Veronicastroside
Names
IUPAC name
3′,4′,5-Trihydroxy-7-[α-L -rhamnopyranosyl-(1→2)-β-D -glucopyranosyloxy]flavone
Systematic IUPAC name
7-{[(2S ,3R ,4S ,5S ,6R )-4,5-Dihydroxy-6-(hydroxymethyl)-2-{[(2S ,3R ,4R ,5R ,6S )-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5-hydroxy-4H -1-benzopyran-4-one
Other names
Luteolin 7-O -neohesperidoside Scolymoside Lonicerin Luteolin-7-rutinoside Luteoline-7-rhamnoglucoside
Identifiers
ChemSpider
KEGG
UNII
InChI=1S/C27H30O15/c1-9-20(33)22(35)24(37)26(38-9)42-25-23(36)21(34)18(8-28)41-27(25)39-11-5-14(31)19-15(32)7-16(40-17(19)6-11)10-2-3-12(29)13(30)4-10/h2-7,9,18,20-31,33-37H,8H2,1H3/t9-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1
Key: SHPPXMGVUDNKLV-KMFFXDMSSA-N
InChI=1/C27H30O15/c1-9-20(33)22(35)24(37)26(38-9)42-25-23(36)21(34)18(8-28)41-27(25)39-11-5-14(31)19-15(32)7-16(40-17(19)6-11)10-2-3-12(29)13(30)4-10/h2-7,9,18,20-31,33-37H,8H2,1H3/t9-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1
Key: SHPPXMGVUDNKLV-KMFFXDMSBP
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2Oc3cc(c4c(=O)cc(oc4c3)c5ccc(c(c5)O)O)O)CO)O)O)O)O)O
Properties
C27 H30 O15
Molar mass
594.52 g/mol
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Veronicastroside (identical to Lonicerin[ 1] ) is a flavone , a type of flavonoid . It is the 7-O -neohesperidoside of luteolin . It can be found in Veronicastrum sibiricum var. japonicum [ 2] and in Teucrium gnaphalodes .[ 3]
References
^ Inagaki, Isao; Sakushima, Akiyo; Hisada, Sueo; Nishibe, Sansei; Morita, Naokata (1974). "Comparison of Lonicerin and Veronicastroside" Lonicerinとveronicastrosideの比較 [Comparison of lonicerin and veronicastroside]. Yakugaku Zasshi (in Japanese). 94 (4): 524– 525. doi :10.1248/yakushi1947.94.4_524 . PMID 4473018 .
^ Inouye, Hiroyuki; Aoki, Yasuhiko; Wagner, Hildebert; Hörhammer, Ludwig; Aurnhammer, Gerold; Budweg, Wolfgang (1969). "Die Flavonglykoside von Veronicastrum sibiricum Pennell var. japonicum Hara und Synthese des Luteolin-7-neohesperidosids (Veronicastrosid)". Chemische Berichte (in German). 102 (9): 3009– 3013. doi :10.1002/cber.19691020917 . PMID 5806152 .
^ Barberán, F. A. T.; Gil, M. I.; Tomás, F.; Ferreres, F.; Arques, A. (1985). "Flavonoid aglycones and glycosides from Teucrium gnaphalodes ". Journal of Natural Products . 48 (5): 859– 860. doi :10.1021/np50041a040 .
Aglycones
Monohydroxyflavone Dihydroxyflavones Trihydroxyflavones Tetrahydroxyflavones Pentahydroxyflavones O-methylated flavones
Glycosides
of apigenin of baicalein of hypolaetin of luteolin
Acetylated Sulfated glycosides Polymers Drugs