Art. -Nr.: HY-14616

Shogaol

(Synonyms: [6]-Shogaol; 6-Shogaol)

12 Cited Publications

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Based on 12 publication(s) in Google Scholar

Shogaol ([6]-Shogaol), an active compound isolated from Ginger (Zingiber officinale Rosc), exhibits a variety of biological activities including anticancer, anti-inflammation, and anti-oxidation.

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Reinheit: 99.64%
CAS. Nr.: 555-66-8
Formel: C₁₇H₂₄O₃
Molecular Weight:276.37

Speicherung:

4°C, protect from light

* In solvent : -80°C, 1 year; -20°C, 6 months (protect from light)

Shogaol Chemical Structure

CAS. Nr.: 555-66-8

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Biologische Aktivität
- Beschreibung
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Publications (12)
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Protokoll
Reinheit & Dokumentation
Verweise
Help & FAQs
Bioz

Biologische Aktivität

Beschreibung

Shogaol ([6]-Shogaol), an active compound isolated from Ginger (Zingiber officinale Rosc), exhibits a variety of biological activities including anticancer, anti-inflammation, and anti-oxidation.

Cellular Effect

Cell Line	Type	Value	Description	References
BV-2	IC₅₀	5.59 μM Compound: Shogaol	Anti-inflammatory activity in mouse BV2 cells assessed as inhibition of LPS-induced nitric oxide production pretreated followed by LPS-stimulation by griess assay Anti-inflammatory activity in mouse BV2 cells assessed as inhibition of LPS-induced nitric oxide production pretreated followed by LPS-stimulation by griess assay	[PMID: 30472026]
HCT-116	IC₅₀	12.87 μM Compound: D7	Cytotoxicity against human HCT116 cells assessed as reduction in cell viability after 48 hrs by WST1 assay Cytotoxicity against human HCT116 cells assessed as reduction in cell viability after 48 hrs by WST1 assay	[PMID: 28065501]
HCT-116	IC₅₀	18.7 μM Compound: [6]-shogaol	Cytotoxicity against human HCT116 cells assessed as growth inhibition after 24 hrs by MTT assay Cytotoxicity against human HCT116 cells assessed as growth inhibition after 24 hrs by MTT assay	[PMID: 22246389]
HEK293	EC₅₀	0.32 μM Compound: 4, [6]-Shogaol	Agonist activity at human TRPV1 ion channel expressed in HEK293 cells assessed as calcium influx by fluo-4-Am-based fluorimetry Agonist activity at human TRPV1 ion channel expressed in HEK293 cells assessed as calcium influx by fluo-4-Am-based fluorimetry	[PMID: 22257892]
HEK293	EC₅₀	16 μM Compound: 4, [6]-Shogaol	Agonist activity at rat TRPA1 ion channel expressed in HEK293 cells assessed as calcium influx by fluo-4-Am-based fluorimetry Agonist activity at rat TRPA1 ion channel expressed in HEK293 cells assessed as calcium influx by fluo-4-Am-based fluorimetry	[PMID: 22257892]
HEK293	IC₅₀	0.29 μM Compound: 4, [6]-Shogaol	Antagonist activity at human TRPV1 ion channel expressed in HEK293 cells assessed as inhibition of capsaicin-induced calcium influx incubated for 5 mins prior to capsicin-induction by fluo-4-AM-based fluorimetry Antagonist activity at human TRPV1 ion channel expressed in HEK293 cells assessed as inhibition of capsaicin-induced calcium influx incubated for 5 mins prior to capsicin-induction by fluo-4-AM-based fluorimetry	[PMID: 22257892]
HEK293	IC₅₀	16.7 μM Compound: 4, [6]-Shogaol	Antagonist activity at rat TRPA1 ion channel expressed in HEK293 cells assessed as inhibition of AITC-induced calcium influx incubated for 5 mins prior to AITC-induction by fluo-4-AM-based fluorimetry Antagonist activity at rat TRPA1 ion channel expressed in HEK293 cells assessed as inhibition of AITC-induced calcium influx incubated for 5 mins prior to AITC-induction by fluo-4-AM-based fluorimetry	[PMID: 22257892]
HepG2	IC₅₀	88 μM Compound: 79	Growth inhibition of human HepG2 cells Growth inhibition of human HepG2 cells	[PMID: 31539776]
IMR-32	ED₅₀	24.2 μM Compound: 8	Effective dose to protect IMR-32 cells from beta-Amyloid (BA) insult was determined using MTT reduction assay Effective dose to protect IMR-32 cells from beta-Amyloid (BA) insult was determined using MTT reduction assay	[PMID: 14980683]
NCI-H1299	IC₅₀	8 μM Compound: [6]-shogaol	Cytotoxicity against human H1299 cells assessed as growth inhibition after 24 hrs by MTT assay Cytotoxicity against human H1299 cells assessed as growth inhibition after 24 hrs by MTT assay	[PMID: 22246389]
PC-12	ED₅₀	16.3 μM Compound: 8	Effective dose to protect PC12 cells from beta-Amyloid (BA) insult was determined using MTT reduction assay Effective dose to protect PC12 cells from beta-Amyloid (BA) insult was determined using MTT reduction assay	[PMID: 14980683]
RBL-2H3	IC₅₀	90.4 μM Compound: 4	Cytotoxicity against rat RBL2H3 cells after 12 hrs by MTT assay Cytotoxicity against rat RBL2H3 cells after 12 hrs by MTT assay	[PMID: 19271742]

