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Ferulic acid methyl ester

CAT: 0804-HY-W018643-01Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W018643-01Size:500 mg
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Description
Ferulic acid methyl ester (Methyl ferulate) is a derivative of ferulic acid, isolated from Stemona tuberosa, with anti-inflammatory and antioxidant properties[1][2]. Ferulic acid methyl ester is a cell membrane and brain permeable compound, shows free radical scavenging ability, used in the research of neurodegenerative disorders[1]. Ferulic acid methyl ester inhibits COX-2 expression, blocks p-p38 and p-JNK in primary bone marrow derived-macrophages[2].
CAS Number
2309-07-1
Product Name Alternative
Methyl ferulate
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Autophagy; p38 MAPK
Type
Natural Products
Related Pathways
Autophagy; MAPK/ERK Pathway
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology; Neurological Disease; Cancer
Assay Protocol
https://www.medchemexpress.com/Ferulic_acid_methyl_ester.html
Purity
99.95
Solubility
DMSO : ≥ 100 mg/mL|H2O : 2 mg/mL (ultrasonic)
Smiles
O=C(/C=C/C1=CC=C(C(OC)=C1)O)OC
Molecular Formula
C11H12O4
Molecular Weight
208.21
Precautions
H302, H315, H319, H335
References & Citations
[1]Sultana R. Ferulic acid ethyl ester as a potential therapy in neurodegenerative disorders. Biochim Biophys Acta. 2012 May;1822 (5) :748-52.|[2]Phuong NT, et al. Anti-inflammatory activity of methyl ferulate isolated from Stemona tuberosa Lour. Asian Pac J Trop Med. 2014 Sep;7S1:S327-31.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
P38 MAPK

Chemical Information

Methyl Ferulate

Trans-methylferulate is a cinnamate ester that is the methyl ester of ferulic acid. It has been isolated from Pisonia aculeata. It has a role as a plant metabolite. It is a member of guaiacols, a methyl ester and a cinnamate ester. It is functionally related to a trans-ferulic acid.

CAS Number2309-07-1
PubChem CID5357283
IUPAC Namemethyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Molecular FormulaC11H12O4
Molecular Weight208.21
XLogP1.8
Topological Polar Surface Area55.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Heavy Atom Count15
Formal Charge0
Complexity237
SMILES
COC1=C(C=CC(=C1)/C=C/C(=O)OC)O
InChI
InChI=1S/C11H12O4/c1-14-10-7-8(3-5-9(10)12)4-6-11(13)15-2/h3-7,12H,1-2H3/b6-4+
InChIKey
AUJXJFHANFIVKH-GQCTYLIASA-N
Chemical Structure
2D Structure
2D structure of Methyl Ferulate
CAS: 2309-07-1
CID: 5357283
Formula: C11H12O4
MW: 208.21
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight208.21
XLogP31.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass208.07355886
Monoisotopic Mass208.07355886
Topological Polar Surface Area55.8 Ų
Heavy Atom Count15
Formal Charge0
Complexity237
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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