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HomeProduct name listCianidanol

Cianidanol

Synonym(s):(+)-Catechin;(+)-Cyanidanol;D-Catechin

  • CAS NO.:154-23-4
  • Empirical Formula: C15H14O6
  • Molecular Weight: 290.27
  • MDL number: MFCD00075649
  • EINECS: 205-825-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-07-02 08:54:58
Cianidanol Structural

What is Cianidanol?

Chemical properties

Tan Solid

The Uses of Cianidanol

Cianidanol, also known as (+)-catechin; (+)-3,3′4′,5,7-flavanepentol; 3,3′,4′, 5,7-pentahydroxyflavane, [R,3S]-2-[3,4-dihydroxyphenyl]-3,4-dihydro-1[2H]- benzopyran-3,4,7-triol, or 2-(3,4-dihydroxyphenyl)-3,4-dihydro-(2r-trans)-2h- 1-benzopyran-7-triol, is a flavonoid associated with a variety of blood disorders. An association of cianidanol and immune hemolytic anemia and thrombocytopenia has been suggested in numerous case reports. In several reports, the presence of flavonoid-dependent antibodies against red blood cells is evident with cianidanol combining with erythrocyte membranes and inducing development of autoantibodies and antibodies.Several patients had platelet antibodies with increased serum-bindable IgG values without the presence of cianidanol and several with high platelet-associated IgG levels.Antibodies against cianidanol were not detectable in certain cases.The hemolytic anemia caused acute renal failure in some patients and can be life threatening, leading to fatalities. Upon cessation of treatment with cianidanol, hematology appears to return to normal over time.
These side effects do not appear to be specific to cianidanol as the formation of IgE and IgG antibodies to troxerutin (Venoruton) and silymarin (Kegalon) was also evident with patients presenting with fever, skin eruptions, and intravascular hemolysis often demonstrating high IgG titers.Furthermore, cianidanol-induced hemolysis might also occur after sensitization by other flavonoids including rutin.

The Uses of Cianidanol

procollagen production inhibitoe, hepatoprotectant

The Uses of Cianidanol

Labelled (+)-Catechin (C217500). (+)-Catechin is a flavonoid found primarily in higher woody plants as (+)-Catechin along with (-)-Epicatechin (cis form). Antidiarrheal.

Background

An antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms.

What are the applications of Application

Catechin is a natural flavonoid reagent with anti-tumor properties

Definition

ChEBI: The (+)-enantiomer of catechin and a polyphenolic antioxidant plant metabolite.

brand name

Ausoliver;Cirramina;Transepar.

World Health Organization (WHO)

Cianidanol, which is extracted from the tropical plant Uncaria gambir, was introduced in 1976 as an adjunct in the treatment of liver disorders. Following a cluster of cases of haemolytic anaemia reported in 1985 from Naples, Italy, four of which were fatal, the company suspended sales worldwide. Although subsequently reintroduced in Switzerland and France for the treatment of acute and chronic hepatitis-B, it was later definitively withdrawn in Switzerland on detailed reassessment and the manufacturer has now withdrawn the product worldwide.

General Description

(+)-Catechin is an important beneficial compound, belonging to the flavonoid class, which is present abundantly in red wine.

Metabolism

Not Available

Properties of Cianidanol

Melting point: 175-177 °C (anhydrous)(lit.)
Boiling point: 352.36°C (rough estimate)
alpha  D18 +16 to +18.4°
Density  1.2451 (rough estimate)
refractive index  1.4359 (estimate)
storage temp.  2-8°C
solubility  DMSO (Slightly), Methanol (Slightly), Water (Slightly, Sonicated, Heated)
form  neat
form  Solid
pka 9.54±0.10(Predicted)
color  Light Orange to Light Brown
Merck  14,1902
CAS DataBase Reference 154-23-4
EPA Substance Registry System 2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R,3S)- (154-23-4)

Safety information for Cianidanol

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Cianidanol

InChIKey PFTAWBLQPZVEMU-DZGCQCFKSA-N

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