Scillavone A

Scillavone A
Chemical structure of scillavone A
Names
Preferred IUPAC name
(3R)-1′,5,7-Trihydroxy-2′,3′-dimethoxy-2H,4H-spiro[[1]benzopyran-3,6′-bicyclo[4.2.0]octane]-1′(8′),2′,4′-trien-4-one
Other names
(+)-Scillavone A
Identifiers
CAS Number
  • 1105670-99-2
3D model (JSmol)
  • Interactive image
ChemSpider
  • 32077066
PubChem CID
  • 101863378
UNII
  • 3WU25FF7WX checkY
CompTox Dashboard (EPA)
  • DTXSID601317854 Edit this at Wikidata
InChI
  • InChI=1S/C18H16O7/c1-23-13-5-10-9(15(21)16(13)24-2)6-18(10)7-25-12-4-8(19)3-11(20)14(12)17(18)22/h3-5,19-21H,6-7H2,1-2H3/t18-/m1/s1
    Key: DXRXYPLZQXGUBC-GOSISDBHSA-N
  • InChI=1/C18H16O7/c1-23-13-5-10-9(15(21)16(13)24-2)6-18(10)7-25-12-4-8(19)3-11(20)14(12)17(18)22/h3-5,19-21H,6-7H2,1-2H3/t18-/m1/s1
    Key: DXRXYPLZQXGUBC-GOSISDBHBI
  • COc1cc2c(c(c1OC)O)C[C@@]23COc4cc(cc(c4C3=O)O)O
Properties
Chemical formula
 C18H16O7
Molar mass 344.31 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Scillavone A is a homoisoflavone that can be isolated from the bulbs of Scilla scilloides[1] (Barnardia japonica).

References

  1. ^ Nishida, Yoichiro; Eto, Masashi; Miyashita, Hiroyuki; Ikeda, Tsuyoshi; Yamaguchi, Koki; Yoshimitsu, Hitoshi; Nohara, Toshihiro; Ono, Masateru (2008). "A new homostilbene and two new homoisoflavones from the bulbs of Scilla scilloides". Chemical and Pharmaceutical Bulletin. 56 (7): 1022–1025. doi:10.1248/cpb.56.1022. PMID 18591825.
  • Scillavone A at kanaya.naist.jp/knapsack_jsp
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Types of homoisoflavonoids
3,4-Dihydroxyhomoisoflavans
  • Sappanol
Homoisoflavones
  • Autumnalin and 3,9-dihydro-autumnalin
  • Punctatin and 4′-o-Methyl-punctatin
  • Scillavones A and B
Homoisoflavanones
  • Eucomin
  • Eucomol
  • Portulacanones A, B, C and D
  • Sappanone A
  • Scillascillin
  • 3-(4'-Methoxybenzyl)-7,8-methylenedioxy-chroman-4-one
  • 5,7-Dihydroxy-3-(3-hydroxy-4-methoxybenzyl)-chroman-4-one
C-Methylated homoisoflavanones
  • 3-(4'-methoxy-benzyl)-5,7-dihydroxy-6-methyl-8-methoxy-chroman-4-one
  • 3-(4'-methoxy-benzyl)-5,7-dihydroxy-6,8-dimethyl-chroman-4-one
  • 3-(4'-hydroxy-benzyl)-5,7-dihydroxy-6,8-dimethyl-chroman-4-one
  • 3-(4'-hydroxy-benzyl)-5,7-dihydroxy-6-methyl-8-methoxy-chroman-4-one
  • 3-(4'-hydroxy-benzyl)-5,7-dihydroxy-6-methyl-chroman-4-one
Homoisoflavanone glycosides
  • (-)-7-O-methyleucomol 5-O-beta-D-glucopyranoside
  • (-)-7-O-methyleucomol 5-O-beta-rutinoside
  • (-)-7-O-methyleucomol 5-O-beta-neohesperidoside
Brazilin-type
  • Brazilin
  • Haematoxylin


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