Ferutinin An ERα (estrogen receptor) agonist

Ferutinin (CAS 41743-44-6)

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Synonym: Jaeschkeanadiol p-hydroxybenzoate; Tefestrol
Application: An ERα (estrogen receptor) agonist
CAS Number: 41743-44-6
Purity: ≥98%
Molecular Weight: 358.47
Molecular Formula: C22H30O4
* Refer to Certificate of Analysis for lot specific data (including water content).
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Ferutinin is a potent, naturally occurring non-steroid estrogenic compound. It is an agonist for the estrogen receptor-α (ER alpha) and agonist/antagonist for ERβ with higher binding affinity than tamoxifen for both ERs. It is also suggested as a modest acetylcholinesterase (AChE) inhibitor.


References

Ferutinine structure: A.I. Saidkhodjaev, et al.; Chem. Nat. Comp. 1, 28 (1973) Ionophoretic properties of ferutinin: M.V. Zamaraeva, et al.; Cell Calcium 22, 235 (1997) Influence of plant terpenoids on the permeability of mitochondria and lipid bilayers: A.Y. Abramov, et al.; Biochim. Biophys. Acta 1512, 98 (2001) Daucane phytoestrogens: a structure-activity study: G. Appendino, et al.; J. Nat. Prod. 65, 1612 (2002) Terpenoids found in the umbelliferae family act as agonists/antagonists for ER(alpha) and ERbeta: differential transcription activity between ferutinine-liganded ER(alpha) and ERbeta: K. Ikeda, et al.; BBRC 291, 354 (2002) Actions of ionomycin, 4-BrA23187 and a novel electrogenic Ca2+ ionophore on mitochondria in intact cells: A.Y. Abramov & M.R. Duchen; Cell Calcium 33, 101 (2003)

Physical State :
Solid
Solubility :
Soluble in acetone, dichloromethane, DMSO, and ethyl acetate.
Storage :
Store at 4° C
Melting Point :
189.34° C (Predicted)
Boiling Point :
488.97° C at 760 mmHg (Predicted)
Density :
1.17 g/cm3 (Predicted)
Refractive Index :
n20D 1.57 (Predicted)
IC50 :
HeLa: IC50 = >100 µM (human); K562: IC50 = >100 µM (human); Jurkat: IC50 = >100 µM (human); HL-60: IC50 = >100 µM (human); Staphylococcus aureus: IC50 = 3.5 ug.mL-1
pK Values :
pKa: 8.13 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
354654
MDL Number :
MFCD00274479
SMILES :
CC1=CCC2(CCC(C2C(C1)OC(=O)C3=CC=C(C=C3)O)(C(C)C)O)C

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Certificate of Analysis

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Ferutinin  Product Citations

See how others have used Ferutinin. Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 25260197  Delfosse, V. et al. 2014. Environ. Health Perspect. 122: 1306-13.

PMID: # 25106122  Pinto, C. et al. 2014. Toxicol. Appl. Pharmacol. 280: 60-9.

Citations 1 to 2 of 2 total
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