Cat. No.: HY-N0563

Alizarin

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Alizarin is a natural dye. Alizarin can be extracted from the roots of madder plant. Alizarin activates AMPK and VEGFR2/eNOS pathway. Alizarin regulates PI3K/Akt and inhibits NF-κB pathway. Alizarin enhances CYP1A1 enzyme activity. Alizarin has protective effects on hypertension and vascular endothelial dysfunction. Alizarin has anti-tumor activity against multiple cancers including pancreatic cancer, breast cancer, osteosarcoma and liver cancer. Alizarin has been widely used as a pigment in textile fabrics and paintings.

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Pureté: 99.48%
CAS No.: 72-48-0
Formule: C₁₄H₈O₄
Masse moléculaire:240.21

Stockage:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month

Alizarin Chemical Structure

CAS No.: 72-48-0

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Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Activité biologique
- Description
- Cellular Effect
- In Vitro
- In Vivo
- Essai clinique
Chemical Information
Publications (1)
Solvant et solubilité
- In Vitro
Pureté et documentation
Références
Help & FAQs
Classifications
Bioz

Activité biologique

Description

Voir tous les produits spécifiques à Isoform AMPK :

Voir tous les produits spécifiques à Isoform VEGFR :

Voir tous les produits spécifiques à Isoform PI3K :

Voir tous les produits spécifiques à Isoform Akt :

Voir tous les produits spécifiques à Isoform NF-κB :

Voir tous les produits spécifiques à Isoform Cytochrome P450 :

Cellular Effect

Cell Line	Type	Value	Description	References
A549	IC₅₀	>50 μM Compound: Alizarin	Cytotoxicity against human A549 cells after 48 hrs by MTT assay Cytotoxicity against human A549 cells after 48 hrs by MTT assay	[PMID: 24953029]
CNE	IC₅₀	>100 μM Compound: Alizarin	Cytotoxicity against human CNE cells after 48 hrs by MTT assay Cytotoxicity against human CNE cells after 48 hrs by MTT assay	[PMID: 24953029]
HCT-116	IC₅₀	>50 μM Compound: Alizarin	Cytotoxicity against human HCT116 cells after 48 hrs by MTT assay Cytotoxicity against human HCT116 cells after 48 hrs by MTT assay	[PMID: 24953029]
HeLa	IC₅₀	>100 μM Compound: Alizarin	Cytotoxicity against human HeLa cells after 48 hrs by MTT assay Cytotoxicity against human HeLa cells after 48 hrs by MTT assay	[PMID: 24953029]
HepG2	IC₅₀	>50 μM Compound: Alizarin	Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay	[PMID: 24953029]
HUVEC	IC₅₀	>50 μM Compound: Alizarin	Cytotoxicity against HUVEC after 48 hrs by MTT assay Cytotoxicity against HUVEC after 48 hrs by MTT assay	[PMID: 24953029]
KB	IC₅₀	15.65 μM Compound: Alizarin	Cytotoxicity against human KB cells after 48 hrs by MTT assay Cytotoxicity against human KB cells after 48 hrs by MTT assay	[PMID: 24953029]
KG-1a	EC₅₀	60.2 μM Compound: 2	Antiproliferative activity against human KG-1a cells assessed as decrease in cell viability incubated for 72 hrs by trypan blue exclusion assay Antiproliferative activity against human KG-1a cells assessed as decrease in cell viability incubated for 72 hrs by trypan blue exclusion assay	[PMID: 36215859]
MGC-803	IC₅₀	39.35 μM Compound: Alizarin	Cytotoxicity against human MGC803 cells after 48 hrs by MTT assay Cytotoxicity against human MGC803 cells after 48 hrs by MTT assay	[PMID: 24953029]
NCI-H460	IC₅₀	>50 μM Compound: Alizarin	Cytotoxicity against human NCI-H460 cells after 48 hrs by MTT assay Cytotoxicity against human NCI-H460 cells after 48 hrs by MTT assay	[PMID: 24953029]

In Vitro

Alizarin (5-80 μM, 24-72 h) inhibits the growth of pancreatic cancer cells by abrogating NF-κB activation^[1].
Alizarin (0.01-200 μM, 48 h) enhances CYP1A1 enzyme activity and induces transcriptional changes in hepatoma cells HepG2^[2].
Alizarin (5-50 µg/mL, 24-144 h) strongly inhibits the osteosarcoma (IC₅₀ for Saos-2, MG-63, and U-2OS cells, 27.5, 29.0, and 69.9 µg/ml, respectively) and breast carcinoma (IC₅₀ for MDA-MB-231 cells, 62.1 µg/mL) cell proliferation^[3].

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

Cell Viability Assay^[3]

Cell Line:

Saos-2, MG-63, and U-2 OS
Concentration:

5, 10, 25, 50 µg/mL
Incubation Time:

24, 48, 72, and 144 h
Result:

Induced a dose-dependent inhibition of cell growth over time in osteosarcoma and breast cancer cell lines.
Showed lower effect in respect with the two osteosarcoma cell lines MG-63 and Saos-2 at the higher concentration.

In Vivo

Alizarin (24-96 mg/kg, 10 days) increase glucose uptake through PI3K/Akt signaling and improve Alloxan (HY-W017227)-induced diabetic mice^[4].
Alizarin (100 mg/kg/d, p.o., 6 weeks) shows antihypertensive effect in SHR by activating VEGFR2/eNOS pathway, attenuating oxidative stress-induced mitochondrial damage and premature senescence^[5].
Alizarin (10 mg/kg, p.o., 4 weeks) shows protective effect on vascular endothelial dysfunction in rats via inhibiting the type 2 diabetes-induced synthesis of THBS1 and activating the AMPK signaling pathway^[6].

