397.20966 9.0 9
  403.19421 6.0 6
  410.1763 6.0 6
  431.78372 5.0 5
  481.14038 5.0 5
  483.21246 8.0 8
  492.19443 5.0 5
  504.21875 5.0 5
  507.21439 9.0 9
  507.2294 5.0 5
  518.27142 6.0 6
  531.21667 5.0 5
  534.1236 6.0 6
  534.22119 5.0 5
  534.23749 13.0 13
  535.20599 18.0 18
  536.18909 13.0 13
  547.20844 28.0 28
  547.25281 7.0 7
  548.21161 10.0 10
  548.22675 15.0 15
  549.1886 6.0 6
  549.24268 5.0 5
  550.24304 10.0 10
  562.10535 5.0 5
  564.2489 10.0 10
  566.25983 79.0 79
  567.24457 26.0 26
  567.26276 78.0 78
  577.26721 18.0 18
  577.28967 13.0 13
  578.25177 233.0 233
  578.28418 32.0 32
  579.24518 36.0 36
  579.2688 39.0 39
  580.25952 37.0 37
  580.28461 11.0 11
  582.26556 6.0 6
  596.95721 7.0 7
  609.12512 5.0 5
  609.15234 6.0 6
  609.23676 9.0 9
  609.29919 1000.0 999
  609.38879 8.0 8
//