Details of Natural Product (NP)

General Information of Natural Product (ID: NP2017)
  Natural Product Name
Apigenin 7-glucuronide
  Synonyms
29741-09-1|Apigenin-7-glucuronide|Apigenin 7-glucuronide|Apigenin 7-O-glucuronide|apigenin-7-o-glucuronide|UNII-2CQ5KB3CH0|2CQ5KB3CH0|CHEMBL254213|(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid|Apigenin 7-O-b-glucuronide|Scutellarin A|(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-((5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid|Apigenin 7-beta-glucuronide|apigenin-7-O-beta-D-glucuronide|Apigenin 7-O-beta-D-glucuronide|Apigenin-7-O-beta-D-glucuronoside|Apigenin 7-O-beta-D-glucuronopyranoside|MEGxp0_000795|SCHEMBL2400851|ACon1_001025|DTXSID10183893|CHEBI:181620|apigenin-7-O-betaD-glucuronic acid|HY-N1454|Apigenin 7-O-.beta.-D-glucuronide|BDBM50241345|MFCD23699539|ZINC13543704|AKOS016011643|MCULE-4250331318|NCGC00169746-01|BS-49735|CS-0016900|FT-0698185|F17702|Apigenin 7-glucuronide, >=95% (LC/MS-ELSD)|Apigenin 7-O-glucuronide, primary pharmaceutical reference standard|4H-1-Benzopyran-4-one, 7-(.beta.-D-glucopyranuronosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-|beta-D-Glucopyranosiduronic acid, 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl|(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid|beta-D-Glucopyranosiduronic acid, 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl)|NCGC00169746-02!(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
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  Formula C21H18O11
  Weight 446.4
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C21H18O11/c22-9-3-1-8(2-4-9)13-7-12(24)15-11(23)5-10(6-14(15)31-13)30-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21-23,25-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1
  InChI Key JBFOLLJCGUCDQP-ZFORQUDYSA-N
  Isomeric 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)C(=O)O)O)O)O)O)O
  Canonical SMILES C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O
  External Links PubChem ID 5319484
CAS ID 29741-09-1
NPASS ID NPC282169
CHEMBL ID CHEMBL254213
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Chrysanthemum morifolium Ram. cv. 'Gaya yellow'
  Factor Name: Photosynthetic Active Radiation Treatment [1]
              Species Info Factor Info
               Experiment Detail
After acclimation, the plants were grown independently in different light treatment chambers at 20 ± 0.2 &#8451 and 65 ± 2% humidity until the harvest date (35 days after light treatment). The white fluorescent light (70 ± 5 µmol/m2/s) was maintained for 12 h, and then each of the blue, green, red, and white lights was irradiated at 70 ± 5 µmol/m2/s for 4 h using LED arrays (DR LED Networks Co., Seoul, Republic of Korea). The spectral energy distribution of four different LED arrays was measured from 300 to 800 nm with a spectroradiometer (International Light, RPS-900, U.S.). Their maximum spectral wavelengths were 463 (blue), 518 (green), and 632 nm (red); the white LEDs had a broad spectrum. Irradiance was measured using a quantum sensor (LI-COR, LI-191, Lincoln, NE, U.S.). Water was supplied daily with top irrigation and a nutrient solution (Hoagland, pH = 5.9 ± 0.2, electrical conductivity = 1.2 dS/m) every 4 days until harvest.
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               Factor Function
A quantitation and principal component analysis biplot demonstrated that luteolin-7-O-glucoside (2), luteolin-7-O-glucuronide (3), and quercetagetin-trimethyl ether (8) were the highest polyphenols yielded under green light, and dicaffeoylquinic acid isomer (4), dicaffeoylquinic acid isomer (5), naringenin (7), and apigenin-7-O-glucuronide (6) were greatest under red light. Chlorogenic acid (1) and 1,2,6-trihydroxy-7,8-dimethoxy-3-methylanthraquinone (9) were produced in similar concentrations under both light types. The white and blue light appeared inefficient for polyphenol production.
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               Factor Part Location NP Content
 
Under blue light (spectral wavelengths: 463 nm)
 leaf Korea
NP Content: 21.1 ± 0.2 mg/kg
 
Under green light (spectral wavelengths: 518 nm)
 leaf Korea
NP Content: 43.5 ± 0.5 mg/kg
 
Under red light (spectral wavelengths: 632 nm)
 leaf Korea
NP Content: 45.2 ± 0.2 mg/kg
 
Under white light (spectral wavelengths: broad spectrum)
 leaf Korea
NP Content: 34.8 ± 2.2 mg/kg
References
1 Influences of four different light-emitting diode lights on flowering and polyphenol variations in the leaves of chrysanthemum (Chrysanthemum morifolium)