2. Vitamin D Related/Nuclear Receptor Metabolic Enzyme/Protease
  3. Androgen Receptor Estrogen Receptor/ERR Thyroid Hormone Receptor Cytochrome P450
  4. Octinoxate

Octinoxate  (Synonyms: Octyl methoxycinnamate)

Cat. No.: HY-B1234 Purity: 99.89%
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Octinoxate (Octyl methoxycinnamate) is a thyroid hormone receptor agonist, reducing the levels of triiodothyronine (T3) and thyroxine (T4) and transcription levels of genes related to type II deiodinase (deio2) in Japanese Medaka. Octinoxate is commonly used as a safe ultraviolet (UV) filter used in the aquatic environment. Octinoxate inhibits CYP1A1 and CYP1B1 to regulate hyaluronan (HA) (HY-B0633A) metabolism in a PI3K pathway-dependent manner in human keratinocytes. Octinoxate also exhibits an anti-estrogenic and anti-androgenic effect in vitro and in vivo.

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Octinoxate Chemical Structure

Octinoxate Chemical Structure

CAS No. : 5466-77-3

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Based on 1 publication(s) in Google Scholar

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Octinoxate Related Antibodies

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Estrogen receptor ERα ERβ ERRα ERRβ ERRγ

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

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Description

Octinoxate (Octyl methoxycinnamate) is a thyroid hormone receptor agonist, reducing the levels of triiodothyronine (T3) and thyroxine (T4) and transcription levels of genes related to type II deiodinase (deio2) in Japanese Medaka. Octinoxate is commonly used as a safe ultraviolet (UV) filter used in the aquatic environment. Octinoxate inhibits CYP1A1 and CYP1B1 to regulate hyaluronan (HA) (HY-B0633A) metabolism in a PI3K pathway-dependent manner in human keratinocytes. Octinoxate also exhibits an anti-estrogenic and anti-androgenic effect in vitro and in vivo[1][2][3][4][5].

In Vitro

Octinoxate (10 μM, 6 h) potentiates the ability of 6-formylindolo[3,2-b]carbazole (FICZ (HY-12451)) (10 nM, 6 h) and ultraviolet radiation (UVR) to activate the Aryl hydrocarbon Receptor (AhR) by elevating CYP1A1 and CYP1B1 mRNA levels in H1L1.1c2 cells and HaCaT cells[3].
Octinoxate (10 μM, 24 h) decreases catalytic function of both CYP1A1 and CYP1B1 with IC50 values of 1.0 μM and 586 nM respectively, weaker than α-NF in H1L1.1c2 cells[3].
Octinoxate (30 μM or 50 μM, 24 h) significantly enhances the mRNA expression of the predominant hyaluronan (HA) metabolic enzyme HAS2 and HYAL1, but inhibits the mRNA expression of AQP3 in HaCaT keratinocytes[4].
Octinoxate acts as a thyroid hormone receptor agonist in HepG2 cells[5].

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

Octinoxate Related Antibodies

Real Time qPCR[3]

Cell Line: HaCaT cells
Concentration: 10 μM
Incubation Time: 6 h
Result: Potentiated the ability of FICZ (HY-12451) and UVR to elevate CYP1A1 and CYP1B1 transcript levels in HaCaT cells.

Real Time qPCR[4]

Cell Line: HaCaT keratinocytes
Concentration: 30 μM
Incubation Time: 24 h
Result: Increased the mRNA expression of HAS2 and HYAL1 in HaCaT keratinocytes.
In Vivo

Octinoxate (0, 6.9 μg/kg, 96.0 μg/kg and 395.6 μg/kg, fed with pellets, twice a day for 6 weeks) downregulates dio2 and pax8a gene expression, but has no effect on thrα and thrβ expression in the cranial kidney of rainbow trout[1].
Octinoxate (30 μM, 120 h) significantly decreases T3 and T4 concentrations in zebrafish larvae, upregulating transcriptions of trh, tshβ, tshr, tg, nis and deio2 genes and downregulating transcriptions of trαa, trβ and tpo genes[2].

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

Animal Model: Female rainbow trout (O. mykiss)[1]
Dosage: 0, 6.9 μg/kg, 96.0 μg/kg and 395.6 μg/kg
Administration: fed with pellets, twice a day for 6 weeks
Result: Significantly downregulated dio2 gene expression in the highest dose group, downregulated pax8a expression in the medium and highest dose group, but not altered thrα and thrβ expression in the cranial kidney.
Molecular Weight

290.40

Formula

C18H26O3
CAS No.
Appearance

Liquid (Density: 1.009 g/cm3)

Color

Light yellow to yellow

SMILES

O=C(OCC(CC)CCCC)/C=C/C1=CC=C(OC)C=C1
Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.
Storage
Pure form -20°C 3 years
4°C 2 years
In solvent -80°C 6 months
-20°C 1 month
Solvent & Solubility
In Vitro: 

Ethanol : 140 mg/mL (482.09 mM; Need ultrasonic)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 3.4435 mL 17.2176 mL 34.4353 mL
5 mM 0.6887 mL 3.4435 mL 6.8871 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.

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

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Concentration
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Volume
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Molecular Weight *

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

This equation is commonly abbreviated as: C1V1 = C2V2

Concentration (start)

C1

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Volume (start)

V1

=
Concentration (final)

C2

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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% EtOH    40% PEG300    5% Tween-80    45% Saline

    Solubility: 3.5 mg/mL (12.05 mM); Suspended solution; Need ultrasonic

    This protocol yields a suspended solution of 3.5 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.

    Taking 1 mL working solution as an example, add 100 μL EtOH stock solution (35.0 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% EtOH    90% (20% SBE-β-CD in Saline)

    Solubility: 3.5 mg/mL (12.05 mM); Suspended solution; Need ultrasonic

    This protocol yields a suspended solution of 3.5 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.

    Taking 1 mL working solution as an example, add 100 μL EtOH stock solution (35.0 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
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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
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
Ethanol 1 mM 3.4435 mL 17.2176 mL 34.4353 mL 86.0882 mL
5 mM 0.6887 mL 3.4435 mL 6.8871 mL 17.2176 mL
10 mM 0.3444 mL 1.7218 mL 3.4435 mL 8.6088 mL
15 mM 0.2296 mL 1.1478 mL 2.2957 mL 5.7392 mL
20 mM 0.1722 mL 0.8609 mL 1.7218 mL 4.3044 mL
25 mM 0.1377 mL 0.6887 mL 1.3774 mL 3.4435 mL
30 mM 0.1148 mL 0.5739 mL 1.1478 mL 2.8696 mL
40 mM 0.0861 mL 0.4304 mL 0.8609 mL 2.1522 mL
50 mM 0.0689 mL 0.3444 mL 0.6887 mL 1.7218 mL
60 mM 0.0574 mL 0.2870 mL 0.5739 mL 1.4348 mL
80 mM 0.0430 mL 0.2152 mL 0.4304 mL 1.0761 mL
100 mM 0.0344 mL 0.1722 mL 0.3444 mL 0.8609 mL
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Octinoxate 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:

Octinoxate5466-77-3Octyl methoxycinnamateAndrogen ReceptorEstrogen Receptor/ERRThyroid Hormone ReceptorCytochrome P450THRCYPsthyroid hormone receptorT3T4UV filterCYP1A1 and CYP1B1 inhibitoranti-estrogenicanti-androgenicHA metabolismkeratinocytesMedakaInhibitorinhibitorinhibit

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