SMB00388

2,4,3′,5′-tetramethoxystilbene

≥98% (HPLC)

• Synonym(s): 2,4,3′,5′-tetramethoxystilbene, 1-[(1E)-2-(3,5-dimethoxyphenyl)ethenyl]-2,4-dimethoxy-benzene, 2,3′,4,5′-Tetramethoxystilbene
• Empirical Formula (Hill Notation): C₁₈H₂₀O₄
• CAS Number: 24144-92-1
• Molecular Weight: 300.35
• MDL number: MFCD03428621
• UNSPSC Code: 85151701
• PubChem Substance ID: 329824983
• NACRES: NA.79

Properties

• Quality Level: 200
• Assay: ≥98% (HPLC)
• form: powder
• technique(s): HPLC: suitable
• color: white to yellow
• storage temp.: −20°C
• SMILES string: COC1=CC(OC)=CC=C1/C=C/C2=CC(OC)=CC(OC)=C2
• InChI: 1S/C18H20O4/c1-19-15-8-7-14(18(12-15)22-4)6-5-13-9-16(20-2)11-17(10-13)21-3/h5-12H,1-4H3/b6-5+
• InChI key: JDBCWSHYEQUBLW-AATRIKPKSA-N

Description

Biochem/physiol Actions

2,3′,4,5′-Tetramethoxystilbene, also known as TMS, is a selective and competitive inhibitor of cytochrome P450 1B. It is a synthetic trans-stilbene analog. TMS is an analog of resveratrol and is an anti-cancer agent. TMS is cytotoxic to gefitinib-resistant (G-R) non-small-cell lung cancer (NSCLC) cells. It binds to sarco/endoplasmic reticulum Ca²⁺-ATPase (SERCA) and promotes apoptosis and autophagy. TMS is also a selective inhibitor of CYP1B1.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable