Cat. No.: HY-N1887

4-Allylcatechol

(Synonyms: Hydroxychavicol; 4-Allylpyrocatechol)

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4-Allylcatechol (4-Allylpyrocatechol) is a xylan which has oral activity and can be isolated from the root of Piper taiwanense. 4-Allylcatechol has a strong inhibitory activity against collagen-induced platelet aggregation (IC₅₀ = 5.3 μM). In addition, 4-Allylcatechol has anti-tuberculosis activity against Mycobacterium tuberculosis H37Rv (MIC = 27.6 μg/mL).

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Pureté: 98.60%
CAS No.: 1126-61-0
Formule: C₉H₁₀O₂
Masse moléculaire:150.17

Stockage:

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

4-Allylcatechol Chemical Structure

CAS No.: 1126-61-0

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

Activité biologique

Description

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Cellular Effect

Cell Line	Type	Value	Description	References
HeLa	IC₅₀	83 μM Compound: HC, Hydroxychavicol	Cytotoxicity against human HeLa cells assessed as growth inhibition after 48 hrs by MTT assay Cytotoxicity against human HeLa cells assessed as growth inhibition after 48 hrs by MTT assay	[PMID: 24508612]
HepG2	IC₅₀	>30 μM Compound: 1	Growth inhibition of human HepG2 cells after 72 hrs by MTT assay Growth inhibition of human HepG2 cells after 72 hrs by MTT assay	[PMID: 25559204]
HL-60	IC₅₀	3 μM Compound: 1	Growth inhibition of human HL60 cells after 72 hrs by MTT assay Growth inhibition of human HL60 cells after 72 hrs by MTT assay	[PMID: 25559204]
HL-60	IC₅₀	50 μM Compound: 1	Growth inhibition of human HL60 cells after 24 hrs by MTT assay Growth inhibition of human HL60 cells after 24 hrs by MTT assay	[PMID: 25559204]
MCF7	IC₅₀	>30 μM Compound: 1	Growth inhibition of human MCF7 cells after 72 hrs by MTT assay Growth inhibition of human MCF7 cells after 72 hrs by MTT assay	[PMID: 25559204]
MIA PaCa-2	IC₅₀	>30 μM Compound: 1	Growth inhibition of human MIAPaCa2 cells after 72 hrs by MTT assay Growth inhibition of human MIAPaCa2 cells after 72 hrs by MTT assay	[PMID: 25559204]
PC-3	IC₅₀	55 μM Compound: HC, Hydroxychavicol	Cytotoxicity against human PC3 cells assessed as growth inhibition after 48 hrs by MTT assay Cytotoxicity against human PC3 cells assessed as growth inhibition after 48 hrs by MTT assay	[PMID: 24508612]
RAW264.7	IC₅₀	4.8 μM Compound: 6	Anti-inflammatory activity in murine RAW264.7 cells assessed as inhibition of LPS-induced NO production Anti-inflammatory activity in murine RAW264.7 cells assessed as inhibition of LPS-induced NO production	[PMID: 33207281]
RBL-2H3	IC₅₀	>100 μM Compound: 11	Inhibitory activity against release of beta-hexosaminidase from RBL-2H3 cells Inhibitory activity against release of beta-hexosaminidase from RBL-2H3 cells	[PMID: 12951092]
SK-N-SH	IC₅₀	>30 μM Compound: 1	Growth inhibition of human SK-N-SH cells after 72 hrs by MTT assay Growth inhibition of human SK-N-SH cells after 72 hrs by MTT assay	[PMID: 25559204]

In Vitro

4-Allylcatechol (IC₅₀ = 5.3 µM，MIC = 27.6 μg/mL) exhibits strong antiplatelet aggregation and antitubercular activity^[1].
4-Allylcatechol (IC₅₀ = 99.83 µM) exhibits cytotoxicity in HT29 cells^[2].
4-Allylcatechol (100 μg/mL, 30 min) demonstrates potent antioxidant activity, with a radical scavenging rate of 77.05%^[3].

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

Cell Proliferation Assay^[2]

Cell Line:

HT29 cells (Colon cancer)
Concentration:

62.5 μM to 1mM
Incubation Time:

24 hours
Result:

Showed an IC₅₀ of 99.89 μM (15.0 µg/mL).

In Vivo

4-Allylcatechol (2-4 mg/kg, p.o., once daily for 21 days) effectively reduces cognitive deficits and mitigates oxidative stress and inflammation in Streptozotocin (HY-13753)-induced rats^[4].

