ACCESSION: MSBNK-RIKEN-PR310769
RECORD_TITLE: Flavanone base + 4O, 1Prenyl; 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$NAME: Flavanone base + 4O, 1Prenyl
CH$COMPOUND_CLASS: Prenylated flavanones
CH$FORMULA: C₂₀H₂₀O₆
CH$EXACT_MASS: 356.374
CH$SMILES: O=C2C=3C(O)=CC(O)=CC=3(OC(C=1C=C(O)C(O)=C(C=1)CC=C(C)C)C2)
CH$IUPAC: InChI=1S/C20H20O6/c1-10(2)3-4-11-5-12(6-16(24)20(11)25)17-9-15(23)19-14(22)7-13(21)8-18(19)26-17/h3,5-8,17,21-22,24-25H,4,9H2,1-2H3
CH$LINK: INCHIKEY SFQIGPZCFNTPOD-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 7.75
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 357.1336

PK$SPLASH: splash10-0a6r-0955000000-0e1c0ba3243dd1379a1a
PK$NUM_PEAK: 161
PK$PEAK: m/z int. rel.int.
  55.01954 21.0 7
  67.01514 30.0 10
  68.99465 20.0 7
  69.07181 20.0 7
  79.05756 22.0 8
  89.03465 20.0 7
  100.56908 20.0 7
  101.75896 20.0 7
  109.03062 37.0 13
  111.00503 23.0 8
  111.01154 17.0 6
  113.33921 17.0 6
  116.05424 27.0 9
  119.04864 16.0 6
  119.05479 68.0 23
  120.04671 18.0 6
  120.05684 18.0 6
  123.03765 20.0 7
  127.03365 55.0 19
  127.04332 26.0 9
  131.04018 18.0 6
  133.03009 17.0 6
  136.33926 20.0 7
  137.02098 37.0 13
  137.0475 20.0 7
  137.70328 17.0 6
  139.0399 18.0 6
  141.07292 18.0 6
  142.08153 19.0 7
  144.05099 26.0 9
  145.02776 18.0 6
  147.04114 98.0 34
  147.08232 26.0 9
  149.05826 40.0 14
  151.03586 24.0 8
  151.0536 20.0 7
  151.08095 17.0 6
  153.01854 1215.0 419
  153.04323 20.0 7
  154.00526 19.0 7
  154.01973 207.0 71
  155.62946 21.0 7
  156.05232 28.0 10
  161.04709 17.0 6
  161.05739 62.0 21
  163.03883 87.0 30
  163.04843 75.0 26
  163.07513 29.0 10
  165.05957 18.0 6
  166.07677 22.0 8
  167.03586 22.0 8
  167.08867 41.0 14
  168.04204 17.0 6
  168.0545 21.0 7
  170.06398 26.0 9
  171.04485 20.0 7
  171.08105 58.0 20
  173.06052 84.0 29
  174.06847 25.0 9
  175.03934 205.0 71
  175.08472 23.0 8
  176.04134 25.0 9
  176.05148 35.0 12
  177.21741 20.0 7
  179.01382 47.0 16
  179.03398 1490.0 514
  179.10239 59.0 20
  180.03621 88.0 30
  180.34178 40.0 14
  181.04677 37.0 13
  181.06645 38.0 13
  181.09401 20.0 7
  185.04356 22.0 8
  185.0522 46.0 16
  185.06696 68.0 23
  185.09929 17.0 6
  186.06087 17.0 6
  187.07768 23.0 8
  189.04483 18.0 6
  189.05473 92.0 32
  189.06401 35.0 12
  189.09128 18.0 6
  190.0486 39.0 13
  191.0675 23.0 8
  191.08096 20.0 7
  191.1049 19.0 7
  195.06683 54.0 19
  195.08171 100.0 34
  196.07298 22.0 8
  197.06494 37.0 13
  197.42389 25.0 9
  199.0444 22.0 8
  203.06995 20.0 7
  203.08035 17.0 6
  203.10358 31.0 11
  205.54376 21.0 7
  209.05336 24.0 8
  210.05826 18.0 6
  212.04192 21.0 7
  213.06111 86.0 30
  213.09146 71.0 24
  213.10017 36.0 12
  214.05182 19.0 7
  214.06918 18.0 6
  215.06578 73.0 25
  215.0764 24.0 8
  216.0804 27.0 9
  216.44525 22.0 8
  217.05026 19.0 7
  218.05486 31.0 11
  227.08046 20.0 7
  227.11263 17.0 6
  231.10231 144.0 50
  231.11565 45.0 16
  232.105 17.0 6
  233.08464 20.0 7
  233.10345 17.0 6
  237.02509 21.0 7
  237.05316 233.0 80
  238.05299 20.0 7
  241.0515 107.0 37
  255.06969 206.0 71
  255.10019 23.0 8
  255.10983 20.0 7
  256.06674 68.0 23
  256.12173 18.0 6
  258.0502 17.0 6
  265.04092 34.0 12
  265.04776 64.0 22
  266.052 18.0 6
  273.03564 24.0 8
  273.08109 26.0 9
  274.07626 19.0 7
  276.57892 31.0 11
  279.09421 20.0 7
  283.02692 51.0 18
  283.06183 1129.0 389
  283.10303 30.0 10
  284.04407 20.0 7
  284.06772 209.0 72
  285.04639 26.0 9
  289.07245 64.0 22
  290.07645 19.0 7
  290.87317 20.0 7
  299.04559 22.0 8
  300.05133 22.0 8
  300.0618 17.0 6
  301.06372 271.0 93
  301.09537 18.0 6
  301.73029 17.0 6
  302.07169 112.0 39
  315.09116 22.0 8
  317.08432 17.0 6
  339.11258 19.0 7
  339.15775 19.0 7
  355.16125 55.0 19
  356.10306 23.0 8
  356.23163 19.0 7
  357.10464 19.0 7
  357.13382 2898.0 999
  357.17322 44.0 15
//