3-Butylidenephthalide
Relevant Data
Food Additives Approved in the United States:
Food Additives Approved by WHO:
General Information
| Chemical name | 3-Butylidenephthalide |
| CAS number | 551-08-6 |
| COE number | 10083 |
| JECFA number | 1170 |
| Flavouring type | substances |
| FL No. | 10.024 |
| 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 | 642376 |
| IUPAC Name | (3Z)-3-butylidene-2-benzofuran-1-one |
| InChI | InChI=1S/C12H12O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h4-8H,2-3H2,1H3/b11-8- |
| InChI Key | WMBOCUXXNSOQHM-FLIBITNWSA-N |
| Canonical SMILES | CCCC=C1C2=CC=CC=C2C(=O)O1 |
| Molecular Formula | C12H12O2 |
| Wikipedia | (Z)-3-butylidenephthalide |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 188.226 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 2 |
| Complexity | 255.0 |
| 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 | 188.084 |
| Exact Mass | 188.084 |
| XLogP3 | None |
| XLogP3-AA | 3.2 |
| 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+ | 0.9713 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.7383 |
| P-glycoprotein Substrate | Non-substrate | 0.5712 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.7032 |
| Non-inhibitor | 0.6853 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8493 |
| Distribution | ||
| Subcellular localization | Plasma membrane | 0.6367 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7381 |
| CYP450 2D6 Substrate | Non-substrate | 0.8531 |
| CYP450 3A4 Substrate | Non-substrate | 0.6106 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.8424 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.6154 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.8949 |
| CYP450 2C19 Inhibitor | Inhibitor | 0.8076 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8671 |
| CYP Inhibitory Promiscuity | High CYP Inhibitory Promiscuity | 0.7164 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.7576 |
| Non-inhibitor | 0.9434 | |
| AMES Toxicity | AMES toxic | 0.6534 |
| Carcinogens | Non-carcinogens | 0.9346 |
| Fish Toxicity | High FHMT | 0.9174 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9993 |
| Honey Bee Toxicity | High HBT | 0.8367 |
| Biodegradation | Ready biodegradable | 0.7271 |
| Acute Oral Toxicity | III | 0.8021 |
| Carcinogenicity (Three-class) | Non-required | 0.4432 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.7912 | LogS |
| Caco-2 Permeability | 1.6560 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.0387 | LD50, mol/kg |
| Fish Toxicity | 0.2332 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 1.0947 | 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