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narirutin

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komponim kimik

instancë e

type of chemical entity

nënklasë e

5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one[16]

strukturë kimike

masa

580,179206 dalton[4]

stereoisomer of

(2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one[17]

formula kimike

C₂₇H₃₂O₁₄[4]

kanonikja SMILES

CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC=C(C=C5)O)O)O)O)O)O)O)O[4]

isomeric SMILES

C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=CC4=C(C(=O)C[C@H](O4)C5=CC=C(O)C=C5)C(O)=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O[2]

found in taxon

Citrus excelsa[18]
Citrus grandis[19][18][20][20][21]
Citrus hystrix[22]
Citrus latipes[22]
Citrus longispina[18]
Citrus shunkokan[18]
Citrus sulcata[18]
Citrus tengu[18]
Citrus ujukitsu[18]
Hamelia patens[30]
Mentha piperita[31][32][32]
Mentha piperita piperita[31]
Cyclopia falcata[33]
Cyclopia subternata[33]
Thymus vulgaris[34]
Citrus webberi[22][18]
Clinopodium acinos[35]
Microcitrus inodora[18]
Citrus medica[18]
Citrus depressa[44]
Citrus maxima[21][18][20][19]

kategoria në Commons

Narirutin

Reference

  1. ^ a b c d ChEBI, 5 tetor 2016, anglisht, narirutin, 28705
  2. ^ a b c d e f Global Substance Registration System, 14 shkurt 2018, 06M5EAT0YC
  3. ^ CAS Common Chemistry, 10 prill 2021, https://commonchemistry.cas.org/detail?cas_rn=14259-46-2, HXTFHSYLYXVTHC-AJHDJQPGSA-N
  4. ^ a b c d e f PubChem, 5 tetor 2016, anglisht, 442431, Narirutin
  5. ^ a b c d HXTFHSYLYXVTHC-AJHDJQPGSA-N, InChIKey
  6. ^ UniChem
  7. ^ ChEMBL, 5 tetor 2016, anglisht, NARIRUTIN, CHEMBL446246
  8. ^ ChEBI release 2021-03-01
  9. ^ InChI=1S/C27H32O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-7,10,16,18,20-29,31-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1, International Chemical Identifier
  10. ^ CosIng database, 28 dhjetor 2019, 94810, NARIRUTIN, CAS no.: 14259-46-2
  11. ^ inferred from InChIKey
  12. ^ a b c d e f g h i j k l m n MassBank/MassBank-data: release version 2022.06 to wikidata, 4 shtator 2022, InChIKey match, HXTFHSYLYXVTHC-AJHDJQPGSA-N
  13. ^ ECHA Substance Infocard database, 27 dhjetor 2018, 100.034.655, (S)-7-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, CAS no.: 14259-46-2
  14. ^ ChemSpider, 5 tetor 2016, anglisht, 390871, Narirutin
  15. ^ N0000148862, 26 shkurt 2018, NDF-RT
  16. ^ inferred from SMILES
  17. ^ inferred from InChI
  18. ^ a b c d e f g h i j k l m n Phenolic composition of various tissues of rutaceae species
  19. ^ a b c d e High-performance liquid chromatographic determination of naturally occurring flavonoids in Citrus with a photodiode-array detector
  20. ^ a b c d e f Quantitative survey of narirutin, naringin, hesperidin, and neohesperidin in citrus
  21. ^ a b c Limonoids and Flavonoids in Juices of Oroblanco and Melogold Grapefruit Hybrids
  22. ^ a b c Limonoid and flavonoid composition in varieties of Papeda and Papedocitrus
  23. ^ a b c Chemical composition of the juice of the fruit ofCitrus unshiu
  24. ^ a b c Bioactive phenolics and antioxidant propensity of flavedo extracts of Mauritian citrus fruits: potential prophylactic ingredients for functional foods application
  25. ^ a b c Narirutin fraction from citrus peels attenuates LPS-stimulated inflammatory response through inhibition of NF-κB and MAPKs activation.
  26. ^ a b c Anti-degranulating activity in rat basophil leukemia RBL-2H3 cells of flavanone glycosides and their aglycones in citrus fruits
  27. ^ a b c d Structure and Hypotensive Effect of Flavonoid Glycosides inCitrus unshiuPeelings
  28. ^ a b c [Studies on the preparation and evaluation of kijitsu, the immature citrus fruits. I. Evaluation of the new drying method]
  29. ^ a b c Studies on physiologically active substances in citrus peel. Part II. Structure and hypotensive effect of flavonoid glycosides in Citrus unshiu peelings.
  30. ^ Inhibition of HIV infection by flavanoids.
  31. ^ a b Analysis and Distribution of Flavonoid Glycosides and Rosmarinic Acid in 40 Mentha x piperita Clones
  32. ^ a b Antiallergic effect of flavonoid glycosides obtained from Mentha piperita L.
  33. ^ a b Phenolic metabolites from honeybush tea (Cyclopia subternata).
  34. ^ New monoterpene glucoside from the aerial parts of thyme (Thymus vulgaris L.).
  35. ^ Secondary Metabolites from Satureja Species. New Triterpenoid from Satureja acinos
  36. ^ Variance of common flavonoids by brand of grapefruit juice
  37. ^ Differentiation of citrus juices by factorial discriminant analysis using liquid chromatography of flavanone glycosides
  38. ^ Effect of ethylene on naringin, narirutin and nootkatone accumulation in grapefruit
  39. ^ Extraction and measurement of prominent flavonoids in orange and grapefruit juice concentrates
  40. ^ Effect of grapefruit pulp on the pharmacokinetics of the dihydropyridine calcium antagonists nifedipine and nisoldipine
  41. ^ Simultaneous separation of flavanone glycosides and polymethoxylated flavones in citrus juices using liquid chromatography
  42. ^ Separation of flavanone-7-O-glycoside diastereomers and analysis in citrus juices by multidimensional liquid chromatography coupled with mass spectrometry
  43. ^ Separation and characterization of phenolic compounds in fennel (Foeniculum vulgare) using liquid chromatography-negative electrospray ionization tandem mass spectrometry.
  44. ^ a b c Constituents of the Peel of Citrus Depressa Hayata