ACCESSION: MSBNK-RIKEN-PR302112
RECORD_TITLE: Biochanin A; 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$NAME: Biochanin A
CH$COMPOUND_CLASS: 4'-O-methylisoflavones
CH$FORMULA: C₁₆H₁₂O₅
CH$EXACT_MASS: 284.267
CH$SMILES: COC1=CC=C(C=C1)C1=COC2=CC(O)=CC(O)=C2C1=O
CH$IUPAC: InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)12-8-21-14-7-10(17)6-13(18)15(14)16(12)19/h2-8,17-18H,1H3
CH$LINK: INCHIKEY WUADCCWRTIWANL-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 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 7.6348
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 285.0757499

PK$SPLASH: splash10-0v4l-0790000000-b5b6975f8f2e68a7a21a
PK$NUM_PEAK: 298
PK$PEAK: m/z int. rel.int.
  67.01823 10.0 10
  68.01926 8.0 8
  68.98671 6.0 6
  68.9959 7.0 7
  69.0008 5.0 5
  69.02909 10.0 10
  79.04494 8.0 8
  90.03125 5.0 5
  90.04825 45.0 45
  91.05398 5.0 5
  93.03001 7.0 7
  95.00925 6.0 6
  95.04778 7.0 7
  96.01478 28.0 28
  96.02665 8.0 8
  97.02755 7.0 7
  97.03315 14.0 14
  102.04162 9.0 9
  103.05025 6.0 6
  103.05769 23.0 23
  105.07036 82.0 82
  107.05138 55.0 55
  108.05002 21.0 21
  108.07027 10.0 10
  109.06369 10.0 10
  110.98524 5.0 5
  111.00647 26.0 26
  111.03874 8.0 8
  111.41402 6.0 6
  115.05669 7.0 7
  116.05541 17.0 17
  117.06772 19.0 19
  117.11585 6.0 6
  118.04008 235.0 235
  119.03609 10.0 10
  119.04776 42.0 42
  120.13698 8.0 8
  121.02832 123.0 123
  121.06336 55.0 55
  121.64471 5.0 5
  122.0293 6.0 6
  122.23737 7.0 7
  122.35734 9.0 9
  123.00143 11.0 11
  123.03249 20.0 20
  123.04219 140.0 140
  123.05008 46.0 46
  124.01442 386.0 386
  124.04597 44.0 44
  124.05907 5.0 5
  124.18014 8.0 8
  124.45457 5.0 5
  124.7477 7.0 7
  125.04363 6.0 6
  127.05344 6.0 6
  128.06169 8.0 8
  131.0498 44.0 44
  132.0182 5.0 5
  132.05914 33.0 33
  133.01871 10.0 10
  133.06334 207.0 207
  134.06554 17.0 17
  135.04616 15.0 15
  135.07047 7.0 7
  136.01852 10.0 10
  136.04242 9.0 9
  137.01114 6.0 6
  139.03587 47.0 47
  139.04626 9.0 9
  140.06206 5.0 5
  141.05893 6.0 6
  141.0658 17.0 17
  141.07213 12.0 12
  142.03369 9.0 9
  142.04263 7.0 7
  142.06755 8.0 8
  142.44337 10.0 10
  143.02773 6.0 6
  144.05229 14.0 14
  144.06412 6.0 6
  145.02975 14.0 14
  145.05977 8.0 8
  145.06862 47.0 47
  146.06718 7.0 7
  146.77161 8.0 8
  147.05045 17.0 17
  148.99797 6.0 6
  149.02249 426.0 426
  149.66052 9.0 9
  150.03366 15.0 15
  151.98775 12.0 12
  152.01004 893.0 892
  152.0575 8.0 8
  152.9715 19.0 19
  153.00662 101.0 101
  153.0181 386.0 386
  153.03358 10.0 10
  153.04816 10.0 10
  153.06929 8.0 8
  154.02362 38.0 38
  154.07889 8.0 8
  155.02454 8.0 8
  155.05406 28.0 28
  155.08897 8.0 8
  155.51682 6.0 6
  156.04736 8.0 8
  156.05913 10.0 10
  156.4984 6.0 6
  157.05981 13.0 13
  157.06712 14.0 14
  158.0291 84.0 84
  158.03677 269.0 269
  158.05333 9.0 9
  158.06944 10.0 10
  158.08275 9.0 9
  158.49419 6.0 6
  159.03574 26.0 26
  159.07368 10.0 10
  160.0368 10.0 10
  161.03107 5.0 5
  161.03864 15.0 15
  161.06169 42.0 42
  161.09543 38.0 38
  162.24884 5.0 5
  163.04147 27.0 27
  163.08998 6.0 6
  165.04129 8.0 8
  165.05905 12.0 12
  166.08652 6.0 6
  167.18262 7.0 7
  168.04095 9.0 9
