3,4-Dimethyl-5-pentylidenefuran-2(5H)-one
Relevant Data
Food Additives Approved in the United States:
Food Additives Approved by WHO:
General Information
| Chemical name | 3,4-Dimethyl-5-pentylidenefuran-2(5H)-one |
| CAS number | 774-64-1 |
| COE number | 11873 |
| Flavouring type | substances |
| FL No. | 10.042 |
| Mixture | No |
| Purity of the named substance at least 95% unless otherwise specified | At least 93%; secondary component 1-2% 3,4-dimethyl 5-ketobutanoic acid gamma-lactone |
| Reference body | EFSA |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 6505330 |
| IUPAC Name | (5Z)-3,4-dimethyl-5-pentylidenefuran-2-one |
| InChI | InChI=1S/C11H16O2/c1-4-5-6-7-10-8(2)9(3)11(12)13-10/h7H,4-6H2,1-3H3/b10-7- |
| InChI Key | MTQPZHNZYWAXEH-YFHOEESVSA-N |
| Canonical SMILES | CCCCC=C1C(=C(C(=O)O1)C)C |
| Molecular Formula | C11H16O2 |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 180.247 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 3 |
| Complexity | 272.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B w M A A A A A A A A A A A A A A A A A A A A Q A A A A A A A A A A A A A A A A A A A A A A G g A A A A A A D A S A g A A C C A A A B A C I A i D S C A A A C A A g I A A A C A E A A E g I B A I A I A A C E A A A g A A I o Q I 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 A A A A A = = |
| Topological Polar Surface Area | 26.3 |
| Monoisotopic Mass | 180.115 |
| Exact Mass | 180.115 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 13 |
| 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+ | 0.9540 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.7089 |
| P-glycoprotein Substrate | Non-substrate | 0.6378 |
| P-glycoprotein Inhibitor | Inhibitor | 0.5000 |
| Inhibitor | 0.5379 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8476 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.4281 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8253 |
| CYP450 2D6 Substrate | Non-substrate | 0.8498 |
| CYP450 3A4 Substrate | Substrate | 0.5336 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.6455 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8648 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9034 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.6665 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8289 |
| CYP Inhibitory Promiscuity | High CYP Inhibitory Promiscuity | 0.5187 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8047 |
| Non-inhibitor | 0.9279 | |
| AMES Toxicity | Non AMES toxic | 0.8766 |
| Carcinogens | Non-carcinogens | 0.8346 |
| Fish Toxicity | High FHMT | 0.7176 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9687 |
| Honey Bee Toxicity | High HBT | 0.8667 |
| Biodegradation | Ready biodegradable | 0.8774 |
| Acute Oral Toxicity | III | 0.7526 |
| Carcinogenicity (Three-class) | Non-required | 0.4839 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.9445 | LogS |
| Caco-2 Permeability | 1.4427 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.7181 | LD50, mol/kg |
| Fish Toxicity | 1.1075 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.0637 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Dihydrofurans |
| Subclass | Furanones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Butenolides |
| Alternative Parents | |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | 2-furanone - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Enol ester - Lactone - Carboxylic acid ester - Oxacycle - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. |
From ClassyFire