Azalein Azalein structure Names IUPAC name 3′,4′,5-Trihydroxy-7-methoxy-3-(α-L -rhamnopyranosyloxy)flavone
Systematic IUPAC name 2-(3,4-Dihydroxyphenyl)-5-hydroxy-7-methoxy-3-{[(2S ,3R ,4R ,5R ,6S )-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-4H -1-benzopyran-4-one
Other names Azaleatin 3-O -α-L -rhamnoside
Identifiers ChemSpider InChI=1S/C22H22O11/c1-8-16(26)18(28)19(29)22(31-8)33-21-17(27)15-13(30-2)6-10(23)7-14(15)32-20(21)9-3-4-11(24)12(25)5-9/h3-8,16,18-19,22-26,28-29H,1-2H3/t8-,16-,18+,19+,22-/m0/s1
Y Key: FYSMTINDJSASRR-UFGFRKJLSA-N
Y InChI=1/C22H22O11/c1-8-16(26)18(28)19(29)22(31-8)33-21-17(27)15-13(30-2)6-10(23)7-14(15)32-20(21)9-3-4-11(24)12(25)5-9/h3-8,16,18-19,22-26,28-29H,1-2H3/t8-,16-,18+,19+,22-/m0/s1
Key: FYSMTINDJSASRR-UFGFRKJLBS
CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)OC)O)C4=CC(=C(C=C4)O)O)O)O)O
Properties C 22 H 22 O 11 Molar mass 462.407 g·mol−1 Density 1.683 g/mL Melting point 181 to 185 °C (358 to 365 °F; 454 to 458 K) Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Azalein is a chemical compound. It is a flavonol , a type of flavonoid. It is the 3-O-α-L-rhamnoside of azaleatin . It can be found in the flowers of Plumbago and Rhododendron species.[ 1]
References ^ Harborne, JB (January 1962). "Plant polyphenols. 5. Occurrence of azalein and related pigments in flowers of Plumbago and Rhododendron species". Arch. Biochem. Biophys . 96 : 171– 8. doi :10.1016/0003-9861(62)90467-8 . PMID 13904580 .
Flavonols and their conjugates
Backbone
Flavonols
Aglycones Conjugates
Glycosides of herbacetin Glycosides of kaempferol Afzelin (Kaempferol 3-rhamnoside) Astragalin (kaempferol 3-O-glucoside) Kaempferitrin (kaempferol 3,7-dirhamnoside) Juglanin (Kaempferol 3-O-arabinoside) Kaempferol 3-alpha-L-arabinopyranoside Kaempferol 3-alpha-D-arabinopyranoside Kaempferol 7-alpha-L-arabinoside Kaempferol 7-O-glucoside Kaempferol 3-lathyroside Kaempferol 4'-rhamnoside Kaempferol 5-rhamnoside Kaempferol 7-rhamnoside Kaempferol 7-O-alpha-L-rhamnofuranoside Kaempferol 3-xyloside Kaempferol 7-xyloside Robinin (kaempferol-3-O-robinoside-7-O-rhamnoside) Kaempferol 3-O-rutinoside Sophoraflavonoloside (Kaempferol 3-O-sophoroside) Trifolin (Kaempferol 3-O-beta-D-galactoside) Glycosides of myricetin Conjugates of quercetin
O -Methylated flavonols
Aglycones Glycosides
of isorhamnetin Narcissin (Isorhamnetin 3-O-rutinoside) Isorhamnetin 3-O-glucoside Tamarixetin 7-rutinoside other (Azaleatin 3-O-α-L-rhamnoside) Centaurein (Centaureidin 7-O-glucoside) Eupalin (Eupalitin 3-0-rhamnoside) Eupatolin (Eupatolitin 3-O-rhamnoside) Jacein (Jaceidin 7-O-glucoside) Patulitrin (Patuletin 7-O-glucoside Xanthorhamnin (Rhamnetin glycoside)
Derivative flavonols
Aglycones Noricaritin Dihydronoricaritin Glycosides
Pyranoflavonols
Furanoflavonols
Semisynthetic