2. Metabolic Enzyme/Protease
  3. Drug Metabolite
  4. Monobenzyl phthalate

Monobenzyl phthalate  (Synonyms: 2-((Benzyloxy)carbonyl)benzoic acid)

Cat. No.: HY-W011848 Purity: 99.88%
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Monobenzyl phthalate is a phthalate metabolite (aromatic alkyl chain monophthalate) with oral activity, which acts as a male reproductive development inhibitor and antiandrogen in rat fetuses.

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Monobenzyl phthalate

Monobenzyl phthalate Chemical Structure

CAS No. : 2528-16-7

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Based on 1 publication(s) in Google Scholar

Other Forms of Monobenzyl phthalate:

Monobenzyl phthalate Related Antibodies

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Description

Monobenzyl phthalate is a phthalate metabolite (aromatic alkyl chain monophthalate) with oral activity, which acts as a male reproductive development inhibitor and antiandrogen in rat fetuses[1][2].

In Vivo

Monobenzyl phthalate (167-375 mg/kg; p.o.; once daily; gestational days 15-17) causes dose-dependent, male-specific developmental reproductive toxicity in Wistar rats, with significant reductions in AGD and increased incidence of undescended testes observed at 250 mg/kg and higher, and reduced fetal body weight at 375 mg/kg[2].

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

Animal Model: Wistar (virgin female, ~14 weeks old, mated with same-strain males, pregnant)[2]
Dosage: 167 mg/kg; 250 mg/kg; 375 mg/kg
Administration: p.o.; once daily; gestational days 15-17
Result: Showed no significant changes in fetal body weight, male anogenital distance (AGD), AGD-to-cube root of body weight ratio, or incidence of undescended testes at 167 mg/kg relative to controls.
Caused a significant decrease in AGD and AGD-to-cube root of body weight ratio in male fetuses; observed undescended testes in 21 male fetuses (12 litters) with a significantly increased degree of transabdominal testicular ascent (mean 23.8 units) at 250 mg/kg, with no significant reduction in fetal body weights.
Induced a significant decrease in AGD (to female-like levels) and AGD-to-cube root of body weight ratio in male fetuses; observed undescended testes in 79 male fetuses (16 litters) with a significantly increased degree of transabdominal testicular ascent (mean 40.1 units), and significantly reduced male and female fetal body weights relative to controls at 375 mg/kg.
Left female fetal AGD and AGD-to-cube root of body weight ratio unchanged across all doses tested.
Molecular Weight

256.26

Formula

C15H12O4
CAS No.
Appearance

Solid

Color

White to off-white

SMILES

O=C(C1=CC=CC=C1C(O)=O)OCC2=CC=CC=C2
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 6 months
-20°C 1 month
Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (390.23 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 3.9023 mL 19.5114 mL 39.0229 mL
5 mM 0.7805 mL 3.9023 mL 7.8046 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. 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)

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: ≥ 2.5 mg/mL (9.76 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 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: ≥ 2.5 mg/mL (9.76 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 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.
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: 99.88%

SDS (393 KB)

COA (250 KB) HNMR (115 KB) RP-HPLC (238 KB)

Handling Instructions (2659 KB)
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, 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 3.9023 mL 19.5114 mL 39.0229 mL 97.5572 mL
5 mM 0.7805 mL 3.9023 mL 7.8046 mL 19.5114 mL
10 mM 0.3902 mL 1.9511 mL 3.9023 mL 9.7557 mL
15 mM 0.2602 mL 1.3008 mL 2.6015 mL 6.5038 mL
20 mM 0.1951 mL 0.9756 mL 1.9511 mL 4.8779 mL
25 mM 0.1561 mL 0.7805 mL 1.5609 mL 3.9023 mL
30 mM 0.1301 mL 0.6504 mL 1.3008 mL 3.2519 mL
40 mM 0.0976 mL 0.4878 mL 0.9756 mL 2.4389 mL
50 mM 0.0780 mL 0.3902 mL 0.7805 mL 1.9511 mL
60 mM 0.0650 mL 0.3252 mL 0.6504 mL 1.6260 mL
80 mM 0.0488 mL 0.2439 mL 0.4878 mL 1.2195 mL
100 mM 0.0390 mL 0.1951 mL 0.3902 mL 0.9756 mL
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Monobenzyl phthalate 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:

Monobenzyl phthalate2528-16-72-((Benzyloxy)carbonyl)benzoic acidDrug Metabolitemale reproductive developmentrat fetusesmaternal ratyeast estrogenic activity screensWistar ratsantiandrogenic agentbutyl benzyl phthalatesperm quality parametersanogenital distanceundescended testesInhibitorinhibitorinhibit

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