ACCESSION: MSBNK-RIKEN-PR308906
RECORD_TITLE: Medicagenic acid base + O-MalonylHex; 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-3

CH$NAME: Medicagenic acid base + O-MalonylHex
CH$COMPOUND_CLASS: Triterpene saponins
CH$FORMULA: C₃₉H₅₈O₁₄
CH$EXACT_MASS: 750.879
CH$SMILES: CC1(C)CCC2(CCC3(C)C(=CCC4C5(C)CC(O)C(O)C(C)(C5CCC34C)C(=O)OC3OC(COC(=O)CC(O)=O)C(O)C(O)C3O)C2C1)C(O)=O
CH$IUPAC: InChI=1S/C39H58O14/c1-34(2)11-13-39(32(48)49)14-12-36(4)19(20(39)16-34)7-8-23-35(3)17-21(40)30(47)38(6,24(35)9-10-37(23,36)5)33(50)53-31-29(46)28(45)27(44)22(52-31)18-51-26(43)15-25(41)42/h7,20-24,27-31,40,44-47H,8-18H2,1-6H3,(H,41,42)(H,48,49)
CH$LINK: INCHIKEY JTKJAIJNMZCGNN-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 7.43
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 749.3729

PK$SPLASH: splash10-0a4r-0100400900-b4bcda761558be60125b
PK$NUM_PEAK: 48
PK$PEAK: m/z int. rel.int.
  59.01334 88.0 36
  71.01026 21.0 9
  73.03083 41.0 17
  101.02378 194.0 80
  113.02326 26.0 11
  121.39394 21.0 9
  126.0328 23.0 9
  131.02911 30.0 12
  131.03751 21.0 9
  143.03186 31.0 13
  144.04074 18.0 7
  149.03632 21.0 9
  149.04335 110.0 45
  155.03571 35.0 14
  161.04521 266.0 110
  179.05313 20.0 8
  204.05901 30.0 12
  221.06761 35.0 14
  223.77484 26.0 11
  239.72021 18.0 7
  419.33017 20.0 8
  439.32166 1791.0 738
  439.35345 58.0 24
  439.36905 20.0 8
  440.3262 565.0 233
  440.38937 20.0 8
  441.30743 36.0 15
  441.32974 112.0 46
  442.32794 24.0 10
  493.01321 18.0 7
  529.271 21.0 9
  645.3736 25.0 10
  661.40027 18.0 7
  661.63678 22.0 9
  664.39948 20.0 8
  665.35583 20.0 8
  705.38074 2425.0 999
  706.3855 976.0 402
  706.43872 19.0 8
  707.36902 110.0 45
  707.39374 166.0 68
  708.36145 22.0 9
  708.41516 41.0 17
  710.80774 18.0 7
  748.362 18.0 7
  749.36694 696.0 287
  749.38904 531.0 219
  749.44226 24.0 10
//