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

Animal Model:

Alzheimer’s disease (AD) model induced by Streptozotocin (HY-13753) in rats^[4]
Dosage:

0.5, 1, 2, 4 mg/kg
Administration:

Oral gavage (p.o.), once daily for 21 days
Result:

Significantly improved cognitive function, decreased levels of TNF-α, IL-1β, IL-6, and reduced lipid peroxidation (MDA) in brain tissue.

Chemical Information

CAS No. 1126-61-0
Appearance Solid
Masse moléculaire 150.17
Formule C₉H₁₀O₂
Color Light yellow to brown
SMILES

OC1=CC=C(CC=C)C=C1O
Synonyms

Hydroxychavicol; 4-Allylpyrocatechol
Structure Classification
- 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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Journal Impact Factor

ACS Omega

Identification of New Modulators and Inhibitors of Palmitoyl-Protein Thioesterase 1 for CLN1 Batten Disease and Cancer. [Abstract]

2024 Feb 28;9(10):11870-11882. PMID: 38496939

Solvant et solubilité

In Vitro:

DMSO : ≥ 100 mg/mL (665.91 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

* "≥" means soluble, but saturation unknown.

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

6.6591 mL

33.2956 mL

66.5912 mL

5 mM

1.3318 mL

6.6591 mL

13.3182 mL

10 mM

0.6659 mL

3.3296 mL

6.6591 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)

Volume _(final) Volume _(final)

In Vivo:

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

Stock Solution Working Solution

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 (16.65 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.

Protocol 2

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

Solubility: ≥ 2.5 mg/mL (16.65 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.

Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 2.5 mg/mL (16.65 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

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

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

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

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).

Working solution concentration: 0.22 mg/mL

Pureté et documentation

Select Batch:

Pureté: 99.98%

Assay: 99.98%

ee.: 99.98%

Fiche technique (275 KB)
SDS (393 KB)
- English - EN (393 KB)
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- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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]. Chen S, et al. Neolignans and phenylpropanoids from the roots of Piper taiwanense and their antiplatelet and antitubercular activities[J]. Phytochemistry, 2013, 93: 203-209. [Content Brief]

[2]. Ng PL, et al. Piper betle leaf extract enhances the cytotoxicity effect of 5-fluorouracil in inhibiting the growth of HT29 and HCT116 colon cancer cells. J Zhejiang Univ Sci B. 2014 Aug;15(8):692-700. [Content Brief]

[3]. Annavarapu T, et al. Anti-inflammatory and antioxidant activities of 4-allylpyrocatechol and its derivatives with molecular docking and ADMET investigations[J]. Bulletin of the karaganda university chemistry series, 2022, 1(105): 50-59.

[4]. Pandey A, et al. Hydroxychavicol inhibits immune responses to mitigate cognitive dysfunction in rats. J Neuroimmunol. 2010 Sep 14;226(1-2):48-58. [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	6.6591 mL	33.2956 mL	66.5912 mL	166.4780 mL
	5 mM	1.3318 mL	6.6591 mL	13.3182 mL	33.2956 mL
	10 mM	0.6659 mL	3.3296 mL	6.6591 mL	16.6478 mL
	15 mM	0.4439 mL	2.2197 mL	4.4394 mL	11.0985 mL
	20 mM	0.3330 mL	1.6648 mL	3.3296 mL	8.3239 mL
	25 mM	0.2664 mL	1.3318 mL	2.6636 mL	6.6591 mL
	30 mM	0.2220 mL	1.1099 mL	2.2197 mL	5.5493 mL
	40 mM	0.1665 mL	0.8324 mL	1.6648 mL	4.1619 mL
	50 mM	0.1332 mL	0.6659 mL	1.3318 mL	3.3296 mL
	60 mM	0.1110 mL	0.5549 mL	1.1099 mL	2.7746 mL
	80 mM	0.0832 mL	0.4162 mL	0.8324 mL	2.0810 mL
	100 mM	0.0666 mL	0.3330 mL	0.6659 mL	1.6648 mL

Keywords

4-Allylcatechol

1 Cited Publications

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4-Allylcatechol

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Publications Citing Use of MedChemExpress (MCE) 4-Allylcatechol

Voir tous les produits spécifiques à Isoform Antibiotic

Voir tous les produits spécifiques à Isoform TNF Receptor

Voir tous les produits spécifiques à Isoform Interleukin Related

Activité biologique

Chemical Information

Publications (1)

Solvant et solubilité

Pureté et documentation

Références

Help & FAQs

Complete Stock Solution Preparation Table

4-Allylcatechol Related Classifications

HY-N1887 Related Classifications