ACCESSION: MSBNK-RIKEN-PR306028
RECORD_TITLE: Apigenin-7-O-glucoside; 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$NAME: Apigenin-7-O-glucoside
CH$NAME: Apigetrin
CH$NAME: Cosmosiin
CH$NAME: 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-chromen-4-one
CH$COMPOUND_CLASS: Flavonoid-7-O-glycosides
CH$FORMULA: C₂₁H₂₀O₁₀
CH$EXACT_MASS: 432.10565
CH$SMILES: C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
CH$IUPAC: InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1
CH$LINK: CAS 578-74-5
CH$LINK: CHEBI 16778
CH$LINK: CHEMSPIDER 4444290
CH$LINK: INCHIKEY KMOUJOKENFFTPU-QNDFHXLGSA-N
CH$LINK: KEGG C04608
CH$LINK: KNAPSACK C00001017
CH$LINK: NIKKAJI J22.571A
CH$LINK: PUBCHEM CID:5280704

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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE -2.75 kV
AC$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 4.446617
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 431.09837034783

PK$SPLASH: splash10-014i-0690000000-ed1d4f036357daca7e6c
PK$NUM_PEAK: 110
PK$PEAK: m/z int. rel.int.
  63.02317 24.0 24
  65.00173 9.0 9
  77.04206 8.0 8
  83.0134 128.0 128
  89.00024 9.0 9
  92.02141 6.0 6
  92.03119 17.0 17
  93.03501 9.0 9
  93.99709 5.0 5
  94.00517 28.0 28
  105.03475 7.0 7
  106.04112 11.0 11
  107.01376 216.0 216
  107.82034 6.0 6
  108.01357 10.0 10
  115.06947 11.0 11
  116.02141 8.0 8
  117.03357 138.0 138
  118.03539 6.0 6
  120.01963 6.0 6
  121.02409 22.0 22
  121.03107 30.0 30
  121.99983 35.0 35
  122.00916 7.0 7
  123.0266 9.0 9
  130.00253 11.0 11
  130.04262 14.0 14
  132.02341 9.0 9
  135.00372 7.0 7
  136.0141 9.0 9
  142.03958 6.0 6
  142.04684 9.0 9
  143.04909 14.0 14
  145.02615 7.0 7
  147.01154 11.0 11
  148.01553 17.0 17
  149.01724 25.0 25
  149.02487 42.0 42
  149.98674 21.0 21
  149.9939 55.0 55
  151.00252 325.0 325
  151.88577 8.0 8
  155.04919 27.0 27
  156.0497 31.0 31
  156.06079 18.0 18
  157.06749 7.0 7
  158.03622 37.0 37
  159.22311 8.0 8
  161.02576 6.0 6
  166.04597 9.0 9
  167.05165 29.0 29
  168.05313 43.0 43
  168.06313 9.0 9
  169.05325 7.0 7
  169.06047 6.0 6
  170.02991 6.0 6
  171.04044 53.0 53
  171.0504 21.0 21
  172.05083 96.0 96
  174.06122 10.0 10
  179.03912 6.0 6
  179.04732 13.0 13
  180.05992 7.0 7
  181.02344 16.0 16
  181.06177 6.0 6
  183.04272 73.0 73
  183.04895 25.0 25
  184.00853 9.0 9
  184.04083 19.0 19
  184.05585 9.0 9
  185.05545 10.0 10
  186.02065 8.0 8
  194.0441 9.0 9
  195.03564 39.0 39
  195.04178 84.0 84
  196.05214 78.0 78
  197.02759 6.0 6
  197.05009 16.0 16
  200.04033 29.0 29
  200.0513 31.0 31
  201.04231 14.0 14
  210.03702 16.0 16
  211.03833 442.0 442
  212.01591 8.0 8
  212.04515 142.0 142
  213.01979 14.0 14
  213.04813 13.0 13
  213.05998 11.0 11
  214.19873 9.0 9
  223.04886 8.0 8
  224.04034 10.0 10
  225.05759 7.0 7
  227.04562 9.0 9
  238.99835 6.0 6
  239.02754 149.0 149
  239.03777 192.0 192
  240.04073 256.0 256
  240.06474 9.0 9
  241.035 15.0 15
  241.04472 43.0 43
  242.04117 10.0 10
  242.05621 9.0 9
  264.49591 6.0 6
  266.01724 7.0 7
  266.30737 9.0 9
  267.0293 154.0 154
  268.03644 1000.0 999
  269.04269 147.0 147
  270.04117 22.0 22
  271.04535 6.0 6
//