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Cat. No.: HY-122416

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6,8-Diprenylnaringenin

Name: 6,8-Diprenylnaringenin
Brand: MedChemExpress
SKU: HY-122416
Availability: PreOrder

(Synonyms: Lonchocarpol A; Senegalensin)

6,8-Diprenylnaringenin (Lonchocarpol A; Senegalensin) is a potent BCRP/ABCG2 inhibitor (IC₅₀ = 0.410 μM) and a non-competitive allosteric PTP1B inhibitor (IC₅₀ = 1.04 μM; K_i = 1.56 μM) that is isolated from Humulus lupulus. 6,8-Diprenylnaringenin produces non-competitive allosteric inhibition by locking the WPD catalytic loop of PTP1B in an inactive open conformation, while simultaneously binding to and inhibiting the ABCG2 drug efflux pump. 6,8-Diprenylnaringenin also exhibits antibacterial activity against MRSA (MIC = 6-13 μM) and antioxidant activity. 6,8-Diprenylnaringenin is used in research on type 2 diabetes, obesity, MRSA infection, and atherosclerosis.

For research use only. We do not sell to patients.

CAS No.: 68236-11-3
Formula: C₂₅H₂₈O₅
Molecular Weight:408.49

Storage:

Please store the product under the recommended conditions in the Certificate of Analysis.

Data Sheet (274 KB)

6,8-Diprenylnaringenin Chemical Structure

CAS No.: 68236-11-3

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Top Publications Citing

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Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- IC₅₀ & Target
- Cellular Effect
- In Vitro
Chemical Information
Purity & Documentation
References
Calculators
Help & FAQs
Classifications
Bioz

Biological Activity

Description

IC₅₀ & Target

^[1]

PTP1B

1.04 μM (IC₅₀)

All Endogenous Metabolite Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
L1210	IC₅₀	>10 μg/mL Compound: lonchocarpol A	Cytotoxicity against mouse L1210 cells by MTT assay Cytotoxicity against mouse L1210 cells by MTT assay	[PMID: 9599265]
L1210	IC₅₀	10 μg/mL Compound: lonchocarpol A	Cytotoxicity against mouse L1210 cells after 24 hrs by trypan blue assay Cytotoxicity against mouse L1210 cells after 24 hrs by trypan blue assay	[PMID: 9599265]

In Vitro

Oxidative StressLipid MetabolismBacterial InfectionOthers

Oxidative Stress

Lipid Metabolism

6,8-Diprenylnaringenin (Lonchocarpol A; Senegalensin) (5-25 μM; 5-24 h) inhibits Cu²⁺-mediated lipid peroxidation, conjugated diene, and TBARS formation in human low-density lipoprotein (LDL)^[3].

Bacterial Infection

6,8-Diprenylnaringenin (33.1-50 μM; 24 h) exhibits potent anti-MRSA activity against MRSA 18HN, with an MIC of 6-13 μg/mL and an MBC of 13 μg/mL^[2].

Others

6,8-Diprenylnaringenin (0.05-100 μM; 10 min pretreatment, 5 min reaction) effectively inhibits recombinant human PTP1B in a non-competitive manner, with an IC₅₀ of 1.04 μM and a K_i of 1.56 μM^[1].
6,8-Diprenylnaringenin (1 μM; pretreatment for 15 min, co-incubation for 90 min) inhibits Mitoxantrone (HY-13502) efflux and increases its intracellular accumulation in ABCG2-overexpressing HEK293 cells^[4].
6,8-Diprenylnaringenin (20 min) inhibits ABCG2-mediated ³H-methotrexate transport in Sf9/ABCG2 membrane vesicles with an IC₅₀ of 0.410 μM^[4].
6,8-Diprenylnaringenin inhibits reductive HS-OR activity in enzyme preparations derived from T-47D cells, demonstrating its anti-estrogenic mechanism of action^[5].

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

Related Protocols :

Chemical Information

CAS No. 68236-11-3
Molecular Weight 408.49
Formula C₂₅H₂₈O₅
SMILES

O=C1C[C@H](OC2=C(C(O)=C(C(O)=C12)C/C=C(C)\C)C/C=C(C)\C)C3=CC=C(C=C3)O
Synonyms

Lonchocarpol A; Senegalensin
Structure Classification
- Flavonoids
- Flavonones
- Phenols
- Polyphenols
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (274 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)

References

[1]. Kamel EM, et al. Repurposing dual-C-prenylated flavonoids as potent allosteric inhibitors of PTP1B: Integrated phytochemical, enzymological, and in silico evidence. International journal of biological macromolecules. 2025 Jun;316(Pt 1):144808.

[2]. Ritsema JH. Effective membrane permeabilization of methicillin-resistant Staphylococcus aureus by prenylated phenolics. Journal of Natural Products. 2025 Aug 19;88(9):2065.

[3]. Miranda CL, et al. Antioxidant and prooxidant actions of prenylated and nonprenylated chalcones and flavanones in vitro. Journal of agricultural and food chemistry. 2000 Sep;48(9):3876-84.

[4]. Tan KW, et al. Hop-derived prenylflavonoids are substrates and inhibitors of the efflux transporter breast cancer resistance protein (BCRP/ABCG2). Molecular nutrition & food research. 2014 Nov;58(11):2099-110. [Content Brief]

[5]. Coldham NG, et al. Identification, quantitation and biological activity of phytoestrogens in a dietary supplement for breast enhancement. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2001 Dec;39(12):1211-24.

Calculators

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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.

Bioz

MOQ

Minimum order quantity

100 mg

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Biological Activity
- Description
- IC₅₀ & Target
- In Vitro
Chemical Information
Purity & Documentation
References

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6,8-Diprenylnaringenin

All Endogenous Metabolite Isoforms