  168.0546 72.0 72
  168.06534 25.0 25
  169.06097 38.0 38
  169.06883 17.0 17
  170.04686 10.0 10
  171.00932 8.0 8
  171.0472 19.0 19
  171.07899 19.0 19
  172.01654 13.0 13
  172.04596 11.0 11
  173.05971 29.0 29
  174.05748 11.0 11
  176.22647 7.0 7
  176.52196 14.0 14
  176.96004 6.0 6
  179.01268 6.0 6
  179.02211 15.0 15
  179.03641 112.0 112
  179.15584 6.0 6
  180.80376 7.0 7
  181.06079 6.0 6
  182.07356 8.0 8
  183.03932 38.0 38
  183.05043 15.0 15
  183.07175 17.0 17
  183.08217 28.0 28
  184.04962 21.0 21
  184.07727 7.0 7
  185.03931 9.0 9
  185.05838 48.0 48
  185.06505 15.0 15
  186.03703 8.0 8
  186.0538 13.0 13
  186.0703 95.0 95
  187.03899 9.0 9
  187.07567 33.0 33
  188.06686 12.0 12
  188.08138 8.0 8
  189.08592 8.0 8
  191.69888 9.0 9
  191.9175 7.0 7
  192.04036 10.0 10
  195.03816 7.0 7
  195.07521 7.0 7
  195.29449 5.0 5
  196.05034 34.0 34
  196.06161 6.0 6
  196.58725 8.0 8
  197.01564 5.0 5
  197.02779 8.0 8
  197.03928 17.0 17
  197.05739 202.0 202
  197.91963 10.0 10
  198.06483 38.0 38
  198.07085 15.0 15
  199.02698 13.0 13
  199.07382 17.0 17
  200.04593 13.0 13
  200.05864 9.0 9
  201.05521 22.0 22
  201.07086 12.0 12
  201.08801 9.0 9
  201.10081 6.0 6
  202.03796 13.0 13
  202.0535 19.0 19
  210.07689 15.0 15
  211.03267 11.0 11
  211.04561 22.0 22
  211.07401 17.0 17
  212.04512 9.0 9
  212.4695 6.0 6
  212.84959 7.0 7
  213.0294 9.0 9
  213.05418 720.0 719
  213.64645 7.0 7
  214.0069 14.0 14
  214.0302 5.0 5
  214.04938 59.0 59
  214.06259 224.0 224
  214.24422 8.0 8
  214.3553 6.0 6
  215.06323 79.0 79
  215.08012 6.0 6
  215.94214 6.0 6
  216.03094 9.0 9
  216.04143 17.0 17
  216.05641 7.0 7
  216.07698 15.0 15
  218.03255 6.0 6
  224.03607 12.0 12
  224.04437 13.0 13
  225.04692 67.0 67
  225.05566 69.0 69
  225.06456 21.0 21
  226.03348 14.0 14
  226.05568 9.0 9
  226.06776 22.0 22
  227.02211 8.0 8
  227.0461 15.0 15
  228.03857 8.0 8
  228.06297 9.0 9
  228.97874 12.0 12
  229.05344 10.0 10
  229.08499 566.0 565
  229.12268 7.0 7
  229.19862 6.0 6
  230.05246 8.0 8
  230.08667 74.0 74
  230.18173 12.0 12
  231.07204 7.0 7
  231.08754 6.0 6
  231.10307 6.0 6
  231.63838 6.0 6
  232.15182 8.0 8
  238.06529 6.0 6
  239.07474 6.0 6
  240.07768 7.0 7
  241.02606 15.0 15
  241.04915 225.0 225
  241.87357 6.0 6
  241.99266 6.0 6
  242.00568 8.0 8
  242.05801 908.0 907
  242.10751 8.0 8
  243.06297 163.0 163
  243.07785 22.0 22
  243.3221 10.0 10
  244.06473 15.0 15
  244.58923 6.0 6
  244.87263 10.0 10
  244.91728 6.0 6
  245.39803 8.0 8
  247.0434 6.0 6
  249.04472 6.0 6
  252.04147 60.0 60
  253.01144 8.0 8
  253.04839 560.0 559
  253.95883 10.0 10
  253.99835 12.0 12
  254.05499 186.0 186
  255.02985 15.0 15
  255.0591 19.0 19
  255.07268 6.0 6
  257.0795 7.0 7
  258.67026 6.0 6
  259.08533 17.0 17
  259.22415 5.0 5
  266.87781 15.0 15
  266.95279 5.0 5
  269.00223 23.0 23
  269.0452 904.0 903
  269.07156 14.0 14
  269.99036 6.0 6
  270.01102 20.0 20
  270.05121 1000.0 999
  270.7514 10.0 10
  271.03128 8.0 8
  271.05725 143.0 143
  271.06897 31.0 31
  271.60333 6.0 6
  272.06494 14.0 14
  272.96902 6.0 6
  274.87119 7.0 7
  281.91809 5.0 5
  283.02789 8.0 8
  285.04565 6.0 6
  285.07672 691.0 690
//