Curcumol

Bezeichnung:Curcumol

CAS-Nr4871-97-0

Englisch Name:Curcumol

CBNumberCB0701727

SummenformelC15H24O2

Molgewicht236.35

MOL-Datei4871-97-0.mol

Curcumol physikalisch-chemischer Eigenschaften

Schmelzpunkt	141.0 to 145.0 °C
Siedepunkt	334.5±42.0 °C(Predicted)
Dichte	1.06±0.1 g/cm3(Predicted)
storage temp.	under inert gas (nitrogen or Argon) at 2–8 °C
Löslichkeit	DMSO:55.67(Max Conc. mg/mL);235.54(Max Conc. mM) DMF:20.0(Max Conc. mg/mL);84.62(Max Conc. mM) Ethanol:28.5(Max Conc. mg/mL);120.58(Max Conc. mM)
pka	13.02±0.60(Predicted)
Aggregatzustand	Solid
Farbe	White to Light yellow
InChI	InChI=1S/C15H24O2/c1-9(2)13-8-14-11(4)5-6-12(14)10(3)7-15(13,16)17-14/h9,11-13,16H,3,5-8H2,1-2,4H3/t11-,12-,13-,14-,15+/m0/s1
InChIKey	QRMPRVXWPCLVNI-YYFQZIEXSA-N
SMILES	C1[C@]2([H])[C@@]3(O[C@](O)(CC2=C)[C@H](C(C)C)C3)[C@@H](C)C1
LogP	3.276 (est)
CAS Datenbank	4871-97-0

Sicherheit

WGK Germany	3
HS Code	29321900

Curcumol Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
Curcumol, a bioactive sesquiterpenoid, has been isolated from various plants from Zingiberaceae. In recent years, curcumol attracts much attention due to its multiple biological activities and few negative effects. Accumulated studies prove that curcumol shows beneficial effects in protecting against inflammation, oxidative stress, cancer, neurodegeneration and microbial infection. Besides, a number of signaling pathways such as MAPK, PI3K/Akt and NF-κB are influenced by curcumol[2].
Verwenden
Curcumol is a potential treatment for advanced hepatocellular carcinoma (HCC). It can be used as a chemotherapeutic sensitiser in order to enhance the anti-tumour effect of chemotherapeutic drugs. Studies have shown that it promotes HCC cell apoptosis in vitro and inhibits HCC tumour growth in vivo. It combined with lenvatinib can induce more autolysosome formation, which can enhance the anti-tumour effect of lenvatinib on hepatocellular carcinoma cells.
Definition
ChEBI: Curcumol is a sesquiterpenoid.
Biologische Aktivität
Curcumol is a biologically active sesquiterpene with many pharmacological activities such as anticancer, antimicrobial, antifungal, antiviral and anti-inflammatory. It efficiently induces apoptosis in many cancer cells by targeting key signaling pathways such as MAPK/ERK, PI3K/Akt and NF-κB, which are often dysregulated in several cancers.
Pharmakokinetik
Curcumol is rapidly absorbed and eliminated in rats following oral administration of 10, 40 and 80 mg/kg curcumol. Its oral and intravenous bioavailability ranges from 9.2% ~ 13.1%. Maximum concentration is reached within 0.5-1.0 hours. In addition, high protein binding of curcumin was observed in rat plasma, ranging from 85.6% to 93.4%.
in vitro
Curcumol ((-)-Curcumol) is the major component extracted from root of Rhizoma Curcumae . Curcumol exerts anticancer effect in cholangiocarcinoma cells via down-regulating CDKL3. It induces cell cycle arrest in colon cancer cells via reactive oxygen species and Akt/ GSK3β/cyclin D1 pathway. It suppresses breast cancer cell metastasis by inhibiting MMP-9 via JNK1/2 and Akt-dependent NF-κB signaling pathways.
Einzelnachweise
[1] Wei Wei. “Curcumol: From Plant Roots to Cancer Roots.” International Journal of Biological Sciences 27 1 (2019): 1600–1609.
[2] Ying Liu. “Curcumol ameliorates neuroinflammation after cerebral ischemia-reperfusion injury via affecting microglial polarization and Treg/Th17 balance through Nrf2/HO-1 and NF-κB signaling.” Cell Death Discovery 10 1 (2024): 300.

Curcumol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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