Scillavone B

Scillavone B
Chemical structure of scillavone B
Names
IUPAC name
(3S)-3′,4′,5-Trihydroxy-6,7-dimethoxy-1′(3)a-homoisoflavan-4-one
Systematic IUPAC name
(3S)-3-[(3,4-Dihydroxyphenyl)methyl]-5-hydroxy-6,7-dimethoxy-4H-1-benzopyran-4-one
Identifiers
CAS Number
  • 1105671-01-9
3D model (JSmol)
  • Interactive image
ChemSpider
  • 32077067
PubChem CID
  • 91365537
UNII
  • GMT9EZY9E2 checkY
CompTox Dashboard (EPA)
  • DTXSID901031879 Edit this at Wikidata
InChI
  • InChI=1S/C18H18O7/c1-23-14-7-13-15(17(22)18(14)24-2)16(21)10(8-25-13)5-9-3-4-11(19)12(20)6-9/h3-4,6-7,10,19-20,22H,5,8H2,1-2H3/t10-/m0/s1
    Key: IWDPSYVRXCJSRF-JTQLQIEISA-N
  • COc1cc2c(c(c1OC)O)C(=O)[C@H](CO2)Cc3ccc(c(c3)O)O
Properties
Chemical formula
 C18H18O7
Molar mass 346.33 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 B 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 B at kanaya.naist.jp/knapsack_jsp
  • Scillavone B at ctdbase.org
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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


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