Veronicastroside

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]

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 (JSmol)	Interactive image
ChemSpider	4445349
PubChem CID	5282152
CompTox Dashboard (EPA)	DTXSID30180389
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

References

1. Inagaki, Isao; Sakushima, Akiyo; Hisada, Sueo; Nishibe, Sansei; Morita, Naokata (1974). "Comparison of Lonicerin and Veronicastroside". Yakugaku Zasshi. 94 (4): 524–525. doi:10.1248/yakushi1947.94.4_524.
2. 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)
3. 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