In Vitro

Shogaol ([6]-Shogaol) has anticancer activity against several cell lines^[1]. Shogaol ([6]-Shogaol) is identified to be cytotoxic in various cell lines, with KB (IC₅₀=7.4±2.2 μM) and HL60 (IC₅₀=7.9±2.0 μM) cells most susceptible to 6-shogaol^[2]. 6-shogaol (IC₅₀=8 μM) has much stronger growth inhibitory effects than 6-gingerol (IC₅₀=150 μM) on HCT-116 human colon cancer cells^[3]. Shogaol ([6]-Shogaol) stimulates phosphorylations of mitogen-activated protein kinases (MAPKs) such as ERK, JNK, and p38. Moreover, the 6-shogaol-induced expressions of Nrf2 and HO-1 are attenuated by treatments of SB202190 (a p38 specific inhibitor) and LY294002 (an Akt specific inhibitor)^[4].

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

In Vivo

The Shogaol ([6]-Shogaol) decreases the diethylnitrosamine (DEN)-mediated elevations of serum aspartate transaminase and alanine transaminase as well as the DEN-induced hepatic lipid peroxidation. Inductions of Nrf2 and HO-1 by 6-shogaol are also confirmed in the mice. The administration of Shogaol ([6]-Shogaol) to the mice also restores the DEN-reduced activity and protein expression of hepatic antioxidant enzymes such as superoxide dismutase, glutathione peroxidase and catalase^[4].

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

Chemical Information

CAS. Nr. 555-66-8
Appearance Liquid (Density: 1.0448 g/cm³)
Molecular Weight 276.37
Formel C₁₇H₂₄O₃
Color Colorless to light yellow
SMILES

OC1=C(OC)C=C(CCC(/C=C/CCCCC)=O)C=C1
Synonyms

[6]-Shogaol; 6-Shogaol
Structure Classification
- Phenols
- Monophenols
Initial Source
Versand

Room temperature in continental US; may vary elsewhere.
Speicherung

4°C, protect from light

* In solvent : -80°C, 1 year; -20°C, 6 months (protect from light)

Publications (12)

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Bioact Mater

Lipidomic analysis of plant-derived extracellular vesicles for guidance of potential anti-cancer therapy. [Abstract]

2024 Dec 10:46:82-96. PMID: 39737211

Shogaol purchased from MedChemExpress. Usage Cited in: Bioact Mater. 2024 Dec 10:46:82-96. [Abstract]

High-performance liquid chromatography (HPLC) analysis to detect the presence of 6-gingerol, 8-gingerol, 10-gingerol, 6-shogaol (Shogaol), 8-shogaol, and 10-shogaol in GEVs-derived lipid contents.

Shogaol purchased from MedChemExpress. Usage Cited in: Bioact Mater. 2024 Dec 10:46:82-96. [Abstract]

Relative cell viability of B16F10 cells after 24 h incubation of 6-gingerol, 8-gingerol, 10-gingerol, 6-shogaol (Shogaol), 8-shogaol, and 10-shogaol of different concentrations (0, 5, 10, 50, 100, 200 μM) as determined by the CCK-8 assay.
Acta Pharm Sin B

Chrysin serves as a novel inhibitor of DGK α/FAK interaction to suppress the malignancy of esophageal squamous cell carcinoma (ESCC). [Abstract]

2021 Jan;11(1):143-155. PMID: 33532186
Food Chem

Conversion of gingerols to shogaols in ginger (Zingiber officinale roscoe) by puffing. [Abstract]

2024 Sep 15:452:139425. PMID: 38744128
J Pharm Anal

Ginger protects against vein graft remodeling by precisely modulating ferroptotic stress in vascular smooth muscle cell dedifferentiation. [Abstract]

2025 Feb;15(2):101053. PMID: 39974619

Shogaol purchased from MedChemExpress. Usage Cited in: J Pharm Anal. 2025 Feb;15(2):101053. [Abstract]

Like ginger, both 6-gingerol and 6-shogaol (Shogaol, 6 μM) could inhibit the proliferation of dedifferentiated VSMCs.

