3-Hydroxy-4-phenylbutane-2-one
Relevant Data
Food Additives Approved in the United States:
Food Additives Approved by WHO:
General Information
| Chemical name | 3-Hydroxy-4-phenylbutane-2-one |
| CAS number | 5355-63-5 |
| JECFA number | 2041 |
| Flavouring type | substances |
| FL No. | 07.242 |
| Mixture | No |
| Purity of the named substance at least 95% unless otherwise specified | At least 93%; secondary component 3-5% 4-hydroxy-4-phenylbutan-2-one |
| Reference body | EFSA |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 6428929 |
| IUPAC Name | 3-hydroxy-4-phenylbutan-2-one |
| InChI | InChI=1S/C10H12O2/c1-8(11)10(12)7-9-5-3-2-4-6-9/h2-6,10,12H,7H2,1H3 |
| InChI Key | QBCUUJGHWFKMDC-UHFFFAOYSA-N |
| Canonical SMILES | CC(=O)C(CC1=CC=CC=C1)O |
| Molecular Formula | C10H12O2 |
| Wikipedia | 3-hydroxy-4-phenylbutan-2-one |
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 | 148.0 |
| 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 B S g m A I y A I A A A g C I A q B S A A I C A A A g A A A I i A F A A I g I M D K A E R C A Y A A k w A E I i A e I y K C O 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 | 37.3 |
| Monoisotopic Mass | 164.084 |
| Exact Mass | 164.084 |
| XLogP3 | None |
| XLogP3-AA | 1.3 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 12 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| 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+ | 0.9276 |
| Human Intestinal Absorption | HIA+ | 0.9973 |
| Caco-2 Permeability | Caco2+ | 0.8259 |
| P-glycoprotein Substrate | Non-substrate | 0.6505 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.8742 |
| Non-inhibitor | 0.9480 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8949 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7532 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7521 |
| CYP450 2D6 Substrate | Non-substrate | 0.8933 |
| CYP450 3A4 Substrate | Non-substrate | 0.7446 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.6253 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9488 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.8987 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8826 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9607 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9402 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9598 |
| Non-inhibitor | 0.9391 | |
| AMES Toxicity | Non AMES toxic | 0.8229 |
| Carcinogens | Non-carcinogens | 0.6628 |
| Fish Toxicity | High FHMT | 0.7070 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9653 |
| Honey Bee Toxicity | High HBT | 0.6429 |
| Biodegradation | Ready biodegradable | 0.7542 |
| Acute Oral Toxicity | III | 0.8057 |
| Carcinogenicity (Three-class) | Non-required | 0.7992 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.5706 | LogS |
| Caco-2 Permeability | 1.5157 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.3873 | LD50, mol/kg |
| Fish Toxicity | 2.0029 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.3584 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Benzene and substituted derivatives |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Benzene and substituted derivatives |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Monocyclic benzene moiety - Acyloin - Alpha-hydroxy ketone - Secondary alcohol - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. |
From ClassyFire