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Details

Stereochemistry ABSOLUTE
Molecular Formula C30H36O16
Molecular Weight 652.5972
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HIDROSMIN

SMILES

COC1=CC=C(C=C1O)C2=CC(=O)C3=C(O2)C=C(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)C=C3OCCO

InChI

InChIKey=XYFLWVOTXWXNAM-WTNNCJBMSA-N
InChI=1S/C30H36O16/c1-12-23(34)25(36)27(38)29(43-12)42-11-21-24(35)26(37)28(39)30(46-21)44-14-8-19(41-6-5-31)22-16(33)10-18(45-20(22)9-14)13-3-4-17(40-2)15(32)7-13/h3-4,7-10,12,21,23-32,34-39H,5-6,11H2,1-2H3/t12-,21+,23-,24+,25+,26-,27+,28+,29+,30+/m0/s1

HIDE SMILES / InChI

Molecular Formula C30H36O16
Molecular Weight 652.5972
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Hidrosmin, a synthetic bioflavonoid, is a phlebotonic (capillary stabilising agent). It is marketed under the brand name Venosmil among others. Venosmil is a medicinal product indicated for: short-term (2-3 months) relief from oedema and symptoms related to chronic venous insufficiency in adults. Although the mechanism of action of hidrosmin has not been fully elucidated, it could be related toinhibition of the degradation of catecholamines, specifically inhibition of catechol-O-methyltransferase. Although the exact mechanism of action is unknown, hidrosmin has four main pharmacological actions: 1.It reduces the capillary permeability induced by various agents such as histamine, bradykinin, etc. and reduces the capillary fragility induced by a deficiency diet. 2.It increases the deformability of red blood cells and the viscosity of the blood. 3.It induces the contraction of smooth muscle in the vein wall in a gradual and sustained manner. 4.It produces dilation of the lymphatic collectors and increases the rate of lymphatic conduction, thereby improving lymphatic flow. The efficacy of Venosmil was evaluated in two clinical trials in a total of 70 patients with acute and chronic venous disease, who were treated with 200 mg hidrosmin orally three times per day and/or 2 g hidrosmin topically (gel) two or three times per day for one and two months Hidrosmin was effective at reducing oedema, ulcers and varicose eczema. Venosmil therefore possesses intrinsic activity against the consequences of venous stasis secondary to varicose dilation of the veins in the lower limbs, producing an improvement in the clinical symptoms of peripheral venous insufficiency (pain, heaviness, oedema, etc.) that is significantly different to that produced by placebo.

Originator

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
Adults: VENOSMIL capsules: One 200 mg capsule three times a day. VENOSMIL gel: Three applications per day Method of administration VENOSMIL capsules Oral route. Once removed from the blister, the capsule must be taken immediately. It can be taken with water or another drink to aid swallowing. VENOSMIL gel: Cutaneous use. For external use only on intact skin. 1.Unscrew the cap of the tube and perforate the metal opening of the tube sufficiently using the back of the cap. 2.Apply approximately 3-4 cm of product to the skin. 3.Spread over the affected region by gently rubbing to form a thin layer of gel.
Route of Administration: Other
Substance Class Chemical
Record UNII
4I5K8199OQ
Record Status Validated (UNII)
Record Version