File:Zimtsäure_-_Cinnamic_acid.svg · Wikimedia Commons · See Wikimedia Commons
(E)-cinnamic acid
Sign in to saveAlso known as (2E)-3-phenyl-2-propenoic acid, Phenylacrylic acid, trans-b-Carboxystyrene, trans-beta-carboxystyrene, (E)-3-phenyl-2-propenoic acid, trans-3-Phenylacrylate, trans-3-Phenyl-2-propenoic acid, (2E)-3-Phenyl-2-propenoate
chemical compound
Chemical data
- Formula
- C9H8O2
- Molecular weight
- 148.16 g/mol
- IUPAC name
- (E)-3-phenylprop-2-enoic acid
- SMILES
- C1=CC=C(C=C1)/C=C/C(=O)O
- InChIKey
- WBYWAXJHAXSJNI-VOTSOKGWSA-N
- XLogP
- 2.1
- Polar surface area
- 37.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
4,995 papers- Methyl Esters of (E)-Cinnamic Acid: Activity against the Plant-Parasitic Nematode Meloidogyne incognita and In Silico Interaction with Histone Deacetylase.Journal of agricultural and food chemistry · 2022
- Metabolic pathways of cinnamic acid derivatives in Brazilian green propolis in rats.Bioscience, biotechnology, and biochemistry · 2022
- Cinnamic acid mitigates methotrexate-induced lung fibrosis in rats: comparative study with pirfenidone.Naunyn-Schmiedeberg's archives of pharmacology · 2024
- Cinnamic acid hybrids as anticancer agents: A mini-review.Archiv der Pharmazie · 2022
- A Review of Cinnamic Acid's Skeleton Modification: Features for Antibacterial-Agent-Guided Derivatives.Molecules (Basel, Switzerland) · 2024
via PubMed
Wikidata facts
- Mass
- 148.052
Show 9 more facts
- Commons category
- Cinnamic acid
- chemical formula
- C₉H₈O₂
- canonical SMILES
- C1=CC=C(C=C1)C=CC(=O)O
- isomeric SMILES
- C1=CC=C(C=C1)/C=C/C(=O)O
- melting point
- 135
- pKa
- 4.44
- density
- 1.2475
- boiling point
- 300
- flash point
- 160
via Wikidata · CC0
~4 min read
Article
Cinnamic acid is an organic compound with the formula C6H5−CH=CH−COOH. It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. Classified as an unsaturated carboxylic acid, it occurs naturally in a number of plants. It exists as both a cis and a trans isomer, although the latter is more common. The cis-isomer is called allocinnamic acid.
Occurrence and production