Anthraflavic acid

Name: Anthraflavic acid
Brand: MedChemExpress
SKU: HY-W006230
Rating: 4.5 (1 reviews)

Cat. No.: HY-W006230 Purity: 99.51%: Data Sheet
COA

SDS
Handling Instructions
FAQs
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Anthraflavic acid specifically inhibits the activity of cytochrome P-448 without affecting phenobarbital-induced cytochrome P-450 or NADPH-dependent cytochrome c reduction. Anthraflavic acid inhibits cytosolic metabolic pathways, blocks the microsomal and cytosolic activation of IQ, and reduces the metabolic activation level of Glu-P-I. Anthraflavic acid may exert anticancer activity by inhibiting the metabolic activation of chemical carcinogens. Anthraflavic acid is applicable to cancer-related research.

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

Anthraflavic acid Chemical Structure

CAS No. : 84-60-6

Size	Stock	Quantity
Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO ready for reconstitution	In-stock	Estimated Time of Arrival: December 31
Solution
10 mM * 1 mL in DMSO	In-stock	Estimated Time of Arrival: December 31
Solid
500 mg	In-stock	Estimated Time of Arrival: December 31
1 g	In-stock	Estimated Time of Arrival: December 31
5 g	In-stock	Estimated Time of Arrival: December 31
10 g	In-stock	Estimated Time of Arrival: December 31
25 g	In-stock	Estimated Time of Arrival: December 31
50 g	In-stock	Estimated Time of Arrival: December 31
100 g	In-stock	Estimated Time of Arrival: December 31
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Customer Review

Based on 1 publication(s) in Google Scholar

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View All Cytochrome P450 Isoform Specific Products:

View All Isoforms

CYP1 CYP2 CYP3 CYP4 CYP11 CYP17 Aromatase/CYP19A1 CYP26 CYP51 CYP1A2 CYP2D6 CYP2C9 CYP2C19 CYP3A CYP3A4 CYP17A1

Biological Activity
Purity & Documentation
References
Customer Review

Description

Cellular Effect

Cell Line	Type	Value	Description	References
HEK293	IC₅₀	3.6 μM Compound: Anthraflavic acid	Inhibition of human recombinant UGT1A1 expressed in HEK293 cells assessed as reduction in bilirubin glucuronidation by LC-MS/MS method Inhibition of human recombinant UGT1A1 expressed in HEK293 cells assessed as reduction in bilirubin glucuronidation by LC-MS/MS method	[PMID: 21030469]
HEK293	IC₅₀	4 μM Compound: Anthraflavic acid	Inhibition of human recombinant UGT1A1 expressed in HEK293 cells assessed as reduction in estradiol 3-glucuronidation by LC-MS/MS method Inhibition of human recombinant UGT1A1 expressed in HEK293 cells assessed as reduction in estradiol 3-glucuronidation by LC-MS/MS method	[PMID: 21030469]

In Vitro

Anthraflavic acid (5×10⁻⁷-5×10⁻⁵ M; 20 min) potently inhibits S9-mediated mutagenicity of IQ in Salmonella typhimurium strain TA98 in a concentration-dependent manner, with complete inhibition observed at 5×10⁻⁵ M^[1].
Anthraflavic acid (1×10⁻⁷-5×10⁻⁵ M; 20 min post-microsomal reaction termination) inhibits cytosol-mediated potentiation of microsome-generated IQ mutagenicity in Salmonella typhimurium strain TA98, with a pronounced effect at 5×10⁻⁵ M^[1].
Anthraflavic acid (5×10⁻⁷-5×10⁻⁵ M) potently and concentration-dependently reduces cytochrome P-448-dependent Glu-P-1 mutagenicity in the Ames test with Salmonella typhimurium strain TA 98 and an Arochlor-1254-induced rat hepatic S9 activation system, and shows no mutagenic activity itself^[2].
Anthraflavic acid (5×10⁻⁷-5×10⁻⁵ M) does not inhibit NADPH-dependent cytochrome c reductase activity in Arochlor-1254-induced rat hepatic microsomes, even at concentrations up to 5×10⁻⁵ M, showing it does not interfere with electron flow to cytochrome P-450^[2].

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

In Vivo

Anthraflavic acid (100 mg/kg; i.p.; daily; 5 days) is a specific inducer of rat hepatic cytochrome P-450 I proteins, significantly increasing activities of ethoxycoumarin and ethoxyresorufin O-deethylases and enhancing the metabolic activation of the carcinogens Glu-P-1 and IQ to mutagenic intermediates^[3].

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

Animal Model:	Wistar (male, 150-180 g)^[3]
Dosage:	100 mg/kg
Administration:	i.p.; daily; 5 days
Result:	Showed no significant effect on total cytochrome P-450 levels, NADPH-cytochrome c reductase activity, cytosolic protein concentration, microsomal protein concentration, or cytosolic glutathione S-transferase activity. Increased hepatic microsomal ethoxycoumarin O-deethylase activity to 86.6 pmol/min/mg protein and 164.7 pmol/min/nmol P-450. Increased hepatic microsomal ethoxyresorufin O-deethylase activity to 0.314 nmol/min/mg protein and 0.59 nmol/min/nmol P-450. Induced cytochrome P-450 I A1 and P-450 I A2 apoproteins, with no change in P-450 II B1 levels.

Molecular Weight

240.21

Formula

C₁₄H₈O₄

CAS No.

84-60-6

Appearance

Solid

Color

Yellow to green

SMILES

O=C1C2=C(C=C(O)C=C2)C(C3=CC=C(O)C=C13)=O

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, stored under nitrogen

*In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)

Solvent & Solubility

In Vitro:

DMSO : 16.67 mg/mL (69.40 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

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

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

Molarity Calculator
Dilution Calculator

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

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

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

Concentration _(start)

Volume _(start)

Concentration _(final)

Volume _(final)

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: 1.67 mg/mL (6.95 mM); Suspended solution; Need ultrasonic

This protocol yields a suspended solution of 1.67 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (16.7 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

DMSO +

Tween-80 +

Saline

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Calculation results:

Working solution concentration: mg/mL

Method for preparing stock solution: mg drug dissolved in μL DMSO (Stock solution concentration: mg/mL).

*In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).

Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.

If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.

Purity & Documentation

Purity: 99.51%

Select Batch:

Data Sheet (274 KB) SDS (394 KB)

COA (247 KB) HNMR (112 KB) RP-HPLC (184 KB)

Handling Instructions (2659 KB)

References

[1]. Ayrton AD, et al. Anthraflavic acid inhibits the mutagenicity of the food mutagen IQ: mechanism of action. Mutat Res. 1988;207(3-4):121-125. [Content Brief]

[2]. Ayrton AD, et al. Anthraflavic acid is a potent and specific inhibitor of cytochrome P-448 activity. Biochim Biophys Acta. 1987;916(3):328-331. [Content Brief]

[3]. Ayrton AD, et al. Induction of rat hepatic cytochrome P-450 I proteins by the antimutagen anthraflavic acid. Food Chem Toxicol. 1988;26(11-12):909-915. [Content Brief]

Complete Stock Solution Preparation Table

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