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Veronicastroside

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Veronicastroside
Chemical structure of veronicastroside
Names
IUPAC name 3′,4′,5-Trihydroxy-7-flavone
Systematic IUPAC name 7-{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
CAS Number
3D model (JSmol)
ChemSpider
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
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/s1Key: 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/s1Key: SHPPXMGVUDNKLV-KMFFXDMSBP
SMILES
  • C1((((O1)O2(((O2Oc3cc(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 , 100 kPa). Infobox references
Chemical compound

Veronicastroside (identical to Lonicerin) is a flavone, a type of flavonoid. It is the 7-O-neohesperidoside of luteolin. It can be found in Veronicastrum sibiricum var. japonicum and in Teucrium gnaphalodes.

References

  1. 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.
  2. 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.
  3. 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.
Flavones and their conjugates
Aglycones
Monohydroxyflavone
Dihydroxyflavones
Trihydroxyflavones
Tetrahydroxyflavones
Pentahydroxyflavones
O-methylated flavones
Glycosides
of apigenin
of baicalein
of hypolaetin
of luteolin
Acetylated
  • Artocarpetin A
  • Artoindonesianin P
  • Sulfated glycosidesTheograndin I and II
    Polymers
    Drugs
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