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Curcumol

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Curcumol Basic information

Product Name:
Curcumol
Synonyms:
  • 6H-3a,6-Epoxyazulen-6-ol, octahydro-3-methyl-8-methylene-5-(1-methylethyl)-, (3S,3aS,5S,6R,8aS)-
  • (3S,3aS,5S,6R,8aS)-Octahydro-3-methyl-8-methylene-5-(1-methylethyl)-6H-3a,6-epoxyazulen-6-ol
  • CURCUMOL
  • (3s-(3a,3aa,5a,6a,8ab))-octahydro-3-methyl-8-methylene-5-(1-methylethyl)-6h-3a,6-epoxyazulen-6-ol
  • 5,8-Epoxy-10(14)-guaien-8-ol
  • (3S-(3alpha,3Aalpha,5alpha,6alpha,8abeta))-octahydro-3-methyl-8-methylene-5-(1-methylethyl)-6H-3A,6-epoxyazulen-6-ol
  • Curcumae
  • Curcumol USP/EP/BP
CAS:
4871-97-0
MF:
C15H24O2
MW:
236.35
Product Categories:
  • chemical reagent
  • Inhibitors
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Miscellaneous Natural Products
Mol File:
4871-97-0.mol
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Curcumol Chemical Properties

Melting point:
141.0 to 145.0 °C
Boiling point:
334.5±42.0 °C(Predicted)
Density 
1.06±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
solubility 
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)
color 
White to Light yellow
InChIKey
QRMPRVXWPCLVNI-YYFQZIEXSA-N
LogP
3.276 (est)
CAS DataBase Reference
4871-97-0
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Safety Information

WGK Germany 
3
HS Code 
29321900
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Curcumol Usage And Synthesis

Definition

ChEBI: Curcumol is a sesquiterpenoid.

Biological Activity

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.

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.

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