Cat. No.: HY-119970

Helenalin

6 Cited Publications

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Based on 6 publication(s) in Google Scholar

Helenalin is an anti-inflammatory sesquiterpene lactone. Helenalin selectively inhibits transcription factor NF-κB by directly targeting p65. Helenalin has alkylating activity, targets the cysteine sulfhydryl groups in the p65 subunit of NF-κB, thereby inhibits its DNA binding.

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Pureté: 99.90%
CAS No.: 6754-13-8
Formule: C₁₅H₁₈O₄
Masse moléculaire:262.30

Stockage:

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

Helenalin Chemical Structure

CAS No.: 6754-13-8

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Activité biologique
- Description
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Publications (6)
Solvant et solubilité
- In Vitro
Pureté et documentation
Références
Help & FAQs
Classifications
Bioz

Activité biologique

Description

Voir tous les produits spécifiques à Isoform NF-κB :

Cellular Effect

Cell Line	Type	Value	Description	References
A-431	IC₅₀	0.8 μM Compound: helenalin	Cytotoxicity against human A431 cells after 72 hrs by [3H]thymidine incorporation assay Cytotoxicity against human A431 cells after 72 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
A-431	IC₅₀	0.9 μM Compound: helenalin	Cytotoxicity against human A431 cells after 24 hrs by [3H]thymidine incorporation assay Cytotoxicity against human A431 cells after 24 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
A-431	IC₅₀	0.9 μM Compound: helenalin	Cytotoxicity against human A431 cells after 48 hrs by [3H]thymidine incorporation assay Cytotoxicity against human A431 cells after 48 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
HCT-15	IC₅₀	0.29 μM Compound: Helenalin	Cytotoxicity against human HCT15 cells assessed as growth inhibition after 48 hrs by SRB assay Cytotoxicity against human HCT15 cells assessed as growth inhibition after 48 hrs by SRB assay	[PMID: 22574648]
HeLa	EC₅₀	0.7 μM Compound: Helenalin	Cytotoxicity against human HeLa cells by MTT assay Cytotoxicity against human HeLa cells by MTT assay	[PMID: 28958621]
HEp-2	ED₅₀	0.08 μg/mL Compound: 1	Cytotoxicity against human Hep2 cells assessed as growth inhibition by microtiter method Cytotoxicity against human Hep2 cells assessed as growth inhibition by microtiter method	[PMID: 671468]
HEp-2	ED₅₀	0.08 μg/mL Compound: 1	Cytotoxicity against human Hep2 cells assessed a growth inhibition by rapid microtiter technique Cytotoxicity against human Hep2 cells assessed a growth inhibition by rapid microtiter technique	[PMID: 691008]
HEp-2	ED₅₀	0.083 μg/mL Compound: 2	Antiproliferative activity against human Hep2 cells Antiproliferative activity against human Hep2 cells	10.1039/C2MD20172K
HEp-2	ED₅₀	0.083 μg/mL Compound: Helenalin	Cytotoxicity against human Hep2 cells assessed as growth inhibition Cytotoxicity against human Hep2 cells assessed as growth inhibition	10.1039/C0MD00241K
HEp-2	ED₅₀	0.1 μg/mL Compound: 1	Cytotoxicity against human Hep2 cells Cytotoxicity against human Hep2 cells	[PMID: 845864]
HEp-2	IC₅₀	0.8 μM Compound: helenalin	Cytotoxicity against human HEP2 cells after 72 hrs by [3H]thymidine incorporation assay Cytotoxicity against human HEP2 cells after 72 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
HEp-2	IC₅₀	0.9 μM Compound: helenalin	Cytotoxicity against human HEP2 cells after 24 hrs by [3H]thymidine incorporation assay Cytotoxicity against human HEP2 cells after 24 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
HEp-2	IC₅₀	0.9 μM Compound: helenalin	Cytotoxicity against human HEP2 cells after 48 hrs by [3H]thymidine incorporation assay Cytotoxicity against human HEP2 cells after 48 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
HepG2	ED₅₀	0.08 μg/mL Compound: 5	Cytotoxicity against human HepG2 cells Cytotoxicity against human HepG2 cells	[PMID: 20187635]
HL-60	IC₅₀	0.32 μM Compound: helenalin	Cytotoxicity against human HL-60 cells after 5 hrs by MTT assay Cytotoxicity against human HL-60 cells after 5 hrs by MTT assay	[PMID: 10425121]
HL-60	IC₅₀	0.7 μM Compound: helenalin	Cytotoxicity against human HL60 after 20 hrs by WST1 assay Cytotoxicity against human HL60 after 20 hrs by WST1 assay	[PMID: 16499337]
HL-60	IC₅₀	4 μM Compound: Helenalin	Inhibition of telomerase in human HL60 cells by TRAP assay Inhibition of telomerase in human HL60 cells by TRAP assay	10.1039/C0MD00241K
Jurkat	IC₅₀	0.03 μg/mL Compound: Helenalin	Cytotoxicity against human Jurkat T cells Cytotoxicity against human Jurkat T cells	[PMID: 15104480]
