2,4-Dihydroxyacetophenone
Relevant Data
Food Additives Approved in the United States:
Food Additives Approved by WHO:
General Information
| Chemical name | 2,4-Dihydroxyacetophenone |
| CAS number | 28631-86-9 |
| COE number | 11884 |
| JECFA number | 729 |
| Flavouring type | substances |
| FL No. | 07.135 |
| Mixture | No |
| Purity of the named substance at least 95% unless otherwise specified | 23-25% 2,3-isomer; 19-22% 2,4-isomer; 19-20% 2,5-isomer; 20-21% 3,4-isomer and 15-18% 3,5-isomer |
| Reference body | EFSA |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 2723627 |
| IUPAC Name | (2R,5S)-2,5-bis(hydroxymethyl)-1,4-dioxane-2,5-diol |
| InChI | InChI=1S/C6H12O6/c7-1-5(9)3-12-6(10,2-8)4-11-5/h7-10H,1-4H2/t5-,6+ |
| InChI Key | KEQUNHIAUQQPAC-OLQVQODUSA-N |
| Canonical SMILES | C1C(OCC(O1)(CO)O)(CO)O |
| Molecular Formula | C6H12O6 |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 180.156 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 2 |
| Complexity | 144.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c B g 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 k A A A A A A A A A A A A A A A A G g A A C A A A C A S g g A I A C A A A B g 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 R E A A A A A A C Q A A B A A A H 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 A A A A A A A A = = |
| Topological Polar Surface Area | 99.4 |
| Monoisotopic Mass | 180.063 |
| Exact Mass | 180.063 |
| XLogP3 | None |
| XLogP3-AA | -3.1 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 12 |
| Defined Atom Stereocenter Count | 2 |
| 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
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.6373 |
| Human Intestinal Absorption | HIA- | 0.8271 |
| Caco-2 Permeability | Caco2- | 0.8413 |
| P-glycoprotein Substrate | Substrate | 0.5122 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9535 |
| Non-inhibitor | 0.9890 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9018 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7480 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8810 |
| CYP450 2D6 Substrate | Non-substrate | 0.8635 |
| CYP450 3A4 Substrate | Non-substrate | 0.7158 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9586 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9627 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9480 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.9078 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9782 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9914 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9814 |
| Non-inhibitor | 0.9080 | |
| AMES Toxicity | Non AMES toxic | 0.7972 |
| Carcinogens | Non-carcinogens | 0.9487 |
| Fish Toxicity | Low FHMT | 0.9379 |
| Tetrahymena Pyriformis Toxicity | Low TPT | 0.9058 |
| Honey Bee Toxicity | High HBT | 0.6541 |
| Biodegradation | Not ready biodegradable | 0.6217 |
| Acute Oral Toxicity | III | 0.4673 |
| Carcinogenicity (Three-class) | Non-required | 0.5830 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | 0.2291 | LogS |
| Caco-2 Permeability | -0.2082 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.6174 | LD50, mol/kg |
| Fish Toxicity | 3.3860 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -1.2614 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Dioxanes |
| Subclass | 1,4-dioxanes |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 1,4-dioxanes |
| Alternative Parents | |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Para-dioxane - Hemiacetal - Oxacycle - Organic oxygen compound - Hydrocarbon derivative - Primary alcohol - Organooxygen compound - Alcohol - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as 1,4-dioxanes. These are organic compounds containing 1,4-dioxane, an aliphatic six-member ring with two oxygen atoms in ring positions 1 and 4. |
From ClassyFire