4-(p-HYDROXYPHENYL)-2-BUTANONE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Synonyms: | p-HYDROXYBENZYLACETONE, 1-p-HYDROXYPHENYL-3-BUTANONE, OXANONE, OXYPHENYLON, RASPBERRY KETONE |
| Chemical Names: | 4-(4-HYDROXYPHENYL)BUTAN-2-ONE |
| CAS number: | 5471-51-2 |
| COE number: | 755 |
| JECFA number: | 728 |
| FEMA number: | 2588 |
| 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 | 21648 |
| IUPAC Name | 4-(4-hydroxyphenyl)butan-2-one |
| InChI | InChI=1S/C10H12O2/c1-8(11)2-3-9-4-6-10(12)7-5-9/h4-7,12H,2-3H2,1H3 |
| InChI Key | NJGBTKGETPDVIK-UHFFFAOYSA-N |
| Canonical SMILES | CC(=O)CCC1=CC=C(C=C1)O |
| Molecular Formula | C10H12O2 |
| Wikipedia | 4-(p-hydroxyphenyl)-2-butanone |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 164.204 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 3 |
| Complexity | 146.0 |
| 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 A y B o A A A g C I A q B S A A A C A A A g I A A I i A E G C I g I J j K C E R K A c A A k w B E I m A e I y K C O I A A A A A A A A A B A A A A A A A A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 37.3 |
| Monoisotopic Mass | 164.084 |
| Exact Mass | 164.084 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 12 |
| 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
Food Additives Biosynthesis/Degradation
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.8707 |
| Human Intestinal Absorption | HIA+ | 0.9973 |
| Caco-2 Permeability | Caco2+ | 0.9208 |
| P-glycoprotein Substrate | Non-substrate | 0.6474 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9619 |
| Non-inhibitor | 0.9577 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8253 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7823 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7036 |
| CYP450 2D6 Substrate | Non-substrate | 0.8241 |
| CYP450 3A4 Substrate | Non-substrate | 0.6088 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.7989 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9542 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9226 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7909 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8321 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9196 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.7440 |
| Non-inhibitor | 0.9516 | |
| AMES Toxicity | Non AMES toxic | 0.9557 |
| Carcinogens | Non-carcinogens | 0.8175 |
| Fish Toxicity | High FHMT | 0.8405 |
| Tetrahymena Pyriformis Toxicity | Low TPT | 0.6130 |
| Honey Bee Toxicity | High HBT | 0.7272 |
| Biodegradation | Ready biodegradable | 0.7318 |
| Acute Oral Toxicity | III | 0.8556 |
| Carcinogenicity (Three-class) | Non-required | 0.6860 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.6847 | LogS |
| Caco-2 Permeability | 1.7787 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.0634 | LD50, mol/kg |
| Fish Toxicity | 0.6484 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.3747 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Phenols |
| Subclass | 1-hydroxy-2-unsubstituted benzenoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 1-hydroxy-2-unsubstituted benzenoids |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that a unsubstituted at the 2-position. |
From ClassyFire