Jurkat	IC₅₀	0.46 μM Compound: helenalin	Cytotoxicity against human Jurkat T cells after 20 hrs by WST1 assay Cytotoxicity against human Jurkat T cells after 20 hrs by WST1 assay	[PMID: 16499337]
Jurkat	IC₅₀	4 μM Compound: Helenalin	Inhibition of telomerase in human Jurkat cells by TRAP assay Inhibition of telomerase in human Jurkat cells by TRAP assay	10.1039/C0MD00241K
K562	IC₅₀	0.28 μM Compound: Helenalin	Cytotoxicity against human K562 cells assessed as growth inhibition after 48 hrs by SRB assay Cytotoxicity against human K562 cells assessed as growth inhibition after 48 hrs by SRB assay	[PMID: 22574648]
KB	ED₅₀	0.2 μg/mL Compound: 15, Helenalin	Cytotoxicity against human KB cells Cytotoxicity against human KB cells	[PMID: 17336532]
KB	ED₅₀	0.76 μM Compound: Helenalin	Cytotoxicity against human KB cells Cytotoxicity against human KB cells	[PMID: 18329753]
MCF7	IC₅₀	0.5 μM Compound: helenalin	Cytotoxicity against human MCF7 cells after 48 hrs by [3H]thymidine incorporation assay Cytotoxicity against human MCF7 cells after 48 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
MCF7	IC₅₀	0.7 μM Compound: helenalin	Cytotoxicity against human MCF7 cells after 72 hrs by [3H]thymidine incorporation assay Cytotoxicity against human MCF7 cells after 72 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
MCF7	IC₅₀	0.8 μM Compound: helenalin	Cytotoxicity against human MCF7 cells after 24 hrs by [3H]thymidine incorporation assay Cytotoxicity against human MCF7 cells after 24 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
OVCAR-3	IC₅₀	1.4 μM Compound: helenalin	Cytotoxicity against human OVCAR-3 cells after 24 hrs by [3H]thymidine incorporation assay Cytotoxicity against human OVCAR-3 cells after 24 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
OVCAR-3	IC₅₀	1.6 μM Compound: helenalin	Cytotoxicity against human OVCAR-3 cells after 48 hrs by [3H]thymidine incorporation assay Cytotoxicity against human OVCAR-3 cells after 48 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
OVCAR-3	IC₅₀	1.7 μM Compound: helenalin	Cytotoxicity against human OVCAR-3 cells after 72 hrs by [3H]thymidine incorporation assay Cytotoxicity against human OVCAR-3 cells after 72 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
Platelet	IC₅₀	4.28 μM Compound: 44	Inhibition of serotonin release in bovine platelets Inhibition of serotonin release in bovine platelets	[PMID: 18271521]
SK-LU-1	IC₅₀	0.21 μM Compound: Helenalin	Cytotoxicity against human SKLU1 cells assessed as growth inhibition after 48 hrs by SRB assay Cytotoxicity against human SKLU1 cells assessed as growth inhibition after 48 hrs by SRB assay	[PMID: 22574648]
SK-MEL-28	IC₅₀	0.5 μM Compound: helenalin	Cytotoxicity against human SK MEL28 cells after 72 hrs by [3H]thymidine incorporation assay Cytotoxicity against human SK MEL28 cells after 72 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
SK-MEL-28	IC₅₀	0.9 μM Compound: helenalin	Cytotoxicity against human SK MEL28 cells after 48 hrs by [3H]thymidine incorporation assay Cytotoxicity against human SK MEL28 cells after 48 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
SK-MEL-28	IC₅₀	1.3 μM Compound: helenalin	Cytotoxicity against human SK MEL28 cells after 24 hrs by [3H]thymidine incorporation assay Cytotoxicity against human SK MEL28 cells after 24 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
SW872	IC₅₀	1.2 μM Compound: helenalin	Cytotoxicity against human SW872 cells after 48 hrs by [3H]thymidine incorporation assay Cytotoxicity against human SW872 cells after 48 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
SW872	IC₅₀	1.2 μM Compound: helenalin	Cytotoxicity against human SW872 cells after 72 hrs by [3H]thymidine incorporation assay Cytotoxicity against human SW872 cells after 72 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
SW872	IC₅₀	1.4 μM Compound: helenalin	Cytotoxicity against human SW872 cells after 24 hrs by [3H]thymidine incorporation assay Cytotoxicity against human SW872 cells after 24 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
ZR-75-1	IC₅₀	0.7 μM Compound: helenalin	Cytotoxicity against human ZR-75-1 cells after 24 hrs by [3H]thymidine incorporation assay Cytotoxicity against human ZR-75-1 cells after 24 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
ZR-75-1	IC₅₀	0.8 μM Compound: helenalin	Cytotoxicity against human ZR-75-1 cells after 48 hrs by [3H]thymidine incorporation assay Cytotoxicity against human ZR-75-1 cells after 48 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]
ZR-75-1	IC₅₀	1.1 μM Compound: helenalin	Cytotoxicity against human ZR-75-1 cells after 72 hrs by [3H]thymidine incorporation assay Cytotoxicity against human ZR-75-1 cells after 72 hrs by [3H]thymidine incorporation assay	[PMID: 10425121]

