Products for Research Use Only

BMVC

CAT: 0804-HY-135775-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-135775-02Size:10 mM - 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
BMVC is a potent G-quadruplex (G4) stabilizer and a selective telomerase inhibitor with an IC50 of ~0.2 μM. BMVC inhibits Taq DNA polymerase with an IC50 of ~2.5 μM. BMVC increases the melting temperature of G4 structure of telomere and accelerates telomere length shortening. Anticancer activities[1][2].
CAS Number
627810-06-4
UNSPSC
12352005
Target
DNA/RNA Synthesis; G-quadruplex; Telomerase
Type
Reference compound
Related Pathways
Cell Cycle/DNA Damage
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/bmvc.html
Purity
98.40
Solubility
DMSO : 10 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
C[N+]1=CC=C(/C=C/C2=CC3=C(C=C2)NC4=C3C=C(/C=C/C5=CC=[N+](C)C=C5)C=C4)C=C1.[I-].[I-]
Molecular Formula
C28H25I2N3
Molecular Weight
657.33
References & Citations
[1]Huang FC, et al. G-quadruplex stabilizer 3,6-bis (1-methyl-4-vinylpyridinium) carbazole diiodide induces accelerated senescence and inhibits tumorigenic properties in cancer cells. Mol Cancer Res. 2008 Jun;6 (6) :955-64.|[2]Jen-Fei Chu, et al. A Novel Method for Screening G-quadruplex Stabilizers to Human Telomeres. Journal of the Chinese Chemical Society, 2011, 58, 296-300.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

3,6-bis[(E)-2-(1-methylpyridin-1-ium-4-yl)ethenyl]-9H-carbazole;diiodide
CAS Number627810-06-4
PubChem CID11399607
IUPAC Name3,6-bis[(E)-2-(1-methylpyridin-1-ium-4-yl)ethenyl]-9H-carbazole diiodide
Molecular FormulaC28H25I2N3
Molecular Weight657.3
Topological Polar Surface Area23.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count4
Heavy Atom Count33
Formal Charge0
Complexity572
SMILES
C[N+]1=CC=C(C=C1)/C=C/C2=CC3=C(NC4=C3C=C(C=C4)/C=C/C5=CC=[N+](C=C5)C)C=C2.[I-].[I-]
InChI
InChI=1S/C28H24N3.2HI/c1-30-15-11-21(12-16-30)3-5-23-7-9-27-25(19-23)26-20-24(8-10-28(26)29-27)6-4-22-13-17-31(2)18-14-22;;/h3-20H,1-2H3;2*1H/q+1;;/p-1
InChIKey
FKOQWAUFKGFWLH-UHFFFAOYSA-M
Chemical Structure
2D Structure
2D structure of 3,6-bis[(E)-2-(1-methylpyridin-1-ium-4-yl)ethenyl]-9H-carbazole;diiodide
CAS: 627810-06-4
CID: 11399607
Formula: C28H25I2N3
MW: 657.3
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight657.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count4
Exact Mass657.01379
Monoisotopic Mass657.01379
Topological Polar Surface Area23.6 Ų
Heavy Atom Count33
Formal Charge0
Complexity572
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count3
Compound Is CanonicalizedYes