Skip to content
isovitexin

Structure via PubChem · Public domain (PubChem)

EntityQ3155636· pop 8· linked from 73 articles

isovitexin

Sign in to save

Also known as 6-Glucosylapigenin

Isovitexin (homovitexin or saponaretin) is a flavonoid, namely the apigenin-6-C-glucoside. In this case, the prefix 'iso' does not imply an isoflavonoid (the position of the B-ring on the C-ring), but the position of the glucoside on the flavone, in comparison to vitexin.

Chemical data

Formula
C21H20O10
Molecular weight
432.4 g/mol
IUPAC name
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
SMILES
C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
InChIKey
MYXNWGACZJSMBT-VJXVFPJBSA-N
XLogP
0.2
Polar surface area
177 Ų
H-bond donors
7
H-bond acceptors
10
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
432.105647
Show 3 more facts
chemical formula
C₂₁H₂₀O₁₀
canonical SMILES
C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C=C3O2)O)C4C(C(C(C(O4)CO)O)O)O)O)O
isomeric SMILES
C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C=C3O2)O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
Sources (3)

via Wikidata · CC0

~1 min read

Encyclopedic overview

5 sections
Contents
  • Natural occurrence
  • Metabolism
  • Glycosides
  • See also
  • References

Isovitexin (homovitexin or saponaretin) is a flavonoid, namely the apigenin-6-C-glucoside. In this case, the prefix 'iso' does not imply an isoflavonoid (the position of the B-ring on the C-ring), but the position of the glucoside on the flavone, in comparison to vitexin.

== Natural occurrence == It can be found in the passion flower, Cannabis, oat, and the açaí palm.

Excerpted from Wikipedia’s “isovitexin” article, available under the CC BY-SA 4.0 licence.

Available in 8 languages

via Wikidata sitelinks · CC0