In Vitro

Helenalin (10 μM; 20-120 minutes) causes complete inhibition of NF-κB DNA binding after 80 minutes^[1].
? The anti-inflammatory, anti-carcinogenic phytochemical, Helenalin is a potent inhibitor of periodic Skp2 accumulation, an F-box protein mediating SCF E3 ligase ubiquitylation and degradation of both CKIs during S phase progression^[3].

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

Western Blot Analysis^[1]

Cell Line:

Jurkat T cells
Concentration:

10 μM
Incubation Time:

20-120 minutes
Result:

Caused complete inhibition of NF-κB DNA binding after 80 minutes.

In Vivo

Helenalin (25 mg/kg; i.p.; 6 to 12 hours) administers to immature male ICR mice caused a rapid decrease in hepatic glutathione levels^[2].

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

Animal Model:

Immature male ICR mice^[2]
Dosage:

25 mg/kg
Administration:

i.p.; 6 to 12 hours
Result:

Caused a rapid decrease in hepatic glutathione levels.

Chemical Information

CAS No. 6754-13-8
Appearance Solid
Masse moléculaire 262.30
Formule C₁₅H₁₈O₄
Color White to light yellow
SMILES

O[C@H]1[C@]2([H])C(C(O[C@@]2(C[C@H]([C@@]([H])([C@]13C)C=CC3=O)C)[H])=O)=C
Structure Classification
- Terpenoids
- Sesquiterpenes
Initial Source
- Plants
- other families
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 (6)

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Journal Impact Factor

Nat Aging

Activation of AMPK by GLP-1R agonists mitigates Alzheimer-related phenotypes in transgenic mice. [Abstract]

2025 Jun;5(6):1097-1113. PMID: 40394225
Front Immunol

CCR2+ Macrophages Promote Orthodontic Tooth Movement and Alveolar Bone Remodeling. [Abstract]

