CINNAMIC ACID
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Synonyms: | BENZENE PROPENOIC ACID, BENZYLDENEACETIC ACID, 3-PHENYLACRYLIC ACID, beta-PHENYLACRYLIC ACID |
| Chemical Names: | 3-PHENYL-2-PROPENOIC ACID |
| CAS number: | 621-82-9 |
| COE number: | 22 |
| JECFA number: | 657 |
| FEMA number: | 2288 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2000 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Report: | TRS 901-JECFA 55/22 |
| Tox Monograph: | FAS 46-JECFA 55/79 |
| Specification: | COMPENDIUM ADDENDUM 8/FNP 52 Add.8/162 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 444539 |
| IUPAC Name | (E)-3-phenylprop-2-enoic acid |
| InChI | InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+ |
| InChI Key | WBYWAXJHAXSJNI-VOTSOKGWSA-N |
| Canonical SMILES | C1=CC=C(C=C1)C=CC(=O)O |
| Molecular Formula | C9H8O2 |
| Wikipedia | cinnamic acid |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 148.161 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 2 |
| Complexity | 155.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c B w M A A A A A A A A A A A A A A A A A A A A A A A A A A w A A A A A A A A A A A B A A A A G g A A C A A A D A C A m A A w C I A A A g C I A i D S C A A C A A A g A A A I i A A A A M g I J C K A E R C A M A A g g A A I m Y c A g A A O A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 37.3 |
| Monoisotopic Mass | 148.052 |
| Exact Mass | 148.052 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 11 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
From Pubchem
Food Additives Biosynthesis/Degradation
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.9526 |
| Human Intestinal Absorption | HIA+ | 0.9945 |
| Caco-2 Permeability | Caco2+ | 0.9097 |
| P-glycoprotein Substrate | Non-substrate | 0.8286 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9861 |
| Non-inhibitor | 0.9906 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9145 |
| Distribution | ||
| Subcellular localization | Plasma membrane | 0.5803 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7768 |
| CYP450 2D6 Substrate | Non-substrate | 0.9644 |
| CYP450 3A4 Substrate | Non-substrate | 0.8188 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8383 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9763 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9546 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.9724 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9702 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9687 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9620 |
| Non-inhibitor | 0.9899 | |
| AMES Toxicity | Non AMES toxic | 0.9722 |
| Carcinogens | Non-carcinogens | 0.5927 |
| Fish Toxicity | High FHMT | 0.8969 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9585 |
| Honey Bee Toxicity | High HBT | 0.7685 |
| Biodegradation | Ready biodegradable | 0.7942 |
| Acute Oral Toxicity | III | 0.8487 |
| Carcinogenicity (Three-class) | Non-required | 0.7458 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.4174 | LogS |
| Caco-2 Permeability | 1.8973 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.7416 | LD50, mol/kg |
| Fish Toxicity | 1.6417 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.1061 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Cinnamic acids and derivatives |
| Subclass | Cinnamic acids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Cinnamic acids |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Cinnamic acid - Styrene - Benzenoid - Monocyclic benzene moiety - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as cinnamic acids. These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. |
From ClassyFire