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
SMILES
COC1=CC=C(C=C1O)C2=CC(=O)C3=C(OCCO)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=C3O2
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
Molecular Formula | C30H36O16 |
Molecular Weight | 652.5972 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 10 / 10 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
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
Sources: https://faesfarma.com/en/about-faes-farma/history/
Curator's Comment: 1978 was the year of one of the events that spurred the growth and development of Laboratorios Faes Farma: the synthesis of hidrosmin, which would be subsequently marketed under the brand-name Venosmil in 1987.
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
[A double-blind study comparing the clinical efficacy of the preparation F-117 (hidrosmin) versus diosmin in the treatment of patients with peripheral venous disorders]. | 1990 Apr-Jun |
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Therapeutic effects of hidrosmin on chronic venous insufficiency of the lower limbs. | 1992 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.faesfarma.com/wp-content/uploads/2015/09/Venosmil-Technical-Information.pdf
Curator's Comment: After oral, intraperitoneal and intravenous administration in rat and mouse, the acute LD50 for hidrosmin is very high (>5000 mg/kg) with respect to the clinical dose (10 mg/kg/day).
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
Created
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admin
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Sat Dec 16 01:37:39 GMT 2023
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Sat Dec 16 01:37:39 GMT 2023
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Record UNII |
4I5K8199OQ
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Record Status |
Validated (UNII)
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Record Version |
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QC05CA05
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Hidrosmin
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