2022 Feb 4;13:835986. PMID: 35185928
J Autoimmun

RNA-binding protein hnRNP UL1 binds κB sites to attenuate NF-κB-mediated inflammation. [Abstract]

2022 May;129:102828. PMID: 35429914
Mucosal Immunol

LECs regulate neutrophil clearance through IL-17RC/CMTM4/NF-κB axis at sites of inflammation or infection. [Abstract]

2024 May 14. PMID: 38754839
Exp Ther Med

Resolvin D2 suppresses NLRP3 inflammasome by promoting autophagy in macrophages. [Abstract]

2021 Nov;22(5):1222. PMID: 34603519
Can J Physiol Pharmacol

Trimethylamine N-oxide promotes hyperlipidemia acute pancreatitis via inflammatory response. [Abstract]

2022 Jan;100(1):61-67. PMID: 34793682

Solvant et solubilité

In Vitro:

DMSO : 100 mg/mL (381.24 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

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Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

3.8124 mL

19.0621 mL

38.1243 mL

5 mM

0.7625 mL

3.8124 mL

7.6249 mL

10 mM

0.3812 mL

1.9062 mL

3.8124 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)

Pureté et documentation

Select Batch:

Pureté: 99.98%

Assay: 99.98%

ee.: 99.98%

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COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
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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]. Merrill JC, et al. Role of glutathione in the toxicity of the sesquiterpene lactones hymenoxon and helenalin. J Toxicol Environ Health. 1988;23(2):159-69. [Content Brief]

[2]. Lyss G, et al. The anti-inflammatory sesquiterpene lactone helenalin inhibits the transcription factor NF-kappaB by directly targeting p65. J Biol Chem. 1998 Dec 11;273(50):33508-16. [Content Brief]

[3]. Fernandes KM, et al. Helenalin-mediated post-transcriptional regulation of p21(Cip1) inhibits 3T3-L1 preadipocyteproliferation. J Cell Biochem. 2008 Oct 15;105(3):913-21. [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	3.8124 mL	19.0621 mL	38.1243 mL	95.3107 mL
	5 mM	0.7625 mL	3.8124 mL	7.6249 mL	19.0621 mL
	10 mM	0.3812 mL	1.9062 mL	3.8124 mL	9.5311 mL
	15 mM	0.2542 mL	1.2708 mL	2.5416 mL	6.3540 mL
	20 mM	0.1906 mL	0.9531 mL	1.9062 mL	4.7655 mL
	25 mM	0.1525 mL	0.7625 mL	1.5250 mL	3.8124 mL
	30 mM	0.1271 mL	0.6354 mL	1.2708 mL	3.1770 mL
	40 mM	0.0953 mL	0.4766 mL	0.9531 mL	2.3828 mL
	50 mM	0.0762 mL	0.3812 mL	0.7625 mL	1.9062 mL
	60 mM	0.0635 mL	0.3177 mL	0.6354 mL	1.5885 mL
	80 mM	0.0477 mL	0.2383 mL	0.4766 mL	1.1914 mL
	100 mM	0.0381 mL	0.1906 mL	0.3812 mL	0.9531 mL

Keywords

Helenalin

6 Cited Publications

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Helenalin

MCE Bioactive Compound Library

Natural Product Library Plus

Publications Citing Use of MedChemExpress (MCE) Helenalin

Voir tous les produits spécifiques à Isoform NF-κB

Activité biologique

Chemical Information

Publications (6)

Solvant et solubilité

Pureté et documentation

Références

Help & FAQs

Complete Stock Solution Preparation Table

Helenalin

MCE Bioactive Compound Library

Natural Product Library Plus

Publications Citing Use of MedChemExpress (MCE) Helenalin

Voir tous les produits spécifiques à Isoform NF-κB

Activité biologique

Chemical Information

Publications (6)

Solvant et solubilité

Pureté et documentation

Références

Help & FAQs

Complete Stock Solution Preparation Table

Helenalin Related Classifications

HY-119970 Related Classifications