O-TRANS-COUMARIC ACID
General Information
| Mainterm | O-TRANS-COUMARIC ACID |
| Doc Type | EAF |
| CAS Reg.No.(or other ID) | 614-60-8 |
| Regnum |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 637540 |
| IUPAC Name | (E)-3-(2-hydroxyphenyl)prop-2-enoic acid |
| InChI | InChI=1S/C9H8O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6,10H,(H,11,12)/b6-5+ |
| InChI Key | PMOWTIHVNWZYFI-AATRIKPKSA-N |
| Canonical SMILES | C1=CC=C(C(=C1)C=CC(=O)O)O |
| Molecular Formula | C9H8O3 |
| Wikipedia | (2E)-2-hydroxycinnamic acid |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 164.16 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 2 |
| Complexity | 186.0 |
| 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 S A m A A w D o A A A g C I A i D S C A A C A A A g I A A I i A A G C M g I J i K C E R K A c A A k w B E I m Y e A w C A O A A A A A A A I A A A A A A A A A B A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 57.5 |
| Monoisotopic Mass | 164.047 |
| Exact Mass | 164.047 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 12 |
| 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+ | 0.5915 |
| Human Intestinal Absorption | HIA+ | 0.9933 |
| Caco-2 Permeability | Caco2+ | 0.9073 |
| P-glycoprotein Substrate | Non-substrate | 0.7146 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9711 |
| Non-inhibitor | 0.9922 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9120 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8854 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7759 |
| CYP450 2D6 Substrate | Non-substrate | 0.9180 |
| CYP450 3A4 Substrate | Non-substrate | 0.7423 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9405 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8044 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9532 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7183 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9062 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8008 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9513 |
| Non-inhibitor | 0.9712 | |
| AMES Toxicity | Non AMES toxic | 0.9217 |
| Carcinogens | Non-carcinogens | 0.8663 |
| Fish Toxicity | High FHMT | 0.9376 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.6877 |
| Honey Bee Toxicity | High HBT | 0.7692 |
| Biodegradation | Ready biodegradable | 0.6546 |
| Acute Oral Toxicity | III | 0.5872 |
| Carcinogenicity (Three-class) | Non-required | 0.6508 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.2507 | LogS |
| Caco-2 Permeability | 1.2798 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.6615 | LD50, mol/kg |
| Fish Toxicity | 1.3220 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.4270 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Cinnamic acids and derivatives |
| Subclass | Hydroxycinnamic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Hydroxycinnamic acids |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Cinnamic acid - Coumaric acid - Coumaric acid or derivatives - Hydroxycinnamic acid - Styrene - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocyclic benzene moiety - Benzenoid - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as hydroxycinnamic acids. These are compounds containing an cinnamic acid where the benzene ring is hydroxylated. |
From ClassyFire
Targets
- General Function:
- Oxidoreductase activity
- Specific Function:
- Involved in bioluminescence. It is a good supplier of reduced flavin mononucleotide (FMNH2) to the bioluminescence reaction. Major FMN reductase. It is capable of using both NADH and NADPH as electron donors. As electron acceptor, FMN is the most effective, FAD is considerably effective, and riboflavin is the least effective.
- Uniprot ID:
- P46072
- Molecular Weight:
- 24720.685 Da
From T3DB