ZINGERONE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Synonyms: | 4-HYDROXY-3-METHOXYBENZYLACETONE, 2-(4-HYDROXY-3-METHOXYPHENYL)ETHYL METHYL KETONE, VANILLYLACETONE |
| Chemical Names: | 4-(4-HYDROXY-3-METHOXYPHENYL)-2-BUTANONE |
| CAS number: | 122-48-5 |
| COE number: | 139 |
| JECFA number: | 730 |
| FEMA number: | 3124 |
| 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 55/44 |
| Tox Monograph: | FAS 46-JECFA 55/165 |
| Specification: | COMPENDIUM ADDENDUM 8/FNP 52 Add.8/172 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 31211 |
| IUPAC Name | 4-(4-hydroxy-3-methoxyphenyl)butan-2-one |
| InChI | InChI=1S/C11H14O3/c1-8(12)3-4-9-5-6-10(13)11(7-9)14-2/h5-7,13H,3-4H2,1-2H3 |
| InChI Key | OJYLAHXKWMRDGS-UHFFFAOYSA-N |
| Canonical SMILES | CC(=O)CCC1=CC(=C(C=C1)O)OC |
| Molecular Formula | C11H14O3 |
| Wikipedia | zingerone |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 194.23 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 4 |
| Complexity | 191.0 |
| 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 I y B o A A B g C I A q B S A A A C C A A g I A A I i A E G i I g N J j K G M R q A c C M k w B E L u A e I y L C 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 | 46.5 |
| Monoisotopic Mass | 194.094 |
| Exact Mass | 194.094 |
| 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 | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
From Pubchem
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.8250 |
| Human Intestinal Absorption | HIA+ | 0.9892 |
| Caco-2 Permeability | Caco2+ | 0.8998 |
| P-glycoprotein Substrate | Non-substrate | 0.5425 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.8190 |
| Non-inhibitor | 0.7002 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8368 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.9229 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7638 |
| CYP450 2D6 Substrate | Non-substrate | 0.7841 |
| CYP450 3A4 Substrate | Non-substrate | 0.5000 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.6701 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9274 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.8489 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7111 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9322 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8882 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9296 |
| Non-inhibitor | 0.8885 | |
| AMES Toxicity | Non AMES toxic | 0.9156 |
| Carcinogens | Non-carcinogens | 0.8856 |
| Fish Toxicity | High FHMT | 0.8442 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.8162 |
| Honey Bee Toxicity | High HBT | 0.7082 |
| Biodegradation | Ready biodegradable | 0.5195 |
| Acute Oral Toxicity | III | 0.8801 |
| Carcinogenicity (Three-class) | Non-required | 0.6489 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.6029 | LogS |
| Caco-2 Permeability | 1.4754 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8456 | LD50, mol/kg |
| Fish Toxicity | 0.8037 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.2212 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Phenols |
| Subclass | Methoxyphenols |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Methoxyphenols |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Methoxyphenol - Phenoxy compound - Anisole - Methoxybenzene - Phenol ether - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Monocyclic benzene moiety - Ketone - Ether - Organic oxygen compound - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. |
From ClassyFire