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TMS

CAT: 0804-HY-19340-04Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-19340-04Size:50 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
TMS ((E) -2,3',4,5'-tetramethoxystilbene) is a selective and competitive CYP1B1 inhibitor with an IC50 of 6 nM and a Ki value of 3 nM. TMS shows a lesser extent inhibitory effect on CYP1A1 (IC50=300 nM) and CYP1A2 (IC50=3.1 μM) . TMS is a methylated derivative of resveratrol and has anti-cancer activity[1][2][3].
CAS Number
24144-92-1
Product Name Alternative
(E) -2,3',4,5'-tetramethoxystilbene
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Cytochrome P450
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/TMS.html
Purity
99.40
Solubility
DMSO : ≥ 50 mg/mL
Smiles
COC1=CC=C(/C=C/C2=CC(OC)=CC(OC)=C2)C(OC)=C1
Molecular Formula
C18H20O4
Molecular Weight
300.35
Precautions
H302, H315, H319, H335
References & Citations
[1]Einem Lindeman T, et al. 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. Mutagenesis. 2011 Sep;26 (5) :629-35.|[2]Jennings BL, et al. Cytochrome P450 1B1 contributes to increased blood pressure and cardiovascular and renal dysfunction in spontaneously hypertensive rats. Cardiovasc Drugs Ther. 2014 Apr;28 (2) :145-61.|[3]Sanghee Kim, et al. Design, synthesis, and discovery of novel trans-stilbene analogues as potent and selective human cytochrome P450 1B1 inhibitors. J Med Chem. 2002 Jan 3;45 (1) :160-4.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
CYP1

Chemical Information

2,3',4,5'-Tetramethoxystilbene

1-[2-(2,4-dimethoxyphenyl)ethenyl]-3,5-dimethoxybenzene is a stilbenoid.

CAS Number24144-92-1
PubChem CID5354004
IUPAC Name1-[(E)-2-(2,4-dimethoxyphenyl)ethenyl]-3,5-dimethoxybenzene
Molecular FormulaC18H20O4
Molecular Weight300.3
XLogP4.1
Topological Polar Surface Area36.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Heavy Atom Count22
Formal Charge0
Complexity332
SMILES
COC1=CC(=C(C=C1)/C=C/C2=CC(=CC(=C2)OC)OC)OC
InChI
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+
InChIKey
JDBCWSHYEQUBLW-AATRIKPKSA-N
Chemical Structure
2D Structure
2D structure of 2,3',4,5'-Tetramethoxystilbene
CAS: 24144-92-1
CID: 5354004
Formula: C18H20O4
MW: 300.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight300.3
XLogP34.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Exact Mass300.13615911
Monoisotopic Mass300.13615911
Topological Polar Surface Area36.9 Ų
Heavy Atom Count22
Formal Charge0
Complexity332
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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