3-Propylidenephthalide
Relevant Data
Food Additives Approved in the United States:
Food Additives Approved by WHO:
General Information
| Chemical name | 3-Propylidenephthalide |
| CAS number | 17369-59-4 |
| COE number | 494 |
| JECFA number | 1168 |
| Flavouring type | substances |
| FL No. | 10.005 |
| 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 | 5373603 |
| IUPAC Name | (3Z)-3-propylidene-2-benzofuran-1-one |
| InChI | InChI=1S/C11H10O2/c1-2-5-10-8-6-3-4-7-9(8)11(12)13-10/h3-7H,2H2,1H3/b10-5- |
| InChI Key | NGSZDVVHIGAMOJ-YHYXMXQVSA-N |
| Canonical SMILES | CCC=C1C2=CC=CC=C2C(=O)O1 |
| Molecular Formula | C11H10O2 |
| Wikipedia | (3Z)-3-propylidenephthalide |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 174.199 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 1 |
| Complexity | 243.0 |
| 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 S A A A A A w A A A A A A A A A E g B A A A A G g A A A A A A D A S A m A A y C I A A B A C I A i D S C A A C C A A k I A A I i A E A C M g I J j K A N R i C M Q A k w A E I q Y e K y K C O g A A A A A A Q A A A A A A A A A C A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 26.3 |
| Monoisotopic Mass | 174.068 |
| Exact Mass | 174.068 |
| XLogP3 | None |
| XLogP3-AA | 2.6 |
| 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+ | 0.9719 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.7310 |
| P-glycoprotein Substrate | Non-substrate | 0.6143 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.7148 |
| Non-inhibitor | 0.8892 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8769 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.4386 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7433 |
| CYP450 2D6 Substrate | Non-substrate | 0.8894 |
| CYP450 3A4 Substrate | Non-substrate | 0.6855 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.8337 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.5670 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9485 |
| CYP450 2C19 Inhibitor | Inhibitor | 0.7748 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9296 |
| CYP Inhibitory Promiscuity | High CYP Inhibitory Promiscuity | 0.7745 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8575 |
| Non-inhibitor | 0.9550 | |
| AMES Toxicity | AMES toxic | 0.9108 |
| Carcinogens | Non-carcinogens | 0.9089 |
| Fish Toxicity | High FHMT | 0.9083 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9975 |
| Honey Bee Toxicity | High HBT | 0.8728 |
| Biodegradation | Ready biodegradable | 0.6277 |
| Acute Oral Toxicity | III | 0.8449 |
| Carcinogenicity (Three-class) | Non-required | 0.4446 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.7647 | LogS |
| Caco-2 Permeability | 1.5094 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.9928 | LD50, mol/kg |
| Fish Toxicity | 0.2011 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.5902 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Isocoumarans |
| Subclass | Isobenzofuranones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Isobenzofuranones |
| Alternative Parents | |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Isobenzofuranone - Benzenoid - Enol ester - Lactone - Carboxylic acid ester - Oxacycle - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as isobenzofuranones. These are compounds containing a 2-benzofuran moiety that carries an oxo group at the 1 position. |
From ClassyFire