Veronicastroside

Veronicastroside
Names

IUPAC name 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxychromen-4-one
Other names Luteolin 7-O-neohesperidoside Scolymoside Lonicerin Luteolin-7-rutinoside Luteoline-7-rhamnoglucoside
Identifiers
CAS Number	25694-72-8
3D model (Jmol)	Interactive image
ChemSpider	4445349
PubChem	5282152
InChI 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
SMILES 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
Chemical formula	C₂₇H₃₀O₁₅
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).
Infobox references

Veronicastroside is a flavone, a type of flavonoid. It is the 7-O-neohesperidoside of luteolin. It can be found in Veronicastrum sibiricum var. japonicum^[1] and in Teucrium gnaphalodes.^[2]

References

↑ Die Flavonglykoside von Veronicastrum sibiricum Pennell var. japonicum Hara und Synthese des Luteolin-7-neohesperidosids (Veronicastrosid). Hiroyuki Inouye, Yasuhiko Aoki, Hildebert Wagner, Ludwig Hörhammer, Gerold Aurnhammer and Wolfgang Budweg, Chemische Berichte, September 1969, Volume 102, Issue 9, pages 3009–3013, doi:10.1002/cber.19691020917 (article in German)
↑ Flavonoid Aglycones and Glycosides from Teucrium gnaphalodes. F. A. T. Barberán, M. I. Gil, F. Tomás, F. Ferreres and A. Arques, J. Nat. Prod., 1985, 48 (5), pages 859–860, doi:10.1021/np50041a040

Flavones and their conjugates

Aglycones

Monohydroxyflavone	6-Hydroxyflavone

Dihydroxyflavones	Chrysin 4',7-Dihydroxyflavone 7,8-Dihydroxyflavone

Trihydroxyflavones	Apigenin Baicalein Norwogonin

Tetrahydroxyflavones	Isoscutellarein Luteolin Norartocarpetin Scutellarein

Pentahydroxyflavones	6-Hydroxyluteolin Hypolaetin Tricetin

O-methylated flavones	Acacetin Alnetin Artocarpetin Chrysoeriol Cirsilineol Cirsiliol Cirsimaritin Diosmetin Eupatilin Genkwanin Hispidulin Nepetin Nobiletin Oroxylin A Pratol Salvigenin Sinensetin Tangeritin Techtochrysin Tricin Wogonin Zapotin

of apigenin	Apiin Apigetrin Isovitexin Rhoifolin Saponarin Schaftoside Vicenin-2 Vitexin

of baicalein	Baicalin Tetuin

of hypolaetin	Hypolaetin 8-glucoside Hypolaetin 8-glucuronide

of luteolin	Cynaroside Isoorientin Orientin Veronicastroside Luteolin-7-O-glucuronide

Acetylated

Sulfated glycosides

Polymers

Drugs

This article is issued from Wikipedia - version of the 9/15/2015. The text is available under the Creative Commons Attribution/Share Alike but additional terms may apply for the media files.