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Basic Description
| Synonyms | Ethyl caffeate | 102-37-4 | 66648-50-8 | Ethyl 3,4-dihydroxycinnamate | Ethyl 3-(3,4-dihydroxyphenyl)acrylate | ethyl trans-caffeate | Caffeic acid ethyl ester | ethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate | (E)-ethyl 3-(3,4-dihydroxyphenyl)acrylate | (E)-Ethyl Dihydrox |
|---|---|
| Specifications & Purity | 10mM in DMSO |
| 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. |
| Product Description |
Application Ethyl caffeoate is a useful research chemical that can be used to mRNA maturation inhibition for cancer. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
- Superclass Phenylpropanoids and polyketides
| 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 Styrenes Catechols Fatty acid esters 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids 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 - Catechol - Styrene - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Fatty acid ester - Fatty acyl - Benzenoid - Monocyclic benzene moiety - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Carbonyl group - Organic oxide - 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 | hydroxycinnamic acid |
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Associated Targets(Human)
ALOX5
Tclin
Arachidonate 5-lipoxygenase (6568 Activities)
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BeWo (124 Activities)
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Calu-1 (518 Activities)
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M14 (47487 Activities)
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SiHa (2051 Activities)
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WISH (126 Activities)
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A549 (127892 Activities)
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A-431 (6446 Activities)
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NCI-H1299 (3248 Activities)
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NCI-H157 (619 Activities)
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NCI-H292 (733 Activities)
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HCT-116 (91556 Activities)
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HepG2 (196354 Activities)
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NCI-H460 (60772 Activities)
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LNCaP (8286 Activities)
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LOX IMVI (44321 Activities)
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HOP-62 (47048 Activities)
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HeLa (62764 Activities)
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Associated Targets(non-human)
Ttr
Transthyretin (14 Activities)
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DPP4
Dipeptidyl peptidase IV (11 Activities)
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pol
Human immunodeficiency virus type 1 integrase (9041 Activities)
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Candida albicans (78123 Activities)
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Mus musculus (284745 Activities)
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Coxsackievirus B3 (1096 Activities)
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3T3-L1 (3664 Activities)
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B16 (5829 Activities)
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MDCK (10148 Activities)
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RAW264.7 (28094 Activities)
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HT-22 (3261 Activities)
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KCNK2
Potassium channel subfamily K member 2 (9 Activities)
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Names and Identifiers
| IUPAC Name | ethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate |
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| INCHI | InChI=1S/C11H12O4/c1-2-15-11(14)6-4-8-3-5-9(12)10(13)7-8/h3-7,12-13H,2H2,1H3/b6-4+ |
| InChIKey | WDKYDMULARNCIS-GQCTYLIASA-N |
| Smiles | CCOC(=O)C=CC1=CC(=C(C=C1)O)O |
| Isomeric SMILES | CCOC(=O)/C=C/C1=CC(=C(C=C1)O)O |
| Molecular Weight | 208.21 |
| Reaxy-Rn | 2646303 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2646303&ln= |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
| Molecular Weight | 208.210 g/mol |
|---|---|
| XLogP3 | 2.600 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 4 |
| Exact Mass | 208.074 Da |
| Monoisotopic Mass | 208.074 Da |
| Topological Polar Surface Area | 66.800 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. Teng Sun, Haiping Zhang, Zhe Dong, Zengshe Liu, Mingming Zheng. (2020) Ultrasonic-promoted enzymatic preparation, identification and multi-active studies of nature-identical phenolic acid glycerol derivatives. RSC Advances, 10 (19): (11139-11147). |
| 2. Chunfang Xu, Haiping Zhang, Jie Shi, Mingming Zheng, Xia Xiang, Fenghong Huang, Junyong Xiao. (2018) Ultrasound irradiation promoted enzymatic alcoholysis for synthesis of monoglyceryl phenolic acids in a solvent-free system. ULTRASONICS SONOCHEMISTRY, 41 (120). |
| 3. Zhen Liu, Ning Xu, Jumei Hou, Tong Liu. (2024) TbNACα negatively regulates Trichoderma breve T069 synthesis of ethyl caffeate and enhances antagonism of Sclerotium rolfsii1. Journal of Integrative Agriculture, |
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