ACCESSION: MSBNK-RIKEN-PR306075
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$SPLASH: splash10-014i-0590000000-461744a03b8b7a359b5d
PK$NUM_PEAK: 124
PK$PEAK: m/z int. rel.int.
  63.02248 33.0 33
  65.00083 30.0 30
  66.00658 7.0 7
  76.45725 6.0 6
  83.01036 49.0 49
  87.02177 8.0 8
  92.02389 12.0 12
  92.9948 7.0 7
  94.00935 18.0 18
  104.03008 13.0 13
  107.01154 224.0 224
  108.01408 12.0 12
  111.06419 6.0 6
  112.97196 10.0 10
  116.02908 9.0 9
  117.03295 114.0 114
  118.03419 17.0 17
  120.026 25.0 25
  121.02673 6.0 6
  122.00143 13.0 13
  122.99522 7.0 7
  123.00795 28.0 28
  126.0471 7.0 7
  130.0399 7.0 7
  131.04108 6.0 6
  134.03899 9.0 9
  135.00592 6.0 6
  141.03708 6.0 6
  142.03986 6.0 6
  143.04318 17.0 17
  143.05238 7.0 7
  145.01761 8.0 8
  147.01405 7.0 7
  148.01428 42.0 42
  149.02771 39.0 39
  149.987 16.0 16
  149.99342 46.0 46
  151.00079 262.0 262
  151.04997 6.0 6
  152.00043 6.0 6
  152.01286 9.0 9
  153.00424 7.0 7
  153.01237 9.0 9
  154.03764 17.0 17
  156.05678 16.0 16
  157.05882 15.0 15
  157.15227 6.0 6
  159.04256 13.0 13
  161.02142 6.0 6
  166.0399 22.0 22
  166.04715 8.0 8
  166.40082 6.0 6
  167.04576 43.0 43
  167.05457 29.0 29
  168.0524 24.0 24
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  171.04549 88.0 88
  172.05318 26.0 26
  174.05879 7.0 7
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  185.01814 8.0 8
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  194.03217 11.0 11
  195.03799 42.0 42
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  197.01564 6.0 6
  197.0322 6.0 6
  198.03159 14.0 14
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  199.03848 45.0 45
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  211.03683 376.0 376
  212.04086 80.0 80
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  227.03581 20.0 20
  239.03287 343.0 343
  240.03955 312.0 312
  240.9192 9.0 9
  241.04834 88.0 88
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  267.0314 99.0 99
  268.03619 1000.0 999
  269.04025 195.0 195
  269.06293 7.0 7
  270.04926 8.0 8
  271.05667 10.0 10
  279.26489 8.0 8
  307.06229 7.0 7
  307.4054 12.0 12
  307.72296 8.0 8
//