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
In the Vinony graph
Vinony's link graph records 199 inbound references to (E)-cinnamic acid, and connects out to honey, sodium and medication.
It is catalogued under topics including Chembox having GHS data, ECHA InfoCard ID from Wikidata and Enoic acids.
Vinony links it to 44 Wikipedia language editions.
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
Encyclopedic overview
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
Excerpted from Wikipedia’s “(E)-cinnamic acid” article, available under the CC BY-SA 4.0 licence.