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diosmin

Structure via PubChem · Public domain (PubChem)

EntityQ2607865· pop 18· linked from 106 articles

Also known as diosmetin 7-O-rutinoside, diosmetin 7-neohesperidoside, neodiosmin, 3',5,7-trihydroxy-4'-methoxyflavone 7-rhamnoglucoside, 3',5,7-trihydroxy-4'-methoxyflavone-7-rutinoside, diosmine

Diosmin (diosmetin 7-O-rutinoside), a flavone glycoside of diosmetin, is manufactured from citrus fruit peels as a phlebotonic non-prescription dietary supplement used to aid treatment of hemorrhoids or chronic venous diseases, mainly of the legs.

Chemical data

Formula
C28H32O15
Molecular weight
608.5 g/mol
IUPAC name
5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O
InChIKey
GZSOSUNBTXMUFQ-YFAPSIMESA-N
XLogP
-0.8
Polar surface area
234 Ų
H-bond donors
8
H-bond acceptors
15
Formal charge
0

via PubChem

Drug data · ChEMBL

Withdrawn
Max clinical phase
Approved
Molecule type
Small molecule
Indications
infertility, Menorrhagia, cardiovascular disease, venous insufficiency

via ChEMBL · EBI

Research

958 papers

via PubMed

Wikidata facts

Subclass of
flavone
Mass
608.17412
Has use
medication
Show 6 more facts
chemical formula
C₂₈H₃₂O₁₅
World Health Organisation international non-proprietary name
diosmin
canonical SMILES
CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O
found in taxon
Citrus japonica
isomeric SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O
Commons category
Diosmin
Sources (5)

via Wikidata · CC0

~3 min read

Encyclopedic overview

6 sections
Contents
  • Uses
  • Phlebotonics
  • Adverse effects
  • Regulatory status
  • See also
  • References

Diosmin (diosmetin 7-O-rutinoside), a flavone glycoside of diosmetin, is manufactured from citrus fruit peels as a phlebotonic non-prescription dietary supplement used to aid treatment of hemorrhoids or chronic venous diseases, mainly of the legs.

==Uses== Diosmin is a dietary supplement used to aid treatment of hemorrhoids and venous diseases, i.e., chronic venous insufficiency including spider and varicose veins, leg swelling (edema), stasis dermatitis and venous ulcers. The mechanism of action of Diosmin and other phlebotonics is undefined, and clinical evidence of benefit is limited. Diosmin is not recommended for treating the rectal mucosa, skin irritations, or wounds, and should not be used to treat dermatitis, eczema, or urticaria. Diosmin is not recommended for use in children or women during pregnancy. There is moderate-quality evidence that diosmin or other phlebotonics improved leg and ankle swelling and lower leg pain, and low-quality evidence for treating hemorrhoids.

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