1. JAK/STAT Signaling Protein Tyrosine Kinase/RTK
  2. EGFR
  3. Chrysophanol

Chrysophanol  (Synonyms: Chrysophanic acid)

Cat. No.: HY-13595 Purity: 99.66%
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Chrysophanol (Chrysophanic acid) is a natural anthraquinone, which inhibits EGF-induced phosphorylation of EGFR and suppresses activation of AKT and mTOR/p70S6K.

For research use only. We do not sell to patients.

Chrysophanol

Chrysophanol Chemical Structure

CAS No. : 481-74-3

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Customer Review

Based on 6 publication(s) in Google Scholar

Other Forms of Chrysophanol:

Top Publications Citing Use of Products
  • Biological Activity

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  • Purity & Documentation

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Description

Chrysophanol (Chrysophanic acid) is a natural anthraquinone, which inhibits EGF-induced phosphorylation of EGFR and suppresses activation of AKT and mTOR/p70S6K.

IC50 & Target[1]

EGFR

 

Cellular Effect
Cell Line Type Value Description References
A2780 IC50
> 60 μM
Compound: 1
Cytotoxicity against human A2780 cells
Cytotoxicity against human A2780 cells
[PMID: 24326280]
A549 IC50
5.7 μM
Compound: 26
Antiproliferative activity against human A549 cells assessed as reduction in cell viability measured after 72 hrs by sulforhodamine B assay
Antiproliferative activity against human A549 cells assessed as reduction in cell viability measured after 72 hrs by sulforhodamine B assay
[PMID: 33691166]
Calu-1 IC50
> 100 μM
Compound: 6
Inhibition of human Calu1 cell proliferation assessed as [3H]thymidine incorporation after 3 days by scintillation counting
Inhibition of human Calu1 cell proliferation assessed as [3H]thymidine incorporation after 3 days by scintillation counting
[PMID: 11374975]
DU-145 GI50
> 62.5 μg/mL
Compound: 3
Cytotoxicity against human DU145 cells
Cytotoxicity against human DU145 cells
[PMID: 18163590]
HCT-116 IC50
47.4 μM
Compound: 1
Cytotoxicity against MDR1 Pgp under-expressing human HCT116 cells after 24 hrs by MTT assay
Cytotoxicity against MDR1 Pgp under-expressing human HCT116 cells after 24 hrs by MTT assay
[PMID: 17949858]
HT-29 GI50
> 62.5 μg/mL
Compound: 3
Cytotoxicity against human HT29 cells
Cytotoxicity against human HT29 cells
[PMID: 18163590]
HUVEC ED50
> 5 μg/mL
Compound: chrysophanol
Cytotoxicity against HUVEC
Cytotoxicity against HUVEC
[PMID: 15043409]
HeLa IC50
> 100 μM
Compound: 6
Inhibition of human HeLa cell proliferation assessed as [3H]thymidine incorporation after 3 days by scintillation counting
Inhibition of human HeLa cell proliferation assessed as [3H]thymidine incorporation after 3 days by scintillation counting
[PMID: 11374975]
HepG2 IC50
64.4 μM
Compound: 1
Cytotoxicity against MDR1 Pgp overexpressing human HepG2 cells after 24 hrs by MTT assay
Cytotoxicity against MDR1 Pgp overexpressing human HepG2 cells after 24 hrs by MTT assay
[PMID: 17949858]
HepG2 2.2.15 IC50
300 μg/mL
Compound: 52
Antiviral activity against Hepatitis B virus infected in human HepG2.2.15 cells assessed as decrease in HBV DNA production
Antiviral activity against Hepatitis B virus infected in human HepG2.2.15 cells assessed as decrease in HBV DNA production
[PMID: 24549242]
HepG2 2.2.15 IC50
300 μg/mL
Compound: 52
Antiviral activity against Hepatitis B virus infected in human HepG2.2.15 cells assessed as decrease in HBV e antigen secretion
Antiviral activity against Hepatitis B virus infected in human HepG2.2.15 cells assessed as decrease in HBV e antigen secretion
[PMID: 24549242]
HepG2 2.2.15 IC50
300 μg/mL
Compound: 52
