VANILLYLIDENE ACETONE
Relevant Data
Food Additives Approved by WHO:
Flavouring Substances Approved by European Union:
General Information
| Mainterm | VANILLYLIDENE ACETONE |
| Doc Type | ASP |
| CAS Reg.No.(or other ID) | 1080-12-2 |
| Regnum |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 5354238 |
| IUPAC Name | (E)-4-(4-hydroxy-3-methoxyphenyl)but-3-en-2-one |
| InChI | InChI=1S/C11H12O3/c1-8(12)3-4-9-5-6-10(13)11(7-9)14-2/h3-7,13H,1-2H3/b4-3+ |
| InChI Key | AFWKBSMFXWNGRE-ONEGZZNKSA-N |
| Canonical SMILES | CC(=O)C=CC1=CC(=C(C=C1)O)OC |
| Molecular Formula | C11H12O3 |
| Wikipedia | vanillylidene acetone |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 192.214 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 3 |
| Complexity | 223.0 |
| 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 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 | 46.5 |
| Monoisotopic Mass | 192.079 |
| Exact Mass | 192.079 |
| 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
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.7451 |
| Human Intestinal Absorption | HIA+ | 0.9971 |
| Caco-2 Permeability | Caco2+ | 0.9199 |
| P-glycoprotein Substrate | Non-substrate | 0.6264 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.7625 |
| Non-inhibitor | 0.8157 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8949 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8861 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7572 |
| CYP450 2D6 Substrate | Non-substrate | 0.8288 |
| CYP450 3A4 Substrate | Non-substrate | 0.5905 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.5704 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9550 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9267 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.6309 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8021 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.6804 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9675 |
| Non-inhibitor | 0.9396 | |
| AMES Toxicity | Non AMES toxic | 0.8820 |
| Carcinogens | Non-carcinogens | 0.8599 |
| Fish Toxicity | High FHMT | 0.8808 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9784 |
| Honey Bee Toxicity | High HBT | 0.8193 |
| Biodegradation | Not ready biodegradable | 0.5324 |
| Acute Oral Toxicity | III | 0.8684 |
| Carcinogenicity (Three-class) | Non-required | 0.5972 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.2392 | LogS |
| Caco-2 Permeability | 1.5193 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.7858 | LD50, mol/kg |
| Fish Toxicity | 1.4715 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.7499 | 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 and derivatives |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Hydroxycinnamic acid or derivatives - Methoxyphenol - Phenoxy compound - Phenol ether - Styrene - Methoxybenzene - Anisole - Phenol - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Benzenoid - Monocyclic benzene moiety - Enone - Alpha,beta-unsaturated ketone - Acryloyl-group - Ketone - Ether - Organic oxygen compound - Carbonyl group - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. These are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated. |
From ClassyFire