Shogaol purchased from MedChemExpress. Usage Cited in: J Pharm Anal. 2025 Feb;15(2):101053. [Abstract]

Like ginger, both 6-gingerol and 6-shogaol (Shogaol, 6 μM) could inhibit the migration of dedifferentiated VSMCs.

Shogaol purchased from MedChemExpress. Usage Cited in: J Pharm Anal. 2025 Feb;15(2):101053. [Abstract]

They were also capable of promoting the expression of the contractile marker ⍺-SMA and inhibiting the expression of the synthetic markers OPN and vimentin. Indicated that 6-gingerol and 6-shogaol (Shogaol, 6 μM, 24 h) could also inhibit VSMC dedifferentiation.
PLoS Biol

Molecular mechanism of the tree shrew's insensitivity to spiciness. [Abstract]

2018 Jul 12;16(7):e2004921. PMID: 30001322
Phytother Res

6-Shogaol Reduces Renal Macrophage Infiltration by Targeting the STING Pathway to Alleviate Cisplatin Induced Renal Injury. [Abstract]

2025 Jul 29. PMID: 40728195
Microorganisms

The Effect of Variations in Temperature and Contact Time of Zingerone, [6]-Gingerol and Shogaol as Disinfectants on Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and Candida albicans. [Abstract]

2026 Feb 26;14(3):539. PMID: 41900299
Neurochem Res

6-Shogaol Alleviates Post-Cardiopulmonary Resuscitation Brain Injury in Rats by Regulating the miRNA-26a-5p/DAPK1. [Abstract]

2025 Dec 1;51(1):8. PMID: 41324695
ChemMedChem

Machine Learning-Driven Discovery of Structurally Related Natural Products as Activators of the Cardiac Calcium Pump SERCA2a. [Abstract]

2025 Jan 23:e202400913. PMID: 39853697
Vet Parasitol

Inhibiting thioredoxin glutathione reductase is a promising approach to controlling Cryptocaryon irritans infection in fish. [Abstract]

2023 Aug:320:109972. PMID: 37385103
Chronobiol Int

Metabolic effects of ginger are chronodependent in a murine model. [Abstract]

2026 Mar 5:1-16. PMID: 41787251
Research Square Preprint

2021 Jul.

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : ≥ 50 mg/mL (180.92 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

3.6183 mL

18.0917 mL

36.1834 mL

5 mM

0.7237 mL

3.6183 mL

7.2367 mL

10 mM

0.3618 mL

1.8092 mL

3.6183 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, 1 year; -20°C, 6 months (protect from light). When stored at -80°C, please use it within 1 year. When stored at -20°C, please use it within 6 months.

Molaritätsrechner

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

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

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 (9.05 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 (9.05 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 (9.05 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

Protokoll

Cell Assay^[4]

The effects of 6-shogaol on the viability of HepG2 cells are determined by a MTT assay after 24 h treatment. The data are expressed as percent cell viability compared to that of control. The concentrations of the treatments 6-shogaol varied from 10 to 100 μg/mL^[4].

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

Animal Administration^[4]

Mice: Male Balb/c mice are treated with 6-shogaol-rich ginger extracts (10 and 100 mg/kg b.w.) or silymarin (100 mg/kg b.w.), a positive control, and challenged with diethyl-nitrosoamine (DEN, 30 mg/kg b.w.) 3 days per week for 3 weeks^[4].

