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  5. Benzo[a]pyrene

Benzo[a]pyrene  (Synonyms: 3,4-Benzopyrene)

Cat. No.: HY-107377 Purity: 99.79%
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Benzo[a]pyrene shows lung carcinogenicity in animal models, and it is frequently used in chemoprevention studies.

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

Benzo[a]pyrene Chemical Structure

Benzo[a]pyrene Chemical Structure

CAS No. : 50-32-8

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10 mM * 1 mL in DMSO
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Based on 3 publication(s) in Google Scholar

Other Forms of Benzo[a]pyrene:

Benzo[a]pyrene Related Antibodies

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  • Biological Activity

  • Protocol

  • Purity & Documentation

  • References

  • Customer Review

Description

Benzo[a]pyrene shows lung carcinogenicity in animal models, and it is frequently used in chemoprevention studies.

In Vivo

Benzo[a]pyrene (B[a]P) can be used to create lung tumor models. The bioavailability of Benzo[a]pyrene in rats is 10%, with a half-life of 16.6 hours. In female A/J mice, compared to the vehicle group, the 1.0 mg Benzo[a]pyrene treatment group shows statistically significant differences at 7 weeks, indicating that Benzo[a]pyrene-induced lung tumorigenesis is dose-dependent. The incidence of hyperplasia in female mice treated with 0.25, 0.50, and 1.0 mg Benzo[a]pyrene is significantly higher than in the vehicle group, and the adenoma incidence in the 1.0 mg Benzo[a]pyrene group is also significantly increased. Additionally, the multiplicity of hyperplasia in the 0.50 or 1.0 mg Benzo[a]pyrene treatment groups and the multiplicity of adenomas in the 1.0 mg group are significantly higher than in the vehicle group. Benzo[a]pyrene significantly increases the incidence of hyperplasia and adenomas in female A/J mice in a dose-dependent manner. On average, Benzo[a]pyrene induces the formation of 9.38±1.75 tumors, with an average tumor burden of 19.53±3.81 mm3. Administration of Benzo[a]pyrene also significantly decreases the levels of cAMP in the tumor and surrounding lung tissue and increases the expression levels of the PDE4D gene[1][2].

Induction of Lung cancer[4][5]
Background
Benzo[a]pyrene can covalently bind to DNA to form DNA adducts, which can lead to DNA damage and mutation. These conjugations can interfere with DNA replication and repair processes, causing genetic mutations and chromosomal abnormalities that lead to tumor formation.
Specific Mmodeling Methods
Mice: Swiss albino mice • 8-10 weeks old • male
Administration: 50 mg/kg• p.o. • twice a week (1st and 4th day) for four successive weeks
Note
(1) Benzo[a]pyrene was dissolved in olive oil.
(2) All procedures were performed at temperatures ranging between 0 and 4°C.
(3) At the end of the experimental period, the animals were sacrificed. Lung tissues were isolated, washed in ice cold 1.15 % KCl and homogenized.
Modeling Indicators
Molecular changes:The contents of TNF-α, IL-6, COX-2 and NF-ΚB were detected.
Histological analysis:Toluidine blue staining was used to detect the number of mast cells.
Correlated Product(s): Capsaicin (HY-10448)
Opposite Product(s): /

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

252.31

Formula

C20H12
CAS No.
Appearance

Solid

Color

Light yellow to yellow

SMILES

C12=C(C=C3)C=C(C=CC=C4)C4=C1C=CC5=CC=CC3=C25
Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

Store at room temperature 3 years

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

DMSO : 25 mg/mL (99.08 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 3.9634 mL 19.8169 mL 39.6338 mL
5 mM 0.7927 mL 3.9634 mL 7.9268 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.

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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:

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 (6.62 mM); Clear solution

    This protocol yields a clear solution of ≥ 1.67 mg/mL (saturation unknown).

    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.
  • Protocol 2

    Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)

    Solubility: 1.67 mg/mL (6.62 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 900 μL 20% SBE-β-CD in Saline, and mix evenly.

    Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.

For the following dissolution methods, please prepare the working solution directly. It is recommended to prepare fresh solutions and use them promptly within a short period of time.
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:  1% CMC-Na/saline water

    Solubility: 5 mg/mL (19.82 mM); Suspended solution; Need ultrasonic and warming and heat to 50°C

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.
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).
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: 99.79%

COA (252 KB) HNMR (133 KB) RP-HPLC (253 KB)

Handling Instructions (2659 KB)
References
Animal Administration
[2]

Female A/J mice are randomized into eight groups (n=8): (i) control; (ii)Benzo[a]pyrene (B(a)P)+vehicle (methocel); (iii) Benzo[a]pyrene+roflumilast 1 mg/kg; (iv) Benzo[a]pyrene+roflumilast 5 mg/kg; (v) Benzo[a]pyrene+aerozolie phosphate-buffer saline (PBS); (vi) Benzo[a]pyrene+aerosolize budesonide 2.25 mg/mL; (vii) Benzo[a]pyrene+aerosolized budesonide 2.25 mg/mL+roflumilast 1 mg/kg; and (viii) Benzo[a]pyrene+aerosolize budesonide 2.25 mg/mL+roflumilast 5 mg/kg groups. A single dose of Benzo[a]pyrene in corn oil is given intraperitoneally once at 100 mg/kg body weight. Roflumilast (1 or 5 mg/kg) is started 2 weeks after Benzo[a]pyrene. It is continued for 26 weeks (3 days/week) via oral gavage. Mice in the Benzo[a]pyrene+vehicle group are treated with an equal volume of methocel as solvent control. Aerosolizing budesonide is administrated by inhaling route as an aerosol at a dose of 2.25 mg/mL for 2 min per application at 2 weeks after Benzo[a]pyrene. It is continued for 26 weeks (5 days/week). PBS is also used as solvent control by inhaling route after Benzo[a]pyrene administration in the Benzo[a]pyrene+PBS group. Mice are killed at 28 weeks after exposure to Benzo[a]pyrene. Their lungs are excised and stored at -70 °C[2].

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 1 mM 3.9634 mL 19.8169 mL 39.6338 mL 99.0845 mL
5 mM 0.7927 mL 3.9634 mL 7.9268 mL 19.8169 mL
10 mM 0.3963 mL 1.9817 mL 3.9634 mL 9.9084 mL
15 mM 0.2642 mL 1.3211 mL 2.6423 mL 6.6056 mL
20 mM 0.1982 mL 0.9908 mL 1.9817 mL 4.9542 mL
25 mM 0.1585 mL 0.7927 mL 1.5854 mL 3.9634 mL
30 mM 0.1321 mL 0.6606 mL 1.3211 mL 3.3028 mL
40 mM 0.0991 mL 0.4954 mL 0.9908 mL 2.4771 mL
50 mM 0.0793 mL 0.3963 mL 0.7927 mL 1.9817 mL
60 mM 0.0661 mL 0.3303 mL 0.6606 mL 1.6514 mL
80 mM 0.0495 mL 0.2477 mL 0.4954 mL 1.2386 mL
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Benzo[a]pyrene Related Classifications

Help & FAQs
  • 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.

Keywords:

Benzo[a]pyrene50-32-83,4-BenzopyreneEndogenous MetaboliteInhibitorinhibitorinhibit

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