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Tribenoside

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Chemical compound Pharmaceutical compound
Tribenoside
Clinical data
Other names(3R,4R,5R)-4-(Benzyloxy)-5--2-ethoxyoxolan-3-ol
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
IUPAC name
  • Ethyl 3,5,6-tri-O-benzyl-D-glucofuranoside (TBGF)
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.030.612 Edit this at Wikidata
Chemical and physical data
FormulaC29H34O6
Molar mass478.585 g·mol
3D model (JSmol)
SMILES
  • CCOC1(((O1)(COCc2ccccc2)OCc3ccccc3)OCc4ccccc4)O
InChI
  • InChI=1S/C29H34O6/c1-2-32-29-26(30)28(34-20-24-16-10-5-11-17-24)27(35-29)25(33-19-23-14-8-4-9-15-23)21-31-18-22-12-6-3-7-13-22/h3-17,25-30H,2,18-21H2,1H3/t25-,26-,27-,28-,29?/m1/s1
  • Key:ULLNJSBQMBKOJH-VIVFLBMVSA-N
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Tribenoside (Glyvenol) is a vasoprotective drug used to treat hemorrhoids. It has mild anti-inflammatory, analgesic, and wound healing properties. Tribenoside stimulates laminin α5 production and laminin-332 deposition to help repair the basement membrane during the wound healing process. It is a mixture of the α- and β-anomers.

Tribenoside has been shown to induce drug hypersensitivity syndrome in association with CMV reactivation.

References

  1. Lorenc Z, Gökçe Ö (2016). "Tribenoside and lidocaine in the local treatment of hemorrhoids: an overview of clinical evidence". Eur Rev Med Pharmacol Sci. 20 (12): 2742–51. PMID 27383331.
  2. Jaques R (1977). "The pharmacological activity of tribenoside". Pharmacology. 15 (5): 445–60. doi:10.1159/000136721. PMID 578928.
  3. Kikkawa Y, Takaki S, Matsuda Y, Okabe K, Taniguchi M, Oomachi K, Samejima T, Katagiri F, Hozumi K, Nomizu M (2010). "The influence of Tribenoside on expression and deposition of epidermal laminins in HaCaT cells". Biol Pharm Bull. 33 (2): 307–10. doi:10.1248/bpb.33.307. PMID 20118558.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  4. Hashizume H, Takigawa M (2005). "Drug-induced hypersensitivity syndrome associated with cytomegalovirus reactivation: immunological characterization of pathogenic T cells". Acta Derm. Venereol. 85 (1): 47–50. doi:10.1080/00015550410024094. PMID 15848991.
Vasoprotectives (C05)
Antihemorrhoidals for topical use
corticosteroids
local anesthetics
other
Antivaricose therapy
heparins or heparinoids for topical use
sclerosing agents for local injection
other
Capillary stabilising agents
bioflavonoids
other


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