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HCID 9064Erstellt: 4. November 2026

Cianidanol

CATECHIN · (+)-catechin · D-CATECHIN · Catechine · catergen · Cianidano · catechinicacid · (2R,3S)-2-(3,4-dihydroxyphenyl)chroman-3,5,7-triol

https://huagongshe.com/de/chemical/9064

Molekülstruktur von Cianidanol

Identifikatoren & physikalische Daten

CAS No.100786-01-4
SummenformelC15H14O6
Durchschnittliche Molmasse290,27 g/mol
Monoisotopische Masse290,07903816 g/mol
SMILESOc1cc(O)c2c(c1)O[C@H](c1ccc(O)c(O)c1)[C@@H](O)C2
InChIKeyPFTAWBLQPZVEMU-DZGCQCFKSA-N
PubChem CID9064
ChEMBLCHEMBL206452
ChEBICHEBI:15600
EC No.205-825-1
DTXSIDDTXSID001349029
Lokaler NameCianidanol

Chemische & physikalische Eigenschaften

XLogP0,4
Polarare Oberfläche (TPSA)110
H-Brücken-Donoren5
H-Brücken-Akzeptoren6
Frei drehbare Bindungen1
Schwere Atome21
Formalladung0
Komplexität364
ArzneimittelPharmaceuticals -> Listed in ZINC15
LipidePolyketides [PK] -> Flavonoids [PK12] -> Flavans, Flavanols and Leucoanthocyanidins [PK1202]
SpringerMaterials PropertiesChemical shift
LogP (Verteilungskoeffizient)0.511.31
Endocrine DisruptorsPotential endocrine disrupting compound
Schmelzpunkt214 °C175-177 °C (anhydrous)(lit.)
Physical DescriptionSolid
Collision Cross Section159.96 Ų [M-H]- [CCS Type: DTMethod: stepped-field]159.4 Ų [M-H]-
Siedepunkt352.36°C (rough estimate)
Dichte1.2451 (rough estimate)
Brechungsindex1.4359 (estimate)
Lagerbedingungen2-8°C
LöslichkeitDMSO (Slightly), Methanol (Slightly), Water (Slightly, Sonicated, Heated)
AggregatzustandSolid
pKa (Säurekonstante)9.54±0.10(Predicted)
FarbeLight Orange to Light Brown
Merck14,1902
Hauptanwendungenfood and beverages
InChI1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15+/m0/s1
InChIKeyPFTAWBLQPZVEMU-DZGCQCFKSA-N
SMILESO[C@H]1Cc2c(O)cc(O)cc2O[C@@H]1c3ccc(O)c(O)c3
LogP (Verteilungskoeffizient)0.510
CAS Datenbank154-23-4
EPA chemische Informationen2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R,3S)- (154-23-4)

Sicherheit & Vorschriften

GHS-EinstufungThis chemical does not meet GHS hazard criteria for 83% (39 of 47) of all reports.WarningH315 (17%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 47 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)Skin Irrit. 2 (17%)
F8-10-23
Wassergefährdungsklasse (WGK)3
Zollcode29329990
RTECS-Nr.DJ3450000
R-Sätze (R)36/37/38
ToxizitätLD50 oral in rat: > 10gm/kg
GefahrensymboleXi
Sicherheitshinweise (S)26-36
Lagerklasse11 - Combustible Solids
GefahrenklasseEye Irrit. 2Skin Irrit. 2STOT SE 3

Anwendungen & Verwendung

Verwenden

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.