Pterostilbene

• CAS: 537-42-8
• Catalog Number: ACM537428-2
• Category: Material of Cosmetics
• Molecular Weight: 256.3
• Molecular Formula: C16H16O3
• Description: Pterostilbene is a stilbenoid chemically related to resveratrol. In plants, it serves a defensive phytoalexin role.
• Synonyms: 3,5-Dimethoxy-4'-hydroxystilbene
• IUPAC Name: 4-[(E)-2-(3,5-Dimethoxyphenyl)ethenyl]phenol
• SMILES: COC1=CC(=CC(=C1)C=CC2=CC=C(C=C2)O)OC
• InChI: InChI=1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3+
• InChI Key: VLEUZFDZJKSGMX-ONEGZZNKSA-N
• Boiling Point: 420.4±35.0 °C
• Melting Point: 89-92 °C
• Flash Point: 208.1ºC
• Density: 1.169±0.06 g/cm³
• Appearance: Off-white crystalline powder
• Effective Constituent: Pterostilbene
• Exact Mass: 256.109944368
• Hazard Codes: Xi
• HS Code: 2909500000
• Isomeric SMILES: COC1=CC(=CC(=C1)/C=C/C2=CC=C(C=C2)O)OC
• LogP: 3.57980
• MDL Number: MFCD00238710
• Monoisotopic Mass: 256.109944368
• Physical State: Solid
• PSA: 38.69
• Refractive Index: 1.639
• RIDADR: UN 3077
• Storage Conditions: 2-8 °C
• Topological Polar Surface Area: 38.7 Ų
• Vapor Pressure: 1.15E-07mmHg at 25°C

Case Study

Pterostilbene Metabolite Pinostilbene for the Inhibition of Aldose Reductase and α-Glucosidase

Jiang L, et al. RSC Advances, 2025, 15(31), 25579-25585.

This study investigated the inhibitory effects of pterostilbene and its metabolite pinostilbene on two key enzymes associated with diabetic complications, aldose reductase and α-glucosidase. Enzyme inhibition assays were first performed to evaluate the inhibitory potency of both compounds. The kinetic behavior of inhibition was subsequently analyzed using enzyme kinetics models to determine the inhibition type. Pinostilbene exhibited significantly stronger inhibitory activity, with IC₅₀ values of 55.41 ± 4.31 μM for aldose reductase and 11.69 ± 0.888 μM for α-glucosidase, and acted through a non-competitive inhibition mechanism. Molecular docking simulations were further applied to characterize the binding interactions, revealing that pinostilbene binds outside the catalytic sites of both enzymes through van der Waals, π-anion, and π-alkyl interactions. These experimental findings demonstrate that metabolic transformation of pterostilbene enhances its enzyme inhibitory activity, providing mechanistic insight for the development of antidiabetic functional ingredients or therapeutic agents.

Pterostilbene for the Inhibition of Ferritinophagy-Mediated Ferroptosis in Intervertebral Disc Degeneration

Song Z, et al. Phytomedicine, 2026, 158051.

This study evaluated the protective effects of pterostilbene (PTE) against oxidative stress-induced ferroptosis in nucleus pulposus cells (NPCs) and investigated its therapeutic potential for intervertebral disc degeneration (IVDD). NPCs were pretreated with PTE prior to tert-butyl hydroperoxide (TBHP) exposure to induce oxidative stress. RNA sequencing, biochemical assays, and ferroptosis-related marker analyses were conducted to elucidate the molecular mechanisms. Functional validation was further performed using lentiviral overexpression and siRNA knockdown to investigate the involvement of the NRF2/NCOA4/FTH1 signaling pathway. To enhance bioavailability, PTE was encapsulated into nanoliposomes (PTE-LIP) and administered intradiscally in a puncture-induced rat IVDD model. Radiographic imaging, histological staining, and immunohistochemistry were employed to evaluate therapeutic outcomes. The results demonstrated that PTE inhibited ferritinophagy-mediated ferroptosis and preserved extracellular matrix homeostasis, highlighting its potential as a nanotherapeutic strategy for IVDD treatment.

Custom Q&A

What is the molecular formula of Pterostilbene?

The molecular formula of Pterostilbene is C16H16O3.

What is the molecular weight of Pterostilbene?

The molecular weight of Pterostilbene is 256.30 g/mol.

What are the synonyms of Pterostilbene?

The synonyms of Pterostilbene are trans-pterostilbene, 4-(3,5-Dimethoxystyryl)phenol, and (E)-4-(3,5-dimethoxystyryl)phenol.

Is Pterostilbene a natural product?

Yes, Pterostilbene is a natural product found in Vitis rupestris, Pterocarpus marsupium, and other organisms.

What are the potential benefits of Pterostilbene?

Pterostilbene has potential antioxidant, anti-inflammatory, pro-apoptotic, antineoplastic, and cytoprotective activities.

How does Pterostilbene exert its antioxidant activity?

Pterostilbene exerts its antioxidant activity by scavenging reactive oxygen species (ROS) and preventing oxidative stress and ROS-induced cell damage.

Does Pterostilbene activate any specific pathway?

Pterostilbene may activate the nuclear factor erythroid 2-related factor 2 (Nrf2)-mediated pathway and increase the expression of various antioxidant enzymes.

Does Pterostilbene have any anti-inflammatory effects?

Yes, Pterostilbene can reduce the expression of various inflammatory mediators and inhibit inflammation.

How does Pterostilbene affect signaling pathways involved in cancer?

Pterostilbene can inhibit or prevent the activation of signaling pathways involved in carcinogenesis and increase the expression of tumor suppressor genes while decreasing expression of certain tumor promoting genes.

Does Pterostilbene induce apoptosis in tumor cells?

Yes, Pterostilbene directly induces apoptosis in tumor cells.

Synthetic Use

Upstream Synthesis Route 1

• 441351-31-1

• 537-42-8

Reference: [1]Bioorganic and Medicinal Chemistry Letters,2006,vol. 16,p. 5767 - 5772
[2]Journal of Medicinal Chemistry,2002,vol. 45,p. 2534 - 2542
[3]Journal of Medicinal Chemistry,2003,vol. 46,p. 3546 - 3554

Upstream Synthesis Route 2

• 848487-76-3

• 537-42-8

Reference: [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 1292 - 1295
[2]Journal of Medicinal Chemistry,2012,vol. 55,p. 883 - 892
[3]Medicinal Chemistry Research,2016,vol. 25,p. 627 - 643

Downstream Synthesis Route 1

• 537-42-8
• 74-88-4

• 22255-22-7

Reference: [1]Bioorganic and Medicinal Chemistry Letters,2006,vol. 16,p. 5767 - 5772
[2]Patent: WO2008/70872,2008,A1 .Location in patent: Page/Page column 26-27

* For details of the synthesis route, please refer to the original source to ensure accuracy.