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Chemical Structure| 482-44-0 Chemical Structure| 482-44-0

Structure of Imperatorin
CAS No.: 482-44-0

Chemical Structure| 482-44-0

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CAS No.: 482-44-0

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Imperatorin is a naturally occuring multiple-target inhibitor of NOS with IC50 value of 9.2 μM, BChE with IC50 value of 31.4 μM, a potent calcium antagonist on vascular smooth muscle. It is also a weak agonist of TRPV1 with EC50 of 12.6±3.2 μM.

Synonyms: Ammidin; Marmelosin; NSC 402949

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Product Details of Imperatorin

CAS No. :482-44-0
Formula : C16H14O4
M.W : 270.28
SMILES Code : C/C(C)=C\COC1=C2C(C=CC(O2)=O)=CC3=C1OC=C3
Synonyms :
Ammidin; Marmelosin; NSC 402949
MDL No. :MFCD00016881
InChI Key :OLOOJGVNMBJLLR-UHFFFAOYSA-N
Pubchem ID :10212

Safety of Imperatorin

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
HEK293-hOATP1B3 100 μmol/L 2-5 min To evaluate whether TDE, IPT, and ISP are substrates of hOATP1B3, results showed that TDE is a substrate of hOATP1B3 PMC7564327
HEK293-hOATP1B1 100 μmol/L 2-5 min To evaluate whether TDE, IPT, and ISP are substrates of hOATP1B1, results showed that all three can be transported by hOATP1B1 PMC7564327
S2-hOAT3 100 μmol/L 2-5 min To evaluate whether TDE, IPT, and ISP are substrates of hOAT3, results showed that all three can be transported by hOAT3 PMC7564327
MDCK-hOAT1 100 μmol/L 2-5 min To evaluate whether IPT and ISP are substrates of hOAT1, results showed that IPT and ISP are substrates of hOAT1 PMC7564327
KYSE30 cells 80 μM 24 hours Evaluate the effects of Erastin on cell viability and ATP levels, results showed Erastin decreased cell viability and ATP levels. PMC7435243
KYSE150 cells 80 μM 24 hours To evaluate the inhibitory effect of Plumbagin on ESCC cell proliferation, results showed that Plumbagin significantly inhibited the proliferation of KYSE150 cells in a concentration- and time-dependent manner PMC7435243
THP-1 cells 6.25–25 μM 24 hours Assess migration capability of THP-1 cells PMC6086988
LS174T cells 6.25–25 μM 48 hours RNF186 knockdown led to decreased expression of autophagosome marker MAP1LC3B-II and increased accumulation of SQSTM1 PMC6086988
HCT116 cells 6.25–25 μM 24 hours To evaluate the effect of terbinafine on CRC cell viability, results showed that terbinafine significantly reduced the viability of HCT116 cells. PMC6086988
Human osteosarcoma cells U2OS 131.4 μM (24h), 116.3 μM (48h) 24h, 48h To evaluate the inhibitory effect of Imperatorin on osteosarcoma cell proliferation, results showed that Imperatorin significantly inhibited the proliferation of U2OS cells in a dose- and time-dependent manner. PMC8684670
Human osteosarcoma cells 143B 118.7 μM (24h), 90.0 μM (48h) 24h, 48h To evaluate the inhibitory effect of Imperatorin on osteosarcoma cell proliferation, results showed that Imperatorin significantly inhibited the proliferation of 143B cells in a dose- and time-dependent manner. PMC8684670
DAOY cells 10 μM, 20 μM 24 hours To evaluate the effect of IMP on DAOY cell proliferation, results showed that IMP significantly inhibited DAOY cell proliferation and downregulated GLI1 and PTCH1 expression. PMC11586484
Light II cells 10 μM, 20 μM 36 hours To evaluate the inhibitory effect of IMP on the Hh signaling pathway, results showed that IMP significantly inhibited Shh- and SAG-induced GLI-luciferase activity. PMC11586484
Primary microglia 10, 30, 50 μM 2 h pretreatment followed by 24 h LPS treatment Ponesimod enhanced phagocytosis of Aβ42 in microglia. PMC8673701

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Kunming mice Kunming mice Oral 20 mg/kg Single dose, observed at 1, 2, and 4 hours To evaluate the effect of IPT on the distribution of TDE in tissues, results showed that IPT significantly increased the concentration of TDE in blood and brain, and decreased in liver and kidney PMC7564327
Nude mice ESCC metastasis model Oral 25 or 50 mg/kg Three times a week Imperatorin significantly reduced lung metastasis in a dose-dependent manner PMC7435243
C57BL/6 mice DSS-induced colitis model Gavage 25, 50, 100 mg/kg Once daily for 10 days To assess the effect of IMP on DSS-induced colitis. IMP significantly ameliorated body weight loss, bloody diarrhea, and colon shortening, and reduced histological damage. PMC6086988
BALB/c nude mice PDAC PDX model Oral 50 mg/kg Twice a week for 3 weeks The combination of imperatorin and gemcitabine significantly inhibited the growth of PDX tumors and reduced the expression of Ki67 and PCNA PMC11281907
BALB/c-nu mice Subcutaneous tumor-transplanted nude mouse model Intraperitoneal injection 5 mg/kg Every other day, total 5 times To evaluate the inhibitory effect of Imperatorin on osteosarcoma growth in vivo, results showed that Imperatorin significantly reduced tumor volume and weight with no obvious toxicity to normal tissues. PMC8684670
Nude mice DAOY xenograft model Oral 50 mg/kg Once daily for 38 days To evaluate the inhibitory effect of IMP on xenograft tumor growth, results showed that IMP significantly inhibited tumor growth and downregulated GLI1 and phosphorylated STAT3 expression. PMC11586484
C57BL/6J mice Transient middle cerebral artery occlusion (tMCAO) model Intraperitoneal injection 5 mg/kg Administered at 30 min, 24 h, and 48 h post-reperfusion To evaluate the effects of IMP on ischemic brain injury, the results showed that IMP reduced infarct volume and improved neurological deficits. PMC8673701
C57BL/6J mice DSS-induced colitis model Oral gavage Once daily for 10 days QYQC ameliorates UC by activating PPAR-γ signaling and increasing the proportion of PPAR-γ entering the nucleus, which enhances the energy metabolism of intestinal epithelial cells and thereby preventing the uncontrolled proliferation of facultative anaerobes. PMC11425999

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

3.70mL

0.74mL

0.37mL

18.50mL

3.70mL

1.85mL

37.00mL

7.40mL

3.70mL
Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2

References

 

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