HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
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
Identifikatoren & physikalische Daten
| CAS No. | 100786-01-4 |
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| Summenformel | C15H14O6 |
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| Durchschnittliche Molmasse | 290,27 g/mol |
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| Monoisotopische Masse | 290,07903816 g/mol |
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| SMILES | Oc1cc(O)c2c(c1)O[C@H](c1ccc(O)c(O)c1)[C@@H](O)C2 |
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| InChIKey | PFTAWBLQPZVEMU-DZGCQCFKSA-N |
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| PubChem CID | 9064 |
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| ChEMBL | CHEMBL206452 |
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| ChEBI | CHEBI:15600 |
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| EC No. | 205-825-1 |
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| DTXSID | DTXSID001349029 |
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| Lokaler Name | Cianidanol |
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Chemische & physikalische Eigenschaften
| XLogP | 0,4 |
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| Polarare Oberfläche (TPSA) | 110 |
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| H-Brücken-Donoren | 5 |
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| H-Brücken-Akzeptoren | 6 |
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| Frei drehbare Bindungen | 1 |
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| Schwere Atome | 21 |
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| Formalladung | 0 |
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| Komplexität | 364 |
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| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
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| Lipide | Polyketides [PK] -> Flavonoids [PK12] -> Flavans, Flavanols and Leucoanthocyanidins [PK1202] |
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| SpringerMaterials Properties | Chemical shift |
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| LogP (Verteilungskoeffizient) | 0.511.31 |
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| Endocrine Disruptors | Potential endocrine disrupting compound |
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| Schmelzpunkt | 214 °C175-177 °C (anhydrous)(lit.) |
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| Physical Description | Solid |
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| Collision Cross Section | 159.96 Ų [M-H]- [CCS Type: DTMethod: stepped-field]159.4 Ų [M-H]- |
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| Siedepunkt | 352.36°C (rough estimate) |
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| Dichte | 1.2451 (rough estimate) |
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| Brechungsindex | 1.4359 (estimate) |
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| Lagerbedingungen | 2-8°C |
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| Löslichkeit | DMSO (Slightly), Methanol (Slightly), Water (Slightly, Sonicated, Heated) |
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| Aggregatzustand | Solid |
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| pKa (Säurekonstante) | 9.54±0.10(Predicted) |
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| Farbe | Light Orange to Light Brown |
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| Merck | 14,1902 |
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| Hauptanwendungen | food and beverages |
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| InChI | 1S/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 |
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| InChIKey | PFTAWBLQPZVEMU-DZGCQCFKSA-N |
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| SMILES | O[C@H]1Cc2c(O)cc(O)cc2O[C@@H]1c3ccc(O)c(O)c3 |
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| LogP (Verteilungskoeffizient) | 0.510 |
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| CAS Datenbank | 154-23-4 |
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| EPA chemische Informationen | 2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R,3S)- (154-23-4) |
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Sicherheit & Vorschriften
| GHS-Einstufung | This 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. |
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| Hazard Classes and Categories | Skin Irrit. 2 (100%)Skin Irrit. 2 (17%) |
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| F | 8-10-23 |
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| Wassergefährdungsklasse (WGK) | 3 |
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| Zollcode | 29329990 |
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| RTECS-Nr. | DJ3450000 |
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| R-Sätze (R) | 36/37/38 |
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| Toxizität | LD50 oral in rat: > 10gm/kg |
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| Gefahrensymbole | Xi |
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| Sicherheitshinweise (S) | 26-36 |
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| Lagerklasse | 11 - Combustible Solids |
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| Gefahrenklasse | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
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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.