Antiviral activity against Hepatitis B virus infected in human HepG2.2.15 cells assessed as decrease in HBV surface antigen secretion
Antiviral activity against Hepatitis B virus infected in human HepG2.2.15 cells assessed as decrease in HBV surface antigen secretion
[PMID: 24549242]
K562 GI50
> 62.5 μg/mL
Compound: 3
Cytotoxicity against human K562 cells
Cytotoxicity against human K562 cells
[PMID: 18163590]
K562 IC50
> 100 μM
Compound: 6
Inhibition of human K562 cell proliferation assessed as [3H]thymidine incorporation after 3 days by scintillation counting
Inhibition of human K562 cell proliferation assessed as [3H]thymidine incorporation after 3 days by scintillation counting
[PMID: 11374975]
KB EC50
> 20 μM
Compound: 11
Cytotoxicity against human KB cells
Cytotoxicity against human KB cells
[PMID: 17552563]
KB ED50
5.68 μg/mL
Compound: 1
Cytotoxicity against human KB cells
Cytotoxicity against human KB cells
10.1021/np50085a021
LNCaP ED50
> 5 μg/mL
Compound: chrysophanol
Cytotoxicity against human LNCAP cells
Cytotoxicity against human LNCAP cells
[PMID: 15043409]
Lu1 ED50
> 5 μg/mL
Compound: chrysophanol
Cytotoxicity against human Lu1 cells
Cytotoxicity against human Lu1 cells
[PMID: 15043409]
M14 GI50
> 62.5 μg/mL
Compound: 3
Cytotoxicity against human M14 cells
Cytotoxicity against human M14 cells
[PMID: 18163590]
MCF7 ED50
> 5 μg/mL
Compound: chrysophanol
Cytotoxicity against human MCF7 cells
Cytotoxicity against human MCF7 cells
[PMID: 15043409]
MCF7 GI50
> 62.5 μg/mL
Compound: 3
Cytotoxicity against human MCF7 cells
Cytotoxicity against human MCF7 cells
[PMID: 18163590]
ME-180 GI50
> 62.5 μg/mL
Compound: 3
Cytotoxicity against human ME180 cells
Cytotoxicity against human ME180 cells
[PMID: 18163590]
NCI-H157 IC50
2.7 μM
Compound: 26
Antiproliferative activity against human NCI-H157 cells assessed as reduction in cell viability measured after 72 hrs by sulforhodamine B assay
Antiproliferative activity against human NCI-H157 cells assessed as reduction in cell viability measured after 72 hrs by sulforhodamine B assay
[PMID: 33691166]
NCI-H460 GI50
> 62.5 μg/mL
Compound: 3
Cytotoxicity against human H460 cells
Cytotoxicity against human H460 cells
[PMID: 18163590]
NIH3T3 GI50
> 62.5 μg/mL
Compound: 3
Cytotoxicity against BALB/c mouse 3T3 cells
Cytotoxicity against BALB/c mouse 3T3 cells
[PMID: 18163590]
PC-3 GI50
> 62.5 μg/mL
Compound: 3
Cytotoxicity against human PC3 cells
Cytotoxicity against human PC3 cells
[PMID: 18163590]
PLC-PRF-5 ED50
3.23 μg/mL
Compound: 1
Cytotoxicity against human PLC/PRF/5 cells
Cytotoxicity against human PLC/PRF/5 cells
10.1021/np50085a021
Raji IC50
> 100 μM
Compound: 6
Inhibition of human Raji cell proliferation assessed as [3H]thymidine incorporation after 3 days by scintillation counting
Inhibition of human Raji cell proliferation assessed as [3H]thymidine incorporation after 3 days by scintillation counting
[PMID: 11374975]
Vero GI50
> 62.5 μg/mL
Compound: 3
Cytotoxicity against african green monkey Vero cells
Cytotoxicity against african green monkey Vero cells
[PMID: 18163590]
Vero IC50
> 100 μM
Compound: 6
Inhibition of african green monkey Vero cell proliferation assessed as [3H]thymidine incorporation after 3 days by scintillation counting
Inhibition of african green monkey Vero cell proliferation assessed as [3H]thymidine incorporation after 3 days by scintillation counting
[PMID: 11374975]
WISH IC50
> 100 μM
Compound: 6
Inhibition of human WISH cell proliferation assessed as [3H]thymidine incorporation after 3 days by scintillation counting
Inhibition of human WISH cell proliferation assessed as [3H]thymidine incorporation after 3 days by scintillation counting
[PMID: 11374975]
In Vitro

Chrysophanol (Chrysophanic Acid) blocks proliferation of colon cancer cells by inhibiting EGFR/mTOR pathway. Chrysophanol, a natural anthraquinone, has anticancer activity in EGFR-overexpressing SNU-C5 human colon cancer cells. Chrysophanol treatment in SNU-C5 cells inhibits EGF-induced phosphorylation of EGFR and suppresses activation of downstream signaling molecules, such as AKT, extracellular signal-regulated kinase (ERK) and the mammalian target of Rapamycin (mTOR)/ribosomal protein S6 kinase (p70S6K). Chrysophanol (80 and 120 μM) significantly blocks cell proliferation when combined with the mTOR inhibitor, Rapamycin. Chrysophanol inhibits EGF-induced phosphorylation of EGFR and suppresses activation of AKT and mTOR/p70S6K, and significantly blocks cell proliferation. Chrysophanol dose dependently decreases CCK-8 and the viability of EGFR-overexpressing SNU-C5 cells. Chrysophanol treatment dose-dependently decreases EGF induced phosphorylation of EGFR at Tyr1068. Chrysophanol (80 and 120 μM) reduces the phosphorylation levels of mTOR at Ser2448. Chrysophanol (80 and 120 μM) also decreases the phosphorylation levels of p70S6K at Thr389. Chrysophanol inhibits EGF-induced EGFR activation and suppresses activation of the downstream signaling molecules, AKT and mTOR/p70S6K[1]. Chrysophanol (CA) inhibits lipid accumulation in 3T3-L1 adipocytes. Chrysophanol down-regulates adipogenic factors in 3T3-L1 adipocytes. Chrysophanol induces thermogenic factors in primary cultured brown adipocytes. Chrysophanol suppresses adipogenesis and induces thermogenesis via activation of AMPK pathway[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Chrysophanol (CA) improves HFD-induced obesity in C57BL/6 Mice. The in vivo performance of Chrysophanol is performed in male C57BL/6J mice to determine the efficacy of administered Chrysophanol. Mice fed the HFD gained significantly more weight than those fed the standard diet mice. On the other hand, weight gain of Chrysophanol group is significantly less than with the untreated HFD. Mice in the HFD-group gained 23.92 ± 1.74 g of weight, while those in the Chrysophanol group gained 16.72±2 g of weight after 16 weeks[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

254.24

Formula

C15H10O4

CAS No.
Appearance

Solid

Color

Yellow to orange

SMILES

O=C1C2=C(C=CC=C2O)C(C3=CC(C)=CC(O)=C13)=O

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Powder -20°C 3 years
4°C 2 years
In solvent -80°C 2 years
-20°C 1 year
Solvent & Solubility
In Vitro: 

DMF : 4 mg/mL (15.73 mM; Need ultrasonic)

DMSO : 2 mg/mL (7.87 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H2O : < 0.1 mg/mL (insoluble)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 3.9333 mL 19.6665 mL 39.3329 mL
5 mM 0.7867 mL 3.9333 mL 7.8666 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

  • Molarity Calculator

  • Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass
=
Concentration
×
Volume
×
Molecular Weight *

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Concentration (start)

C1

×
Volume (start)

V1

=
Concentration (final)

C2

×
Volume (final)

V2

In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

g

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Calculation results:
Working solution concentration: mg/mL
Purity & Documentation

Purity: 99.73%

References
Cell Assay
[1]

The cells are seeded at 5×103 cells/mL in 96-well microplates and allowed to attach for 24 h. Chrysophanol (20, 50, 80 and 120 μM) is added to the medium at various concentrations up to 120 μM and for different durations. After treatment, cell cytotoxicity and/or proliferation is assessed by a Cell Counting Kit-8 (CCK-8). Briefly, highly water-soluble tetrazolium salt, WST-8, produces an orange colored water-soluble product, formazan. The amount of formazan dye generated by dehydrogenases in cells is directly proportional to the number of living cells.CCK-8 (10 μL) is added to each well and incubated for 3 h at 37°C, then cell proliferation and cytotoxicity are assessed by measuring the absorbance at 450 nm using a microplate reader.Three replicated wells are used for each experimental condition[1].

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Administration
[2]

Mice[2]
Male 4-week-old C57BL/6J mice are maintained for 1 week prior to experiments. Mice are maintained on a 12-h light/dark cycle in a pathogen-free animal facility, provided with laboratory diet and water ad libitum. To induce obesity, the mice are fed a HFD with 60% kcal% fat. Control group (C) are fed a commercial standard chow diet. HFD group (HFD) mice are fed with HFD only. HFD plus CA group (CA) Mice are fed with HFD for 4 weeks before administration of Chrysophanol (5 mg/kg/day). The mice are divided into three groups (n = 5) that are fed chow diet, HFD, and HFD plus Chrysophanol for 16 weeks. Body weight and food intake are measured three times per week.

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO / DMF 1 mM 3.9333 mL 19.6665 mL 39.3329 mL 98.3323 mL
5 mM 0.7867 mL 3.9333 mL 7.8666 mL 19.6665 mL
DMF 10 mM 0.3933 mL 1.9666 mL 3.9333 mL 9.8332 mL
15 mM 0.2622 mL 1.3111 mL 2.6222 mL 6.5555 mL
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  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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