Cat Number: PIPE-0821

Isoginkgetin

CAS Number

548-19-6

Synonyms

2-(4-Methoxyphenyl)-5,7-dihydroxy-8-[2-methoxy-5-(4-oxo-5,7-dihydroxy-4H-1-benzopyran-2-yl)phenyl]-4H-1-benzopyran-4-one

Molecular Formula

C32H22O10

Molecular Weight

566.51

Smiles

C1(C2=CC=C(OC)C=C2)OC2=C(C3=CC(C4OC5=CC(O)=CC(O)=C5C(=O)C=4)=CC=C3OC)C(O)=CC(O)=C2C(=O)C=1

InChIKey

HUOOMAOYXQFIDQ-UHFFFAOYSA-N

Appearance

White powder

pKa

6.16±0.40

Storage

2-8℃

Melting Point

355℃

Boiling Point

843.6±65.0 ℃

Relative Density

1.506

Chemical Structure

Isoginkgetin1.png

General Description

Isoginkgetin is a naturally occurring biflavonoid extracted mainly from Ginkgo biloba leaves. Isoginkgetin has been found to possess significant activity in various pharmacological studies.

Mechanism of Action

Isoginkgetin displays its strong antioxidant properties mainly through strong free radical scavenging and inhibition of several critical pathways. Isoginkgetin inhibits MMP-9 activity, which can help reduce tissue degradation in inflammatory diseases. It is also known as a pre-mRNA splicing inhibitor. It can influence gene expression involved in cell proliferation and stress responses. The combined effects of isoginkgetin can help reduce oxidative stress and inflammation, thus protecting cells and maintaining metabolic balance.

Application

Isoginkgetin has been demonstrated to have therapeutic potential for the treatment of osteoarthritis and as a prophylactic against metabolic cardiomyopathy. The compound has shown potential for various types of cancer, such as myeloma, breast cancer, and cervical cancer. Being a naturally sourced active molecule, Isoginkgetin can be used as a nutraceutical, pharmaceutical, and cosmetic ingredient for the management of inflammation, anti-aging, and metabolic or degenerative disorders.

Scientific Support Content

Isoginkgetin (IGK), a natural biflavonoid extracted from the Ginkgo biloba plant, is a powerful, non-toxic small-molecule activator of the Nrf2/ARE antioxidant pathway for the prevention and treatment of obesity-induced metabolic cardiomyopathy. IGK inserts into the Keap1–Nrf2 pocket, with 6 stable hydrogen bonds between the two proteins, to inhibit the ubiquitin-proteasomal degradation of Nrf2, to extend Nrf2 half-life and to induce its nuclear translocation. This robustly augments transcription of cytoprotective genes (HO-1, NQO1, GSTP1), leading to suppression of oxidative stress and restoration of mitochondrial respiratory chain complexes I–V, enhancement of ATP supply, and reduction of myocardial lipid accumulation and ROS.
IGK reversed high-fat-fed mouse diastolic dysfunction and cardiac hypertrophy and fibrosis without affecting body weight or blood glucose. In vitro, IGK blunted palmitate-induced cardiomyocyte hypertrophy, mitochondrial depolarization and respiratory depression in a Nrf2-dependent manner. These data support the further development of IGK as a safe, natural, first-in-class small-molecule drug candidate for lipotoxic cardiomyopathy and other oxidative-stress related disorders.

Scientific Support Picture

Isoginkgetin2.png

Scientific Support alt

Fig. 1 Isoginkgetin preserves mitochondrial function. (Xu M.; et al. 2025)

Scientific Support Reference

Xu M, et al, Isoginkgetin protects chondrocytes and inhibits osteoarthritis through NF-κB and P21 signaling pathway. Molecular Medicine, 2025, 31(1): 246.

Advanced Innovations

Isoginkgetin - Protheragen

Advanced Innovations Content

Yu H et al. designed a ROS-responsive nanodelivery system (IGK@SeNP) for the treatment of intervertebral disc degeneration (IDD), integrating ROS scavenging and autophagy-promoting.
The researchers first synthesized diselenide-incorporated nanoparticles (SeNPs) with micelle-forming ability and encapsulated isoginkgetin (IGK), a natural flavonoid, known to exhibit autophagy-enhancing and ROS-scavenging activities. The resultant IGK@SeNPs remain stable under physiological conditions but release IGK swiftly upon exposure to high ROS levels as seen in degenerated discs. In vitro studies confirmed the biocompatibility of IGK@SeNPs, their effective uptake by NPCs, and significant reductions in ROS. In a rat IDD model, IGK@SeNP treatment effectively preserved disc height, enhanced MRI signals, and maintained tissue structure compared to IGK or SeNP alone. Histological and immunochemical analyses revealed reduced ECM degradation and apoptosis in the IGK@SeNP group.

Advanced Innovations Picture

Isoginkgetin3.png

Advanced Innovations alt

Fig. 2 Isoginkgetin‑loaded nanoparticles for the treatment of IDD. (Yu H.; et al. 2023)

Advanced Innovations Reference

Yu H, et al, Isoginkgetin-loaded reactive oxygen species scavenging nanoparticles ameliorate intervertebral disc degeneration via enhancing autophagy in nucleus pulposus cells. Journal of Nanobiotechnology, 2023, 21(1): 99.

FAQs

[{
"question": "What is the primary source of Isoginkgetin?",
"answer": "Isoginkgetin is obtained mainly from the leaves of Ginkgo biloba."
},
{
"question": "What is the primary mechanism of action of Isoginkgetin?",
"answer": "Isoginkgetin is a potential activator of the Nrf2/ARE antioxidant pathway."
},
{
"question": "Is Isoginkgetin anti-inflammatory?",
"answer": "Yes, numerous studies have shown that Isoginkgetin has anti-inflammatory effects."
},
{
"question": "What are the major research uses for Isoginkgetin?",
"answer": "Major research uses include osteoarthritis, metabolic cardiomyopathy, and oncology."
}
]