HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HCID 68071Erstellt: 4. November 2026
(+)-Pinocembrin
5,7-DIHYDROXYFLAVANONE · Picembrin · PINOCEMBRIN · pinocemberin · dihydrochrysin · Pinocembrin-RM · PINOCEMBRIN(RG) · (+)-Pinocembrin
https://huagongshe.com/de/chemical/68071
Identifikatoren & physikalische Daten
| CAS No. | 480-39-7 |
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| Summenformel | C15H12O4 |
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| Durchschnittliche Molmasse | 256,25 g/mol |
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| Monoisotopische Masse | 256,07355886 g/mol |
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| SMILES | O=C1C[C@@H](c2ccccc2)Oc2cc(O)cc(O)c21 |
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| InChIKey | URFCJEUYXNAHFI-ZDUSSCGKSA-N |
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| PubChem CID | 68071 |
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| ChEMBL | CHEMBL399910 |
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| ChEBI | CHEBI:28157 |
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| EC No. | 817-146-3 |
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| DTXSID | DTXSID3075412 |
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Chemische & physikalische Eigenschaften
| XLogP | 2,7 |
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| Polarare Oberfläche (TPSA) | 66,8 |
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| H-Brücken-Donoren | 2 |
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| H-Brücken-Akzeptoren | 4 |
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| Frei drehbare Bindungen | 1 |
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| Schwere Atome | 19 |
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| Formalladung | 0 |
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| Komplexität | 337 |
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| Lipide | Polyketides [PK] -> Flavonoids [PK12] -> Flavanones [PK1214] |
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| Endocrine Disruptors | Potential endocrine disrupting compound |
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| Schmelzpunkt | 192 - 193 °C202 °C |
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| Physical Description | Solid |
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| Siedepunkt | 511.1±50.0 °C(Predicted) |
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| Dichte | 1.386±0.06 g/cm3(Predicted) |
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| Lagerbedingungen | under inert gas (nitrogen or Argon) at 2-8°C |
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| Löslichkeit | Soluble in ethanol and methan |
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| Aggregatzustand | powder |
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| pKa (Säurekonstante) | 7.50±0.40(Predicted) |
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| Farbe | White |
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| Hauptanwendungen | food and beverages |
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| InChI | 1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2/t13-/m0/s1 |
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| InChIKey | URFCJEUYXNAHFI-ZDUSSCGKSA-N |
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| SMILES | OC1=C(C(C[C@@H](C2=CC=CC=C2)O3)=O)C3=CC(O)=C1 |
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| LogP (Verteilungskoeffizient) | 3.225 (est) |
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| EPA chemische Informationen | 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-, (2S)- (480-39-7) |
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Sicherheit & Vorschriften
| GHS-Einstufung | Not Classified |
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| Hazard Classes and Categories | Not Classified |
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| Wassergefährdungsklasse (WGK) | WGK 2 |
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| Zollcode | 29329990 |
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| Sicherheitshinweise (S) | 24/25 |
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| Lagerklasse | 11 - Combustible Solids |
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Anwendungen & Verwendung
Beschreibung
Pinocembrin is a flavonoid that has been found in Eucalyptus, and has diverse biological activities. It induces apoptosis in, and inhibits the migration of, SKOV3 ovarian cancer cells when used at a concentration of 200 μM. Pinocembrin (5 mg/kg) reduces lesion volume, as well as brain microglial activation and production of IL-1β, IL-6, and TNF-α in a mouse model of collagenase-induced intracerebral hemorrhage (ICH). It prevents increases in plasma and kidney malondialdehyde (MDA) levels, glomeruli lobulation, mesangial expansion, and tubule vacuolization and occlusion, and it decreases hepatic cholesterol, triglyceride, and LDL levels in a rat model of diabetic nephropathy. Pinocembrin (20 and 50 mg/kg) reduces pulmonary edema, as well as neutrophil, lymphocyte, and macrophage infiltration in a mouse model of LPS-induced lung injury.
