Annulatin
Chemical structure of annulatin
Names
IUPAC name
3′,4′,5,5′,7-Pentahydroxy-3-methoxyflavone
Systematic IUPAC name
5,7-Dihydroxy-3-methoxy-2-(3,4,5-trihydroxyphenyl)-4H -1-benzopyran-4-one
Other names
Myricetin 3-Methylether
Identifiers
ChemSpider
UNII
InChI=1S/C16H12O8/c1-23-16-14(22)12-8(18)4-7(17)5-11(12)24-15(16)6-2-9(19)13(21)10(20)3-6/h2-5,17-21H,1H3
Y Key: XWTLYULBWZQAAZ-UHFFFAOYSA-N
Y InChI=1/C16H12O8/c1-23-16-14(22)12-8(18)4-7(17)5-11(12)24-15(16)6-2-9(19)13(21)10(20)3-6/h2-5,17-21H,1H3
Key: XWTLYULBWZQAAZ-UHFFFAOYAS
COc1c(=O)c2c(cc(cc2oc1c3cc(c(c(c3)O)O)O)O)O
Properties
C 16 H 12 O 8
Molar mass
332.264 g·mol−1
Density
1.807 g/mL
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Annulatin is an O-methylated flavonol found in the roots of Pteroxygonum giraldii .[ 1]
References
^ Li, Bao-Lin; Yang, Zhan-Jun; Jiang, Lin-Ling; Zhang, Xi-Quan; Gu, Hong-Mei; Wang, Hui-Chun; Tian, Xian-Hua (2009). "ChemInform Abstract: Antioxidant Flavone Glycosides from the Root of Pteroxygonum giraldii". ChemInform . 40 (49). doi :10.1002/chin.200949203 .
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
Azalein (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