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154-23-4

Name Cianidanol
CAS 154-23-4
EINECS(EC#) 205-825-1
Molecular Formula C15H14O6
MDL Number MFCD00075649
Molecular Weight 290.27
MOL File 154-23-4.mol

Chemical Properties

Melting point  175-177 °C (anhydrous)(lit.)
alpha  D18 +16 to +18.4°
Boiling point  352.36°C (rough estimate)
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
pka 9.54±0.10(Predicted)
color  Light Orange to Light Brown
Merck  1902
InChIKey PFTAWBLQPZVEMU-DZGCQCFKSA-N
LogP 0.510
Uses
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.
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 Data

Hazard Codes  Xi
Risk Statements 
Safety Statements 
WGK Germany  3
RTECS  DJ3450000
8-10-23
HS Code  29329990
Toxicity
LD50 oral in rat: > 10gm/kg

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