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Cirsiliol

CAT: 0804-HY-110399-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-110399-01Size:5 mg
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Description
Cirsiliol is a potent and selective 5-lipoxygenase inhibitor and a competitive low affinity benzodiazepine receptor ligand.
CAS Number
34334-69-5
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Lipoxygenase
Type
Natural Products
Related Pathways
Metabolic Enzyme/Protease
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/Cirsiliol.html
Purity
99.19
Solubility
DMSO : ≥ 25 mg/mL
Smiles
O=C1C=C(C2=CC=C(O)C(O)=C2)OC3=CC(OC)=C(OC)C(O)=C13
Molecular Formula
C17H14O7
Molecular Weight
330.29
Precautions
H302, H315, H319, H335
References & Citations
[1]Mustafa EH, et al. Effects of cirsiliol, a flavone isolated from Achillea fragrantissima, on rat isolated ileum. Gen Pharmacol. 1992 May;23 (3) :555-60.|[2]Kang J, et al. Rhamnetin and cirsiliol induce radiosensitization and inhibition of epithelial-mesenchymal transition (EMT) by miR-34a-mediated suppression of Notch-1 expression in non-small cell lung cancer cell lines. J Biol Chem. 2013 Sep 20;288 (38) :27343-57.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, protect from light, stored under nitrogen)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
5-LOX

Chemical Information

Cirsiliol

Cirsiliol is a dimethoxyflavone that is flavone substituted by methoxy groups at positions 6 and 7 and hydroxy groups at positions 5, 3' and 4' respectively. It has a role as a plant metabolite. It is a dimethoxyflavone and a trihydroxyflavone. It is functionally related to a flavone.

CAS Number34334-69-5
PubChem CID160237
IUPAC Name2-(3,4-dihydroxyphenyl)-5-hydroxy-6,7-dimethoxychromen-4-one
Molecular FormulaC17H14O7
Molecular Weight330.29
XLogP2.6
Topological Polar Surface Area105
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Heavy Atom Count24
Formal Charge0
Complexity505
SMILES
COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C=C3)O)O)O)OC
InChI
InChI=1S/C17H14O7/c1-22-14-7-13-15(16(21)17(14)23-2)11(20)6-12(24-13)8-3-4-9(18)10(19)5-8/h3-7,18-19,21H,1-2H3
InChIKey
IMEYGBIXGJLUIS-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Cirsiliol
CAS: 34334-69-5
CID: 160237
Formula: C17H14O7
MW: 330.29
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight330.29
XLogP32.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Exact Mass330.07395278
Monoisotopic Mass330.07395278
Topological Polar Surface Area105 Ų
Heavy Atom Count24
Formal Charge0
Complexity505
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes