ACCESSION: MSBNK-RIKEN-PR301892
RECORD_TITLE: Madecassoside; 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$NAME: Madecassoside
CH$COMPOUND_CLASS: Triterpene saponins
CH$FORMULA: C₄₈H₇₈O₂₀
CH$EXACT_MASS: 975.132
CH$SMILES: C[C@@H]1CC[C@@]2(CC[C@@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@H](O)[C@@](C)(CO)[C@@H]5[C@H](O)C[C@@]34C)[C@@H]2[C@H]1C)C(=O)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O
CH$IUPAC: InChI=1S/C48H78O20/c1-19-10-11-48(13-12-46(6)22(28(48)20(19)2)8-9-27-44(4)14-24(52)39(61)45(5,18-50)38(44)23(51)15-47(27,46)7)43(62)68-42-35(59)32(56)30(54)26(66-42)17-63-40-36(60)33(57)37(25(16-49)65-40)67-41-34(58)31(55)29(53)21(3)64-41/h8,19-21,23-42,49-61H,9-18H2,1-7H3/t19-,20+,21+,23-,24-,25-,26-,27-,28+,29+,30-,31-,32+,33-,34-,35-,36-,37-,38-,39+,40-,41+,42+,44-,45+,46+,47-,48+/m1/s1
CH$LINK: INCHIKEY BNMGUJRJUUDLHW-CIZDPPTDSA-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 4.880217
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 975.5159214

PK$SPLASH: splash10-05r9-0122902104-22a5441dcec1e5a16617
PK$NUM_PEAK: 100
PK$PEAK: m/z int. rel.int.
  71.96614 59.0 59
  129.05098 66.0 66
  135.10995 70.0 70
  145.05389 87.0 87
  147.06584 143.0 143
  147.07959 59.0 59
  149.13733 77.0 77
  163.05891 66.0 66
  177.16405 122.0 122
  197.13918 73.0 73
  203.1517 66.0 66
  203.19293 59.0 59
  207.1405 91.0 91
  213.16248 59.0 59
  215.17349 84.0 84
  217.16896 63.0 63
  226.09235 70.0 70
  235.17458 63.0 63
  235.1825 63.0 63
  237.07474 84.0 84
  247.16858 63.0 63
  254.19337 84.0 84
  255.08783 105.0 105
  257.22992 70.0 70
  261.18323 105.0 105
  273.10074 59.0 59
  274.09592 66.0 66
  289.09778 94.0 94
  309.12585 721.0 720
  310.12927 63.0 63
  310.14169 77.0 77
  327.2392 59.0 59
  327.48676 80.0 80
  355.25116 73.0 73
  362.23178 94.0 94
  387.30945 87.0 87
  393.31509 84.0 84
  394.3269 98.0 98
  405.32047 73.0 73
  406.32996 91.0 91
  421.30695 59.0 59
  422.33133 91.0 91
  423.33304 73.0 73
  426.32538 63.0 63
  433.31729 146.0 146
  434.33041 70.0 70
  439.30569 87.0 87
  439.319 84.0 84
  439.34152 129.0 129
  443.3533 122.0 122
  444.3512 87.0 87
  451.32721 648.0 647
  452.31519 160.0 160
  452.33173 63.0 63
  453.17963 115.0 115
  469.32495 331.0 331
  469.35001 286.0 286
  470.3472 143.0 143
  471.14145 77.0 77
  471.15823 91.0 91
  471.18362 70.0 70
  487.30911 139.0 139
  487.34464 519.0 518
  488.3053 80.0 80
  488.35715 418.0 418
  489.32712 59.0 59
  580.38385 70.0 70
  613.3891 59.0 59
  616.42004 63.0 63
  631.39398 66.0 66
  633.3653 125.0 125
  633.40631 181.0 181
  634.39618 122.0 122
  649.40411 77.0 77
  651.39697 77.0 77
  651.43921 73.0 73
  667.40588 226.0 226
  667.42566 98.0 98
  686.29596 84.0 84
  758.82001 70.0 70
  761.3114 63.0 63
  769.48779 59.0 59
  795.43329 91.0 91
  795.45642 125.0 125
  796.41937 63.0 63
  796.46887 63.0 63
  813.47784 59.0 59
  813.5249 70.0 70
  816.52863 63.0 63
  819.42053 87.0 87
  831.4234 87.0 87
  891.4267 63.0 63
  957.48297 220.0 220
  957.52698 314.0 314
  958.49219 63.0 63
  958.54047 70.0 70
  959.51666 59.0 59
  975.46094 59.0 59
  975.49811 317.0 317
  975.53436 1000.0 999
//