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
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About This Item
Empirical Formula (Hill Notation):
C18H20O4
CAS Number:
Molecular Weight:
300.35
NACRES:
NA.79
PubChem Substance ID:
UNSPSC Code:
85151701
MDL number:
Quality Level
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
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.
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A new selective and potent inhibitor of human cytochrome P450 1B1 and its application to antimutagenesis
Chun YJ, et al.
Cancer Research, 61(22), 8164-8170 (2001)
Modulation of human cytochrome P450 1B1 expression by 2, 4, 3?, 5?-tetramethoxystilbene
Chun YJ, et al.
Drug Metabolism and Disposition, 33(12), 1771-1776 (2005)
The resveratrol analogue, 2, 3?, 4, 5?-tetramethoxystilbene, does not inhibit CYP gene expression, enzyme activity and benzo [a] pyrene-DNA adduct formation in MCF-7 cells exposed to benzo [a] pyrene
Einem Lindeman T, et al.
Mutagenesis, 26(5), 629-635 (2011)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SMB00388-50MG | 04061833256268 |
| SMB00388-10MG | 04061837076435 |