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Ferulic acid methyl ester - 10mM in DMSO, high purity , CAS No.2309-07-1
Basic Description
Synonyms
Methyl ferulate | Ferulic acid methyl ester | 2309-07-1 | methyl 3-(4-hydroxy-3-methoxyphenyl)acrylate | 22329-76-6 | methyl 4-hydroxy-3-methoxycinnamate | trans-methylferulate | Ferulic acid methylester | trans-Ferulic acid methyl ester | 2-Propenoic acid, 3-(4-hydroxy-3-
Specifications & Purity
10mM in DMSO
Biochemical and Physiological Mechanisms
Antioxidant agent. Ferulic acid derivative. Putative chemotherapeutic agent. Shows antithrombotic effects in vivo.
Storage Temp
Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Phenylpropanoids and polyketides
Class
Cinnamic acids and derivatives
Subclass
Hydroxycinnamic acids and derivatives
Intermediate Tree Nodes
Not available
Direct Parent
Coumaric acids and derivatives
Alternative Parents
Cinnamic acid esters Methoxyphenols Styrenes Phenoxy compounds Methoxybenzenes Anisoles Fatty acid esters Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Methyl esters Enoate esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
Molecular Framework
Aromatic homomonocyclic compounds
Substituents
Coumaric acid or derivatives - Cinnamic acid ester - Methoxyphenol - Phenoxy compound - Anisole - Phenol ether - Methoxybenzene - Styrene - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Fatty acid ester - Phenol - Fatty acyl - Monocyclic benzene moiety - Benzenoid - Methyl ester - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Ether - Carboxylic acid derivative - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Organic oxygen compound - Carbonyl group - Aromatic homomonocyclic compound
Description
This compound belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.
External Descriptors
phenols - cinnamate ester - methyl ester - monomethoxybenzene
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
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
Smiles
COC1=C(C=CC(=C1)C=CC(=O)OC)O
Isomeric SMILES
COC1=C(C=CC(=C1)/C=C/C(=O)OC)O
Molecular Weight
208.21
Reaxy-Rn
2116669
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2116669&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Melt Point(°C)
62-65℃
Molecular Weight
208.210 g/mol
XLogP3
1.800
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
4
Exact Mass
208.074 Da
Monoisotopic Mass
208.074 Da
Topological Polar Surface Area
55.800 Ų
Heavy Atom Count
15
Formal Charge
0
Complexity
237.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
1
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
1
Covalently-Bonded Unit Count
1
Citations of This Product
1.
Guanghe Zhao, Ruifen Zhang, Lihong Dong, Mei Deng, Yanxia Chen, Mingwei Zhang.
(2023)
The effects of different enzymes on the liberation of bound phenolics from rice bran dietary fibre and their antioxidant activities. Food Bioscience,
56
(103449).
2.
Yueqin Li, Yunzhen Zhang, Lezhen Dong, Ying Li, Yahui Liu, Yang Liu, Lingyi Liu, Lianliang Liu.
(2024)
Fermentation of Lactobacillus fermentum NB02 with feruloyl esterase production increases the phenolic compounds content and antioxidant properties of oat bran. FOOD CHEMISTRY,
437
(137834).
3.
Wenbin Jin, Kaipeng Wang, Xueyang Xu, Yiling Xu, Fengwei Li, qingzhi ji, Xiaodong Chen, Xiaohong Yu.
(2023)
High efficiency production of ferulic acid by feruloyl esterase and xylanase in deep eutectic solvents. NEW JOURNAL OF CHEMISTRY,
4.
Guanghe Zhao, Ruifen Zhang, Lihong Dong, Lei Liu, Fei Huang, Xuchao Jia, Mei Deng, Jianwei Chi, Yongxuan Ma, Yanxia Chen, Qin Ma, Mingwei Zhang.
(2022)
Bound phenolics in rice bran dietary fibre released by different chemical hydrolysis methods: content, composition and antioxidant activities. INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY,
57
(9):
(5909-5916).
5.
Shuai Zhang, Qin Ma, Lihong Dong, Xuchao Jia, Lei Liu, Fei Huang, Guang Liu, Zhida Sun, Jianwei Chi, Mingwei Zhang, Ruifen Zhang.
(2022)
Phenolic profiles and bioactivities of different milling fractions of rice bran from black rice. FOOD CHEMISTRY,
378
(132035).
6.
Yao Jian, Gui Lun, Yin Shaocheng.
(2021)
A novel esterase from a soil metagenomic library displaying a broad substrate range. AMB Express,
11
(1):
(1-10).
7.
Weiyue Liang, Tianzhen Xiong, Xiaomei Wang, Huaxiang Deng, Yajun Bai, Tai-Ping Fan, Xiaohui Zheng, Yujie Cai.
(2020)
A novel feruloyl esterase with high rosmarinic acid hydrolysis activity from Bacillus pumilus W3. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,
161
(525).
8.
Zan Long, Bingni Jia, Bingqian Jing, Xiaofeng Liu, Ke Tian, Peng Zhang, Bo Feng, Taiping Qing.
(2025)
Effects of chromophoric dissolved organic matter on the optical properties of different fluorescent probes. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,
336
(126064).
9.
Yun Tian, Mengqiao Gao, Zhiyang Tang, Fukun Li, Qiang Zeng, Jinxing Long, Xuehui Li.
(2024)
In-situ generated hydrogen for selective hydrogenolysis of lignin catalyzed by Mg-Al mixed oxides with nested Ni nanoparticles. JOURNAL OF CATALYSIS,
440
(115833).
10.
Ying Yang, Shuqin Wang, Xingyan Liu, Wenbin Zhang, Wenhua Tong, Huibo Luo, Liming Zhao.
(2024)
Interactions of ferulic acid and ferulic acid methyl ester with endogenous proteins: Determination using the multi-methods. Heliyon,
10
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10 Citations