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Chemical Structure| 6902-91-6 Chemical Structure| 6902-91-6

Structure of Germacrone
CAS No.: 6902-91-6

Chemical Structure| 6902-91-6

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Germacrone, a natural product isolated and purified from the rhizoma of Curcuma wenyujin with anti-tumor activity, can inhibit the proliferation of breast cancer cell lines by inducing cell cycle arrest and apoptosis through mitochondria-mediated caspase pathway, and may be a potent chemopreventive drug candidate for liver cancer via regulating the expression of proteins related to G2/M cell cycle and apoptosis, and p53 and oxidative damage may play important roles in the inhibition of human hepatoma cells growth by germacrone.

Synonyms: (E,E)-Germacrone

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Product Details of Germacrone

CAS No. :6902-91-6
Formula : C15H22O
M.W : 218.33
SMILES Code : C/C(C)=C1C/C=C(C)/CC/C=C(C)/CC\1=O
Synonyms :
(E,E)-Germacrone
MDL No. :MFCD00210050

Safety of Germacrone

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Differentiated HepaRG cells 100 µM 1, 6, 12, 24 hours To evaluate the effect of Germacrone on reactive oxygen species (ROS) production in HepaRG cells, results showed that Germacrone significantly increased ROS production at 100 µM. Nutrients. 2020 Jun 8;12(6):1720.
Differentiated HepaRG cells 250 µM 24 hours To evaluate the effect of Germacrone on the viability of HepaRG cells, results showed that Germacrone significantly inhibited cell viability at 250 µM. Nutrients. 2020 Jun 8;12(6):1720.
LO2 cells 10-40 μM 12 hours GER protects hepatocytes by inhibiting APAP-induced mitochondrial ROS release Front Pharmacol. 2021 Oct 5;12:745561.
LX-2 cells 60-120 μM 24 hours GER promotes HSC apoptosis by upregulating cleaved-caspase 3 protein expression and inhibiting anti-apoptotic protein Bcl-2 expression Front Pharmacol. 2021 Oct 5;12:745561.
GES-1 cells 7.89% 24, 48, 72 hours To investigate the effect of Germacrone on the proliferation of GES-1 cells, results showed that high concentrations ( ≥90μg/mL) of zedoary oil killed GES-1 cells. Chin Med. 2013 Jun 28;8:13.
MGC 803 cells 7.89% 24, 48, 72 hours To investigate the effect of Germacrone on the proliferation of MGC 803 cells, results showed that zedoary oil significantly decreased the cell viability of MGC 803 cells. Chin Med. 2013 Jun 28;8:13.
AGS cells 7.89% 24, 48, 72 hours To investigate the effect of Germacrone on the proliferation of AGS cells, results showed that zedoary oil significantly decreased the cell viability of AGS cells. Chin Med. 2013 Jun 28;8:13.
IEC-6 cells 1, 2, 4 μM 24 hours Germacrone significantly upregulated the mRNA expression of HO-1 and NQO1 in IEC-6 cells and significantly increased the mRNA expression of ZO-1 and Occludin to alleviate ethanol-induced intestinal barrier injury. Front Pharmacol. 2022 Sep 26;13:981706.
HepG2 cells 0.5, 1, 2 μM 24 hours Germacrone significantly downregulated the mRNA transcription of NQO1 in HepG2 cells, and GM-H reduced the expression of HO-1, while the protein expression of HO-1 showed a similar trend. Front Pharmacol. 2022 Sep 26;13:981706.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Sprague-Dawley rats Adjuvant-induced arthritis (AIA) rat model Tail vein injection 8 mg/kg GER Administered on days 16, 18, 20, 22, and 24 Evaluate the therapeutic effect of FA-NPs/GER in AIA rats, results showed that FA-NPs/GER significantly reduced the swelling and inflammation infiltration of the rat’s foot and decreased the levels of pro-inflammatory cytokines (TNF-α, IL-1β). Drug Deliv. 2022 Dec;29(1):692-701.
C57BL/6 mice MCD diet-induced liver fibrosis model Intragastric gavage 25 or 50 mg/kg Once daily for 6 weeks GER ameliorates MCD diet-induced liver fibrosis by inhibiting the TGF-β/Smad signaling pathway Front Pharmacol. 2021 Oct 5;12:745561.

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

4.58mL

0.92mL

0.46mL

22.90mL

4.58mL

2.29mL

45.80mL

9.16mL

4.58mL

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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