3-(4-HYDROXY-PHENYL)-1-(2,4,6-TRIHYDROXY-PHENYL)-PROPAN-1-ONE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| CAS number: | 60-82-2 |
| JECFA number: | 2022 |
| FEMA number: | 4390 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2010 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Specs Code: | N |
| Report: | TRS 960-JECFA 73/114 |
| Tox Monograph: | FAS 64-JECFA 73/207 |
| Specification: | Compendium of FAO food additive specifications |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 4788 |
| IUPAC Name | 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one |
| InChI | InChI=1S/C15H14O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-2,4-5,7-8,16-17,19-20H,3,6H2 |
| InChI Key | VGEREEWJJVICBM-UHFFFAOYSA-N |
| Canonical SMILES | C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2O)O)O)O |
| Molecular Formula | C15H14O5 |
| Wikipedia | phloretin |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 274.272 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 4 |
| Complexity | 312.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c B w 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 w Y A A A A A A A A A A B Q A A A G g A A C A A A D A S A m A A w B o A A A g C I A q B S A A A C A A A k I A A I i A E G C M g I J z a C F R K A c U A l 4 B U I m Q e I 7 O T O I A A A C A A I A A B A A A A Q A B A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 98.0 |
| Monoisotopic Mass | 274.084 |
| Exact Mass | 274.084 |
| XLogP3 | None |
| XLogP3-AA | 2.6 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 20 |
| 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+ | 0.6990 |
| Human Intestinal Absorption | HIA+ | 0.8742 |
| Caco-2 Permeability | Caco2+ | 0.8866 |
| P-glycoprotein Substrate | Non-substrate | 0.5748 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9427 |
| Non-inhibitor | 0.8578 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8001 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8908 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7142 |
| CYP450 2D6 Substrate | Non-substrate | 0.8806 |
| CYP450 3A4 Substrate | Non-substrate | 0.5785 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.9108 |
| CYP450 2C9 Inhibitor | Inhibitor | 0.8948 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.7867 |
| CYP450 2C19 Inhibitor | Inhibitor | 0.8993 |
| CYP450 3A4 Inhibitor | Inhibitor | 0.7961 |
| CYP Inhibitory Promiscuity | High CYP Inhibitory Promiscuity | 0.7172 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8407 |
| Non-inhibitor | 0.8737 | |
| AMES Toxicity | Non AMES toxic | 0.9132 |
| Carcinogens | Non-carcinogens | 0.9099 |
| Fish Toxicity | High FHMT | 0.8421 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9255 |
| Honey Bee Toxicity | High HBT | 0.6454 |
| Biodegradation | Not ready biodegradable | 0.6501 |
| Acute Oral Toxicity | III | 0.7922 |
| Carcinogenicity (Three-class) | Non-required | 0.7252 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.3263 | LogS |
| Caco-2 Permeability | 1.1354 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.0976 | LD50, mol/kg |
| Fish Toxicity | 0.0321 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.8407 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Linear 1,3-diarylpropanoids |
| Subclass | Chalcones and dihydrochalcones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 2'-Hydroxy-dihydrochalcones |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | 2'-hydroxy-dihydrochalcone - Cinnamylphenol - Alkyl-phenylketone - Acylphloroglucinol derivative - Butyrophenone - Benzenetriol - Phloroglucinol derivative - Phenylketone - Aryl alkyl ketone - Aryl ketone - Benzoyl - Phenol - 1-hydroxy-2-unsubstituted benzenoid - 1-hydroxy-4-unsubstituted benzenoid - Benzenoid - Monocyclic benzene moiety - Vinylogous acid - Ketone - Polyol - Organic oxide - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position. |
From ClassyFire