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3843-74-1,MFCD00210468
Catalog No.:AA00BXD1

3843-74-1 | Methyl 3-(3,4-dihydroxyphenyl)acrylate

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50mg
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100mg
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200mg
>98.0%(T)
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00BXD1
Chemical Name:
Methyl 3-(3,4-dihydroxyphenyl)acrylate
CAS Number:
3843-74-1
Molecular Formula:
C10H10O4
Molecular Weight:
194.1840
MDL Number:
MFCD00210468
SMILES:
COC(=O)C=Cc1ccc(c(c1)O)O
Properties
Properties
 
BP:
367.6°C at 760 mmHg  
Form:
Solid  
MP:
158-161 °C  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
224  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
3  
XLogP3:
1.5  

Downstream Synthesis Route

[1]Chemicalandpharmaceuticalbulletin,1984,vol.32,p.3009-3014

1″-O-7-(4-hydroxyphenyl)-7-ethyl-6″-(8E)-7-(3,4-dihydroxyphenyl)-8-propenoate-β-D-glucopyranoside 
  10338-51-9    3843-74-1 

[1]Phytochemistry,1987,vol.26,p.249-252

544-35-4   
methyl3,4-dihydroxycinnamate 
 
C30H44O8 
 
C30H44O8 
 
C30H44O8 
 
C30H44O8 
  1782-53-2 

[1]Locationinpatent:experimentalpartMasuda,Toshiya;Yamada,Kazuki;Akiyama,Jun;Someya,Tatsushi;Odaka,Yuka;Takeda,Yoshio;Tori,Motoo;Nakashima,Katsuyuki;Maekawa,Tomomi;Sone,Yoshiaki[JournalofAgriculturalandFoodChemistry,2008,vol.56,#14,p.5947-5952]

[1]OrganicandBiomolecularChemistry,2009,vol.7,p.2367-2377

[1]JournalofMolecularCatalysisB:Enzymatic,2011,vol.69,p.161-167

Literature

Title: In vitro anticancer activity of methyl caffeate isolated from Solanum torvum Swartz. fruit.

Journal: Chemico-biological interactions 20151205

Title: K20E, an oxidative-coupling compound of methyl caffeate, exhibits anti-angiogenic activities through down-regulations of VEGF and VEGF receptor-2.

Journal: Toxicology and applied pharmacology 20150115

Title: Activity of caffeic acid derivatives against Candida albicans biofilm.

Journal: Bioorganic & medicinal chemistry letters 20140315

Title: Inhibitory effects of caffeic acid phenethyl ester derivatives on replication of hepatitis C virus.

Journal: PloS one 20130101

Title: Study on the phenolic constituents of the flowers and leaves of Trifolium repens L.

Journal: Natural product research 20121101

Title: Biological activity evaluation and structure-activity relationships analysis of ferulic acid and caffeic acid derivatives for anticancer.

Journal: Bioorganic & medicinal chemistry letters 20121001

Title: Chemical interaction between polyphenols and a cysteinyl thiol under radical oxidation conditions.

Journal: Journal of agricultural and food chemistry 20120523

Title: Antihyperglycemic activity and antidiabetic effect of methyl caffeate isolated from Solanum torvum Swartz. fruit in streptozotocin induced diabetic rats.

Journal: European journal of pharmacology 20111130

Title: CCoAOMT suppression modifies lignin composition in Pinus radiata.

Journal: The Plant journal : for cell and molecular biology 20110701

Title: Contribution of cinnamic acid analogues in rosmarinic acid to inhibition of snake venom induced hemorrhage.

Journal: Bioorganic & medicinal chemistry 20110401

Title: Enzymatic synthesis of caffeic acid phenethyl ester analogues in ionic liquid.

Journal: Journal of biotechnology 20100720

Title: [Chemical constituents of Incarvillea younghusbandii].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20100101

Title: Methyl caffeate as an alpha-glucosidase inhibitor from Solanum torvum fruits and the activity of related compounds.

Journal: Bioscience, biotechnology, and biochemistry 20100101

Title: Identifying new lignin bioengineering targets: 1. Monolignol-substitute impacts on lignin formation and cell wall fermentability.

Journal: BMC plant biology 20100101

Title: Antinociceptive properties of caffeic acid derivatives in mice.

Journal: European journal of medicinal chemistry 20091101

Title: Synthesis of trans-caffeate analogues and their bioactivities against HIV-1 integrase and cancer cell lines.

Journal: Bioorganic & medicinal chemistry letters 20081215

Title: Inhibitory effect of the alkyl side chain of caffeic acid analogues on lipopolysaccharide-induced nitric oxide production in RAW264.7 macrophages.

Journal: Bioorganic & medicinal chemistry 20080815

Title: Antioxidation mechanism studies of caffeic acid: identification of antioxidation products of methyl caffeate from lipid oxidation.

Journal: Journal of agricultural and food chemistry 20080723

Title: Synthesis and biological evaluation of 12 allenic aromatic ethers.

Journal: Bioorganic & medicinal chemistry letters 20070515

Title: Cytotoxic constituents of roots of Chaerophyllum hirsutum.

Journal: Journal of natural products 20040901

Title: Purification and characterization of a type B feruloyl esterase (StFAE-A) from the thermophilic fungus Sporotrichum thermophile.

Journal: Applied microbiology and biotechnology 20040201

Title: CoMFA and CoMSIA 3D QSAR and docking studies on conformationally-restrained cinnamoyl HIV-1 integrase inhibitors: exploration of a binding mode at the active site.

Journal: Journal of medicinal chemistry 20020214

Title: Syntheses of certain 3-aryl-2-propenoates and evaluation of their cytotoxicity.

Journal: Bioorganic & medicinal chemistry letters 20010507

Title: Hydroxylated aromatic inhibitors of HIV-1 integrase.

Journal: Journal of medicinal chemistry 19951013

Title: Balachandran C, et, al. Antimicrobial and Antimycobacterial Activities of Methyl Caffeate Isolated from Solanum torvum Swartz. Fruit. Indian J Microbiol. 2012 Dec;52(4):676-81.

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Tags:3843-74-1 Molecular Formula|3843-74-1 MDL|3843-74-1 SMILES|3843-74-1 Methyl 3-(3,4-dihydroxyphenyl)acrylate