4-Hydroxy-3-methoxycinnamic acid (mixture of isomers)
General Information
| Chemical name | 4-Hydroxy-3-methoxycinnamic acid (mixture of isomers) |
| CAS number | 1135-24-6 |
| COE number | 10113 |
| Flavouring type | substances |
| FL No. | 08.089 |
| Mixture | No |
| Purity of the named substance at least 95% unless otherwise specified | |
| Reference body | EFSA |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 445858 |
| IUPAC Name | (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid |
| InChI | InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+ |
| InChI Key | KSEBMYQBYZTDHS-HWKANZROSA-N |
| Canonical SMILES | COC1=C(C=CC(=C1)C=CC(=O)O)O |
| Molecular Formula | C10H10O4 |
| Wikipedia | ferulate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 194.186 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 3 |
| Complexity | 224.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c B w 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 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 I y D o A A B g C I A i D S C A A C C A A g I A A I i A A G i M g N J i K G M R q A c C M k w B E L u Y e A w B A O I A A B A A A A Q A B A A A I A A A C A A A A A A A A A A A = = |
| Topological Polar Surface Area | 66.8 |
| Monoisotopic Mass | 194.058 |
| Exact Mass | 194.058 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 14 |
| 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- | 0.5305 |
| Human Intestinal Absorption | HIA+ | 0.9614 |
| Caco-2 Permeability | Caco2+ | 0.7183 |
| P-glycoprotein Substrate | Non-substrate | 0.5662 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9018 |
| Non-inhibitor | 0.8895 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9086 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8333 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7464 |
| CYP450 2D6 Substrate | Non-substrate | 0.8922 |
| CYP450 3A4 Substrate | Non-substrate | 0.6289 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.7513 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.5793 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9588 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.6276 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9240 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.7745 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9754 |
| Non-inhibitor | 0.9575 | |
| AMES Toxicity | Non AMES toxic | 0.9132 |
| Carcinogens | Non-carcinogens | 0.9076 |
| Fish Toxicity | High FHMT | 0.9325 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9727 |
| Honey Bee Toxicity | High HBT | 0.7640 |
| Biodegradation | Ready biodegradable | 0.7554 |
| Acute Oral Toxicity | IV | 0.6265 |
| Carcinogenicity (Three-class) | Non-required | 0.5903 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.4766 | LogS |
| Caco-2 Permeability | 0.6802 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.4314 | LD50, mol/kg |
| Fish Toxicity | 1.2433 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 1.0404 | 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 or derivatives - Hydroxycinnamic acid - Methoxyphenol - Phenoxy compound - Anisole - Methoxybenzene - Styrene - Phenol ether - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Phenol - Monocyclic benzene moiety - Benzenoid - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Ether - Organic oxygen compound - Carbonyl group - Organic oxide - Organooxygen compound - Hydrocarbon derivative - 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:
- Endo-1,4-beta-xylanase activity
- Gene Name:
- xynY
- Uniprot ID:
- P51584
- Molecular Weight:
- 119671.86 Da
- General Function:
- Xylan endo-1,3-beta-xylosidase activity
- Gene Name:
- xynZ
- Uniprot ID:
- P10478
- Molecular Weight:
- 92262.3 Da
- General Function:
- O-methyltransferase activity
- Uniprot ID:
- Q55813
- Molecular Weight:
- 24312.805 Da
From T3DB