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Chemical Structure| 480-40-0 Chemical Structure| 480-40-0

Structure of Chrysin
CAS No.: 480-40-0

Chemical Structure| 480-40-0

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Chrysin, an analog of apigenin, demonstrates inhibition of aromatase and the phosphorylation of PLCY2 and PKC activities. It can be isolated from the blue passion flower (passiflora caerulea) with anti-inflammatory and anti-thrombotic activities etc..

Synonyms: 5,7-Dihydroxyflavone; 5,7-DHF; Galangin flavanone.

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Product Details of Chrysin

CAS No. :480-40-0
Formula : C15H10O4
M.W : 254.24
SMILES Code : O=C1C=C(C2=CC=CC=C2)OC3=CC(O)=CC(O)=C13
Synonyms :
5,7-Dihydroxyflavone; 5,7-DHF; Galangin flavanone.
MDL No. :MFCD00006834
InChI Key :RTIXKCRFFJGDFG-UHFFFAOYSA-N
Pubchem ID :5281607

Safety of Chrysin

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
Mouse embryonic fibroblasts 25 µM 24 hours Investigate the effect of xanthosine on cellular metabolome, results showed xanthosine downregulated metabolites involved in cholesterol and uric acid synthesis pathways Int J Mol Sci. 2023 Feb 17;24(4):4066
SW620 cells 10 and 20 μM 48 hours Chrysin inhibits EMT and malignant progression of colorectal cancer cells by inhibiting the COMP/TAGLN complex. Theranostics. 2020 Jul 9;10(19):8790-8806.
HCT-8 cells 10 and 20 μM 48 hours Chrysin inhibits EMT and malignant progression of colorectal cancer cells by inhibiting the COMP/TAGLN complex. Theranostics. 2020 Jul 9;10(19):8790-8806.
HCT116 cells 10 and 20 μM 48 hours Chrysin inhibits EMT and malignant progression of colorectal cancer cells by inhibiting the COMP/TAGLN complex. Theranostics. 2020 Jul 9;10(19):8790-8806.
SK-BR-3 cells 20 μM Induce cell cycle arrest and inhibit proliferation Signal Transduct Target Ther. 2023 Dec 18;8(1):463.
BT-474 cells 20 μM Inhibit proliferation of HER2-positive breast cancer cells Signal Transduct Target Ther. 2023 Dec 18;8(1):463.
MC3T3-E1 cells 25 μmol/L 15 min Activated ERK1/2 phosphorylation, promoted osteogenic differentiation Protein Cell. 2013 Jul;4(7):539-47.
MC3T3-E1 cells 25 μmol/L 96 h Upregulated Runx2 and Osx gene expression, promoted osteogenic differentiation Protein Cell. 2013 Jul;4(7):539-47.
MC3T3-E1 cells 25 μmol/L 14 d Promoted osteogenic differentiation, significantly enhanced mineralization nodule formation Protein Cell. 2013 Jul;4(7):539-47.
MC3T3-E1 cells 0–100 μmol/L 72 h and 96 h Assessed cytotoxicity, results showed no cytotoxicity at concentrations below 50 μmol/L Protein Cell. 2013 Jul;4(7):539-47.
Bel-7402 30μM 8h Inhibited glycolysis and induced apoptosis J Exp Clin Cancer Res. 2017 Mar 20;36(1):44.
SMMC-7721 30μM 8h Inhibited glycolysis and induced apoptosis J Exp Clin Cancer Res. 2017 Mar 20;36(1):44.
HCC-LM3 30μM 8h Inhibited glycolysis and induced apoptosis J Exp Clin Cancer Res. 2017 Mar 20;36(1):44.
RAW264.7 monocyte/macrophages 50μM 6 hours To investigate the inhibitory effect of Chrysin on LPS and IFNγ-induced iNOS gene expression. Results showed that Chrysin significantly attenuated the expression of iNOS gene. Br J Pharmacol. 1996 Aug;118(8):2178-84.
HepG2 cells 1 or 10 µM 24 hours Assess AhR agonist activity, Chrysin activated gene expression in HepG2 cells Environ Health Perspect. 2003 Dec;111(16):1877-82.
MCF-7 cells 1 or 10 µM 24 hours Assess AhR agonist activity, 10 µM Chrysin induced a 5.5-fold increase in luciferase activity Environ Health Perspect. 2003 Dec;111(16):1877-82.
Hepa-1 cells 1 or 10 µM 24 hours Assess AhR agonist activity, 10 µM Chrysin induced a 14-fold increase in luciferase activity Environ Health Perspect. 2003 Dec;111(16):1877-82.
IPSCs-derived neurons 100 μM 20 minutes Evaluate the inhibitory effect of Chrysin on spontaneous discharges and 4-AP-induced epileptiform activity. Results showed that Chrysin significantly inhibited spontaneous discharges at 100 μM but had no significant effect on 4-AP-induced epileptiform activity. J Adv Res. 2024 Oct;64:249-262.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
C57BL/6J mice Experimental autoimmune uveitis (EAU) Intragastric 25 mg/kg Once daily from 3 days before immunization to 21 days after immunization Chrysin significantly reduced the clinical and histopathological scores of EAU, increased the integrity of the blood-retinal barrier, and enhanced the expression of tight junction proteins. Additionally, Chrysin significantly decreased the proportions of Th1, Th17, and CD4+CD3+CD62L+Th0 cells while increasing the proportion of Treg cells. Chrysin also inhibited macrophage infiltration and the expression of inducible nitric oxide synthase in the retina, reduced the expression of interferon-γ, IL-17A, IL-6, IL-1β, and tumor necrosis factor-α, and elevated the levels of transforming growth factor-β. Furthermore, NF-κBp65 expression was downregulated after Chrysin treatment. Cell Mol Immunol. 2017 Aug;14(8):702-711
BALB/c nude mice Subcutaneous xenograft model of colorectal cancer Intraperitoneal injection 20 mg/kg Once daily until the endpoint of the experiment Chrysin significantly inhibited the growth and metastasis of colorectal cancer. Theranostics. 2020 Jul 9;10(19):8790-8806.
BALB/c nude mice HER2-positive breast cancer xenograft model Gavage 50 mg/kg Once daily for 21 days Inhibit tumor growth Signal Transduct Target Ther. 2023 Dec 18;8(1):463.
Nude mice HCC-LM3 xenograft model Intraperitoneal injection 30 mg/kg Three times weekly Inhibited tumor growth and decreased HK-2 expression J Exp Clin Cancer Res. 2017 Mar 20;36(1):44.
Zebrafish PTZ-induced seizure model Incubation 100 μg/mL 20 minutes Evaluate the inhibitory effect of Chrysin on PTZ-induced seizure activity. Results showed that Chrysin had no significant anti-seizure effect at 100 μg/mL. J Adv Res. 2024 Oct;64:249-262.

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

3.93mL

0.79mL

0.39mL

19.67mL

3.93mL

1.97mL

39.33mL

7.87mL

3.93mL

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