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Coniferyl ferulate

CAT: 0804-HY-N1916-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N1916-02Size:5 mg
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Description
Coniferyl ferulate is an orally active phenolic acid compound. Coniferyl ferulate is a potent inhibitor of glutathione S-transferase (GST) (IC50 = 0.3 μM), which downregulates P-gp expression, induces apoptosis in B-MD-C1 (ADR+/+) cells, and reverses multidrug resistance. Coniferyl ferulate blocks the NMDAR/NR2B-CaMKII-MAPKs signaling pathway, inhibits ROS production and mitochondrial apoptosis, while reshapes the intestinal microbiota and microbial metabolism, ameliorates colonic inflammation and alleviates depressive symptoms in mice. Coniferyl ferulate can alleviate the toxicity of xylene to hematopoietic stem and progenitor cells by targeting Mgst2. Coniferyl ferulate exhibits antibacterial activity against the Gram-positive Bacillus subtilis and Staphylococcus aureus[1][2][3][4][5].
CAS Number
63644-62-2
UNSPSC
12352005
Target
Apoptosis; Bacterial; CaMK; Glutathione S-transferase; iGluR; p38 MAPK; P-glycoprotein; Reactive Oxygen Species (ROS)
Type
Natural Products
Related Pathways
Anti-infection; Apoptosis; Immunology/Inflammation; MAPK/ERK Pathway; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling; NF-κB
Applications
Cancer-programmed cell death
Field of Research
Cancer; Infection; Inflammation/Immunology; Neurological Disease; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/coniferyl-ferulate.html
Purity
98.73
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C(OC/C=C/C1=CC=C(O)C(OC)=C1)/C=C/C2=CC=C(O)C(OC)=C2
Molecular Formula
C20H20O6
Molecular Weight
356.37
References & Citations
Angelicae sinensis
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
CaMK II; NMDA Receptor

Chemical Information

Coniferyl ferulate

coniferyl ferulate has been reported in Apiaceae, Coreopsis venusta, and other organisms with data available.

CAS Number63644-62-2
PubChem CID6441913
IUPAC Name[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Molecular FormulaC20H20O6
Molecular Weight356.4
XLogP3.6
Topological Polar Surface Area85.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Heavy Atom Count26
Formal Charge0
Complexity489
SMILES
COC1=C(C=CC(=C1)/C=C/COC(=O)/C=C/C2=CC(=C(C=C2)O)OC)O
InChI
InChI=1S/C20H20O6/c1-24-18-12-14(5-8-16(18)21)4-3-11-26-20(23)10-7-15-6-9-17(22)19(13-15)25-2/h3-10,12-13,21-22H,11H2,1-2H3/b4-3+,10-7+
InChIKey
PGLIMMMHQDNVRS-YZQQHVNFSA-N
Chemical Structure
2D Structure
2D structure of Coniferyl ferulate
CAS: 63644-62-2
CID: 6441913
Formula: C20H20O6
MW: 356.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight356.4
XLogP33.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Exact Mass356.12598835
Monoisotopic Mass356.12598835
Topological Polar Surface Area85.2 Ų
Heavy Atom Count26
Formal Charge0
Complexity489
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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