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

Animal Model:

Male spontaneously hypertensive rat (SHR) (200-300 g)^[5]
Dosage:

100 mg/kg
Administration:

Oral gavage (p.o.), 6 weeks
Result:

Reduced blood pressure in SHR, attenuated thoracic aortic injury, and increased endothelial dependent relaxation (EDR) in aortic rings.
Elevated activity and phosphorylation level of VEGFR2 and eNOS.
Attenuated endothelial dysfunction caused by hypertension through suppressing oxidative stress.
Ameliorated oxidative stress-induced mitochondrial damage.

Essai clinique

NCT Number	Sponsor	Condition	Start Date	Phase A549
NCT01329991	Plexxikon\|		2011-05	PHASE1

Chemical Information

CAS No. 72-48-0
Appearance Solid
Masse moléculaire 240.21
Formule C₁₄H₈O₄
Color Orange to reddish brown
SMILES

O=C1C2=C(C=CC=C2)C(C3=CC=C(O)C(O)=C13)=O
Structure Classification
- Quinones
- Anthraquinones
- Phenols
- Polyphenols
Initial Source
Livraison

Room temperature in continental US; may vary elsewhere.

Stockage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Publications (1)

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Molecules

Alizarin, an Agonist of AHR Receptor, Enhances CYP1A1 Enzyme Activity and Induces Transcriptional Changes in Hepatoma Cells. [Abstract]

2023 Oct 31;28(21):7373. PMID: 37959792

Solvant et solubilité

In Vitro:

DMSO : 25 mg/mL (104.08 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)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

4.1630 mL

20.8151 mL

41.6302 mL

5 mM

0.8326 mL

4.1630 mL

8.3260 mL

10 mM

0.4163 mL

2.0815 mL

4.1630 mL

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, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Calculateur de molarité

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

Mass Mass

Concentration Concentration

Volume Volume

Molecular Weight Molecular Weight

Calculateur de dilution

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

Concentration _(start) Concentration _(start)

Volume _(start) Volume _(start)

Concentration _(final) Concentration _(final)

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Pureté et documentation

Select Batch:

Pureté: 99.98%

Assay: 99.98%

ee.: 99.98%

Fiche technique (281 KB)
SDS (758 KB)
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COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Instruction de manipulation (2659 KB)

Références

[1]. Xu Z, et al. Alizarin, a nature compound, inhibits the growth of pancreatic cancer cells by abrogating NF-κB activation. Int J Biol Sci. 2022 Mar 28;18(7):2759-2774. [Content Brief]

[2]. Liang S, et al. Alizarin, an Agonist of AHR Receptor, Enhances CYP1A1 Enzyme Activity and Induces Transcriptional Changes in Hepatoma Cells. Molecules. 2023 Oct 31;28(21):7373. [Content Brief]

[3]. Fotia C, et al. The natural compound Alizarin as an osteotropic drug for the treatment of bone tumors. J Orthop Res. 2012 Sep;30(9):1486-92. [Content Brief]

[4]. Xu L, et al. Alizarin increase glucose uptake through PI3K/Akt signaling and improve alloxan-induced diabetic mice. Future Med Chem. 2019 Mar;11(5):395-406. [Content Brief]

[5]. Qian YW, et al. The antihypertensive effect of Alizarin is achieved by activating VEGFR2/eNOS pathway, attenuating oxidative stress-induced mitochondrial damage and premature senescence. Life Sci. 2024 Aug 15;351:122862. [Content Brief]

[6]. Zhu ML, et al. Protective effect of alizarin on vascular endothelial dysfunction via inhibiting the type 2 diabetes-induced synthesis of THBS1 and activating the AMPK signaling pathway. Phytomedicine. 2024 Jun;128:155557. [Content Brief]

[7]. Jen M, et al. Ultrafast Intramolecular Proton Transfer of Alizarin Investigated by Femtosecond Stimulated Raman Spectroscopy. J Phys Chem B. 2017 Apr 27;121(16):4129-4136. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	4.1630 mL	20.8151 mL	41.6302 mL	104.0756 mL
	5 mM	0.8326 mL	4.1630 mL	8.3260 mL	20.8151 mL
	10 mM	0.4163 mL	2.0815 mL	4.1630 mL	10.4076 mL
	15 mM	0.2775 mL	1.3877 mL	2.7753 mL	6.9384 mL
	20 mM	0.2082 mL	1.0408 mL	2.0815 mL	5.2038 mL
	25 mM	0.1665 mL	0.8326 mL	1.6652 mL	4.1630 mL
	30 mM	0.1388 mL	0.6938 mL	1.3877 mL	3.4692 mL
	40 mM	0.1041 mL	0.5204 mL	1.0408 mL	2.6019 mL
	50 mM	0.0833 mL	0.4163 mL	0.8326 mL	2.0815 mL
	60 mM	0.0694 mL	0.3469 mL	0.6938 mL	1.7346 mL
	80 mM	0.0520 mL	0.2602 mL	0.5204 mL	1.3009 mL
	100 mM	0.0416 mL	0.2082 mL	0.4163 mL	1.0408 mL

Keywords

Alizarin

1 Cited Publications

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