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

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (273 KB)
SDS (392 KB)
- English - EN (392 KB)
- Français - FR (392 KB)
- Deutsch - DE (392 KB)
- Norwegian - NO (392 KB)
- Español - ES (392 KB)
- Swedish - SV (392 KB)
- Italian - IT (392 KB)
- Portuguese - PT (392 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)
Handling Instructions (2659 KB)

Verweise

[1]. Semwal RB, et al. Gingerols and shogaols: Important nutraceutical principles from ginger. Phytochemistry. 2015 Sep;117:554-68. [Content Brief]

[2]. Peng F, et al. Cytotoxic, cytoprotective and antioxidant effects of isolated phenolic compounds from fresh ginger. Fitoterapia. 2012 Apr;83(3):568-85. [Content Brief]

[3]. Sang S, et al. Increased growth inhibitory effects on human cancer cells and anti-inflammatory potency of shogaols from Zingiber officinale relative to gingerols. J Agric Food Chem. 2009 Nov 25;57(22):10645-50. [Content Brief]

[4]. Bak MJ, et al. 6-shogaol-rich extract from ginger up-regulated the antioxidant defense systems in cells and mice. Molecules. 2012 Jul 4;17(7):8037-55. [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

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	3.6183 mL	18.0917 mL	36.1834 mL	90.4584 mL
	5 mM	0.7237 mL	3.6183 mL	7.2367 mL	18.0917 mL
	10 mM	0.3618 mL	1.8092 mL	3.6183 mL	9.0458 mL
	15 mM	0.2412 mL	1.2061 mL	2.4122 mL	6.0306 mL
	20 mM	0.1809 mL	0.9046 mL	1.8092 mL	4.5229 mL
	25 mM	0.1447 mL	0.7237 mL	1.4473 mL	3.6183 mL
	30 mM	0.1206 mL	0.6031 mL	1.2061 mL	3.0153 mL
	40 mM	0.0905 mL	0.4523 mL	0.9046 mL	2.2615 mL
	50 mM	0.0724 mL	0.3618 mL	0.7237 mL	1.8092 mL
	60 mM	0.0603 mL	0.3015 mL	0.6031 mL	1.5076 mL
	80 mM	0.0452 mL	0.2261 mL	0.4523 mL	1.1307 mL
	100 mM	0.0362 mL	0.1809 mL	0.3618 mL	0.9046 mL

Keywords

Shogaol

12 Cited Publications

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Shogaol

Immunology/Inflammation Compound Library

Natural Product Library

Autophagy Compound Library

Ferroptosis Compound Library

Medicine Food Homology Compound Library

Phenols Library

Traditional Chinese Medicine Active Compound Library

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Anti-inflammatory Traditional Chinese Medicine Active Compound Library

Plant-Sourced Natural Product Library

Cell Death Library

Bioactive Compound Library Max

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Natural Product and Natural Product-Like Compound Library

Bioactive Compound Library

Miao Ethnicity Medicine Compound Library

RO5 Drug-like Natural Product Library

High-Throughput Bioactive Compound Library

High-Throughput Natural Product Library

Ancient Chinese Classical Formulas Traditional Chinese Medicine Active Compound Library

Antitussive and Antiasthmatic Traditional Chinese Medicine Active Compound Library

Diarrhea-Related Traditional Chinese Medicine Active Compound Library

Mongolian Medicine Compound Library

Tonifying Traditional Chinese Medicine Monomer Compound Library

Mass Spectrometry Natural Product Library

Publications Citing Use of MedChemExpress (MCE) Shogaol

Biologische Aktivität

Chemical Information

Publications (12)

Lösungsmittel & Löslichkeit

Protokoll

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

Shogaol

Immunology/Inflammation Compound Library

Natural Product Library

Autophagy Compound Library

Ferroptosis Compound Library

Medicine Food Homology Compound Library

Phenols Library

Traditional Chinese Medicine Active Compound Library

Food-Sourced Compound Library

Anti-inflammatory Traditional Chinese Medicine Active Compound Library

Plant-Sourced Natural Product Library

Cell Death Library

Bioactive Compound Library Max

MCE Bioactive Compound Library

Natural Product Library Plus

Natural Product and Natural Product-Like Compound Library

Bioactive Compound Library

Miao Ethnicity Medicine Compound Library

RO5 Drug-like Natural Product Library

High-Throughput Bioactive Compound Library

High-Throughput Natural Product Library

Ancient Chinese Classical Formulas Traditional Chinese Medicine Active Compound Library

Antitussive and Antiasthmatic Traditional Chinese Medicine Active Compound Library

Diarrhea-Related Traditional Chinese Medicine Active Compound Library

Mongolian Medicine Compound Library

Tonifying Traditional Chinese Medicine Monomer Compound Library

Mass Spectrometry Natural Product Library

Publications Citing Use of MedChemExpress (MCE) Shogaol

Biologische Aktivität

Chemical Information

Publications (12)

Lösungsmittel & Löslichkeit

Protokoll

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

Shogaol Related Classifications

Art. -Nr.: HY-14616